Caminosides B−D, Antimicrobial Glycolipids Isolated from the Marine Sponge Caminus sphaeroconia

Roger G. Linington, Marilyn Robertson, Annick Gauthier, B. Brett Finlay, John B. MacMillan,§ Tadeusz F. Molinski,§ Rob van Soest, and Raymond J. Andersen*
Departments of Chemistry, Earth & Ocean Sciences, Biochemistry, and Microbiology, University of British Columbia, Vancouver, B.C., V6T 1Z1, Canada, Department of Chemistry, University of California, Davis, California 95616, and Institute for Systematics and Ecology, University of Amsterdam, 1090 GT Amsterdam, The Netherlands
J. Nat. Prod., 2006, 69 (2), pp 173–177
DOI: 10.1021/np050192h
Publication Date (Web): January 12, 2006
Copyright © 2006 American Chemical Society and American Society of Pharmacognosy

 Chemistry and EOS, University of British Columbia.

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 Biochemistry and Microbiology, University of British Columbia.

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§

 University of California, Davis.

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 University of Amsterdam.

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*

 To whom correspondence should be addressed. Tel:  604-8224511. Fax:  604-8226091. E-mail:  randersn@interchange.ubc.ca.

Abstract

Abstract Image

A screening program aimed at discovering inhibitors of the bacterial type III secretion system identified the MeOH extract of the Caribbean sponge Caminus sphaeroconia as an active hit in the initial assay. Bioassay-guided fractionation of the crude extract led to the isolation of caminosides A (1) to D (4), a family of antimicrobial glycolipids. The structures of the three new caminosides B (2) to D (4) have been elucidated by spectroscopic analysis.

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History

  • Published In Issue February 24, 2006
  • Received June 2, 2005

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