含二苯醚结构的联苯胺类衍生物的合成及活性研究  

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

作　　者：汪万强[1] 程兰 彭宏英 姚维忠 张锐 陈宬[2] 程华[1] Wang Wanqiang;Cheng Lan;Peng Hongying;Yao Weizhong;Zhang Rui;Chen Cheng;Cheng Hua(Department of Chemical Engineering and Food Science,Hubei University of Arts and Science,Xiangyang 441053;State Key Laboratory of Advanced Technology for Materials Synthesis and Processing,Wuhan University of Technology,Wuhan 430070)

机构地区：[1]湖北文理学院化学化工与食品科学学院,襄阳441053 [2]武汉理工大学材料复合新技术国家重点实验室,武汉430070

出　　处：《有机化学》2019年第10期2851-2859,共9页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21502062);湖北文理学院教师科研能力培育基金(No.2018kypy001);湖北文理学院学科开放基金(No.XK2019039)资助项目~~

摘　　要：采用活性亚结构拼接的方法将二苯醚活性结构单元引入到联苯胺的结构中,设计并合成了一系列未见文献报道的新型含二苯醚结构的联苯胺类衍生物.此外,所得目标化合物的结构经1H NMR、13C NMR、高分辨质谱(HRMS)及熔点(m.p.)确认.测试了该类化合物对猪心来源琥珀酸-细胞色素c氧化还原酶(SCR)的抑制活性,活性结果表明:N-{4-[2-氯-4-(三氟甲基)苯氧基]-3-氟苯基}-[1,1'-联苯]-4-胺(3o)的抑制活性较好,抑制率达到了46.44%.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 10μmol·L^-1,which demonstrated potential values for further investigations.

关 键 词：联苯胺 二苯醚 合成 生物活性 

分 类 号：O62[理学—有机化学]