含1,2,4-三唑酰腙类化合物的合成、结构表征及生物活性有机化学.pdfVIP

DOI: 10.6023/cjoc201311033 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 含1,2,4-三唑酰腙类化合物的合成、结构表征及生物活性 韩 杰 周晓霞 陈思宝 安 悦* (辽宁师范大学化学化工学院 大连 116029) 摘要 以取代羧酸为起始原料, 经多步反应, 设计合成 12 个中间体及 16 个 2-(3-取代-4-氨基-1,2,4-三唑-5-硫基) 乙酰腙 类化合物, 中间体2a～2d, 3a～3d 及目标产物 4a～4p 均为新化合物. 借助 IR, NMR, 元素分析等方法对所合成的中间 体和目标产物结构进行了表征; 目标产物存在trans/cis 异构体, 室温下以 trans 异构体形式为主. 生长素活性测试结果 表明, 目标化合物对小麦芽鞘有着不同程度的生长调节作用; 同样, 目标化合物对供试细菌也具有抑制作用, 且对金 黄色葡萄球菌的抑制作用明显优于对大肠杆菌的抑制作用, 其中化合物 4h 的抑菌活性最好, 对金黄色葡萄球菌的最低 抑菌浓度(MIC)达到 3.13 μg/mL, 与对比药物氯霉素接近. 关键词 1,2,4-三唑; 酰腙; 合成; 生物活性 Synthesis and Biological Activities of Novel Acylhydrazone Containing 1,2,4-Triazole Structure Han, Jie Zhou, Xiaoxia Chen, Sibao An, Yue* (School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029) Abstract Sixteen new acylhydrazone derivatives and twelve intermediates were synthesized using substituted aromatic acids as the staring materials. The structures of the target compounds and intermediates were characterized by IR, NMR and ele- mental analyses. And that the geometrical isomers of target compounds undergo a rapid cis/trans equilibrium, with the trans conformer predominating at room temperature. The auxin activity test showed that the target compounds have different effect on wheat gemma, the antibacterial activity was present in almost all the target compounds, but better activity was observed against Staphylococcus aureus than Escherichia coli . Particularly compoun