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

J Nat Prod. 2007 Nov;70(11):1820-3. doi: 10.1021/np070329z. Epub 2007 Oct 31.

Abstract

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).

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Acids / analysis
  • Macrolides / chemistry*
  • Macrolides / isolation & purification*
  • Nuclear Magnetic Resonance, Biomolecular
  • Penicillium / chemistry*
  • Terpenes / chemistry*
  • Terpenes / isolation & purification*
  • Waste Products / analysis*
  • Water / analysis

Substances

  • Acids
  • Macrolides
  • Terpenes
  • Waste Products
  • berkeleyacetal A
  • berkeleyacetal B
  • berkeleyacetal C
  • berkeleydione
  • Water