Lupane-type triterpenoids from the steamed leaves of Acanthopanax koreanum and their inhibitory effects on the LPS-stimulated pro-inflammatory cytokine production in bone marrow-derived dendritic cells

Bioorg Med Chem Lett. 2010 Nov 15;20(22):6703-7. doi: 10.1016/j.bmcl.2010.09.001. Epub 2010 Sep 7.

Abstract

Two new compounds, (20R)-3α-hydroxy-29-dimethoxylupan-23,28-dioic acid (1) and 3α-hydroxylup-20(29)-ene-23,28-dioic acid 28-O-[β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl] ester (2), and eight known lupane-type triterpenoids (3-10), were isolated from steamed leaves of Acanthopanax koreanum. Chemical structures were determined using a combination of spectroscopic analyses and chemical reactivity. Compounds 1-10 were evaluated for their inhibitory activities on lipopolysaccharide (LPS)-stimulated interleukin (IL)-12 production in bone marrow-derived dendritic cells (BMDCs). Compound 1 exhibited inhibitory activity with IC(50) value of 26.5 μM on IL-12 production, compared with IC(50) value of 29.6 μM for the positive control. Compound 1 also showed significant suppression of LPS-stimulated IL-6 and tumor necrosis factor-alpha (TNF-α) production.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bone Marrow Cells / drug effects*
  • Bone Marrow Cells / metabolism
  • Cytokines / antagonists & inhibitors*
  • Cytokines / biosynthesis
  • Dendritic Cells / drug effects*
  • Dendritic Cells / metabolism
  • Eleutherococcus / chemistry*
  • Inflammation Mediators / antagonists & inhibitors*
  • Inflammation Mediators / metabolism
  • Inhibitory Concentration 50
  • Lipopolysaccharides / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Plant Leaves / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • Cytokines
  • Inflammation Mediators
  • Lipopolysaccharides
  • Triterpenes
  • lupane