Abstract
A series of novel 11,12-cyclic carbonate azithromycin 4″-O-carbamate derivatives were designed, synthesized and evaluated for their in vitro antibacterial activities. Compounds 7b and 7d were the most effective (0.5 and 0.5 μg ml−1) against two strains of erythromycin-resistant Streptococcus pneumoniae whose resistance was encoded by the erm gene and the erm and mef genes, respectively. Compounds 7a, 7e and 7g showed significantly potent activity against erythromycin-susceptible strains such as Staphylococcus aureus and S. pyogenes. These results suggest that the introduction of the prolonged arylalkylcarbamoyl group to the C-4″ position can dramatically enhance the activity against erythromycin-resistant bacteria encoded by the erm gene or the erm and mef genes.
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This research was supported by the Major R&D Program of New Drugs—National S&T Key Special Subject of China (2009ZX09103-115) and National Natural Science Foundation of China (20872081).
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Ma, C., Liu, Z., Song, H. et al. Synthesis and antibacterial activity of novel 11,12-cyclic carbonate azithromycin 4″-O-carbamate derivatives. J Antibiot 63, 3–8 (2010). https://doi.org/10.1038/ja.2009.108
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DOI: https://doi.org/10.1038/ja.2009.108
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