CAJ | 학술논문

为了寻找更多高活性化合物和进行先导结构的衍生,利用Ugi反应设计合成了18个4-甲基-1,2,3-噻二唑新化合物(Ⅰ-1～Ⅰ-18),其结构均经核磁共振氢谱、红外光谱和高分辨质谱的表征和确认.杀菌、抗病毒以及诱导活性的筛选结果表明:目标化合物Ⅰ-3和Ⅰ-11抗烟草花叶病毒(TMV)的半叶法活性高于对照药剂病毒唑,Ⅰ-6的保护活性和钝化活性高于病毒唑,Ⅰ-12的治疗活性高于病毒唑,Ⅰ-16的诱导活性高于对照药剂噻酰菌胺;氟原子的引入有利于保持和提高新化合物的抗病毒活性,4-甲基-1,2,3-噻二唑和氟原子是新化合物抗病毒的重要活性亚结构单元.Ugi反应是新农药创制中先导优化的绿色手段.
위료심조경다고활성화합물화진행선도결구적연생,이용Ugi반응설계합성료18개4-갑기-1,2,3-새이서신화합물(Ⅰ-1～Ⅰ-18),기결구균경핵자공진경보、홍외광보화고분변질보적표정화학인.살균、항병독이급유도활성적사선결과표명:목표화합물Ⅰ-3화Ⅰ-11항연초화협병독(TMV)적반협법활성고우대조약제병독서,Ⅰ-6적보호활성화둔화활성고우병독서,Ⅰ-12적치료활성고우병독서,Ⅰ-16적유도활성고우대조약제새선균알;불원자적인입유리우보지화제고신화합물적항병독활성,4-갑기-1,2,3-새이서화불원자시신화합물항병독적중요활성아결구단원.Ugi반응시신농약창제중선도우화적록색수단.
1,2,3-thiadiazoles possess versatile biological activity.In order to conduct lead derivation and find more active new structures,18 novel 4-methyl-1,2,3-thiadiazoles containing active new compounds synthesized were confirmed by 1H NMR,IR and HRMS.Bioassay including fungicidal activity,antivirus activity in vitro and in vivo and systemic acquired resistance of the target compounds indicated that these newly synthesized 4-methyl-1.2,3-thiadiazoles 1-3 and Ⅰ-11 were found to show better anti-tobacco mosaic virus(TMV)activity than ribavirin by half juicy robbing method,compound Ⅰ-6 showed best protective and inactiviation activities,compound Ⅰ-12 showed best curative acitivity,compound Ⅰ-16 showed the best systemic acquired resistance.Fluorine atom favored the antivirus activity of the title compounds.The results suggested that 4-methyl-1,2,3-thiadiazole substructure and fluorine were important moieties for the anti-TMV activity of these compounds and Ugi reaction was an interesting potential green synthetic method in novel pesticide development.