Novel and anti-inflammatory constituents of Garcinia subelliptica

Chemistry. 2003 May 9;9(9):1958-63. doi: 10.1002/chem.200204535.

Abstract

Four novel phloroglucinol derivatives, garcinielliptones A (1), B (2), C (3), D (4), a novel triterpenoid, garcinielliptone E (5), and three known compounds were isolated from the seeds of Garcinia subelliptica. The structures, including relative configurations, were elucidated by means of spectroscopic data. Known compounds garsubellin A (6) and garcinielliptin oxide (7) showed potent inhibitory effects on the release of beta-glucuronidase, and beta-glucuronidase and histamine, respectively, from peritoneal mast cells stimulated with compound 48/80 in a concentration-dependent manner with IC(50) values of 15.6+/-2.5, and 18.2+/-3.6 and 20.0+/-2.7 microM, respectively. Compound 7 showed potent inhibitory effects on the release of beta-glucuronidase and lysozyme from neutrophils stimulated with formyl-Met-Leu-Phe(fMLP)/cytochalasin B (CB) in a concentration-dependent manner with IC(50) values of 15.7+/-3.0 and 23.9+/-3.2 microM, respectively. Compound 7 also showed potent inhibitory effect on superoxide formation from neutrophils stimulated with fMLP/CB also in a concentration-dependent manner with an IC(50) value of 17.9+/-1.5 microM.

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*
  • Choline O-Acetyltransferase / biosynthesis
  • Cytochalasin B / pharmacology
  • Garcinia / chemistry*
  • In Vitro Techniques
  • Magnetic Resonance Spectroscopy
  • Mast Cells / drug effects
  • Mast Cells / metabolism
  • Models, Molecular
  • Molecular Conformation
  • N-Formylmethionine Leucyl-Phenylalanine / pharmacology
  • Neutrophils / drug effects
  • Neutrophils / metabolism
  • Rats
  • Rats, Sprague-Dawley
  • Spectrometry, Mass, Electrospray Ionization
  • Superoxides / metabolism
  • Tetradecanoylphorbol Acetate / pharmacology
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Triterpenes
  • garcinielliptone
  • Superoxides
  • Cytochalasin B
  • N-Formylmethionine Leucyl-Phenylalanine
  • Choline O-Acetyltransferase
  • Tetradecanoylphorbol Acetate