ARTICLES

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

  • Xiaotian Qin ,
  • Junchao Zhang ,
  • Yuqing He ,
  • Rui Zhang ,
  • Hua Cheng ,
  • Cheng Chen ,
  • Xin Qin
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  • 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
* Corresponding authors. E-mail: ;

Received date: 2020-11-20

  Revised date: 2020-12-21

  Online published: 2021-02-22

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)

Abstract

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.

Cite this article

Xiaotian Qin , Junchao Zhang , Yuqing He , Rui Zhang , Hua Cheng , Cheng Chen , Xin Qin . Synthesis and Biological Activities of Coenzyme Q Derivatives Containing (4-Aryloxylaryl)amino Moiety[J]. Chinese Journal of Organic Chemistry, 2021 , 41(5) : 2045 -2054 . DOI: 10.6023/cjoc202011026

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