title: [Design of Novel Carboxamides of Eremomycin and Vancomycin with 4- or 3-Amino Methyl Phenyl Boric Acid and Their Investigation].
abstract: Amidation of the end carboxyl group of eremomycin and vancomycin by pinacolinic 4- or 3-amino methyl phenyl boron acids esters in the presence of the condensing reagent PyBOP resulted in formation of novel carboxamides of the antibiotics (IIIa-VIa). After elimination of the pinacolinic group under mild hydrolysis in weak acid aqueous medium there formed the respective derivatives with a residue of the nonprotected boric acid (III-VI). It was shown that the activity of the 4-substituted derivatives of the borole-containing eremomycin and vancomycin practically was the same as that of the initial antibiotics, while higher than that of the respective 3-substituted derivatives of the borole-containing derivatives against 8 strains of grampositive bacteria.
authors.forename: E N
authors.initials: EN
authors.lastname: Bychkova
authors.forename: A M
authors.initials: AM
authors.lastname: Korolev
authors.forename: E N
authors.initials: EN
authors.lastname: Olsufyeva
authors.forename: E P
authors.initials: EP
authors.lastname: Mirchink
authors.forename: E B
authors.initials: EB
authors.lastname: Isakova
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D014640:Vancomycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D001897:Boronic Acids; D006020:Glycopeptides; C053759:eremomycin; D014640:Vancomycin