New sesquiterpene dimers from Inula britannica inhibit NF-kappaB activation and NO and TNF-alpha production in LPS-stimulated RAW264.7 cells

Planta Med. 2006 Jan;72(1):40-5. doi: 10.1055/s-2005-873189.

Abstract

A bioassay-guided isolation of an ethyl acetate-soluble extract of the aerial parts of Inula britannica var. chinensis (Rupr.) Regel, using an in vitro NF-kappaB reporter gene assay, led to the isolation of four new sesquiterpene dimers bearing a norbornene moiety, inulanolides A-D, and three known sesquiterpenes, 1,6alpha-dihydroxyeriolanolide, 1-acetoxy-6alpha-hydroxyeriolanolide, and eupatolide. The structures of the new compounds were elucidated by spectroscopic methods. Among these compounds, inulanolides B and D and eupatolide, exhibited potent inhibitory activity on the LPS-induced NF-kappaB activation with IC50 values of 0.49 microM, 0.48 microM, and 1.54 microM, respectively. Consistent with their inhibitory effect on NF-kappaB activation, compounds and also strongly inhibited the production of NO and TNF-alpha in the LPS-stimulated RAW264.7 cells with IC50 values in the range of 2 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line
  • Inhibitory Concentration 50
  • Inula / chemistry*
  • Lipopolysaccharides
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • NF-kappa B / drug effects*
  • Nitric Oxide Synthase / biosynthesis
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Protein Biosynthesis / drug effects
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / pharmacology*
  • Tumor Necrosis Factor-alpha / biosynthesis

Substances

  • Lipopolysaccharides
  • NF-kappa B
  • Plant Extracts
  • Sesquiterpenes
  • Tumor Necrosis Factor-alpha
  • Nitric Oxide Synthase