Candidaspongiolides, Distinctive Analogues of Tedanolide from Sponges of the Genus Candidaspongia

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• 作者：Tamara L. Meragelman ; Richard H. Willis ; Girma M. Woldemichael ; Andrew Heaton ; Peter T. Murphy ; Kenneth M. Snader ; David J. Newman ; Rob van Soest ; Michael R. Boyd ; John H. Cardellina II ; Tawnya C. McKe
• 刊名：Journal of Natural Products
• 出版年：2007
• 出版时间：July 2007
• 年：2007
• 卷：70
• 期：7
• 页码：1133 - 1138
• 全文大小：83K
• 年卷期：v.70,no.7(July 2007)
• ISSN：1520-6025

文摘

Fractionation of cytotoxic extracts of specimens of a newly described sponge genus, Candidaspongia, has yielded thecandidaspongiolides (3), a complex mixture of acyl esters of a macrolide related to tedanolide. The general structure ofthe candidaspongiolides was determined by analyses of various 2D NMR and MS data sets. The acyl ester componentswere identified by GC-MS analysis of the derived fatty acid methyl esters. The mixture could be selectively convertedto the deacylated macrolide core (4) by enzymolysis with immobilized porcine lipase, with the structure of thecandidaspongiolide core then secured by NMR and MS analysis. The candidaspongiolide mixture was potently cytotoxic,exhibiting a mean panel 50% growth inhibition (GI₅₀) of 14 ng/mL in the National Cancer Institute's 60-cell-line invitro antitumor screen.