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新型1,4-二氢吡啶基尾式卟啉的合成及其抗菌活性研究
引用本文:曾荣今,姚飞,王慧,沈鹏飞. 新型1,4-二氢吡啶基尾式卟啉的合成及其抗菌活性研究[J]. 有机化学, 2012, 32(7): 1270-1277
作者姓名:曾荣今  姚飞  王慧  沈鹏飞
作者单位: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
基金项目:国家自然科学基金,湖南省高校创新平台开放基金
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.

关 键 词:1,4-二氢吡啶  卟啉  合成  抗菌

Synthesis of Novel 1,4-Dihydropyridine Tailed Porphyrin Compounds and Investigation of Their Antibacterial Activity
Zeng,Rongjin , Yao,Fei , Wang,Hui , Shen,Pengfei. Synthesis of Novel 1,4-Dihydropyridine Tailed Porphyrin Compounds and Investigation of Their Antibacterial Activity[J]. Chinese Journal of Organic Chemistry, 2012, 32(7): 1270-1277
Authors:Zeng  Rongjin    Yao  Fei    Wang  Hui    Shen  Pengfei
Affiliation:Zeng,Rongjin Yao,Fei Wang,Hui Shen,Pengfei(Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education,School of Chemistry and Chemical Engineering,Hunan University of Science and Technology,Xiangtan 411201)
Abstract:Bromo-alkoxy-1,4-dihydropyridines(2) were synthesized by a two-step reaction from ethyl acetoacetate,phydroxybenzaldehyde,ammonium bicarbonate and 1,3-dibromopropane.The new twelve porphyrin-1,4-dihydropyridine diads were synthesized by the reaction of 2 with 5-(4-hydroxylphenyl)-10,15,20-triphenylporphyrin.These compounds were characterized by NMR,IR,and HRMS techniques.Moreover,the antibacterial activities of porphyrin-1,4-dihydropyridine on Staphylococcus aureus(ATCC 25923) and Escherichia coli(ATCC 25922) were tested.The experimental results show that porphyrin-1,4-dihydropyridines have good antibacterial activities,especially for ATCC25923,and the antibacterial activities of porphyrin-1,4-dihydropyridine are better than two monomers.
Keywords:1,4-dihydropyridines  porphyrin  synthesis  antibacterial activity
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