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J Nat Prod. 2007 Nov;70(11):1820-3. Epub 2007 Oct 31.

The berkeleyacetals, three meroterpenes from a deep water acid mine waste Penicillium.

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  • 1Department of Chemistry, Montana Tech of University of Montana, Butte, Montana 59701, USA.


Berkeley Pit Lake is a 1500 ft deep abandoned open-pit copper mine filled with over 1140 billion liters of acidic, metal-sulfate-contaminated water. This harsh environment is proving to be a source of unusual microorganisms that produce novel bioactive compounds. We recently reported the structures of berkeleydione (1) and berkeleytrione (2), two novel hybrid polyketide-terpenoid metabolites isolated from a deep water Penicillium sp. growing in Berkeley Pit Lake. In this paper we report the structures of three new compounds, berkeleyacetals A-C ( 3-5) isolated from extracts of this fungus. The structures of these compounds were deduced by comparison of mass spectral and NMR data to that of berkeleydione (1).

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