Synthesis and biological activity of 4''-O-acyl derivatives of 14- and 15-membered macrolides linked to omega-quinolone-carboxylic unit.
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.
Skugor
Maja Matanović
MM
GlaxoSmithKline Research Centre Zagreb Ltd, Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia. maja.m.matanovic-skugor@gsk.com
Stimac
Vlado
V
Palej
Ivana
I
Lugarić
Durdjica
D
Paljetak
Hana Cipcić
HC
Filić
Darko
D
Modrić
Marina
M
Dilović
Ivica
I
Gembarovski
Dubravka
D
Mutak
Stjepan
S
Eraković Haber
Vesna
V
Holmes
David J
DJ
Ivezić-Schoenfeld
Zrinka
Z
Alihodzić
Sulejman
S
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
D000900:Anti-Bacterial Agents; D018942:Macrolides; D015363:Quinolones