Abstract
The effect of introducing hydrophobic groups onto the disaccharide portion of the mannopeptimycins has been examined. Under acid-catalyzed conditions dimethyl acetals and ketals react on the terminal mannose of the disaccharide moiety of mannopeptimycin-alpha and the cyclohexylalanyl analogue 2. The preferentially formed monofunctionalized 4,6-acetals and -ketals display potent antibacterial activities against Gram-positive microorganisms, including MRSA, PRSP, and VRE pathogens.
MeSH terms
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Acetals / chemical synthesis*
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Acetals / chemistry
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Acetals / pharmacology
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Anti-Bacterial Agents / chemical synthesis*
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / pharmacology
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Glycopeptides*
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Gram-Positive Bacteria / drug effects*
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Hydrophobic and Hydrophilic Interactions
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Magnetic Resonance Spectroscopy
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Microbial Sensitivity Tests
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Spectrometry, Mass, Electrospray Ionization
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Structure-Activity Relationship
Substances
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Acetals
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Anti-Bacterial Agents
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Glycopeptides