Abstract
Two new metabolites, microsphaerones A (1) and B (2), were identified from the EtOAc extract of the culture of an undescribed fungus of the genus Microsphaeropsis, isolated from the Mediterranean sponge Aplysina aerophoba. Compounds 1 and 2 represent the first examples of gamma-pyrone derivatives of the fungal genus Microsphaeropsis. The structures of the compounds were elucidated on the basis of comprehensive spectral analysis ((1)H, (13)C, (1)H-(1)H COSY, HMQC, and HMBC NMR, as well as low- and high-resolution ESI and EIMS experiments). The (S)-2-methylsuccinic acid moiety present in 1 was established by GC-MS analysis of a hydrolysis product.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Artemia / drug effects
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Chromatography, High Pressure Liquid
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Drug Screening Assays, Antitumor
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Fungi / chemistry*
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Gas Chromatography-Mass Spectrometry
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HL-60 Cells / drug effects
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Humans
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Hydrolysis
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Larva / drug effects
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Leukemia, Promyelocytic, Acute
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Mediterranean Sea
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Porifera
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Pyrones / chemistry
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Pyrones / isolation & purification*
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Pyrones / pharmacology
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Spectrometry, Mass, Electrospray Ionization
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Spectrophotometry, Ultraviolet
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Spodoptera / drug effects
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Tumor Cells, Cultured / drug effects
Substances
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Pyrones
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microsphaerone A
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microsphaerone B