Synthesis of novel macrolide derivatives with imidazo[4,5-b]pyridinyl sulfur contained alkyl side chains and their antibacterial activity.

Bioorg Med Chem Lett

Key Laboratory of Bioactivity Substance and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing 100050, China.

Published: August 2009

AI Article Synopsis

  • Researchers have developed a new series of 14-membered macrolides with unique imidazo[4,5-b]pyridinyl sulfur side chains based on clarithromycin.
  • The chemical transformation of the hydroxy group at position C-3 led to the creation of various ketolides and acylides.
  • One particular compound, 15a, showed enhanced effectiveness in lab tests against both erythromycin-sensitive and resistant bacteria compared to telithromycin.

Article Abstract

In an effort to find new antibiotics, a novel series of 14-membered macrolides with imidazo[4,5-b]pyridinyl sulfur contained alkyl side chains has been synthesized based on commercially available clarithromycin. Chemical transformation of hydroxy group at position C-3 afforded range of ketolides and acylides. Compared to telithromycin, compound 15a demonstrated improved in vitro activity against erythromycin-susceptible and -resistant strains.

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Source
http://dx.doi.org/10.1016/j.bmcl.2009.06.023DOI Listing

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