Abstract
The structure of the fungal metabolite roussoellatide (1) has been established by spectroscopic and X-ray diffraction analyses. Results from feeding experiments with [1-(13)C]acetate, [2-(13)C]acetate, and [1,2-(13)C]acetate were consistent with a biosynthetic pathway to the unprecedented skeleton of 1 involving Favorskii rearrangements in separate pentaketides, subsequently joined via an intermolecular Diels-Alder reaction.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Ascomycota / chemistry*
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Crystallography, X-Ray
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Cycloaddition Reaction
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Hydrocarbons, Chlorinated / chemical synthesis*
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Hydrocarbons, Chlorinated / chemistry
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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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Polyketides / chemical synthesis*
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Polyketides / chemistry
Substances
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Hydrocarbons, Chlorinated
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Polyketides
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roussoellatide