Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (11): 2262-2271.DOI: 10.6023/cjoc201405009 Previous Articles     Next Articles



纪建业a, 殷军港b, 赵丽丽b, 姚楠楠b, 祁彩霞c, 王进军b,c   

  1. a 通化师范学院化学系 通化 134002;
    b 烟台大学文经学院 烟台 264005;
    c 山东省黄金工程技术研究中心(工业应用) 烟台 264005
  • 收稿日期:2014-05-06 修回日期:2014-06-13 发布日期:2014-09-12
  • 通讯作者: 王进军,
  • 基金资助:


Hydroxyla(acyla)tion of Purpurin-18 Imide and Synthesis of Chlorophyllous Chlorin Derivatives

Ji Jianyea, Yin Jungangb, Zhao Lilib, Yao Nannanb, Qi Caixiac, Wang Jinjunb,c   

  1. a Department of Chemistry, College of teachers, Tonghua 134002;
    b Wenjing College, Yantai University, Yantai 264005;
    c Shandong Applied Research Centre of Gold Nanotechnology (Au-SDARC), Yantai 264005
  • Received:2014-05-06 Revised:2014-06-13 Published:2014-09-12
  • Supported by:

    Project supported by the National Natural Science Foundations of China (No.21272048) and the Project of Shandong Applied Reaearch Centre of Gold Nanotechnology (2011).

Purpurin-18 methyl ester, as a starting material, was converted into purpurin-18 imide linked substituted structures bearing hydroxyl or acyl group at nitrogen atom in the imide by aminolysis for exocyclic ring. The hydroxyl, acyl or substituted groups with relevant functional structures were introduced by oxidation, allomerization, radical substitution and nucleophilic substitution reaction making use of active reactive regions on the periphery. The syntheses of 12 unreported chlorophyllous chlorins with carbon skeleton of purpurin-18 imide were accomplished and their chemical structures were characterized by UV, IR, 1H NMR and elemental analysis. The different effects on the tetrapyrrol macrocycle by hydroxylation and acylation are discussed.

Key words: chlorophyll-a, chlorin, purpurin-18 imide, chemical modification, synthesis