New oleandomycin 9-oximes. Synthesis, characterization and biological activity.
A series of the novel oleandomycin 9-oximes has been prepared and characterized by spectroscopic data and X-ray analysis. The antibacterial in vitro activities of the oximes (6-10) were compared with that of oleandomycin (1). Among the novel derivatives the most active compound was 8(R)-methyloleandomycin-9-oxime (9) in contrast ot its 8(S)-isomer (10) which possessed only low potency. Some preliminary pharmacokinetic data of 9 confirmed its activity. Compound 9 has been advanced to further biological study.
Lazarevski
G
G
PLIV--Pharmaceutical, Chemical, Food and Cosmetic Industry, Research Institute, Zagreb, Croatia.
Kobrehel
G
G
Dokić
S
S
Kolacny-Babić
L
L
Kojić-Prodić
B
B
Janković
D
D
Puntarec
V
V
D000818:Animals; D001419:Bacteria / Q000187:drug effects; D003461:Crystallography; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009827:Oleandomycin / Q000031:analogs & derivatives / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology*; D051381:Rats; D014018:Tissue Distribution
D009827:Oleandomycin