高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (8): 1570.

• 研究论文 • 上一篇    下一篇

1,5-二芳基-3-(2-羟基-4,6-二甲氧基苯基)-2-吡唑啉的合成及铜离子荧光探针行为

徐助雄, 吴婧, 沈健, 王炳祥   

  1. 南京师范大学化学与环境科学学院, 江苏省生物功能材料重点实验室, 江苏省生物医药功能材料工程研究中心, 南京 210097
  • 收稿日期:2009-11-20 出版日期:2010-08-10 发布日期:2010-08-10
  • 通讯作者: 王炳祥, 男, 博士, 教授, 主要从事有机化学研究. E-mail: wangbingxiang@njnu.edu.cn
  • 基金资助:

    江苏省自然科学基金(批准号: BK2008435)和江苏省科技重大项目-江苏省生物医药材料测试服务平台项目(批准号: BM2007132)资助.

Synthesis of 1,5-Diaryl-3-(2-hydroxyl-4,6-dimethoxylphenyl)-2-pyrazolines as Fluorescent Sensors for Cu2+

XU Zhu-Xiong, WU Jing, SHEN Jian, WANG Bing-Xiang*   

  1. Key Laboratory of Biofunctional Materials of Jiangsu Province, Research Center of Biomedical Functional Materials Engineering of Jiangsu Province, College of Chemistry and Environmental Science, Nanjing Normal University, Nanjing 210097, China
  • Received:2009-11-20 Online:2010-08-10 Published:2010-08-10
  • Contact: WANG Bing-Xiang. E-mail: wangbingxiang@njnu.edu.cn
  • Supported by:

    江苏省自然科学基金(批准号: BK2008435)和江苏省科技重大项目-江苏省生物医药材料测试服务平台项目(批准号: BM2007132)资助.

摘要: 设计合成了4个1,5-二芳基-3-(2-羟基-4,6-二甲氧基苯基)-2-吡唑啉化合物(4a~4d). 其结构由IR, 1H NMR, MS和元素分析确认. 通过紫外光谱和荧光光谱研究了化合物对铜离子的选择性识别作用, 结果发现, 化合物4a~4d均可以选择性地识别铜离子, 作为铜离子荧光探针, 受常见离子干扰较小, 选择性较高.

关键词: 1,5-二芳基-3-(2-羟基-4,6-二甲氧基苯基)-2-吡唑啉, 铜离子, 荧光探针

Abstract: The design and synthesis of chemosensors for Cu2+ constitute a very active area of research as a result of the demand for more sensitive and selective chemosensors for in vitro and in vivo purposes. The synthetic Cu2+ selective fluoroionophores so far reported suffer from low sensitivity and, in general, higher concentrations of interfering metal ions disturb the selectivity towards Cu2+. Four 1,5-diaryl-3-(2-hydroxyl-4,6-dimethoxylphenyl)-2-pyrazoline(4a—4d) were synthesized and fluorescent sensors for Cu2+ ion were investigated. The structures of all the products were determined by IR, 1H NMR, MS and elemental analysis. Their UV and fluorescence spectra were measured. The influences of eight metal ions such as Cu2+, Zn2+, Co2+, Ni2+, Na+, K+, Ca2+ and Mg2+ on their fluorescence properties were studied. Spectroscopic studies revealed that the compounds 4a—4d had rather strong affinity toward Cu2+. The specificity of the probes 4a—4d toward Cu2+ were determined. Nearly no fluorescence intensity changes were observed in emission spectra with Zn2+, Co2+, Ni2+, Na+, K+, Ca2+ and Mg2+. However, under identical conditions, the results show fluorescence quenching with Cu2+. So we have developed four new fluorescent sensor 4a—4d. They show high sensitivity and selectivity toward Cu2+ in DMSO.

Key words: 1,5-Diaryl-3-(2-hydroxy-4,6-dimethoxy-phenyl)-2-pyrazoline, Cu2+, Fluorescence probe

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