Abstract
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.
Highlights
Flavonoids are one of the most abundant of biological pigment classes, secondary metabolites that perform a wide variety of functions in plant and fungal organisms (Harborne and Baxter, 1999; Deveoglu and Karadag, 2019)
In this mini-review, we summarized existing glycosylation strategies and synthetic methods for glycosylation of natural and synthetic flavonoids
If doubts usually do not arise with the definition of the synthesis strategy, it is not possible to single out any one best method of glycosylation
Summary
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. 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. A general strategy for regioselective glycosylation of flavonoids containing several hydroxyl groups is outlined.
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