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2012 , Vol. 32 >Issue 07: 1270 - 1277

DOI: https://doi.org/10.6023/cjoc1110113

研究论文

新型1,4-二氢吡啶基尾式卟啉的合成及其抗菌活性研究

  • 曾荣今 ,
  • 姚飞 ,
  • 王慧 ,
  • 沈鹏飞
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  • 理论化学与分子模拟省部共建教育部重点实验室 湖南科技大学化学化工学院 湘潭 411201

收稿日期: 2011-10-11

  修回日期: 2012-12-26

  网络出版日期: 2012-03-22

基金资助

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.

收起

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

  • Zeng Rongjin ,
  • Yao Fei ,
  • Wang Hui ,
  • Shen Pengfei
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  • 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

Received date: 2011-10-11

  Revised date: 2012-12-26

  Online published: 2012-03-22

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20942008, 21172065), the Scientific Research Fund of Hunan Provincial Education Department (No. 11K024).

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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HR-MS 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

本文引用格式

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(07) : 1270 -1277 . DOI: 10.6023/cjoc1110113

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.

Key words： 1,4-dihydropyridines; porphyrin; synthesis; antibacterial activity

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