Medicinal foodstuffs. XXVIII. Inhibitors of nitric oxide production and new sesquiterpenes, zedoarofuran, 4-epicurcumenol, neocurcumenol, gajutsulactones A and B, and zedoarolides A and B, from Zedoariae Rhizoma

Chem Pharm Bull (Tokyo). 2001 Dec;49(12):1558-66. doi: 10.1248/cpb.49.1558.

Abstract

A new eudesmane-type sesquiterpene, zedoarofuran, and six new guaiane- or seco-guaiane-type sesquiterpenes, 4-epicurcumenol, neocurcumenol, gajutsulactones A and B, and zedoarolides A and B, were isolated from aqueous acetone extract of Zedoariae Rhizoma together with 36 known sesquiterpenes and two diarylheptanoids. Their stereostructures were elucidated on the basis of chemical and physicochemical evidence. The effects of isolated components on nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages were examined and 16 sesquiterpenes including gajutsulactones A and B, and bis(4-hydroxycinnamoyl)methane were found to show inhibitory activity.

MeSH terms

  • Animals
  • In Vitro Techniques
  • Lipopolysaccharides / pharmacology
  • Macrophages, Peritoneal / drug effects
  • Macrophages, Peritoneal / metabolism
  • Magnetic Resonance Spectroscopy
  • Male
  • Mice
  • Molecular Conformation
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis*
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / pharmacology*
  • Spectrophotometry, Ultraviolet
  • Zingiberaceae / chemistry*

Substances

  • Lipopolysaccharides
  • Sesquiterpenes
  • Nitric Oxide