Liu Aiping, Wang Xiaoguang, Ou Xiaoming, Huang Mingzhi, Chen Can, Liu Shudong, Huang Lu, Liu Xinping, Zhang Chenglai, Zheng Yongquan, Ren Yeguo, He Lian, Yao Jianren
National Engineering Research Center for Agrochemicals, Hunan Research Institute of Chemical Industry, Changsha 410007, China.
J Agric Food Chem. 2008 Aug 13;56(15):6562-6. doi: 10.1021/jf800651z. Epub 2008 Jul 4.
Strobilurins have become one of the most important classes of agricultural fungicides. To search for novel strobilurin compounds with unique biological activities, novel bis(trifluoromethyl)phenyl-based strobilurin analogues were synthesized by the reaction of 1-bis(trifluoromethyl)phenyl based methanone oxime with corresponding strobilurin pharmacophores in the presence of bases such as potassium hydroxide, potassium carbonate, or sodium hydride. ( E)-Methyl 2-(2-(((( Z)(1-(3,5-bis(trifluoromethyl) phenyl)-1-methoxymethylidene)amino)oxy)methyl)phenyl)-3-methoxyacrylate and ( Z)-methyl- N-( E)-2-(( E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(methoxyimino)methyl)benzyloxy-3,5-bis(trifluoromethyl)benzimidate were more effective against Erysiphe graminis and sphaerotheca fuligine than commercial strobilurin fungicides metominostrobin, azoxystrobin, and trifloxystrobin.
甲氧基丙烯酸酯类杀菌剂已成为最重要的农用杀菌剂类别之一。为了寻找具有独特生物活性的新型甲氧基丙烯酸酯类化合物，通过1-双（三氟甲基）苯基甲酮肟与相应的甲氧基丙烯酸酯类药效基团在氢氧化钾、碳酸钾或氢化钠等碱的存在下反应，合成了新型双（三氟甲基）苯基甲氧基丙烯酸酯类类似物。（E）-2-（2-（（（Z）（1-（3,5-双（三氟甲基）苯基）-1-甲氧基亚甲基）氨基）氧基）甲基）苯基-3-甲氧基丙烯酸甲酯和（Z）-甲基-N-（E）-2-（（E）-（5,6-二氢-1,4,2-二恶嗪-3-基）（甲氧基亚氨基）甲基）苄氧基-3,5-双（三氟甲基）苯甲脒对小麦白粉病菌和瓜白粉菌的防治效果比市售甲氧基丙烯酸酯类杀菌剂醚菌酯、嘧菌酯和肟菌酯更好。
