CN107467021B - Attractant composition for preventing and treating helicoverpa clarkii - Google Patents
Attractant composition for preventing and treating helicoverpa clarkii Download PDFInfo
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- CN107467021B CN107467021B CN201710565928.8A CN201710565928A CN107467021B CN 107467021 B CN107467021 B CN 107467021B CN 201710565928 A CN201710565928 A CN 201710565928A CN 107467021 B CN107467021 B CN 107467021B
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- 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
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
- A01M1/00—Stationary means for catching or killing insects
- A01M1/02—Stationary means for catching or killing insects with devices or substances, e.g. food, pheronones attracting the insects
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
- A01M1/00—Stationary means for catching or killing insects
- A01M1/10—Catching insects by using Traps
- A01M1/106—Catching insects by using Traps for flying insects
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- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/18—Vapour or smoke emitting compositions with delayed or sustained release
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/63—Halogen-containing esters of saturated acids
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- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/09—Geometrical isomers
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Abstract
The invention discloses an attractant composition for preventing and treating helicoverpa. The attractant composition comprises a sex pheromone component of Spodoptera litura and halogenated pheromone analogues thereof, wherein the general formula of the halogenated pheromone analogues is ROOCnHaXb. The attractant composition can effectively trap and kill the male armyworm of the Spodoptera litura, reduce the reproduction rate and gradually control the death of pest populations so as to achieve the aim of controlling pests. The method has the advantages of low consumption, environmental friendliness, accurate application in insect condition prediction, mass trapping and mating interference, and great significance in comprehensive treatment of Spodoptera litura.
Description
Technical Field
The invention belongs to the technical field of biological control, and particularly relates to an attractant composition for controlling Spodoptera litura.
Background
The scotographa trifolii rottempberg belongs to Lepidoptera (Lepidotera) and Noctuidae (Noctuidae), is an agricultural pest which is locally outbreak to be harmful in northern agricultural and pastoral areas of China, and the harm gradually rises in recent years. The larvae have the characteristics of concealment, outbreak, migration hazard and the like, and host crops comprise more than 8 crops of cotton, wheat, corn and the like, wherein the host crops comprise more than 20 crops and more than 20 weeds, and the crops are distributed in provinces and autonomous regions of Xinjiang, Tibet, Qinghai, Hebei and the like in China. At present, the prevention and treatment methods mainly comprise spraying chemical agents and trapping and killing by lamplight. The long-term use of chemical agents for preventing and controlling the Spodoptera litura can cause pests to generate drug resistance, kill natural enemies, pollute the environment and damage an ecological system, and the prevention and control effect is unstable, and no effective method for fundamentally controlling the generation of the Spodoptera litura exists.
In nature, female spodoptera spinosa adults release sex pheromone, which is a compound for reproductive communication, after sexual maturity, male insects attract the male insects to fly directionally by releasing the sex pheromone, and mate to reproduce offspring. The sex pheromone of the Spodoptera litura comprises main components of cis-11-hexadecene acetate, cis-11-hexadecene alcohol and hexadecene acetate in a weight ratio of 83:16: 1. Insect pheromone products are bionic high-tech products, release artificially synthesized sex pheromone compounds through the lure core, slowly release the sex pheromone compounds to the field, lure male moths to the trapper, kill the male moths by a physical method, and further damage the mating of the male moths. The sex pheromone of the Spodoptera litura has an attraction effect on male insects, but due to the difference of the properties of different components, the volatilization time is inconsistent, so that the trapping effect of the Spodoptera litura in the field is not stable.
Disclosure of Invention
The invention aims to provide an attractant composition for preventing and controlling Spodoptera litura. By adding the pheromone analogue with the optimized structure, all components of the sex pheromone can be more stably and slowly released in the field and can play a role in synergy with the original sex pheromone.
Attractant composition for preventing and treating helicoverpa clarkii, and attractant composition bagComprises sex pheromone component of Spodoptera exigua and halogenated pheromone analogue thereof, wherein the sex pheromone component of Spodoptera exigua is cis-11-hexadecene acetate, cis-11-hexadecene alcohol and hexadecene acetate, and the general formula of the halogenated pheromone analogue is ROOC OCnHaXb(ii) a In the general formula, R is cis-11-hexadecenyl, X is halogen atom, N, a and b are formed by N, wherein N is more than or equal to 1 and less than or equal to 5, a + b is 2N +1, a is more than or equal to 0 and less than 2N +1, and b is more than 0 and less than or equal to 2N + 1.
The mass ratio of cis-11-hexadecene acetate, cis-11-hexadecene alcohol and hexadecene acetate is 83:16: 1.
Preferably, the halogenated pheromone analog contained in the attractant composition is selected from the group consisting of cis-11-hexadecenyl-2-monochloroacetate, cis-11-hexadecenyl-2-monobromoacetate, cis-11-hexadecenyl-4-monofluorobutyrate, cis-11-hexadecenyl-2, 2-dichloroacetate, cis-11-hexadecenyl-2, 2-difluoroacetate, cis-11-hexadecenyl-3, 3-dibromopropionate, cis-11-hexadecenyl-2, 2, 2-trifluoroacetate, cis-11-hexadecenyl-2, 2,3,3, 3-pentafluoropropionate, cis-11-hexadecenyl-2, 2,3,3, 4-pentafluorobutyrate and cis-11-hexadecenyl-2, 3,4,4, 4-pentafluorobutyrate.
The preparation method of the attractant composition for preventing and treating the Spodoptera litura comprises the following steps:
(1) selecting a cylindrical concave rubber plug, wherein the height of the cylindrical concave rubber plug is 0.5-2 cm, and the diameter of the cylindrical concave rubber plug is 0.5-2 cm;
(2) diluting the sex pheromone component and the pheromone analogue in the attractant composition of claim 1 into a solution with the concentration of 0.01-1 mu g/mu L by using normal hexane, and sucking 50-200 mu L of the solution and adding the solution into a concave part of a rubber plug;
(3) naturally evaporating until n-hexane is completely volatilized, and placing in a refrigerator at-20 deg.C for use.
The attractant composition is applied to the biological control of the Spodoptera litura.
The invention has the beneficial effects that: the attractant composition can trap a large amount of male spodoptera nutans so as to physically kill the male spodoptera nutans, is applied to large-scale pest control in fields, and has the characteristics of low consumption, environmental protection and labor saving. The attractant composition of the invention can achieve the purpose of preventing and controlling pests by trapping a large number of males, reducing the reproduction rate and gradually controlling the elimination of pest populations, can be accurately applied to pest situation prediction, interference mating and mass trapping, and achieves the ideal effect of comprehensively treating the Spodoptera litura.
Drawings
FIG. 1 is a schematic representation of the chemical structure of cis-11-hexadecenyl-2-monochloroacetate.
FIG. 2 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-2-monobromoacetate.
FIG. 3 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-4-monofluorobutyrate.
FIG. 4 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-2, 2-dichloroacetate.
FIG. 5 is a schematic representation of the chemical structure of cis-11-hexadecenyl-2, 2-difluoroacetate.
FIG. 6 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-3, 3-dibromopropionate.
FIG. 7 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-2, 2, 2-trifluoroacetate.
FIG. 8 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-2, 2,3,3, 3-pentafluoropropionate.
FIG. 9 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-2, 2,3,3, 4-pentafluorobutyrate
FIG. 10 is a schematic diagram of the chemical structure of cis-11-hexadecenyl-2, 3,4,4, 4-pentafluorobutyrate
FIG. 11 is a schematic diagram of the synthesis of cis-11-hexadecenyl-2-monochloroacetate.
Detailed Description
The following detailed description of the present invention is provided in conjunction with the accompanying drawings, but it should be understood that the scope of the present invention is not limited to the specific embodiments.
EXAMPLE 1 preparation of cis-11-hexadecenyl-2-monochloroacetic acid ester
The compounds of the present invention can be synthesized by the following routes, and the synthetic route of cis-11-hexadecenyl-2-monochloroacetate is shown in FIG. 11.
2.00g (8.32mmol) of cis-11-hexadecenol was dissolved in 30mL of anhydrous dichloromethane, and 7.30X 10 was added-2g of 4-dimethylamino pyridine, performing ice bath to keep the reaction temperature at about 0 ℃, gradually dropwise adding a dichloromethane solution of chloroacetic anhydride, reacting at room temperature after dropwise adding and ice bath continuously for a period of time, extracting with saturated saline and anhydrous magnesium sulfate to remove impurities and excessive anhydride after complete reaction, finally performing reduced pressure rotary evaporation to remove the solvent, and separating by a chromatographic column to obtain 2.13g (6.74mmol) of light yellow oily matter with the yield of 80.9%.
EXAMPLE 2 preparation of cis-11-hexadecenyl-2, 2-difluoroacetate
Cis-11-hexadecenyl-2, 2-difluoroacetate was prepared in a similar manner to example 1 by replacing chloroacetic anhydride with difluoroacetic anhydride in example 1 and synthesizing as in example 1 to give 2.17g (6.81mmol) of a pale yellow oil in 81.9% yield.
Example 3 field bioactivity assay
Preparing a lure:
(1) lure the core carrier to adopt cylindrical green indent rubber buffer, height 14mm, open end internal diameter 8mm, open end wall thickness 1mm, opening degree of depth 5 mm.
(2) The sex pheromone components of the Spodoptera litura are cis-11-hexadecene acetate, cis-11-hexadecene alcohol and hexadecene acetate, which are mixed according to the mass ratio of 83:16:1, and diluted into a solution with the concentration of 1 mu g/mu L by using normal hexane.
(3) Sucking 100 μ L (1 μ g/μ L) of the Spodoptera frugiperda sex pheromone solution, adding to the bottom of the rubber head, and allowing the Spodoptera frugiperda sex pheromone solution to permeate into the rubber along with the solvent (n-hexane). After the solvent (n-hexane) is volatilized, 100 mu g of sex pheromone of the Spodoptera litura is obtained.
(4) Cis-11-hexadecenyl-2-monochloroacetic acid ester, cis-11-hexadecenyl-2-monobromoacetic acid ester, cis-11-hexadecenyl-4-monofluorobutyric acid ester, cis-11-hexadecenyl-2, 2-dichloroacetic acid ester, cis-11-hexadecenyl-2, 2-difluoroacetic acid ester, cis-11-hexadecenyl-3, 3-dibromopropionic acid ester, cis-11-hexadecenyl-2, 2, 2-trifluoroacetate, cis-11-hexadecenyl-2, 2,3,3, 3-pentafluoropropionic acid ester, cis-11-hexadecenyl-2, 2,3,3, 4-pentafluorobutyric acid ester, n-11-hexadecenyl-2, 2,3,3, 4-pentafluorobutyric acid ester, One or more of cis-11-hexadecenyl-2, 3,4,4, 4-pentafluorobutyrate are respectively diluted by n-hexane, and the concentration is 0.1 mu g/mu L. The structural formulas of the ten compounds are shown in the attached figures (figures 1-10) of the specification.
(5) Sucking 100 μ L (0.1 μ g/μ L) of the solution obtained in step (4), and mixing with the sex pheromone lure of Spodoptera litura prepared in step (3) to obtain a mixed lure. Therefore, in the Spodoptera litura lure core, the mass ratio of the Spodoptera litura sex pheromone to the halogenated pheromone analogue is 100: 10. Before the test, the lure is placed in a refrigerator with the temperature of 20 ℃ below zero for standby.
Selecting a land plot with serious harm of Spodoptera litura, wherein the traps are general moth traps, the traps are placed about 20cm above crops, and the average distance between the traps is more than 10 m. Each of the above mixed lure treatments was set to 5 replicates. The control cochleate noctuid sex pheromone (cis-11-hexadecene acetate: cis-11-hexadecenol: hexadecene acetate ═ 83:16:1) lure and blank treatments were 5 replicates each.
The recording method comprises the following steps:
the trapping quantity of each trap is recorded every two days, the positions of different treatment groups are randomly exchanged after the worm bodies are fished out, so that the test error caused by the position effect is eliminated, and the observation is continuously carried out for 30 days. The test results are shown in table 1. (different lower case letters on the same column in Table 1 indicate significant differences at the P < 0.05 level in the Duncan method significance test)
TABLE 1 trapping test results of attractant compositions for Trichoplusia spinosa
The results in table 1 show that the attractant composition of the present invention has a good trapping effect on Heliothis spinosa. The significance comparison shows that the trapping amount treated by the halogenated-type pheromone analogue is significantly different from the trapping amount of the sex pheromone of the Spodoptera frugiperda (P is less than 0.05), which indicates that the halogenated-type pheromone analogue has a synergistic effect on the trapping activity of the sex pheromone of the Spodoptera frugiperda, wherein the trapping amount of the cis-11-hexadecenyl-4-monofluorobutyrate is most significantly different from the trapping amount of the sex pheromone of the Spodoptera frugiperda, and indicates that the synergistic activity is highest.
The attractant composition for the Spodoptera litura provided by the invention is simple to prepare, and the raw materials are easy to obtain; compared with the original sex pheromone, the sex pheromone has higher trapping activity, good stability and long duration, and the control effect can be maintained for more than 30 days; strong specificity, and can not make the Spodoptera litura generate resistance; is harmless to human and livestock and environment-friendly; strong stress resistance and convenient use. The invention can be accurately applied to insect condition prediction, mating interference and mass trapping, and has important significance for comprehensively treating the Spodoptera litura.
The above disclosure is only for the specific embodiment of the present invention, but the present invention is not limited thereto, and any variations that can be made by those skilled in the art should fall within the scope of the present invention.
Claims (3)
1. An attractant composition for controlling Spodoptera frugiperda, which is characterized by comprising a Spodoptera frugiperda sex pheromone component and halogenated pheromone analogues thereof, wherein the Spodoptera frugiperda sex pheromone component comprises cis-11-hexadecene acetate, cis-11-hexadecene alcohol and hexadecene acetate;
the mass ratio of the sex pheromone component of the Spodoptera litura to the halogenated pheromone analogue thereof is 100: 10;
the mass ratio of the cis-11-hexadecene acetate to the cis-11-hexadecene alcohol to the hexadecene acetate is 83:16: 1;
the halogenated pheromone analogue is selected from cis-11-hexadecenyl-2-monochloroacetate, cis-11-hexadecenyl-2-monobromoacetate, cis-11-hexadecenyl-4-monofluorobutyrate, cis-11-hexadecenyl-2, 2-dichloroacetate, cis-11-hexadecenyl-2, 2-difluoroacetate, cis-11-hexadecenyl-3, 3-dibromopropionate, cis-11-hexadecenyl-2, 2, 2-trifluoroacetate, cis-11-hexadecenyl-2, 2,3,3, 3-pentafluoropropionate and cis-11-hexadecenyl-2, 2,3,3, 4-pentafluorobutyrate and cis-11-hexadecenyl-2, 3,4,4, 4-pentafluorobutyrate.
2. A method for preparing an attractant composition for controlling helicoverpa claris according to claim 1, comprising the steps of:
(1) selecting a cylindrical concave rubber plug, wherein the height of the cylindrical concave rubber plug is 0.5-2 cm, and the diameter of the cylindrical concave rubber plug is 0.5-2 cm;
(2) diluting the sex pheromone component and the pheromone analogue in the attractant composition of claim 1 into a solution with the concentration of 0.01-1 mu g/mu L by using normal hexane, and sucking 50-200 mu L of the solution and adding the solution into a concave part of a rubber plug;
(3) naturally evaporating until n-hexane is completely volatilized, and placing in a refrigerator at-20 deg.C for use.
3. The attractant composition of claim 1 for use in the biocontrol of Spodoptera litura.
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| CN108812666A (en) * | 2018-08-25 | 2018-11-16 | 中国农业科学院植物保护研究所 | A kind of footpath between fields noctuid traps composition and its application |
| CN108812664A (en) * | 2018-08-25 | 2018-11-16 | 中国农业科学院植物保护研究所 | A kind of footpath between fields noctuid lure composition and application thereof |
| CN108925559A (en) * | 2018-08-25 | 2018-12-04 | 中国农业科学院植物保护研究所 | A kind of lettuce winter noctuid lure composition and its preparation and application |
| CN109221119A (en) * | 2018-11-09 | 2019-01-18 | 中国农业科学院植物保护研究所 | It is a kind of for preventing and treating the sex pheromone composition and application of three-spotted plusia |
| CN112021310A (en) * | 2019-06-03 | 2020-12-04 | 中国农业科学院植物保护研究所 | Sex pheromone composition for preventing and treating panopneumonia armyworm |
| CN110934140B (en) * | 2019-12-13 | 2021-04-30 | 中国农业科学院植物保护研究所 | Sex pheromone analogue disorientation technology for preventing and treating Spodoptera litura |
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| US20100021417A1 (en) * | 2008-07-24 | 2010-01-28 | Shin-Etsu Chemical Co., Ltd. | Acetate-containing mating disruptant and mating disruption method using the same |
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| CN105123718A (en) * | 2015-08-21 | 2015-12-09 | 中国农业科学院植物保护研究所 | Reverse sex pheromone for prevention and control of plutella xylostella l. |
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| 小菜蛾性信息素卤代类似物的合成及活性研究;张开心等;《植保科技创新与农业精准扶贫-中国植物保护学会2016年学术年会论文集》;20161110;第390-391页 * |
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