5-胺基-1-(3-氯-2-吡啶基)-4-(5-甲硫基-1,3,4-口恶二唑-2-基)-吡唑衍生物的合成及抗烟草花叶病毒活性研究  

Synthesis and anti-TMV activities of 1-(3-chloropyridin-2-yl)-5-Nsubstituted-4-(5-(methylthio)-1,3,4-oxadiazol-2-yl)-pyrazole derivatives

作　　者：吴志兵[1,2] 李向阳[1,2] 周翔[1,2] 杨文清[1,2] 叶意强 宋宝安[1,2] 杨松[1,2,3] 

机构地区：[1]绿色农药与农业生物工程国家重点实验室培育基地,绿色农药与农业生物工程教育部重点实验室,贵阳550025 [2]贵州大学精细化工研究开发中心,贵阳550025 [3]华东理工大学药学院,上海200237

出　　处：《中国科学：化学》2016年第11期1195-1203,共9页SCIENTIA SINICA Chimica

基　　金：国家科技支撑计划(编号:2014BAD23B01);国家自然科学基金(编号:21372052,21462011)资助项目

摘　　要：针对烟草花叶病毒(tobacoo mosaic virus,TMV),设计、合成了一系列5-胺基-1-(3-氯-2-吡啶基)-4-(5-甲硫基-1,3,4-噁二唑-2-基)-吡唑衍生物.初步抗TMV活性测试结果表明,大部分化合物对TMV表现出良好的治疗活性,其中化合物T_2、T_(11)和T_(13)在500μg/mL的浓度下,对TMV的治疗活性分别达到58.5%、56.1%和51.2%,略优于对照药剂宁南霉素(51.0%).进一步活性测试表明,化合物T_(11)对TMV的治疗活性的半数有效浓度(EC_(50))值为268.2μg/mL,与宁南霉素(247.2μg/mL)相当.活性化合物T_(11)与TMV外壳蛋白(TMV CP)作用的微量热泳动实验和荧光光谱实验均表明,该化合物与TMV CP之间具有较强的相互作用.Tobacco mosaic virus（TMV） can infect tobacco and other plants species of Solanacae family. A series of novel 1-（3-chloropyridin-2-yl）-5-N-substituted-4-（5-（methylthio）-1,3,4-oxadiazol-2-yl）-pyrazole derivatives were designed and synthesized for anti-TMV. Preliminary bioassay against TMV revealed that most title compounds have good curative activity. It was found that compounds T2, T11, and T13 showed 58.5%, 56.1% and 51.2% curative activity against TMV at 500 μg/m L, respectively. The EC50 value of compound T11 against TMV was 268.2 μg/m L, as well as that of ningnanmycin（247.2 μg/mL）. Microscale thermophoresis（MST） and fluorescence spectroscopy research revealed that compound T11 had strong interaction with TMV CP.

关 键 词：吡唑 1 3 4-噁二唑 烟草花叶病毒 分子对接 相互作用 

分 类 号：S432.41[农业科学—植物病理学] O626[农业科学—农业昆虫与害虫防治]