Synthesis of prenylated flavonols and their potents as estrogen receptor modulator.
In: Scientific reports, Jg. 7 (2017-09-29), Heft 1, S. 12445
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Zugriff:
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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Synthesis of prenylated flavonols and their potents as estrogen receptor modulator.
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Autor/in / Beteiligte Person: | Tao, Z ; Liu, J ; Jiang, Y ; Gong, L ; Yang, B |
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Zeitschrift: | Scientific reports, Jg. 7 (2017-09-29), Heft 1, S. 12445 |
Veröffentlichung: | London : Nature Publishing Group, copyright 2011-, 2017 |
Medientyp: | academicJournal |
ISSN: | 2045-2322 (electronic) |
DOI: | 10.1038/s41598-017-12640-9 |
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