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  • Title: 5-O-Mycaminosyltylonolide antibacterial derivatives: design, synthesis and bioactivity.
    Author: Sugawara A, Maruyama H, Shibusawa S, Matsui H, Hirose T, Tsutsui A, Froyman R, Ludwig C, Koebberling J, Hanaki H, Kleefeld G, Ōmura S, Sunazuka T.
    Journal: J Antibiot (Tokyo); 2017 Jul; 70(8):878-887. PubMed ID: 28559578.
    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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