邻羟基苯基芳基取代席夫碱的合成、表征及抑菌活性研究  被引量:4

Synthesis,characterization and antibacterial activities of o-hydroxyphenyl aryl substitute schiff bases

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作  者:张明[1] 卢俊瑞[1] 陈丽然[1] 柳宜君[1] 何玲玲[1] 鲍秀荣[1] 

机构地区:[1]天津理工大学化学与化工学院,天津300384

出  处:《天津理工大学学报》2009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)

摘  要:依据邻羟基二苯醚及席夫碱类化合物的抗菌特性,以"邻羟基苯基"为分子核心、亚胺键为桥基,制得18种邻羟基苯基芳基取代席夫碱化合物,化合物的结构经IR、1HNMR分析表征确证.抑菌测试表明,该类化合物对不同菌株的抑菌活性具有明显的选择性和特异性;在质量分数为0.05%时,3,5-二溴取代类化合物对金黄色葡萄球菌、大肠杆菌、白色念珠菌均具有较强的抑菌活性,是一类极具潜力的抗革兰氏菌、抗真菌的化合物.构效分析表明,化合物的抑菌活性与Ar环其取代基性质有关,引入-OH、-NO2等亲水性基团容易导致抑菌活性降低,Ar环引入Cl、Br等卤素原子能够显著提高抑菌活性.Eighteen o-hydroxyphenyl substituted schiff bases were synthesized by combining the molecule segment o-hydroxyphenyl with imine bond according to antibacterial characteristics of o-hydroxydiphenyl ethers and schiff compounds. The structures of all the compounds had been confirmed by ^1H NMR and IR. The result of preliminary bioassay showed that the title compounds had obvious specificity antibacterial activities to different classificatory bacterium at 0.05% (mass concentration), and 3,5-dibromo substituted compounds had better inhibitory ratio on Staphylococcus anreus, Escherichia coli, Monilia albican. They would be a kind of potential antibacterial compounds in fungus and Gram-positive bacteria. The analysis of structure activity showed that antibacterial activities relate to the kind of At-ring and its substituent groups. The antibacterial activities were reduced by hyclrophilic property groups, such as - OH, - NO2 of Ar-ring, however, they were enhanced by the substituted halogen groups of Ar-ring.

关 键 词:水杨醛 溴化 合成 抑菌活性 

分 类 号:O625.66[理学—有机化学]

 

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