9a,11-cyclic carbamates of 15-membered azalides.
The novel 9a,11-cyclic carbamates (13-15) of 9-deoxo-9a-aza-9a-homoerythromycin A (4) have been prepared and characterized by 1H-1H and 1H-13C 2D NMR spectroscopy. When compared to azithromycin (1) or its 6-O-methyl derivative (2), the new bicyclic 15-membered azalides exhibited substantially decreased antibacterial activities in vitro.
Kobrehel
G
G
PLIVA, Research Institute, Prilaz baruna Filipovića, Croatia.
Lazarevski
G
G
Kelnerić
Z
Z
Dokić
S
S
D017963:Azithromycin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects*; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
D004917:Erythromycin; D017963:Azithromycin; C057301:9-deoxy-9a-aza-9a-methyl-9a-homoerythromycin A