Synthesis of prenylated flavonols and their potents as estrogen receptor modulator.
Synthesis of prenylated flavonols and their potents as estrogen receptor modulator.
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DOI：
10.1038/s41598-017-12640-9
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发表时间：
2017-09-29
影响因子：
4.6
通讯作者：
Yang B
中科院分区：
文献类型：
--
作者：
Tao Z;Liu J;Jiang Y;Gong L;Yang B
Prenylated flavonols are known as phytoestrogen and have good bioactivties. However, their abundances in nature are pretty low. It is required to find an efficient synthesis technique. Icariin is a prenylated flavonol glycoside with low cost. It can be used to synthesize different prenylated flavonols. A combination of cellulase and trifluoacetic acid hydrolysis could effectively remove rhamnose and glucose from icariin. Icaritin, anhydroicaritin and wushanicaritin were the leading prenylated flavonol products. Their affinities to estrogen receptors α and β were predicted by docking study. The weak affinity of wushanicaritin indicated that prenyl hydroxylation impaired its affinity to estrogen receptor β. The prenyl cyclization led to a loss of affinity to both receptors. The interactions between icaritin and ligand binding cavity of estrogen receptor β were simulated. π-π stacking and hydrophobic forces were predicted to be the dominant interactions positioning icaritin, which induced the helix (H12) forming an activated conformation.
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