Synthesis and antibacterial studies of binaphthyl-based tripeptoids. Part 1.
An efficient synthesis of 29 new binaphthyl-based neutral, and mono- and di-cationic, peptoids is described. Some of these compounds had antibacterial activities with MIC values of 1.9-3.9microg/mL against Staphylococcus aureus. One peptoid had a MIC value of 6microg/mL against a methicillin-resistant strain of S. aureus (MRSA) and a MIC value of 2microg/mL against vancomycin-resistant strains of enterococci (VRE).
Bremner
John B
JB
School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia. jbremner@uow.edu.au
Keller
Paul A
PA
Pyne
Stephen G
SG
Boyle
Timothy P
TP
Brkic
Zinka
Z
David
Dorothy M
DM
Robertson
Mark
M
Somphol
Kittiya
K
Baylis
Dean
D
Coates
Jonathan A
JA
Deadman
John
J
Jeevarajah
Darshini
D
Rhodes
David I
DI
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D002851:Chromatography, High Pressure Liquid; D016983:Enterococcus / Q000187:drug effects; D007202:Indicators and Reagents; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D008968:Molecular Conformation; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D020713:Vancomycin Resistance
D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D009842:Oligopeptides