Abstract
From the dichloromethane solubles of Capnella lacertiliensis five new sterols were isolated that are highly functionalized with oxygen-containing substituents: 12beta-acetoxy-7alpha-hydroxygorgosterol (1), 12beta-acetoxy-7alpha,19-dihydroxygorgosterol (2), 12beta-acetoxyergost-5-ene-3beta,23-diol (4), 12beta-acetoxyergost-5-ene-3beta,11beta,16-triol (5), and 11beta-acetoxyergost-5-ene-3beta,12beta,16-triol (6). The structures of all compounds were deduced from interpretation of their spectroscopic data, mainly 1D and 2D NMR spectra and HREIMS. Biological activities of the isolates were assessed, and all were found to be weakly antifungal. Compounds 5 and 6 were also found to have weak tyrosine kinase p56(lck)() (TK) inhibitory activity at the 200 microgram/mL level.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anthozoa / chemistry*
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification
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Anti-Bacterial Agents / pharmacology
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Anti-HIV Agents / chemistry
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Anti-HIV Agents / isolation & purification
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Anti-HIV Agents / pharmacology
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Antifungal Agents / chemistry
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Antifungal Agents / isolation & purification*
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Antifungal Agents / pharmacology
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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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Artemia / drug effects
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Australia
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Bacteria / drug effects
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Caenorhabditis elegans / drug effects
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Cholesterol / analogs & derivatives*
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Cholesterol / chemistry
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Cholesterol / isolation & purification*
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Cholesterol / pharmacology
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / isolation & purification*
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Enzyme Inhibitors / pharmacology
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Ergosterol / analogs & derivatives*
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Ergosterol / chemistry
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Ergosterol / isolation & purification*
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Ergosterol / pharmacology
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Lymphocyte Specific Protein Tyrosine Kinase p56(lck) / antagonists & inhibitors*
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Stereoisomerism
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Trypanosoma / drug effects
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Tumor Cells, Cultured / drug effects
Substances
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Anti-Bacterial Agents
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Anti-HIV Agents
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Antifungal Agents
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Antineoplastic Agents
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Enzyme Inhibitors
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gorgosterol
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Cholesterol
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Lymphocyte Specific Protein Tyrosine Kinase p56(lck)
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Ergosterol