Citation: Zhong Keli, Zhou Lulu, Deng Longlong, Tang Lijun, Gao Xue, Liu Xiuying, Yan Xiaomei. Synthesis of Novel 7-Hydroxytetrahydroquinoxaline-6-formaldehyde Acylhydrazone Derivative and Its Recognition for Al³⁺[J]. Chinese Journal of Organic Chemistry, ;2020, 40(5): 1251-1256. doi: 10.6023/cjoc201912026 shu

Synthesis of Novel 7-Hydroxytetrahydroquinoxaline-6-formaldehyde Acylhydrazone Derivative and Its Recognition for Al³⁺

Zhong Keli ^a ,
Zhou Lulu ^a ,
Deng Longlong ^a ,
Tang Lijun ^a,, ,
Gao Xue ^b ,
Liu Xiuying ^b ,
Yan Xiaomei ^c,,

a.
College of Chemistry and Chemical Engineering, Bohai University, Jinzhou, Liaoning 121013
b.
National & Local Joint Engineering Research Center of Storage, Processing and Safety Control Technology for Fresh Agricultural and Aquatic Products, College of Food Science and Technology, Bohai University, Jinzhou, Liaoning 121013
c.
College of Laboratory Medicine, Dalian Medical University, Dalian 116044

Corresponding author: Tang Lijun, ljtang@bhu.edu.cn Yan Xiaomei, xmyan1978@sina.com
Received Date: 18 December 2019
Revised Date: 18 January 2020
Available Online: 21 January 2020
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21878023, U1608222), the Natural Science Foundation of Liaoning Province (No. 20180551195), the Scientific Research Fund of Liaoning Provincial Education Department (No. LJ2019005), the Basic Research Projects for Undergraduate College of Liaoning Province (No. LQ2017048), and the Program for Distinguished Professor of Liaoning Provincethe National Natural Science Foundation of China 21878023the Scientific Research Fund of Liaoning Provincial Education Department LJ2019005the Basic Research Projects for Undergraduate College of Liaoning Province LQ2017048the Natural Science Foundation of Liaoning Province 20180551195the National Natural Science Foundation of China U1608222

Figures(8)

A novel acylhydrazone derivative (i.e. fluorescence probe L) was designed and synthesized based on 7-hydroxy- tetrahydroquinoxaline-6-formaldehyde. Probe L can recognize for Al³⁺ with highly selectivity in DMSO/Tris (V:V=7:3) solution. When Al³⁺ is added into the solution of L, the fluorescence color of solution changes from non-fluorescence to purple red fluorescence, and the maximum emission wavelength of L is 640 nm within range of the near-infrared. Probe L possesses a large Stokes shift (170 nm) and the detection limit of L is 0.521 μmol/L. In addition, L can detect Al³⁺ in the real water samples and imaging for Al³⁺ in MCF-7 cells.
- 7-hydroxytetrahydroquinoxaline-6-formaldehyde,
- fluorescent probe,
- Al³⁺,
- recognition,
- cell imaging
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沈阳化工大学材料科学与工程学院沈阳 110142

Synthesis of Novel 7-Hydroxytetrahydroquinoxaline-6-formaldehyde Acylhydrazone Derivative and Its Recognition for Al3+

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通讯作者: 陈斌, bchen63@163.com

Synthesis of Novel 7-Hydroxytetrahydroquinoxaline-6-formaldehyde Acylhydrazone Derivative and Its Recognition for Al³⁺