Target-based design, synthesis and biological activity of new pyrazole amide derivatives

被引：3

作者：

XiLe Deng ^{[1
]}

Li Zhang ^{[1
]}

XuePing Hu ^{[1
]}

Bin Yin ^{[1
]}

Pei Liang ^{[2
]}

XinLing Yang ^{[1
]}

机构：

[1] Department of Applied Chemistry, College of Science, China Agricultural University

[2] Department of Entomology, College of Agriculture and Biotechnology, China Agricultural University

来源：

Chinese Chemical Letters | 2016年 / 27卷 / 02期

关键词：

Molting hormone; Pyrazole amide; Rational design; Bioactivity; Molecular docking;

D O I：

暂无

中图分类号：

O626 [杂环化合物]; TQ450.1 [基础理论];

学科分类号：

070303 ; 081704 ; 090403 ;

摘要：

Based on the similarities in the conformation of VS008(N-（4-methylphenyl）-3-（tert-butyl）-1-（phenylmethyl）-1H-pyrazole-5-carboxamide) and BYIO6830(N'-（3,5-dimethylbenzoyl）-N'-tert-butyl-5-methyl-2,3-dihydro-l,4-benzodioxine-6-carbohydrazide) bound to the active site of the EcR subunit of the ecdysone receptor（EcR）-ultraspiracle protein（USP） heterodimeric receptor,a series of new pyrazole amide derivatives were designed and synthesized.Their structures were confirmed by IR,1H NMR,13C NMR and elemental analysis.Results from a preliminary bioassay revealed that two of the pyrazole derivatives exhibited promising insecticidal activity.Specifically,compounds 6e and 6i exhibited good activity against Helicoverpa armigera（cotton bollworm） at low concentration.Symptoms displayed by tebufenozide-treated H.armigera were identical with those displayed by its treated counterpart.6i showed the same poisoning symptoms as those of tebufenozide.In addition,results from molecular docking result indicated that the binding modes of 6e and 6i at the active site of the EcR subunit of the heterodimeric receptor were similar to that of the bound tebufenozide.

引用

页码：251 / 255

页数：5

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