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2013 , Vol. 33 >Issue 03: 562 - 567

DOI: https://doi.org/10.6023/cjoc201211020

研究论文

新型脱氢枞胺衍生物的合成及其抗自由基活性

  • 陆洲 ,
  • 刘超祥 ,
  • 余星 ,
  • 林中祥
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  • 南京林业大学化学工程学院 南京 210037

收稿日期: 2012-11-09

  修回日期: 2012-12-06

  网络出版日期: 2012-12-10

基金资助

国家自然科学基金(No. 31170536)和江苏高校优势学科建设工程资助项目.

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Synthesis and Anti-free Radical Activities of Several Novel Derivatives of Dehydroabietylamine

  • Lu Zhou ,
  • Liu Chaoxiang ,
  • Yu Xing ,
  • Lin Zhongxiang
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  • College of Chemical Engineering Nanjing Forestry University, Nanjing 210037

Received date: 2012-11-09

  Revised date: 2012-12-06

  Online published: 2012-12-10

Supported by

Project supported by the National Natural Science Foundation of China (No. 31170536) and the Priority Academic Program Development of Jiangsu Higher Education Institutions.

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摘要

通过不同的方法在脱氢枞胺中引入酰腙、没食子酸、肟、异烟基等对清除自由基有效果的基团, 设计合成了几种新型的脱氢枞胺衍生物. 利用1H NMR, 13C NMR, IR和HRMS对所有合成的化合物进行了结构表征. 测试了所合成的化合物对清除超氧阴离子(O2-)和二苯代苦味酰基自由基(DPPH·)的活性, 其中N-(3,4,5-三羟基苯甲酰基)-脱氢枞胺(6)对O2-的抑制率达到38.18%, 是常用抗氧化药物Vc (18.35%)的两倍以上; 对(DPPH·)的半数抑制浓度为0.002×103 mg/L, 远优于Vc (0.236×103 mg/L).

关键词： 脱氢枞胺; 抗自由基; 酰腙; 没食子酸

本文引用格式

陆洲 , 刘超祥 , 余星 , 林中祥 . 新型脱氢枞胺衍生物的合成及其抗自由基活性[J]. 有机化学, 2013 , 33(03) : 562 -567 . DOI: 10.6023/cjoc201211020

Abstract

A series of novel derivatives of dehydroabietylamine were synthesized by introducing some groups with good free radical scavenging activities into the dehydroabietylamine, such as hydrazone, gallic acid, oxime and isoniazid. Structures of the synthesized compounds were characterized by IR, 1H NMR, 13C NMR, MS and HRMS techniques. All the compounds were tested the ability on scavenging superoxide anion radical (O2-) and 1,1-dipheny-2-picrylhydrazyl (DPPH·). The results indicate that the inhibitory rate of O2- by (6) (38.18%) is twice as much as that of Vc (18.35%), and its capacity on scavenging DPPH· (IC50＝0.002×103 mg/L) is much better than Vc (IC50＝0.236×103 mg/L.

Key words： dehydroabietylamine; anti-free radical; acylhydrazone; gallic acid

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