摘要
本文以对称二氨基硫脲为原料,经关环,缩合,亲核取代反应,合成出5个新型抗菌剂-3-取代硫基-4-N-邻羟苯基亚胺基-5-乙基-1,2,4-三唑类化合物(3a～3e),并利用1HNMR,IR等进行结构表征.生物活性测试表明,质量浓度为0.01%时,3a～3e对金黄色葡萄球菌与白色念珠菌的抑菌率均高于90.0%;对大肠杆菌的抑菌率高于80%.构效关系表明,三唑硫醚类化合物对革兰氏阳性菌(金黄色葡萄球菌)的抑制效果强于三唑硫醇类化合物;苯乙酰胺环的对位上引入拉电子基团如-Cl,-Br,-NO2可增加化合物的抑菌活性,而引入推电子基团如-CH3则降低其抑菌活性;与现售药物氟康唑相比,所合成的目标化合物的抗菌效果更优.
Five novel antibacterial agent - 3 - substituted sulfur- 4-N - （ 2 - hydroxyphenyl ） imino- 5-ethyl- 1,2,4- triazole （3a- 3e） were designed and synthesized by cyclization, condensation and nucleophilic substitution reaction. The structures of all compounds were characterized by IR and ^1 H NMR. The results of preliminary bioassay showed that, Compounds 3 a -3e have more than 90% inhibitory rate against Staphylococcus aureus and Monilia albiean at 0.01% mass concentration, which displayed excellent bacterial activities. The title Compounds have more than 80% inhibitory rate against Escherichia coli. QSAR analysis showed that the inhibitory of sulfide compounds against gram - positive bacteria （ Staphylococcus aureus） is stronger than that of thiol compounds; The introduction of -Cl, -Br, -NO2 groups can effectively increase the antibacteri- al activity of compounds, and the introduction of -CH3 groups reduce its antibacterial activity;The antibacterial activity of target compounds is better than flueonazole.
出处
《天津理工大学学报》
2011年第5期8-12,共5页
Journal of Tianjin University of Technology
基金
国家自然科学基金(20776114
20976135)
天津市高校科技发展基金(2006ZD33
20050712)
