新型喹啉酮衍生物的设计、合成及抗烟草花叶病毒活性  

Design,synthesis and anti-TMV activity of novel quinolinone derivatives

作　　者：崔培培[1] 谢俊凯 郭文涛[2] 徐瑶 吴心阳 杨岩 CUI Peipei;XIE Junkai;GUO Wentao;XU Yao;WU Xinyang;YANG Yan(Taiyuan University of Technology.College of Architecture and Arts,Jinzhong 030060,Shanxi,China;Taiyuan University of Technology College of Chemistry and Chemical Engineering,Jinzhong 030060,Shanxi,China)

机构地区：[1]太原理工大学建筑与艺术学院,山西晋中030060 [2]太原理工大学化学与化工学院,山西晋中030060

出　　处：《农药》2024年第12期871-878,共8页Agrochemicals

摘　　要：[目的]通过对天然产物进行修饰,创制绿色高效的抗病毒药剂。[方法]以蓝刺头碱为先导,通过活性基团引入,设计合成了1-(2-羟乙基)喹啉-4(1H)-酮(中间体1)和24个新型1-位含酯基的喹啉酮衍生物,并测试了其对烟草花叶病毒(TMV)的钝化、治疗和保护活性。[结果]目标化合物的结构经HRMS、^(1)H NMR和^(13)C NMR确证。8个喹啉酮衍生物的抗TMV活性优于病毒唑,其中中间体1、化合物3a和3d对TMV的钝化、治疗和保护活性最高,分别为44.2%、57.3%、50.4%,47.3%、41.0%、42.3%和45.8%、44.9%、47.2%。[结论]中间体1、化合物3a和3d可作为抗病毒先导化合物进一步进行结构优化。[Aims]This study aims to develop green and efficient viral inhibitors by structural modification of natural product.[Methods]Using echinopsine as lead compound,1-(2-hydroxy-ethyl)-1H-quinolin-4-one(intermediate 1)and 24 novel quinolinone derivatives with ester groups at position 1 were designed and synthesized by introduction of active functional groups.The in vivo anti-tobacco mosaic virus(anti-TMV)activities were evaluated in inactivation,curative,and protection modes.[Results]Their structures were confirmed by HRMS,^(1)H NMR and ^(13)C NMR.Eight compounds showed higher anti-TMV activities than ribavirin,among which intermediate 1(44.2%,57.3%,50.4%),3a(47.3%,41.0%,42.3%)and 3d(45.8%,44.9%,47.2%)showed the highest inactivation,curative and protection activities against TMV.[Conclusions]Intermediate 1,compounds 3a and 3d can be used as antiviral lead compounds for further structural optimization.

关 键 词：天然产物 喹啉酮 酯基 抗烟草花叶病毒活性 

分 类 号：TQ459[化学工程—农药化工]