1'S-1'-Acetoxychavicol acetate as a new type inhibitor of interferon-beta production in lipopolysaccharide-activated mouse peritoneal macrophages

Bioorg Med Chem. 2005 May 2;13(9):3289-94. doi: 10.1016/j.bmc.2005.02.022.

Abstract

1'S-1'-Acetoxychavicol acetate from the rhizomes of Alpinia galanga was known to show potent inhibitory effect on the production of nitric oxide (NO) in lipopolysaccharide-activated mouse peritoneal macrophages. To clarify its mechanism of action, the effects of 1'S-1'-acetoxychavicol acetate on the expression of interferon-beta (IFN-beta) mRNA and activation of nuclear factor-kappaB (NF-kappaB), both of which participate in the induction of inducible NO synthase, were examined in lipopolysaccharide-activated macrophages. The results were compared with those of two inhibitors of the NF-kappaB activation, costunolide and caffeic acid phenethyl ester. 1'S-1'-Acetoxychavicol acetate inhibited IFN-beta mRNA expression as well as NF-kappaB activation, and two related compounds, (+/-)-1-acetoxy-1-(2-acetoxyphenyl)-2-propene and (+/-)-1-acetoxy-1-(4-acetoxyphenol)-3-butene, also inhibited IFN-beta mRNA expression. In addition, 1'S-1'-acetoxychavicol acetate inhibited the production of NO stimulated by poly(I:C) via Toll-like receptor 3.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzyl Alcohols
  • DNA-Binding Proteins / drug effects
  • DNA-Binding Proteins / genetics
  • DNA-Binding Proteins / metabolism
  • Interferon Regulatory Factor-1
  • Interferon-beta / biosynthesis
  • Interferon-beta / drug effects*
  • Interferon-beta / genetics
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology*
  • Macrophages, Peritoneal / drug effects*
  • Macrophages, Peritoneal / metabolism
  • Male
  • Membrane Glycoproteins / drug effects
  • Membrane Glycoproteins / metabolism
  • Mice
  • Models, Biological
  • NF-kappa B / drug effects
  • NF-kappa B / metabolism
  • Nitric Oxide / biosynthesis
  • Nitric Oxide Synthase / drug effects
  • Nitric Oxide Synthase / genetics
  • Nitric Oxide Synthase / metabolism
  • Nitric Oxide Synthase Type II
  • Phosphoproteins / drug effects
  • Phosphoproteins / genetics
  • Phosphoproteins / metabolism
  • Poly I-C / pharmacology
  • RNA, Messenger / drug effects
  • RNA, Messenger / genetics
  • Receptors, Cell Surface / drug effects
  • Receptors, Cell Surface / metabolism
  • Terpenes / pharmacology*
  • Toll-Like Receptor 3
  • Toll-Like Receptors

Substances

  • Benzyl Alcohols
  • DNA-Binding Proteins
  • Interferon Regulatory Factor-1
  • Irf1 protein, mouse
  • Lipopolysaccharides
  • Membrane Glycoproteins
  • NF-kappa B
  • Phosphoproteins
  • RNA, Messenger
  • Receptors, Cell Surface
  • Terpenes
  • Toll-Like Receptor 3
  • Toll-Like Receptors
  • Nitric Oxide
  • Interferon-beta
  • Nitric Oxide Synthase
  • Nitric Oxide Synthase Type II
  • Nos2 protein, mouse
  • Poly I-C
  • 1'-acetoxychavicol acetate