Chaetominine, a cytotoxic alkaloid produced by endophytic Chaetomium sp. IFB-E015

Org Lett. 2006 Dec 7;8(25):5709-12. doi: 10.1021/ol062257t.

Abstract

Chaetominine (1), an alkaloidal metabolite with a new framework, was characterized from the solid-substrate culture of Chaetomium sp. IFB-E015, an endophytic fungus on the apparently healthy Adenophora axilliflora leaves. Its structure was determined by a combination of its spectral data and single-crystal X-ray diffraction analysis, with its absolute configuration elucidated by Marfey's method. Chaetominine was more cytotoxic than 5-fluorouracil against the human leukemia K562 and colon cancer SW1116 cell lines. [structure: see text]

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antibiotics, Antineoplastic / isolation & purification
  • Antibiotics, Antineoplastic / pharmacology*
  • Antimetabolites, Antineoplastic / pharmacology
  • Campanulaceae / microbiology
  • Cell Line, Tumor
  • Chaetomium / chemistry*
  • Circular Dichroism
  • Colonic Neoplasms / drug therapy
  • Colonic Neoplasms / pathology
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Fluorouracil / pharmacology
  • Humans
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology*
  • K562 Cells
  • Magnetic Resonance Spectroscopy
  • Plant Leaves / microbiology
  • Spectrometry, Mass, Electrospray Ionization
  • Tetrazolium Salts
  • Thiazoles

Substances

  • Antibiotics, Antineoplastic
  • Antimetabolites, Antineoplastic
  • Indole Alkaloids
  • Tetrazolium Salts
  • Thiazoles
  • chaetominine
  • thiazolyl blue
  • Fluorouracil