Abstract
Tylosin is a 16-membered macrolide broad-spectrum antibiotic that has an important role in veterinary medicine, active against Gram-positive and a restricted range of Gram-negative bacteria. We synthesized 15 types of tylosin-related derivatives by chemical modification and evaluated them against mastitis pathogens. Among them, 20-deoxy-20-{N-methyl-N-[1-(3-quinolyl)-1H-1,2,3-triazol-4-yl]methylamino}-5-O-mycaminosyltylonolide 2f and 20-deoxy-20-{N-benzyl-N-[1-(3-quinolyl)-1H-1,2,3-triazol-4-yl]methylamino}-5-O-mycaminosyltylonolide 2k were found to not only expand their antibacterial impact to include Gram-negative bacteria, such as Escherichia coli and Klebsiella pneumoniae, but also to retain or increase antibacterial activity against Gram-positive bacteria, such as Staphylococcus aureus and Streptococcus uberis in comparison with the parent tylosin.
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We thank Dr Kenichiro Nagai and Ms Noriko Sato (Kitasato University) for various instrumental analyses.
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Sugawara, A., Maruyama, H., Shibusawa, S. et al. 5-O-Mycaminosyltylonolide antibacterial derivatives: design, synthesis and bioactivity. J Antibiot 70, 878–887 (2017). https://doi.org/10.1038/ja.2017.61
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DOI: https://doi.org/10.1038/ja.2017.61
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