Cargando…

Progress and Achievements in Glycosylation of Flavonoids

In recent years, the chemistry of flavonoid glycosylation has undergone significant developments. This mini-review is devoted to summarizing existing strategies and methods for glycosylation of natural and synthetic flavonoids. Herein we overviewed the reaction conditions of flavonoid glycosylation...

Descripción completa

Detalles Bibliográficos
Autores principales: Khodzhaieva, Ruslana S., Gladkov, Eugene S., Kyrychenko, Alexander, Roshal, Alexander D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8044360/
https://www.ncbi.nlm.nih.gov/pubmed/33869141
http://dx.doi.org/10.3389/fchem.2021.637994
_version_ 1783678466949906432
author Khodzhaieva, Ruslana S.
Gladkov, Eugene S.
Kyrychenko, Alexander
Roshal, Alexander D.
author_facet Khodzhaieva, Ruslana S.
Gladkov, Eugene S.
Kyrychenko, Alexander
Roshal, Alexander D.
author_sort Khodzhaieva, Ruslana S.
collection PubMed
description In recent years, the chemistry of flavonoid glycosylation has undergone significant developments. This mini-review is devoted to summarizing existing strategies and methods for glycosylation of natural and synthetic flavonoids. Herein we overviewed the reaction conditions of flavonoid glycosylation depending on the position of hydroxyl groups in a parent molecule, the degree of it conjugation with the π-system, the presence of steric factors, the formation of intramolecular hydrogen bonds, etc. Especial attention was given to the choice of the glycosyl donor moiety, which has a significant effect on the yield of the final glycosidated products. Finally, a general strategy for regioselective glycosylation of flavonoids containing several hydroxyl groups is outlined.
format Online
Article
Text
id pubmed-8044360
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher Frontiers Media S.A.
record_format MEDLINE/PubMed
spelling pubmed-80443602021-04-15 Progress and Achievements in Glycosylation of Flavonoids Khodzhaieva, Ruslana S. Gladkov, Eugene S. Kyrychenko, Alexander Roshal, Alexander D. Front Chem Chemistry In recent years, the chemistry of flavonoid glycosylation has undergone significant developments. This mini-review is devoted to summarizing existing strategies and methods for glycosylation of natural and synthetic flavonoids. Herein we overviewed the reaction conditions of flavonoid glycosylation depending on the position of hydroxyl groups in a parent molecule, the degree of it conjugation with the π-system, the presence of steric factors, the formation of intramolecular hydrogen bonds, etc. Especial attention was given to the choice of the glycosyl donor moiety, which has a significant effect on the yield of the final glycosidated products. Finally, a general strategy for regioselective glycosylation of flavonoids containing several hydroxyl groups is outlined. Frontiers Media S.A. 2021-03-31 /pmc/articles/PMC8044360/ /pubmed/33869141 http://dx.doi.org/10.3389/fchem.2021.637994 Text en Copyright © 2021 Khodzhaieva, Gladkov, Kyrychenko and Roshal. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Khodzhaieva, Ruslana S.
Gladkov, Eugene S.
Kyrychenko, Alexander
Roshal, Alexander D.
Progress and Achievements in Glycosylation of Flavonoids
title Progress and Achievements in Glycosylation of Flavonoids
title_full Progress and Achievements in Glycosylation of Flavonoids
title_fullStr Progress and Achievements in Glycosylation of Flavonoids
title_full_unstemmed Progress and Achievements in Glycosylation of Flavonoids
title_short Progress and Achievements in Glycosylation of Flavonoids
title_sort progress and achievements in glycosylation of flavonoids
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8044360/
https://www.ncbi.nlm.nih.gov/pubmed/33869141
http://dx.doi.org/10.3389/fchem.2021.637994
work_keys_str_mv AT khodzhaievaruslanas progressandachievementsinglycosylationofflavonoids
AT gladkoveugenes progressandachievementsinglycosylationofflavonoids
AT kyrychenkoalexander progressandachievementsinglycosylationofflavonoids
AT roshalalexanderd progressandachievementsinglycosylationofflavonoids