Synthesis and antibacterial studies of binaphthyl-based tripeptoids. Part 2.

Autor: Bremner JB; School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia., Keller PA, Pyne SG, Boyle TP, Brkic Z, Morgan J, Somphol K, Coates JA, Deadman J, Rhodes DI
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry [Bioorg Med Chem] 2010 Jul 01; Vol. 18 (13), pp. 4793-800. Date of Electronic Publication: 2010 Jun 02.
DOI: 10.1016/j.bmc.2010.05.005
Abstrakt: A compact synthesis of 15 new binaphthyl-based dicationic tripeptoids and one biphenyl based dicationic tripeptoid is described. Fourteen of these tripeptoids resulted from variation of the C-2' ether substituent of the binaphthyl unit. An O-iso-butyl ether binaphthyl derivative was found to be the most active against Staphylococcus aureus (MIC 1.95 μg/mL). The biphenyl analogue also showed good activity against S. aureus (MIC 1.95 μg/mL). These compounds, however, were less active against four vancomycin-resistant strains of enterococci (VRE) than some of our previously developed compounds that had an O-iso-pentyl ether substituent on the binaphthyl unit and a C-2 L-Leu moiety.
(Copyright © 2010 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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