Antioxidant properties and the formation of iron coordination complexes of 8-hydroxyquinoline

Author(s)
Vladimir Chobot, Franz Hadacek, Gert Bachmann, Wolfram Weckwerth, Lenka Kubicova
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.

Organisation(s)
Department of Ecogenomics and Systems Biology, Large-Instrument Facility for Mass Spectrometry in Life Sciences, Research Platform Vienna Metabolomics Center
Journal
International Journal of Molecular Sciences
Volume
19
ISSN
1661-6596
DOI
https://doi.org/10.3390/ijms19123917
Publication date
12-2018
Publication status
Published
Peer reviewed
Yes
Austrian Fields of Science 2012
106002 Biochemistry, 301403 Neurochemistry
Keywords
Alzheimer’s, Fenton reaction, Hydroxyl radical, Iron chelates, Reactive oxygen species
ASJC Scopus subject areas
Catalysis, Molecular Biology, Spectroscopy, Computer Science Applications, Physical and Theoretical Chemistry, Organic Chemistry, Inorganic Chemistry
Portal url
https://ucris.univie.ac.at/portal/en/publications/antioxidant-properties-and-the-formation-of-iron-coordination-complexes-of-8hydroxyquinoline(ba2dc0aa-26c8-4d2b-873b-8b81f92b2f74).html