1-乙酰基-3-(2-羟基-4,6-二甲氧基苯基)-5-苯基-2-吡唑啉的合成及锌离子探针的研究

高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (7): 1365.

1-乙酰基-3-(2-羟基-4,6-二甲氧基苯基)-5-苯基-2-吡唑啉的合成及锌离子探针的研究

杨安博¹, 徐助雄¹, 吴婧¹, 冯玉英², 王炳祥¹

1. 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, 南京师范大学化学与环境科学学院,
2. 分析测试中心, 南京 210097

收稿日期:2009-10-20 出版日期:2010-07-10 发布日期:2010-07-10
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-Acetyl-3-(2-hydroxyl-4,6-dimethoxylphenyl)-5-phenyl-2-pyrazoline and Studies on Its Zinc Ion Probe

YANG An-Bo¹, XU Zhu-Xiong¹, WU Jing¹, FENG Yu-Ying², WANG Bing-Xiang^1*

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,
2. Analysis and Test Center, Nanjing Normal University, Nanjing 210097, China

Received:2009-10-20 Online:2010-07-10 Published:2010-07-10
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/Abstract

摘要：

设计合成了1-乙酰基-3-(2-羟基-4,6-二甲氧基苯基)-5-苯基-2-吡唑啉(4), 测试了其紫外光谱和荧光光谱, 研究了其对锌离子的选择性识别作用. 结果表明, 化合物4作为锌离子荧光探针, 受常见离子的干扰较小, 对于锌离子有着较高的选择性和较低的检出限.

关键词: 1-乙酰基-3-(2-羟基-4,6-二甲氧基苯基)-5-苯基-2-吡唑啉; 锌离子; 荧光探针

Abstract:

The development of Zn²⁺ ion chemosensors has received considerable attention. The use of Zn²⁺-specific chemosensors in biological systems promises to close the knowledge gap between the well-defined structural biochemistry of zinc and the understanding of zinc homeostasis and action. The synthesis of 1-acetyl-3-(2-hydroxy-4,6-dimethoxy-phenyl)-5-phenyl-2-pyrazoline(4) and the studies of it as fluorescent sensors for Zn²⁺ ion were reported. Its UV-Vis and fluorescence spectrum were detected. The influences of 14 metal ions such as Cu²⁺, Zn²⁺, Co²⁺ etc. on their fluorescence properties were measured. Spectroscopic studies revealed that the compound 4 had rather strong affinity toward zinc ion. The specificity of the probe 4 toward Zn²⁺ was determined. Nearly no fluorescence intensity changes were observed in emission spectra with Cu²⁺, Co²⁺, Ni²⁺, Na⁺, K⁺, Ca²⁺, Cr³⁺, Cd²⁺, Al³⁺, Mn²⁺, Pb²⁺, Sr²⁺ and Sn²⁺. However, under identical conditions, fluorescence intensity enhanced significantly in the presence of Zn²⁺. So we have developed a new fluorescent sensor(compound 4). It show high sensitivity and selectivity toward Zn²⁺ in DMSO aqueous solution.

Key words: 1-Acetyl-3-(2-hydroxy-4,6-dimethoxy-phenyl)-5-phenyl-2-pyrazoline; Zinc ion; Fluorescence probe

TrendMD:

杨安博, 徐助雄, 吴婧, 冯玉英, 王炳祥. 1-乙酰基-3-(2-羟基-4,6-二甲氧基苯基)-5-苯基-2-吡唑啉的合成及锌离子探针的研究. 高等学校化学学报, 2010, 31(7): 1365.

YANG An-Bo, XU Zhu-Xiong, WU Jing, FENG Yu-Ying, WANG Bing-Xiang*. Synthesis of 1-Acetyl-3-(2-hydroxyl-4,6-dimethoxylphenyl)-5-phenyl-2-pyrazoline and Studies on Its Zinc Ion Probe. Chem. J. Chinese Universities, 2010, 31(7): 1365.