PMNAP缩2-氨基苯并噻唑席夫碱及其过渡金属配合物的合成与抑菌活性  

Synthesis and antibacterial activities of the Schiff base derived from PMNAP and 2-aminobenzothiazole and its transitional metallic complexes

作　　者：俞志刚[1] 马冀 崔德生[1] 张丽娜 

机构地区：[1]哈尔滨理工大学化学与环境工程学院,黑龙江哈尔滨150040 [2]黑龙江省医药干部学校,黑龙江哈尔滨150076 [3]山东鲁抗医药股份有限公司,山东济宁272021

出　　处：《化学试剂》2009年第4期241-244,291,共5页Chemical Reagents

基　　金：国家自然科学基金资助项目(50743013);黑龙江省自然科学基金资助项目(E2007-35);哈尔滨市青年科学基金资助项目(2005AFQXJ071)

摘　　要：在非水溶剂中合成出一种未见报道的新型席夫碱试剂(HL):1-苯基-3-甲基-4-萘乙酰基-吡唑啉酮-5(PMNAP)缩2-氨基苯并噻唑及其4种过渡金属配合物。由元素分析、化学方法、质谱和摩尔电导值推测出配合物的组成为ML.H2O[M=Cu2+、Pb2+、Ni2+、Zn2+],通过红外光谱、紫外光谱、热重谱和核磁共振氢谱等手段对配体和配合物进行了结构表征并做了初步的抑菌活性实验。表征结果显示:配体在测试条件下以酮式和烯醇式结构共存,配位时酮式可能转化为烯醇式结构按去质子的方式以1分子吡唑啉酮环羟基和1分子H2O上的两个O原子以及亚胺基和苯并噻唑环上的两个N原子与过渡金属中心离子成键,配合物的配位数为4;抑菌实验结果表明:配合物比配体对枯草杆菌、大肠杆菌、酵母菌和金黄色葡萄球菌具有更强的抑制作用。In this paper, an unreported novel Schiff base（HL） derived from 1- phenyl-3- methyl-4- naphthoacetyl- benzoyl- pyra- zolone-5（PMNAP） and 2-aminobenzothiazole and its four transitional metallic complexes were synthesized in the presence of a nonaqueous solvent.The formula of complex was ML·H2O[ M = Cu2＋ , Pb2 ＋ , Ni2 ＋ , Zn2＋] based on the results of elemental anal- ysis, chemical analysis, MS and molar conductance value. Their molecular structures were characterized by IR, UV, TG and 1HNMR with the elementary antibacterial activity experiments im- plemented. The results of structural characterization showed that the novel ligand coexisted in both the ketoform structure and enolform structure under the testing conditions, and the ketoform structure might change into the enolform structure after being subjected to coordination and being bonded with transitional metallic central ions by O atom of hydroxyl group of pyrazolone ring of HL through losing the proton and O atom of H2O and two N atoms of imdo group and benzothiazole ring. The coordination number of the complexes was four. The antibacterial activity experiments indicated that four complexes were strongly resistant to four different bacterium than the novel ligand.

关 键 词：席夫碱 过渡金属配合物 合成 抑菌活性 

分 类 号：O614.33[理学—无机化学] O626.21[理学—化学]