农药学学报2022，Vol.24Issue(1)：21-30,10.DOI:10.16801/j.issn.1008-7303.2021.0157
4,5,5-三氟-N-(杂芳基甲基)戊-4-烯酰胺的合成及杀线虫活性
Synthesis and nematicidal activity of 4,5,5-trifluoro-N-(heteroaryl methyl) pent-4-enamide
摘要
Abstract
Plant parasitic nematodes may cause severe damages to crops globally. In this study, fifteen novel 4,5,5-trifluoropent-4-enamide derivatives were designed and synthesized, and their nematicidal activities both in vitro and in vivo (in sand) were determined. Compounds with high activity in sand were further investigated for their in vivo activities in matrix. Results of the in vitro test showed that some of compounds exhibited better nematicidal activity. Among the synthesized molecules, compounds B8 containing a furan ring exhibited excellent nematicidal activity against Meloidogyne incognita and Bursaphelenchus xylophilus, with LC50/72 h values of 1.22 mg/L and 0.53 mg/L, respectively. Furthermore, most of the compounds showed 100％ inhibition rate against M. incognita at 40 mg/L in sand in the in vivo test. Among which compound B10 containing a benzothiazole ring showed the best nematicidal activity. It exhibited 66.0％ inhibition rate at 2.5 mg/L. Results of the in vivo test in matrix showed that compound B6 containing a thiophene ring was the most active compound. It showed 31.0％ inhibition rate at 5 mg/L. Preliminary analysis on structure-activity relationship showed that the compounds containing non-substituted five-membered ring such as thiophene, furan and thiazole demonstrated better bioactivity than those compounds containing bulky six-membered ring or fused ring in the molecule.关键词
4,5,5-三氟戊-4-烯酰胺/南方根结线虫/松材线虫/杀线虫活性Key words
4,5,5-trifluoropent-4-enamide/Meloidogyne incognita/Bursaphelenchus xylophilus/nematicidal activity分类
化学化工引用本文复制引用
刘城,杨海平,张瑞峰,李忠,Peter MAIENFISCH,徐晓勇..4,5,5-三氟-N-(杂芳基甲基)戊-4-烯酰胺的合成及杀线虫活性[J].农药学学报,2022,24(1):21-30,10.基金项目
Supported by the National Natural Science Foundation of China(21672061)and National Key Research Program of China(2018YFD0200105). （21672061）
