1,2-二氢吡啶支架新烟碱类类似物的设计、合成及杀虫效果评价

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC
Du Tan, Yiping Wang, Wulin Yang, Xusheng Shao, Zhong Li
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引用次数: 0

摘要

以1,2-二氢吡啶为骨架,采用新型环化反应合成了一系列新烟碱类类似物。生物测定表明,部分化合物在浓度为100 mg/L时对青蚜有较好的杀虫活性,其中苯基上的取代基对杀虫活性有较大影响。其中化合物A3和A19的LC50值分别为17.089和4.792 mg/L。分子对接结果显示,化合物A19与Leu102、Val114和Arg55残基通过h键结合到lynaea滞海菌乙酰胆碱结合蛋白上。这些结果为1,2-二氢吡啶支架的新烟碱类类似物的设计提供了有希望的指导。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Design, Synthesis, and Insecticidal Evaluation of Neonicotinoid Analogues With 1,2-Dihydropyridine Scaffold

Design, Synthesis, and Insecticidal Evaluation of Neonicotinoid Analogues With 1,2-Dihydropyridine Scaffold

A series of neonicotinoid analogues with 1,2-dihydropyridine scaffold were synthesized by the novel annulation reaction. Bioassay indicated that some compounds exhibited good insecticidal activity against Aphis craccivora at a concentration of 100 mg/L, and the substituents on the phenyl group have a great influence on insecticidal activity. Especially, the LC50 values of compounds A3 and A19 were 17.089 and 4.792 mg/L, respectively. Molecular docking results revealed that compound A19 bound to Lymnaea stagnalis acetylcholine binding protein via H-bonds with the residues of Leu102, Val114, and Arg55. These results proposed a promising guide for the design of neonicotinoid analogues with 1,2-dihydropyridine scaffold.

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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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