Nomofungin:  A New Microfilament Disrupting Agent

A new alkaloid, nomofungin, has been isolated from the fermentation broth of an unidentified endophytic fungus obtained from the bark of Ficus microcarpa L. The structure of nomofungin was determined by application of spectroscopic methods. The absolute stereochemistry of nomofungin was assigned by...

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Bibliographic Details
Published in:Journal of organic chemistry 2001-12, Vol.66 (26), p.8717-8717
Main Authors: Ratnayake, Anokha S, Yoshida, Wesley Y, Mooberry, Susan L, Hemscheidt, Thomas K
Format: Article
Language:English
Subjects:
Alkaloids - chemistry
Alkaloids - pharmacology
Animals
Antibiotics, Antineoplastic - chemistry
Antibiotics, Antineoplastic - pharmacology
Cells, Cultured
Drug Screening Assays, Antitumor
Epoxy Compounds - chemistry
Epoxy Compounds - pharmacology
Fermentation
Ficus - microbiology
Fluorescent Antibody Technique
Fungi - chemistry
Fungi - metabolism
Magnetic Resonance Spectroscopy
Mass Spectrometry
Microfilament Proteins - metabolism
Models, Molecular
Muscle, Smooth - cytology
Muscle, Smooth - metabolism
Plant Bark - microbiology
Rats
Tumor Cells, Cultured
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Summary:A new alkaloid, nomofungin, has been isolated from the fermentation broth of an unidentified endophytic fungus obtained from the bark of Ficus microcarpa L. The structure of nomofungin was determined by application of spectroscopic methods. The absolute stereochemistry of nomofungin was assigned by using the exciton chirality method. Nomofungin disrupts microfilaments in cultured mammalian cells and is moderately cytotoxic with minimum inhibitory concentrations (MICs) of 2 and 4.5 microg/mL against LoVo and KB cells, respectively. The ring system of nomofungin is unprecedented.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo010335e