Lupane glycosides from the leaves of Acanthopanax koreanum

Chem Pharm Bull (Tokyo). 2008 Nov;56(11):1613-6. doi: 10.1248/cpb.56.1613.

Abstract

Three new lupane-type saponins, acankoreosides F--H (1--3) were isolated from the methanol extract of the leaves of Acanthopanax koreanum NAKAI. The structures of these three saponins were established by chemical and spectroscopic analysis as 3alpha,30-dihydroxylup-20(29)-en-23,28-dioic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (1), 3alpha,30-dihydroxylup-23-al-20(29)-en-28-oic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (2), and (20S) 3alpha-hydroxylup-23-al-28,29-dioic acid 28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (3), respectively. The effects of the isolates (1-3) on the lipopolysaccharide-induced production of nitric oxide and prostaglandin E2 were evaluated in RAW 264.7 macrophages.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Carbohydrate Sequence
  • Dinoprostone / chemistry
  • Eleutherococcus / chemistry*
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Hydrolysis
  • Macrophages / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Nitric Oxide / biosynthesis
  • Plant Leaves / chemistry*
  • Saponins / chemistry*
  • Saponins / pharmacology*
  • Spectrometry, Mass, Fast Atom Bombardment
  • Triterpenes / chemistry*
  • Triterpenes / pharmacology*

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Glycosides
  • Saponins
  • Triterpenes
  • acankoreoside F
  • acankoreoside G
  • acankoreoside H
  • Nitric Oxide
  • Dinoprostone