Abstract
Three series of the novel sulfonylurea derivatives of 15-membered azalides, i.e. 9a-N-[N′-(aryl)sulfonylcarbamoyl] (4a∼4f, 5a∼5f), 9a-N-{N′-[(aryl)sulfonylcarbamoyl-γ-aminopropyl]} (10a∼10f, 11a, 11c) and 9a-N-{N′-(β-cyanoethyl)-N′-[(aryl)sulfonylcarabamoyl-γ-aminopropyl]} (14a∼14f, 15a, 15b, 15f) derivatives of 9-deoxo-9-dihydro-9a-aza-9a-homoerythromycin A (2) and 5-O-desosaminyl-9-deoxo-9-dihydro-9a-aza-9a-homoerythronolide A (3) were prepared and their structures elucidated by NMR and IR spectroscopic methods and mass spectrometry. Minimal inhibitory concentration (MIC) of these compounds was determined on a panel of sensitive and resistant Gram-positive and Gram-negative bacterial strains. Several compounds of the series of 9a-N-[N′-(aryl)sulfonylcarbamoyl] derivatives that showed significant improvements in activity against inducible resistant Streptococcus pyogenes strain were suggested for further optimization.
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Krajačić, M., Kujundžić, N., Dumić, M. et al. Synthesis, Characterization and In Vitro Antimicrobial Activity of Novel Sulfonylureas of 15-Membered Azalides. J Antibiot 58, 380–389 (2005). https://doi.org/10.1038/ja.2005.48
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DOI: https://doi.org/10.1038/ja.2005.48
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