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香豆素基Schiff碱类化合物的合成及抗氧化性能
引用本文: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. DOI: 10.11944/j.issn.1000-0518.2018.05.170279
作者姓名:丰翠  闵曼  谢蓉蓉  任建辉  陈琳
作者单位:广东药科大学药学院 广州 510006;广东药科大学中药学院 广州 510006
基金项目:广东省科技计划项目(2012B061700040);广东省医学科学技术研究基金项目(201618171249486)资助
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  
收稿时间:2017-08-10

Synthesis and Antioxidant Activity of Coumarin Schiff Base Derivatives
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. DOI: 10.11944/j.issn.1000-0518.2018.05.170279
Authors:FENG Cui  MIN Man  XIE Rongrong  REN Jianhui  CHEN Lin
Affiliation:School of Pharmacy,Guangdong Pharmaceutical University,Guangzhou 510006,China;College of Traditional Chinese Medicine,Guangdong Pharmaceutical University,Guangzhou 510006,China
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.
Keywords:coumarin Schiff base  antioxidant
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