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化学学报
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化学学报 ›› 2010, Vol. 68 ›› Issue (11): 1070-1076. 上一篇    下一篇

研究论文

新型β-取代阳离子卟啉光敏剂合成及其与DNA相互作用

黄齐茂，邓鹏星，李志远，周红，胡学雷，潘志权*   

  1. 武汉工程大学 绿色化工过程省部共建教育部重点实验室 武汉 430073
  • 投稿日期:2009-09-25 修回日期:2010-01-03 发布日期:2010-01-26
  • 通讯作者: 潘志权

Synthesis of Novel β-Substituted Cationic Porphyrins as Photosensitizer and Their Interactions with DNA

HUANG Qi-Mao, DENG Peng-Xing, LI Zhi-Yuan, ZHOU Hong, HU Xue-Lei, PAN Zhi-Quan   

  1. Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology, Wuhan 430073
  • Received:2009-09-25 Revised:2010-01-03 Published:2010-01-26

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在5,10,15,20-四苯基卟啉及其金属配合物的β位引入阳离子型修饰基团溴化吡啶鎓盐, 得到β-[2-(6-吡啶溴化盐)己氧基]萘基-5,10,15,20-四苯基卟啉及其Cu(II), Ni(II), Zn(II)配合物. 通过IR, UV, 1H NMR, MS以及元素分析对新化合物进行了结构表征. 作为光动力治疗光敏剂与pBR322质粒DNA的相互作用研究表明, 它们对DNA具有良好的光敏切割效果和结合能力, 通过与小牛胸腺DNA相互作用初步研究了它们与DNA的作用模式.

关键词: β-取代阳离子卟啉, 溴化吡啶鎓盐, 光敏剂, 合成, DNA相互作用

β-{2-[6-(1-pyridyl)hexoxy]}naphthyl-5,10,15,20-tetraphenylporphyrin and its Cu(II), Ni(II), Zn(II) complexes have been synthesized by means of introducing pyridinium to 5,10,15,20-tetraphenyl- porphyrin at β-pyrrolic position, and structurally characterized by IR, UV, 1H NMR, MS and elemental analysis. Their interactions with pBR322 DNA have been investigated. The results suggest that these novel porphyrins, as potential photodynamic therapy (PDT) photosensitizer, have both photosensitive cleavage and binding effects on DNA. Furthermore, the binding mode has been studied through the test of their interactions with calf thymus DNA (CT DNA).

Key words: β-substituted cationic porphyrins, pyridinium bromide, photosensitizer, synthesis, interactions with DNA

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