Abstract
Extensive fractionation of an extract from the grain-based culture of the endophytic fungus Preussia minimoides led to the isolation of two new polyketides with novel skeletons, minimoidiones A (1) and B (2), along with the known compounds preussochromone C (3), corymbiferone (4), and 5-hydroxy-2,7-dimethoxy-8-methylnaphthoquinone (5). The structures of 1 and 2 were elucidated using 1D and 2D NMR data analysis, along with DFT calculations of 1H NMR chemical shifts. The absolute configuration of 1 was established by a single-crystal X-ray diffraction analysis and TDDFT-ECD calculations. Compounds 1-4 significantly inhibited yeast α-glucosidase.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Algorithms
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Ascomycota / chemistry*
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Crystallography, X-Ray
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Glycoside Hydrolase Inhibitors / chemistry
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Glycoside Hydrolase Inhibitors / isolation & purification*
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Glycoside Hydrolase Inhibitors / pharmacology*
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Hypoglycemic Agents / chemistry
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Hypoglycemic Agents / isolation & purification*
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Hypoglycemic Agents / pharmacology*
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Mexico
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Molecular Conformation
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Molecular Structure
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Naphthoquinones
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Nuclear Magnetic Resonance, Biomolecular
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Polyketides / chemistry
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Polyketides / isolation & purification*
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Polyketides / pharmacology*
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alpha-Glucosidases / drug effects*
Substances
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5-hydroxy-2,7-dimethoxy-8-methylnaphthoquinone
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Glycoside Hydrolase Inhibitors
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Hypoglycemic Agents
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Naphthoquinones
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Polyketides
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minimoidione A
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minimoidione B
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alpha-Glucosidases