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含吲哚部分的新型吡啶并[1,2 - ]嘧啶酮中氮茚化合物作为潜在乙酰胆碱受体杀虫剂的设计、合成及杀虫活性

Design, Synthesis, and Insecticidal Activity of Novel Pyrido[1, 2-]pyrimidinone Mesoionic Compounds Containing an Indole Moiety as Potential Acetylcholine Receptor Insecticides.

作者信息

Zhang Jian, Song Runjiang, Wu Shang, Cai Di, Wu Zengxue, Hu Deyu, Song Baoan

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, Huaxi District, Guiyang 550025, China.

出版信息

J Agric Food Chem. 2022 May 4;70(17):5349-5356. doi: 10.1021/acs.jafc.2c00838. Epub 2022 Apr 20.

Abstract

In this study, a series of novel mesoionic pyrido[1,2-]pyrimidinone compounds containing a natural skeleton indole were designed and synthesized, and the insecticidal activities of the target compounds were tested. The results showed that the target compounds had good to excellent insecticidal activities against white-backed planthoppers () and bean aphids (). Among them, compound showed outstanding insecticidal activities against both and , with LC values of 0.86 and 0.85 μg/mL, respectively. The insecticidal activity against bean aphids () was superior to that of triflumezopyrim (LC = 3.67 μg/mL). Proteomics and quantitative real-time polymerase chain reaction (qRT-PCR) results revealed that compound may interact with α1 and α7 nAChR subunits of . The results of enzyme activities indicated that compound was an inhibitor of AChE in . This study provides new ideas for the discovery of new mesoionic pyrido[1,2-]pyrimidinone insecticides.

摘要

在本研究中,设计并合成了一系列含有天然骨架吲哚的新型中氮茚并[1,2 - ]嘧啶酮化合物,并测试了目标化合物的杀虫活性。结果表明,目标化合物对白背飞虱和豆蚜具有良好至优异的杀虫活性。其中,化合物对两者均表现出突出的杀虫活性,LC值分别为0.86和0.85μg/mL。其对豆蚜的杀虫活性优于三氟苯嘧啶(LC = 3.67μg/mL)。蛋白质组学和定量实时聚合酶链反应(qRT-PCR)结果表明,化合物可能与的α1和α7 nAChR亚基相互作用。酶活性结果表明,化合物是中的乙酰胆碱酯酶抑制剂。本研究为新型中氮茚并[1,2 - ]嘧啶酮杀虫剂的发现提供了新思路。

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