通过在碳酸钾或碳酸氢钠作为碱的存在下,使三氟乙脒酰氯衍生物与盐酸乙脒或硫脲反应,设计并合成了三种新型三氟甲基化化合物。体外和体内试验证明了测试化合物在控制由南方根结线虫引起的开心果砧木根结线虫病中的功效。双三氟甲基化衍生物,即N,N\'\'-硫代羰基双(N\'-(3,4-二甲基苯基)-2,2,2-三氟乙酰氨基酰胺)(化合物A1),作为新型和有前途的杀线虫剂表现出很高的功效,在0.042毫克/升的浓度下达到高达78.28%的控制。这种效应归因于四个甲基和两个三氟甲基。在化合物A1的接种前施用中,所有三个浓度(0.033、0.037和0.042mg/L,和Velum)表现出更高的控制水平,控制率为83.79、87.46和80.73%,分别。在微图试验中,化合物A1在0.037mg/L的浓度下有效地降低了M.incognita的种群水平并增强了植物生长。这表明化合物A1具有抑制刺猬蛋白的潜力,可用于预防根结病的进展。此外,分子对接结果表明,化合物A1和A3与位于hedgehog蛋白活性位点的特定氨基酸残基(Gln60,Asp530,Glu70,Arg520和Thr510)相互作用。根据本研究的实验结果,化合物A1有望成为未来研究的先导化合物。
Three novel trifluoromethylated compounds were designed and synthesized by reacting trifluoroacetimidoyl chloride derivatives with acetamidine hydrochloride or thiourea in the presence of potassium carbonate or sodium hydrogen carbonate as a base. In vitro and in vivo assays demonstrated the efficacy of the tested compounds in controlling root-knot nematode disease on pistachio rootstocks caused by Meloidogyne incognita. Bis-trifluoromethylated derivatives, namely N,N\'\'-thiocarbonylbis(N\'-(3,4-dimethylphenyl)-2,2,2-trifluoroacetimidamide) (compound A1), showed high efficacy as novel and promising nematicides, achieving up to 78.28% control at a concentration of 0.042 mg/liter. This effect is attributed to four methyl and two trifluoromethyl groups. In the pre-inoculation application of compound A1, all three concentrations (0.033, 0.037, and 0.042 mg/liter, and Velum) exhibited a higher level of control, with 83.79, 87.46, and 80.73% control, respectively. In the microplot trials, compound A1 effectively reduced population levels of M. incognita and enhanced plant growth at a concentration of 0.037 mg/liter. This suggests that compound A1 has the potential to inhibit hedgehog protein and could be utilized to prevent the progression of root-knot disease. Furthermore, the molecular docking results revealed that compounds A1 and A3 interact with specific amino acid residues (Gln60, Asp530, Glu70, Arg520, and Thr510) located in the active site of hedgehog protein. Based on the experimental findings of this study, compound A1 shows promise as a lead compound for future investigations.