Abstract
Four new gamma-pyrones, nocapyrones A-D (1-4), were isolated from an organic extract of the Nocardiopsis strain HB383, which was isolated from the marine sponge Halichondria panicea. These are the first gamma-pyrones reported from a Nocardiopsis strain. The structures were elucidated on the basis of one- and two-dimensional NMR experiments and supported by HPLC-UV/MS and HRESIMS analyses. The biosynthesis of nocapyrone A was investigated by feeding experiments with (13)C-labeled compounds. In addition, one diketopiperazine, which was only known as a synthetic compound before, was isolated. The bioactivies of 1, 2, and the diketopiperazine were evaluated in a panel of assays.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Bacillus subtilis / drug effects
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Candida / drug effects
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Candida glabrata
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Chromatography, High Pressure Liquid
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Erwinia amylovora / drug effects
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Escherichia coli / drug effects
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HT29 Cells
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Humans
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Marine Biology
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Mice
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Microbial Sensitivity Tests
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Molecular Structure
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NIH 3T3 Cells
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Nuclear Magnetic Resonance, Biomolecular
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Porifera / chemistry*
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Pseudomonas aeruginosa / drug effects
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Pseudomonas syringae / drug effects
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Pyrones / chemistry
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Pyrones / isolation & purification*
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Pyrones / pharmacology
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Ralstonia solanacearum / drug effects
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Staphylococcus / drug effects
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Stereoisomerism
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Xanthomonas campestris / drug effects