Candidaspongiolides, Distinctive Analogues of Tedanolide from Sponges of the Genus Candidaspongia
| Autor: | J.H. Cardellina, David J. Newman, Andrew Heaton, Tawnya C. McKee, Peter T. Murphy, Richard H. Willis, Rob van Soest, Girma M. Woldemichael, Kenneth M. Snader, Tamara L. Meragelman, Michael R. Boyd |
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| Přispěvatelé: | Research of the Zoological Museum of Amsterdam (ZMA) |
| Rok vydání: | 2007 |
| Předmět: |
Swine
Stereochemistry Chemical structure Triacylglycerol lipase Pharmaceutical Science Antineoplastic Agents Fractionation Biology Article Analytical Chemistry Lactones Drug Discovery Animals Humans Organic chemistry Lipase Nuclear Magnetic Resonance Biomolecular Pharmacology chemistry.chemical_classification Molecular Structure Organic Chemistry Fatty acid Biological activity biology.organism_classification Porifera Sponge Complementary and alternative medicine chemistry biology.protein Molecular Medicine Macrolides Drug Screening Assays Antitumor Two-dimensional nuclear magnetic resonance spectroscopy |
| Zdroj: | Journal of natural products, 70, 1133-1138. American Chemical Society |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np0700974 |
| Popis: | 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 componentswere 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 (GI50) of 14 ng/mL in the National Cancer Institute’s 60-cell-line in Vitro antitumor screen. |
| Databáze: | OpenAIRE |
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