Discovery, total synthesis, HRV 3C-protease inhibitory activity, and structure-activity relationships of 2-methoxystypandrone and its analogues

被引：36

作者：

Singh, SB

Graham, PL

Reamer, RA

Cordingley, MG

机构：

[1] Merck Res Labs, Rahway, NJ 07065 USA

[2] Merck Res Labs, W Point, PA 19486 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 24期

关键词：

D O I：

10.1016/S0960-894X(01)00648-5

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

2-Methoxystypandrone, a naphthoquinone. was isolated from a Chinese herb Polygonum cuspidatum by bioassay guided fractionation using HRV 3C-protease assay. It showed an IC50 value of 4.6 muM and is moderately selective. A new 10-step, total synthesis of 2-methoxystypandrone was accomplished in 45% overall yield using a Diels-Alder approach. Several analogues of this compound were prepared. Isolation, synthesis and HRV 3C-protease structure activity relationships of these compounds have been described. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3143 / 3146

页数：4

共 14 条

[1] REGIOSPECIFIC ADDITION OF MONOOXYGENATED DIENES TO HALO QUINONES [J].