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

Daya Huang (1) , Youzhi Li (1) , Yan Liu (1) , B. Meunier (2, 1)

1 School of Chemical Engineering and Light Industry, Guangdong University of Technology
2 LCC - Laboratoire de chimie de coordination

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 considered as potential ligands, which are able to regulate the homeostasis of copper in brains.

Domaines: Chimie de coordination

Daya Huang, Youzhi Li, Yan Liu, B. Meunier. Synthesis and Chelation Selectivity Evaluation of 8-Aminoquinoline Derivatives as Copper Chelator. Chinese Journal of Organic Chemistry, 2019, 39 (2), pp.500-506. ⟨10.6023/cjoc201805014⟩. ⟨hal-02134230⟩