Antioxidant properties and free radical-scavenging reactivity of a family of hydroxynaphthalenones and dihydroxyanthracenones

被引:48
作者
Rodriguez, Jorge
Olea-Azar, Claudio [1 ]
Cavieres, Cristina
Norambuena, Ester
Delgado-Castro, Tomas
Soto-Delgado, Jorge
Araya-Maturana, Ramiro
机构
[1] Univ Chile, Fac Ciencias Quim & Farmaceut, Dept Quim Inorgan & Anal, Santiago, Chile
[2] Univ Metropolitana Ciencias Educ, Fac Ciencias Basic, Dept Quim, Santiago, Chile
[3] Univ Chile, Fac Ciencias Quim & Farmaceut, Dept Quim Organ & Fisquim, Santiago, Chile
关键词
antioxidarit; hydroquinone; electron spin resonance spectroscopy; kinetics;
D O I
10.1016/j.bmc.2007.07.013
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This study was undertaken to investigate the free radical -scavenging and antioxidant activities of various structurally related hydroquinones including hydroxynaplithalenones and dihydroxyanthracenones. Electron spin resonance spectroscopy and spin trapping techniques were used to evaluate the ability of hydroquinones to scavenge hydroxyl, diphenylpicrylhydrazyl. and galvinoxyl radicals. In addition, the oxygen radical absorbing capacity assay using fluorescein (ORAC-FL) was used to obtain the relative antioxidant capacity of these radicals. The rate constants of the first H atom abstraction by 2,2-diphenyl-2-picrylhydrazyl (k(2)), were obtained tinder pseudo-first-order conditions. The free radical-scavenging activities and k(2), values discriminate well between hydroxynaphthalenones and dihydroxyanthracenones, showing that the latter have better antioxidant properties. The aforementioned experimental data agree with quanturn-chemical results demonstrating the relevance of intramolecular H bonding to radical-scavenging activities. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7058 / 7065
页数:8
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