Synthesis and biological evaluation of nitric oxide-releasing derivatives of oleanolic acid as inhibitors of HepG2 cell apoptosis

Bioorg Med Chem Lett. 2007 Jun 1;17(11):2979-82. doi: 10.1016/j.bmcl.2007.03.068. Epub 2007 Mar 25.

Abstract

A total of 106 nitric oxide-releasing derivatives of oleanolic acid were synthesized and their effects on the inhibition of anti-Fas-mediated HepG2 cell apoptosis were evaluated in vitro. Several compounds inhibited anti-Fas-mediated HepG2 cell apoptosis in a dose-dependent manner. Within this series of compounds, 8b is the most potent inhibitor. The development of new NO-releasing derivatives of oleanolic acid may aid in the design of NO-based medicines for the intervention of human liver inflammatory diseases.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Apoptosis / drug effects*
  • Cell Line
  • Hepatocytes / drug effects*
  • Humans
  • Nitric Oxide Donors / chemical synthesis
  • Nitric Oxide Donors / chemistry*
  • Nitric Oxide Donors / pharmacology*
  • Oleanolic Acid / analogs & derivatives*
  • Polycyclic Compounds / chemical synthesis
  • Polycyclic Compounds / chemistry*
  • Polycyclic Compounds / pharmacology*
  • fas Receptor / antagonists & inhibitors

Substances

  • Nitric Oxide Donors
  • Polycyclic Compounds
  • fas Receptor
  • Oleanolic Acid