Berkeleydione and Berkeleytrione, New
Bioactive Metabolites from an Acid Mine
Organism
Donald B. Stierle,*Andrea A. Stierle,J. David Hobbs,Janalee Stokken, and
Jon Clardy
Department of Chemistry, Montana Tech of the University of Montana,
Butte, Montana 59701, and Department of Biological Chemistry and
Molecular Pharmacology, Harvard Medical School, Boston, Massachusetts 02115
dstierle@mtech.edu
Received January 26, 2004
Abstract:
Two novel hybrid polyketide-terpenoid metabolites were isolated from a Penicillium sp. growing in the Berkeley Pit Lake of Butte, Montana.
Their structures were deduced by spectroscopic analysis and confirmed by single-crystal X-ray analysis on berkeleydione (1). Both compounds
inhibited matrix metalloproteinase-3 and caspase-1, and berkeleydione showed activity toward non-small-cell lung cancer in NCI's human cell
line antitumor screen.
