
Bioorganic and Medicinal Chemistry Letters p. 2711 - 2714 (1998)
Update date:2022-08-25
Topics:
Honda, Tadashi
Rounds, BarbieAnn V.
Gribble, Gordon W.
Suh, Nanjoo
Wang, Yongping
Sporn, Michael B.
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-dioxoleam-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.
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