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

Authors

John Bremner, University of WollongongFollow
Paul A. Keller, University of WollongongFollow
Stephen Pyne, University of WollongongFollow
Mark Robertson, University of Wollongong
Kandasamy Sakthivel, University of WollongongFollow
Kittiya Somphol, University of WollongongFollow
Dean Baylis, Avexa Ltd
Jonathon A Coates, Avexa Ltd
John Deadman, Chemocopeia Pty Ltd, Vic
Dharshini Jeevarajah, Avexa Ltd
David I. Rhodes, JDJ BioservicesFollow

RIS ID

63630

Publication Details

Bremner, J., Keller, P., Pyne, S., Robertson, M., Sakthivel, K., Somphol, K., Baylis, D., Coates, J., Deadman, J., Jeevarajah, D., Rhodes, D. (2012). Binaphthyl-anchored antibacterial tripeptide derivatives with hydrophobic C-terminal amino acid variations. Beilstein Journal of Organic Chemistry, 8 1265-1270.

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 μg/mL) against antibiotic-resistant strains of Staphylococcus aureus and Enterococci (VRE, VSE), and against Staphylococcus epidermidis.