Abstract
In order to improve aqueous solubility of nocathiacin I (1), a potent antibacterial agent, N-demethylation of the amino-sugar moiety was sought. Irradiation of 1 in DMF/CH(2)Cl(2) with UV light of 380 nm led to a cyclic product 2, which was hydrolyzed to yield the desired nocathiacin VI (3). Treatment of 1 with shorter UV light caused trans-cis isomerization of a c-c double bond.
MeSH terms
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Anti-Infective Agents / pharmacology
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Chemistry, Pharmaceutical / methods
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Drug Design
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Hydrolysis
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Intercellular Signaling Peptides and Proteins
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Light
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Methylation
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Models, Chemical
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Molecular Structure
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Oxidation-Reduction
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Oxygen / chemistry*
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Peptides / chemistry*
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Solubility
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Solvents / chemistry
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Structure-Activity Relationship
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Ultraviolet Rays
Substances
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Anti-Infective Agents
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Intercellular Signaling Peptides and Proteins
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Peptides
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Solvents
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nocathiacin I
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Oxygen