Search Results (31)

Apricot is one of the most important Mediterranean fruits with high diversity and fruit quality properties, being an excellent raw material for polyphenol compounds. This study aimed to determine the anthocyanin, quercetin glycoside and phenolic acid contents in new apricot genotypes from the breeding program at the Instituto Valenciano de Investigaciones Agrarias, confirming the potential of the ‘Goldrich’ cultivar to be a parental donor for increasing the antioxidant content, which would, in turn, enhance fruit quality. Phenolic composition of the apricot accessions is strongly genotype-dependent, with the concentrations of overall total phenolic compounds ranging from 770 to 260 mg 100 g⁻¹ DW, reflecting significant genetic diversity. ‘Goldrich’ contributed to the polyphenol content; however, its influence varied across derived varieties, with ‘GG9310’ and ‘GG979’ enhancing the shikimic acid pathway and accumulating high levels of total phenolics. In contrast, ‘Mitger’ and ‘HG9850’ stood out for high anthocyanin synthesis, despite their lower levels of flavonols and phenolic acids. The predominant anthocyanin was cyanidin-3-O-rutinoside, followed by cyanidin-3-O-glucoside and peonidin-3-O-rutinoside in smaller amounts. Other phenolics were rutin and quercetin-3-O-glucuronide, as well as neochlorogenic and chlorogenic acids. The PCA model was applied to all data to identify the most attractive cultivars, and chromatographic analysis was performed in a short time using Ultra-High-Performance Liquid Chromatography (UHPLC) with diode array and mass spectrometric detection. Apricot peel is an excellent source of nutraceutical compounds with a chemical composition strongly determined by the cultivar. Results can help establish authenticity markers for apricot cultivars. Full article

Fourteen non-colored flavonoids, including flavanols (catequine and epicatequine) and flavonols (myricetin, quercetin, and isorhamnetin and their glucoside/glucuronide derivatives) were investigated in over two hundred monovarietal red wines from the Canary Islands, as a continuation of a previous study available in this journal. This is the first comprehensive study on non-colored flavonoids in monovarietal Canary wines, highlighting their potential as chemical fingerprints for wine characterization. Flavanal and flavanol concentrations were similar to values reported in other regions. Concentrations of these flavonoids significantly varied by grape cultivar, denomination of origin (DO), island, and aging. International grape cultivars generally showed higher non-colored flavonoid concentrations than autochthonous cultivars. Strong correlations were observed among flavonols of the same chemical groups, as well as between flavonols and anthocyanins, indicating a shared biosynthesis pathway in grapes and equilibria in wine. Principal component analysis revealed relationships among the individual flavonoids. Lineal discriminant analysis (LDA) resulted in high percentages of correct classification by cultivar, DO, precedence island, and aging. The classification accuracy achieved through LDA, except for aging, notably improved compared to the previous study that examined only visible flavonoids, underscoring the importance and effectiveness of non-colored flavonoid profiling. Full article

This study investigates the recovery of bioactive polyphenolic compounds from the pomace of two white winemaking grape varieties, Moschofilero and Rhoditis. The pomace was subjected to two drying techniques: air drying (AD) and solar drying (SD). Extraction methods included microwave-assisted extraction (MW), ultrasound-assisted extraction (US), and Soxhlet extraction (S), using water and water–ethanol (WE) solvents. Antioxidant activity (IC50), total phenolic content (TPC), and total flavan-3-ol content (TFC) were determined. For Moschofilero, SD pomace extracted with US-WE showed the highest antioxidant activity (IC50: 0.59 mg/mL) and the highest phenolic recovery (TPC: 285.76 mg gallic acid equivalents (GAE)/g) and flavan-3-ol content (TFC: 46.21 mg catechin equivalents (CE)/g). For Rhoditis, AD pomace extracted with US-WE demonstrated superior antioxidant activity (IC50: 1.08 mg/mL), phenolic content (TPC: 216.51 mg GAE/g), and flavan-3-ol content (TFC: 35.96 mg CE/g). HPLC analysis identified quercetin-3-glucuronide, myricetin, and quercetin as the main flavonols in both grape varieties, with Moschofilero also containing isorhamnetin-3-glucoside and syringetin-3-glucoside. Drying and extraction methods significantly influenced the recovery of bioactive compounds, with US combined with AD or SD yielding the best results for both grape varieties These findings show that improved drying and extraction methods can add value to grape pomace for use in functional foods and nutraceuticals. Full article

The petals of flowering plants should retain unique antioxidants that have not been found in the fruits, as the petals need to stay open to attract pollinators against photooxidation and devise a solution to avoid eating attacks. We reported that the yellow petals of freesia cultivars (Freesia x hybrida) accumulated original apocarotenoids, mono- and di-neapolitanosyl crocetin. Here, in the yellow petals, we discovered eight novel flavonoids by their structural determination, including four 3′-caffeoylquercetin 3,7-glycosides, one 3′-caffeoylquercetin 3-glycoside, and three 4′-caffeoylkaempferol 3,7-glycosides. The 3-carbon sugar part was a minor hexose dimer [D-glucosyl-D-glucoside or D-glucosyl-L-rhamnoside] with the β1,2-linkage, while the 7-carbon was usually O-glycosylated with D-glucose, L-rhamnose, or D-glucuronic acid. Such caffeoyl-flavonol glycosides were also present in freesia white petals, regardless of the cultivars and wild species. When dihydroflavonols, the last common precursors between flavonols and anthocyanins, switch to the flavonol route, these caffeoyl-flavonol glycosides are likely to be synthesized via quercetin or kaempferol. All the eight flavonoids exerted in vitro antioxidant activities against both lipid peroxidation and radical generation. Specifically, 3′-caffeoylquercetin 3-sophoroside and its 7-glucuronide showed superior antioxidant activity. Freesia yellow and white flowers have been utilized as edible flowers, indicating the importance of evaluating the human benefits and risks of newly identified flavonoids. Full article

A significant amount of agri-food by-products is generated by large food industry production lines. Aligned with the principles of a circular economy, this project aims to recycle and valorize legumes, such as beans, green beans and soy by-products characterized by different heat treatments, maturation stages and cultivation methods. The valorization of food waste involved the development of an Ultrasound-Assisted Extraction (UAE) method to isolate polyphenols. Analytical techniques, including UHPLC-DAD-ESI-MSⁿ, were used to identify polyphenols in legume, green bean and soy extracts obtained through UAE. Additionally, UV-Vis spectrophotometric assays measured the Total Phenolic Content (TPC) and Total Antioxidant Status (TAS), while the Kjeldahl method was employed to assess the protein content in each UAE extract. The analyses revealed a variety of valuable polyphenols in legume, green bean and soy by-products. For instance, bean by-products contain feruloyl glucaric acid derivatives, green beans by-products have different types of flavonols such as quercetin-3-O-glucuronide, and soy by-products are rich in isoflavones. These findings demonstrate the potential for formulating nutraceuticals from these by-products’ extracts. Full article

The grape variety Maratheftiko (V. vinifera sp.) is one of the most prestigious Cypriot varieties, yet Maratheftiko wines are rather poorly studied with regard to principal quality characteristics, such as the polyphenolic and aromatic profile. The current study was undertaken with the scope to investigate the effect of various common industrial prefermentation treatments on the non-volatile and volatile fractions of Maratheftiko wines, in two consecutive harvests. Different lots of grapes underwent the saigneé process, which was also combined with cold maceration, and/or enzyme and tannin addition, and the wines produced on industrial scale were analyzed to portray their profiles of anthocyanins, non-anthocyanin polyphenols, and volatiles. The non-anthocyanin composition was found to be dominated by flavonol glycosides (mainly quercetin 3-O-glucuronide), but also caftaric acid. The major anthocyanin pigment in all wines examined was malvidin 3-O-glucoside, accompanied by its p-coumarate derivative. The principal volatiles determined were isoamyl alcohol, ethyl octanoate, 2-phenylethanol, ethyl caprate, and isoamyl acetate. Principal component analysis revealed that the wines could be clearly discriminated based on vintage year but not based on the different treatments. This study offered novel insights into the composition of Maratheftiko wines and provided some evidence regarding the impact of common enological techniques on their non-volatile and volatile fractions. Full article

To elucidate the anti-inflammatory properties and constituents of Agrimonia pilosa Ledeb. (A. pilosa), a comprehensive investigation was conducted employing activity-guided isolation. The anti-inflammatory effects were evaluated through an in vitro nitric oxide (NO) assay on lipopolysaccharide (LPS)-treated RAW 264.7 macrophage cells. Seven bio-active compounds with anti-inflammatory properties were successfully isolated from the butanol fraction and identified as follows: quercetin-7-O-β-d-rhamnoside (1), apigenin-7-O-β-d-glucopyranoside (2), kaempferol-7-O-β-d-glucopyranoside (3), quercetin (4), kaempferol (5), apigenin (6), and apigenin-7-O-β-d-glucuronide-6″-butylester (7). All isolated compounds showed strong NO inhibitory activity with IC₅₀ values ranging from 1.4 to 31 µM. Compound 6 demonstrated the most potent NO inhibition. Compound 7, a rare flavonoid, was discerned as a novel anti-inflammatory agent, ascertained through its inaugural demonstration of nitric oxide inhibition. Subsequently, a comprehensive structure-activity relationship (SAR) analysis was conducted employing eight flavonoids derived from A. pilosa. The outcomes elucidated that flavones exhibit superior NO inhibitory effects compared to flavonols, and the aglycone form manifests greater potency in NO inhibition than the glycone counterpart. These results highlight A. pilosa as a promising source of effective anti-inflammatory agents and indicate its potential as a health-beneficial dietary supplement and therapeutic material. Full article

Due to the presence of diverse phenolic classes in wild strawberry (Fragaria vesca L.) leaves, there is an ever-growing effort to find new, efficient methods for their recovery and detailed characterization. Microwave-assisted extraction (MAE) and accelerated solvent extraction (ASE) were evaluated to understand the impact of the extraction temperature, extraction time, and solvent-to-sample ratio (SSR) on the quantitative and qualitative properties of the obtained extracts. The highest total phenolic content (8027 mg GA/100 g DW), as well as the highest DPPH^• antiradical activity (903 μmol TE/g DW), was obtained with ASE at 150 °C with a static time of 5 min and an SSR of 40:1, while the highest ABTS^•+ antiradical activity (681 μmol TE/g DW) and FRAP (2389 μmol TE/g DW) were obtained with MAE after 5 min at 80 °C and an SSR of 40:1. A total of 54 different phenolics were identified by UPLC/MS-MS, some for the first time. The MAE extract had a higher content of phenolic acids (40%; esp. p-hydroxybenzoic acid, gallic acid) and myricetin, while the ASE extract was richer in proanthocyanidins (88%; esp. procyanidin B1, procyanidin trimer), flavonols (29%; esp. quercetin, quercetin-3-glucuronide, rutin), flavan-3-ols (50%; esp. epicatechin), and flavones (39%; esp. luteolin). The results indicated that for optimal extraction conditions, the target phenolics and the desired antioxidant properties of the obtained extracts should be considered. Full article

Arnica montana L. (Asteraceae family) is a plant commonly used in traditional medicine, and several reports have characterized this plant’s bioactivities, especially its phenolic compounds. These compounds are well known for their numerous beneficial biological properties. Consequently, industry stakeholders from the feed, food, cosmetic, and pharmaceutical sectors are seeking extracts rich in phenolic compounds, which could be interesting for the development of bio-based applications. The objective of the present study was to characterize the phenolic profile of this species to lay the groundwork for further optimization studies to obtain the highest amount of phenolic compounds. Therefore, A. montana was extracted with an ethanol/water ratio of 80:20 (v/v) at room temperature for 1 h, and phenolic compounds were identified and quantified through UPLC (HPLC Dionex Ultimate 3000) with a mass detector (TSQ Quantis). In the extract, phenolics belonging to different groups were identified, namely eriodictyol-O-glucuronide (flavanone), hispidulin and luteolin (flavones), kaempferol and 6-methoxykaempferol, (flavonols), p-coumaric, feruloylquinic, caffeoylquinic, and dicaffeoylquinic isomers (hydroxycinnamic acids). However, only four of them could be quantified: kaempferol and the three hydroxycinnamic acids. The total phenolic content (mg/g of dry sample) was estimated to be 27.34 mg/g, with the most prevalent compounds being the dicaffeoylquinic acids (accounting for 79.5% of the total phenolics). It has been demonstrated that dicaffeoylquinic acids present anti-inflammatory and antioxidant activities, which have been linked to several beneficial effects. Thus, obtaining phenolic-rich extracts of A. montana may allow us to exploit this plant’s significant biological properties, and it could be a new ingredient for developing new applications in the nutraceutical, cosmetic, and/or pharmaceutical industries. Full article

Skin aging is a complex biological process influenced by a variety of factors, including UV radiation. UV radiation accelerates collagen degradation via the production of reactive oxygen species (ROS) and cytokines, including TNF-α. In a prior investigation, the inhibitory properties of flavonol and flavone glucuronides derived from Potentilla chinensis on TNF-α-induced ROS and MMP-1 production were explored. Consequently, we verified the skin-protective effects of these flavonol and flavone glucuronides, including potentilloside A, from P. chinensis, and conducted a structure–activity relationship analysis as part of our ongoing research. We investigated the protective effects of the extract and its 11 isolates on TNF-α-stimulated normal human dermal fibroblasts (NHDFs). Ten flavonol and flavone glucuronides significantly inhibited ROS generation (except for 7) and suppressed MMP-1 secretion, except for 2. In contrast, six isolates (1, 5, 6, 11, 9, 10, and 11) showed a significant reverse effect on COLIA1 secretion. Comparing the three experimental results of each isolate, potentilloside A (1) showed the most potent skin cell-protective effect among the isolates. Evaluation of the signaling pathway of potentilloside A in TNF-α-stimulated NHDF revealed that potentilloside A inhibits the phosphorylation of ERK, JNK, and c-Jun. Taken together, these results suggest that compounds isolated from P. chinensis, especially potentilloside A, can be used to inhibit skin damage, including aging. Full article

Griffonia simplicifolia, a tropical plant endemic to West Africa, is highly regarded for its significant pharmacological potential. The objective of this study was to evaluate the metabolomic profile and to explore the antioxidant properties, antiproliferative activity, and antimicrobial potential of G. simplicifolia seed extracts obtained through either maceration, microwave-assisted extraction (MAE), or Soxhlet extraction using water, acetone, methanol and ethanol as solvents. Overall, methanol possessed superior total extraction efficiency. HPLC analyses confirmed the efficacy of acetone and ethanol as optimal solvents for the extraction of flavonoids and flavan-3-ols, whereas MAE exhibited enhanced effectiveness in extracting N-containing compounds, including 5-hydroxytryptophan (5-HTP). HPLC-MS analyses identified forty-three compounds, including thirty-four phenolic compounds and nine N-containing molecules. Isomyricitrin, taxifolin and a flavonol glucuronide were the main polyphenols, whereas 5-HTP was the main N-containing compound. Hydroalcoholic G. simplicifolia extracts showed the highest radical scavenging and metal-reducing antioxidant power, suggesting that most of the contribution to antioxidant activity depends on the more polar bioactive compounds. G. simplicifolia extracts showed dose-dependent antiproliferative activity against three distinct cancer cell lines (HeLa, HepG2, and MCF-7), with notable variations observed among both the different extracts and cell lines and divergent GI₅₀ values, emphasizing substantial discrepancies in cell sensitivity to the various extracts. Furthermore, G. simplicifolia extracts revealed antibiotic activity against Staphylococcus aureus. Our results highlight the potential of G. simplicifolia phytochemicals in the development of functional foods, nutraceuticals, and dietary supplements. Full article

Oxidative stress plays a vital role in the pathogenesis and progression of various liver diseases. Traditional medicinal herbs have been used worldwide for the treatment of chronic liver diseases due to their high phytochemical constituents. The present study investigated the phytochemical properties of Croton gratissimus (lavender croton) leaf herbal tea and its hepatoprotective effect on oxidative injury in Chang liver cells, using an in vitro and in silico approach. C. gratissimus herbal infusion was screened for total phenolic and total flavonoid contents as well as in vitro antioxidant capacity using ferric reducing antioxidant power (FRAP) and 2,2-diphenyl-1-picryl-hydrazyl (DPPH) methods. Oxidative hepatic injury was induced by incubating 0.007 M FeSO₄ with Chang liver cells which has been initially incubated with or without different concentrations (15–240 μg/mL) of C. gratissimus infusion or the standard antioxidants (Gallic acid and ascorbic acid). C. gratissimus displayed significantly high scavenging activity and ferric reducing capacity following DPPH and FRAP assays, respectively. It had no cytotoxic effect on Chang liver cells. C. gratissimus also significantly elevated the level of hepatic reduced glutathione (GSH), superoxide dismutase (SOD), and catalase activities as well as suppressed the malondialdehyde (MDA) level in oxidative hepatic injury. Liquid Chromatography–Mass Spectrometry (LC-MS) analysis of the herbal tea revealed the presence of 8-prenylnaringenin, flavonol 3-O-D-galactoside, caffeine, spirasine I, hypericin, pheophorbide-a, and 4-methylumbelliferone glucuronide. In silico oral toxicity prediction of the identified phytochemicals revealed no potential hepatotoxicity. Molecular docking revealed potent molecular interactions of the phytochemicals with SOD and catalase. The results suggest the hepatoprotective and antioxidative potentials of C. gratissimus herbal tea against oxidative hepatic injury. Full article

In recent years, as part of sustainable development policies, the revaluation of end-of-life products has become more and more widespread. In terms of sustainability, in a scenario of circular economy food sustainability aims, inter alia, at making an effective re-use of natural resources as a starting point for the obtainment of high added-value products. With the aim of promoting the valorization of the wine sector wastes, the present study took into account the leaves of Vitis vinifera L. cv. Aglianico from the Campania Region (Italy). The use of deep eutectic solvents as a greener alternative to the most common organic solvents, joint to ultrasound-assisted maceration, and LC-MS tools, allowed us to define for the first time a six-month quantitative variation of flavonol derivatives, and in particular of quercetin 3-O-glucuronide, based on the collection time and the leaf height on the grapevine. Results underlined that the influence of abiotic factors, such as exposure to sunlight, which is pivotal in the biosynthesis of such compounds, should be strictly considered for their full recovery. Full article

Quercetin is a monomeric polyphenol of plant origin that belongs to the flavonol-type flavonoid subclass. Extensive studies using cultured cells and experimental model animals have demonstrated the anti-atherosclerotic effects of dietary quercetin in relation to the prevention of cardiovascular disease (CVD). As quercetin is exclusively present in plant-based foods in the form of glycosides, this review focuses on the bioavailability and bioefficacy of quercetin glycosides in relation to vascular health effects. Some glucose-bound glycosides are absorbed from the small intestine after glucuronide/sulfate conjugation. Both conjugated metabolites and deconjugated quercetin aglycones formed by plasma β-glucuronidase activity act as food-derived anti-atherogenic factors by exerting antioxidant, anti-inflammatory, and plasma low-density lipoprotein cholesterol-lowering effects. However, most quercetin glycosides reach the large intestine, where they are subject to gut microbiota-dependent catabolism resulting in deglycosylated aglycone and chain-scission products. These catabolites also affect vascular health after transfer into the circulation. Furthermore, quercetin glycosides may improve gut microbiota profiles. A variety of human cohort studies and intervention studies support the idea that the intake of quercetin glycoside-rich plant foods such as onion helps to prevent CVD. Thus, quercetin glycoside-rich foods offer potential benefits in terms of cardiovascular health and possible clinical applications. Full article

The major contributor to skin aging is UV radiation, which activates pro-inflammatory cytokines including TNF-α. TNF-α is involved in the acceleration of skin aging via ROS generation and MMP-1 secretion. In our preliminary study, a 30% EtOH extract from the leaves of Potentilla chinensis (LPCE) significantly inhibited TNF-α-induced ROS generation in human dermal fibroblasts (HDFs). Therefore, the objective of this study is to identify the active components in LPCE. A new flavonol-bis-glucuronide (potentilloside A, 1) and 14 known compounds (2–15) were isolated from an LPCE by repeated chromatography. The chemical structure of the new compound 1 was determined by analyzing its spectroscopic data (NMR and HRMS) and by acidic hydrolysis. Nine flavonols (2–9 and 11) and two flavone glycosides (12 and 13) from P. chinensis were reported for the first time in this study. Next, we evaluated the effects of the isolates (1–15) on TNF-α-induced ROS generation in HDFs. As a result, all compounds significantly inhibited ROS generation. Furthermore, LPCE and potentilloside A (1) remarkably suppressed MMP-1 secretion in HDFs stimulated by TNF-α. The data suggested that LPCE and potentilloside A (1) are worthy of further experiments for their potential as anti-skin aging agents. Full article