The structure of microcarpalide, a microfilament disrupting agent from an endophytic fungus.
[structure: see text]. A new alkyl-substituted nonenolide, microcarpalide 1, has been isolated from fermentation broths of an unidentified endophytic fungus. Microcarpalide is weakly cytotoxic to mammalian cells and acts as a microfilament disrupting agent. The structure of 1 was elucidated by application of spectroscopic methods. The absolute configuration was determined by the exciton chirality method.
Ratnayake
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Department of Chemistry, University of Hawaii, 2545 McCarthy Mall, Honolulu, Hawaii 96822, USA.
Yoshida
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Mooberry
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Hemscheidt
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D008841:Actin Cytoskeleton / Q000187:drug effects*; D000475:Alkenes / Q000138:chemical synthesis*; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D002460:Cell Line; D002942:Circular Dichroism; D005658:Fungi / Q000737:chemistry*; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D008856:Microscopy, Fluorescence; D008968:Molecular Conformation; D009130:Muscle, Smooth / Q000166:cytology / Q000187:drug effects; D051381:Rats; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured
D000475:Alkenes; D000970:Antineoplastic Agents; D007783:Lactones; C442268:oximidine I; C442267:oximidine II