Study of Polyphenol Components in Extracts of Arctic Brown Algae of Fucus vesiculosus Type by Liquid Chromatography and Mass-Spectrometry

Ovchinnikov, D. V.; Боголицын, К. Г.; Дружинина, А. С.; Kaplitsin, P. A.; Паршина, А. Э.; Pikovskoi, Ilya I.; Khoroshev, O. Yu.; Turova, Polina; Ставрианиди, А. Н.; Шпигун, О. А.

doi:10.1134/s1061934820050147

Cited by 6 publications

(6 citation statements)

References 12 publications

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“…The spectral data of hexamer 10 were described earlier in the literature [ 64 ], and it can be tentatively identified as hexafucol based on the observed pattern of its fragmentation [ 52 , 59 ]. In the CID spectrum of phlorotannin 10 , there are ion peaks corresponding to the loss of one and two water molecules, which are characteristic of all the detected hexamers ( 10 – 13 ).…”

Section: Resultsmentioning

confidence: 99%

Optimization of Extraction of Phlorotannins from the Arctic Fucus vesiculosus Using Natural Deep Eutectic Solvents and Their HPLC Profiling with Tandem High-Resolution Mass Spectrometry

et al. 2023

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Phlorotannins are secondary metabolites produced mainly by brown seaweeds (Phaeophyceae) and belong to the class of polyphenolic compounds with diverse bioactivities. The key factors in the extraction of polyphenols are the selection of a suitable solvent, method of extraction and selection of optimal conditions. Ultrasonic-assisted extraction (UAE) is one of the advanced energy-saving methods suitable for the extraction of labile compounds. Methanol, acetone, ethanol and ethyl acetate are the most commonly used solvents for polyphenol extraction. As alternatives to toxic organic solvents, a new class of green solvents, natural deep eutectic solvents (NADES), has been proposed for the efficient extraction of a wide range of natural compounds including polyphenols. Several NADES were screened previously for the extraction of phlorotannins; however, the extraction conditions were not optimized and chemical profiling of NADES extract was not performed. The purpose of this work was to study the effect of selected extraction parameters on the phlorotannin content in NADES extract from Fucus vesiculosus, optimization of extraction conditions and chemical profiling of phlorotannins in the NADES extract. A fast and green NADES-UAE procedure was developed for the extraction of phlorotannins. Optimization was performed through an experimental design and showed that NADES (lactic acid:choline chloride; 3:1) provides a high yield (137.3 mg phloroglucinol equivalents per g dry weight of algae) of phlorotannins under the following extraction conditions: extraction time 23 min, 30.0% water concentration and 1:12 sample to solvent ratio. The antioxidant activity of the optimized NADES extract was equal to that of EtOH extract. In total, 32 phlorotannins have been identified (one trimer, two tetramers, six pentamers, four hexamers, six heptamers, six octamers and seven nonamers) in NADES extracts from arctic F. vesiculosus using the HPLC-HRMS and MS/MS technique. It was noted that all the above-mentioned phlorotannins were identified in both EtOH and NADES extracts. Our results suggest that NADES could be considered as an alternative to the conventional techniques for the effective extraction of phlorotannins from F. vesiculosus with high antioxidant potential.

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Section: Resultsmentioning

confidence: 99%

Optimization of Extraction of Phlorotannins from the Arctic Fucus vesiculosus Using Natural Deep Eutectic Solvents and Their HPLC Profiling with Tandem High-Resolution Mass Spectrometry

et al. 2023

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“…Consequently, the general rule of SEC, where elution occurs in reverse order to the size of the analyte, is modified in tests with Sephadex ® LH-20. In this experiment, simple phenolic constituents, despite their low molecular weight, eluted first, likely due to their interaction with the initially more aqueous medium [ 1 , 35 ].…”

Section: Resultsmentioning

confidence: 99%

“…Hydroalcoholic mixtures with methanol (MeOH) were initially chosen based on methodologies found in the literature for the isolation of polyphenols by Sephadex ® LH-20 [ 31 ]. Ethanol (EtOH) is less widely reported but is also used [ 35 ]. In this sense, EtOH was tested as a comparative criterion (Test 2), and the separation process observed showed advantages over MeOH.…”

Section: Resultsmentioning

confidence: 99%

Influence of Major Polyphenols on the Anti-Candida Activity of Eugenia uniflora Leaves: Isolation, LC-ESI-HRMS/MS Characterization and In Vitro Evaluation

Tenório,

Dantas,

Abreu

et al. 2024

Molecules

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The content of chemical constituents in Eugenia uniflora leaf extracts correlates positively with biological activities. The experimental objective was to carry out the phytochemical screening and purification of the major polyphenols from the leaves of E. uniflora. In addition, the anti-Candida activity of the hydroalcoholic extract, fraction, subfractions and polyphenols purified were evaluated. After partitioning of the extract with ethyl acetate, the fractions were chromatographed on Sephadex® LH-20 gel followed by RP-flash chromatography and monitored by TLC and RP-HPLC. The samples were characterized by mass spectrometry (LC-ESI-QTOF-MS2) and subjected to the microdilution method in 96-well plates against strains of C. albicans, C. auris, and C. glabrata. Myricitrin (93.89%; w/w; m/z 463.0876), gallic acid (99.9%; w/w; m/z 169.0142), and ellagic acid (94.2%; w/w; m/z 300.9988) were recovered. The polyphenolic fraction (62.67% (w/w) myricitrin) and the ellagic fraction (67.86% (w/w) ellagic acid) showed the best antifungal performance (MIC between 62.50 and 500 μg/mL), suggesting an association between the majority constituents and the antifungal response of E. uniflora derivatives. However, there is a clear dependence on the presence of the complex chemical mixture. In conclusion, chromatographic strategies were effectively employed to recover the major polyphenols from the leaves of the species.

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“…Brown seaweeds are rich in polyphenols, typically between 0.1 and 1.5% (dry weight) ( Schiener et al, 2015 , Tabassum et al, 2016 ), but with Ascophyllum nodosum containing higher amounts (6% dry weight) ( Parys et al, 2009 , Connan, et al, 2004 ) and F. vesiculosus higher again (up to 20% dry weight) ( Ovchinnikov et al, 2020 ).…”

Section: Introductionmentioning

confidence: 99%

The effect of seaweed enriched bread on carbohydrate digestion and the release of glucose from food

Wilcox

Cherry

Chater

et al. 2021

Journal of Functional Foods

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Highlights Seaweeds can reduce carbohydrate digestion in a physiologically relevant model. Baking seaweed into bread can reduce its ability to inhibit carbohydrate digestion in vitro . Adding seaweed alongside bread retains the ability to reduce carbohydrate digestion in vitro .

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Study of Polyphenol Components in Extracts of Arctic Brown Algae of Fucus vesiculosus Type by Liquid Chromatography and Mass-Spectrometry

Cited by 6 publications

References 12 publications

Optimization of Extraction of Phlorotannins from the Arctic Fucus vesiculosus Using Natural Deep Eutectic Solvents and Their HPLC Profiling with Tandem High-Resolution Mass Spectrometry

Optimization of Extraction of Phlorotannins from the Arctic Fucus vesiculosus Using Natural Deep Eutectic Solvents and Their HPLC Profiling with Tandem High-Resolution Mass Spectrometry

Influence of Major Polyphenols on the Anti-Candida Activity of Eugenia uniflora Leaves: Isolation, LC-ESI-HRMS/MS Characterization and In Vitro Evaluation

The effect of seaweed enriched bread on carbohydrate digestion and the release of glucose from food

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