Abstract
Aminoglycoside antibiotics and cationic detergents constitute two classes of clinically important drugs and antiseptics. Their bacteriological and clinical efficacy, however, has decreased recently due to antibiotic resistance. We have synthesized aminoglycoside-lipid conjugates in which the aminoglycoside neomycin forms the cationic headgroup of a polycationic detergent. Our results show that neomycin-C16 and neomycin-C20 conjugates exhibit strong Gram-positive activity but reduced Gram-negative activity. The MIC of neomycin-C16 (C20) conjugates against methicillin-resistant Staphylococcus aureus (MRSA) is comparable to clinically used antiseptics.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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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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Dose-Response Relationship, Drug
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Drug Design
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Drug Resistance, Multiple, Bacterial / drug effects
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Gram-Negative Bacteria / drug effects*
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Gram-Negative Bacteria / growth & development
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Gram-Positive Bacteria / drug effects*
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Gram-Positive Bacteria / growth & development
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Hydrophobic and Hydrophilic Interactions
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Lipids / chemical synthesis
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Lipids / chemistry
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Lipids / pharmacology*
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Microbial Sensitivity Tests
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Molecular Structure
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Neomycin / chemical synthesis
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Neomycin / chemistry
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Neomycin / pharmacology*
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Polyamines / chemical synthesis
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Polyamines / chemistry
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Polyamines / pharmacology*
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Polyelectrolytes
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Stereoisomerism
Substances
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Anti-Bacterial Agents
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Lipids
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Polyamines
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Polyelectrolytes
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polycations
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Neomycin