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Review

Selected Plants as Sources of Natural and Active Ingredients for Cosmetics of the Future

1
Melaleuca Poland Co., Ltd., Al. W. Korfantego 5/1, 44-100 Gliwice, Poland
2
Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, Silesian University of Technology, B. Krzywoustego 4, 44-100 Gliwice, Poland
3
Biotechnology Center, Silesian University of Technology, B. Krzywoustego 8, 44-100 Gliwice, Poland
4
Academy of Fine Arts and Design, Koszarowa 19, 40-074 Katowice, Poland
*
Authors to whom correspondence should be addressed.
Appl. Sci. 2024, 14(8), 3487; https://doi.org/10.3390/app14083487
Submission received: 28 March 2024 / Revised: 15 April 2024 / Accepted: 19 April 2024 / Published: 20 April 2024
(This article belongs to the Special Issue Bioactive Compounds: From Extraction to Application)

Abstract

:
A clear trend of replacing synthetic cosmetic ingredients with natural ones can be observed in modern cosmetology. This entails the need to search for bioactive ingredients in the natural environment, especially in plants. This paper presents a comprehensive overview of dermatological, cosmetic, and pharmacological properties of highly potent plants, namely Acmella oleracea (A. oleracea), Centella asiatica (C. asiatica), Psoralea corylifolia (P. corylifolia), Plantago lanceolata L. (P. lanceolata L.), and Solidago virgaurea L. (S. virgaurea L.). Biological activity and phytochemical constituents are presented for all plants, but special attention is paid to ingredients of particular value to the cosmetics industry. The advantages of spilanthol and bakuchiol as a replacement for the popular botulinum toxin and retinol are discussed. Natural habitats, ethnomedical importance, cultivation area, as well as extraction methods of active plant ingredients are presented in detail. A wide spectrum of biological activity indicates the enormous potential of the presented plants in formulating new cosmetic and dermatological preparations.

1. Introduction

For many years, various bioactive substances derived from plant material have been the focus of scientific research, both as potential therapeutic agents, and valuable ingredients that provide the claimed effects of cosmetic preparations (e.g., betulinic acid and betulin extracted from the bark of white birch (Betula pubescens) [1], paclitaxel isolated from the bark of Taxus brevifolia (Pacific Yew) [2], jojoba [3], tea tree oil (Melaleuca alternifolia) [4,5], and chamomile (Matricaria chamomilla L.) [6].
The development of a healthy and environmentally friendly lifestyle has led to an increased interest in natural products, including phytocosmetics. Natural cosmetics are most often chosen by individuals who care about the environment, health, and beauty, and phytotherapy is widely considered a safe alternative to conventional therapies, sometimes even the only effective one in the case of certain skin conditions [7,8].
The constantly growing interest in natural materials poses a significant challenge for cosmetic companies. Ensuring high-quality cosmetic products requires interdisciplinary collaboration among chemists, cosmetologists, botanists, toxicologists, and biologists. The desire to keep up with increasing competition necessitates the introduction of innovative components and continuous search for new, natural ingredients that are equally as active, or even more effective than conventional, often synthetic ones. The cost of obtaining natural raw materials from certified crops is often higher than that of synthetic materials. However, the effort and resources invested in introducing natural formulations are rewarded with certifications awarded to organic products (COSMOS, Ecocert, Cosmebio, Soil Association, BDIH, NaTrue, ICEA, Vegan Society), increased attractiveness of the product, and consequently, greater consumer interest and trust [9]. Moreover, utilizing what nature offers has become a symbol of a holistic approach to health care and environmental concern.
Plants, being a rich source of bioactive substances, serve as a crucial driver for the cosmetics industry. Therefore, it is imperative to actively seek out, discover, and integrate these botanical ingredients into cosmetic formulations. Modern cosmetology is based on well-known and valued plants, especially those used for many years in folk medicine. Valuable information about the interesting properties of many plants, especially those useful in treating various diseases but also beneficial for the skin, can be found in sources of ancient knowledge, such as medieval herbals created at the time’s centers of science, or prehistoric accounts and legends about skin treatment methods.
In this paper, we present a review of the state of knowledge, based on historical sources and the latest scientific reports, regarding the dermatological, cosmetic, and pharmacological properties of several interesting plants, such as Acmella oleracea (A. oleracea), Centella asiatica (C. asiatica), Psoralea corylifolia (P. corylifolia), Plantago lanceolata L. (P. lanceolata L.), and Solidago virgaurea L. (S. virgaurea L.) (Figure 1).
We examined the natural habitats and cultivation areas of these plants, which is followed by an overview of the bioactive substances found in extracts derived from them. We emphasized ingredients that hold particular value for the cosmetics industry. The wide spectrum of biological activity indicates the enormous potential of A. oleracea, C. asiatica, P. corylifolia, P. lanceolata L., and S. virgaurea L. in formulating new cosmetic and dermatological preparations.
When searching for plants desirable from the perspective of the cosmetics industry, we considered the following criteria: (1) a wide spectrum of biological properties; (2) desired effects in cosmetics, including anti-aging, anti-wrinkle, soothing or eliminating skin redness and discoloration, assisting in acne treatment, scar reduction, firming, and anticellulite effects; (3) stability of active ingredient(s) present in the plant; (4) presence of bioactive substances in all parts of the plant, which reduces costs associated with preparing plant material for cosmetic raw material production; and (5) availability, easy of cultivation, and low price of the plant.
The growing interest in the selected plants is confirmed by numerous scientific reports (Figure 2, based on the Scopus database). However, the application of these plants mentioned in the literature reports mostly include agricultural industry, biological sciences, ecology, medicine, pharmaceuticals, pharmacology, toxicology, immunology, microbiology, and chemistry, without specific reference to the cosmetics industry. This indicates that their potential as cosmetic raw materials has not yet been fully appreciated. Applications in cosmetics can only be found in the multidisciplinary category (Figure 3, based on the Scopus database).

2. Acmella oleracea

2.1. General Description

A. oleracea L. R.K. Jansen (syn. Spilanthes acmella L., Spilanthes oleracea L.), also known as jambu, paracress, or toothache plant, is included in the species of aster plants (Compositae), among which are Spilanthes calva, Spilanthes americana, Spilanthes alba, and Spilanthes ocymifolia.
The native range of this species is a cultigen of Brazil. A. oleracea grows in the tropical climate of South America, Africa, Southeast Asia, and Australia (Figure 4 and Table S1 in Supplementary Materials), reaching heights of 20 to 60 cm. Its characteristic feature is conical yellow inflorescences with a distinctive red spot in the central part of the flower. This odorless plant has long, slightly brown stems and dark green heart-shaped leaves. Leaves, flowers, and stems are used as materials for cosmetic production [10,11].

2.2. Ethnomedical Importance

A. oleracea has a long history of traditional use in cuisines and medicines in several different civilizations [12,13]. The extract of the jambu plant was first used in folk medicine (India) as a remedy for tooth and gum pain. It was also applied to treat snake bite wounds (Ethiopia, flower infusion) and as a medicinal agent for various conditions including skin problems, throat ailments, and rheumatoid arthritis [14,15,16]. It has also been observed that chewing freshly picked flowers or leaves of A. oleracea causes salivation and tingling of the tongue, leading to a numbing effect (hence the name: toothache plant) [17,18].

2.3. Phytochemical Constituents

Plants of the Acmella genus are characterized by a high content of biologically active compounds, including N-alkylamides, vanillic acid, scopoletin, 3-acetylaleuritolic acid, trans-ferulic acid, trans-isoferulic acid, stigmasterol, and sitosterone (Figure 5) [14,16,17]. The most active N-alkylamide responsible for the biological properties and sensory effects of the plant (such as tingling, salivation) is (2E,6Z,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide, commonly known as spilanthol (syn. affinin) [14,15,16,17,18,19,20,21,22].

2.4. Biological Activity of A. oleracea

The broad spectrum of biological activity of A. oleracea includes anti-inflammatory [12,14,15,16,17], antioxidative [15], antifungal [14,15,16,17,23,24], analgesic [12,14,17,25,26], and bacteriostatic effects [12,16,17,24,26]. Due to its documented anti-inflammatory and locally anesthetic properties, extracts from jambu are used as components in dental care products for pain reduction, such as toothpaste, dental gels, and mouth rinses, as well as medical products for mouth ulcers, abscesses, or other oral cavity lesions caused by mechanical trauma from orthodontic interventions [15,25,27,28,29,30].
The cosmetic industry is interested in the ability of spilanthol to reduce or even inhibit the contraction of subcutaneous facial muscles, which ultimately contributes to smoothing and reducing facial expression wrinkles. Due to this property, cosmetics containing spilanthol are called natural herbal botox, and extracts of A. oleracea (INCI: Spilanthes acmella extract) are more frequently appearing in anti-wrinkle and anti-aging skincare products [31,32,33,34,35,36,37,38].

2.5. Spilanthol as an Alternative to Botulinum Toxin

Aging is a complex biological process that involves many factors, such as genetic predispositions and environmental influence. Age-related changes in skin appearance, including wrinkle formation, irregular pigmentation, and dryness, are caused by a reduction in the thickness of the epidermis, the dermal–epidermal junction, and reduction in the content of extracellular matrix components. However, the formation of facial expression wrinkles is primarily associated with decreased tension in facial muscles. One of the most popular treatments used for neuromuscular disorders and in aesthetic practice to reduce facial expression wrinkles (forehead lines, crow’s feet, or wrinkles around the mouth) is botulinum toxin (BoNT) produced by the bacteria Clostridium botulinum as well as rare strains of Clostridium butyricum and Clostridium baratii [39,40].
The use of BoNT carries the risk of side effects such as redness at the injection site, local pain, excessive lowering or raising of the eyebrows in the treatment of forehead wrinkles, drooping of the corner of the mouth or eyelids [41]. Despite possible side effects, high cost, and injectable form of product dosing, the number of people undergoing BoNT treatment continues to grow steadily. A safe alternative to BoNT may be spilanthol. Scientific reports suggest that both jambu extract and pure spilanthol block the subcutaneous muscle contractions, resulting in facial wrinkle smoothing [35,37]. It is important to note that the action of spilanthol is not solely based on blocking the contractile activity of facial muscles; it also demonstrates nurturing and firming effects by stimulating fibroblasts to produce elastin and collagen (Table 1) [17].
The majority of anti-wrinkle and anti-aging cosmetic compositions focus on strengthening the dermis or reducing the action of face muscle tissue. Extract from the plant A. oleracea is increasingly being used as a key ingredient in such cosmetics because the spilanthol contained in it suppresses the action of subcutaneous facial muscles. Spilanthol restricts the transmission of nerve impulses by blocking the activity of calcium and sodium–potassium channels present in the cell membrane of neurons. Blocking the exchange of sodium ions through the neuronal cell membrane completely prevents its depolarization, thereby preventing the generation of nerve impulses. The time of action on sensory nerves depends on the dose and site of spilanthol administration. In vitro studies have shown that a 0.6% volume concentration of the extract blocks muscle contractions rapidly, and a concentration of 1.2% maintains this effect for 24 h. A concentration of 2% demonstrated a smoothing effect on wrinkles after 24 h and continued to increase this result over the next 28 days [35,36,37,38].

3. Centella asiatica

3.1. General Description

C. asiatica L. Urban (syn. Gotu Kola coriacea Nannfd., Hydrocotyle asiatica L., Hydrocotyle lunata Lam., and Trisanthus cochinchinensis Lour.) is a tropical medicinal plant from the Apiaceae family (Umbellifere) [42].
It is cultivated in tropical and subtropical regions of Asia. It also grows in Australia, South Africa, Madagascar, and in selected areas of North, Central, and South America. (Figure 6 and Table S1 in Supplementary Materials) [43].
C. asiatica is a short plant with a long, thin, and sprawling stem. Its leaf blade is rounded or kidney-shaped, with serrated edges. It is smooth on the upper surface with thick radiating veins. The diameter of the leaf blade ranges from 1 to 6.3 cm. The inflorescence ranges in color from white to pale pink to dark red and consists of delicate, stalkless flowers, usually gathered in 3–4 umbel-shaped clusters. The fruits of C. asiatica are round or oval, resembling berries in shape. The optimal growth conditions for this plant are shaded areas with high humidity, where the soil is clayey, sandy, and rich in organic matter. The entire plant, including leaves, stems, flowers, roots, and seed pods, is utilized as a raw material in the pharmaceutical and cosmetic industries [44,45].

3.2. Ethnomedical Importance

C. asiatica is a medicinal plant used in traditional medicine in Asian countries for over 3000 years. References to it can be found in the oldest books of Ayurvedic medicine and Traditional Chinese Medicine (TCM). Due to the popularity of the legend claiming that the plant healed the wounds of Bengal tigers, it is colloquially known as tiger grass. The Hindus used this plant to treat slow-healing wounds, swelling, and to alleviate symptoms of diseases such as leprosy, lupus, psoriasis, common acne, and eczema. According to folk medicine records, it was attributed with analgesic, anti-inflammatory, antiviral, and antidepressant properties [43,45,46]. In the 19th century, both the plant and the extract obtained from it were included in the official list of medicines in India as an effective remedy for dermatological disorders, and over the years they were included in the Chinese Pharmacopoeia, British Herbal Pharmacopoeia, European Pharmacopoeia, French Pharmacopoeia, and many others [43,45,47].

3.3. Phytochemical Constituents

The wide range of biological activities of C. asiatica is attributed to pentacyclic triterpenoids of the ursane and oleanane types, especially triterpene acids and their derivatives. The most well-known ones are asiaticoside, madecassoside, asiatic acid, and madecassic acid (Figure 7) [42,48]. C. asiatica is also rich in vitamins (A, C, B-group vitamins) and mineral components such as macro- and microelements (including potassium, calcium, sodium), essential for the proper functioning of the organisms. Flavonoids, essential oils, and carotenoids such as lutein and β-carotene also influence the activity of the plant extract [44,46,49].

3.4. Biological Activity

Cosmetics containing C. asiatica extract (INCI: Centella Asiatica Extract) assist in smoothing facial expression wrinkles and preventing the formation of new ones, counteracting the appearance of stretch marks, and reducing scars [50,51]. The bioactive ingredients found in the plant (Section 3.3) prevent excessive accumulation of fat in cells, thus exhibiting anti-cellulite properties, improving skin elasticity, and consequently resulting in a slimming and firming effect. Moreover, the antioxidant properties of C. asiatica components contribute to delaying the skin aging process. By stimulating the peripheral circulation, the C. asiatica extract strengthens hair, accelerates its growth, and inhibits its loss [47,48,50].
Madecassoside present in C. asiatica extracts protects skin against lipid peroxidation, as well as intensifies synthesis of collagen while stimulating angiogenesis. It also enhances the infiltration of inflammatory cells and supports re-epithelialization to facilitate nearly complete wound closure in burned skin.
Asiaticoside has similar activity to madecassoside. It exhibits antibacterial and anti-inflammatory properties, thereby supporting the treatment of deep, slow-healing wounds and burns, and accelerates the scar reduction process [47,50]. The activity in wound healing process is associated with promoting the angiogenesis (e.g., by stimulation of vascular endothelial growth factor production) and also with suppressing apoptosis and increasing cellular proliferation. Additionally, by increasing the level of type I collagen (through TβRI kinase-independent Smad signaling pathway) it triggers an anti-wrinkle response [50].
Furthermore, the bioactive components of this plant positively affect sleep quality. Therapeutic effects have been observed in gastrointestinal diseases (including stomach ulcers, duodenal ulcers, and inflammatory bowel disease) as well as a positive impact on the cardiovascular system (including lowering arterial blood pressure and reducing symptoms of venous insufficiency in the lower limbs) [52,53].

4. Psoralea corylifolia

4.1. General Description

P. corylifolia L. (syn. Bakuchi, Cullen corylifolium L. Medik) is an annual plant with simple, serrated leaves ranging from round to ovoid in shape. It has narrow, long, lanceolate and curved stems. Small pale purple flowers are gathered in dense, spiny clusters on short single-flower stalks in the leaf axils. The plant naturally occurs in South–Central China, Bangladesh, India, Iraq, Myanmar, Assam, Djibouti, Oman, Somalia, Sri Lanka, Vietnam, Yemen, and the Western Himalayas (Figure 8 and Table S1 in Supplementary Materials) [54,55].

4.2. Ethnomedical Importance

Since the fifth century, P. corylifolia L. has been used in traditional Indian and Chinese medicine to treat various diseases, especially skin inflammation [56]. Its name comes from the Greek word psoraleos, meaning “afflicted with itching or leprosy” [57].
The external application of Bakuchi seed oil, in the form of ointment or paste, has long been used in Ayurveda to treat numerous skin conditions such as discoloration, eczema, leukoderma, psoriasis, and leprosy. Meanwhile, the roots of the plant have been used in the treatment of dental caries [56,57,58].

4.3. Phytochemical Constituents

P. corylifolia L. is a source of many active substances such as meroterpenes, furanocoumarins, coumarins, flavonoids, and terpenoids, which belong to secondary metabolites (Figure 9). In 1973, Mehta for the first time isolated from this plant an active substance with a characteristic structure (IUPAC: 4-[(1E,3S)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol), which he named bakuchiol (syn. chiba, drupanol) [59,60]. The analysis of the chemical composition of extracts obtained from different parts of the plant showed that bakuchiol is present in all its parts and at every stage of its development, with its maximum amount found in the seeds [61].

4.4. Biological Activity

P. corylifolia is an effective remedy against fever, skin diseases, and internal ulcers and also serves as a sedative [62]. Its leaves are used to treat inflammation of the skin and mucous membranes, swelling of the skin, as well as to alleviate diarrhea [63]. The Bakuchi plant is also used in the treatment of tinea, eczema, rough and discolored dermatosis with cracks, and scabies [64]. The essential oil obtained from this plant improves the condition of skin, hair, and nails. The seeds have antipyretic and alexiteric properties. They are also used in disorders of the biliary tract [65,66]. Seed extracts (psoralen, isopsoralen) have antidiabetic, antidepressant, anticancer, antibacterial, and antioxidant properties [67,68]. They can also be applied to cure conditions such as cough, asthma, nephritis, alopecia areata, and bleeding [69].

4.5. Bakuchiol as an Alternative to Retinol

Although bakuchiol has been known since 1973 and exhibits many valuable biological properties, its first commercial use in cosmetic products did not occur until 2007 [70]. Clinical studies have confirmed that bakuchiol has antibacterial [71], anti-acne [70,71], depigmenting, moisturizing, anti-inflammatory, anti-aging [70], and antioxidant effects [71,72]. Furthermore, according to the CosIng database (Cosmetic Ingredient Database), bakuchiol is a safe component of cosmetic products that does not irritate or cause allergies. It can be used year-round and at any time of day because of its resistance to sunlight, so it does not require additional external skin protection against UV radiation [70,73,74]. Bakuchiol has high photochemical and hydrolytic stability and blends well with various emollients [75,76,77]. Due to these biological activities, the interest in the application of bakuchiol in cosmetic and pharmaceutical formulations is growing [73].
Bakuchiol affects multiple cellular pathways. It is involved in the modulation of retinoic acid receptor genes, as well as stimulation of genes responsible for the production of collagen. It stimulates the critical extracellular matrix component and reduces expression of IL8 and p16 in aging skin. It was shown to enhance the epidermal regeneration process and wound healing. Additionally, it inhibits the activity of tyrosinase and α-melanocyte, leading to a reduction in pigmentation intensity of skin and regulates seborrhea [73,75].
Bakuchiol does not exhibit structural similarity to retinol, but due to its similar action and bioactive effects, it has recently been recognized as a plant-derived and functional substitute for retinol [73,78]. Bakuchiol, being more tolerated and safer, lightens skin discolorations to the same extent as retinol [75]. It shows more favorable regenerative properties, resulting from a significant improvement in collagen stimulation compared to retinol [73,75].
Retinoids are used in many skin conditions such as acne or psoriasis, and they also exhibit effective anti-aging effects. However, retinoid therapy carries many negative side effects, such as irritation, redness, burning, dryness, and peeling of the skin, which limits their use in individuals with sensitive skin [73,79].
Additionally, retinoids have teratogenic effects, making them unsuitable for use by pregnant women (Table 2) [79].

5. Plantago lanceolata L.

5.1. General Description

P. lanceolata L. (syn. longleaf plantain, ribwort plantain) is a plant belonging to the plantain family. It forms a rosette of long, narrow leaves with sharp tips. Both the leaf and stem feature parallel venation in the form of a midrib and adjacent thin lateral veins. P. lanceolata L. has small flowers set in bracts, clustered in dense spike-like inflorescences at the top of long leafless flowering stems. The floral corolla has a short tube and four petals in a white or brownish-pink color. Smooth and shiny fruits and reddish-brown seeds shaped like collars are set in oval capsules. The roots are numerous and fibrous, with short rhizomes occurring beneath the soil surface. During flowering (from May to September), the flowering stems reach heights of up to 40 cm [80,81].
P. lanceolata L. grows wild as a weed among cultivated crops, especially alfalfa, clover, flax, and winter and spring cereals, in the northern hemisphere in the temperate climate zone. It proliferates abundantly in meadows, pastures, as well as lawns, and agricultural wastelands with black soil or loamy sandy soils [82]. This species originally comes from Europe, but now occurs in every corner of the world, e.g., in the USA, Australia, New Zealand, Japan, and many countries in Africa (Figure 10 and Table S1 in Supplementary Materials) [83].

5.2. Ethnomedical Importance

In folk medicine, P. lanceolata L. was used as an antibacterial and anti-inflammatory agent, which was supportive in the treatment of hoarseness, dry chronic cough, gastrointestinal inflammation, and urinary tract infections [80]. Compresses made from the leaves relieved pain in the case of limb fractures or swelling, and also aided in wound and abscesses healing [84]. The juice provided relief at scorpion or snake bite sites [82,85].
In China, the leaves and seeds of this plant were used to prepare expectorants and diuretics. In ancient Greece and Rome, longleaf plantain infusions were recommended for the treatment of dysentery [86]. Saint Hildegard (1098–1179) used plantain juice to eliminate freckles and to alleviate symptoms of bloody vomiting. The seeds were believed to prevent miscarriages [87]. At the turn of the 15th and 16th centuries, macerates based on P. lanceolata L. were used in the treatment of tuberculosis, inflammatory conditions of the eyes, throat, skin, and oral cavity [88]. Friedrich (1845) recommended the use of this plant for lung congestion, gastric and urinary tract inflammation, anemia, and gum bleeding. Hair rinses with P. lanceolata L. macerate were believed to prevent hair brittleness or excessive hair loss [87]. This plant was also used as an ingredient in food and animal feed [80].
It has been reported that infusion from Plantago can be applied internally for treating of bronchitis, asthma, and sinusitis. Moreover, it alleviates symptoms of irritable bowel syndrome, hemorrhoids, and inflammation of the cervix or bladder. It also provides an astringent effect and stimulates wound healing [89].
P. lanceolata L. also exhibits the properties of heavy metal accumulation from the air, qualifying the plant as an indicator of them in industrially polluted areas [90].

5.3. Phytochemical Constituents

The medicinal properties can be assigned to each part of the plant, although leaves are most commonly used as a raw material. The extract obtained from the leaves of P. lanceolata L. mainly contains polyphenols, flavonoids (baicalein and scutellarein), tannins, alkaloids, terpenoids, organic acids (ascorbic, benzoic, cinnamic, fumaric, and vanillic acids), mucilaginous substances, pectins, and mineral salts (compounds containing silicon, zinc, potassium, and iron) [80]. The leaves are also a source of iridoid glycosides (aucubin, catalpol, globularin, and asperuloside), and propionic glycosides (verbascoside, plantamajoside, isoverbascoside, and lavandulifolioside) [91,92]. Phytochemical analyses of Plantago species also confirm the presence of derivatives of caffeic acid, coumarin, fats, and oils (Figure 11) [84].

5.4. Biological Activity

The active ingredients obtained from P. lanceolata L. include flavonoids, which have anti-inflammatory, antihistamine, and anticancer properties. They neutralize free radicals and chelate metals. In addition, flavonoids protect the skin from harmful ultraviolet radiation, inhibit certain enzymes, and prevent the oxidation of lipid substances. Tannins have astringent properties on the skin. Another group of bioactive chemicals present in plant extract are iridoid glycosides, which are responsible for antibiotic, antihepatotoxic, anti-inflammatory, spasmolytic, antiviral, and anti-stress effects. Additionally, P. lanceolata L. is known for its diuretic and antispasmodic properties. Propionic glycosides exhibit antibacterial, antioxidant, anti-inflammatory, and anticancer effects [80,93].
Phytosterols (such as sitosterol, stigmasterol, and campesterol) are responsible for anti-inflammatory effects. It has been observed that they reduce swelling and redness of the skin. Furthermore, they lower cholesterol levels in the blood and have antipyretic properties. In addition, they have been documented to inhibit the growth of tumors in colon, stomach, breast, and lung [93,94].
Acetoside ester, also known as verbascoside, is used as the main ingredient in syrup against cold [84]. Verbascoside is also applied in other pharmaceutical preparations used to treat neurodegenerative diseases and pain [89]. There have been some reports of the development of liquid crystals containing plantain extract. In this form, the bioactive ingredients, especially verbacoside, would be protected against hydrolysis [95].
The extract from this plant has also been studied as a wound healing agent. The results of studies conducted on rats and mice showed that the kinetics of wound healing increased. A reduction in scar formation was also observed. The wound healing activity of P. lanceolata L. extracts is associated with modulation of all processes involved in that process (proliferation, migration, differentiation, and induction of fibroblasts to myofibroblasts transition, and extracellular matrix formation/organization) [96,97]. The presence of iridoid glycosides makes it possible to use P. lanceolata L. extract as an insecticide [80]. The P. lanceolata L. plant is also characterized by high anti-aging effectiveness [87]. Its water infusions and stabilized juices are used as an active ingredient in cream and mask formulas. The presence of salicylic acid in leaf extracts also shows antibacterial and anti-inflammatory activity, resulting in cleansing and protective properties of skin care products [80].

6. Solidago virgaurea L.

6.1. General Description

S. virgaurea L. (syn. goldenrod) is a perennial plant, occurring in more than 190 species, subspecies, and varieties [98]. Solidago means “which consolidates”, in reference to its use in the healing of wounds.
It is composed of a cylindrical rhizome. Its round and stiff stem, branching at the upper part, can reach a height of 1 m. The simple leaves on the midrib are arranged alternately, and at the lower part of the plant are ovate or have ovate-elliptic blades. Upper leaves have short stems and linear-oblong or elliptic blades with toothed or full edges. Goldenrod has distinctive radial yellow flower heads in the form of rosettes clustered in a panicle or corymb [99].
The largest areas of natural occurrence of S. virgaurea L. are found in North America, where it originates. Currently, it is widespread worldwide (Figure 12 and Table S1 in Supplementary Materials) [100]. It is used as an herbaceous plant, but it is also cultivated for ornamental purposes [99]. In Europe and Asia, the most common varieties are S. virgaurea L., S. canadensis L., and S. gigantea Aiton; in North America, most common is S. odora Aiton, while in South America it is S. chilensis Meyen [101,102].

6.2. Ethnomedical Importance

The leaves and flowers of S. virgaurea L. were used by the Menominee, Chippewa, Alabama, and Potawatomi Indians to make tea used for fever, colds, and chest pains. Goldenrod juice or ointment mixed with butter was previously used to treat eczema, wounds, and burns [99]. The roots or stems of S. canadensis L., mixed with bear fat, were used to make hot poultices or enemas. Extracts from the stems were taken internally as a tonic and stimulant. S. altissima was used to treat burns, female ailments, as well as sprains and muscle fatigue. From dried and powdered roots of S. juncea, infusions were prepared and used in convulsions and to treat purulent wounds, boils, and lung diseases. The Chippewa Indians used S. vigida for treating cut wounds, while a decoction of S. vigida roots was taken internally to treat urinary retention-related ailments [99].

6.3. Phytochemical Constituents

According to the literature, the presence of polyphenolic compounds in extracts of Solidago species may be responsible for their biological properties. Flavonoids, saponins, caffeoylquinic acid derivatives, salicylic acid derivatives, clerodane-type diterpenes, polysaccharides, and essential oils have been reported as bioactive constituents of extracts. It has been revealed that the active substances responsible for antioxidant and anti-inflammatory activity are mainly caffeoylquinic acids and their derivatives [103,104,105,106,107,108,109,110]. Triterpenes, leiocarposide, rutin, and quercetin are also responsible for anti-inflammatory properties. The flavonoid fraction (quercetin and its derivatives), hydroxycinnamic acid fraction, saponin fraction, and leiocarposide are responsible for the well-known diuretic properties of goldenrod. Leiocarposide also acts as an analgesic. Triterpene saponins are responsible for antifungal properties, while saponins, α-tocopherol quinone, 2-phyten-l-ol, β-dyktyopterol, and 3,5-dicaffeoylquinic acid methyl ester exhibit cytotoxic and anticancer properties. 5-di-O-caffeoylquinic acid inhibits fat cell production [111,112,113,114,115,116,117,118]. Figure 13 presents the most important bioactive constituents of S. virgaurea L.

6.4. Biological Activity

The aqueous or water–alcohol extracts of the herb S. virgaurea L. exhibit anti-inflammatory, spasmolytic, diuretic, analgesic, and hypotensive effects [98]. By facilitating the elimination of harmful metabolites (sodium chloride, ammonia, and uric acid), they act detoxifying and anti-edematous. Aqueous extracts of S. virgaurea L. also treat gastrointestinal ailments [99]. Additionally, it has antioxidant, antihypertensive, antibacterial, antifungal, antiparasitic, cytotoxic, anticancer, antimutagenic, anti-adipogenic, antidiabetic, and cardioprotective properties [98]. European goldenrod extract blocks the negative effects of fibroblast aging, making it an active addition for anti-aging cosmetics [119].
It seems that Solidago, despite its huge area of natural occurrence and wide spectrum of biological activity, has not yet been fully appreciated by the cosmetics industry in Europe [120]. Moreover, Solidago species are considered very invasive and one the most aggressive plants in Europe. Therefore, it is important to find a practical, wide use for this plant [121].

7. The Most Important Applications of A. oleracea, C. asiatica, P. corylifolia, P. lanceolata, and S. virgaurea Extracts and Bioactive Ingredients

In order to systematize the information provided in this article, in Table 3 we have listed chosen literature sources describing the most important biological activities and applications of the plants A. oleracea, C. asiatica, P. corylifolia, P. lanceolata L., and S. virgaurea L. Applications have been divided into three groups: medicine; pharmacology, toxicology, and pharmaceutics; and cosmetology.
Extracts from the plants described in this work are already being used in selected cosmetic formulations. Their excellent biological properties are attributed to the chemical substances, which are mainly phenolic acids, flavonoids, and triterpenoids. Table 4 presents the activities of plant extracts, as well as the activities of substances permitted for use in cosmetic formulas. The exact quantity of bioactive ingredients used in products is often protected by patent law, thus the access to such information is limited.
The plants described in the article are increasingly being chosen and used to prepare natural cosmetic ingredients. Among the offerings of cosmetic companies worldwide, various types of products are developed with extracts from A. oleracea, C. asiatica, and P. corylifolia, including those for facial skin care (toners, gels, foams, micellar waters, creams, serums, masks, ampoules), as well as body lotions, shampoos, and hair conditioners. The potential for using P. lanceolata and S. virgaurea in the cosmetics industry remains untapped. In Table 5, the chosen cosmetic products containing plant extracts that are already available on the market are presented. Also, the declared by manufacturers’ effects of the formulations are specified.

8. Methods of Extracting Bioactive Ingredients from A. oleracea, C. asiatica, P. corylifolia, P. lanceolata, and S. virgaurea

In the newest literature, the trend for extraction of valuable plant ingredients with biological activity is focusing on applying techniques that have lower impacts on natural environment, such as extraction with supercritical fluids. Application of deep eutectic solvents is also gaining increasing interest. These solvents enable the selective and efficient isolation of specific chemicals depending on the solvent used [139]. Furthermore, they can be used for the pretreatment of plant material, which facilitates subsequent extraction [140]. However, traditional isolation methods, such as maceration or extraction in Soxhlet’s apparatus, are still often employed as effective techniques for isolation of plant ingredients, especially those mentioned in this work [141,142,143,144]. Table 6 presents the review of extraction methods of active chemicals from A. oleracea, C. asiatica, P. corylifolia, P. lanceolata, and S. virgaurea. These were often experiments aimed at confirming the presence and content of individual ingredients in the extract. It should also be emphasized that authors often only provide extraction efficiency. In some studies, individual components of the extract are provided, but the units used are very different. Therefore, in Table 6 one of the columns is entitled “obtained results”.
In many instances, uncovering the true content of specific bioactive compounds in studied plants proves challenging. It depends on the techniques employed for extraction and separation. Consequently, there exists a notable variance in findings among different researchers, as highlighted in Table 6. Moreover, it is evident that the concentration of active constituents is contingent upon factors such as the region, climate, and the specific part of the plant being examined.

9. Future Challenges and Prospects

The cosmetics industry constantly offers consumers new cosmetics with improved composition, based on natural ingredients. New, more effective methods of identifying and isolating plant active ingredients are constantly being developed. It is highly probable that many more new active substances of plant origin will be identified in the near future. It is extremely important to examine their biopotentials and application profiles.
As social awareness increases, more and more products on the cosmetics market have labels with attractive slogans such as eco-, bio-, organic, or natural. Producers, taking advantage of the popularity of the ecological trend, consciously use such terms to encourage the purchase of their products. However, is the composition of such raw materials always known and confirmed? It should be remembered that the active substances contained in plant extracts, although they constitute only a small percentage of the weight of the entire cosmetic, determine its activity and are the most important components. The composition of such additives, both quantitative and qualitative, may vary depending on the variety, stage of development, region of occurrence and growth conditions, or part of the plant. Therefore, it seems advisable to determine the content of specific active ingredients in the raw material in order to ensure the declared effect of the cosmetic.
The plants described in this paper (A. oleracea, C. Asiatica, P. corylifolia, P. lanceolata, and S. virgaurea) have a wide spectrum of biological activity, which opens up many areas of their applications, e.g., cosmetics, pharmaceuticals, insecticides, metal indicators, removal of heavy metals from contaminated areas, or food additives. All of them were historically used in the form of aqueous or alcoholic extracts, and less often as dried and powdered plant parts.
Currently, increasing interest in spilanthol isolated from Acmella oleracea (natural herbal botox), bakuchiol contained in the extract from Psoralea corylifolia (a natural substitute for retinol), and extract from Centella asiatica, as natural, safe and effective components of cosmetic preparations can be observed. On the other hand, the popular plants Plantago lanceolata and Solidago virgaurea remain underestimated by the cosmetics industry. Plants of the Solidago species are currently considered the most aggressive and invasive plants in Europe, so it is very important to find a practical, wide application for this raw material [121].

Supplementary Materials

The following supporting information can be downloaded at https://www.mdpi.com/article/10.3390/app14083487/s1, Table S1: Supporting information includes table with the plant species and the countries list where the plants are found.

Author Contributions

Conceptualization, M.G., S.K. and D.G.; data curation, S.K., M.G., W.K. and D.G.; writing—original draft preparation, M.G., S.K., W.K., A.W. and P.G.; writing—review and editing, M.G., D.G., W.K., A.W. and P.G.; visualization, A.W. and P.G.; supervision, D.G., M.G. and J.B. All authors have read and agreed to the published version of the manuscript.

Funding

This work was supported under the Implementation Doctorate Program VI ed. Grant No. DWD/6/0345/2022, Ministry of Education and Science (Poland). Part of this work was also supported by the Silesian University of Technology (Poland) Grant BK No. 207/RCH-2/2024.

Conflicts of Interest

Author S.K. was employed by the company Malaleuca Poland Co., Ltd. The remaining authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.

References

  1. Amiri, S.; Dastghaib, S.; Ahmadi, M.; Mehrbod, P.; Khadem, F.; Behrouj, H.; Aghanoori, M.-R.; Machaj, F.; Ghamsari, M.; Rosik, J.; et al. Betulin and Its Derivatives as Novel Compounds with Different Pharmacological Effects. Biotechnol. Adv. 2020, 38, 107409. [Google Scholar] [CrossRef] [PubMed]
  2. Cseke, L.J.; Kirakosyan, A.; Kaufman, P.B.; Warber, S.; Duke, J.A.; Brielmann, H.L. Natural Products from Plants, 2nd ed.; CRC Press (Verlag): Boca Raton, FL, USA, 2006; ISBN 978-0-8429-2976-0. [Google Scholar]
  3. Gad, H.A.; Roberts, A.; Hamzi, S.H.; Gad, H.A.; Touiss, I.; Altyar, A.E.; Kensara, O.A.; Ashour, M.L. Jojoba Oil: An Updated Comprehensive Review on Chemistry, Pharmaceutical Uses, and Toxicity. Polymers 2021, 13, 1711. [Google Scholar] [CrossRef] [PubMed]
  4. Carson, C.F.; Hammer, K.A.; Riley, T.V. Melaleuca alternifolia (Tea Tree) Oil: A Review of Antimicrobial and Other Medicinal Properties. Clin. Microbiol. Rev. 2006, 19, 50–62. [Google Scholar] [CrossRef] [PubMed]
  5. Wróblewska, M.; Szymańska, E.; Winnicka, K. The Influence of Tea Tree Oil on Antifungal Activity and Pharmaceutical Characteristics of Pluronic® F-127 Gel Formulations with Ketoconazole. Int. J. Mol. Sci. 2021, 22, 11326. [Google Scholar] [CrossRef] [PubMed]
  6. Szőke, É.; Lemberkovics, É. Comparative Investigation of Sesquiterpene Components of Essential Oils Originating from Intact Plants and Hairy Root Chamomile Cultures. GSC Adv. Res. Rev. 2021, 6, 028–049. [Google Scholar] [CrossRef]
  7. Antignac, E.; Nohynek, G.J.; Re, T.; Clouzeau, J.; Toutain, H. Safety of Botanical Ingredients in Personal Care Products/Cosmetics. Food Chem. Toxicol. 2011, 49, 324–341. [Google Scholar] [CrossRef]
  8. Amberg, N.; Fogarassy, C. Green Consumer Behavior in the Cosmetics Market. Resources 2019, 8, 137. [Google Scholar] [CrossRef]
  9. Dini, I.; Laneri, S. The New Challenge of Green Cosmetics: Natural Food Ingredients for Cosmetic Formulations. Molecules 2021, 26, 3921. [Google Scholar] [CrossRef] [PubMed]
  10. Kavya, M.D.; Pattar, P.V. Phytochemical and Pharmacognostic Investigations of Spilanthes acmella Murr. World J. Pharm. Sci. 2015, 4, 979–988. [Google Scholar]
  11. Sahu, J.; Jain, K.; Jain, B.; Sahu, R.K. A Review on Phytopharmacology and Micropropagation of Spilanthes acmella. Pharmacologyonline 2011, 2, 1105–1110. [Google Scholar]
  12. Sharma, R.; Arumugam, N. N-Alkylamides of Spilanthes (Syn: Acmella): Structure, Purification, Characterization, Biological Activities and Applications—A Review. Future Foods 2021, 3, 100022. [Google Scholar] [CrossRef]
  13. Spelman, K.; Depoix, D.; McCray, M.; Mouray, E.; Grellier, P. The Traditional Medicine Spilanthes acmella, and the Alkylamides Spilanthol and Undeca-2E-Ene-8,10-Diynoic Acid Isobutylamide, Demonstrate In Vitro and In Vivo Antimalarial Activity. Phytother. Res. PTR 2011, 25, 1098–1101. [Google Scholar] [CrossRef] [PubMed]
  14. Barbosa, A.F.; de Carvalho, M.G.; Smith, R.E.; Sabaa-Srur, A.U.O. Spilanthol: Occurrence, Extraction, Chemistry and Biological Activities. Rev. Bras. Farmacogn. 2016, 26, 128–133. [Google Scholar] [CrossRef]
  15. Cheng, Y.-B.; Liu, R.; Ho, M.-C.; Wu, T.-Y.; Chen, C.-Y.; Lo, I.-W.; Hou, M.-F.; Yuan, S.-S.; Wu, Y.-C.; Chang, F.-R. Alkylamides of Acmella Oleracea. Molecules 2015, 20, 6970–6977. [Google Scholar] [CrossRef]
  16. Prachayasittikul, S.; Suphapong, S.; Worachartcheewan, A.; Lawung, R.; Ruchirawat, S.; Prachayasittikul, V. Bioactive Metabolites from Spilanthes Acmella Murr. Molecules 2009, 14, 850–867. [Google Scholar] [CrossRef] [PubMed]
  17. Dubey, S.; Maity, S.; Singh, M.; Saraf, S.A.; Saha, S. Phytochemistry, Pharmacology and Toxicology of Spilanthes acmella: A Review. Adv. Pharmacol. Sci. 2013, 2013, 423750. [Google Scholar] [CrossRef]
  18. Joseph, B.; George, J. The Role of Acmella Olerecea in Medicine—A Review. World J. Pharm. Res. 2013, 2, 2781–2792. [Google Scholar]
  19. Huang, W.-C.; Huang, C.-H.; Hu, S.; Peng, H.-L.; Wu, S.-J. Topical Spilanthol Inhibits MAPK Signaling and Ameliorates Allergic Inflammation in DNCB-Induced Atopic Dermatitis in Mice. Int. J. Mol. Sci. 2019, 20, 2490. [Google Scholar] [CrossRef] [PubMed]
  20. Silveira, N.; Sandjo, L.P.; Biavatti, M.W. Spilanthol-Containing Products: A Patent Review (1996–2016). Trends Food Sci. Technol. 2018, 74, 107–111. [Google Scholar] [CrossRef]
  21. Veryser, L.; Wynendaele, E.; Taevernier, L.; Verbeke, F.; Joshib, T.; Tatke, P.; Spiegeleer, B.D. N-Alkylamides: From Plant to Brain. Funct. Foods Health Dis. 2014, 4, 264. [Google Scholar] [CrossRef]
  22. Bakondi, E.; Singh, S.B.; Hajnády, Z.; Nagy-Pénzes, M.; Regdon, Z.; Kovács, K.; Hegedűs, C.; Madácsy, T.; Maléth, J.; Hegyi, P.; et al. Spilanthol Inhibits Inflammatory Transcription Factors and iNOS Expression in Macrophages and Exerts Anti-Inflammatory Effects in Dermatitis and Pancreatitis. Int. J. Mol. Sci. 2019, 20, 4308. [Google Scholar] [CrossRef] [PubMed]
  23. Moreno, S.C.; Carvalho, G.A.; Picanço, M.C.; Morais, E.G.; Pereira, R.M. Bioactivity of Compounds from Acmella oleracea against Tuta absoluta (Meyrick) (Lepidoptera: Gelechiidae) and Selectivity to Two Non-target Species. Pest Manag. Sci. 2012, 68, 386–393. [Google Scholar] [CrossRef] [PubMed]
  24. Molina-Torres, J.; Salazar-Cabrera, C.J.; Armenta-Salinas, C.; Ramírez-Chávez, E. Fungistatic and Bacteriostatic Activities of Alkamides from Heliopsis longipes Roots: Affinin and Reduced Amides. J. Agric. Food Chem. 2004, 52, 4700–4704. [Google Scholar] [CrossRef] [PubMed]
  25. Boonen, J.; Baert, B.; Roche, N.; Burvenich, C.; De Spiegeleer, B. Transdermal Behaviour of the N-Alkylamide Spilanthol (Affinin) from Spilanthes acmella (Compositae) Extracts. J. Ethnopharmacol. 2010, 127, 77–84. [Google Scholar] [CrossRef] [PubMed]
  26. Sharma, A.; Kumar, V.; Rattan, R.S.; Kumar, N.; Singh, B. Insecticidal Toxicity of Spilanthol from Spilanthes acmella Murr. against Plutella xylostella L. Am. J. Plant Sci. 2012, 3, 1568–1572. [Google Scholar] [CrossRef]
  27. Lalthanpuii, P.B.; Lalchhandama, K. Chemical Composition and Broad-Spectrum Anthelmintic Activity of a Cultivar of Toothache Plant, Acmella oleracea, from Mizoram, India. Pharm. Biol. 2020, 58, 393–399. [Google Scholar] [CrossRef] [PubMed]
  28. Pandey, H.K.; Rawut, P.S.; Kumar, N.; Verma, G.S. A Herbal Formulation for Toothache and Related Disorders and a Process for Preparation Thereof. IN Patent 2004DE00260, 2007. [Google Scholar]
  29. Adler, R.J. Compositions for the Acute and/or Long Term Treatment of Periodontal Diseases Using Herb Extracts. WO Patent 2006059196, 2006. [Google Scholar]
  30. Singh, M.; Chaturvedi, R. Screening and Quantification of an Antiseptic Alkylamide, Spilanthol from In Vitro Cell and Tissue Cultures of Spilanthes acmella Murr. Ind. Crops Prod. 2012, 36, 321–328. [Google Scholar] [CrossRef]
  31. Belfer, W.A. Cosmetic Compositions Comprising Peptides and Acmella oleracea Extract to Accelerate Repair of Functional Wrinkles. US Patent 2007048245, 2007. [Google Scholar]
  32. Prachayasittikul, V.; Prachayasittikul, S.; Ruchirawat, S. High Therapeutic Potential of Spilanhes acmellal A Review. EXCLI J. 2013, 12, 219–312. [Google Scholar]
  33. Savic, S.M.; Cekic, N.D.; Savic, S.R.; Ilic, T.M.; Savic, S.D. ‘All-natural’ Anti-wrinkle Emulsion Serum with Acmella oleracea Extract: A Design of Experiments (DoE) Formulation Approach, Rheology and In Vivo Skin Performance/Efficacy Evaluation. Int. J. Cosmet. Sci. 2021, 43, 530–546. [Google Scholar] [CrossRef]
  34. Lalthanpuii, P.B.; Laldinpuii, Z.T.; Lalhmangaihzuala, S.; Vanlaldinpuia, K.; Lalruatfela, B.; Lalnunfela, C.; Laldinchhana; Lalawmpuii, R.; Lalhriatpuii, T.C.; Lalhlenmawia, H.; et al. Chemical Profiling of Alkylamides from the “Herbal Botox”, Acmella oleracea, Cultivated in Mizoram and Their Pharmacological Potentials. J. Environ. Biol. 2020, 41, 845–850. [Google Scholar] [CrossRef]
  35. Demarne, F.; Passaro, G. Use of an Acmella oleracea Extract for the Botulinum Toxin-like Effect Thereof in an Anti-Wrinkle Cosmetic Composition. US7531193B2, 12 May 2009. [Google Scholar]
  36. Belfer, W.A. Cosmetic Compositions Comprising Peptides and Acmella oleracea Extract to Accelerate Repair of Functional Wrinkles. US8025907B2, 27 September 2011. [Google Scholar]
  37. Demarne, F.; Passar, G. Use of an Acmella oleracea Extract for Its Botox-like Effect in an Antiwrinkle Cosmetic Composition. WO2005072698A1, 4 January 2005. [Google Scholar]
  38. Grymel, M. Characteristic and Use of Spilanthol in Cosmetology. Aesthetic Cosmetol. Med. 2021, 10, 101–108. [Google Scholar] [CrossRef]
  39. França, K.; Kumar, A.; Fioranelli, M.; Lotti, T.; Tirant, M.; Roccia, M.G. The History of Botulinum Toxin: From Poison to Beauty. Wien. Med. Wochenschr. 2017, 167, 46–48. [Google Scholar] [CrossRef] [PubMed]
  40. Lee, K.C.; Pascal, A.B.; Halepas, S.; Koch, A. What Are the Most Commonly Reported Complications with Cosmetic Botulinum Toxin Type a Treatments? J. Oral Maxillofac. Surg. 2020, 78, 1190.e1–1190.e9. [Google Scholar] [CrossRef] [PubMed]
  41. Zbrojkiewicz, M.; Lebiedowska, A.; Barbara Błońska-Fajfrowska, B.B.-F. Botulinum Toxin in Medicine and Cosmetology—Two Hundred Years’ History and New Perspectives. Postępy Hig. Med. Dośw. 2018, 72, 278–289. [Google Scholar] [CrossRef]
  42. Sabaragamuwa, R.; Perera, C.O.; Fedrizzi, B. Centella asiatica (Gotu kola) as a Neuroprotectant and Its Potential Role in Healthy Ageing. Trends Food Sci. Technol. 2018, 79, 88–97. [Google Scholar] [CrossRef]
  43. Brinkhaus, B.; Lindner, M.; Schuppan, D.; Hahn, E.G. Chemical, Pharmacological and Clinical Profile of the East Asian Medical Plant Centella Aslatica. Phytomedicine 2000, 7, 427–448. [Google Scholar] [CrossRef] [PubMed]
  44. Chandrika, U.G.; Prasad Kumara, P.A.A.S. Gotu kola (Centella asiatica). Advances in Food and Nutrition Research; Elsevier: Amsterdam, The Netherlands, 2015; Volume 76, pp. 125–157. ISBN 978-0-12-803606-8. [Google Scholar]
  45. Karłowicz-Bodalska, K.; Han, S.; Han, T.; Miranowicz, M.; Bodalska, A. Centella asiatica (L.) Urban, Syn. Hydrocotyle asiatica L.—Wąkrota azjatycka—Znana Roślina Lecznicza Dalekiego Wschodu. Postępy Fitoter. 2013, 4, 225–235. [Google Scholar]
  46. Shahab, U.; Khorshed, A.; Obydul, H.; Zannatun, N.N. The Therapeutic Use of Centella asiatica. Int. J. Chem. Stud. 2017, 1, 21–26. [Google Scholar]
  47. Bylka, W.; Znajdek-Awiżeń, P.; Studzińska-Sroka, E.; Brzezińska, M. Centella asiatica in Cosmetology. Adv. Dermatol. Allergol. 2013, 30, 46–49. [Google Scholar] [CrossRef]
  48. James, J.; Dubery, I. Pentacyclic Triterpenoids from the Medicinal Herb, Centella asiatica (L.) Urban. Molecules 2009, 14, 3922–3941. [Google Scholar] [CrossRef]
  49. Ratz-Łyko, A.; Arct, J. Kosmetyczne i Dermatologiczne Właściwości Centella asiatica. Pol. J. Cosmetol. 2015, 18, 25–30. [Google Scholar]
  50. Tan, S.C.; Bhattamisra, S.K.; Chellappan, D.K.; Candasamy, M. Actions and Therapeutic Potential of Madecassoside and Other Major Constituents of Centella asiatica: A Review. Appl. Sci. 2021, 11, 8475. [Google Scholar] [CrossRef]
  51. Buranasudja, V.; Rani, D.; Malla, A.; Kobtrakul, K.; Vimolmangkang, S. Insights into Antioxidant Activities and Anti-Skin-Aging Potential of Callus Extract from Centella asiatica (L.). Sci. Rep. 2021, 11, 13459. [Google Scholar] [CrossRef] [PubMed]
  52. Sun, B.; Wu, L.; Wu, Y.; Zhang, C.; Qin, L.; Hayashi, M.; Kudo, M.; Gao, M.; Liu, T. Therapeutic Potential of Centella asiatica and Its Triterpenes: A Review. Front. Pharmacol. 2020, 11, 568032. [Google Scholar] [CrossRef] [PubMed]
  53. Das, A.J. Review on Nutritional, Medicinal and Pharmacological Properties of Centella asiatica (Indian pennywort). J. Biol. Act. Prod. Nat. 2011, 1, 216–228. [Google Scholar] [CrossRef]
  54. Uikey, S.; Yadav, A.S.; Sharma, A.K.; Rai, A.K.; Raghuwanshi, D.K.; Badkhane, Y. The Botany, Chemistry, Pharmacological and Therapeutic Application of Psoralea corylifolia L.—A Review. Int. J. Phytomed. 2010, 2, 100–107. [Google Scholar] [CrossRef]
  55. Matsuda, H.; Kiyohara, S.; Sugimoto, S.; Ando, S.; Nakamura, S.; Yoshikawa, M. Bioactive Constituents from Chinese Natural Medicines. XXXIII. Inhibitors from the Seeds of Psoralea Corylifolia on Production of Nitric Oxide in Lipopolysaccharide-Activated Macrophages. Biol. Pharm. Bull. 2009, 32, 147–149. [Google Scholar] [CrossRef] [PubMed]
  56. Zhang, X.; Zhao, W.; Wang, Y.; Lu, J.; Chen, X. The Chemical Constituents and Bioactivities of Psoralea corylifolia Linn.: A Review. Am. J. Chin. Med. 2016, 44, 35–60. [Google Scholar] [CrossRef] [PubMed]
  57. Chopra, B.; Dhingra, A.K.; Dhar, K.L. Psoralea corylifolia L. (Buguchi)—Folklore to Modern Evidence: Review. Fitoterapia 2013, 90, 44–56. [Google Scholar] [CrossRef]
  58. Christie, R.; Abel, A. Perylene and Perinone Pigments. Phys. Sci. Rev. 2021, 6, 569–580. [Google Scholar] [CrossRef]
  59. Mehta, G.; Nayak, U.R.; Dev, S. Bakuchiol, a Novel Monoterpenoid. Tetrahedron Lett. 1966, 7, 4561–4567. [Google Scholar] [CrossRef]
  60. Adarsh Krishna, T.P.; Edachery, B.; Athalathil, S. Bakuchiol—A Natural Meroterpenoid: Structure, Isolation, Synthesis and Functionalization Approaches. RSC Adv. 2022, 12, 8815–8832. [Google Scholar] [CrossRef] [PubMed]
  61. Banerji, A.; Chintalwar, G. Biosynthesis of Bakuchiol, a Meroterpene from Psoralea corylifolia. Phytochemistry 1983, 22, 1945–1947. [Google Scholar] [CrossRef]
  62. Chen, K.-Y.; Chow, T.J. 1,7-Dinitroperylene Bisimides: Facile Synthesis and Characterization as n-Type Organic Semiconductors. Tetrahedron Lett. 2010, 51, 5959–5963. [Google Scholar] [CrossRef]
  63. Huang, Y.; Liu, X.; Wu, Y.; Li, Y.; Guo, F. Meroterpenes from Psoralea corylifolia against Pyricularia oryzae. Planta Med. 2014, 80, 1298–1303. [Google Scholar] [CrossRef] [PubMed]
  64. Khare, C.P. Encyclopedia of Indian Medicinal Plants: Rational Western Therapy, Ayurvedic and Other Traditional Usage, Botany; Springer: Berlin/Heidelberg, Germany, 2004; ISBN 978-3-540-20033-8. [Google Scholar]
  65. Kapoor, L.D. Handbook of Ayurvedic Medicinal Plants; Herbal Reference Library Series; CRC Press: Boca Raton, FL, USA, 2001; ISBN 978-0-8493-2929-6. [Google Scholar]
  66. Panda, H. Herbs Cultivation and Medicinal Uses; National Institute of Industrial Research: Delhi, India, 1999; ISBN 978-81-86623-46-6. [Google Scholar]
  67. Colegate, S.M.; Molyneux, R.J. Bioactive Natural Products: Detection, Isolation, and Structural Determination, 2nd ed.; CRC Press: Boca Raton, FL, USA, 2008; ISBN 978-0-8493-7258-2. [Google Scholar]
  68. Baig, M.M.V. Phytochemical and Antimicrobial Activity Screening of Seeds of Psoralea corylifolia L. Phytomed. Plus 2022, 2, 100278. [Google Scholar] [CrossRef]
  69. Koul, B.; Taak, P.; Kumar, A.; Kumar, A.; Sanyal, I. Genus Psoralea: A Review of the Traditional and Modern Uses, Phytochemistry and Pharmacology. J. Ethnopharmacol. 2019, 232, 201–226. [Google Scholar] [CrossRef] [PubMed]
  70. Jafernik, K.; Halina, E.; Ercisli, S.; Szopa, A. Characteristics of Bakuchiol—The Compound with High Biological Activity and the Main Source of Its Acquisition—Cullen corylifolium (L.) Medik. Nat. Prod. Res. 2021, 35, 5828–5842. [Google Scholar] [CrossRef] [PubMed]
  71. Jourdan, E.; Fauger, A.; Sayag, M.; Poláková, K. A Dermocosmetic Containing Bakuchiol, Ginkgo Biloba Extract and Mannitol Improves the Efficacy of Adapalene in Patients with Acne Vulgaris: Result from a Controlled Randomized Trial. Clin. Cosmet. Investig. Dermatol. 2015, 187, 187–191. [Google Scholar] [CrossRef]
  72. Kim, J.-E.; Kim, J.H.; Lee, Y.; Yang, H.; Heo, Y.-S.; Bode, A.M.; Lee, K.W.; Dong, Z. Bakuchiol Suppresses Proliferation of Skin Cancer Cells by Directly Targeting Hck, Blk, and P38 MAP Kinase. Oncotarget 2016, 7, 14616–14627. [Google Scholar] [CrossRef]
  73. Puyana, C.; Chandan, N.; Tsoukas, M. Applications of bakuchiol in dermatology: Systematic review of the literature. J. Cosmet. Dermatol. 2022, 21, 6636–6643. [Google Scholar] [CrossRef] [PubMed]
  74. Adhau, A. Madhuri Pardeshi (Gahalod) Bakuchiol: A Retinol like Structure in the Field of Cosmetics. Int. J. Adv. Study Res. Work 2020, 3, 14–19. [Google Scholar] [CrossRef]
  75. Dhaliwal, S.; Rybak, I.; Ellis, S.R.; Notay, M.; Trivedi, M.; Burney, W.; Vaughn, A.R.; Nguyen, M.; Reiter, P.; Bosanac, S.; et al. Prospective, randomized, double-blind assessment of topical bakuchiol and retinol for facial photoageing. Br. J. Dermatol. 2019, 180, 289–296. [Google Scholar] [CrossRef] [PubMed]
  76. Chaudhuri, R.K.; Marchio, F. Bakuchiol in the Management of Acne-Affected Skin. Cosmet. Toilet. 2011, 126, 502–510. [Google Scholar]
  77. Kurpet, K.; Chwatko, G. Development of a New Chromatographic Method for the Determination of Bakuchiol in Cosmetic Products. Sci. Rep. 2023, 13, 13893. [Google Scholar] [CrossRef] [PubMed]
  78. Wysocka, M. Bakuchiol—A Plant-based Retinol. The Review Article. Aesth. Cosmetol. Med. 2022, 11, 199–201. [Google Scholar] [CrossRef]
  79. Barandeh, B.; Amini Mahabadi, J.; Azadbakht, M.; Gheibi Hayat, S.M.; Amini, A. The Protective Effects of Curcumin on Cytotoxic and Teratogenic Activity of Retinoic Acid in Mouse Embryonic Liver. J. Cell. Biochem. 2019, 120, 19371–19376. [Google Scholar] [CrossRef]
  80. Abate, L.; Bachheti, R.K.; Tadesse, M.G.; Bachheti, A. Ethnobotanical Uses, Chemical Constituents, and Application of Plantago lanceolata L. J. Chem. 2022, 2022, 1532031. [Google Scholar] [CrossRef]
  81. Skrzypczak, L.; Budzianowski, J.; Budzianowska, A. Babka Lancetowata w Kulturze in Vitro. Panacea 2008, 3, 15–17. [Google Scholar]
  82. Medina-van Berkum, P.; Schmöckel, E.; Bischoff, A.; Carrasco-Farias, N.; Catford, J.A.; Feldmann, R.; Groten, K.; Henry, H.A.L.; Bucharova, A.; Hänniger, S.; et al. Plant Geographic Distribution Influences Chemical Defences in Native and Introduced Plantago lanceolata Populations. Funct. Ecol. 2024, 38, 883–896. [Google Scholar] [CrossRef]
  83. Hassemer, G.; Shipunov, A.B.; Rønsted, N.; Meudt, H.M. Taxonomic and Geographic Novelties in the Genus plantago (Plantaginaceae) in Chile, Including the Description of a New Species. Phytotaxa 2018, 340, 137. [Google Scholar] [CrossRef]
  84. Mansoor, K.; Qadan, F.; Schmidt, M.; Mallah, E.; Abudayyih, W.; Matalka, K. Stability Study and a 14-Day Oral Dose Toxicity in Rats of Plantain Leaf Extract (Plantago lanceolata L.) Syrup. Sci. Pharm. 2017, 85, 15. [Google Scholar] [CrossRef] [PubMed]
  85. Mordalski, R.; Kordana, S. Wpływ Metody Uprawy Na Plonowanie Roślin Zielarskich i Jakość Surowca. Wiad Ziel 2002, 44, 19–21. [Google Scholar]
  86. Keville, K.; Niegowska-Drachal, E. Zielona Apteka: Rośliny, Które Leczą i Zapobiegają; Świat Książki: Warszawa, Poland, 2002. [Google Scholar]
  87. Ogonowski, J.; Kołkowska, A. Preparaty Kosmetyczne Na Bazie Ekstraktu z Babki Lancetowatej. Lab 2016, 5, 17–23. [Google Scholar]
  88. Khawar, K.M.; Sarihan, E.; Sevimay, C.S.; Çöçü, S.; Parmaksız, I.; Uranbey, S.; Ipek, A.; Kaya, M.D.; Sancak, C.; Özcan, S. Adventitious Shoot and Regeneration and Micropropagation of Plantago lanceolata L. Period. Biol. 2005, 107, 113–116. [Google Scholar]
  89. Khalaf, H.A.; Abbas, I.S.; Tawfeeq, A.A.; Mahdi, M.F. Determination, Isolation, and Identification of Aucubin and Verbascoside in the leaves of Iraqi Plantago lanceolata L. using different detecting methods. Int. J. Pharm. Pharm. Sci. 2018, 11, 74–80. [Google Scholar] [CrossRef]
  90. Nadgórska–Socha, A.; Kandziora-Ciupa, M.; Trzęsicki, M.; Barczyk, G. Air Pollution Tolerance Index and Heavy Metal Bioaccumulation in Selected Plant Species from Urban Biotopes. Chemosphere 2017, 183, 471–482. [Google Scholar] [CrossRef] [PubMed]
  91. Andary, C.; Motte-Florac, M.E.; Gargadennec, R.; Wylde, R.; Heitz, A. Les Esters Caféiques Du Genre Plantago. Identification et Valeur Chimiotaxinomique. Plantes Med. Phytother. 1988, 22, 17–22. [Google Scholar]
  92. Rønsted, N.; Göbel, E.; Franzyk, H.; Jensen, S.R.; Olsen, C.E. Chemotaxonomy of Plantago. Iridoid Glucosides and Caffeoyl Phenylethanoid Glycosides. Phytochemistry 2000, 55, 337–348. [Google Scholar] [CrossRef]
  93. Gajewska, S.; Siemak, J.; Bliska, J.; Nowak, A.; Klimowicz, A. Effect of Storage on the Antioxidant Properties of Plantago lanceolata L. and Plantago major L. Alcoholic Extracts. Pomeranian J. Life Sci. 2021, 67, 52–56. [Google Scholar]
  94. Paper, D.H.; Marchesan, M. Spitzwegerich (Plantago lanceolata L.). Inhaltssoffe-Analitic-Pharmakologie-Standardisierung. Z. Für Phytother. 1999, 20, 231–238. [Google Scholar]
  95. Kósa, D.; Pető, Á.; Fenyvesi, F.; Váradi, J.; Vecsernyés, M.; Gonda, S.; Vasas, G.; Fehér, P.; Bácskay, I.; Ujhelyi, Z. Formulation of Novel Liquid Crystal (LC) Formulations with Skin-Permeation-Enhancing Abilities of Plantago lanceolata (PL) Extract and Their Assessment on HaCaT Cells. Molecules 2021, 26, 1023. [Google Scholar] [CrossRef] [PubMed]
  96. Kováč, I.; Ďurkáč, J.; Hollý, M.; Jakubčová, K.; Peržeľová, V.; Mučaji, P.; Švajdlenka, E.; Sabol, F.; Legáth, J.; Belák, J.; et al. Plantago lanceolata L. Water Extract Induces Transition of Fibroblasts into Myofibroblasts and Increases Tensile Strength of Healing Skin Wounds. J. Pharm. Pharmacol. 2014, 67, 117–125. [Google Scholar] [CrossRef] [PubMed]
  97. Bahadori, M.B.; Sarikurkcu, C.; Kocak, M.S.; Calapoglu, M.; Uren, M.C.; Ceylan, O. Plantago lanceolata as a source of health-beneficial phytochemicals: Phenolics profile and antioxidant capacity. Food Biosci. 2020, 34, 100536. [Google Scholar] [CrossRef]
  98. Fursenco, C.; Calalb, T.; Uncu, L.; Dinu, M.; Ancuceanu, R. Solidago Virgaurea L.: A Review of Its Ethnomedicinal Uses, Phytochemistry, and Pharmacological Activities. Biomolecules 2020, 10, 1619. [Google Scholar] [CrossRef]
  99. Toiu, A.; Vlase, L.; Vodnar, D.C.; Gheldiu, A.-M.; Oniga, I. Solidago graminifolia L. Salisb. (Asteraceae) as a Valuable Source of Bioactive Polyphenols: HPLC Profile, In Vitro Antioxidant and Antimicrobial Potential. Molecules 2019, 24, 2666. [Google Scholar] [CrossRef]
  100. Beck, J.B.; Semple, J.C.; Brull, J.M.; Lance, S.L.; Phillips, M.M.; Hoot, S.B.; Meyer, G.A. Genus-wide Microsatellite Primers for the Goldenrods (Solidago; Asteraceae). Appl. Plant Sci. 2014, 2, 1300093. [Google Scholar] [CrossRef] [PubMed]
  101. Woźniak, D.; Ślusarczyk, S.; Domaradzki, K.; Dryś, A.; Matkowski, A. Comparison of Polyphenol Profile and Antimutagenic and Antioxidant Activities in Two Species Used as Source of Solidaginis herba—Goldenrod. Chem. Biodivers. 2018, 15, e1800023. [Google Scholar] [CrossRef]
  102. Goulart, S.; Moritz, M.I.G.; Lang, K.L.; Liz, R.; Schenkel, E.P.; Fröde, T.S. Anti-Inflammatory Evaluation of Solidago Chilensis Meyen in a Murine Model of Pleurisy. J. Ethnopharmacol. 2007, 113, 346–353. [Google Scholar] [CrossRef]
  103. Kiselova, Y.; Ivanova, D.; Chervenkov, T.; Gerova, D.; Galunska, B.; Yankova, T. Correlation between the In Vitro Antioxidant Activity and Polyphenol Content of Aqueous Extracts from Bulgarian Herbs. Phytother. Res. 2006, 20, 961–965. [Google Scholar] [CrossRef]
  104. Marksa, M.; Zymone, K.; Ivanauskas, L.; Radušienė, J.; Pukalskas, A.; Raudone, L. Antioxidant Profiles of Leaves and Inflorescences of Native, Invasive and Hybrid Solidago Species. Ind. Crops Prod. 2020, 145, 112123. [Google Scholar] [CrossRef]
  105. Dobiáš, P.; Pavlíková, P.; Adam, M.; Eisner, A.; Beňová, B.; Ventura, K. Comparison of Pressurised Fluid and Ultrasonic Extraction Methods for Analysis of Plant Antioxidants and Their Antioxidant Capacity. Open Chem. 2010, 8, 87–95. [Google Scholar] [CrossRef]
  106. Demir, H.; Açık, L.; Bali, E.; Gönder, L.; Kaynak, G. Antioxidant and Antimicrobial Activities of Solidago Virgaurea Extracts. Afr. J. Biotechnol. 2010, 8. [Google Scholar]
  107. Meyer, B.; Schneider, W.; Elstner, E.F. Antioxidative Properties of Alcoholic Extracts from Fraxinus excelsior, Populus tremula and Solidago virgaurea. Arzneimittelforschung 1995, 45, 174–176. [Google Scholar] [PubMed]
  108. Woo, J.-H.; Shin, S.-L.; Jeong, H.-S.; Lee, C.-H. Influence of Applied Pressure and Heat Treatment on Antioxidant Activities of Young Leaves from Achillea alpina and Solidago virgaurea Subsp. Gigantea. Korean J. Plant Resour. 2010, 23, 123–130. [Google Scholar]
  109. Kim, Y.-J.; Kim, H.-Y.; Choe, J.-H.; Park, J.-H.; Ham, Y.-K.; Yeo, E.-J.; Hwang, K.-E.; Kim, C.-J. Antioxidant Activity of Goldenrod (Solidago virgaurea) Leaf and Stem Powder on Raw Ground Pork during Chilled Storage. Korean J. Food Sci. Anim. Resour. 2013, 33, 1–8. [Google Scholar] [CrossRef]
  110. Choe, J.-H.; Kim, H.-Y.; Han, D.-J.; Kim, Y.-J.; Park, J.-H.; Ham, Y.-K.; Kim, C.-J. Effect of Goldenrod (Solidago virgaurea) Leaf and Stem Powder on Physical and Sensory Characteristics of Emulsion-Type Sausages. Korean J. Food Sci. Anim. Resour. 2011, 31, 668–675. [Google Scholar] [CrossRef]
  111. Abdel Motaal, A.; Ezzat, S.M.; Tadros, M.G.; El-Askary, H.I. In Vivo Anti-Inflammatory Activity of Caffeoylquinic Acid Derivatives from Solidago virgaurea in Rats. Pharm. Biol. 2016, 54, 2864–2870. [Google Scholar] [CrossRef] [PubMed]
  112. Choi, S.Z.; Choi, S.U.; Bae, S.Y.; Pyo, S.N.; Lee, K.R. Immunobioloical Activity of a New Benzyl Benzoate from the Aerial Parts of Solidago virga-aurea Var. Gigantea. Arch. Pharm. Res. 2005, 28, 49–54. [Google Scholar] [CrossRef]
  113. el-Ghazaly, M.; Khayyal, M.T.; Okpanyi, S.N.; Arens-Corell, M. Study of the Anti-Inflammatory Activity of Populus tremula, Solidago virgaurea and Fraxinus excelsior. Arzneimittelforschung 1992, 42, 333–336. [Google Scholar]
  114. Strehl, E.; Schneider, W.; Elstner, E.F. Inhibition of Dihydrofolate Reductase Activity by Alcoholic Extracts from Fraxinus excelsior, Populus tremula and Solidago virgaurea. Arzneimittelforschung 1995, 45, 172–173. [Google Scholar] [PubMed]
  115. European Scientific Cooperative on Phytotherapy. ESCOP Monographs the Scientific Foundation for Herbal Medicinal Products, 2nd ed.; ESCOP: Exeter, UK; Georg Thieme Verlag: Stuttgart, Germany; Thieme New York: New York, NY, USA, 2003. [Google Scholar]
  116. Schweitzer, B.I.; Dicker, A.P.; Bertino, J.R. Dihydrofolate Reductase as a Therapeutic Target. FASEB J. 1990, 4, 2441–2452. [Google Scholar] [CrossRef] [PubMed]
  117. Bonaterra, G.A.; Schwarzbach, H.; Kelber, O.; Weiser, D.; Kinscherf, R. Anti-Inflammatory Effects of Phytodolor® (STW 1) and Components (Poplar, Ash and Goldenrod) on Human Monocytes/Macrophages. Phytomedicine 2019, 58, 152868. [Google Scholar] [CrossRef] [PubMed]
  118. von Kruedener, S.; Schneider, W.; Elstner, E.F. A Combination of Populus tremula, Solidago virgaurea and Fraxinus excelsior as an Anti-Inflammatory and Antirheumatic Drug. A Short Review. Arzneimittelforschung 1995, 45, 169–171. [Google Scholar] [PubMed]
  119. Lämmermann, I.; Terlecki-Zaniewicz, L.; Weinmüllner, R.; Schosserer, M.; Dellago, H.; De Matos Branco, A.D.; Autheried, D.; Sevcnikar, B.; Kleissl, L.; Berlin, I.; et al. Blocking Negative Effects of Senescence in Human Skin Fibroblasts with a Plant Extract. Npj Aging Mech. Dis. 2018, 4, 4. [Google Scholar] [CrossRef] [PubMed]
  120. Mietlińska, K.; Przybyt, M.; Kalemba, D. Polish Plants as Raw Materials for Cosmetic Purposes. Biotechnol. Food Sci. 2020, 83, 95–106. [Google Scholar] [CrossRef]
  121. Wrona, O.; Rafińska, K.; Możeński, C.; Buszewski, B. Supercritical Carbon Dioxide Extraction of Solidago gigantea Ait.: Optimization at Quarter-Technical Scale and Scale up the Process to Half-Technical Plant. Ind. Crops Prod. 2019, 130, 316–324. [Google Scholar] [CrossRef]
  122. Ratz-lyko, A.; Arct, J.; Pytkowska, K. Moisturizing and Antiinflammatory Properties of Cosmetic Formulations Containing Centella asiatica Extract. Indian J. Pharm. Sci. 2016, 78, 27. [Google Scholar] [CrossRef]
  123. Bylka, W.; Znajdek-Awiżeń, P.; Studzińska-Sroka, E.; Dańczak-Pazdrowska, A.; Brzezińska, M. Centella Asiatica in Dermatology: An Overview: The Experiments about Use of Centella asiatica. In Dermatology. Phytother. Res. 2014, 28, 1117–1124. [Google Scholar] [CrossRef]
  124. Chopra, R.N.; Chatterjee, N.R. Psoralea corylifolia (Babchi). Its Constituents, Their Pharmacological Action and Therapeutic Properties. Indian J. Med. Res. 1927, 15, 49–55. [Google Scholar]
  125. Wang, S.L.; Wu, S.D.; Li, S.L.; Xiao, H.; Dong, C.T.; Cui, L. Experimental Study on the Effect of Fructus Lyc II and 7 Other Chinese Drugs on Cells Cultured In Vitro and Macrophages of the Abdominal Cavity in Mice. J. Norman Bethune Univ. Med. Sci. 1990, 16, 325–328. [Google Scholar]
  126. Ruan, B.; Kong, L.-Y.; Takaya, Y.; Niwa, M. Studies on the Chemical Constituents of Psoralea corylifolia L. J. Asian Nat. Prod. Res. 2007, 9, 41–44. [Google Scholar] [CrossRef] [PubMed]
  127. Joshi, S.G. Medicinal Plants; Oxford & IBH Pub. Co.: New Delhi, India, 2000; ISBN 978-81-204-1414-3. [Google Scholar]
  128. Rashid, A.; Agarwala, S. Mode of Action of Psoralen in Pigment Production: 3–Photo-Oxidation of Dihydroxyphenylalanine in the Presence of Psoralen. Indian J. Biochem. 1965, 2, 271–274. [Google Scholar]
  129. Budzianowska, A.; Skrzypczak, L.; Budzianowski, J. Phenylethanoid Glucosides from in vitro Propagated Plants and Callus Cultures of Plantago lanceolata. Planta Med. 2004, 70, 834–840. [Google Scholar] [CrossRef]
  130. Feeler, H.; Verspohl, E.J. Antispasmodic Activity of an Extract from Plantago lanceolata L. and Some Isolated Compounds. Phytomedicine 2007, 14, 409–415. [Google Scholar] [CrossRef] [PubMed]
  131. Kardošová, A. Polysaccharides from the Leaves of Plantago lanceolata L.; Var. LIBOR: An α-D-Glucan. Chem. Pap. 1992, 46, 127–130. [Google Scholar]
  132. Andrzejewska-Golec, E. Składniki Chemiczne Roślin z Rodziny Plantaginaceae—Rośliny Lecznicze. Farm. Pol. 1994, 50, 899–905. [Google Scholar]
  133. Alsaraf, K.M.; Mohammad, M.H.; Al-Shammari, A.M.; Abbas, I.S. Selective Cytotoxic Effect of Plantago lanceolata L. against Breast Cancer Cells. J. Egypt. Natl. Cancer Inst. 2019, 31, 10. [Google Scholar] [CrossRef]
  134. Navrátilová, M.; Raisová Stuchlíková, L.; Skálová, L.; Szotáková, B.; Langhansová, L.; Podlipná, R. Pharmaceuticals in Environment: The Effect of Ivermectin on Ribwort Plantain (Plantago lanceolata L.). Environ. Sci. Pollut. Res. 2020, 27, 31202–31210. [Google Scholar] [CrossRef]
  135. Gonçalves, S.; Romano, A. The Medicinal Potential of Plants from the Genus plantago (Plantaginaceae). Ind. Crops Prod. 2016, 83, 213–226. [Google Scholar] [CrossRef]
  136. Różaniski, H. Herba Virgaureae = Herba Solidaginis − Ziele Nawłoci Jako Surowiec Farmakopealny. Med. Daw. Współczesna 2009. [Google Scholar]
  137. Wrona, O.; Rafińska, K.; Możeński, C.; Buszewski, B. Optimization and Upscaling of the Supercritical Carbon Dioxide Extraction of Solidago gigantea Ait. of an Industrial Relevance. Ind. Crops Prod. 2019, 142, 111787. [Google Scholar] [CrossRef]
  138. Zekič, J.; Vovk, I.; Glavnik, V. Extraction and Analyses of Flavonoids and Phenolic Acids from Canadian Goldenrod and Giant Goldenrod. Forests 2020, 12, 40. [Google Scholar] [CrossRef]
  139. Wawoczny, A.; Gillner, D. The Most Potent Natural Pharmaceuticals, Cosmetics, and Food Ingredients Isolated from Plants with Deep Eutectic Solvents. J. Agric. Food Chem. 2023, 71, 10877–10900. [Google Scholar] [CrossRef] [PubMed]
  140. Przypis, M.; Wawoczny, A.; Gillner, D. Biomass and Cellulose Dissolution—The Important Issue in Renewable Materials Treatment. Appl. Sci. 2023, 13, 1055. [Google Scholar] [CrossRef]
  141. Grymel, M.; Mazurkiewicz, R. Method of Determining the Content of (2E, 6Z, 8E)-N-Isobutyl-2,6,8-Decatrienamide (Spilanthol) in Multicomponent. Mixtures.PL Patent 242858, 2023. [Google Scholar]
  142. Grymel, M.; Mazurkiewicz, R. Method for Determining the Content of (2E, 6Z, 8E)-N-Isobutyl-2,6,8-Decatrienamide (Spilanthol) in Multicomponent Mixtures. PL Patent 443699, 2023. [Google Scholar]
  143. Grymel, M.; Mazurkiewicz, R. Method of Producing Spilanthol Extract Based on Asteraceae Plants. PL Patent 239962, 2021. [Google Scholar]
  144. Grymel, M.; Mazurkiewicz, R.; Bajkacz, S.; Bilik, J.; Kowalczyk, S. Extraction, purification, quantification and stability of bioactive spilanthol from Acmella oleracea. Planta Med. 2023, 89, 551–560. [Google Scholar] [CrossRef]
  145. Cruz, P.B.; Barbosa, A.F.; Zeringóta, V.; Melo, D.; Novato, T.; Fidelis, Q.C.; Fabri, R.L.; de Carvalho, M.G.; Oliveira Sabaa-Srur, A.U.; Daemon, E.; et al. Acaricidal Activity of Methanol Extract of Acmella oleracea L. (Asteraceae) and Spilanthol on Rhipicephalus microplus (Acari: Ixodidae) and Dermacentor nitens (Acari: Ixodidae). Vet. Parasitol. 2016, 228, 137–143. [Google Scholar] [CrossRef]
  146. Mbeunkui, F.; Grace, M.H.; Lategan, C.; Smith, P.J.; Raskin, I.; Lila, M.A. Isolation and Identification of Antiplasmodial N-Alkylamides from Spilanthes acmella Flowers Using Centrifugal Partition Chromatography and ESI-IT-TOF-MS. J. Chromatogr. B 2011, 879, 1886–1892. [Google Scholar] [CrossRef]
  147. Adesemuyi, M.; Adeoye, S.; Owolabi, O.; Ogundajo, A. Synthesis and Characterization of Crude and Oil Extract of Paracress (Spillanthesacmella). Am. Chem. Sci. J. 2016, 14, 1–5. [Google Scholar] [CrossRef]
  148. Simas, N.; Lima, E.D.C.; Schripsema, J.; Lage, C.; Filho, A.; Wessjohann, L.; Porzel, A.; Kuster, R.M. Acetylenic 2-Phenylethylamides and New Isobutylamides from Acmella oleracea (L.) R. K. Jansen, a Brazilian Spice with Larvicidal Activity on Aedes Aegypti. Phytochem. Lett. 2012, 6, 67–72. [Google Scholar] [CrossRef]
  149. Ahmed, S.; Rahman, A.; Muslim, T.; Sohrab, M.; Akbor, M.; Siraj, S.; Sultana, N.; Al-Mansur, M. Antimicrobial Cytotoxicity and Phytochemical Activities of Spilanthes acmella. Bangladesh J. Sci. Ind. Res. 2013, 47, 437–440. [Google Scholar] [CrossRef]
  150. Tania, T.P.; Deisiane, B.; Lobato, R.; Silva, R.; Almeida, S. Antioxidant and Cytotoxic Potential of Aqueous Crude Extract of Acmella oleracea (L.) R. K. Jansen. J. Chem. Pharm. Res. 20 2015, 7, 562–569. [Google Scholar]
  151. Nascimento, A.M.; De Souza, L.M.; Baggio, C.H.; Werner, M.F.D.P.; Maria-Ferreira, D.; Da Silva, L.M.; Sassaki, G.L.; Gorin, P.A.J.; Iacomini, M.; Cipriani, T.R. Gastroprotective Effect and Structure of a Rhamnogalacturonan from Acmella oleracea. Phytochemistry 2013, 85, 137–142. [Google Scholar] [CrossRef]
  152. Wongsawatkul, O.; Prachayasittikul, S.; Isarankura-Na-Ayudhya, C.; Satayavivad, J.; Ruchirawat, S.; Prachayasittikul, V. Vasorelaxant and Antioxidant Activities of Spilanthes acmella Murr. Int. J. Mol. Sci. 2008, 9, 2724–2744. [Google Scholar] [CrossRef] [PubMed]
  153. Anholeto, L.A.; Oliveira, P.R.D.; Rodrigues, R.A.F.; Spindola, C.D.S.; Labruna, M.B.; Pizano, M.A.; Castro, K.N.D.C.; Camargo-Mathias, M.I. Potential Action of Extract of Acmella oleracea (L.) R.K. Jansen to Control Amblyomma Cajennense (Fabricius, 1787) (Acari: Ixodidae) Ticks. Ticks Tick-Borne Dis. 2017, 8, 65–72. [Google Scholar] [CrossRef]
  154. Yasuda, I.; Takeya, K.; Itokawa, H. The Geometric Structure of Spilanthol. Chem. Pharm. Bull. 1980, 28, 2251–2253. [Google Scholar] [CrossRef]
  155. Santana de Freitas-Blanco, V.; Franz-Montan, M.; Groppo, F.C.; de Carvalho, J.E.; Figueira, G.M.; Serpe, L.; Oliveira Sousa, I.M.; Guilherme Damasio, V.A.; Yamane, L.T.; de Paula, E.; et al. Development and Evaluation of a Novel Mucoadhesive Film Containing Acmella oleracea Extract for Oral Mucosa Topical Anesthesia. PLoS ONE 2016, 11, e0162850. [Google Scholar] [CrossRef] [PubMed]
  156. Castro, K.N.C.; Lima, D.F.; Vasconcelos, L.C.; Leite, J.R.S.A.; Santos, R.C.; Paz Neto, A.A.; Costa-Júnior, L.M. Acaricide Activity In Vitro of Acmella oleracea against Rhipicephalus microplus. Parasitol. Res. 2014, 113, 3697–3701. [Google Scholar] [CrossRef]
  157. Rao, B.G.; Rao, Y.V.; Rao, T.M. Hepatoprotective Activity of Spillanthes acmella Extracts against CCl4-Induced Liver Toxicity in Rats. Asian Pac. J. Trop. Dis. 2012, 2, S208–S211. [Google Scholar] [CrossRef]
  158. Gerbino, A.; Schena, G.; Milano, S.; Milella, L.; Barbosa, A.F.; Armentano, F.; Procino, G.; Svelto, M.; Carmosino, M. Spilanthol from Acmella Oleracea Lowers the Intracellular Levels of cAMP Impairing NKCC2 Phosphorylation and Water Channel AQP2 Membrane Expression in Mouse Kidney. PLoS ONE 2016, 11, 344–347. [Google Scholar] [CrossRef]
  159. Greger, H.; Hofer, O.; Werner, A. New Amides from Spilanthes oleracea. Monatsh. Chem. Chem. Mon. 1985, 116, 273–277. [Google Scholar] [CrossRef]
  160. Govarthanan, M.; Rajinikanth, R.; Kamala-Kannan, S.; Selvankumar, T. A Comparative Study on Bioactive Constituents between Wild and In Vitro Propagated Centella Asiatica. J. Genet. Eng. Biotechnol. 2015, 13, 25–29. [Google Scholar] [CrossRef] [PubMed]
  161. Sellathoroe, S.; Marimuthu, S. Ramays.Comparison of different extraction methods to study the antimicrobial activity of Centella asiatica leaf extract. Int. J. Adv. Res. 2019, 7, 344–347. [Google Scholar] [CrossRef] [PubMed]
  162. Ruksiriwanich, W.; Khantham, C.; Sringarm, K.; Sommano, S.; Jantrawut, P. Depigmented Centella asiatica Extraction by Pretreated with Supercritical Carbon Dioxide Fluid for Wound Healing Application. Processes 2020, 8, 277. [Google Scholar] [CrossRef]
  163. Puttarak, P.; Panichayupakaranant, P. Factors Affecting the Content of Pentacyclic Triterpenes in Centella asiatica Raw Materials. Pharm. Biol. 2012, 50, 1508–1512. [Google Scholar] [CrossRef] [PubMed]
  164. Park, J.; Choi, J.; Son, D.; Park, E.; Song, M.; Hellström, M.; Hong, J. Anti-Inflammatory Effect of Titrated Extract of Centella Asiatica in Phthalic Anhydride-Induced Allergic Dermatitis Animal Model. Int. J. Mol. Sci. 2017, 18, 738. [Google Scholar] [CrossRef] [PubMed]
  165. Monton, C.; Settharaksa, S.; Luprasong, C.; Songsak, T. An Optimization Approach of Dynamic Maceration of Centella asiatica to Obtain the Highest Content of Four Centelloids by Response Surface Methodology. Rev. Bras. Farmacogn. 2019, 29, 254–261. [Google Scholar] [CrossRef]
  166. Desai, J.V.; Rency Thomas, R.T.; Kamat, S.D.; Kamat, D.V. Microwave Assisted Extraction of Saponins from Centella asiatica & Its in Vitro Anti-Inflammatory Study. Asian J. Biochem. Pharm. Res. 2011, 1, 345–349. [Google Scholar]
  167. Hiranvarachat, B.; Devahastin, S.; Soponronnarit, S. Comparative Evaluation of Atmospheric and Vacuum Microwave-assisted Extraction of Bioactive Compounds from Fresh and Dried Centella asiatica L. Leaves. Int. J. Food Sci. Technol. 2015, 50, 750–757. [Google Scholar] [CrossRef]
  168. Gunathilake, K.D.P.P.; Ranaweera, K.K.D.S.; Rupasinghe, H.P.V. Response Surface Optimization for Recovery of Polyphenols and Carotenoids from Leaves of Centella asiatica Using an Ethanol-based Solvent System. Food Sci. Nutr. 2019, 7, 528–536. [Google Scholar] [CrossRef]
  169. Niamnuy, C.; Charoenchaitrakool, M.; Mayachiew, P.; Devahastin, S. Bioactive Compounds and Bioactivities of Centella asiatica (L.) Urban Prepared by Different Drying Methods and Conditions. Dry. Technol. 2013, 31, 2007–2015. [Google Scholar] [CrossRef]
  170. Saha, S.; Guria, T.; Singha, T.; Maity, T.K. Evaluation of Analgesic and Anti-Inflammatory Activity of Chloroform and Methanol Extracts of Centella asiatica Linn. ISRN Pharmacol. 2013, 2013, 789613. [Google Scholar] [CrossRef] [PubMed]
  171. Byakodi, M.K.; Bagewadi, Z.K.; Muddapur, U.M. Phytoconstituents Profiling and Evaluation of Antimicrobial and Antioxidant Attributes of Methanolic Extract of Centella asiatica. Res. J. Pharm. Biol. Chem. Sci. 2018, 9, 493–500. [Google Scholar]
  172. Rahman, M.; Hossain, S.; Rahaman, K.; Fatima, N.; Nahar, T.; Uddin, B.; Basunia, M.A. Antioxidant Activity of Centella asiatica (Linn.) Urban: Impact of Extraction Solvent Polarity. J Pharm Phytochem 2013, 1, 27–32. [Google Scholar]
  173. Borhan, M.Z.; Ahmad, R.; Rusop, M.; Abdullah, S. Green Extraction: Enhanced Extraction Yield of Asiatic Acid from Centella asiatica (L.) Nanopowders. J. Appl. Chem. 2013, 2013, 460168. [Google Scholar] [CrossRef]
  174. Randriamampionona, D.; Diallo, B.; Rakotoniriana, F.; Rabemanantsoa, C.; Cheuk, K.; Corbisier, A.-M.; Mahillon, J.; Ratsimamanga, S.; El Jaziri, M. Comparative Analysis of Active Constituents in Centella asiatica Samples from Madagascar: Application for Ex Situ Conservation and Clonal Propagation. Fitoterapia 2007, 78, 482–489. [Google Scholar] [CrossRef] [PubMed]
  175. Wang, C.-X.; Han, W.; Fan, L.; Wang, C.-L. Enzymatic Pretreatment and Microwave Extraction of Asiaticoside from Centella Asiatica. J. Biomed. Sci. Eng. 2009, 02, 526–531. [Google Scholar] [CrossRef]
  176. Shen, Y.; Liu, A.; Ye, M.; Wang, L.; Chen, J.; Wang, X.; Han, C. Analysis of Biologically Active Constituents in Centella asiatica by Microwave-Assisted Extraction Combined with LC–MS. Chromatographia 2009, 70, 431–438. [Google Scholar] [CrossRef]
  177. Kim, W.-J.; Kim, J.; Veriansyah, B.; Kim, J.-D.; Lee, Y.-W.; Oh, S.-G.; Tjandrawinata, R.R. Extraction of Bioactive Components from Centella asiatica Using Subcritical Water. J. Supercrit. Fluids 2009, 48, 211–216. [Google Scholar] [CrossRef]
  178. Gálvez, M.; Martín-Cordero, C.; Houghton, P.J.; Ayuso, M.J. Antioxidant Activity of Methanol Extracts Obtained from Plantago Species. J. Agric. Food Chem. 2005, 53, 1927–1933. [Google Scholar] [CrossRef]
  179. Beara, I.N.; Lesjak, M.M.; Orčić, D.Z.; Simin, N.Đ.; Četojević-Simin, D.D.; Božin, B.N.; Mimica-Dukić, N.M. Comparative Analysis of Phenolic Profile, Antioxidant, Anti-Inflammatory and Cytotoxic Activity of Two Closely-Related Plantain Species: Plantago altissima L. and Plantago lanceolata L. LWT Food Sci. Technol. 2012, 47, 64–70. [Google Scholar] [CrossRef]
  180. Bajer, T.; Janda, V.; Bajerová, P.; Kremr, D.; Eisner, A.; Ventura, K. Chemical Composition of Essential Oils from Plantago lanceolata L. Leaves Extracted by Hydrodistillation. J. Food Sci. Technol. 2016, 53, 1576–1584. [Google Scholar] [CrossRef] [PubMed]
  181. Lewińska, A.; Domżał-Kędzia, M.; Maciejczyk, E.; Łukaszewicz, M.; Bazylińska, U. Design and Engineering of “Green” Nanoemulsions for Enhanced Topical Delivery of Bakuchiol Achieved in a Sustainable Manner: A Novel Eco-Friendly Approach to Bioretinol. Int. J. Mol. Sci. 2021, 22, 10091. [Google Scholar] [CrossRef] [PubMed]
  182. Yaneva, Z.; Simeonov, E.; Rusenova, N.; Ivanova, D.; Nikolova, G.; Karamalakova, Y.; Chilev, C.; Beev, G. Flavonoids Extraction Kinetics, Antimicrobial Activity and Radical Scavenging Potential of Bulgarian Woundwort (Solidago virgaurea L.). Separations 2022, 9, 27. [Google Scholar] [CrossRef]
  183. Sergalieva, M.U.; Samotruev, A.V.; Tsibizova, A.A. Conditions for Extraction of Saponins Solidágo Virgáurea. Drug Dev. Regist. 2022, 11, 91–96. [Google Scholar] [CrossRef]
  184. Bajkacz, S.; Baranowska, I.; Buszewski, B.; Kowalski, B.; Ligor, M. Determination of Flavonoids and Phenolic Acids in Plant Materials Using SLE-SPE-UHPLC-MS/MS Method. Food Anal. Methods 2018, 11, 3563–3575. [Google Scholar] [CrossRef]
  185. Ratiu, I.; Al-Suod, H.; Ligor, M.; Ligor, T.; Railean-Plugaru, V.; Buszewski, B. Complex Investigation of Extraction Techniques Applied for Cyclitols and Sugars Isolation from Different Species of Solidago Genus. Electrophoresis 2018, 39, 1966–1974. [Google Scholar] [CrossRef]
Figure 1. Selected plants as sources of active ingredients for cosmetics.
Figure 1. Selected plants as sources of active ingredients for cosmetics.
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Figure 2. Annual number of publications (review and research articles) dealing with A. oleracea, C. asiatica, P. corylifolia, and P. lanceolata, S.virgaurea. The literature search was performed in the Scopus database for the years 1990–2020, (access on 20 December 2023).
Figure 2. Annual number of publications (review and research articles) dealing with A. oleracea, C. asiatica, P. corylifolia, and P. lanceolata, S.virgaurea. The literature search was performed in the Scopus database for the years 1990–2020, (access on 20 December 2023).
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Figure 3. Documents by subject area dealing with A. oleracea, C. asiatica, P. corylifolia, P.lanceolata, and S. virgaurea. The literature search was performed in Scopus database, for the 1990–2020 period, (access on 20 December 2023).
Figure 3. Documents by subject area dealing with A. oleracea, C. asiatica, P. corylifolia, P.lanceolata, and S. virgaurea. The literature search was performed in Scopus database, for the 1990–2020 period, (access on 20 December 2023).
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Figure 4. Areas of natural occurrence and cultivation of species A. oleracea (prepared based on https://powo.science.kew.org, accessed on 15 February 2024).
Figure 4. Areas of natural occurrence and cultivation of species A. oleracea (prepared based on https://powo.science.kew.org, accessed on 15 February 2024).
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Figure 5. The most important bioactive substances from Acmella oleracea [14,15,16,17].
Figure 5. The most important bioactive substances from Acmella oleracea [14,15,16,17].
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Figure 6. Areas of natural occurrence and cultivation of species C. asiatica (prepared based on https://powo.science.kew.org, accessed on 18 February 2024).
Figure 6. Areas of natural occurrence and cultivation of species C. asiatica (prepared based on https://powo.science.kew.org, accessed on 18 February 2024).
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Figure 7. The most important bioactive ingredients from Centalla asiatica [42,48].
Figure 7. The most important bioactive ingredients from Centalla asiatica [42,48].
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Figure 8. Areas of natural occurrence and cultivation of species P. corylifolia (prepared based on https://powo.science.kew.org, accessed on 20 January 2024).
Figure 8. Areas of natural occurrence and cultivation of species P. corylifolia (prepared based on https://powo.science.kew.org, accessed on 20 January 2024).
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Figure 9. The most important bioactive substances from Psoralea corylifolia [60].
Figure 9. The most important bioactive substances from Psoralea corylifolia [60].
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Figure 10. Areas of natural occurrence and cultivation of P. lanceolata L. (prepared based on https://powo.science.kew.org, accessed on 20 February 2024).
Figure 10. Areas of natural occurrence and cultivation of P. lanceolata L. (prepared based on https://powo.science.kew.org, accessed on 20 February 2024).
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Figure 11. Chosen bioactive substances from Plantago lanceolata L. [80].
Figure 11. Chosen bioactive substances from Plantago lanceolata L. [80].
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Figure 12. Areas of natural occurrence and cultivation of species S. virgaurea (prepared based on https://powo.science.kew.org, accessed on 20 January 2024).
Figure 12. Areas of natural occurrence and cultivation of species S. virgaurea (prepared based on https://powo.science.kew.org, accessed on 20 January 2024).
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Figure 13. The most important bioactive substances from Solidago virgaurea L. [98].
Figure 13. The most important bioactive substances from Solidago virgaurea L. [98].
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Table 1. The comparison of properties and activities of spilanthol and BoNT [34,35].
Table 1. The comparison of properties and activities of spilanthol and BoNT [34,35].
SPILANTHOLBOTULINUM TOXIN
Natural Herbal BotoxBotox
substance of plant originsubstance produced by Clostridium botulinum bacteria
safetoxic
slight effect of wrinkles smoothinginstant and strong effect of wrinkles smoothing
applied on skinapplied by injection
applied by customer applied through medical procedure performed under the supervision of a specialist
moderate pricehigh price
safe for pregnant and breastfeeding womanprohibited for use by pregnant and breastfeeding woman
no side effectspossible side effects:
-
swelling and bruising at the injection site;
-
redness and dryness of the skin;
-
localized pain, muscle tremors.
Table 2. The comparison of properties and activities of bakuchiol and retinol [73,74,75,78,79].
Table 2. The comparison of properties and activities of bakuchiol and retinol [73,74,75,78,79].
BAKUCHIOLRETINOL
Applsci 14 03487 i001Applsci 14 03487 i002
substance of plant originsubstance of plant origin
in cosmetic formulas synthetic derivative is applied
high photostabilitysensitive to UV radiation
does not need additional UV light protectionneed additional UV light protection
gently exfoliates the epidermis strongly exfoliates the epidermis
inhibits oxidative stressenhances oxidative stress
prevents the formation of free radicalsenhances the formation of free radicals
can be applied during day timecannot be applied during day time
safe for pregnant and breastfeeding womenprohibited for use by pregnant and breastfeeding woman
Table 3. Biological activity and application of bioactive components of chosen plants in medicine, pharmacology and cosmetology.
Table 3. Biological activity and application of bioactive components of chosen plants in medicine, pharmacology and cosmetology.
PLANTMEDICINEPHARMACOLOGY, TOXICOLOGY,
PHARMACEUTICS
COSMETOLOGY
AntiviralAntisepticAntimicrobialAntiparasiticAnti-stressInsecticideAnalgesicAnti-inflammatoryAntihistaminesAntibioticAntidiabeticNeuroprotectiveAntidepressantImmunomodulatingRadioprotectiveAnticancerDiureticAntipyreticSpasmolyticCardioprotectiveHepatoprotectiveGastroprotectiveUltraviolet protectionAstringentMigratingAnti-acneScar reductionFirmingStrengthening hair,
accelerating growth,
stopping hair loss
AntioxidantAnti-agingAnti-pigmentationAnti-celluliteRegenerate the skinAnti-wrinkle
Acmella oleracea [14,17,24,26][12,13,14,17,24,34] [14,17,26][17,23,25,27,28][12,14,17,20,22] [12] [12][12] [12] [31,32,33,34] [33] [12,17][20,31,32,33,34] [12,20,31,33,35,37]
Centella asiatica[43,46][48][43,44,53] [48] [43,46][42,43,44,46,47,52,53] [44,52,53][42,44,52,53][42,43][46,52,53] [44,46,53] [44,45,46,52,53] [47,49,122] [47,49,122][42,44,45,46,47,51,52][47,49,122] [47,49,122][48,123]
Psoralea corylifolia [56,60,70,71,124] [56,70,124] [67,125] [56,70,124] [56,60,70,72] [124] [70,126] [56,57,59,65,66,70] [70,71,76,127] [57,59,65,66][56,60,67,70,78,125][70,73,77,78,127][64,128]
Plantago lanceolata[91,92,129,130,131,132][91,92,129,130,131,132][80,95][80][91,92,129,130,131,132][91,92,129,130,131,132] [80,91,92,95,129,130,131,132,133][89,91,92,129,130,131,132][91,92,129,130,131,132] [89] [80,89,91,92,129,130,131,132,133][89,91,92,129,130,131,132][91,92,129,130,131,132][80,89,91,92,129,130,131,132] [89,91,92,129,130,131,132] [91,92,129,130,131,132][89,91,92,129,130,131,132] [94,133] [80,91,92,95,129,130,131,132,134,135][80][91,92,129,130,131,132] [80,89,91,92,129,130,131,132,133]
Solidago virgaurea [98] [98] [98][98,111,112,113,114,115,116,117,118] [136][136][136][136][98][98][98][136][136] [136] [136] [98][104,106,107,108,109,110,136,137,138][119,136] [136]
Table 4. Biological activities of extracts and bioactive constituents from chosen plants.
Table 4. Biological activities of extracts and bioactive constituents from chosen plants.
PlantINCI NameCASBiological Activity
Acmella oleraceaAcmella oleracea extract
Spilanthes Acmella extract
90131-24-1Antimicrobial
Skin protecting
Skin conditioning
Hair conditioning
Centella asiaticaCentella asiatica lea84696-21-9Skin conditioning
(humectant)
Antioxidative
Skin protecting
Cleasing, smooting, soothing, toning
Psoralea corylifoliaPsoralea corylifolia fruit extractbrakSkin conditioning
Skin toning
Plantago lanceolataPlantago lanceolata extract85085-64-9Antimicrobial
Skin conditioning
Solidago virgaureaSolidago virgaurea extract85117-06-2Skin conditioning
Centella asiaticaMadecassic acid18449-41-7Skin conditioning
Madecassoside a34540-22-2Antioxidative
Skin conditioning
Centella asiaticaAsiatic acid a464-92-6Skin conditioning
Centella asiaticaAsiaticoside a16830-15-2Antioxidative
Skin conditioning
Perfuming
Psoralea corylifoliaBakuchiol a10309-37-2Antimicrobial
Antioxidative
Skin conditioning
Emollient
Psoralea corylifoliaCoumarin b91-64-5Perfuming
Plantago lanceolataSyringic acid a530-57-4Antioxidative
Plantago lanceolataApigenin a520-36-5Antioxidative
Hair conditioning
Plantago lanceolataLuteolin a491-70-3Skin conditioning
Salidago virgaureaSaponins a8047-15-2 11006-75-0 72231-29-9Cleansing
Surfactant
Salidago virgaureaQuercetin a117-39-5Antioxidative
Skin conditioning
Salidago virgaureaRutin a153-18-4 130603-71-4Antioxidative
Hair conditioning
Skin conditioning
Salidago virgaureaChlorogenic acid a327-97-9 72690-58-5Antioxidative
Skin conditioning
Skin protecting
Salidago virgaureaCaffeic acid331-39-5Antioxidative
Perfuming
Based on CosIng database: https://ec.europa.eu/growth/tools-databases/cosing/ (accessed on 11 April 2024) a According to Regulation (EC) No 1223/2009 of the European Parliament and of the Council of 30 November 2009 on cosmetic products, there are no dose restrictions; b The presence of substances must be listed in the ingredient list specified in Article 19(1)(g) when their concentration exceeds 0.001% in leave-on products and 0.01% in rinse-off products.
Table 5. Cosmetic products containing A. oleracea, C. asiatica, and P. corylifolia extracts as bioactive ingredients [20,31,33,35,37,47,49,74,78].
Table 5. Cosmetic products containing A. oleracea, C. asiatica, and P. corylifolia extracts as bioactive ingredients [20,31,33,35,37,47,49,74,78].
PlantCosmetic ProductDeclared Product Effect
Acmella oleraceaFace creamAnti-wrinkle, anti-inflammatory, regenerating
EmulsionAnti-wrinkle, moisturizing, regenerating
SerumAnti-wrinkle, anti-aging, regenerating
Eye creamAnti-wrinkle, anti-inflammatory, regenerating
Centella asiaticaFace tonicSoothing irritation, moisturizing
SerumMoisturizing, anti-inflammatory, regenerating, soothing irritation, firming
Eye creamRevitalizing, anti-wrinkle
Face creamSoothing irritation, moisturizing
Spot creamAnti-acne, anti-inflammatory, moisturizing
Body lotionSmoothing, firming
Hair oilStrengthening hair, preventing excessive hair loss
Hair conditionerStrengthening hair follicles, preventing excessive hair loss
ShampooMoisturizing, strengthening hair follicles
Psoralea corylifoliaNight face creamAnti-wrinkle, anti-acne
Day face cream
SerumAnti-acne
Table 6. Methods of extraction of bioactive ingredients of Acmella oleracea, Centella asiatica, Psoralea corylifolia, Plantago lanceolata, and Solidago virgaurea.
Table 6. Methods of extraction of bioactive ingredients of Acmella oleracea, Centella asiatica, Psoralea corylifolia, Plantago lanceolata, and Solidago virgaurea.
PlantPlant MaterialExtraction MethodSolvents,
v/v
Temp., °CTime,
h
ProductObtained ResultsRefs.
Acmella oleraceaflowersmacerationMeOH 99%r.t.ndspilanthol8.72 mg/g DPM[14,145]
Acmella oleraceaflowersmacerationEtOH 95%r.t.ndspilanthol2.93 mg/g DPM[15]
Acmella oleraceaflowersextractionMeOHr.t.20 hextract56.20 mg/g DPM[26]
Acmella oleraceaflowersextractionHxr.t.20 hextract19.80 mg/g DPM[26]
Acmella oleraceaflowersextractionAcOEtr.t.20 hextract5.00 mg/g DPM[26]
Acmella oleracealeavesmacerationMeOHr.t.ndextract50.00 mg/g DPM[146]
Acmella oleracealeavesSEMeOH65ndextract0.18 mg/g DPM[147]
Acmella oleracealeavesSEEtOHr.t.ndextract13.2%[148]
Acmella oleracealeavesSEPetroleum ether (60–80)b.t.ndextract20.00 mg/g DPM[149]
Acmella oleracealeavesSEDCMb.t.ndextract13.00 mg/g DPM[149]
Acmella oleracealeavesmacerationH2O100 extractnd[150]
Acmella oleracealeavesmacerationH2O40 extract88.24 mg/g DPM[151]
Acmella oleracealeaves, flowers, barkmacerationMeOHr.t.15 daysextract29.52 mg/g DPM[152]
Acmella oleracealeaves, flowers, barkmacerationAcOEtr.t.15 daysextract17.14 mg/g DPM[152]
Acmella oleracealeaves, flowers, barkmacerationHxr.t.15 daysextract10.48 mg/g DPM[152]
Acmella oleracealeaves, flowers, barkmacerationCHCl3r.t.15 daysextract9.52 mg/g DPM[152]
Acmella oleracealeaves, flowers, barkmacerationEtOH 95%r.t.ndextract7.7 g/g DPM[153]
Acmella oleracealeaves, flowers, barkmacerationEtOHr.t.48 hextract15.04 g/g DPM[23]
Acmella oleracealeaves, flowers, barkmacerationMeOH409 daysextract0.40 mg/g DPM[154]
Acmella oleracealeaves, flowers, barkmacerationHxr.t.48 hextract10.74 g/g DPM[23]
Acmella oleracealeaves, flowers, barkmacerationEtOH 95%4011 daysextract3.0%[155]
Acmella oleracealeaves, flowers, barkmacerationHx40ndextract14.8%[156]
Acmella oleracealeaves, flowers, barkSEEtOH 70%79ndextractnd[157]
Acmella oleraceaall partsmacerationMeOH2524 hextract450.00 mg/g DPM[10]
Acmella oleraceaall partsmacerationCHCl32524 hextract430.00 mg/g DPM[10]
Acmella oleraceaall partsmacerationPetroleum ether2524 hextract140.00 mg/g DPM[10,158]
Acmella oleracearootmacerationBenzine/Et2O
1/1
2548 hextractnd[159]
Centella asiaticaleavesSEMeOHno data24 hphenols
flavonoid
ascorbic acid
10.00 mg/g DPM
45.00 mg/g DPM
35.00 mg/g DPM
[160]
Centella asiaticaleavesSEAcOEt 99%b.t.5 hextractnd[161]
Centella asiaticaleavesmacerationAcOEt 99%r.t.7 daysextractnd[161]
Centella asiaticaleavesmacerationEtOH 70%r.t.48 hmadecassoside
asiaticoside B
asiaticoside
triterpenoid
madecassic acid
terminolic acid
asiatic acid
triterpene
0.70 wt% of extract
0.96 wt% of extract
1.14 wt% of extract
2.80 wt% of extract
0.14 wt% of extract
0.09 wt% of extract
0.20 wt% of extract
3.23 wt% of extract
[162]
Centella asiaticaleavesMAE
2450 MHz, 600 W
EtOH 96%75ndtriterpenoids
madecassoside
asiaticoside
madecassic acid
2.20 mg/g DPM
8.60 mg/g DPM
5.60 mg/g DPM
3.10 mg/g DPM
[163]
Centella asiaticaleavesUAE
40 kHz;
216 W
AcOEt 99%705 hextractnd[161]
Centella asiaticaleavesSFE
(35 MPa)
EtOH 95%/CO2
(1/25)
603 hmadecassoside
asiaticoside B
asiaticoside
triterpenoid
madecassic acid
terminolic acid
asiatic acid
triterpene
0.66%
0.96 wt% of extract
1.18 wt% of extract
2.80 wt% of extract
0.43 wt% of extract
0.31 wt% of extract
0.58 wt% of extract
4.11 wt% of extract
[162]
Centella asiaticaleaves, flowersmacerationEtOH 75%r.t.3 daysmadecassic acid
asiatic acid
0.18 wt% of DPM[164]
Centella asiaticaall partsSEAcOEt 99%b.t.5 hextract87.0%[161]
Centella asiaticaall partsmacerationAcOEt 99%r.t.7 daysextract76.0%[161]
Centella asiaticaall partsmacerationEtOH 95%602 hmadecassoside
asiaticoside
madecassic acid
asiatic acid
0.86 wt%
0.17 wt%
0.05 wt%
0.03 wt%
[165]
Centella asiaticaall partsmacerationMeOH 90%666 hphenols
saponins
nd[166]
Centella asiaticaall partsmacerationEtOHr.t.24 hsaponinsnd[167]
Centella asiaticaall partsmacerationEtOH601,5 hpolyphenols
carotenoids
2.24 mg/g DPM
3.47 mg/g DPM
[168]
Centella asiaticaall partsmacerationEtOH/H2O
65/35
451 hpolyphenols
carotenoids
3.99 mg/g DPM
2.37 mg/g DPM
[168]
Centella asiaticaall partsmacerationEtOH/H2O
30/70
300,5 hpolyphenols
carotenoids
3.31 mg/g DPM
0.98 mg/g DPM
[168]
Centella asiaticaall partsmacerationEtOH 80%/H2O
1/20
r.t.24 hphenols
triterpene saponins
nd[169]
Centella asiaticaall partsmacerationPetroleum ether
60–80,
r.t.ndextract2.80 wt%[170]
Centella asiaticaall partsmacerationMeOHr.t.ndextract13.80 wt%[170]
Centella asiaticaall partsmacerationChloroformr.t.ndextract3.80 wt%[170]
Centella asiaticaall partsSEMeOH606 halkaloids
phenols
tannins
flavonoids
tepenoids
saponins
15.66 mg/g extract
43.70 mg/g extract
30.09 mg/g extract
13.20 mg/g extract
3.08 mg/g extract
52.10 mg/g extract
[171]
Centella asiaticaall partsSEEtOH45ndpolyphenols
flavonoids
tannins
vitamin C
β-carotene
21.10 mg/g extract
9.30 mg/g extract
85.70 mg/g extract
12.50 mg/g extract
1.10 mg/g extract
[172]
Centella asiaticaall partsSEEtOH 50%45ndpolyphenols
flavonoids
tannins
vitamin C
β-carotene
45.20 mg/g extract
14.60 mg/g extract
59.70 mg/g extract
9.50 mg/g extract
0.70 mg/g extract
[172]
Centella asiaticaall partsSEH2O45ndpolyphenols
flavonoids
tannins
vitamin C
β-carotene
35.60 mg/g extract
11.70 mg/g extract
60.70 mg/g extract
13.30 mg/g extract
0.20 mg/g extract
[172]
Centella asiaticaall partsUAE
125W
H2Ono data20 minasiaticoside
asiatic acid
4.75 mg/g DPM
7.09 mg/g DPM
[173]
Centella asiaticaall partsUAE
40 kHz, 216 W
AcOEt 99%705 hextract90.0%
(yield of extract)
[161]
Centella asiaticaall partsUAEMeOH 90%nd0.5 hasiaticoside
madecassoside
triterpenoids
6.42 mg/g DPM
5.89 mg/g DPM
12.69 mg/g DPM
[174]
Centella asiaticaall partsEPME with
3% cellulase
Deionized water4530 min enzymatic reaction and
2 min of radiation
asiaticoside27.1%
(yield of extract)
[161,175]
Centella asiaticaall partsMAEMeOH-H2O
(9/1)
7020 minmadecassoside
asiaticoside
asiatic acid
nd[176]
Centella asiaticaall partsSHWE
40MPa
H2O2505 hasiaticoside
asiatic acid
10.00 mg/g DPM
7.80 mg/g DPM
[177]
Plantago lanceolataleavesSEMeOH 40%b.t.0.5 hExtract:
acteoside (5.99%)
aucubin (2.34%)
catalpol (1.21%)
25.2 g extract/g DPM[95]
Plantago lanceolataleavesSEMeOHb.t.12 hverbascoside
aucubin
1.74% DPM
0.24% DPM
[89]
Plantago lanceolataleavesmacerationEtOHr.t.nightprotoctecuic acid
cafeic acid
ferulic acid
sinapic acid
o-cumanic
rutin
myricetin
quercetin
kaempferol
3.88 µg/mL extract
5.23 µg/mL extract
7.84 µg/mL extract
9.78 µg/mL extract
12.26 µg/mL extract
13.37 µg/mL extract
15.27 µg/mL extract
16.99 µg/mL extract
12.16 µg/mL extract
[133]
Plantago lanceolataleavesUAE USEACN 30%250.4esculetin111.40 mg/g DPM[178]
Plantago lanceolataaerial partsSEMeOHb.t.48phenolic compounds
flavonoids
phenylpropanoid
glycosides
iridoids
8.16% extract
1.24% extract
2.18% extract
traces
[178]
Plantago lanceolataaerial partsmacerationMeOH 80%r.t.72phenolic acids
flavonoids
coumarins
8.49 mg/g DPM
0.18 mg/g DPM
0.01 mg/g DPM
[179]
Plantago lanceolataall partsvapor distillationH2Ob.t.5monoterpenes
ox. monoterpenes
sesquiterpenes
ox. sesquiterpenes
ox. diterpenes
apocarotenoids
aldehydes and ketones
alcohols
phenols and phen. eters
fatty acids
esters
aliphatic hydrocarbons
aromatic hydrocarbons
0.65–1.21% of extract
4.29–13.18% of extract
0.15–1.11% of extract
1.35–3.98% of extract
3.21–5.49% of extract
1.54–2.25% of extract
6.91–10.03% of extract
3.82–9.19% of extract
0.07–4.06% of extract
27.97–52.05% of extract
0.48–1.82% of extract
0.27–0.46% of extract
0.36–7.06% extract
[180]
Plantago lanceolataseedsmacerationMeOH 60%r.t.bdextractnd[135]
Psoralea corylifoliaseedsSFE
(100 bar)
EtOH 96%45ndbakuchiol1.50%[181]
Psoralea corylifoliaseedsSFE
(250 bar)
CO2407 hExtract:
bakuchiol (81.42%)
psoralen (1.65%)
iso-psoralen (4.27%)
6.57% extract[181]
Psoralea corylifoliaseedsSFE
(280 bar)
CO2404 hExtract:
bakuchiol (79.68%)
psoralen (1.23%)
iso-psoralen (3.14%)
5.90% extract[181]
Psoralea corylifoliaseedsSFE
(280 bar)
CO2407 hExtract:
bakuchiol (80.96%)
psoralen (1.52%)
iso-psoralen (4.15%)
6.29% extract[181]
Psoralea corylifoliaseedsSFE
(280 bar)
CO2405.5 hExtract:
bakuchiol (80.25%)
psoralen (1.23%)
iso-psoralen (3.15%)
8.58% extract[181]
Psoralea corylifoliaseedsmacerationMeOHr.t.0.5 hExtract:
akteozyd (5.99%)
aukubina (2.34%)
katalpol (1.21%)
0.25 g/g DPM[181]
Solidago virgaurealeaves, flowersmacerationEtOH 70%202.7 hquercetin1300 µg/mL extract[182]
Solidago virgaurealeaves, flowersmacerationEtOH 98%202.7 hquercetin700 µg/mL extract[182]
Solidago virgaurealeaves, flowersmacerationH2O202.7 hquercetin300 µg/mL extract[182]
Solidago virgaurealeaves, bark, flowersmacerationEtOH 40%r.t.1 hsaponins0.94 wt% of extract[183]
Solidago virgaurealeaves, bark, flowersmacerationEtOH 60%r.t.1 hsaponins9.80 wt% of extract[183]
Solidago virgaurealeaves, bark, flowersmacerationEtOH 80%r.t.1 hsaponins0.91 wt% of extract[183]
Solidago virgaurealeaves, bark, flowersmacerationEtOH 96%r.t.1 hsaponins0.78 wt% of extract[183]
Solidago virgaurealeavesSLEH2Or.t.5 hpolyphenols
phenolic acid
23.52 µg/g DPM
1.42 µg/g DPM
[184]
Solidago virgaureabarkSLEH2Or.t.5 hpolyphenols
phenolic acid
6.39 µg/g DPM
0.61 µg/g DPM
[184]
Solidago virgaureaflowersSLEH2Or.t.5 hpolyphenols
phenolic acid
17.38 µg/g DPM
0.92 µg/g DPM
[184]
Solidago virgaurealeaves, bark, flowersmacerationEtOH 96%r.t.15 hsugars and cyclitols2.47 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersmacerationEtOH 70%r.t.15 hsugars and cyclitols6.58 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersmacerationH2Or.t.15 hsugars and cyclitols14.00 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersSEEtOH 96%b.t.5 hsugars and cyclitols0.99 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersSEEtOH 70%b.t.5h sugars and cyclitols2.67 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersSEH2Ob.t.5 hsugars and cyclitols2.08 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersPLE
(10MPa)
EtOH 96%503 × 0.3 hsugars and cyclitols7.53 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersPLE
(10MPa)
EtOH 70%503 × 0.3 hsugars and cyclitols8.53 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersPLE
(10MPa)
H2O503 × 0.3 hsugars and cyclitols35.51 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersUAEEtOH 96%502 × 0.5 hsugars and cyclitols0.34 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersUAEEtOH 70%502 × 0.5 hsugars and cyclitols1.77 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersUAEH2O502 × 0.5 hsugars and cyclitols3.27 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersSFE
(10MPa)
CO2, EtOH 96%501 hsugars and cyclitols1.52 mg/g DPM[185]
Solidago virgaurealeaves, bark, flowersSFE
(10MPa)
CO2, EtOH 70%501 hsugars and cyclitols5.24 mg/g DPM[185]
b.t—boiling point; nd—no data; r.t.—room temperature; DPM—dry plant material; EPME—enzymatic pretreatment followed by microwave extraction; MAE—microwave-assisted extraction; PLE—pressurized liquid extraction; SE—Soxhlet extraction; SFE—supercritical fluid extraction; SFME—solvent-free microwave extraction; SHWE—subcritical hot-water extraction; SLE—solid–liquid extraction; UAE—ultrasound-assisted extraction; VMAE—vacuum microwave-assisted extraction.
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Kowalczyk, S.; Grymel, M.; Bilik, J.; Kula, W.; Wawoczny, A.; Grymel, P.; Gillner, D. Selected Plants as Sources of Natural and Active Ingredients for Cosmetics of the Future. Appl. Sci. 2024, 14, 3487. https://doi.org/10.3390/app14083487

AMA Style

Kowalczyk S, Grymel M, Bilik J, Kula W, Wawoczny A, Grymel P, Gillner D. Selected Plants as Sources of Natural and Active Ingredients for Cosmetics of the Future. Applied Sciences. 2024; 14(8):3487. https://doi.org/10.3390/app14083487

Chicago/Turabian Style

Kowalczyk, Sławomir, Mirosława Grymel, Janusz Bilik, Wiktoria Kula, Agata Wawoczny, Paulina Grymel, and Danuta Gillner. 2024. "Selected Plants as Sources of Natural and Active Ingredients for Cosmetics of the Future" Applied Sciences 14, no. 8: 3487. https://doi.org/10.3390/app14083487

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