Abstract
Novel azithromycin (AZM) derivatives with the C-4″ bisamide side chains were synthesized and evaluated for their in vitro antibacterial activities. The 4″-O-(benzamido)alkyl carbamates showed excellent activity against the erythromycin-susceptible Streptococcus pneumoniae and exhibited greatly improved activity against erythromycin-resistant S. pneumoniae. Among them, compounds 5g and 6g, which had the same electron-withdrawing group, 3,5-dinitrophenyl, on the termination of their C-4″ bisamide side chains, demonstrated the most potent activity against erythromycin-resistant S. pneumoniae expressing the erm gene, the mef gene and the erm and mef genes, showing 128-fold, 33-fold and 32-fold improved activity in comparison with the parent AZM.
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Acknowledgements
This research was financially supported by National Natural Science Foundation of China (20872081 and 21072114), Major R&D Program of New Drugs–National S&T Key Special Subject of China (2009ZX09103-115), Natural Science Foundation of Shandong (ZR2010HM092) and the Project-sponsored by SRF for ROCS, SEM.
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Cui, W., An, L., Ma, C. et al. Novel azithromycin derivatives with the C-4″ bisamide side chains: synthesis and biological evaluation against gram-positive bacteria. J Antibiot (2012). https://doi.org/10.1038/ja.2012.3
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DOI: https://doi.org/10.1038/ja.2012.3