Abstract
Nocathiacin I (1) was converted to its deoxy indole analogue, nocathiacin II (2), another natural product, by a unique and facile chemical process. This process was applied to nocathiacin IV (4), generating the lactone analogue of glycothiohexide alpha (5), which was also prepared from nocathiacin II by a mild hydrolytic process. In contrast to glycothiohexide alpha (3), this lactone analogue (5) was found to exhibit in vivo antibacterial efficacy in an animal (mouse) infection model.
MeSH terms
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Animals
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Anti-Bacterial Agents / chemistry*
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Anti-Bacterial Agents / pharmacology
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Disease Models, Animal
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Intercellular Signaling Peptides and Proteins
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Mice
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Peptides / chemistry*
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Peptides / pharmacology
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Peptides, Cyclic / chemistry*
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Peptides, Cyclic / pharmacology
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Thiazoles / chemistry
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Thiazoles / pharmacology
Substances
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Anti-Bacterial Agents
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Intercellular Signaling Peptides and Proteins
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Peptides
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Peptides, Cyclic
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Thiazoles
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glycothiohexide alpha
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nocathiacin I
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nocathiacin II
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nocathiacin IV