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

Authors
HONDA T ROUNDS BV GRIBBLE GW SUH NJ WANG YP SPORN MB
Citation
T. Honda et al., 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, Bioorganic & medicinal chemistry letters, 8(19), 1998, pp. 2711-2714
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
8
Issue
19
Year of publication
1998
Pages
2711 - 2714
Database
ISI
SICI code
0960-894X(1998)8:19<2711:DASO2A>2.0.ZU;2-W
Abstract
New derivatives with electron-withdrawing substituents at the C-2 posi tion of 3-oxoolean-1-en-28-oic acid were synthesized. Among them, 2-cy ano-3,12-dioxoolean-1,9-dien-28-oic acid (CDDO) was 400 times more pot ent than previous compounds we have made as an inhibitor of production of nitric oxide induced by interferon-gamma in mouse macrophages (IC5 0, 0.4 nM). The potency of CDDO was similar to that of dexamethasone, although CDDO does not act through the glucocorticoid receptor. (C) 19 98 Elsevier Science Ltd. All rights reserved.