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, 1998•Elsevier
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-γ 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.
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-γ 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.
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-γ 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.
Elsevier