CN113940347A - Application of cis-9, trans-12-tetradecene acetate analogue - Google Patents

Application of cis-9, trans-12-tetradecene acetate analogue Download PDF

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CN113940347A
CN113940347A CN202111402083.3A CN202111402083A CN113940347A CN 113940347 A CN113940347 A CN 113940347A CN 202111402083 A CN202111402083 A CN 202111402083A CN 113940347 A CN113940347 A CN 113940347A
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cis
trans
tetradecene
tetradecene acetate
sex pheromone
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崔艮中
李拥虎
王琳
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Yang Lingxianglin Agricultural Biology Technology Co ltd
Zoje Sifang Biotechnology Co ltd
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Yang Lingxianglin Agricultural Biology Technology Co ltd
Zoje Sifang Biotechnology Co ltd
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N35/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/02Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01MCATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M1/00Stationary means for catching or killing insects
    • A01M1/02Stationary means for catching or killing insects with devices or substances, e.g. food, pheronones attracting the insects
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01MCATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
    • A01M2200/00Kind of animal
    • A01M2200/01Insects
    • A01M2200/012Flying insects

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

Abstract

The invention discloses application of cis-9, trans-12-tetradecene acetate analogues, and the cis-9, trans-12-tetradecene acetate analogues are used as substances for enabling insects to generate antagonistic reactions on sex pheromone. The cis-9, trans-12-tetradecene acetate analogue is cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-ketone. The invention discovers the inhibiting effect of insect sex pheromone analogue cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-ketone on insect sex pheromone cis-9, trans-12-tetradecene acetate in the attracting effect of male adults, and the inhibiting effect is used for improving the accuracy rate of pest trapping and the prevention and control effect.

Description

Application of cis-9, trans-12-tetradecene acetate analogue
Technical Field
The invention relates to the technical field of insect sex pheromones, in particular to an application of a cis-9, trans-12-tetradecene acetate analogue as a component of an insect sex pheromone in antagonistic reaction of insects on the sex pheromone.
Background
Pheromones are a general term for trace chemical substances which play a role in chemical communication between organisms, are compounds which are used by insects to express various information such as aggregation, foraging, mating, warning and the like, and are chemical molecular languages for insect communication. For example, in nature, the female adult insect pest, after sexual maturity, releases a compound called sex pheromone, which diffuses with the airflow after being released into the air, stimulates the chemical sensory organs in the antennal of the male insect, causes the male to be personally impulsive and induces the male insect to fly directionally to the releasing source, and mates with the female adult insect releasing to reproduce the offspring. Meanwhile, the sex pheromone of the insect is used as a chemical communication tool in the reproduction stage between the same species and different species of insects, and the high complexity and the particularity of the chemical structure of the sex pheromone are important guarantee for the reproduction isolation between the species of the insects, so that the sex pheromone between different insects cannot be replaced mutually, and the sex pheromone cannot cause confusion, and has great practical value in the aspects of regional investigation, plant quarantine, prevention and control and the like of the insects.
The insect sex attractant lure core is composed of insect sex pheromone and a slow release carrier wrapping the sex pheromone. The sex pheromones of different insects have larger difference, the composition of the sex pheromones of a research object is analyzed and identified, and chemical synthesis is carried out by specific steps to obtain chemical substances with trapping effect on male adults; the slow releasing carrier of sex pheromone is made of specific material and is the part for loading insect sex pheromone, and the slow releasing carrier ensures the slow release of the internal pheromone. The sex pheromone trapping core is combined with a matched trap to simulate female adults to trap male adults and monitor and control pests, and the sex pheromone trapping core is an important control measure in the current green control.
At present, the insect sex pheromone product has the sex attractant lure, and also has disorientation silk, microcapsules and the like for interfering the mating of pests. The pest interference mating technology is that sex pheromone with the content higher than that of pests and lure cores is emitted in the field, so that sex pheromone smell is diffused in the air, male pests lose the ability of searching for female pests, the mating probability of the female pests and the male pests is greatly reduced, the population density of next generation pests is sharply reduced, and the purpose of prevention and control is achieved.
However, as the application increases, technologists find that certain sex pheromone lure traps other pests when trapping a specific target pest, and analyze the reason for the fact that the two pests have the same composition, and when the two pests occur in the nature, substances which cannot be found in the prior art are interfered, or the active areas and the active time between the pests are different, so that ineffective luring during the mating process is avoided. However, the decrease of the specificity of monitoring in the monitoring trapping at the present stage brings trouble to the practical production. Therefore, it is a solution to improve the trapping accuracy of target pests by finding out interfering substances that affect different pests and are not attracted by the same attractant component and releasing them together with the attractant at different activity times, etc.
Meanwhile, the application of the mating interference technology is limited due to the high synthesis cost of the sex pheromone component raw pesticide, the relatively large dosage and the like. Therefore, the development of alternative or synergistic substances for sex pheromone mating disruption is of great importance for the practical production.
The cis-9, trans-12-tetradecene acetate is one of sex pheromone components of beet armyworm, prodenia litura and Indian meal moth.
Therefore, it is an urgent technical problem to be solved by those skilled in the art to provide a substance capable of improving trapping accuracy of the above-mentioned pests and disturbing mating.
Disclosure of Invention
The object of the present invention is to find and use an insect sex pheromone analogue cis-9, trans-12-tetradecenal or cis-9, trans-11-hexadecen-2-one having an antagonistic action on the insect sex pheromone component cis-9, trans-12-tetradecene acetate, to serve practical production.
In order to achieve the purpose, the invention adopts the following technical scheme:
use of a cis-9, trans-12-tetradecene acetate analog as a substance which confers an antagonistic response to sex pheromones on insects.
Preferably, the cis-9, trans-12-tetradecene acetate analog results from altering the functional group of cis-9, trans-12-tetradecene acetate.
Preferably, the cis-9, trans-12-tetradecene acetate analog is cis-9, trans-12-tetradecene aldehyde and/or cis-9, trans-11-hexadecene-2-one.
Preferably, the insect is any one of beet armyworm, prodenia litura and Indian meal moth.
Preferably, the sex pheromone is cis-9, trans-12-tetradecene acetate.
Preferably, the cis-9, trans-12-tetradecene acetate analog is used by the following method: the cis-9, trans-12-tetradecene acetate analogue is added into a volatile solution, mixed evenly, loaded on a carrier and released to the environment through the carrier.
Preferably, the cis-9, trans-12-tetradecene acetate analog is co-supported with the cis-9, trans-12-tetradecene acetate on the same support, or separately supported on different supports, and released into the environment of use.
Preferably, the mass ratio of the cis-9, trans-12-tetradecene acetate analogue to the volatile solution is 1: 100-1: 10.
Preferably, the volatile solution is any one of methyl chloride, acetone, petroleum ether and n-hexane.
Preferably, the carrier is any one of plastic capillary tubes, butyl rubber plugs, natural rubber plugs, plastic sustained-release bags or sustained-release tablets, filter paper, colloids, timed spraying and microcapsules.
The insect sex pheromone component cis-9, trans-12-tetradecene acetate, which is known as the sex pheromone component of beet armyworm, prodenia litura and indian meal moth, and the analogues cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-one thereof generate antagonistic reactions to different insects having the same pheromone cis-9, trans-12-tetradecene acetate to different degrees;
The cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-ketone can be applied to trapping and mating interference prevention with insect sex pheromone cis-9, trans-12-tetradecene acetate on the specificity of pests.
The application of the insect sex pheromone analogue cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-ketone in antagonism of the insect sex pheromone cis-9, trans-12-tetradecene acetate is verified by field tests. It is also known in the art that cis-9, trans-12-tetradecenal or cis-9, trans-11-hexadecen-2-one is a sex pheromone component of insects other than insects, which acts as an analog. Different insects exist in different habitats of the nature, and different insect behavior rhythms are different, so that the sex pheromone analogue is a new discovery for the application of the sex pheromone analogue to the corresponding insects aiming at the pests with certain original sex pheromone.
One embodiment of the invention is to release sex pheromone analogues cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-ketone in the activity time of non-target pests aiming at a lure containing sex pheromone cis-9, trans-12-tetradecene acetate which can simultaneously lure and catch two pests, thereby inhibiting the lure from catching the non-target pests and improving the trapping accuracy of the target pests.
One embodiment of the invention is that aiming at insect sex disorientation products, sex pheromone analogues of certain pests, namely cis-9, trans-12-tetradecene acetic ester, with sex pheromone components of cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-ketone are selected to be made into disorientation products, thereby improving disorientation rate or replacing the original sex pheromone of cis-9, trans-12-tetradecene acetic ester to reduce application cost.
The application has the beneficial effects that the inhibition effect of the insect pheromone analogue cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-ketone on the attracting effect of the insect sex pheromone cis-9 and trans-12-tetradecene acetate on male imagoes is found, and the possibility is provided for improving the pest trapping accuracy and reducing the prevention and control cost through the application of the insect pheromone analogue cis-9, trans-12-tetradecene acetate.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1 insect pheromone component cis-9, trans-12-tetradecene acetate analog cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-one inhibition assay for attracting and attracting Spodoptera litura by Spodoptera litura
A comparison test of the prodenia litura sex pheromone luring core and the luring core added with the insect sex pheromone analogue for trapping the prodenia litura is carried out on the Kuntde farm in Fujian Quanzhou, 10.10-11.10 in 2020. Wherein the prodenia litura sex pheromone lure CK component is cis-9, trans-11-tetradecene acetate and cis-9, trans-12-tetradecene acetate; meanwhile, in order to verify the interference effect of ketone substances in the ester sex pheromone analogues on the sex pheromone, cis-9, trans-12-tetradecenyl ester analogues are specially selected, and cis-9, trans-12-tetradecenyl aldehyde (group A) and cis-9, trans-11-hexadecene-2-ketone (group B) are respectively added into the lure core.
The content of cis-9, trans-12-tetradecene aldehyde and cis-9, trans-11-hexadecene-2-one added to each lure was 0.05mg, 0.5mg and 1mg, respectively, based on 1mg of the original pheromone. The content of the analogues in each treatment is respectively marked as 1, 2 and 3 from low to high. 3 lure cores are arranged per mu, and the interval between every two lure cores is 25 meters.
The test results show (see table 1) that the ester substances as the sex pheromone components inhibit the attraction of corresponding insects by the aldehyde and ketone analogues, and inhibit the insects at different concentrations, and although the field test conditions are complex, the inhibition of the insect sex pheromone by different insect pheromone analogues still has different performances under the background of overall inhibition. Meanwhile, the test takes prodenia litura as a representative of important pests of vegetables and tobacco for verification and analysis.
TABLE 1 interference test results of cis-9, trans-12-tetradecene acetate analogs on prodenia litura
Figure BDA0003364958980000051
Figure BDA0003364958980000061
Example 2 insect pheromone component cis-9, trans-12-tetradecene acetate analog cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-one inhibition assay for spodoptera exigua core-attracting spodoptera exigua
A comparison test of trapping beet armyworms by sex pheromone and trapping cores added with insect sex pheromone analogues in a great abundance area of a salt city in Jiangsu province is carried out in 2021, 18-10 13 months. Wherein, the beet noctuid sex pheromone lure CK component is cis-9, trans-12-tetradecene acetic ester and cis-9-tetradecenol. Cis-9, trans-12-tetradecene aldehyde A and cis-9, trans-11-hexadecene-2-ketone B are respectively added into the lure core.
The content of the added analogues in the original pheromone of 1mg in each lure is 0.05mg, 0.5mg and 1mg respectively. The contents of the analogs in each treatment are respectively marked as 1, 2 and 3 from low to high. 3 lure cores are arranged per mu, and the interval between every two lure cores is 25 meters.
The test results show (see table 2) that the ester substances as the sex pheromone components inhibit the attraction of corresponding insects by the aldehyde and ketone analogues, and inhibit the insects at different concentrations, and although the field test conditions are complex, the inhibition of the insect sex pheromone by different insect pheromone analogues still has different performances under the background of overall inhibition. Meanwhile, the test takes beet armyworm as a representative of important pests of vegetables and tobacco for verification and analysis.
TABLE 2 cis-9, trans-12-tetradecene acetate analogs interference test results with beet armyworm
Figure BDA0003364958980000062
Figure BDA0003364958980000071
Example 3 test of inhibition of insect pheromone component cis-9, trans-12-tetradecene acetate analog cis-9, trans-12-tetradecene aldehyde or cis-9, trans-11-hexadecene-2-one against the attraction of Indian meal moth (Sesamia indica) by Indian meal moth attractant
A comparative test of the Plutella xylostella sex pheromone in the Plutella xylostella traps and the Plutella xylostella traps added with insect sex pheromone analogues is carried out in Yuhuan grain depot in Zhejiang province from 7 months 1 to 7 months 15 in 2021. Wherein, the sex pheromone CK component of the Indian meal moth is cis-9, trans-12-tetradecene acetate and cis-9, trans-12-tetradecenol. Cis-9, trans-12-tetradecene aldehyde A and cis-9, trans-11-hexadecene-2-ketone B are respectively added into the trap.
The content of the added analogues in the original pheromone of 1mg in each lure is 0.05mg, 0.5mg and 1mg respectively. The contents of the analogs in each treatment are respectively marked as 1, 2 and 3 from low to high. 3 lure cores are arranged per mu, and the interval between every two lure cores is 25 meters.
The test results show (see table 3) that the ester substances as the sex pheromone components inhibit the attraction of corresponding insects by the aldehyde and ketone analogues, and inhibit the insects at different concentrations, and although the field test conditions are complex, the inhibition of the insect sex pheromone by different insect pheromone analogues still has different performances under the background of overall inhibition. Meanwhile, the test takes the Indian meal moth as a representative of important storage pests for verification and analysis.
TABLE 3 results of interference test of cis-9, trans-12-tetradecene acetate analogues on Indian meal moth
Figure BDA0003364958980000072
Figure BDA0003364958980000081
The disorientation pest control can be understood in nature that the whole planting space is filled with the odor of the female adults through a large amount of sex pheromones, the odor of the real female adults is covered, the male insects cannot locate the female insects and cannot be attracted by the female insects, the male and female adults cannot complete mating, the population density of the next generation pest is reduced, and the harm is reduced. Usually, sex pheromone is released manually to carry out disorientation control, the disorientation effect is judged by the effect of trapping target pests by the sex attractant core, and if the pests trapped by the sex attractant core in the disorientation area are less than that in the non-disorientation area, the disorientation effect exists, namely, the induction effect of the female adult is reduced or lost.
Because the insect sex pheromone component cis-9, trans-12-tetradecene acetic ester analogues cis-9, trans-12-tetradecene aldehyde and cis-9, trans-11-hexadecene-2-ketone can not be produced in a factory at low cost in the prior art, and the requirement of low-cost raw pesticide caused by larger using amount of the trapping control pheromone in the disorientation control can not be met. Therefore, no disorientation test application was performed in this example. But the theory is still feasible.
The embodiments in the present description are described in a progressive manner, each embodiment focuses on differences from other embodiments, and the same and similar parts among the embodiments are referred to each other. The device disclosed by the embodiment corresponds to the method disclosed by the embodiment, so that the description is simple, and the relevant points can be referred to the method part for description.
The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.

Claims (10)

1. Use of a cis-9, trans-12-tetradecene acetate analog as a substance which confers an antagonistic response to a sex pheromone on insects.
2. Use according to claim 1, wherein the cis-9, trans-12-tetradecene acetate analogue is obtained by altering the functional group of cis-9, trans-12-tetradecene acetate.
3. Use according to claim 2, wherein the cis-9, trans-12-tetradecene acetate analogue is cis-9, trans-12-tetradecenal and/or cis-9, trans-11-hexadecen-2-one.
4. The use according to claim 1, wherein the insect is any one of beet armyworm, prodenia litura and Indian meal moth.
5. Use according to claim 1, wherein the sex pheromone is cis-9, trans-12-tetradecene acetate.
6. Use according to claim 1, wherein the cis-9, trans-12-tetradecene acetate analog is used by the method of: the cis-9, trans-12-tetradecene acetate analogue is added into a volatile solution, mixed evenly, loaded on a carrier and released to the environment through the carrier.
7. Use according to claim 6, wherein the cis-9, trans-12-tetradecene acetate analogue and the cis-9, trans-12-tetradecene acetate are loaded together on the same support or separately on different supports and released into the environment of use.
8. The use according to claim 6, wherein the mass ratio of the cis-9, trans-12-tetradecene acetate analog to the volatile solution is 1:100 to 1: 10.
9. The use according to claim 6, wherein the volatile solution is any one of methyl chloride, acetone, petroleum ether and n-hexane.
10. The use according to claim 6, wherein the carrier is any one of plastic capillary tubes, butyl rubber stoppers, natural rubber stoppers, plastic sustained-release bags or tablets, paper filters, colloids, time-spraying and microcapsules.
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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