Khodzhaieva Ruslana S, Gladkov Eugene S, Kyrychenko Alexander, Roshal Alexander D
Institute of Chemistry, V. N. Karazin Kharkiv National University, Kharkiv, Ukraine.
Front Chem. 2021 Mar 31;9:637994. doi: 10.3389/fchem.2021.637994. eCollection 2021.
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.
近年来,黄酮类糖基化化学取得了重大进展。本综述致力于总结天然和合成黄酮类化合物糖基化的现有策略和方法。在此,我们根据母体分子中羟基的位置、其与π-体系的共轭程度、空间因素的存在、分子内氢键的形成等,概述了黄酮类糖基化的反应条件。特别关注了糖基供体部分的选择,其对最终糖基化产物的产率有显著影响。最后,概述了一种对含有多个羟基的黄酮类化合物进行区域选择性糖基化的通用策略。