Design and synthesis of 2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid, a novel and highly active inhibitor of nitric oxide production in mouse macrophages

被引：185

作者：

Honda, T

Rounds, BV

Gribble, GW ^{[1
]}

Suh, NJ

Wang, YP

Sporn, MB

机构：

[1] Dartmouth Coll, Dept Chem, Hanover, NH 03755 USA

[2] Dartmouth Med Sch, Dept Pharmacol & Toxicol, Hanover, NH 03755 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 19期

关键词：

D O I：

10.1016/S0960-894X(98)00479-X

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

New derivatives with electron-withdrawing substituents at the C-2 position of 3-oxoolean-1-en-28-oic acid were synthesized. Among them, 2-cyano-3,12-dioxoolean-1,9-dien-28-oic acid (CDDO) was 400 times more potent than previous compounds we have made as an inhibitor of production of nitric oxide induced by interferon-gamma in mouse macrophages (IC50, 0.4 nM). The potency of CDDO was similar to that of dexamethasone, although CDDO does not act through the glucocorticoid receptor. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2711 / 2714

页数：4

共 9 条

[1] STEROIDAL[3,2-C]PYRAZOLES .2. ANDROSTANES, 19-NORANDROSTANES AND THEIR UNSATURATED ANALOGS [J].