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

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.

• Authors: Eliane Garo, Courtney M Starks, Paul R Jensen, William Fenical, Emil Lobkovsky, Jon Clardy
• Journal: Journal of natural products (J Nat Prod) Vol. 66 Issue 3 Pg. 423-6 (Mar 2003) ISSN: 0163-3864 [Print] United States
• PMID: 12662106 (Publication Type: Journal Article, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Antineoplastic Agents
• Dipeptides
• trichodermamide A
• trichodermamide B

Topics

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