CN112075428B - 具有杀虫活性的不饱和脂肪酸的应用 - Google Patents

具有杀虫活性的不饱和脂肪酸的应用 Download PDF

Info

Publication number
CN112075428B
CN112075428B CN202010933293.4A CN202010933293A CN112075428B CN 112075428 B CN112075428 B CN 112075428B CN 202010933293 A CN202010933293 A CN 202010933293A CN 112075428 B CN112075428 B CN 112075428B
Authority
CN
China
Prior art keywords
unsaturated fatty
fatty acid
octadecadienoic acid
acid
octadecadienoic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202010933293.4A
Other languages
English (en)
Other versions
CN112075428A (zh
Inventor
韩冬银
邢楚明
张方平
符悦冠
李磊
陈俊谕
毕仁军
王建赟
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CATAS Environment and Plant Protection Institute
Original Assignee
CATAS Environment and Plant Protection Institute
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by CATAS Environment and Plant Protection Institute filed Critical CATAS Environment and Plant Protection Institute
Priority to CN202010933293.4A priority Critical patent/CN112075428B/zh
Publication of CN112075428A publication Critical patent/CN112075428A/zh
Application granted granted Critical
Publication of CN112075428B publication Critical patent/CN112075428B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/06—Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

本发明公开了具有杀虫活性的不饱和脂肪酸的应用。本发明不饱和脂肪酸作为杀虫农药在防治害虫领域中的应用。本发明不饱和脂肪酸在制备杀虫农药中的应用。所述不饱和脂肪酸为(Z，Z)‑9,12‑十八烷二烯酸。本发明(Z，Z)‑9,12‑十八烷二烯酸对斜纹夜蛾等害虫具有良好的触杀效果；浓度为10mg/mL时对斜纹夜蛾的24h防效达100％，9.8mg/mL时击倒中时间为4.04min，具有良好的速效性。(Z，Z)‑9,12‑十八烷二烯酸与其它化学药剂联合应用，具体协同增效作用，特别是与毒死蜱的共毒系数达518.3。另外(Z，Z)‑9,12‑十八烷二烯酸制备成本低，来源广泛，易于商品化推广。

Description

具有杀虫活性的不饱和脂肪酸的应用
技术领域
本发明涉及具有杀虫活性的不饱和脂肪酸的应用，属于植物源农药领域。
背景技术
植物是有机化合物的宝库，全世界约有2400种植物具有控制有害生物的活性，其中约1600种以上被证明具有杀虫活性，其包含的活性成份有含氮化合物生物碱、胺、非蛋白氨基酸、生氰苷、芥子油等；萜类化合物单萜、倍半萜、二萜和皂苷等；酚类化合物黄酮类和醌类等以及单宁、木质素和纤维素等。这些物质对害虫(螨)具有毒杀、忌避、拒食、生长发育抑制等活性，并兼有杀菌、刺激作物生长等多种作用，在环境中易降解消失，环境和谐性良好，易与其他防治措施相协调，对农作物有营养作用及开发、生产费用相对低等特点。
不饱和脂肪酸广泛存在于植物、动物及菌类中，是人和动物体内必需的脂肪酸。在食物、药品领域做了大量的研究，但不饱和脂肪酸作为杀虫物质应用的报道很少，而(Z，Z)-9,12-十八烷二烯酸未见报道。
发明内容
本发明的目的是提供具有杀虫活性的不饱和脂肪酸的应用。
本发明提供的不饱和脂肪酸作为杀虫农药在防治害虫领域中的应用。
上述的应用中，所述不饱和脂肪酸为(Z，Z)-9,12-十八烷二烯酸。
上述的应用中，所述害虫包括斜纹夜蛾、橡副珠蜡蚧、小菜蛾、菜青虫、萝卜蚜和椰心叶甲中的至少一种。
本发明还提供了所述不饱和脂肪酸在制备杀虫农药中的应用。
上述的应用中，所述不饱和脂肪酸为(Z，Z)-9,12-十八烷二烯酸。
上述的应用中，所述杀虫农药为防治斜纹夜蛾、橡副珠蜡蚧、小菜蛾、菜青虫、萝卜蚜和椰心叶甲中的至少一种的农药。
本发明进一步提供了一种杀虫农药，该杀虫农药的活性成分为所述不饱和脂肪酸。
上述的杀虫农药中，所述不饱和脂肪酸为(Z，Z)-9,12-十八烷二烯酸。
一种复合杀虫剂，包括不饱和脂肪酸和其他组分；
所述其他组分包括阿维菌素、氯氰菊酯、甲胺基阿维菌素苯甲酸盐和毒死蜱中的至少一种。
进一步地，所述不饱和脂肪酸和所述其他组分的质量比可为1:1～9；具体如(Z，Z)-9,12-十八烷二烯酸和毒死蜱的质量比可为1:1～9；
所述不饱和脂肪酸为(Z，Z)-9,12-十八烷二烯酸。
本发明具有以下优点：
1、(Z，Z)-9,12-十八烷二烯酸对斜纹夜蛾等害虫具有良好的触杀效果；浓度为10mg/mL时对斜纹夜蛾的24h防效达100％，9.8mg/mL时击倒中时间为4.04min，具有良好的速效性。
2、(Z，Z)-9,12-十八烷二烯酸与其它化学药剂联合应用，具体协同增效作用，特别是与毒死蜱的共毒系数达518.3。另外(Z，Z)-9,12-十八烷二烯酸制备成本低，来源广泛，易于商品化推广。
附图说明
图1为(Z，Z)-9,12-十八烷二烯酸对斜纹夜蛾2龄幼虫的毒力测定曲线。
图2为(Z，Z)9,12－十八烷二烯酸作用于为斜纹夜蛾后的中毒症状的结果图。
图3为(Z，Z)9,12－十八烷二烯酸的结构式。
具体实施方式
下述实施例中所使用的实验方法如无特殊说明，均为常规方法。
下述实施例中所用的材料、试剂等，如无特殊说明，均可从商业途径得到。
本发明所用斜纹夜蛾、小菜蛾4龄幼虫、菜青虫4龄幼虫、萝卜蚜成虫、橡副珠蜡蚧3龄幼虫等均为实验室饲养虫源。
实施例1、
将不饱和脂肪酸：(Z，Z)-9,12-十八烷二烯酸(其结构式如图3所示)以20％(丙酮溶于水的体积浓度，下同)丙酮为溶剂，配制成10mg/mL溶液，采用浸渍法，以斜纹夜蛾4龄幼虫为试虫，以20％丙酮为对照，其结果为在10mg/ml浓度下供试不饱和脂肪酸对斜纹夜蛾4龄幼虫24h校正死亡率均达到100％。
表1不饱和脂肪酸对斜纹夜蛾触杀作用
Figure GDA0003192782140000021
实施例2、
将不饱和脂肪酸：(Z，Z)-9,12-十八烷二烯酸按8、6、4、2、1mg/mL深度梯度配制成溶液，溶液配制及浸渍法同本发明实施例1，测定了(Z，Z)-9,12-十八烷二烯酸对斜纹夜蛾2龄幼虫的毒力，以20％丙酮为对照。结果表明：(Z，Z)-9,12-十八烷二烯酸对斜纹夜蛾2龄幼虫具有较强的触杀活性，(Z，Z)-9,12-十八烷二烯酸致死中浓度为3.29mg/ml。
表2不饱和脂肪酸对斜纹夜蛾2龄幼虫的毒力测定
Figure GDA0003192782140000031
实施例3、
将(Z，Z)-9,12-十八烷二烯酸按表3配制成相应浓度的溶液，溶液配制及浸渍法同本发明实施例1，分别测定其对小菜蛾、菜青虫、萝卜蚜和椰心叶甲等害虫的毒力测定，以20％丙酮为对照，其结果见表4。
结果表明：(Z，Z)-9,12-十八烷二烯酸对几种供试害虫均有较好的触杀活性；其中对萝卜蚜成虫的活性最好，LC50为0.54mg/ml；其次为对橡副珠蜡蚧3龄幼虫的毒力，LC50为0.793mg/ml；对椰心叶甲4龄幼虫的毒力最低，但均具有良好的效果。
表3(Z，Z)-9,12-十八烷二烯酸对不同试虫的毒力测定稀释浓度
Figure GDA0003192782140000032
表4(Z，Z)-9,12-十八烷二烯酸对小菜蛾、椰心叶甲4龄幼虫等害虫的毒力测定
Figure GDA0003192782140000033
实施例4、
测定(Z，Z)-9,12-十八烷二烯酸不饱和脂肪酸对斜纹夜蛾2龄幼虫在LC90浓度下的击倒性，方法同本发明实施例2，其结果见表5。试虫在处理滤纸上爬行一段时间(几分钟到几十分钟不等)后死亡，中毒症状非常明显(图2)。(Z，Z)-9,12-十八烷二烯酸不饱和脂肪酸击倒中时间为4.04min。
表5不饱和脂肪酸对斜纹夜蛾2龄幼虫的击倒性测定
Figure GDA0003192782140000041
实施例5、
分别测定(Z，Z)9,12-十八烷二烯酸(简称F)与阿维菌素、氯氰菊酯、甲胺基阿维菌素苯甲酸盐(简称甲维盐)及毒死蜱的协同毒力指数，结果如表6所示，结果显示(Z，Z)9,12-十八烷二烯酸与阿维菌素、氯氰菊酯、甲胺基阿维菌素苯甲酸盐(简称甲维盐)、敌敌畏和锐劲特为相加作用；(Z，Z)9,12-十八烷二烯酸与三氟氯氰菊酯为拮抗作用；(Z，Z)9,12-十八烷二烯酸与毒死蜱混合时有明显的增效作用，其协同毒力指数(C.f)达50.79。
表6F与其它杀虫剂混用对三龄斜纹夜蛾幼虫的协同毒力指数(c.f)
Figure GDA0003192782140000042
进一步测定(Z，Z)9,12-十八烷二烯酸(简称F)与毒死蜱在不同配比(具体配比如表7所示)时对斜纹夜蛾2龄幼虫的毒力，计算其增效作用，结果剂量比为(Z，Z)9,12-十八烷二烯酸与毒死蜱质量比1：9时的毒性比最大。并以孙云沛法算出(Z，Z)9,12-十八烷二烯酸与毒死蜱的质量比1：9时的共毒系数(CTC)，达518.3(表8)。
表7(Z，Z)9,12-十八烷二烯酸与毒死蜱不同配比对三龄斜纹夜蛾幼虫毒性比率
Figure GDA0003192782140000043
Figure GDA0003192782140000051
表8(Z，Z)-9,12-十八烷二烯酸与毒死蜱混配对斜纹夜蛾2龄幼虫的毒力
Figure GDA0003192782140000052

Claims (1)

1.一种复合杀虫剂，包括不饱和脂肪酸和毒死蜱；所述不饱和脂肪酸和所述毒死蜱的质量比为1:1～9；所述不饱和脂肪酸为(Z，Z)-9,12-十八烷二烯酸。
CN202010933293.4A 2020-09-08 2020-09-08 具有杀虫活性的不饱和脂肪酸的应用 Active CN112075428B (zh)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010933293.4A CN112075428B (zh) 2020-09-08 2020-09-08 具有杀虫活性的不饱和脂肪酸的应用

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010933293.4A CN112075428B (zh) 2020-09-08 2020-09-08 具有杀虫活性的不饱和脂肪酸的应用

Publications (2)

Publication Number Publication Date
CN112075428A CN112075428A (zh) 2020-12-15
CN112075428B true CN112075428B (zh) 2021-10-22

Family

ID=73731561

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010933293.4A Active CN112075428B (zh) 2020-09-08 2020-09-08 具有杀虫活性的不饱和脂肪酸的应用

Country Status (1)

Country Link
CN (1) CN112075428B (zh)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024089230A1 (en) 2022-10-28 2024-05-02 Vebi Istituto Biochimico S.r.l. Hydrocarbon alcohols and their derivatives as synergists in pesticide activity

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4896719A (zh) * 1972-03-23 1973-12-10
CN1649578A (zh) * 2002-03-04 2005-08-03 戴弗根斯公司 杀线虫的脂肪酸和脂肪酸酯相关化合物
CN105284792A (zh) * 2006-02-27 2016-02-03 西北大学 含有游离脂肪酸和/或游离脂肪酸衍生物的微乳液形式组合物
CN108024534A (zh) * 2015-07-09 2018-05-11 阿普雷斯拉伯斯有限公司 对赋予农药抗性的酶的抑制剂

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0803153D0 (en) * 2008-02-20 2008-03-26 Univ Keele Insect attractants and their use in methods of insect control
MX2008010606A (es) * 2008-08-18 2010-02-17 Integradora Bravo S A De C V Composiciones fitosanitarias potenciadas con aceites vegetales crudos o sus derivados, y uso de las mismas para el control de plagas.
EP2442656A4 (en) * 2009-06-15 2014-04-16 Accuform Technologies Llc REDUCED VAPORIZATION COMPOSITIONS AND CORRESPONDING METHODS

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4896719A (zh) * 1972-03-23 1973-12-10
CN1649578A (zh) * 2002-03-04 2005-08-03 戴弗根斯公司 杀线虫的脂肪酸和脂肪酸酯相关化合物
CN105284792A (zh) * 2006-02-27 2016-02-03 西北大学 含有游离脂肪酸和/或游离脂肪酸衍生物的微乳液形式组合物
CN108024534A (zh) * 2015-07-09 2018-05-11 阿普雷斯拉伯斯有限公司 对赋予农药抗性的酶的抑制剂

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
"Insecticidal Fatty Acids and Triglycerides from Dirca palustris";Russel S. Ramsewak et al.;《J. Agric. Food Chem.》;20011027;第49卷(第12期);第5852-5856页 *
"Joint action of certain fatty acids with selected insecticides against cotton leafworm, Spodoptera littoralis and their effects on biological aspects";Sahar E. Eldesouky et al.;《Journal of Basic and Environmental Sciences》;20190101(第6期);第23-32页 *
"从华蟹甲草中分离的两种活性成分对家蝇的杀虫活性;周利娟等;《昆虫学报》;20060120(第1期);第74-79页 *

Also Published As

Publication number Publication date
CN112075428A (zh) 2020-12-15

Similar Documents

Publication Publication Date Title
SU686596A3 (ru) Инсектицидна композици
Scott et al. Efficacy of Piper (Piperaceae) extracts for control of common home and garden insect pests
Ako et al. Effects of neonicotinoid insecticides on the bionomics of twospotted spider mite (Acari: Tetranychidae)
Dembilio et al. Mobility and efficacy of abamectin and imidacloprid against Rhynchophorus ferrugineus in Phoenix canariensis by different application methods
Meisner et al. Response of Spodoptera littoralis (Boisd.) and Earias insulana (Boisd.) larvae to azadirachtin and salannin
CN112075428B (zh) 具有杀虫活性的不饱和脂肪酸的应用
CN101984828B (zh) 一种复配杀虫剂
CN101803605B (zh) 一种丁烯氟虫腈与多杀霉素的杀虫组合物
Mareggiani et al. Eucalyptus globulus (Mirtaceae) essential oil: efficacy against Aphis gossypii (Hemiptera: Aphididae), an agricultural pest
Mesfin Wondafrash et al. Survival and feeding of African bollworm, Helicoverpa armigera (Hubner)(Lepidoptera: Noctuidae) affected by Neem, Azadirachta indica (A. Juss) extracts
CN102365972A (zh) 含有噻虫胺和联苯菊酯的增效杀虫组合物及其应用
Haouas et al. Insecticidal activity of flower and leaf extracts from Chrysanthemum species against Tribolium confusum
Taghizadeh et al. Antifeedant activity of Descurainia sophia and Thuja orientalis extracts against Tribolium castaneum (Coleoptera: Tenebrionidae)
Syahputraa et al. Acaricidal activity of tropical plant extracts against citrus mites and their effect on predator and citrus plants
Chemagro Division Research Staff Guthion®(azinphosmethyl): Organophosphorus insecticide
Hurej et al. Indirect effect of insecticides on convergent lady beetle (Coleoptera: Coccinellidae) in pecan orchards
Lina et al. Safety and effectiveness of mixed plant extracts formulation against cabbages pests under field conditions
Keratum et al. COMPARATIVE EFFICIENCY OF PESTICIDES AND SOME PREDATORS TO CONTROL SPIDER MITES: I-TOXICOLOGICAL STUDIES OF SOME ENVIRONMENTALLY SAFE CHEMICALS AGAINST THE TWO SPOTTED SPIDER MITE, Tetranychus urticae AND THEIR PREDATORS Amblyseius gossipi, Phytoseiulus macropili AND Stethorus gilvifrons
KR860000335B1 (ko) 곤충 살충제 조성물
Lord et al. The production of dermatitis by pyrethrum and attempts to produce a non-irritant extract
CN115299453B (zh) Fatostatin作为昆虫生长调节剂的增效剂在制备杀虫剂中的应用
Sun et al. Bioactivity Determination and Control Effect Evaluation of Three Plant Secondary Metabolites against Semiaphis heraclei
Ali Determination of acetamiprid residues in tomoto fruits and studying its physiological and histological effects
CN1053084C (zh) 氰戊菊酯、仲丁威、马拉硫磷的杀虫组合物乳油制作方法
HM Sabry et al. TOXICITY OF SOME BOTANICAL MATERIALS FORMULATIONS AGAINST APHIDS INFESTED BEAN PLANTS

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant