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体外条件下酚类化合物对自由基的反应活性。

Reactivity of phenolic compounds towards free radicals under in vitro conditions.

作者信息

Mathew Sindhu, Abraham T Emilia, Zakaria Zainul Akmar

机构信息

Chemical Science and Technology Division, National Institute of Interdisciplinary Science and Technology (NIIST, CSIR), Trivandrum, 695019 Kerala India ; Institute of Bioproduct Development, Universiti Teknologi Malaysia, 81310 Johor Bahru, Johor Malaysia.

Chemical Science and Technology Division, National Institute of Interdisciplinary Science and Technology (NIIST, CSIR), Trivandrum, 695019 Kerala India.

出版信息

J Food Sci Technol. 2015 Sep;52(9):5790-8. doi: 10.1007/s13197-014-1704-0. Epub 2015 Jan 8.

Abstract

The free radical scavenging activity and reducing power of 16 phenolic compounds including four hydroxycinnamic acid derivatives namely ferulic acid, caffeic acid, sinapic acid and p-coumaric acid, benzoic acid and its derivatives namely protocatechuic acid, gallic acid and vanillic acid, benzene derivatives namely vanillin, vanillyl alcohol, veratryl alcohol, veratraldehyde, pyrogallol, guaiacol and two synthetic antioxidants, butylated hydroxy anisole (BHA) and propyl gallate were evaluated using 1,1-Diphenyl-2-picrylhydrazyl radical (DPPH(•)), 2,2'-Azinobis-3- ethylbenzothiazoline-6-sulfonic acid radical (ABTS(+•)), Hydroxyl radical ((•)OH) and Superoxide radical (O2 (•-)) scavenging assays and reduction potential assay. By virtue of their hydrogen donating ability, phenolic compounds with multiple hydroxyl groups such as protocatechuic acid, pyrogallol, caffeic acid, gallic acid and propyl gallate exhibited higher free radical scavenging activity especially against DPPH(•) and O2 (•-). The hydroxylated cinnamates such as ferulic acid and caffeic acid were in general better scavengers than their benzoic acid counter parts such as vanillic acid and protocatechuic acid. All the phenolic compounds tested exhibited more than 85 % scavenging due to the high reactivity of the hydroxyl radical. Phenolic compounds with multiple hydroxyl groups also exhibited high redox potential. Exploring the radical scavenging and reducing properties of antioxidants especially those which are found naturally in plant sources are of great interest due to their protective roles in biological systems.

摘要

利用1,1-二苯基-2-苦基肼自由基(DPPH(•))、2,2'-联氮双(3-乙基苯并噻唑啉-6-磺酸)自由基(ABTS(+•))、羟基自由基((•)OH)和超氧阴离子自由基(O2 (•-))清除试验以及还原电位试验,对16种酚类化合物的自由基清除活性和还原能力进行了评估。这16种酚类化合物包括4种羟基肉桂酸衍生物,即阿魏酸、咖啡酸、芥子酸和对香豆酸;苯甲酸及其衍生物,即原儿茶酸、没食子酸和香草酸;苯衍生物,即香兰素、香草醇、藜芦醇、藜芦醛、连苯三酚、愈创木酚,以及两种合成抗氧化剂,即丁基羟基茴香醚(BHA)和没食子酸丙酯。由于具有供氢能力,含有多个羟基的酚类化合物,如原儿茶酸、连苯三酚、咖啡酸、没食子酸和没食子酸丙酯,表现出较高的自由基清除活性,尤其是对DPPH(•)和O2 (•-)。羟基肉桂酸酯类,如阿魏酸和咖啡酸,通常比它们对应的苯甲酸类,如香草酸和原儿茶酸,具有更好的清除能力。由于羟基自由基的高反应性,所有测试的酚类化合物的清除率均超过85%。含有多个羟基的酚类化合物也表现出较高的氧化还原电位。由于抗氧化剂在生物系统中的保护作用,探索其自由基清除和还原特性,尤其是植物来源中天然存在的抗氧化剂,具有重要意义。

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