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 Strepto...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2006-09, Vol.16 (17), p.4692-4696
Main Authors: XIAODONG LIN, RICO, Alice C, CHU, Daniel T, CARROLL, Georgia L, BARKER, Lynn, SHAWAR, Ribhi, DESAI, Manoj C, PLATTNER, Jacob J
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Antibacterial agents
Antibiotics. Antiinfectious agents. Antiparasitic agents
Biological and medical sciences
Carbon - chemistry
Gram-Positive Cocci - drug effects
Haemophilus influenzae - drug effects
Ketolides - chemical synthesis
Ketolides - chemistry
Ketolides - pharmacology
Medical sciences
Methylation
Molecular Structure
Pharmacology. Drug treatments
Structure-Activity Relationship
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Summary: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.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2006.05.104