Synthesis and antibacterial activity of C-6 carbamate ketolides, a novel series of orally active ketolide antibiotics.
A new series of antibacterial ketolides is reported, which features the use of a C-6 carbamate for tethering the arylalkyl sidechain to the macrolide core. The best members of this series display in vitro and in vivo activity comparable to telithromycin. Partial epimerization at C-2, unobserved in previously reported ketolides, was noted for this series.
Henninger
Todd C
TC
Johnson & Johnson Pharmaceutical Research & Development, LLC, 1000 Route 202, PO Box 300, Raritan, NJ 08869, USA. thenning@prdus.jnj.com
Xu
Xiaodong
X
Abbanat
Darren
D
Baum
Ellen Z
EZ
Foleno
Barbara D
BD
Hilliard
Jamese J
JJ
Bush
Karen
K
Hlasta
Dennis J
DJ
Macielag
Mark J
MJ
D000284:Administration, Oral; D000818:Animals; D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000138:chemical synthesis*; D002219:Carbamates / Q000008:administration & dosage / Q000138:chemical synthesis*; D005260:Female; D048628:Ketolides / Q000008:administration & dosage / Q000138:chemical synthesis*; D051379:Mice; D008826:Microbial Sensitivity Tests / Q000706:statistics & numerical data
D000900:Anti-Bacterial Agents; D002219:Carbamates; D048628:Ketolides