Synthesis and antibacterial activity of C2-fluoro, C6-carbamate ketolides, and their C9-oximes

A series of C6-carbamate ketolides with C2-fluorination and C9-oximation was synthesized and shown to have in vitro activity that is superior to erythromycin and comparable to telithromycin. In vivo activity was adversely affected by fluorination, possibly as a result of increased serum protein binding.