Biotin-8-hydroxyquinoline conjugates and their metal complexes: Exploring the chemical properties and the antioxidant activity

Metal dyshomeostasis and oxidative stress have been linked to numerous diseases such as Alzheimer's and Parkinson's diseases, cancer and so forth. Herein, we report the synthesis, chelating and antioxidant ability of two novel derivatives of biotin endowed with an 8-hydroxyquinoline moiety. This family of chelators under study is potentially relevant in the treatment of diseases related to metal dyshomeostasis. The biotin-8-hydroxyquinoline conjugates and their metal complexes with manganese(II), cobalt(II), nickel(II), copper(II) and zinc(II) were characterized by several techniques such as NMR, ESI-MS and UV-Vis. Moreover, the capacity of these ligands and complexes to act as antioxidants was evaluated. The collected information may provide new insights and suggest further strategies for the development of 8-hydroxyquinoline derivatives for the control of metal dyshomeostasis and oxidative stress. (C) 2016 Elsevier Ltd. All rights reserved.