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.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
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
