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

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 promi...

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Autores principales: Chobot, Vladimir, Hadacek, Franz, Bachmann, Gert, Weckwerth, Wolfram, Kubicova, Lenka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6321042/
https://www.ncbi.nlm.nih.gov/pubmed/30544490
http://dx.doi.org/10.3390/ijms19123917
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author Chobot, Vladimir
Hadacek, Franz
Bachmann, Gert
Weckwerth, Wolfram
Kubicova, Lenka
author_facet Chobot, Vladimir
Hadacek, Franz
Bachmann, Gert
Weckwerth, Wolfram
Kubicova, Lenka
author_sort Chobot, Vladimir
collection PubMed
description 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.
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spelling pubmed-63210422019-01-07 Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline Chobot, Vladimir Hadacek, Franz Bachmann, Gert Weckwerth, Wolfram Kubicova, Lenka Int J Mol Sci Article 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. MDPI 2018-12-07 /pmc/articles/PMC6321042/ /pubmed/30544490 http://dx.doi.org/10.3390/ijms19123917 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Chobot, Vladimir
Hadacek, Franz
Bachmann, Gert
Weckwerth, Wolfram
Kubicova, Lenka
Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline
title Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline
title_full Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline
title_fullStr Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline
title_full_unstemmed Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline
title_short Antioxidant Properties and the Formation of Iron Coordination Complexes of 8-Hydroxyquinoline
title_sort antioxidant properties and the formation of iron coordination complexes of 8-hydroxyquinoline
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6321042/
https://www.ncbi.nlm.nih.gov/pubmed/30544490
http://dx.doi.org/10.3390/ijms19123917
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