Abstract
Three new compounds of the rare classes trisnorditerpenes, bisnorditerpenes, and norditerpenes, gracilins J-L (1, 2, 6), and a new diterpene, 3'-norspongiolactone (8), were isolated from the extract of the marine sponge Spongionella sp. using NMR- and bioassay-guided fractionation, in addition to three known gracilins (3-5) as well as the known diterpenoid tetrahydroaplysulphurin-1 (7). The structures were elucidated using NMR spectroscopic techniques and mass spectrometric analysis. The structure of gracilin H (3) was confirmed by single-crystal X-ray analysis. All compounds were tested for their cytotoxicity and for their potential to inhibit EGF-R tyrosine kinase.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antineoplastic Agents / blood
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification*
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Antineoplastic Agents / pharmacology*
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Crystallography, X-Ray
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Diterpenes / blood
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Diterpenes / chemistry
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Diterpenes / isolation & purification*
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Diterpenes / pharmacology*
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Drug Screening Assays, Antitumor
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Humans
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K562 Cells
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Marine Biology
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Molecular Conformation
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Porifera / chemistry*
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Protein-Tyrosine Kinases / antagonists & inhibitors*
Substances
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3'-norspongiolactone
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Antineoplastic Agents
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Diterpenes
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gracilin J
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gracilin K
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gracilin L
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Protein-Tyrosine Kinases