Lincomycin derivatives that have a 5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl thio moiety at the 7-position were synthesized. 5-Substituted 2-nitrophenyl derivatives showed potent antibacterial activities against Streptococcus pneumoniae and Streptococcus pyogenes with erm gene. Antibacterial activities of the 4,5-di-substituted 2-nitrophenyl derivatives were generally comparable to those of telithromycin (TEL) against S. pneumoniae with erm gene and clearly superior to those of TEL against S. pyogenes with erm gene. Compounds 6 and 10c that have a methoxy group at the 5-position of the benzene ring exhibited activities comparable to TEL against Haemophilus influenzae. These results suggest that lincomycin derivatives modified at the 7-position would be promising compounds as a clinical candidate. We would like to dedicate this article to the special issue for late Professor Dr. Hamao Umezawa in The Journal of Antibiotics.The Journal of Antibiotics advance online publication, 5 July 2017; doi:10.1038/ja.2017.59.

中文翻译：

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新型林可霉素衍生物的合成及其抗菌活性。三．苯基噻二唑部分的优化。


合成了7位具有5-(2-硝基苯基)-1,3,4-噻二唑-2-基硫代部分的林可霉素衍生物。 5-取代的2-硝基苯基衍生物对带有erm基因的肺炎链球菌和化脓性链球菌表现出有效的抗菌活性。 4,5-二取代的2-硝基苯基衍生物对带有erm基因的肺炎链球菌的抗菌活性总体上与泰利霉素(TEL)相当，并且明显优于TEL对带有erm基因的化脓性链球菌的抗菌活性。在苯环5位具有甲氧基的化合物6和10c表现出与TEL相当的抗流感嗜血杆菌活性。这些结果表明，7 位修饰的林可霉素衍生物将是有前途的临床候选化合物。我们谨将这篇文章献给已故 Hamao Umezawa 教授博士在《抗生素杂志》上的特刊。《抗生素杂志》提前在线出版，2017 年 7 月 5 日； doi：10.1038/ja.2017.59。