Interaction of Astaxanthin with Iron Salts Fe2+ and Fe3+ in Organic Solvents

IF 0.5 Q4 CHEMISTRY, MULTIDISCIPLINARY
N. V. Zhdanova, N. Yu. Lotosh, E. A. Kulikov, S. V. Lukashevich, S. N. Malakhov, Yu. A. Koksharov, A. A. Selishcheva
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Abstract

The carotenoid astaxanthin has a variety of biological activities and antioxidant properties. Due to its lipophilic nature, astaxanthin can be used to protect against lipid peroxidation, in which iron ions play an important role. The effect of Fe2+ ions on the oxidative degradation of astaxanthin in phospholipid liposomes was previously studied. In this paper, we study the interaction of astaxanthin with Fe3+ and Fe2+ in organic solvents of various polarities in the absence of lipids. It is shown that in the presence of Fe3+, astaxanthin oxidation and degradation occurs in methanol and dichloromethane. The formation of an intermediate product with an absorption maximum at 876 nm is recorded spectrophotometrically. Electron paramagnetic resonance (EPR) proves the radical nature of the intermediate product, whose signal intensity decreased over time, with the signal remaining for up to 3 days. Based on the obtained results, it can be assumed that the radical product formed in the reaction with Fe3+ is the radical cation of astaxanthin. At the same time, no changes are detected when astaxanthin is incubated with Fe2+: the absorption spectrum does not change and no radical product is formed.

Abstract Image

Abstract Image

有机溶剂中虾青素与铁盐Fe2+和Fe3+的相互作用
类胡萝卜素虾青素具有多种生物活性和抗氧化特性。由于其亲脂性,虾青素可用于防止脂质过氧化,其中铁离子起重要作用。前人研究了铁离子对虾青素在磷脂脂质体中氧化降解的影响。本文研究了虾青素与Fe3+和Fe2+在不含脂质的不同极性有机溶剂中的相互作用。结果表明,在Fe3+存在下,虾青素在甲醇和二氯甲烷中发生氧化降解。用分光光度法记录了在876 nm处最大吸收的中间产物的形成。电子顺磁共振(EPR)证实了中间产物的自由基性质,其信号强度随着时间的推移而减弱,信号持续时间可达3天。根据得到的结果,可以认为与Fe3+反应形成的自由基产物是虾青素的自由基阳离子。同时,虾青素与Fe2+孵育没有变化:吸收光谱没有变化,也没有形成自由基产物。
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来源期刊
Moscow University Chemistry Bulletin
Moscow University Chemistry Bulletin CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
1.30
自引率
14.30%
发文量
38
期刊介绍: Moscow University Chemistry Bulletin is a journal that publishes review articles, original research articles, and short communications on various areas of basic and applied research in chemistry, including medical chemistry and pharmacology.
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