Synthesis, Characterization and Anticancer Activity of Piperazine Substituted Porphyrins

Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (7): 783-787. Previous Articles Next Articles

哌嗪取代卟啉的合成、表征及其抗癌活性

李和平^*,a,b, 郭灿城^c, 阮建明^a, 黄伯云^a

^a中南大学粉末冶金国家重点实验室长沙 410083
^b长沙电力学院化学系长沙 410077
^c湖南大学化学化工学院长沙 410082

收稿日期:2003-06-23 修回日期:2003-11-25 接受日期:2004-02-09 发布日期:2022-09-20
通讯作者: ^*E-mail: lihepinghn@sohu.com; Tel.: 0731-8876644
基金资助:
国家自然科学基金(No. 20142003)、湖南省教育厅青年基金(No. 02B022)资助项目

Synthesis, Characterization and Anticancer Activity of Piperazine Substituted Porphyrins

LI, He-Ping^*,a,b, GUO, Can-Cheng^c, RUAN, Jian-Ming^a, HUANG, Bai-Yun^a

^a State Key Laboratory for Powder Metallurgy, Central South University, Changsha 410083
^b Department of Chemistry, Changsha University of Electric Power, Changsha 410077
^c College of Chemistry & Chemical Engineering, Hunan University, Changsha 410082

Received:2003-06-23 Revised:2003-11-25 Accepted:2004-02-09 Published:2022-09-20

Abstract

A molecular design strategy was outlined for the synthesis of porphyrin-containing anticancer drugs. A series of six porphyrin monomers, 5,10,15,20-tetra[4-(4′-ethylpiperazinyl)phenyl]porphyrin (TEPPH₂, 8a), 5,10,15,20-tetra[4-(4′-butylpiperazinyl)phenyl]porphyrin (TBPPH₂, 8b), 5,10,15,20-tetra[4-(4′-heptylpiperazinyl)-phenyl]porphyrin (THPPH₂, 8c), 5,10,15,20-tetra[4-(4′-phenylpiperazinyl)phenyl]porphyrin (TPhPPH₂, 8d), 5-[4-(4′-ethylpiperazinyl)phenyl]-10,15,20-triphenylporphyrin (EPTPPH₂, 8e) and 5-[4-(4′-butylpiperazinyl)-phenyl]-10,15,20-triphenylporphyrin (BPTPPH₂, 8f), have been prepared by the direct condensation of substituted benzaldehydes with pyrrole. Each porphyrin bears one or four substituted piperazine moieties that have been used as drugs. Their structures were characterized by elemental analysis, MS, ¹HNMR, IR and UV-vis spectra. The preliminary investigation of anticancer activity of these porphyrins showed that the porphyrins might have potential application in medicine owing to their special biological activity.

Key words: porphyrin, piperazine, synthesis, anticancer activity

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LI, He-Ping, GUO, Can-Cheng, RUAN, Jian-Ming, HUANG, Bai-Yun. Synthesis, Characterization and Anticancer Activity of Piperazine Substituted Porphyrins[J]. Chinese Journal of Organic Chemistry, 2004, 24(7): 783-787.

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哌嗪取代卟啉的合成、表征及其抗癌活性

Synthesis, Characterization and Anticancer Activity of Piperazine Substituted Porphyrins

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