Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (7): 1814-1823.DOI: 10.6023/cjoc201610045 Previous Articles     Next Articles



姜齐永a, 张珠a, 刘洋b, 姚楠楠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:2016-10-31 修回日期:2017-01-16 发布日期:2017-03-03
  • 通讯作者: 王进军
  • 基金资助:


Synthesis of Chlorin Aldehydes with Chlorophyllous Skeleton and Their Interactions with Protein

Jiang Qiyonga, Zhang Zhua, Liu Yangb, Yao Nannanb, 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:2016-10-31 Revised:2017-01-16 Published:2017-03-03
  • Contact: 10.6023/cjoc201610045
  • 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).

Pyropheophorbide-a (b) methyl esters were used as starting materials to form different chlorophyll degradation products by the modification of the exocyclic ring and the metallization of the chromophore. The new functional groups were introduced at 20-position via the Vilsmeier acylation and the Blanc hydroxymethylation. The active structures of chlorin peripheries were oxidized using osmium tetroxide, thaillum nitrate and air as oxidizing agent to introduce the formyl group and the formylmethyl group at 3-, 7-or 12-postion and on the exocyclic ring, respectively. A series of unreported chlorin aldehydes related to chlorophyll were synthesized and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra. The reaction mechanisms on the hydroformylation for the chlorophyllous chlorins were discussed and the interactions of new compounds with bovine serum albumins were researched.

Key words: chlorophyll, chlorin, bovine serum albumins, chemical modification, florescence quenching