食品科学 ›› 2005, Vol. 26 ›› Issue (1): 218-222.

• 营养卫生 • 上一篇    下一篇

肉桂酸及其衍生物抗氧化活性研究

 赵春贵, 张立伟, 王晖, 黄登宇   

  1. 山西大学化学生物学与分子工程教育部重点实验室; 山西大学化学生物学与分子工程教育部重点实验室
  • 出版日期:2005-01-15 发布日期:2011-09-19

Study on Anti-oxidation Effects of Cinnamic Acid and Its Derivants

 ZHAO  Chun-Gui, ZHANG  Li-Wei, WANG  Hui, HUANG  Deng-Yu   

  1. Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of Education,Shanxi University
  • Online:2005-01-15 Published:2011-09-19

摘要: 目的:研究肉桂酸及其衍生物等8种中草药有效成分对超氧阴离子自由基的清除和抑制脂质过氧化的作用和规律,以期为食品和药物等抗氧化剂的筛选和应用提供理论依据。方法:O2·测定采用改良的硝基四氮唑蓝-(NBT)还原法,微粒体脂质过氧化产物丙二醛(MDA)测定采用TBA分光光度法。结果:咖啡酸、氯原酸、连翘酯甙和阿魏酸对O2·具有较强的清除能力,对-羟基香豆酸、邻-羟基香豆酸和间-羟基香豆酸对O-2·的清除-能力较弱,肉桂酸则没有,清除O2·的能力强弱顺序为:咖啡酸>氯原酸>连翘酯甙>阿魏酸>对羟基香豆酸>邻-羟基香豆酸>间羟基香豆酸;对肝脏微粒体脂质过氧化产物MDA的形成具有抑制作用,作用的强弱关系与清除O2·能力基本一致。结论:除肉桂酸外,7种肉桂酸衍生物均具有抗氧化作用,而肉桂酸没有,进一步表明各-药物的抗氧化能力与其结构有明显的关系。结构—活性显示:-CHCHCOOH基团不是肉桂酸衍生物抗氧化的活性基团,而酚羟基是其抗氧化的必需基团;在肉桂酸-CHCHCOOH基团的对位含有酚羟基的化合物比在邻位或间位含有酚羟基化合物清除O2·活性强;在肉桂酸衍生物酚羟基的邻位有含孤对电子的杂原子取代基(-OH,-OCH3)时,-其清除O·的能力进一步提高。-2

关键词: 抗氧化, 超氧阴离子自由基, 脂质过氧化, 构效分析

Abstract: Objective To investigate the scavenging effects of on O2·and inhibiting effects on lipid peroxidation of the cinnamic - acid and its derivants. Method The methods of Nitro blue tetrazolium (NBT) and TBA were adopted respectively to determine half inhibiting concentration (IC50) on superoxide anioric free radical (O·) and the contents of Malonic dialdehyde (MDA) of - 2 liver microsome lipid peroxide (LPO) products of the cinnamic acid and its derivants. Result The O·scavenging effects of caffeic - 2 acid, chlorogenic acid, forsythiaside and ferulic acid were strong while, p-coumaric acid, o-coumaric acid and m-coumaric acid had relatively weak O·scavenging activity, but cinnamic acid had no O·scavenging activity. The derivants of cinnamic acid can - - 2 2 effectively inhibit the iron-induced lipid peroxidation of rabbit liver microsomes in a concentration-dependent manner, but cinnamic acid can not. Conclusion The seven kinds of derivants of cinnamic acid all had distinctive effects on anti-oxidation, but cinnamic acid had not. The relationship of structure and the O· scavenging activity revealed that the phenolic hydroxyl structural - 2 group in benzene ring was the important determinant for O· scavenging but not -CHCHCOOH structural group. The reactivity - 2 of phenolic hydroxyl could increased if there is a heteroatom with p-tape lone pair of electrons (such as -OH,-OCH3) in its ortho position of it, while phenolic hydroxyl in the para position of –CHCHCOOH had relatively strong reactivity.

Key words: anti-oxidation, superoxide anionic free radical (O·), lipid peroxidation(LPO), the relationship of - 2 structure and activity