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

doi:10.6023/cjoc1110113

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (07): 1270-1277.DOI: 10.6023/cjoc1110113 Previous Articles Next Articles

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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

曾荣今, 姚飞, 王慧, 沈鹏飞

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 发布日期:2012-03-22
通讯作者: 曾荣今 E-mail:rjzeng@hnust.cn
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.

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

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

Received:2011-10-11 Revised:2012-12-26 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).

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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Zeng Rongjin, Yao Fei, Wang Hui, Shen Pengfei. Synthesis of Novel 1,4-Dihydropyridine Tailed Porphyrin Compounds and Investigation of Their Antibacterial Activity[J]. Chin. J. Org. Chem., 2012, 32(07): 1270-1277.

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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

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

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