A para-amino substituent on the D-ring of green tea polyphenol epigallocatechin-3-gallate as a novel proteasome inhibitor and cancer cell apoptosis inducer

被引:49
作者
Osanai, Kumi
Landis-Piwowar, Kristin R.
Dou, Q. Ping
Chan, Tak Hang [1 ]
机构
[1] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synthesis, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synthesis, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China
[3] Wayne State Univ, Sch Med, Prevent Program, Barbana Ann Karmanos Canc Inst, Detroit, MI 48202 USA
[4] Wayne State Univ, Sch Med, Dept Pathol, Detroit, MI 48202 USA
关键词
green tea polyphenols; epigallocatechin-3-gallate; para-aminobenzoic acid; pro-drug; proteasome; apoptosis;
D O I
10.1016/j.bmc.2007.05.041
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Analogs of (-)-EGCG containing a para-amino group on the D-ring in place of the hydroxyl groups have been synthesized and their proteasome inhibitory activities were studied. We found that, the O-acetylated (-)-EGCG analogs possessing a p-NH2 or p-NHBoc (Boc; tert-butoxycarbonyl) D-ring (5 and 7) act as novel tumor cellular proteasome inhibitors and apoptosis inducers with potency similar to natural (-)-EGCG and similar to (-)-EGCG peracetate. These data suggest that the acetylated amino-GTP analogs have the potential to be developed into novel anticancer agents. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5076 / 5082
页数:7
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