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含酰肼结构阿维菌素衍生物的合成及生物活性

王泽春 魏阿兰 李娇 徐凤波

王泽春, 魏阿兰, 李娇, 徐凤波. 含酰肼结构阿维菌素衍生物的合成及生物活性[J]. 农药学学报, 2021, 23(2): 279-286. doi: 10.16801/j.issn.1008-7303.2021.0004
引用本文: 王泽春, 魏阿兰, 李娇, 徐凤波. 含酰肼结构阿维菌素衍生物的合成及生物活性[J]. 农药学学报, 2021, 23(2): 279-286. doi: 10.16801/j.issn.1008-7303.2021.0004
Zechun WANG, ALan WEI, Jiao LI, Fengbo XU. Synthesis and biological activity of avermectin derivatives containing hydrazide structure[J]. Chinese Journal of Pesticide Science, 2021, 23(2): 279-286. doi: 10.16801/j.issn.1008-7303.2021.0004
Citation: Zechun WANG, ALan WEI, Jiao LI, Fengbo XU. Synthesis and biological activity of avermectin derivatives containing hydrazide structure[J]. Chinese Journal of Pesticide Science, 2021, 23(2): 279-286. doi: 10.16801/j.issn.1008-7303.2021.0004

含酰肼结构阿维菌素衍生物的合成及生物活性

doi: 10.16801/j.issn.1008-7303.2021.0004
基金项目: 校企合作项目:阿维菌素B2为先导化合物的创新药研究 (F1025491)
详细信息
    作者简介:

    王泽春,女,硕士研究生,E-mail:2120180931@mail.nankai.edu.cn

    通讯作者:

    李娇,共同通信作者 (Co-author for correspondence),女,助理工程师,主要从事新农药创制、农药剂型研究,E-mail:lijiao@nankai.edu.cn

    徐凤波,通信作者 (Author for correspondence),男,研究员,有机化学专业,E­mail:xufb@nankai.edu.cn

  • 中图分类号: O629.5;TQ450.1;S482.39

Synthesis and biological activity of avermectin derivatives containing hydrazide structure

  • 摘要: 为减少能源消耗和环境污染,提高阿维菌素B2的实际应用价值,将阿维菌素B2a的23-OH氧化成羰基后分别与吡啶甲酰肼、苯磺酰肼、溴代苯甲酰肼以及肼基甲酸甲酯等反应,设计合成了6个新的酰肼类阿维菌素B2a衍生物,采用高分辨质谱 (HRMS)、核磁共振氢谱 (1H NMR) 等对新化合物的结构进行表征,并初步测试了其对小菜蛾、蚜虫及朱砂叶螨的杀虫、杀螨活性。杀虫活性测试结果表明,间溴苯甲酰肼和异烟酸酰肼阿维菌素B2a衍生物在质量浓度为1 μg/mL时对小菜蛾的致死率分别为75%和50%,活性明显高于苯磺酰肼以及甲氧基甲酰肼阿维菌素B2a衍生物。
  • 1  阿维菌素结构式

    1.  The structural formula of avermectin

    2  芳酰肼类和芳磺酰肼类生物活性化合物

    2.  The bioactive compounds of aromatic hydrazine and aryl sulfonyl hydrazine

    3  阿维菌素酰肼衍生物的合成路线

    3.  The synthesis of abamectin hydrazine derivatives

    表  1  化合物4a~4f对小菜蛾的杀虫活性

    Table  1.   Insecticidal activity of compounds 4a-4f against diamondback moth

    化合物 Compound致死率 Fatality rate/%
    200 μg/mL100 μg/mL10 μg/mL1 μg/mL
    4a1001006020
    4b10070300
    4c100905020
    4d1001006035
    4e1001007050
    4f10010010075
    甲维盐 amamectin benzoate100100100100
    下载: 导出CSV

    表  2  化合物4a~4f对蚜虫的杀虫活性

    Table  2.   Insecticidal activity of compounds 4a-4f against aphid

    化合物 Compound致死率 Fatality rate/%
    200 μg/mL100 μg/mL10 μg/mL1 μg/mL
    4a10070200
    4b10050100
    4c904000
    4d10090300
    4e10070200
    4f100905010
    阿维菌素B2a avermectin B2a100905020
    下载: 导出CSV

    表  3  化合物4a~4f对朱砂叶螨的杀螨活性

    Table  3.   Insecticidal activity of compounds 4a-4f against vermilion leaf mites

    化合物 Compound致死率 Fatality rate/%
    200 μg/mL100 μg/mL10 μg/mL1 μg/mL
    4a10090300
    4b100956010
    4c90100400
    4d1001007020
    4e100100400
    4f100100600
    阿维菌素B2a avermectin B2a1001009040
    下载: 导出CSV
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出版历程
  • 收稿日期:  2020-06-15
  • 录用日期:  2020-09-06
  • 刊出日期:  2021-04-10

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