Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2008-2014.DOI: 10.6023/cjoc201611036 Previous Articles     Next Articles



李标a, 刘秋霞b, 周元清a, 贾赵栋a, 朱曼毓a, 徐琰a, 宋毛平a   

  1. a 郑州大学化学与分子工程学院 郑州 450001;
    b 洛阳师范学院化学化工学院 洛阳 471000
  • 收稿日期:2017-01-10 修回日期:2017-04-07 发布日期:2017-04-21
  • 通讯作者: 徐琰
  • 基金资助:


Synthesis and Properties of 4-Ferrocenyl-carboxybenzenecoumarin Derivatives

Li Biaoa, Liu Qiuxib, Zhou Yuanqinga, Jia Zhaodonga, Zhu Manyua, Xu Yana, Song Maopinga   

  1. a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001;
    b College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471000
  • Received:2017-01-10 Revised:2017-04-07 Published:2017-04-21
  • Contact: 10.6023/cjoc201611036
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21171149).

Six novel ferrocenyl-carboxybenzene-coumarin derivatives were synthesized by 4-ferrocenylbenzoic and coumarin as raw materials through nitration, reduction reaction and condensation. The structures of compounds were characterized by IR, 1H NMR, 13C NMR and elemental analysis. The crystal structure of 4-ferrocene benzoic acid(coumarin-4-yl) ester (FcL1) was determined by X-ray diffraction analysis. The electrochemical research showed that the redox reaction on the surface of electrode was reversible with single electron and controlled by diffusion. Biological activity test results showed that the compound modified not conducive to the improvement of the bactericidal activity, only beneficial to the improvement of the antitumor activity. All the six compounds showed good inhibition against Curvularia lunata and Fusarium graminearum. In addition, FcL1 and 4-ferrocene benzoic acid (coumarin-7-yl) ester (FcL2) exhibited significant activities and selectivities against Esophageal carcinoma cell (IC50 value=2.10 and 1.25 μmol/L, respectively) in the anticancer activity test.

Key words: ferrocene, coumarin, electrochemical research, biological activity