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有机化学
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有机化学 ›› 2012, Vol. 32 ›› Issue (02): 368-375 .DOI: 10.6023/cjoc1107031 上一篇    下一篇

研究论文

红紫素-18 的胺解反应及其叶绿素类二氢卟吩衍生物的合成

王朋a, 杨泽a, 李家柱b, 姚楠楠b, 王进军a,b   

  1. a 烟台大学化学化工学院 烟台 264005;
    b 烟台大学药学院 烟台 264005
  • 收稿日期:2011-07-03 修回日期:2011-09-15 发布日期:2012-03-09
  • 通讯作者: 王进军 E-mail:wjj1955@163.com
  • 基金资助:

    山东省自然科学基金(No. Y2008B49)资助项目.

Aminolysis Reaction of Purpurin-18 and Synthesis of Chlorin Derivatives Related to Chlorophyll

Wang Penga, Yang Zea, Li Jazhub, Yao Nannanb, Wang Jinjuna,b   

  1. a College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
    b Pharmacy College, Yantai University, Yantai 264005
  • Received:2011-07-03 Revised:2011-09-15 Published:2012-03-09
  • Supported by:

    Project supported by the Natural Science Foundation of Shandong Province of China (No. Y2008B49).

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被引次数

11 | 5

以红紫素-18 甲酯为原料, 与脂肪胺或者苯胺在加热回流和微波促进的条件下进行胺解反应, 分别得到单酰胺化、双酰胺化和羰基亚胺化产物; 同时, 沿着N21-N23 轴向对所得红紫素-18 酰亚胺实施化学修饰, 分别得到难以分离的具有阻旋异构和差向异构特征的红紫素-18 酰亚胺混合物. 新的二氢卟吩类衍生物均经UV, IR, 1H NMR 光谱、质谱及元素分析证明其结构，并对相应的胺解反应提出了可能的反应机理.

关键词: 叶绿素-a, 红紫素-18, 胺化, 红紫素-18 内酰胺, 合成

The aminolysis of purpurin-18 with aliphatic amines or aromatic amines was carried out by reflux and microwave assisted methods to obtain mono-amidated, di-amidated and carbonyl-imidizated products. The chemical modifications of purpurin-18 imides along their N21-NM23 axis produced the mixtures of purpurin-18 imides possessing atropisomeric and anomeric characteritics. The structures of new chlorophyll derivatives were characterized by UV, IR, 1H NMR, MS techniques and elemental analysis. The possible mechanisms about aminization reactions were tentatively proposed.

Key words: chlorophyll-a, purpurin-18, amination, purpurin-18 imide, synthesis