Analysis, Isolation and Biological Activities of Polyphenols from Terrestrial and Marine Sources

A special issue of Separations (ISSN 2297-8739). This special issue belongs to the section "Analysis of Natural Products and Pharmaceuticals".

Deadline for manuscript submissions: 31 July 2024 | Viewed by 3753

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Centre ALGATECH, Institute of Microbiology, Czech Academy of Sciences, Novohradska 237—Opatovicky mlyn, CZ 379 01 Trebon, Czech Republic
Interests: bioactive compounds from microalgae, macroalgae and higher plants; algal bio-refinery; countercurrent chromatography (CCC); high performance countercurrent chromatography (HPCCC); centrifugal partition chromatography (CPC)
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Special Issue Information

Dear Colleagues,

Within the natural products family, polyphenols are special due to their great structural diversity and are considered an important part of the plant to protect against plagues and UV radiation. Polyphenols have many biological functions, such as antioxidant, antimicrobial, antitumoral, immunomodulatory, anti-mutagenic, anti-inflammatory, detoxifying, antiulcerogenic, and many others.

Our Special Issue will focus on recent studies in the field of polyphenols from plants or microorganisms belonging to terrestrial and marine sources. More specifically, original research articles, and reviews that cover the following topics:

  • Identification and characterization of polyphenols.
  • LC/MS/MS of polyphenols.
  • New polyphenols from terrestrial and marine sources.
  • Biological activities of known polyphenols.
  • Isolation of polyphenols using conventional and unconventional techniques.
  • New approaches for investigation of polyphenols and/or their bioactivities.

Dr. José Cheel
Guest Editor

Manuscript Submission Information

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Keywords

  • antioxidants
  • bioactivity
  • conventional extraction
  • LC/MS
  • HPLC
  • flavonoids, structural elucidation
  • unconventional extraction
  • separation
  • polyphenols
  • liquid-liquid chromatography (CCC/CPC)

Published Papers (2 papers)

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Research

14 pages, 3078 KiB  
Article
Extraction of Phycocyanin and Chlorophyll from Spirulina by “Green Methods”
by Krastena Nikolova, Nadezhda Petkova, Dasha Mihaylova, Galia Gentscheva, Georgi Gavrailov, Ivaylo Pehlivanov and Velichka Andonova
Separations 2024, 11(2), 57; https://doi.org/10.3390/separations11020057 - 12 Feb 2024
Viewed by 2015
Abstract
Phycocyanin is a pigment–protein complex from the group of phycobiliproteins obtained from Spirulina (Arthrospira platensis), with possibilities for various applications in food and pharmaceutical technologies. It is a natural colorant for food and cosmetic products. This study aimed to investigate the effect [...] Read more.
Phycocyanin is a pigment–protein complex from the group of phycobiliproteins obtained from Spirulina (Arthrospira platensis), with possibilities for various applications in food and pharmaceutical technologies. It is a natural colorant for food and cosmetic products. This study aimed to investigate the effect of ultrasonic and microwave extraction conditions on antioxidant activity (AOA), chlorophyll content, and the content and purity index of phycocyanin in aqueous and alcoholic extracts of Spirulina (Arthrospira platensis). For this purpose, ultrasonic extraction with water or ethanol was performed at 20 °C, 30 °C, and 40 °C for 1, 2, and 3 h at an ultrasonic frequency of 36 kHz, 40 kHz, and 45 kHz. Microwave water extraction was performed for 60 s, 120 s, and 180 s. For each of the obtained samples, three parallel measurements of antioxidant activity were made by DPPH and FRAP methods, and chlorophyll content and phycocyanin yield and purity index were determined spectrophotometrically. Ultrasonic extraction resulted in a higher yield and purity index of phycocyanin compared to microwave extraction. The highest yield of 14.88 mg g−1 with a purity index of 1.60 was achieved at a temperature of 40 °C for one hour and an ultrasonic wave frequency of 40 kHz. A relatively low yield of 4.21 mg g−1, but with a purity index of 2.67, was obtained at a temperature of 30 °C, a time of two hours, and an ultrasonic frequency of 40 kHz. Chlorophyll b content at 20 °C, for two hours and ultrasonic frequency 40 kHz was 1.400 mg g−1. The study proposes ultrasonic extraction as a green method to obtain phycocyanin of varying purity index that may be used for food, cosmetic, or biomedical purposes. Full article
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15 pages, 1634 KiB  
Article
Microwave-Assisted Semisynthesis and Leishmanicidal Activity of Some Phenolic Constituents from Lichens
by Grover Castañeta, Rodrigo Villagomez, Efrain Salamanca, Pamela Canaviri-Paz, José A. Bravo, José L. Vila, Daniela Bárcenas-Pérez, José Cheel, Beatriz Sepúlveda, Alberto Giménez and Carlos Areche
Separations 2023, 10(10), 524; https://doi.org/10.3390/separations10100524 - 26 Sep 2023
Viewed by 1395
Abstract
Leishmaniasis is considered one of the most untreated tropical diseases in the world. In this study, we investigated the in vitro leishmanicidal activity and cytotoxicity of various isolated lichen substances, including atranorin (1), usnic acid (2), gyrophoric acid ( [...] Read more.
Leishmaniasis is considered one of the most untreated tropical diseases in the world. In this study, we investigated the in vitro leishmanicidal activity and cytotoxicity of various isolated lichen substances, including atranorin (1), usnic acid (2), gyrophoric acid (3), salazinic acid (4), galbinic acid (5), and parietin (6), and some semi-synthetic imine derivatives of usnic acid (7, 8, 9) and atranorin (10, 11, 12, 13). Imine condensation reactions with hydrazine and several amines were assisted by microwave heating, an efficient and eco-friendly energy source. The most interesting result was obtained for compound 2, which has high leishmanicidal activity but also high cytotoxicity. This cytotoxicity was mitigated in its derivative, 9, with better selectivity and high antileishmanic activity. This result may indicate that the usnic acid derivative (9) obtained using condensation with two cyclohexylamine groups is a promising lead compound for the discovery of new semisynthetic antiparasitic drugs. Full article
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Planned Papers

The below list represents only planned manuscripts. Some of these manuscripts have not been received by the Editorial Office yet. Papers submitted to MDPI journals are subject to peer-review.

Title: Essential oil composition of Eryngium galioides Lam. an en-demic species of the Iberian Peninsula
Authors: Jesús Palá-Paúl; Rubén Abad-Calderón; María José Pérez-Alonso; Joseph J. Brophy; Ana Crisitina Soria
Affiliation: Departamento de Biodiversidad, Ecología y Evolución, Facultad de Ciencias Biológicas
Abstract: The Eryngium L. genus belongs to the Apiaceae family and, with about 250 species, has a cosmo-politan distribution. Only fourteen of the twenty-six species described in Flora Europaea grow in the Iberian Peninsula. One of these is Eryngium galioides Lam., a small annual plant (2-30 cm) that grows in open dry places in the mid-west of the Iberian Peninsula. For this study, the whole plant (aerial parts and roots) of this species was gathered in Guadalajara (Spain). The essential oil of this population was extracted by hydro-distillation f and analysed by Gas Chromatography (GC) and Gas Chromatography coupled to Mass Spectrometry (GC-MS). It is worth noting that this species gave rise to a relative high essential oil yield (0.48%) in comparison with other species of this genus. E. galioides oil consisted of a complex mixture of more than 70 compounds. The main constituents of this oil were identified as valencene (49.7%) and a phyllocladene isomer (23.7%), both representing more than the 70% of the total oil. Other representative compounds of this oil were found to be -chamigrene (6.0%), -muurolene (3.4%), (E)-caryophyllene (3.0%) and -elemene (1.6%). As far as we know, this is the first report about the chemical composition of E. galioides essential oils. With this work, we contribute to the knowledge of this genus and provide a chemical and botanical basis to promote the in vitro cultivation of E. galioides as a source of es-sential oils rich in bioctives of application in different fields.

Title: Application of portable NIR instrument for analysis of Spirulina platensis aqueous extracts
Authors: Blaženko Marjanović; Tea Sokač Cvetnić; Davor Valinger; Maja Benković; Tamara Jurina; Jasenka Gajdoš Kljusurić; Ana Jurinjak Tušek
Affiliation: Faculty of Food Technology and Biotechnology, University of Zagreb
Abstract: Spirulina platensis microalga has become recognized as a promising source of highly nutritious food components to feed the growing global population. Because of its high protein content abundance of essential amino acids, and excellent digestion, it is employed in human nutrition and there is growing interest in analysing bioactive compound present in Spirulina platensis microalga. In this work, portable near infrared (NIR) spectrometer was used for monitoring of physicochemical properties (extraction yield (EY), total polyphenols concentration (TPC), total proteins concentration (TP), antioxidant activity measured by (i) DPPH method (DPPH) and (ii) FRAP method (FRAP)) of Spirulina platensis aqueous extracts. Ultrasound-assisted aqueous ex-traction (ultrasonic bath with an ultrasound frequency of 35 kHz) of bioactive molecules from Spirulina platensis was performed throughout 30 independent experiments. NIR spectra were recorded in the wavelength range of 900–1700 nm. Raw NIR spectra were subjected to the phys-icochemical properties applying Principal Component Analysis (PCA) and Artificial Neural Network (ANN) modeling. Results show that ANN models developed for the prediction of TPC and DPPH can be utilized for extraction process control (RER > 10), while the other three models can be employed for screening (RER > 4). Generally, the obtained results indicate significant po-tential for using portable NIR spectroscopy for the analysis of Spirulina platensis aqueous ex-tracts.

Title: Rapid screening of phenolic compounds obtained from the nanofiltration of Luma apiculata fruit and their identification through MS/MS spectrometry
Authors: Nicolás Cifuentes-Arayaa, Mario Simirgiotisc, Beatriz Sepúlvedab*
Affiliation: aDepartamento de Química, Facultad de Ciencias, Universidad de Chile, Las Palmeras 3425, Nuñoa, Santiago, Chile. bDepartamento de Ciencias Químicas, Universidad Andrés Bello, Campus Viña del Mar, Quillota 980, Viña del Mar 2520000, Chile. cInstituto de Farmacia, Facultad de Ciencias, Campus Isla Teja, Universidad Austral de Chile, Valdivia 5090000, Chile
Abstract: The nanofiltration of an Arrayán (Luma apiculata) fruit juice was realized to fractionate and to identify secondary metabolites mainly phenolic compounds. Three different membranes were used consecutively (DL, NFW, and NDX (molecular weight cut-offs (MWCO): 150~300, 300~500, and 500~700 Da, respectively)). The metabolites were tentatively identified by ESI/MS/MS. The results showed that the target compounds were effectively fractionated according to their different molecular weights (MW), and to their particular chemical properties. The tested membranes showed retention percentages (RP) of up to 100% for several phenolics. However, lower RP appeared in the case of ferulic acid (-3.22 ± 1.46% (NDX)), syringic acid (-100.00 ± 0.00% (NDX)), and cryptochlorogenic acid (88.71 ± 14.02% (NFW), 95.96 ± 3.75% (NDX)). The quantification of phenolic compounds was realized by UHPLC-ESI/MS/MS. The DL membrane allowed the permeation of some amino acids with the MW range of about 300~100 Da (aspartic acid, proline, valine), creating valuable permeate fractions. This membrane allowed the highest permeate flux (21.64-30.42 l/m2h), followed by the membranes NDX (17.08-21.65 l/m2h) and NFW (12.30-16.64 l/m2h). Moreover, the DL membrane allowed the highest recovery of total compounds in the permeate during the concentration process (22.95%), followed by the membranes NFW (12.75%) and NDX (17.61%). Interesting permeate fractions containing specific phenolics (ferulic acid, syringic acid, cryptochlorogenic acid) and amino acids (aspartic acid, proline, valine, among others) were identified in the membrane permeates DL, NFW and NDX. Permeate fractions of great interest to the food and to pharmaceutical industries were obtained, and suitable for process optimization scale up. The specific metabolites found in each obtained liquid fraction will be presented and discussed in detail later on.

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