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

doi:10.6023/cjoc201805014

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 500-506.DOI: 10.6023/cjoc201805014 Previous Articles Next Articles

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8-氨基喹啉类铜离子螯合剂的合成及螯合选择性研究

黄达涯^a, 李佑智^a, 刘艳^a, Bernard Meunier^a,b

a 广东工业大学轻工化工学院广州 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

收稿日期:2018-05-04 修回日期:2018-07-31 发布日期:2018-09-05
通讯作者: 刘艳, Bernard Meunier E-mail:yanliu@gdut.edu.cn;bmeunier@lcc-toulouse.fr
基金资助:
国家自然科学基金（No.21502023）、广东省新药筛选重点实验室开放课题（No.GDKLNDS-2018OF004）、广东省领军人才（No.2050205）、广东工业大学（No.220418037）资助项目.

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

Huang Daya^a, Li Youzhi^a, Liu Yan^a, Meunier Bernard^a,b

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:2018-05-04 Revised:2018-07-31 Published:2018-09-05
Contact: 10.6023/cjoc201805014 E-mail:yanliu@gdut.edu.cn;bmeunier@lcc-toulouse.fr
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).

1. Synthesis and Chelation Selectivity Evaluation of 8-Aminoquinoline Derivatives as Copper Chelator.PDF(1151KB)

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 K_app[Cu^Ⅱ-TDMQ29] to be 15.7 and log K_app[Zn^Ⅱ-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]. Chin. J. Org. Chem., 2019, 39(2): 500-506.

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8-氨基喹啉类铜离子螯合剂的合成及螯合选择性研究

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

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