Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 17, Issue 18, Pages 5049-5053Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2007.07.018
Keywords
ketolide; telithromycin; curtius rearrangement; dicarbamoyl methylene; antibacterial; linker; Streptococcus pneunioniae; Streptococcus pyogenes; Haemophillus influenzae
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Novel macrolide antibiotics which contain a methylerie unit between two nitrogen atoms of carbarnate groups or between two nitrogen atoms of one carbarnate and one urea group were synthesized using the Curtius rearrangement. Such linkers were shown to be stable under physiological conditions, and the resulting ketolides show potent in vitro and in vivo activity against macrolide-resistant respiratory pathogens. The SAR of various heterocycles and linkers was established. (C) 2007 Elsevier Ltd. All rights reserved.
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