有机化学 ›› 2014, Vol. 34 ›› Issue (6): 1206-1211.DOI: 10.6023/cjoc201401009 上一篇    下一篇

研究简报

焦脱镁叶绿酸-a的苯腙和氨基酸席夫碱的合成

杨晓英a, 谭广慧a,b, 曲凤玉a,b, 金英学a, 王进军c   

  1. a. 哈尔滨师范大学化学化工学院 哈尔滨 150025;
    b. 哈尔滨师范大学生命科学技术学院 哈尔滨 150025;
    c. 烟台大学化学化工学院 烟台 264005
  • 收稿日期:2014-01-08 修回日期:2014-02-11 出版日期:2014-06-25 发布日期:2014-03-10
  • 通讯作者: 金英学, 王进军 E-mail:yenghak@hrbnu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21272048,21171045)和黑龙江省高效科技创新团队建设计划(No. 2011TD010)资助项目.

Synthesis of Phenylhydrazone and Amino acid Schiff Base of Pyropheophorbide-a

Yang Xiaoyinga, Tan Guanghuia,b, Qu Fengyua,b, Jin Yingxuea, Wang Jinjunc   

  1. a. College of Chemistry & Chemical Engineering, Harbin Normal University, Harbin 150025;
    b. College of Life Science and Biotechnology, Haerbin Normal University, Harbin 150025;
    c. College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005
  • Received:2014-01-08 Revised:2014-02-11 Online:2014-06-25 Published:2014-03-10
  • Supported by:

    Project supported by the National Natural Sciences of Foundation of China (Nos. 21272048, 21171045), and the Program for Scientific Technological Innovation, Team Construction in Universites of Heilongjiang Province (No. 211TD010).

以焦脱镁叶绿酸-a甲酯为原料,通过E-环羰基分别与苯肼和氨基酸反应合成了焦脱镁叶绿酸-a甲酯苯腙和焦脱镁叶绿酸-a氨基酸席夫碱. 苯腙的最大吸收波长显著红移. 席夫碱最大吸收波长稍有蓝移,而其水溶性明显增大. 所有新化合物的结构经1H NMR,MS或元素分析所证实.

关键词: 光动力治疗, 焦脱镁叶绿酸-a甲酯(Mppa), 苯腙, 氨基酸, 席夫碱, 水溶性

Methyl pyropheophorbide-a was used as starting material for the synthesis of phenylhydrazone and amino acid Schiff base by reactions of carbonyl group at 131-position. The maximum absorption wavelength of phenylhydrazone caused a red shift. The water-solubility of Schiff base was incremented, and the maximum absorption wavelength shifted hypsochromically. The structures of all these compounds were characterized by 1H NMR, MS and elemental analysis.

Key words: photodynamic therapy (PDT), methyl pyropheophorbide-a (Mppa), phenylhydrazone, amino acid, Schiff base, water-soluble