4.7 Article

Berkelic acid, a novel spiroketal with selective anticancer activity from an acid mine waste fungal extremophile

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 14, Pages 5357-5360

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo060018d

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Funding

  1. NCRR NIH HHS [P20 RR 16455-04] Funding Source: Medline

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Berkeley Pit Lake is an abandoned open-pit copper mine filled with 30 billion gallons of acidic, metal-contaminated water. This harsh environment is proving to be a source of unusual microorganisms that produce novel bioactive metabolites. Bioassay-guided fractionation using signal transduction enzyme assays led to the isolation of the novel spiroketal, berkelic acid 1, and of the known gamma-pyrone, spiciferone A 4. Berkelic acid has shown selective, nanomolar activity against OVCAR-3, an ovarian cancer cell line in the National Cancer Institute cell line screen. The isolation and characterization of these compounds are reported here.

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