Abstract
Five new beauveriolides were isolated from the acetone extracts of Beauveria sp. FO-6979 mycelia fermented in amino acid-supplemented media. The structures were elucidated by spectroscopic studies including NMR experiments and chemical degradation. All the beauveriolides are cyclodepsipeptides consisting of one 3-hydroxy-4-methyl fatty acid, two L-amino acids and one D-amino acid in common. Beauveriolide VII with the structure of cyclo-[3-hydroxy-4-methyloctanoyl-L-phenylalanyl-L-alanyl-D-valyl] inhibited lipid droplet formation and cholesteryl ester synthesis in macrophages, but the other beauveriolides showed only slight or almost no effect on lipid droplet formation.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amino Acids / metabolism*
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Animals
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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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Ascomycota / chemistry
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Ascomycota / metabolism*
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Cholesterol Esters / metabolism
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Chromatography, Gel
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Depsipeptides*
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Fermentation
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Lipid Metabolism
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Macrophages, Peritoneal / drug effects
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Mice
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Microbial Sensitivity Tests
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Peptides, Cyclic / biosynthesis*
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Peptides, Cyclic / chemistry*
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Peptides, Cyclic / isolation & purification
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Peptides, Cyclic / pharmacology
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Spectrometry, Mass, Fast Atom Bombardment
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Spectrophotometry, Infrared
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Spectrophotometry, Ultraviolet
Substances
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Amino Acids
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Anti-Bacterial Agents
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Cholesterol Esters
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Depsipeptides
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Peptides, Cyclic
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beauverolides