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Int. J. Mol. Sci. 2018, 19(12), 3917; https://doi.org/10.3390/ijms19123917

Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline

1
Division of Molecular Systems Biology, Department of Ecogenomics and Systems Biology, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria
2
Department of Plant Biochemistry, Albrecht-von-Haller Institut, Georg-August-Universität Göttingen, Justus-von-Liebig-Weg 11, D-37077 Göttingen, Germany
*
Author to whom correspondence should be addressed.
Received: 29 October 2018 / Revised: 26 November 2018 / Accepted: 5 December 2018 / Published: 7 December 2018
(This article belongs to the Special Issue Molecular and Cellular Mechanisms of Neurotoxicity)
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Abstract

Background: The alkaloid 8-hydroxyquinoline (8HQ) is well-known for various biological activities, including antioxidant effects and especially for the formation of coordination complexes with various transition metals, such as iron, amongst others. Therefore, 8HQ was extensively explored as a promising antineurodegenerative agent. However, other authors noted pro-oxidant effects of 8HQ. Here, we explore the pro- and antioxidant properties of 8HQ, especially in context of coordination complexes with iron (II) and iron (III). Methods: Nano-electrospray−mass spectrometry, differential pulse voltammetry, deoxyribose degradation, iron (II) autoxidation, and brine shrimp mortality assays were used. Results: 8HQ formed a complex mixture of coordination complexes with iron (II) and iron (III). Furthermore, 8HQ showed antioxidant effects but no pro-oxidant ones. In the brine shrimp mortality assay, 8HQ demonstrated toxicity that decreased in the presence of iron (III). Conclusions: 8HQ is a potent antioxidant whose effects depend not only on the formation of the coordination complexes with iron ions, but surely on the scavenging activities due to the redox properties of the 8-hydroxyl group. No pro-oxidant effects were observed in the set of the used assays. View Full-Text
Keywords: Alzheimer’s; Fenton reaction; hydroxyl radical; iron chelates; reactive oxygen species Alzheimer’s; Fenton reaction; hydroxyl radical; iron chelates; reactive oxygen species
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Chobot, V.; Hadacek, F.; Bachmann, G.; Weckwerth, W.; Kubicova, L. Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline. Int. J. Mol. Sci. 2018, 19, 3917.

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