杂环酮腙与类似物的合成及其对结核杆菌的抑制活性有机化学.pdfVIP

DOI: 10.6023/cjoc201412011 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 杂环酮腙与类似物的合成及其对结核杆菌的抑制活性 李忠洲a 赵 升a 李新军a 王翠翠a 姚璐璐a 金瑞良b 邹新琢*,a (a 华东师范大学化学系 上海 200241) (b 同济大学附属上海肺科医院上海市结核病(肺)重点实验室 上海 200433) 摘要 22 个新的杂环酮腙及其类似物被合成, 其对结核分枝杆菌菌株 H37Rv 的抑菌活性被测定. 这些化合物都显示出 抑菌活性. 其中, 化合物(1E,4E)-1,5-二(5-溴-2-噻吩基)-1,4-戊二烯-3-酮-(1,4,5,6- 四氢嘧啶基)腙(1d) 的 MIC90 为 2 μg/ mL, 显示出最高的抑菌活性; 同时该化合物对单耐异烟肼菌株 242 、耐多药菌株 2312 和广泛耐药菌株 1220 的 MIC90 值分别为 0.25, 1.0 和 0.5 μg/mL, 也表现出很好的抑菌作用. 关键词 杂环酮腙; 合成; 结核分枝杆菌; 抑菌活性 Synthesis and Anti-mycobacterial Activities of Heterocyclic Hydrazones and Their Bioisosteric Compounds Li, Zhongzhoua Zhao, Shenga Li, Xinjuna Wang, Cuicuia Yao, Lulua Jin, Ruiliangb Zou, Xinzhuo*,a a ( Department of Chemistry, East China Normal University, Shanghai 200241) b ( Shanghai Key Laboratory of Tuberculosis, Shanghai Pulmonary Hospital, Tongji University, Shanghai 200433) Abstract A total of 22 new heterocyclic hydrazones and their bioisosteric compounds were synthesized and evaluated for their activity against Mycobacterium tuberculosis , strain H37Rv. All newly synthesized compounds showed inhibitory activi- ties. Among these compounds, (1E,4E)-1,5-bis(5-bromo-2-thiophenyl)-1,4-pentadiene-3-one-(1,4,5,6-tetrahydro-2-pyrimi- dimyl)-hydrazone (1d) showed the most effective anti-tubercular activity with MIC90 value of 2 μg/mL, and exhibited an ex-