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化学学报
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化学学报 ›› 2004, Vol. 62 ›› Issue (21): 2182-2186. 上一篇    下一篇

研究论文

新型2-氢醌-多羟基卟啉的合成及其抗菌活性研究

黄齐茂1, 陈彰评1, 陈世清2, 徐汉生1, 周翔1   

  1. 1. 武汉大学化学与分子科学学院, 武汉, 430072;
    2. 武汉化工学院化工与制药系, 武汉, 430072
  • 投稿日期:2003-11-24 修回日期:2004-06-08 发布日期:2014-02-17
  • 通讯作者: chenzp@chem.whu.edu.cn
  • 作者简介:陈彰评,E-mail:chenzp@chem.whu.edu.cn;Fax:027-87647617.
  • 基金资助:
    国家自然科学基金(Nos.20272046,29872033)资助项目.

Synthesis of Novel 2-(Hydroquinon-2-yl)-polyhydoxyporphyrin Compounds and Their Antibacterial Activity Investigation

HUANG Qi-Mao1, CHEN Zhang-Ping1, CHEN Shi-Qing2, XU Han-Sheng1, ZHOU Xiang1   

  1. 1. College of Chemistry & Molecular Science, Wuhan University, Wuhan 430072;
    2. Department of Pharmaceutical Technology, Wuhan Institute of Chemical Technology, Wuhan 430072
  • Received:2003-11-24 Revised:2004-06-08 Published:2014-02-17

PDF

430

被引次数

32

为寻找新的光动力治疗光敏剂,首次利用电中性的对苯二酚与2-硝基-5,10,15,20-四芳基卟啉直接反应,制备了一系列新型2-氢醌-5,10,15,20-四(4-羟基苯基)卟啉,分离产率达90%以上.用青霉素钠做对照,首次研究了2-氢醌-5,10,15,20-四(4-羟基苯基)卟啉及其Ni(Ⅱ),Zn(Ⅱ)配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,显示其浓度为80μmol/L时,就能完全抑制金黄色葡萄球菌的生长(而相应的青霉素钠的浓度为320μmol/L),但对大肠杆菌的作用不明显.结果表明,2-氢醌-5,10,15,20-四(4-羟基苯基)卟啉及其金属配合物在杀灭金黄色葡萄球菌等方面具有很好的应用前景.

关键词: 光敏剂, 2-氢醌-卟啉, 合成, 抗菌活性

A series of 2-(hydroquinon-2-yl)-5,10,15,20-tetra(4-hydroxylphenyl)porphyrins have been firstly synthesized by direct reaction of 2-nitro-5,10,15,20-tetra(4-hydroxyphenyl)porphyrin with neutral hydroquinone in higher than 90% yields for making new photosensitizer of photodynamic therapy. The bactericidal activity on Staphylococcus aureus (ATCC 25923) and Escherichia coli (ATCC 25922) has also been tested with 2-(hydroquinon-2-yl)-5,10,15,20 tetra(4-hydroxylphenyl)porphyrin and its Ni(Ⅱ), Zn(Ⅱ) complexes. The Staphylococcus aureus (ATCC 25923) can be inhibited completely when their concentration is 80 μmol/L (that of Na ampicillin is 320 μmol/L), but they are not so effective on Escherichia coli (ATCC 25922). It is shown that 2-(hydroquinon-2-yl)-5,10,15,20-tetra-(4-hydroxylphenyl)porphyrin and its metal complexes are potent and promising anti-Staphylococcus aureus agents.

Key words: photosensitizer, 2-(hydroquinon-2-yl)-porphyrin, synthesis, antibacterial activity