title: Discovery of a novel series of semisynthetic vancomycin derivatives effective against vancomycin-resistant bacteria.
abstract: Novel semisynthetic vancomycin derivatives with antibacterial activity against vancomycin-resistant S. aureus (VRSA) were prepared. Replacement of Cl groups of vancomycin by Suzuki-Miyaura cross-coupling reaction, which gave the title compounds, is described for the first time. Introduction of a carbon substituent at the amino acid residue 2 of vancomycin led to an enhancement of antibacterial activity against vancomycin-resistant strains, whereas the additional introduction at the amino acid residue 6 resulted in a reduction in activity even against vancomycin-susceptible strains.
authors.affiliation: Graduate School of Life Sciences, Tohoku University, Sendai 981-8555, Japan.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Nakama
authors.forename: Osamu
authors.initials: O
authors.lastname: Yoshida
authors.forename: Masanori
authors.initials: M
authors.lastname: Yoda
authors.forename: Keisuke
authors.initials: K
authors.lastname: Araki
authors.forename: Yuri
authors.initials: Y
authors.lastname: Sawada
authors.forename: Jun
authors.initials: J
authors.lastname: Nakamura
authors.forename: Shu
authors.initials: S
authors.lastname: Xu
authors.forename: Kenji
authors.initials: K
authors.lastname: Miura
authors.forename: Hideki
authors.initials: H
authors.lastname: Maki
authors.forename: Hirokazu
authors.initials: H
authors.lastname: Arimoto
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects* / Q000254:growth & development; D055808:Drug Discovery; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development; D014640:Vancomycin / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D020713:Vancomycin Resistance / Q000187:drug effects*
chemical_list: D000900:Anti-Bacterial Agents; D014640:Vancomycin