Depudecin: a novel compound inducing the flat phenotype of NIH3T3 cells doubly transformed by ras- and src-oncogene, produced by Alternaria brassicicola

J Antibiot (Tokyo). 1992 Jun;45(6):879-85. doi: 10.7164/antibiotics.45.879.

Abstract

A novel compound depudecin inducing the flat phenotype of ras- and src- transformed NIH3T3 cells at a concentration of 1 microgram/ml was isolated from the culture broth of Alternaria brassicicola. Based on its spectroscopic characteristics and X-ray crystallographic analysis of its bis-(1S)-(-)-camphanate, the structure of depudecin was determined to be (2R,3S,4S,5E,7S,8S,9R)-2,9- dihydroxy-3,4;7,8-diepoxy-undeca-5,10-diene.

MeSH terms

  • 3T3 Cells / drug effects
  • Alkadienes / chemistry
  • Alkadienes / isolation & purification*
  • Alkadienes / pharmacology
  • Alternaria / classification
  • Alternaria / metabolism*
  • Animals
  • Cell Transformation, Neoplastic / drug effects*
  • Epoxy Compounds / chemistry
  • Epoxy Compounds / isolation & purification*
  • Epoxy Compounds / pharmacology
  • Fatty Alcohols / chemistry
  • Fatty Alcohols / isolation & purification*
  • Fatty Alcohols / pharmacology
  • Fermentation
  • Genes, ras
  • Genes, src
  • Mice
  • Phenotype

Substances

  • Alkadienes
  • Epoxy Compounds
  • Fatty Alcohols
  • depudecin