Trigochinins A-C: three new daphnane-type diterpenes from Trigonostemon chinensis

Org Lett. 2010 Mar 19;12(6):1168-71. doi: 10.1021/ol9028995.

Abstract

Three highly oxygenated new diterpenes, trigochinins A-C (1-3) were isolated from Trigonostemon chinensis. Their structures with the absolute configuration were determined by a spectroscopic method, X-ray crystallography, and CD analysis. This study suggested the revision of the C-6 stereochemistry of trigonothyrins A-C reported quite recently. Compound 3 showed significant inhibition against MET tyrosine kinase activity with a IC(50) value of 1.95 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Euphorbiaceae / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / isolation & purification
  • Protein Kinase Inhibitors / pharmacology
  • Protein-Tyrosine Kinases / antagonists & inhibitors
  • Protein-Tyrosine Kinases / metabolism
  • Stereoisomerism

Substances

  • Diterpenes
  • Protein Kinase Inhibitors
  • trigochinin A
  • trigochinin B
  • trigochinin C
  • Protein-Tyrosine Kinases