邻醌增强抗坏血酸氧化。脂质电荷和镁离子的联合作用。

IF 1.1 4区 环境科学与生态学 Q4 ENVIRONMENTAL SCIENCES
Antonio E Alegría, Pedro Sanchez-Cruz
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引用次数: 2

摘要

醌类化合物是自然界中广泛存在的化合物。其中,邻醌类被发现参与帕金森病的致病机制,参与自由基氧化还原反应的氧化脱氨,并作为2,3-和3,4-儿茶酚雌激素致癌途径的中间体。在疏水邻醌、1,10-phenanthroquinone (PHQ)和β -lapachone (LQ)的溶液中加入MgCl(2),在中性脂质dimyristoylphophatidycholine (DMPC)的大单层囊泡(LUVs)缺失或存在的情况下,增强抗坏血酸的氧化,尽管在脂质存在的情况下,抗坏血酸的初始氧化速率比在脂质缺失的情况下要小。在没有或存在DMPC的情况下,将这种盐加入对醌1,4-萘醌(NQ)溶液中不影响抗坏血酸的氧化速率。在存在或不存在DMPC的情况下,在PHQ或LQ的半醌溶液中加入MgCl(2)可以增加半醌的稳定性,从半醌歧化平衡位移到半醌的形成。此外,MgCl(2)增加了邻半醌进入水相的分配,尽管对NQ的半醌没有观察到这种影响。对于所研究的所有醌类,在由DMPC和二myristoylphosphatidic acid DMPA的等摩尔混合物组成的带负电荷的luv存在时,抗坏血酸氧化率和半醌平衡浓度较小。在没有或存在中性脂质的情况下,抗坏血酸氧化率增强与添加MgCl(2)增加半醌浓度相关。这一观察结果支持抗坏血酸氧化速率增加是由半醌热力学稳定引起的这一命题。因此,在类似于DMPC的疏水环境中,MgCl(2)在含有疏水邻醌的溶液中增强抗坏血酸氧化速率仍然是可能的。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Ortho-quinone-enhanced ascorbate oxidation. Combined roles of lipid charge and the magnesium cation.

Quinones are widely distributed compounds in nature. Of these, ortho-quinones are found to be involved in the pathogenic mechanism of Parkinson's disease, in oxidative deaminations to free-radical redox reactions, and as intermediates in the pathways implicated in the carcinogenicity of 2,3- and 3,4-catechol estrogens. Addition of MgCl(2) to solutions of the hydrophobic ortho-quinones, 1,10-phenanthroquinone (PHQ) and beta-lapachone (LQ) enhances ascorbate oxidation in the absence or presence of large unilamellar vesicles (LUVs) of the neutral lipid dimyristoylphos-phatidylcholine (DMPC), although initial rates of ascorbate oxidation are smaller in the presence of lipid as compared to its absence. Addition of this salt to solutions of the para-quinone 1,4-naphthoquinone (NQ) did not affect the ascorbate rate of oxidation in the absence or presence of DMPC. Addition of MgCl(2) to semiquinone solutions of PHQ or LQ in the presence or absence of DMPC increases semiquinone stability, as detected from the semiquinone disproportionation equilibrium displacement to semiquinone formation. Furthermore, MgCl(2) increases the partition of the ortho-semiquinones into the aqueous phase, although no such effect is observed for the semiquinone of NQ. For all the quinones under study, smaller rates of ascorbate oxidation and of semiquinone equilibrium concentration occur in the presence of negatively charged LUVs composed of an equimolar mixture of DMPC and dimyristoylphosphatidic acid DMPA. Ascorbate oxidation rate enhancements correlate with an increase in semiquinone concentration with addition of MgCl(2), in the absence or presence of neutral lipid. This observation favors the proposition that ascorbate oxidation rate increases are caused by semiquinone thermodynamic stabilization. Thus, the ascorbate oxidation rate enhancement by MgCl(2) in solutions containing hydrophobic ortho-quinones is still possible in systems with hydrophobic environments analogous to that of DMPC.

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来源期刊
Toxicological and Environmental Chemistry
Toxicological and Environmental Chemistry ENVIRONMENTAL SCIENCES-TOXICOLOGY
CiteScore
3.50
自引率
5.60%
发文量
0
期刊介绍: The journal is interdisciplinary in outlook, and manuscripts published in it cover all relevant areas: • inorganic chemistry – trace elements in food and the environment, metal complexes and chelates; • organic chemistry – environmental fate, chemical reactions, metabolites and secondary products, synthesis of standards and labelled materials; • physical chemistry – photochemistry, radiochemistry; • environmental chemistry – sources, fate, and sinks of xenochemicals, environmental partitioning and transport, degradation and deposition; • analytical chemistry – development and optimisation of analytical methods, instrumental and methodological advances, miniaturisation and automation; • biological chemistry – pharmacology and toxicology, uptake, metabolism, disposition of xenochemicals, structure-activity relationships, modes of action, ecotoxicological testing.
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