Regiospecific and enantioselective synthesis of methylated metabolites of tea catechins

SB Wan, QP Dou, TH Chan

Index: Wan, Sheng Biao; Ping Dou; Chan, Tak Hang Tetrahedron, 2006 , vol. 62, # 25 p. 5897 - 5904

Full Text: HTML

Citation Number: 36

Abstract

Because of our interest in the synthesis of EGCG 12, 12a and 12b and its role as proteasome inhibitors in cancer protection, 13, 13a, 13b and 13c we became interested in the synthesis of various methylated metabolites of catechins. Previously, (−)-EGCG had been methylated in a nonregiospecific manner to give a mixture of 4″-methyl-EGCG (9), 4′,4″-dimethyl-EGCG (12), and 4′,3″,4″-trimethyl-EGCG (13). 5 Herein, we report a regiospecific and ...