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含 - 二酰胺的新型异恶唑啉化合物对草地贪夜蛾的设计、合成及杀虫活性

Design, Synthesis, and Insecticidal Activity of Novel Isoxazoline Compounds That Contain -diamides against Fall Armyworm ().

作者信息

Jiang Biaobiao, Feng Di, Li Fangyi, Luo Yuqin, He Siqi, Dong Yawen, Hu Deyu

机构信息

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, Guizhou550025, P. R. China.

School of Pharmaceutical Sciences, Guizhou University, Guiyang, Guizhou550025, P. R. China.

出版信息

J Agric Food Chem. 2023 Jan 18;71(2):1091-1099. doi: 10.1021/acs.jafc.2c07035. Epub 2023 Jan 4.

Abstract

Fall armyworm () is a major migratory pest around the entire world that causes severe damage to agriculture. We designed and synthesized a series of novel isoxazoline derivatives based on the previously discovered active compound to find new and effective candidates against . Most of them showed excellent insecticidal activity. In addition, a three-dimensional quantitative structure-activity relationship model was established, and compound was designed and synthesized based on the results. The bioassay result showed that compound exhibited excellent activity against (LC = 3.46 mg/L), which was substantially better than that of the positive control fipronil (LC = 78.8 mg/L). Furthermore, an insect γ-aminobutyric acid (GABA) enzyme-linked immunosorbent assay indicated that can upregulate the content of GABA in insects in a manner similar to that of fipronil. Molecular docking showed that the hydrophobic effect and hydrogen-bond interactions are vital factors between the binding of and receptors. All of these results suggest that compound could be employed as a novel isoxazoline lead compound to control .

摘要

草地贪夜蛾是一种在全球范围内造成严重农业损害的主要迁飞性害虫。我们基于先前发现的活性化合物设计并合成了一系列新型异恶唑啉衍生物,以寻找对抗草地贪夜蛾的新的有效候选物。它们中的大多数表现出优异的杀虫活性。此外,建立了三维定量构效关系模型,并根据结果设计合成了化合物 。生物测定结果表明,化合物 对草地贪夜蛾表现出优异的活性(LC₅₀ = 3.46 mg/L),明显优于阳性对照氟虫腈(LC₅₀ = 78.8 mg/L)。此外,昆虫γ-氨基丁酸(GABA)酶联免疫吸附测定表明, 能够以类似于氟虫腈的方式上调昆虫体内GABA的含量。分子对接表明,疏水作用和氢键相互作用是 与受体结合之间的关键因素。所有这些结果表明,化合物 可作为一种新型异恶唑啉先导化合物用于防治草地贪夜蛾。

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