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Merck
  • Design, synthesis, and antibacterial activities of neomycin-lipid conjugates: polycationic lipids with potent gram-positive activity.

Design, synthesis, and antibacterial activities of neomycin-lipid conjugates: polycationic lipids with potent gram-positive activity.

Journal of medicinal chemistry (2008-09-10)
Smritilekha Bera, George G Zhanel, Frank Schweizer
초록

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.

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Sigma-Aldrich
Lauric acid, ≥98%, FCC, FG
Sigma-Aldrich
Lauric acid, natural, ≥98%, FCC, FG
Sigma-Aldrich
Dodecanoic acid, ≥99% (GC/titration)
Sigma-Aldrich
D-Sphingosine, synthetic
Supelco
Dodecanoic acid, analytical standard
Sigma-Aldrich
Dodecanoic acid, 98%