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基于磷酸化邻苯二酚的膜靶向抗氧化剂的合成与性能

[Synthesis and properties of membrane-addressed antioxidants based on phosphorylated pyrocatechols].

作者信息

Akhrem A A, Dolgopalets V I, Kisel' M A, Mezen N I, Timoshchuk V A, Fedulov A S, Shadyro O I

出版信息

Bioorg Khim. 1995 May;21(5):391-5.

PMID:7661864
Abstract

Amphiphilic membrane-addressed antioxidants differing in their hydrophobic-hydrophilic balance, 3,5-di-tert-butyl-2-hydroxyphenyl phosphate, (3,5-di-tert-butyl-2-hydroxyphenyl)hexadecyl phosphate, and (3,5-di-tert-butyl-2-hydroxyphenyl)-5-cholesten-3 beta-yl phosphate, were synthesized starting from 3,5-di-tert-butyl-o-quinone. Even at 10(-8) M concentration, 3,5-di-tert-butyl-2-hydroxyphenyl phosphate and (3,5-di-tert-butyl-2-hydroxyphenyl)hexadecyl phosphate inhibit formation of malonic aldehyde during peroxidation of lipids from rat brain homogenate initiated with a Fe(2+)-ascorbate system. At 10(-4) M and higher concentrations of antioxidants in the brain homogenate, the formation of malonic aldehyde is inhibited more efficiently than with tocopherol at the same concentrations.

摘要

以3,5-二叔丁基邻苯二酚为原料合成了具有不同疏水亲水平衡的两亲性膜靶向抗氧化剂,即3,5-二叔丁基-2-羟基苯基磷酸酯、(3,5-二叔丁基-2-羟基苯基)十六烷基磷酸酯和(3,5-二叔丁基-2-羟基苯基)-5-胆甾烯-3β-基磷酸酯。即使在10^(-8) M的浓度下,3,5-二叔丁基-2-羟基苯基磷酸酯和(3,5-二叔丁基-2-羟基苯基)十六烷基磷酸酯也能抑制由Fe(2+)-抗坏血酸体系引发的大鼠脑匀浆脂质过氧化过程中丙二醛的形成。在脑匀浆中抗氧化剂浓度为10^(-4) M及更高时,丙二醛的形成比相同浓度的生育酚更有效地受到抑制。

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