3-芳基-4-氧香豆素基苯基硫脲衍生物的合成及杀菌活性  

Synthesis and antibacterial activities of 3-aryl-4-coumarinoxy phenylthiourea derivatives

作　　者：陈美航 罗海荣 杜士杰 鲁道旺 张迅 沈祖敏 秦旭峰 谯登贤 吴文能 CHEN Meihang;LUO Hairong;DU Shijie;LU Daowang;ZHANG Xun;SHEN Zumin;QIN Xufeng;QIAO Dengxian;WU Wenenng(College of Material and Chemistry Engineering,Tongren University,Tongren 554300,Guizhou Province,China;College of Food and Phphmaceutical Engineering,Guiyang University,Guiyang 550005,China)

机构地区：[1]铜仁学院材料与化学工程学院,贵州铜仁554300 [2]贵阳学院食品与制药工程学院,贵阳550005

出　　处：《农药学学报》2021年第1期76-82,共7页Chinese Journal of Pesticide Science

基　　金：国家自然科学基金(21762037,31701821);贵州省科技计划项目(黔科合基础[2019]1454号);绿色农药与农业生物工程教育部重点实验室(贵州大学)开放基金项目(黔教合KY字[2019]038);贵州省教育厅普通高等学校工程研究中心建设项目(黔教合KY字〔2017〕).

摘　　要：为寻找具有更高杀菌活性的含香豆素的硫脲类衍生物,本文合成了13个未见文献报道的3-芳基-4-氧香豆素基苯基硫脲衍生物,其结构经过红外光谱、核磁共振氢谱、核磁共振碳谱、质谱和元素分析确认,并初步测试了其对两种病原细菌的活性。结果表明:该类化合物具有较好的杀菌活性,其中化合物4b、4h、4i、4j和4m抑制水稻白叶枯菌Xanthomonas oryzae pv.oryzae的EC50值分别为117.7、118.1、105.7、104.3和110.5μg/mL,优于对照药剂噻菌铜(EC50值195.8μg/mL);化合物4b、4h、4i、4j和4m抑制柑橘溃疡病菌Xanthomonas citri subsp.citri的EC50值分别为111.6、95.6、102.9、83.1和112.1μg/mL,优于对照药剂噻菌铜(EC50值128.7μg/mL)。In order to find thiourea derivatives containing coumarin moiety with high antibacterial activities,thirteen 3-aryl-4-coumarinoxy phenylthiourea derivatives were synthesized.Their structures were characterized by IR,1H NMR,13C NMR,MS and elemental analysis,and their antibacterial activities against two pathogenic bacteria were preliminarily evaluated in this work.The results indicated that target compounds possessed good antibacterial activities.Among of them,compounds 4b,4h,4i,4j and 4m showed excellent antibacterial activities against Xanthomonas oryzae pv.oryzae with EC50 value of 117.7,118.1,105.7,104.3110.5μg/mL,respectively,which were all superior to that of thiodiazole-copper(EC50 value 195.8μg/mL).Meanwhile,compounds 4b,4h,4i,4j and 4m showed better antibacterial activities against Xanthomonas citri subsp.citri with EC50 value of 111.6,95.6,102.9,83.1,112.1μg/mL,respectively,which were superior to that of thiodiazole-copper(EC50 value 128.7μg/mL).

关 键 词：香豆素 硫脲衍生物 农药合成 杀菌活性 

分 类 号：O626.417[理学—有机化学] TQ450.1[理学—化学]