Estimation of scavenging activity of phenolic compounds using the ABTS•+ assay

Estimation of scavenging activity of phenolic compounds using the ABTS•+ assay
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DOI:
10.1021/jf0400056
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发表时间:
2004-07-28
影响因子:
6.1
通讯作者:
Zhang, HY
Zhang, HY
中科院分区:
农林科学1区
文献类型:
--
作者:
Nenadis, N;Wang, LF;Zhang, HY

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关于ABTS(.+)适用性的意见本文在实验数据和理论计算的基础上,对酚类化合物的构效关系进行了研究。所有检测的AH(羟基肉桂酸衍生物、简单多酚、多羟基苯甲酸酯和类黄酮)均对ABTS(.+)有活性。此外,已知的弱自由基清除剂(即,香豆酸和异阿魏酸)对咖啡酸或迷迭香酸是有效的或相对活性的,这与基于1,1-二苯基-2-苦基肼(DPPH)数据或键离解焓值的AH分类相矛盾。在乙醇和缓冲(pH 7.4)环境中均观察到该行为。间苯二酚和间苯三酚被认为是比邻苯二酚和对苯二酚更活跃,而在多羟基苯甲酸酯,2,4-二羟基苯甲酸是最不活跃的,与DPPH和理论数据。因此,可以说ABTS(.+)测定可以给出在特定系统中存在抗氧化剂的指示,但是SAR不能容易地推断。
Observations on the applicability of the ABTS(.+) assay to define structure -activity relationships (SARs) among phenols (AH) were based on experimental data and theoretical calculations. All AH examined (hydroxycinnamic derivatives, simple polyphenols, polyhydroxybenzoates, and flavonoids) were found to be active toward ABTS(.+). Moreover, known weak radical scavengers (i.e., coumaric and isoferulic acids) were found to be efficient or comparatively active to caffeic or rosmarinic acids in contradiction to the AH classification based on 1,1 -diphenyl-2-picrylhydrazyl (DPPH) data or the bond dissociation enthalpy values. This behavior was observed both in ethanol and in buffered (pH 7.4) environment. Resorcinol and phloroglucin were found to be more active than catechol and hydroquinone, whereas, among polyhydroxybenzoates, 2,4-dihydroxybenzoic acid was the least active, in line with the DPPH and theoretical data. Therefore, it can be argued that the ABTS(.+) assay may give an indication for the presence of antioxidants in a certain system but SARs cannot be readily inferred.