Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (12): 3250-3259.DOI: 10.6023/cjoc201806046 Previous Articles     Next Articles



张珠a, 李家柱b, 张善国b, 王振b, 王进军a,b   

  1. a 烟台大学文经学院食品与生物工程系 烟台 264005;
    b 烟台大学化学化工学院 烟台 264005
  • 收稿日期:2018-06-30 修回日期:2018-07-28 发布日期:2018-08-23
  • 通讯作者: 王进军
  • 基金资助:


Heterocyclization for the Structures on the Periphery of Py-ropheophorbide and Synthesis of Chlorophyll Derivatives

Zhang Zhua, Li Jiazhub, Zhang Shanguob, Wang Zhenb, Wang Jinjuna,b   

  1. a Department of Food & Biological Engineering, Wenjing College, Yantai University, Yantai 264005;
    b College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005
  • Received:2018-06-30 Revised:2018-07-28 Published:2018-08-23
  • Contact: 10.6023/cjoc201806046
  • Supported by:

    Project supported by the National Natural Science Foundations of China (No. 21272048) and the University Science and Technology Plan Projects of Shandong Province (No. J15LC51).

In order to expand study and application for the chlorophllous chlorins, pyropheophorbide-a methyl ester was used as a starting material. The chemical modifications and structural transformations along the terminals of N21-N23 axis were carried out to build active electron-accepting functional structures such as aldehyde, α-diketone, enenitrile and ketene moieties. The cyclizations with different electron-sufficient systems were accomplished to synthesize a series of unreported chlorins related to chlorophyll with multiple heterocyclic structures. The chemical structures of new compounds were characterized by elemental analysis, MS, UV-Vis, IR and 1H NMR spectra. Meanwhile the relevant formation process of the heterocyclic ring, the stereochemistry selectivity and the change of the electronic spectrum were discussed.

Key words: chlorophyll-a, chlorin, chemical modification, heterocyclization reaction, synthesis