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1444 J. Nat. Prod. 2001, 64, 1444 1446
Notes
Pestalone, a New Antibiotic Produced by a Marine Fungus in Response to
Bacterial Challenge
Mercedes Cueto,† Paul R. Jensen,† Chris Kauffman,† William Fenical,*,† Emil Lobkovsky,‡ and Jon Clardy⊥,‡
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California at San Diego,
La Jolla, California 92093-0204, and Department of Chemistry and Chemical Biology, Cornell University,
Ithaca, New York 14850
Received May 30, 2001
The isolation and structure determination of a new chlorinated benzophenone antibiotic, pestalone ( 1),
is described. The new compound was produced by a cultured marine fungus only when a unicellular
marine bacterium, strain CNJ-328, was co-cultured in the fungal fermentation. The fungus, isolated from
the surface of the brown alga Rosenvingea sp. collected in the Bahamas Islands, was identified as an
undescribed member of the genus Pestalotia. The structure of 1, initially assigned with only modest
confidence by combined spectral and chemical data, was confirmed by single-crystal X-ray analysis.
Pestalone ( 1) exhibits moderate in vitro cytotoxicity in the National Cancer Institute’s 60 human tumor
cell line screen (mean GI50 6.0 M). More importantly, pestalone shows potent antibiotic activity against
methicillin-resistant Staphylococcus aureus (MIC 37 ng/mL) and vancomycin-resistant Enterococcus
faecium (MIC 78 ng/mL), indicating that pestalone should be evaluated in advanced models of infectious
disease.
The development of resistance toward current antibiotics
continues to be a significant problem in the treatment of
infectious disease,14 and therefore the discovery an
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