Trichodermamides A and B, cytotoxic modified dipeptides from the marine-derived fungus Trichoderma virens.
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.
Garo
Eliane
E
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, California 92093-0204, USA.
Starks
Courtney M
CM
Jensen
Paul R
PR
Fenical
William
W
Lobkovsky
Emil
E
Clardy
Jon
J
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D003110:Colonic Neoplasms; D018360:Crystallography, X-Ray; D004151:Dipeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010219:Papua New Guinea; D013237:Stereoisomerism; D014242:Trichoderma / Q000737:chemistry*; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000970:Antineoplastic Agents; D004151:Dipeptides; C476747:trichodermamide A; C476748:trichodermamide B