Synthesis of Flavonoid C-Glycosides as Antioxidants for Protection of Retinal Pigment Epithelial Cells
Date Issued
2008
Date
2008
Author(s)
Chen, Chih-An
Abstract
A variety of C-glycosylflavonoids are found widely distributed in the plant kingdom. Dendrobium huoshanense is a well-known traditional Chinese medicine. Apigenin 6,8-di-C-glycosides have been suggested to exist in D. huoshanense to exhibit an activity for eye protection. Because the structure of the chemical constituent and the biological mechanism were unclear, we aim to synthesize a series of apigenin 6,8-di-C-glycosides and analogues for the structure–activity relationship study. key reaction was carried out by using Sc(OTf)3 as the promoter to furnish the C-glycosylation on phloroacetophenone with unprotected saccharides. The key compound was further converted to mono- and di-C-glycosides of apigenin. In order to increase the diversity, different sugars (D-glucose, L-arabinose, D-xylose etc.), and phenols were used to synthesize the analogues.
Subjects
Retinal Pigment Epithelial Cells
Flavonoid
Antioxidants
Type
thesis
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