Gephyronic Acid, a Missing Link between Polyketide Inhibitors of Eukaryotic Protein Synthesis (Part I): Structural Revision and Stereochemical Assignment of Gephyronic Acid

Solving the puzzle: The correct structure and configuration of the natural product gephyronic acid has been determined by NMR analysis and correlation with synthetic reference compounds, as well as with myriaporone 4 and tedanolide. Gephyronic acid, isolated from culture supernatants of Archangium g...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2011-01, Vol.50 (4), p.938-941
Main Authors: Nicolas, Lionel, Anderl, Timo, Sasse, Florenz, Steinmetz, Heinrich, Jansen, Rolf, Höfle, Gerhard, Laschat, Sabine, Taylor, Richard E
Format: Article
Language:English
Subjects:
Archangium
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - isolation & purification
Enzyme Inhibitors - pharmacology
Fatty Acids, Monounsaturated - chemistry
Fatty Acids, Monounsaturated - isolation & purification
Fatty Acids, Monounsaturated - pharmacology
Molecular Structure
myxobacteria
Myxococcales - chemistry
natural products
Polyketide Synthases - antagonists & inhibitors
Polyketide Synthases - metabolism
polyketides
Protein Biosynthesis - drug effects
Stereoisomerism
structure elucidation
Structure-Activity Relationship
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Summary:Solving the puzzle: The correct structure and configuration of the natural product gephyronic acid has been determined by NMR analysis and correlation with synthetic reference compounds, as well as with myriaporone 4 and tedanolide. Gephyronic acid, isolated from culture supernatants of Archangium gephyra, displays intriguing antibiotic activity.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201005530