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Discovery of Novel Anthranilic Diamide Derivatives Bearing Sulfoximine Group as Potent Insecticide Candidates

Chemical Research in Chinese Universities 2024年第1期40卷 96-108页

作者： ZHANG Hongyuan PENG Jinmin ZHONG Yuanhan CHEN Yue WANG Qing Haditullah HADIATULLAH XIE Weibin xiong lixia YUCHI Zhiguang LIU Jingbo LI Yuxin State Key Laboratory of Elemento-Organic Chemistry College of ChemistryNankai UniversityTianjin300071P.R.China Nankai University&Cangzhou Bohai New Area Institute of Green Chemical Engineering Changzhou062550P.R.China College of Horticulture and Landscape Architecture Tianjin Agricultural UniversityTianjin300392P.R.China Tianjin Key Laboratory for Modern Drug Delivery and High-efficiency Collaborative Innovation Center of Chemical Science and EngineeringSchool of Pharmaceutical Science and TechnologyTianjin UniversityTianjin300072P.R.China

The fall armyworm,Spodoptera frugiperda(***),represents the most resistant insect species and poses serious threat to grain ***(CHL),which targets the ryanodine receptors(RyRs)in insects,has demonstrated the efficacy in controlling ***,this has led to emerging resistance in several *** counter this resistance,a viable approach involves the development of novel compounds that bind against RyRs via distinct binding sites or *** this study,a series of 22 novel anthranilic diamide derivatives was designed and synthesized,and their insecticidal activities were *** of these derivatives showed moderate to good insecticidal activity against *** and Mythimna ***-lapse fluorescence measurements of endoplasmic reticulum luminal calcium revealed that most derivatives elicited cellular responses similar as CHL when assessed on HEK293 cells expressing *** ryanodine receptors(SfRyRs).The mode of action of compound 13a was studied and verified on the isolated neurons by calcium imaging ***,molecular docking analysis was employed to predict the binding mechanism of compound 13a against ***,these novel diamide derivatives hold promise as a valuable resource for guiding the future design of insecticidal compounds targeting RyRs.

关键词： Anthranilic diamide derivative Sulfoximine Spodoptera frugiperda Mode of action Molecular docking

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智能城域网随流检测技术创新应用与思考

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邮电设计技术 2024年第2期 62-67页

作者：熊礼霞任枫华宋盈中讯邮电咨询设计院有限公司北京100048

介绍了随流检测的发展现状、系统架构和基本原理。根据业界标准化发展和主流方案实现情况,面向中国联通智能城域网演进,基于SRv6转发技术,提出了一种适用于中国联通智能城域网的随流检测应用方案。通过设计随流检测的封装方案、业务标... 详细信息

介绍了随流检测的发展现状、系统架构和基本原理。根据业界标准化发展和主流方案实现情况,面向中国联通智能城域网演进,基于SRv6转发技术,提出了一种适用于中国联通智能城域网的随流检测应用方案。通过设计随流检测的封装方案、业务标识、部署策略和应用分析,对智能城域网的随流检测创新应用进行了思考。

关键词：智能城域网随流检测 SRv6

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基于IP网络的新型组播承载技术演进研究

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邮电设计技术 2024年第7期 77-82页

作者：熊礼霞张旭陈燕孟丽珠中讯邮电咨询设计院有限公司北京100048

介绍了组播技术的演进发展,分析了智能城域网的组播业务承载方案,并结合智能城域网网络架构与特征,推荐了不同需求导向下的组播业务承载方案。通过对2种方案的对比分析和实验验证,为智能城域网的组播业务承载提供思路。

关键词：智能城域网组播 BIER

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Synthesis and Biological Evaluation of Novel Anthranilic Diamides Containing N-H/CH3-1H-Pyrazoie

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Chemical Research in Chinese Universities 2020年第5期36卷 829-834页

作者： ZHANG Xiulan ZHANG Huan LIU Jingbo xiong lixia LI Zhengming College of Science Tianjin University of Science&TechnologyTianjin 300457P.R.China State Key Laboratory of Elemento-Organic Chemistry Institute of Elemento-Organic ChemistryNankai UniversityTianjin 300071P.R.China

In order to systematically study the structure-activity relationship of anthranilic diamides and develop insecticides with simple structure and high efficiency,a series of novel anthranilic diamides containing N-H/CH3-lH-pyrazole was designed and *** chemical structures were characterized by NMR spec-tra,high resolution mass spectrometry(HRMS)or 13C NMR *** preliminary bioassay results indicated that all title compounds displayed moderate insecticidal activity against oriental armyworm(Mythinina separata)at 200 mg/L and ftmgicidal activities against six kinds of fungi at 50 mg/L,especially compound 5i showed 50%insecticidal activity at 25 mg/*** addition,some compounds exhibited certain antitumor *** was demonstrated that the introduction of CH3 group into pyrazole ring was superior to H for the insecticidal activity.

关键词： Anthranilic dianiide Insecticidal activity Fungicidal activity Antitumor activity

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核酸信号放大技术在生物检测中的应用研究进展

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质量安全与检验检测 2024年第2期34卷 58-63页

作者：占忠旭朱应飞蔡玉霞熊丽霞翟平平范宏伟欧阳思雨江西省检验检测认证总院食品检验检测研究院江西南昌330052

近年来,核酸扩增技术在食品安全控制、环境监测和医药领域都发挥着越来越重要的作用。本文介绍了部分核酸扩增技术,阐述了这些核酸扩增技术的原理,综述了这些核酸扩增技术在生物检测中的应用,并对生物样品快速检测的应用前景进行展望,... 详细信息

近年来,核酸扩增技术在食品安全控制、环境监测和医药领域都发挥着越来越重要的作用。本文介绍了部分核酸扩增技术,阐述了这些核酸扩增技术的原理,综述了这些核酸扩增技术在生物检测中的应用,并对生物样品快速检测的应用前景进行展望,以期为相关研究提供参考。

关键词：核酸信号放大生物检测

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Syntheses and Biological Activities of Novel 3-Bromo-1-（3-chloropy- ridin-2-yl）-N-hydroxy-N-aryl- 1H-pyrazole-5-carboxamides

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Chemical Research in Chinese Universities 2014年第3期30卷 409-414页

作者： ZHU Hongwei WANG Baolei ZHANG Xiulan xiong lixia YU Shujing LI Zhengming State Key Laboratory of Elemento-organic Chemistry Research Institute of Elemento-organic Chemistry Nankai University Tianjin 300071 P. R. China

A series of novel 3-bromo-1-（3-chloropyridin-2-yl）-N-hydroxy-N-aryl-lH-pyrazole-5-carboxamides was synthesized by the reaction of pyrazole carbonyl chloride with each of substituted phenylhydroxyamines. The latter ones were prepared in good yields by reducing substituted nitrobenzene compounds with Zn/NH4CI reductant system in alcohol. Structures of the title compounds were determined by IR, 1H NMR, and HRMS. Their insecticidal and fungicidal activities were evaluated by larvicidal test against oriental armyworm and the mycelium growth rate method, respectively.

关键词： N-Hydroxyl amide N-Pyridylpyrazole Insecticidal activity Fungicidal activity

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Design, Synthesis and Insecticidal Activity of Novel Anthranilic Diamides Containing Oxime Ester and Diacylhydrazine Moieties

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Chemical Research in Chinese Universities 2014年第2期30卷 228-234页

作者： LIU Chen ZHANG Jifeng ZHOU Yunyun WANG Baolei xiong lixia LI Zhengming State Key Laboratory of Elemento-Organic Chemistry Collaborative Innovation Center of Chemical Science and Engineering(Tianjin) Nankai University Tianjin 300071 P.R.China

Two series of novel anthranilic diamides containing oxime ester and diacylhydrazine moieties were designed and *** structures were characterized by melting points,1H NMR,13C NMR and high resolution mass spectrometry（HRMS）.The single crystal structure of compound 7e was determined by X-ray diffraction and their evaluated insecticidal activity against oriental armyworm（Mythimna separata） indicates that some of the compounds exhibited moderate insecticidal *** the 20 compounds,6a and 6b show 100％ larvicidal activity against Mythimna separate Walker at the test concentration of 100 mg/L.

关键词： Anthranilic diamide Oxime ester Diacylhydrazine Insecticidal activity

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Synthesis and structure-insecticidal activity relationship of novel phenylpyrazole carboxylic acid derivatives containing fluorine moiety

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Chinese Chemical Letters 2020年第3期31卷 739-745页

作者： Baolei Wang Hongxue Wang Hang Liu lixia xiong Na Yang Yan Zhang Zhengming Li State Key Laboratory of Elemento-Organic Chemistry College of ChemistryNankai UniversityTianjin 300071China

A series of novel phenylpyrazole carboxylic acid derivatives containing fluorine moiety,i.e.,diamides 11,simple aryl-bearing amides 12 and acylthioureas 14 were successfully synthesized based on the key fluo ro-containing phe nylpyrazole acid *** new compounds were identified and confirmed by melting point,1H NMR,13C NMR and elemental analysis or *** bioassay results indicated that some of the compounds possessed excellent insecticidal activities towards oriental armyworm,diamondback moth and corn borer at low *** examples,compounds 11a,11e-g and 14b exhibited remarkable larvicidal activities with LC50 values of 0.13-0.39 mg/L and 0.0002-0.0014 mg/L against oriental armyworm and diamondback moth,respectively,were comparable with those of the control ***,lie were found superior to chlorantraniliprole in oriental armyworm tests(LC50:0.23 mg/L vs.0.26 mg/L);11a,lie,11f and 14c in diamondback moth tests with LC50 values of 0.0002 mg/L,0.0002 mg/L,0.0008 mg/L and 0.0005 mg/L,respectively,we re more effective than that of *** addition,12 a also showed a promising insecticidal potential and development/optimization *** 11a,lle-g,12a,14b and 14c could be considered as possible new leading structures for further *** SAR investigation indicated that the compounds with fluorine motif(e.g.,-F,-CF2H,-CF3)held apparently favorable insecticidal potentials,which provided useful guidance for further design/development of new phenylpyrazole-containing agrochemicals.

关键词： Phenylpyrazole carboxylic acid derivatives Fluorochemicals Synthesis Insecticidal activity Structure-activity relationship

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Synthesis,insecticidal activities,and SAR studies of novel piperazine-containing heterocyclic mono-/di-/tri-amide derivatives

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Chinese Chemical Letters 2021年第9期32卷 2893-2898页

作者： Huan Li Hang Liu Yan Zhang Na Yang lixia xiong Zhengming Li Baolei Wang State Key Laboratory of Elemento-Organic Chemistry College of ChemistryNankai UniversityTianjin 300071China

Diamide compounds such as chlorantraniliprole,a famous anthranilic diamide insecticide targeting the insect ryanodine receptor(Ry R),have received continuous attention in pesticide research during the past 15 years owing to their excellent insecticidal *** the aim of discovering new heterocyclic pesticides used for crop protection,based on the structural information of compound M from the reported pharmacophore-based virtual screening for Ry R insecticides and diamide compound,a series of new heterocyclic mono-,di-,and tri-amide derivatives containing piperazine moiety have been synthesized in this *** new compounds were identified and confirmed by melting point,^(1)H NMR,^(13)C NMR and *** M was firstly validated for insecticidal activities,and the new synthesized compounds were all made comprehensive insecticidal evaluations against diamondback moth and oriental *** bioassay results showed that some of the compounds exhibit favorable insecticidal potentials,particularly some novel piperazine-containing heterocyclic mono-/di-/tri-amide derivatives such as 8 g,14 a,15 a,15 g,15 i,15 j,15 k,15 l,and 15 m could be used as new insecticidal leading structures for further study(e.g.,towards diamondback moth,15i-15 m LC_(50):0.0022-0.0081 mg/L).The structure-activity relationships of the compounds discussed in detail provide useful guidance for further design and development of new insecticides.

关键词： Heterocyclic amide derivatives Piperazine-containing compounds Synthesis Insecticidal activity Structure-activity relationship

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Design, Synthesis and Insecticidal Evaluation of Novel N-Pyridylpyrazolecarboxamide Derivatives Containing Isoxazole, Isoxazoline and 1,3,4-Thiadiazole Rings

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Chemical Research in Chinese Universities 2017年第6期33卷 882-889页

作者： HUA Xuewen LIU Chen ZHOU Sha CHEN Minggui xiong lixia LI Yongqiang LI Zhengming College of Agronomy Liaocheng University Liaocheng 252000 P. R. China Patent Examination Cooperation Hubei Center of the Patent Office SIPO Wuhan 430205 P. R. China State Key Laboratory of Elemento-Organic Chemistry Collaborative Innovation Center of Chemical Science and Engineering(Tianfin) Nankai University Tianjin 300071 P. R. China

With the introduction of various heterocyclic rings at the benzene part of anthranilic diamides, a series of N-pylidylpyrazolecarboxamide derivatives containing isoxazole, isoxazoline and 1,3,4-thiadiazole rings was designed, synthesized and evaluated for their insecticidal activities. The structures of the obtained novel target compounds were confirmed by means of 1H NMR, 13C NMR and HRMS. The bioassay results indicated that most of the target compounds displayed moderate or good insecticidal activities against oriental armyworm and diamondback moth at the adopted concentrations compared with chlorantraniliprole, especially compounds Ii andII , of which the LC50 and LC95 values against oriental armyworm were further measured. The structure-activity relationship demonstrated that the introduction of chlorine in benzene ring, bromomethyl and acetoxyl substituents in 4,5-dihydroisoxazole part was more advantageous to improve the corresponding insecticidal activities than the introduction of other substitnents and heterocycles.

关键词： Diamide insecticide N-Pyridylpyrazolecarboxamide Insecticidal activity

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