新型1,4-二氢吡啶基尾式卟啉的合成及其抗菌活性研究  

Synthesis of Novel 1,4-Dihydropyridine Tailed Porphyrin Compounds and Investigation of Their Antibacterial Activity

作　　者：曾荣今[1] 姚飞[1] 王慧[1] 沈鹏飞[1] 

机构地区：[1]湖南科技大学化学化工学院理论化学与分子模拟省部共建教育部重点实验室,湘潭411201

出　　处：《有机化学》2012年第7期1270-1277,共8页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.20942008;21172065);湖南省高校创新平台开放基金(No.11K024)资助项目~~

摘　　要：以乙酰乙酸乙酯、4-羟基苯甲醛、碳酸氢铵和二溴烷烃为原料,经两步反应合成溴烷氧基1,4-二氢吡啶;再将其与5-对羟基苯基-10,15,20-三苯基卟啉缩合,得到了12种新型的卟啉-二氢吡啶及其金属锌配合物,结构通过NMR,IR和HRMS进行详细表征.研究中测试了这些复杂的卟啉-二氢吡啶化合物对金黄色葡萄球菌(Staphylococcus aureus,ATCC 25923)和大肠杆菌(Escherichia coli,ATCC 25922)的抑菌活性,实验结果显示这12种化合物都有很好的抑菌活性,其中对金黄色葡萄球菌抑菌效果较好,且卟啉-二氢吡啶二元化合物的抑菌效果优于两种单体.Bromo-alkoxy-l,4-dihydropyridines （2） were synthesized by a two-step reaction from ethyl acetoacetate, phy- droxybenzaldehyde, ammonium bicarbonate and 1,3-dibromopropane. The new twelve porphyrin-l,4-dihydropyridine diads were synthesized by the reaction of 2 with 5-（4-hydroxylphenyl）-10,15,20-triphenylporphyrin. These compounds were charac- terized by NMR, IR, and HRMS techniques. Moreover, the antibacterial activities of porphyrin-l,4-dihydropyridine on Staphylococcus aureus （ATCC 25923） and Escherichia coli （ATCC 25922） were tested. The experimental results show that porphyrin-l,4-dihydropyridines have good antibacterial activities, especially for ATCC25923, and the antibacterial activities of porphyrin-l,4-dihydropyridine are better than two monomers.

关 键 词：1 4-二氢吡啶 卟啉 合成 抗菌 

分 类 号：O626.32[理学—有机化学]