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Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2

Flavonoids are widely described plant secondary metabolites with high and diverse pro-health properties. In nature, they occur mostly in the form of glycosides. Our research showed that an excellent way to obtain the sugar derivatives of flavonoids is through biotransformations with the use of entom...

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Autores principales: Dymarska, Monika, Janeczko, Tomasz, Kostrzewa-Susłow, Edyta
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222689/
https://www.ncbi.nlm.nih.gov/pubmed/30304815
http://dx.doi.org/10.3390/molecules23102578
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author Dymarska, Monika
Janeczko, Tomasz
Kostrzewa-Susłow, Edyta
author_facet Dymarska, Monika
Janeczko, Tomasz
Kostrzewa-Susłow, Edyta
author_sort Dymarska, Monika
collection PubMed
description Flavonoids are widely described plant secondary metabolites with high and diverse pro-health properties. In nature, they occur mostly in the form of glycosides. Our research showed that an excellent way to obtain the sugar derivatives of flavonoids is through biotransformations with the use of entomopathogenic filamentous fungi as biocatalysts. In the current paper, we described the biotransformations of five methoxylated flavonoid compounds (2′-methoxyflavanone, 3′-methoxyflavanone, 4′-methoxyflavanone, 6-methoxyflavanone, and 6-methoxyflavone) in cultures of Isaria fumosorosea KCH J2. As a result, we obtained twelve new flavonoid 4-O-methylglucopyranosides. The products were purified with methods that enabled the reduction of the consumption of organic solvents (preparative TLC and flash chromatography). The structures of the products were confirmed with spectroscopic methods (NMR: (1)H, (13)C, HSQC, HMBC, COSY). The compounds obtained by us expand the library of available flavonoid derivatives and can be used in biological research.
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spelling pubmed-62226892018-11-13 Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2 Dymarska, Monika Janeczko, Tomasz Kostrzewa-Susłow, Edyta Molecules Article Flavonoids are widely described plant secondary metabolites with high and diverse pro-health properties. In nature, they occur mostly in the form of glycosides. Our research showed that an excellent way to obtain the sugar derivatives of flavonoids is through biotransformations with the use of entomopathogenic filamentous fungi as biocatalysts. In the current paper, we described the biotransformations of five methoxylated flavonoid compounds (2′-methoxyflavanone, 3′-methoxyflavanone, 4′-methoxyflavanone, 6-methoxyflavanone, and 6-methoxyflavone) in cultures of Isaria fumosorosea KCH J2. As a result, we obtained twelve new flavonoid 4-O-methylglucopyranosides. The products were purified with methods that enabled the reduction of the consumption of organic solvents (preparative TLC and flash chromatography). The structures of the products were confirmed with spectroscopic methods (NMR: (1)H, (13)C, HSQC, HMBC, COSY). The compounds obtained by us expand the library of available flavonoid derivatives and can be used in biological research. MDPI 2018-10-09 /pmc/articles/PMC6222689/ /pubmed/30304815 http://dx.doi.org/10.3390/molecules23102578 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Dymarska, Monika
Janeczko, Tomasz
Kostrzewa-Susłow, Edyta
Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2
title Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2
title_full Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2
title_fullStr Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2
title_full_unstemmed Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2
title_short Glycosylation of Methoxylated Flavonoids in the Cultures of Isaria fumosorosea KCH J2
title_sort glycosylation of methoxylated flavonoids in the cultures of isaria fumosorosea kch j2
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6222689/
https://www.ncbi.nlm.nih.gov/pubmed/30304815
http://dx.doi.org/10.3390/molecules23102578
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