1-(2-羟基苄基)-2-苯基肼类衍生物的合成、表征及抑菌活性研究  

Synthesis characterization and antibacterial activities of 1-(2-hydroxylbenzyl)-2-phenylhydrazine derivatives

作　　者：邹敏[1] 卢俊瑞[1] 辛春伟[1] 鲍秀荣[1] 朱姗姗[1] 刘倩[1] 李佳潼[1] 邱建波[1] 

机构地区：[1]天津理工大学化学化工学院,天津300384

出　　处：《天津理工大学学报》2010年第1期1-4,共4页Journal of Tianjin University of Technology

基　　金：国家自然科学基金(20576103;20776114);天津市自然科学基金(05YFJIYJC14000);天津市高等学校科技发展基金(2006ZD33;20050712)

摘　　要：依据邻羟基二苯醚类及肼类化合物的抗菌特性,以"邻羟苯基"为分子核心、-CH2NHNH-为桥基,构建了一类1-(2-羟基苄基)-2-苯基肼类衍生物.芳香胺为原料,经重氮化、还原、制得取代苯肼,与水杨醛缩合、NaBH4还原,合成了7种未见报道的化合物,抑菌测试表明,在质量分数为0.01%时,化合物对白色念珠菌的抑菌率高达100%具有强抑菌活性,对大肠杆菌抑菌率高于80.0%,对金黄色葡萄球菌有一定的抑菌活性.构效分析表明,苯环上取代基类型对化合物抑菌活性有重要影响,引入Br、Cl等卤原子,能显著增强化合物的抑菌活性,而引入NO2、CH3等强吸、供电基团,能显著降低其抑菌活性.A series of novel 1-（2-hydroxylbenzyl）- 2-phenylhydrazine derivatives were designed and synthesized by combining the molecule segment o-hydroxyl phenyl and hydrazine bond, according to antibacterial characteristics of o-hydroxydi- phenyl ethers and hydrazine compounds. Substituted aniline was diazotized and subsequently reduced to give substituted phenylhydrazine, arylhydrazone were obtained by the condensation of 2-hydroxybenzaldehyde with substituted phenylhydrazine. Then reduced by NaBH4. then 1- （2-hydroxylbenzyl）- 2-phenylhydrazine derivatives were obtained. The result of preliminary bioassay showed that the inhibitory rate against monilia albican of the title compounds can be high to 100 % at 0.01% mass concentration,inhibitory rate against Escherichia coli is over 80%. and inhibitory rate against Staphlococcus aureus is over 70%. The analysis of structure-activity relationship showed that the antibacterial activities of title compounds were enhanced by the halogen groups of the phenyl ring, but reduced by ectron-donating and electron-withdrawing groups of the phenyl ring, such as NO2 ,CH3.

关 键 词：1-(2-羟基苄基)-2-苯基肼类衍生物 合成 抑菌活性 构效关系 

分 类 号：O625.66[理学—有机化学]