Cargando…
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...
Autores principales: | , , |
---|---|
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 |
_version_ | 1783369265020141568 |
---|---|
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. |
format | Online Article Text |
id | pubmed-6222689 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT dymarskamonika glycosylationofmethoxylatedflavonoidsintheculturesofisariafumosoroseakchj2 AT janeczkotomasz glycosylationofmethoxylatedflavonoidsintheculturesofisariafumosoroseakchj2 AT kostrzewasusłowedyta glycosylationofmethoxylatedflavonoidsintheculturesofisariafumosoroseakchj2 |