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对羟基苯甲醛磷酸酯席夫碱衍生物的合成及其抗抑郁活性
引用本文:刘进兵,吴凤艳. 对羟基苯甲醛磷酸酯席夫碱衍生物的合成及其抗抑郁活性[J]. 合成化学, 2015, 23(10): 934-937. DOI: 10.15952/j.cnki.cjsc.1005-1511.2015.10.0934
作者姓名:刘进兵  吴凤艳
作者单位:LIU Jin-bing, WU Feng-yan
基金项目:邵阳学院创新团队资助项目
摘    要:以对羟基苯甲醛为起始原料,经醚化和酯化反应制得中间体4-(2-羟乙氧基)苯甲醛磷酸二甲酯(2); 2分别与伯胺经缩合反应合成了4个对羟基苯甲醛磷酸酯席夫碱衍生物(4a~4d),其结构经1H NMR, 13C NMR, IR和ESI-MS确证。采用应急模型对4a~4d进行抗抑郁活性研究。初步结果表明: 2和4-(2-羟乙氧基)苯甲醛磷酸二甲酯甲氧基胺席夫碱(4d)表现出较好的抗抑郁活性,2的活性优于丙咪嗪,4d的活性与丙咪嗪接近。

关 键 词:对羟基苯甲醛  磷酸酯  席夫碱  合成  抗抑郁活性  
收稿时间:2015-03-17

Synthesis and Antidepressant Activities of 4-Hydroxybenzal-dehyde Schiff Base Derivatives with Phosphate Ester Group
LIU Jin-bing,WU Feng-yan. Synthesis and Antidepressant Activities of 4-Hydroxybenzal-dehyde Schiff Base Derivatives with Phosphate Ester Group[J]. Chinese Journal of Synthetic Chemistry, 2015, 23(10): 934-937. DOI: 10.15952/j.cnki.cjsc.1005-1511.2015.10.0934
Authors:LIU Jin-bing  WU Feng-yan
Affiliation:Department of Biology and Chemical Engineering, Shaoyang University, Shaoyang 422000, China
Abstract:Four 4-hydroxybenzaldehyde Schiff base derivatives(4a~4d) with phosphate ester group were synthesized by condensation reaction of primary amine with 2-(4-formylphenoxy)ethyl dimethyl phosphate(2), which was prepared by etherification and esterification from 4-hydroxybenzaldehyde. The structures were confirmed by 1H NMR, 13C NMR, IR and ESI-MS. Their antidepressant activities were investigated by emergency model. The results showed that 2 and 2-{4-[(methoxyimino)methyl]phenoxy}ethyl dimethyl phosphate(4d) had certain antidepressant activities in vivo. And 2 showed the better antidepressant activity than imipramine.
Keywords:4-hydroxybenzaldehyde  phosphate ester  Schiff base  synthesis  antidepressant activity  
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