Novel synthetic oleanane triterpenoids: a series of highly active inhibitors of nitric oxide production in mouse macrophages

Bioorg Med Chem Lett. 1999 Dec 20;9(24):3429-34. doi: 10.1016/s0960-894x(99)00623-x.

Abstract

Novel oleanane triterpenoids with modified rings A and C were designed and synthesized. Among them, methyl 2-carboxy-3,12-dioxooleana-1,9-dien-28-oate showed similar high inhibitory activity (IC50 = 0.8 nM) to 2-cyano-3,12-dioxooleana-1,9-dien-28-oic acid (CDDO), which we have synthesized previously, against production of nitric oxide induced by interferon-gamma in mouse macrophages.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Interferon-gamma / pharmacology
  • Macrophages / drug effects*
  • Macrophages / metabolism
  • Mice
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Saponins / chemistry*
  • Structure-Activity Relationship
  • Triterpenes / chemistry
  • Triterpenes / pharmacology*

Substances

  • Saponins
  • Triterpenes
  • Nitric Oxide
  • Interferon-gamma