Citation: Wang Wanqiang, Cheng Lan, Peng Hongying, Yao Weizhong, Zhang Rui, Chen Cheng, Cheng Hua. Synthesis and Biological Activities of New 4-Phenylanilines Containing the Diphenyl Ether Moiety[J]. Chinese Journal of Organic Chemistry, ;2019, 39(10): 2851-2859. doi: 10.6023/cjoc201904049 shu

Synthesis and Biological Activities of New 4-Phenylanilines Containing the Diphenyl Ether Moiety

a.
Department of Chemical Engineering and Food Science, Hubei University of Arts and Science, Xiangyang 441053
b.
State Key Laboratory of Advanced Technology for Materials Synthesis and Processing, Wuhan University of Technology, Wuhan 430070

Corresponding author: Chen Cheng, chengchen@whut.edu.cn Cheng Hua, cch510@126.com
Received Date: 19 April 2019
Revised Date: 23 May 2019
Available Online: 6 October 2019
Fund Project: Project supported by the National Natural Science Foundation of China (No.21502062), the Teachers'Scientific Research Ability Cultivation Fund of Hubei University of Arts and Science (No.2018kypy001) and the Open Foundation of Discipline of Hubei University of Arts and Science (No.XK2019039)the Teachers'Scientific Research Ability Cultivation Fund of Hubei University of Arts and Science No.2018kypy001the Open Foundation of Discipline of Hubei University of Arts and Science XK2019039the National Natural Science Foundation of China 21502062

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According to the principle of "splicing-up" bioactive substructures, a new series of target compounds were designed and synthesized by incorporating a diphenyl ether moiety into 4-phenylanilines. Moreover, the structures of the synthesized compounds were confirmed by ¹H NMR, ¹³C NMR, HRMS and melting points measurements. The inhibitory activities of these compounds were evaluated against succinate-cytochrome reductase (SCR). Based on the bioassay results, target compound N-(4-(2-chloro-4-(trifluoromethyl)phenoxy)-3-fluorophenyl)-[1, 1'-biphenyl]-4-amine (3o) exhibited an inhibition rate of 46.44% at a concentration of 10 μmol·L^-1, which demonstrated potential values for further investigations.
- 4-phenylanilines,
- diphenyl ether,
- synthesis,
- biological activities
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