Semisynthesis of Five Bioactive Flavonoids from Hesperidin

Abstract

Five bioactive flavonoids persicogenin, luteolin, 7-O-isopentenyl hesperietin, 7-O-farnesyl hesperietin and 7,3'-O,O-difarnesyl hesperietin were semisynthesized by reaction steps including glycoside hydrolysis, selective methylation, dehydrogenation, demethylation, O-prenylation and O-farnesylation respectively. The overall yields were 60%, 39%, 64%, 16% and 15% respectively calculated on the basis of hesperidin as the starting material. Their structures were confirmed by NMR, IR and MS spectra. The synthetic method has the advantages of easy availability of starting materials, simple operation and good yields. So it has considerable practical value.

Key words: semisynthesis, bioactive, flavonoid, hesperidin

Cite this article

SHAN Yang*^,a,b, LI Gao-Yang^b, WANG Qiu-An^c, LI Zhong-Hai^d. Semisynthesis of Five Bioactive Flavonoids from Hesperidin[J]. Chin. J. Org. Chem., 2008, 28(06): 1024-1028.

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