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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 2: 500 - 506

DOI: https://doi.org/10.6023/cjoc201805014

ARTICLE

Synthesis and Chelation Selectivity Evaluation of 8-Aminoquinoline Derivatives as Copper Chelator

  • Huang Daya ,
  • Li Youzhi ,
  • Liu Yan ,
  • Meunier Bernard
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  • a School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006;
    b Laboratoire de Chimie de Coordination du CNRS, Centre National de la Recherche Scientifique, 205 Route de Narbonne, BP 44099, 31077 Toulouse Cedex 4, France

Received date: 2018-05-04

  Revised date: 2018-07-31

  Online published: 2018-09-05

Supported by

Project supported by the National Natural Science Foundation of China (No. 21502023), the Open Project of Guangdong Provincial Key Laboratory of New Drug Screening (No. GDKLNDS-2018OF004), the Program for Innovative Research Teams and Leading Talents Introduction of Guangdong Province (No. 2050205), and the Guangdong University of Technology (No. 220418037).

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Abstract

The non-controlled redox-active metal ions, especially copper, in the brain of patients with Alzheimer disease (AD) should be considered at the origin of the intense oxidative damage in AD brain. In this paper, we designed and synthesized new compounds based on 8-aminoquinoline motif with a lateral chain at the C2 position of the aromatic ring. The affinities for Cu(Ⅱ) and Zn(Ⅱ) of these ligands are reported in the present article. Among these chelators, TDMQ29 is specific for copper chelation with log Kapp[CuⅡ-TDMQ29] to be 15.7 and log Kapp[ZnⅡ-TDMQ29] to be 5.8. Such metal ligands can be consi-dered as potential ligands, which are able to regulate the homeostasis of copper in brains.

Key words： Alzheimer disease (AD); 8-aminoquinoline; copper chelation; selectivity

Cite this article

Huang Daya , Li Youzhi , Liu Yan , Meunier Bernard . Synthesis and Chelation Selectivity Evaluation of 8-Aminoquinoline Derivatives as Copper Chelator[J]. Chinese Journal of Organic Chemistry, 2019 , 39(2) : 500 -506 . DOI: 10.6023/cjoc201805014

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