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Candidaspongiolides, distinctive analogues of tedanolide from sponges of the genus Candidaspongia

  1. Author:
    Meragelman, T. L.
    Willis, R. H.
    Woldemichael, G. M.
    Heaton, A.
    Murphy, P. T.
    Snader, K. M.
    Newman, D. J.
    Van Soest, R.
    Boyd, M. R.
    Cardellina, J. H.
    McKee, T. C.
  2. Author Address

    NCI, Screening Technol Branch, Dev Therapeut Program, Div Canc Treatment & Diagnosis, Frederick, MD 21701 USA. NCI, Mol Targets Dev Program, Canc Res Ctr, Frederick, MD 21701 USA. Univ Amsterdam, Museum Zool, NL-1090 GT Amsterdam, Netherlands. NCI, Nat Prod Branch, Dev Therapeut Program, Div Canc Treatment & Diagnosis, Frederick, MD USA. Univ S Alabama, Mitchell Canc Inst, Mobile, AL 36688 USA.;McKee, TC, Australian Inst Marine Sci, PMB 3, Townsville Mail Ctr, Qld 4810, Australia.;mckee@ncifcrf.gov
    1. Year: 2007
    2. Date: Jul
  1. Journal: Journal of Natural Products
    1. 70
    2. 7
    3. Pages: 1133-1138
  2. Type of Article: Article
  3. ISSN: 0163-3864
  1. Abstract:

    Fractionation of cytotoxic extracts of specimens of a newly described sponge genus, Candidaspongia, has yielded the candidaspongiolides (3), a complex mixture of acyl esters of a macrolide related to tedanolide. The general structure of the candidaspongiolides was determined by analyses of various 2D NMR and MS data sets. The acyl ester components were identified by GC-MS analysis of the derived fatty acid methyl esters. The mixture could be selectively converted to the deacylated macrolide core (4) by enzymolysis with immobilized porcine lipase, with the structure of the candidaspongiolide core then secured by NMR and MS analysis. The candidaspongiolide mixture was potently cytotoxic, exhibiting a mean panel 50% growth inhibition (GI(50)) of 14 ng/mL in the National Cancer Institute's 60-cell-line in vitro antitumor screen.

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External Sources

  1. DOI: 10.1021/np0700974
  2. WOS: 000248344800013

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