2008•Canadian Journal of ChemistryRequires access

Semi-synthesis and proteasome inhibition of D -ring deoxy analogs of (–)-epigallocatechin gallate (EGCG), the active ingredient of green tea extract

Congde Huo, Guoqing Shi, Wai Har Lam, Di Chen, Quizhi Cindy Cui, Q. Ping Dou, Tak Hang Chan

Abstract

A semi-synthetic route to the D-ring analogs of (–)-epigallocatechin gallate (EGCG) from the relatively abundant (–)-epigallocatechin (EGC), isolated from green tea leaves, is described. A natural product (13), found in Cistus salvifolius, its acetate (14) and analog (17) were synthesized by this method. Their inhibitory activities against proteasomes were investigated.Key words: green tea, (–)-epigallocatechin gallate (EGCG), (–)-epigallocatechin (EGC), proteasome inhibition.

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Key concepts: Chemistry, Gallate, Epigallocatechin gallate, Proteasome, Natural product, Green tea, Proteasome inhibitor, Catechin