Total synthesis of the potent proteasome inhibitor epoxomicin: A useful tool for understanding proteasome biology

被引：159

作者：

Sin, N

Kim, KB

Elofsson, M

Meng, LH

Auth, H

Kwok, BHB

Crews, CM ^{[1
]}

机构：

[1] Yale Univ, Dept Mol Cellular & Dev Biol, New Haven, CT 06520 USA

[2] Yale Univ, Dept Pharmacol, New Haven, CT 06520 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 15期

关键词：

D O I：

10.1016/S0960-894X(99)00376-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Epoxomicin (1), a peptide alpha',beta'-epoxyketone isolated from the actinomycete strain No.Q996-17, possesses potent in vivo anti-tumor and anti-inflammatory activities. In this paper, we report the first syntheses of epoxomicin, [H-3]-epoxomicin, and a biotinylated epoxomicin analog as well as the absolute configuration of the epoxide stereocenter. The natural product and derivatives have permitted the first identification of the proteasome as the specific cellular target of epoxomicin. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：2283 / 2288

页数：6

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