title: Synthesis and antibacterial activity of C2-symmetric binaphthyl scaffolded amino acid derivatives.
abstract: The synthesis of eleven novel antibacterial agents is reported. The structures are based on a C(2)-symmetric binaphthyl scaffold which holds two identical chains consisting of a short linker, a basic amino acid and a small hydrophobic side chain. Antibacterial activity is revealed for a number of derivatives down to an MIC of 2 μg/mL (2 μM) against Staphylococcus aureus--comparable to vancomycin, and an MIC of 31 μg/mL (31 μM) against some vancomycin-resistant enterococcal strains.
authors.affiliation: School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia.
authors.forename: Mark
authors.initials: M
authors.lastname: Robertson
authors.forename: John B
authors.initials: JB
authors.lastname: Bremner
authors.forename: Jonathan
authors.initials: J
authors.lastname: Coates
authors.forename: John
authors.initials: J
authors.lastname: Deadman
authors.forename: Paul A
authors.initials: PA
authors.lastname: Keller
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Pyne
authors.forename: Kittiya
authors.initials: K
authors.lastname: Somphol
authors.forename: David I
authors.initials: DI
authors.lastname: Rhodes
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000596:Amino Acids; D000900:Anti-Bacterial Agents