title: 4'''-N-demethylspiramycin derivatives: synthesis and evaluation of effectiveness against drug-resistant bacteria.
abstract: 18-amino-4''-O-benzoyl-4'''-N-demethyl-18-deoxospiramycins were designed and synthesized. Synthetic strategy involved selective demethylation of the dimethylamino group in forosamine, benzoylation of the hydroxyl group at the C4'' position and reductive N-amination of the formyl group. Antibacterial characteristics of spiramycin derivatives were tested. The derivatives exhibited promising activity against drug-resistant bacterial strains.
authors.affiliation: Kitasato Institute for Life Sciences and Graduate School of Infection Control Sciences, Kitasato University and The Kitasato Institute, Minato-ku, Tokyo, Japan.
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.forename: Hiroko
authors.initials: H
authors.lastname: Shudo
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Nagai
authors.forename: Kiminari
authors.initials: K
authors.lastname: Yoshida
authors.forename: Yukie
authors.initials: Y
authors.lastname: Yamaguchi
authors.forename: Hideaki
authors.initials: H
authors.lastname: Hanaki
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D002240:Carbohydrate Sequence; D024881:Drug Resistance, Bacterial / Q000187:drug effects*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D013055:Spectrophotometry, Infrared; D015572:Spiramycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: C532327:4'''-N-demethylspiramycin; D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D015572:Spiramycin