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Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations.

ABSTRACT: The facile synthesis of seven new dicationic tripeptide benzyl ester derivatives, with hydrophobic group variations in the C-terminal amino acid component, is described. Moderate to good activity was seen against Gram-positive bacteria in vitro. One cyclohexyl-substituted compound 2c was tested more widely and showed good potency (MIC values ranging from 2-4 ?g/mL) against antibiotic-resistant strains of Staphylococcus aureus and Enterococci (VRE, VSE), and against Staphylococcus epidermidis.

SUBMITTER: Bremner JB

PROVIDER: S-EPMC3458747 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations.

Bremner John B JB Keller Paul A PA Pyne Stephen G SG Robertson Mark J MJ Sakthivel K K Somphol Kittiya K Baylis Dean D Coates Jonathan A JA Deadman John J Jeevarajah Dharshini D Rhodes David I DI

Beilstein journal of organic chemistry 20120809

The facile synthesis of seven new dicationic tripeptide benzyl ester derivatives, with hydrophobic group variations in the C-terminal amino acid component, is described. Moderate to good activity was seen against Gram-positive bacteria in vitro. One cyclohexyl-substituted compound 2c was tested more widely and showed good potency (MIC values ranging from 2-4 μg/mL) against antibiotic-resistant strains of Staphylococcus aureus and Enterococci (VRE, VSE), and against Staphylococcus epidermidis. ...[more]

PMID: 23019457

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