香豆素基Schiff碱类化合物的合成及抗氧化性能

doi:10.11944/j.issn.1000-0518.2018.05.170279

摘要/Abstract

摘要：

以2,3,4-三甲氧基苯甲醛为原料,经脱甲基、Knoevenagel缩合、亲核加成等反应合成了2个香豆素基Schiff碱类化合物,其结构经核磁共振谱(¹H NMR))和质谱(MS)确证。并采用淬灭二苯代苦味肼基自由基(DPPH)、2,2'-联氮双(3-乙基苯并噻唑啉-6-磺酸)二铵盐(ABTS)和羟自由基等方法对其体外抗氧化性能进行了表征。结果表明,目标化合物对3种自由基均具有一定的淬灭活性,其中对DPPH和羟自由基的淬灭活性高于母体化合物7,8-二甲氧基-3-氨基香豆素,具有较高的抗氧化活性。

关键词: 香豆素基Schiff碱, 抗氧化

Abstract:

Two Coumarin Schiff base derivatives were synthesized from 2,3,4-trimethoxybenzaldehyde by demethylation, Knoevenagel and nucleophilic addition reaction. Structures of the corresponding products were elucidated through the analysis of ¹H NMR and MS spectra. The antioxidant activities of two derivatives were evaluated by quenching 2,2'-diphenyl-1-picrylhydrazyl radical(DPPH), 2,2'-azinobis(3-ethylbenzothiazoline-6-sulphonate) ammonium salt cationic radical(ABTS), and hydroxyl free radical. The result shows that the target compounds can quench the three types of free radicals. Compared to 7,8-dimethoxy-3-aminocoumarin, two coumarin Schiff base derivatives have higher quenching activity for DPPH and hydroxyl free radical and have higher antioxidant activity.

Key words: coumarin Schiff base, antioxidant

丰翠,闵曼,谢蓉蓉,任建辉,陈琳. 香豆素基Schiff碱类化合物的合成及抗氧化性能[J]. 应用化学, 2018, 35(5): 538-543.

FENG Cui,MIN Man,XIE Rongrong,REN Jianhui,CHEN Lin. Synthesis and Antioxidant Activity of Coumarin Schiff Base Derivatives[J]. Chinese Journal of Applied Chemistry, 2018, 35(5): 538-543.

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