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8-羟基喹啉的抗氧化性能及其与铁的配位络合

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

机构信息

Division of Molecular Systems Biology, Department of Ecogenomics and Systems Biology, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, Austria.

Department of Plant Biochemistry, Albrecht-von-Haller Institut, Georg-August-Universität Göttingen, Justus-von-Liebig-Weg 11, D-37077 Göttingen, Germany.

出版信息

Int J Mol Sci. 2018 Dec 7;19(12):3917. doi: 10.3390/ijms19123917.

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.

摘要

背景

生物碱 8-羟基喹啉(8HQ)以各种生物活性而闻名,包括抗氧化作用,特别是与各种过渡金属(如铁等)形成配位络合物。因此,8HQ 被广泛探索作为有前途的神经退行性疾病治疗药物。然而,其他作者指出 8HQ 具有促氧化作用。在这里,我们研究了 8HQ 的促氧化和抗氧化特性,特别是在与铁(II)和铁(III)形成配位络合物的情况下。

方法

使用纳米电喷雾质谱、差示脉冲伏安法、脱氧核糖降解、铁(II)自氧化和盐水虾死亡率测定法。

结果

8HQ 与铁(II)和铁(III)形成了复杂的配位络合物混合物。此外,8HQ 表现出抗氧化作用,但没有促氧化作用。在盐水虾死亡率测定中,8HQ 表现出毒性,而在铁(III)存在下毒性降低。

结论

8HQ 是一种有效的抗氧化剂,其作用不仅取决于与铁离子形成配位络合物,还取决于由于 8-羟基的氧化还原性质而产生的清除活性。在使用的一系列测定中未观察到促氧化作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a396/6321042/4e9da3b07943/ijms-19-03917-g001.jpg

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