Using Jasplakinolide to Turn on Pathways that Enable the Isolation of New Chaetoglobosins from Phomospis asparagi

Omar E. Christian, Jennifer Compton, Keisha R. Christian, Susan L. Mooberry, Fredrick A. Valeriote,§ and Phillip Crews*
Department of Chemistry and Biochemistry and Institute for Marine Sciences, University of California, Santa Cruz, California 95064, Southwest Foundation for Biomedical Research, San Antonio, Texas 78245, and Division of Hematology and Oncology, Department of Internal Medicine, Henry Ford Health System, Detroit, Michigan 48202
J. Nat. Prod., 2005, 68 (11), pp 1592–1597
DOI: 10.1021/np050293f
Publication Date (Web): October 29, 2005
Copyright © 2005 American Chemical Society and American Society of Pharmacognosy

 University of California Santa Cruz.

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 Southwest Foundation for Biomedical Research.

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 Henry Ford Health System.

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*

 To whom correspondence should be addressed. Tel:  831 459-2603. Fax:  831 459-2935. E-mail:  phil@chemistry.ucsc.edu.

Abstract

Abstract Image

The isolation and structure elucidation of three new secondary metabolites, chaetoglobosin-510 (1), -540 (2), and -542 (3), are described. These compounds were produced by cultures of the marine-derived fungus Phomopsis asparagi, challenged with the known F-actin inhibitor jasplakinolide. Chaetoglobosin-542 (3) displayed antimicrofilament activity and was cytotoxic toward murine colon and leukemia cancer cell lines.

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History

  • Published In Issue November 28, 2005
  • Received August 12, 2005

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