Anti-inflammatory phloroglucinols and terpenoids from Garcinia subelliptica

J Nat Prod. 2004 Nov;67(11):1796-9. doi: 10.1021/np049811x.

Abstract

Three new phloroglucinols, garcinielliptones K (1), L (2), and M (3), and two new terpenoids, garcinielliptones N (4) and O (5), have been isolated from the seeds of Garcinia subelliptica. The structures of 1-5 including their relative configurations were elucidated by spectroscopic methods and supported by computer-generated molecular modeling. Compounds 2 and 3 showed potent inhibitory effects on the release of beta-glucuronidase, and on beta-glucuronidase and histamine, respectively, from peritoneal mast cells stimulated with p-methoxy-N-methylphenethylamine (compound 48/80) in a concentration-dependent manner. Compounds 2 and 3 showed potent effects on NO production in culture media of RAW 264.7 cells in response to lipopolysaccharide (LPS). Compound 2 also showed a potent effect on NO production in culture media of N9 cells in response to LPS/interferon-gamma (IFN-gamma).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Cells, Cultured
  • Garcinia / chemistry*
  • Interferon-gamma / metabolism
  • Lipopolysaccharides / metabolism
  • Mast Cells / drug effects
  • Mice
  • Molecular Structure
  • Neutrophils / drug effects
  • Nitric Oxide / antagonists & inhibitors
  • Nitric Oxide / biosynthesis
  • Nuclear Magnetic Resonance, Biomolecular
  • Phloroglucinol / chemistry
  • Phloroglucinol / isolation & purification*
  • Phloroglucinol / pharmacology
  • Plants, Medicinal
  • Taiwan
  • Terpenes / chemistry
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Lipopolysaccharides
  • Terpenes
  • Triterpenes
  • garcinielliptone
  • Nitric Oxide
  • Interferon-gamma
  • Phloroglucinol