title: Synthesis and biological activity of 4''-O-acyl derivatives of 14- and 15-membered macrolides linked to omega-quinolone-carboxylic unit.
abstract: The synthesis and antimicrobial activity of a new class of macrolide antibiotics which consist of a macrolide scaffold and a quinolone unit covalently connected by an appropriate linker are described. Optimization of several synthetic steps and structural properties of lead compound 26 are discussed. Promising antibacterial properties of this compound and some of its analogues are reported.
authors.affiliation: GlaxoSmithKline Research Centre Zagreb Ltd, Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia. maja.m.matanovic-skugor@gsk.com
authors.forename: Maja Matanović
authors.initials: MM
authors.lastname: Skugor
authors.forename: Vlado
authors.initials: V
authors.lastname: Stimac
authors.forename: Ivana
authors.initials: I
authors.lastname: Palej
authors.forename: Durdjica
authors.initials: D
authors.lastname: Lugarić
authors.forename: Hana Cipcić
authors.initials: HC
authors.lastname: Paljetak
authors.forename: Darko
authors.initials: D
authors.lastname: Filić
authors.forename: Marina
authors.initials: M
authors.lastname: Modrić
authors.forename: Ivica
authors.initials: I
authors.lastname: Dilović
authors.forename: Dubravka
authors.initials: D
authors.lastname: Gembarovski
authors.forename: Stjepan
authors.initials: S
authors.lastname: Mutak
authors.forename: Vesna
authors.initials: V
authors.lastname: Eraković Haber
authors.forename: David J
authors.initials: DJ
authors.lastname: Holmes
authors.forename: Zrinka
authors.initials: Z
authors.lastname: Ivezić-Schoenfeld
authors.forename: Sulejman
authors.initials: S
authors.lastname: Alihodzić
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004352:Drug Resistance, Microbial; D006801:Humans; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008968:Molecular Conformation; D015394:Molecular Structure; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D018942:Macrolides; D015363:Quinolones