CN104098456A - 多种昆虫引诱活性药物的设计方法 - Google Patents

多种昆虫引诱活性药物的设计方法 Download PDF

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CN104098456A
CN104098456A CN201410320777.6A CN201410320777A CN104098456A CN 104098456 A CN104098456 A CN 104098456A CN 201410320777 A CN201410320777 A CN 201410320777A CN 104098456 A CN104098456 A CN 104098456A
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attractive activity
pesticide
plant
various insects
insects
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孙玉凤
吴孔明
余昊
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Institute of Plant Protection of Chinese Academy of Agricultural Sciences
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Institute of Plant Protection of Chinese Academy of Agricultural Sciences
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

本发明提供多种昆虫引诱活性药物的设计方法，所述方法为：选定两种或两种以上对昆虫具有引诱活性的植物挥发物，这些植物挥发物在一定条件下可发生化学反应生成对多种昆虫具有引诱活性的药物化合物。本发明属于药物构架化合物分子的设计方法，其是基于多种植物挥发物，设计得到对多种昆虫具有引诱活性的药物化合物。该方法首次将具有昆虫引诱活性的植物挥发物进行组合，生成兼具多种昆虫引诱活性的药物分子。本方法对于提高药物构架化合物分子的设计成功率，增强害虫防治效果具有重要意义。

Description

多种昆虫引诱活性药物的设计方法
技术领域
本发明涉及生物医药领域，具体地说，涉及多种昆虫引诱活性药物的设计方法。
背景技术
植物挥发物属于植物次生代谢物质，植物在健康状态、机械损伤或遭受植食性昆虫危害后均可释放，它是植物与其它生物交流的复杂而又高级的语言。植物挥发物一方面可以调控植食性昆虫的行为。例如，水稻扬花期释放植物挥发物吸引一种水稻盲蝽(Trigonotyluscaelestialium)的取食，东方粘虫(Mythimna separata)利用植物挥发物作为信息来确定其是否外出活动，草地贪夜蛾(Spodoptera frugiperda)的幼虫利用草地贪夜蛾危害玉米释放的萜类等植物挥发物来确定寄主植物的位置。植物挥发物另一方面也可以调控天敌昆虫的行为。例如，二斑叶螨取食利马豆诱导的挥发物可以吸引捕食性螨Phytoseiuluspersimilis，玉米被非洲棉铃虫危害后释放的挥发物可以有效的引诱两种寄生蜂Cotesia marginiventris和Microplitis rufiventris。植物挥发物主要通过萜烯代谢、脂肪酸代谢、氨基酸代谢及类苯丙烷代谢生成，大体包括四类，即萜类物质、绿叶气味、含氮化合物、其它醛、酮、醇、酯及呋喃衍生物等。
增加化合物对昆虫的引诱种类，对于有效防治农业害虫具有重要意义。根据植物挥发物对昆虫的行为调控作用，探索兼具多种昆虫引诱活性药物的设计方法对于提高药物构架化合物分子的设计成功率，增强害虫防治效果具有重要意义。
发明内容
本发明的目的是提供一种基于植物挥发物的，对多种昆虫具有引诱活性的药物化合物的设计方法。
为了实现本发明目的，本发明的多种昆虫引诱活性药物的设计方法，所述方法为：选定两种或两种以上对昆虫具有引诱活性的植物挥发物，这些植物挥发物在一定条件下可发生化学反应生成对多种昆虫具有引诱活性的药物化合物。
β-紫罗兰酮是存在于棉花、西红柿等许多植物中的植物挥发物，对绿盲蝽具有一定引诱活性。茴香醛是存在于茴香、莳萝等植物中的植物挥发物，对食蚜蝇具有显著的引诱活性。
前述的方法，以β-紫罗兰酮与茴香醛作为设定目标，二者在强碱性条件下可发生化学反应生成1-(4-甲氧基苯基)-5-(β-紫罗酮环)-1,4-二烯-3-酮，结构如式(3)所示，反应方程式如下：
田间试验表明，由结构如式(1)所示的β-紫罗兰酮和结构如式(2)所示的茴香醛反应生成的式(3)化合物对绿盲蝽、黑带食蚜蝇及大灰食蚜蝇均表现引诱活性。
本发明属于药物构架化合物分子的设计方法，其是基于多种植物挥发物，设计得到对多种昆虫具有引诱活性的药物化合物。该方法首次将具有昆虫引诱活性的植物挥发物进行组合，生成兼具多种昆虫引诱活性的药物分子。本方法对于提高药物构架化合物分子的设计成功率，增强害虫防治效果具有重要意义。
附图说明
图1为本发明实施例1中化合物对绿盲蝽的引诱活性。
图2为本发明实施例1中化合物对黑带食蚜蝇的引诱活性。
图3为本发明实施例1中化合物对大灰食蚜蝇的引诱活性。
具体实施方式
以下实施例用于说明本发明，但不用来限制本发明的范围。若未特别指明，实施例中所用的技术手段为本领域技术人员所熟知的常规手段，所用原料均为市售商品。
实施例1 兼具多种昆虫引诱活性的药物化合物的设计方法
本实施例中以β-紫罗兰酮与茴香醛作为设定目标，β-紫罗兰酮是存在于棉花、西红柿等许多植物中的植物挥发物，对绿盲蝽具有一定引诱活性。茴香醛是存在于茴香、莳萝等植物中的植物挥发物，对食蚜蝇具有显著的引诱活性。二者在强碱性条件下可发生化学反应生成1-(4-甲氧基苯基)-5-(β-紫罗酮环)-1,4-二烯-3-酮，结构如式(3)所示，反应方程式如下：
引诱活性试验：
将结构如式(1)所示的β-紫罗兰酮、结构如式(2)所示的茴香醛及结构如式(3)所示的1-(4-甲氧基苯基)-5-(β-紫罗酮环)-1,4-二烯-3-酮分别溶解于二氯甲烷，取溶液加入到橡胶载体(每个橡胶载体含药量2-20mg)，制备诱芯，待溶剂挥发完毕再加入洁净二氯甲烷，使药物成分充分渗入橡胶。2013年9月10日至2013年9月28日，在河南省新乡基地某棉田(采摘期)进行食蚜蝇的引诱试验。选择长势、管理条件一致、地块大而整齐的棉田作为试验田。将制备好的诱芯置于桶型诱捕器上，放置桶型诱捕器中部与作物顶端平齐，相邻诱捕器之间距离为10m。每个处理设四次重复，随机排列，以渗透洁净二氯甲烷的橡胶载体为对照。设置后，每两天调查诱捕到的昆虫种类及数量。
结果表明，β-紫罗兰酮对绿盲蝽表现一定引诱活性(图1)，茴香醛对黑带食蚜蝇及大灰食蚜蝇表现显著引诱活性(图1和图2)，由β-紫罗兰酮与茴香醛在强碱性条件下发生化学反应生成的1-(4-甲氧基苯基)-5-(β-紫罗酮环)-1,4-二烯-3-酮对绿盲蝽、黑带食蚜蝇及大灰食蚜蝇均表现引诱活性(图1、图2和图3)。
可见，本发明基于植物挥发物兼具多种昆虫引诱活性药物的设计方法，对于提高药物构架化合物分子的设计成功率，增强害虫防治效果具有重要意义。
虽然，上文中已经用一般性说明及具体实施方案对本发明作了详尽的描述，但在本发明基础上，可以对之作一些修改或改进，这对本领域技术人员而言是显而易见的。因此，在不偏离本发明精神的基础上所做的这些修改或改进，均属于本发明要求保护的范围。

Claims (2)

1.多种昆虫引诱活性药物的设计方法，其特征在于，选定两种或两种以上对昆虫具有引诱活性的植物挥发物，这些植物挥发物在一定条件下可发生化学反应生成对多种昆虫具有引诱活性的药物化合物。
2.根据权利要求1所述的方法，其特征在于，选定的植物挥发物为β-紫罗兰酮和茴香醛，二者在强碱性条件下反应生成如式(3)所示的化合物；
CN201410320777.6A 2014-07-07 2014-07-07 多种昆虫引诱活性药物的设计方法 Pending CN104098456A (zh)

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Cited By (2)

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CN109053406A (zh) * 2018-08-30 2018-12-21 中国农业科学院农产品加工研究所 β-紫罗兰酮衍生的查儿酮类化合物及其制备方法和应用
CN112021329A (zh) * 2020-08-13 2020-12-04 韶关市华实现代农业创新研究院 一种食蚜蝇的诱集组合物及其应用

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CN103355293A (zh) * 2013-07-29 2013-10-23 中国农业科学院植物保护研究所 一类黑带食蚜蝇与大灰食蚜蝇引诱剂

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JP2006232851A (ja) * 1998-01-30 2006-09-07 Shin Etsu Chem Co Ltd 徐放性フェロモン製剤
CN101341934A (zh) * 2007-07-13 2009-01-14 东莞市盛唐化工有限公司 一种桔小实蝇食物诱剂
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109053406A (zh) * 2018-08-30 2018-12-21 中国农业科学院农产品加工研究所 β-紫罗兰酮衍生的查儿酮类化合物及其制备方法和应用
CN109053406B (zh) * 2018-08-30 2021-07-16 中国农业科学院农产品加工研究所 β-紫罗兰酮衍生的查儿酮类化合物及其制备方法和应用
CN112021329A (zh) * 2020-08-13 2020-12-04 韶关市华实现代农业创新研究院 一种食蚜蝇的诱集组合物及其应用

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