Guaiane-Type Sesquiterpenoids from Fissistigma oldhamii Inhibit the Proliferation of Synoviocytes

Planta Med. 2017 Feb;83(3-04):217-223. doi: 10.1055/s-0042-111440. Epub 2016 Jul 12.

Abstract

Three guaiane-type sesquiterpenoids, dysodensiols G-I (1-3), together with five known sesquiterpenoids (4-8) were isolated from the stems of Fissistigma oldhamii (Hemsl.) Merr. Compound 1 represents the first example of an ene(6 → 5)-abeo-14-norguaiane sesquiterpenoid derived from natural products. Their structures were elucidated by a combination of 1D and 2D NMR and MS spectra. The absolute configuration of 2 was determined by an X-ray crystallographic analysis. The inhibitory effect of all compounds on the proliferation of primary synovial cells was evaluated. Compound 3 showed a potent inhibitory effect on the proliferation of synoviocytes with an IC50 value of 1.0 µM.

MeSH terms

  • Animals
  • Annonaceae / chemistry*
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray / methods
  • Drugs, Chinese Herbal / chemistry*
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy / methods
  • Mass Spectrometry / methods
  • Molecular Structure
  • Norisoprenoids / pharmacology
  • Plant Stems / chemistry
  • Rats
  • Rats, Sprague-Dawley
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*
  • Sesquiterpenes, Guaiane / chemistry*
  • Sesquiterpenes, Guaiane / isolation & purification
  • Sesquiterpenes, Guaiane / pharmacology*
  • Synoviocytes / cytology
  • Synoviocytes / drug effects*

Substances

  • Drugs, Chinese Herbal
  • Norisoprenoids
  • Sesquiterpenes
  • Sesquiterpenes, Guaiane
  • guaiane