Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (5): 2045-2054.DOI: 10.6023/cjoc202011026 Previous Articles     Next Articles



秦啸天a, 张俊朝a, 何钰晴a, 张锐a, 程华a,*(), 陈宬b,*(), 秦鑫c,*()   

  1. a 湖北文理学院化学化工与食品科学学院 湖北襄阳 441053
    b 武汉理工大学材料复合新技术国家重点实验室 武汉 430070
    c 湖北文理学院医学院 湖北襄阳 441053
  • 收稿日期:2020-11-20 修回日期:2020-12-21 发布日期:2021-02-22
  • 通讯作者: 程华, 陈宬, 秦鑫
  • 基金资助:
    湖北省教育厅重点项目(D20192601); 湖北文理学院创新团队培育基金(2020kypyt004); 国家级大学生创新创业训练计划(201910519006); 湖北文理学院科研启动基金(2059057)

Synthesis and Biological Activities of Coenzyme Q Derivatives Containing (4-Aryloxylaryl)amino Moiety

Xiaotian Qina, Junchao Zhanga, Yuqing Hea, Rui Zhanga, Hua Chenga,*(), Cheng Chenb,*(), Xin Qinc,*()   

  1. a Department of Chemical Engineering and Food Science, Hubei University of Arts and Science, Xiangyang, Hubei 441053
    b State Key Laboratory of Advanced Technology for Materials Synthesis and Processing, Wuhan University of Technology, Wuhan 430070
    c Medicine College of Hubei University of Arts and Science, Xiangyang, Hubei 441053
  • Received:2020-11-20 Revised:2020-12-21 Published:2021-02-22
  • Contact: Hua Cheng, Cheng Chen, Xin Qin
  • About author:
    * Corresponding authors. E-mail: ;
  • Supported by:
    Key Project of Hubei Provincial Department of Education(D20192601); Innovation Team Cultivation Fund of Hubei University of Arts and Sciences(2020kypyt004); National Undergraduate Innovation and Entrepreneurship Training Program(201910519006); Starting Research Fund of Hubei University of Arts and Science(2059057)

Coenzyme Q is a class of compounds that naturally exist in a variety of biological cells and have important physiological functions. They have attracted extensive attention due to their own biochemical and pharmacological effects. In addition, the diaryl ether skeleton is widely present in many biologically active molecules such as medicines and pesticides. In view of the unique structures and physiological functions of coenzyme Q, combined with the extensive biological activity of diaryl ether fragments and the basis of our previous work, a series of coenzyme Q derivatives containing (4-aryloxylaryl)- amino moiety were designed and synthesized. The structures of the target compounds were confirmed by nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR), high resolution mass spectrometry (HRMS) and melting point measurements. Subsequently, the in vitro inhibitory activities of these compounds against porcine heart succinate-cytochrome c oxidoreductase (SCR) as well as their in vivobactericidal, herbicidal and insecticidal activities were evaluated. The bioassay results indicated that some compounds demonstrated certain biological activity, showing the potential values for further investigations.

Key words: coenzyme Q, derivative, diaryl ether, synthesis, biological activity