1-(4-取代苯基)-4-苯基-5-(2-羟基苄基)氨基-1,2,3-三唑类衍生物的合成及抑菌活性  

Synthesis and Antibacterial Activities of 1-(4-Substituted phenyl)-4-phenyl-5-(2-hydroxy benzyl)amino-1,2,3-triazole Derivatives

作　　者：赵芡[1] 卢俊瑞[1] 辛春伟[1] 鲍秀荣[1] 高海燕[1] 赵旭[1] 李莎[1] 芮甜甜[1] 

机构地区：[1]天津理工大学化学化工学院,天津300384

出　　处：《高等学校化学学报》2011年第12期2806-2811,共6页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20776114;20976135);天津市高校科技发展基金(批准号:2006ZD33)资助

摘　　要：将邻羟苯基引入1,2,3-三唑结构中,设计合成了10个1-(4-取代苯基)-4-苯基-5-取代-1,2,3-三唑类衍生物.首先,以对位取代的芳胺为原料,经重氮化、叠氮化、闭环和缩合反应制得1-(4-取代苯基)-4-苯基-5-水杨醛亚胺-1,2,3-三唑类衍生物(3a～3e),再用硼氢化钠还原制得1-(4-取代苯基)-4-苯基-5-(2-羟基苄基)氨基-1,2,3-三唑类衍生物(4a～4e).目标化合物的结构经核磁、IR及元素分析确认.抑菌活性测试表明,当质量浓度为0.1 mg/L时,除化合物3e和4e外,所有化合物对白色念球菌的抑菌率均达95%以上,对大肠杆菌的抑菌率达85%以上,具有强抑菌活性,表明该类化合物在抗菌药物开发方面有重要应用价值.In order to search for novel and high active fungicides with triazole moiety,a series of novel 1-（4-substituted phenyl）-4-phenyl-5-substituted-1,2,3-triazole derivatives was designed and synthesized by means of combining segments o-hydroxy phenyl and 1,2,3-triazole.Firstly,1-（4-substitutedphenyl）-4-phenyl-5-（2-iminomethyl phenol）-1,2,3-triazole derivatives（3a—3e） were designed and synthesized through diazotization,azidozation,ring-closure reaction and condensation,and then were reduced by sodium borohydride to synthesize 1-（4-substituted phenyl）-4-phenyl-5-（2-hydroxy benzyl）amino-1,2,3-triazole（4a—4e）.The structures of final products were determined by 1H NMR,elemental analysis and IR.The results of antibacterial activity showed that the title compounds except 3e and 4e had over 95% inhibitory rate against Monilia albican,and over 85% inhibitory rate against Escherichia coliis at a mass concentration of 0.1 mg/L.The results suggest that the title compounds might be potential candidates for antibacterial drugs.

关 键 词：1-(4-取代苯基)-4-苯基-5-水杨醛亚胺-1 2 3-三唑 1-(4-取代苯基)-4-苯基-5-(2-羟基苄基)氨基-1 2 3-三唑 抗菌药物 抑菌活性 

分 类 号：O626.26[理学—有机化学]