Synthesis and antibacterial activity of C12 des-methyl ketolides.
Synthesis of C(12) des-methyl ketolide is developed featuring an intramolecular epoxide formation/elimination process to establish the C(12) stereocenter. These ketolides are potent against several key respiratory pathogens, including erythromycin resistant erm- and mef-containing strains of Streptococcus pneumoniae.
Lin
Xiaodong
X
Small Molecule Drug Discovery, Biopharma Research, Chiron Corporation, Emeryville, CA 94608, USA. xiaodong_lin@chiron.com
Rico
Alice C
AC
Chu
Daniel T
DT
Carroll
Georgia L
GL
Barker
Lynn
L
Shawar
Ribhi
R
Desai
Manoj C
MC
Plattner
Jacob J
JJ
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002244:Carbon / Q000737:chemistry*; D006095:Gram-Positive Cocci / Q000187:drug effects; D006193:Haemophilus influenzae / Q000187:drug effects; D048628:Ketolides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008745:Methylation; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D048628:Ketolides; D002244:Carbon