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2012 , Vol. 32 >Issue 07: 1344 - 1349

DOI: https://doi.org/10.6023/cjoc1110121

研究简报

和厚朴酚桥连卟啉光敏剂合成与结构表征

  • 黄齐茂 ,
  • 王司卫 ,
  • 邓鹏星 ,
  • 周红 ,
  • 胡学雷 ,
  • 潘志权
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  • 武汉工程大学化工与制药学院 绿色化工过程省部共建教育部重点实验室 武汉 430073

收稿日期: 2011-10-12

  修回日期: 2012-02-16

  网络出版日期: 2012-03-22

基金资助

国家自然科学基金(No. 20471045);湖北省自然科学基金青年杰出人才(No. 2008CDB072);湖北省高等学校优秀中青年团队计划(2008)资助项目.

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Synthesis and Characterization of Honokiol Bridged Porphyrins as Photosensitizers

  • Huang Qimao ,
  • Wang Siwei ,
  • Deng Pengxing ,
  • Zhou Hong ,
  • Hu Xuelei ,
  • Pan Zhiquan
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  • Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology, Wuhan 430073

Received date: 2011-10-12

  Revised date: 2012-02-16

  Online published: 2012-03-22

Supported by

Project supported by the National Natural Science Foundation of China (No. 20471045), the Natural Science Foundation of Hubei Province (No. 2008CDB072), the Foundation for Midlife and Youth Excellent Innovation Group of Hubei Province (2008).

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摘要

依次利用2-萘酚、1,6-二溴己烷、和厚朴酚, 对2-硝基-5,10,15,20-四苯基卟啉及其金属配合物进行结构修饰, 首次得到四对同分异构体桥连卟啉光敏剂, 目标产物经UV-vis, 1H NMR, H-H COSY, IR, MS, 元素分析等表征. 以1,3-二苯基异苯并呋喃(DPBF)为猝灭剂测定了桥连卟啉产生单线态氧的能力; 采用凝胶电泳和紫外-可见光谱滴定法, 初步考察了化合物对pBR322 质粒DNA 的光敏切割能力及其与小牛胸腺DNA 的作用模式.

关键词： 卟啉; 和厚朴酚; 合成; 表征; 光敏活性

本文引用格式

黄齐茂 , 王司卫 , 邓鹏星 , 周红 , 胡学雷 , 潘志权 . 和厚朴酚桥连卟啉光敏剂合成与结构表征[J]. 有机化学, 2012 , 32(07) : 1344 -1349 . DOI: 10.6023/cjoc1110121

Abstract

Four pairs of porphyrin isomers have been synthesized by reaction of 2-nitrotetraphenylporphyrin and its metallic complexes with 2-naphthol, 1,6-dibromohexane and honokiol respectively, and structurally characterized by UV-vis, 1H NMR, H-H COSY, IR, MS, and elementary analysis. The production of singlet oxygen under radiation was determined with DPBF as the quencher. Their photocleavage ability to pBR322 plasmid DNA has been tested by gel electrophoresis and the interaction with CT DNA was detected by UV-Vis spectroscopy preliminarily.

Key words： porphyrin; honokiol; synthesis; characterization; photosensitivity

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