Title:
INHIBITORS AND METHODS OF USE THEREOF
Document Type and Number:
WIPO Patent Application WO2004064723
Kind Code:
A3
Abstract:
New triterpenoid derivatives with various substituents at the C-17 position of 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid (CDDO) were synthesized. Among them, 2-cyano-3,12-dioxooleana-1,9(11)-dien-28-onitrile (CNDDO), 1-(2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl) imidazole, 1-(2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl)-2-methylimidazole, 1-(2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl)-4-methylimidazole show extremely high inhibitory activity (IC50 = 0.01-1 pM level) against production of nitric oxide induced by interferon-gamma in mouse macrophages. These compounds can be used in the prevention or treatment of diseases such as cancer, Alzheimer's disease, Parkinson's disease, multiple sclerosis, rheumatoid arthritis, and other inflammatory diseases. All the new triterpenoid derivatives are more potent than previously known CDDO.
Inventors:
HONDA TADASHI (US)
HONDA YUKIKO (US)
GRIBBLE GORDON W (US)
SPORN MICHAEL B (US)
SUH NANJOO (US)
HONDA YUKIKO (US)
GRIBBLE GORDON W (US)
SPORN MICHAEL B (US)
SUH NANJOO (US)
Application Number:
PCT/US2003/014904
Publication Date:
September 23, 2004
Filing Date:
May 12, 2003
Export Citation:
Assignee:
DARTMOUTH COLLEGE (US)
HONDA TADASHI (US)
HONDA YUKIKO (US)
GRIBBLE GORDON W (US)
SPORN MICHAEL B (US)
SUH NANJOO (US)
HONDA TADASHI (US)
HONDA YUKIKO (US)
GRIBBLE GORDON W (US)
SPORN MICHAEL B (US)
SUH NANJOO (US)
International Classes:
A61K31/275; A61K31/4172; A61K31/4184; A61K31/4196; A61K31/704; C07D233/54; C07D233/60; C07D233/68; C07D235/06; C07D249/08; C07D249/10; C07D317/34; C07H15/24; (IPC1-7): A61K31/70; A61K31/56; A61K31/7028; A61K31/7042; C07H15/24
Foreign References:
| US6326507B1 | 2001-12-04 | |||
| US5064823A | 1991-11-12 |
Other References:
DATABASE CAPLUS [online] KIRCHER: "Triterpenes, in organ pipe cactus", XP008100374, accession no. STN Database accession no. 1981:550946
DATABASE CAPLUS [online] TAKABE ET AL: "Synthesis of glycosyl esters of oleanolic", XP008100373, accession no. STN Database accession no. 1980:42278
See also references of EP 1507541A4
DATABASE CAPLUS [online] TAKABE ET AL: "Synthesis of glycosyl esters of oleanolic", XP008100373, accession no. STN Database accession no. 1980:42278
See also references of EP 1507541A4
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