Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (02): 360-367 .DOI: 10.6023/cjoc1108301 Previous Articles     Next Articles

Articles

多酯基取代的叶绿素类二氢卟吩衍生物的合成

殷军港a, 王振b, 杨泽a, 刘超b, 赵丽丽a, 王进军a   

  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:2011-08-30 修回日期:2011-10-09 发布日期:2012-03-09
  • 通讯作者: 王进军 E-mail:wjj1955@153.com
  • 基金资助:

    山东省自然科学基(No. Y2008B49)、中匈政府间科技合作(No. 2008-444-4-32)资助项目.

Synthesis of Multi-ester Substitutied Chlorin Derivatives Related to Chlorophyll-a

Yin Junganga, Wang Zhenb, Yang Zeaa, Liu Chaob, Zhao Lilia, Wang Jinjuna   

  1. a Colledge of Chemistry and Chemical Engineering, Yantai University, Yantai 264005;
    b Pharmacy College, Yantai University, Yantai 264005
  • Received:2011-08-30 Revised:2011-10-09 Published:2012-03-09
  • Supported by:

    Project supported by the Natural Science Foundation of Shandong Province of China (No. Y2008B49) and the International Science and Technology Project between Governments of China and Hungary (No. 2008-444-4-32).

From methyl pheophorbide-a which was used as a starting material, purpurin-7 trimethyl ester and chlorin-p6 trimethyl ester were synthesized by hydrogation-opening ring, allomerization and rearrangement reaction. The synthesis of ten unreported chlorin derivatives related to chlorophyll-a was accomplished by electrophilic adduction, electrophilic substitution, 1,3-dipolar cycloadduction and oxidation-rearrangement reaction to chemical modifications for C(3)-vinyl group, 20-meso-position, methyl group at 12-position and ester moieties at terminal positions. The structures of all new chlorins were characterized by UV, IR, 1H NMR spectra and elemental analysis.

Key words: chlorophyll-a, methyl pheophorbide-a, chlorophyll degradation, chlorin, chemical modification, synthesis