Trichodermamides A and B, cytotoxic modified dipeptides from the marine-derived fungus Trichoderma virens

J Nat Prod. 2003 Mar;66(3):423-6. doi: 10.1021/np0204390.

Abstract

Trichodermamides A (1) and B (2), two modified dipeptides, have been isolated from cultures of the marine-derived fungus Trichoderma virens. The trichodermamides possess a rare cyclic O-alkyl-oxime functionality incorporated into a six-membered ring. The structure of trichodermamide B was established by X-ray diffraction analysis, while the structure assignment of trichodermamide A, and determination of the absolute stereochemistry, was accomplished by spectral and chemical methods. Trichodermamide B displayed significant in vitro cytotoxicity against HCT-116 human colon carcinoma with an IC(50) of 0.32 microg/mL.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Colonic Neoplasms
  • Crystallography, X-Ray
  • Dipeptides / chemistry
  • Dipeptides / isolation & purification*
  • Dipeptides / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Papua New Guinea
  • Stereoisomerism
  • Trichoderma / chemistry*
  • Tumor Cells, Cultured / drug effects

Substances

  • Antineoplastic Agents
  • Dipeptides
  • trichodermamide A
  • trichodermamide B