含1,2,4-三唑酰腙类化合物的合成、结构表征及生物活性

Synthesis and Biological Activities of Novel Acylhydrazone Containing 1,2,4-Triazole Structure

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3.13μg/mL,与对比药物氯霉素接近.

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 compound 4h exhibits higher antibacterial activity to Staphylococcus aureus than the others. The minimal inhibitory concentration （MIC） of 4h with Staphylococcus aureus is 3.13 gg/mL which is similar with chloramphenicol.