Application of sex attractant analogs in trapping Spodoptera argentea

Abstract

The present invention relates to the technical field of biological pest control, and provides the application of a sex attractant analogue in trapping Spodoptera. The present invention uses trans-9-tetradecene-2,2-difluoroacetate as a sex attractant analogue to trap Spodoptera, which has the advantages of strong trapping ability, small dosage, good stability, and long lasting effect. In addition, the preparation method of trans-9-tetradecene-2,2-difluoroacetate is simple, low cost, and suitable for large-scale use. At the same time, the sex attractant analogue has strong specificity, does not produce resistance, does not harm natural enemies, is non-toxic to humans and animals, and is environmentally friendly. When applied to the prevention and control or monitoring of Spodoptera, accurate Spodoptera insect infestation monitoring can be performed, and a large number of trapping and mating interference can be achieved, which is of great significance for the comprehensive management of Spodoptera.

Description

Technical Field

[0001] The invention relates to the technical field of biological pest control, in particular to the application of sex attractant analogs in trapping Spodoptera exigua. Background Art

[0002] Spodoptera spodoptera[ Argyrogramma agnata (Staudinger) [This insect belongs to the order Lepidoptera, family Noctuidae.] It is a significant pest of legumes and cruciferous vegetables and is widely distributed in countries such as South Korea, Japan, and China. In China, it is primarily found in soybean, peanut, and vegetable production areas, such as the Yellow River, Huai River, and Yangtze River basins. It is omnivorous and migratory, producing two to seven generations annually and exhibiting a severe generational alternation. Green, safe, and effective technologies are urgently needed to control Spodoptera.

[0003] Pheromone-based pest control is a green pest control technology that leverages insects' inherent chemical communication systems to control pest populations. It boasts high efficiency and environmental friendliness, offering a new approach for combating Spodoptera exigua (Spodoptera exigua). Common pheromones are synthetic sex attractants. These attractants are released into the field to attract male moths of the same species seeking to mate, trapping them in traps. This deprives females of mating opportunities and prevents them from effectively reproducing, thereby reducing the offspring population and achieving the goal of combating this pest. In recent years, insect pheromones have garnered widespread attention due to their specificity, sensitivity, and environmental friendliness.

[0004] Sex attractant analogs are synthetic chemicals with structural similarities to natural sex attractants that have a certain influence on insect chemical communication systems. Through structural modification and optimization, sex attractant analogs can have stronger biological activity and attractant effects, while also being more cost-effective. In recent years, pheromone analogs have become a research hotspot in this field. However, current sex attractant analogs for Spodoptera argentipes still suffer from the drawbacks of a short duration of effectiveness and low trapping yield. Summary of the Invention

[0005] In light of this, the present invention provides the use of sex attractant analogs for trapping Spodoptera argentea. The present invention uses trans-9-tetradecene-2,2-difluoroacetate to trap Spodoptera argentea, with a long-lasting effect, a large capture volume, and the ability to achieve sustained control, which is of great significance for the comprehensive management of Spodoptera argentea.

[0006] In order to achieve the above-mentioned object of the invention, the present invention provides the following technical solutions:

[0007] The invention relates to the use of a sex attractant analogue in trapping Spodoptera argentea, wherein the sex attractant analogue is trans-9-tetradecene-2,2-difluoroacetate.

[0008] The invention relates to the use of a sex attractant analogue in preventing and controlling or monitoring Spodoptera exigua, wherein the sex attractant analogue is trans-9-tetradecene-2,2-difluoroacetate.

[0009] Preferably, when the sex attractant analogue is used to control Spodoptera argentea, the dosage of the sex attractant analogue is 10-150 μg / m2.

[0010] Preferably, when the sex attractant analogue is used to monitor Spodoptera argentea, the dosage of the sex attractant analogue is 0.1-20 μg / m2.

[0011] The present invention also provides an attractant core for trapping Spodoptera argentea, comprising a slow-release carrier and trans-9-tetradecene-2,2-difluoroacetate loaded on the slow-release carrier.

[0012] Preferably, the sustained-release carrier is a rubber stopper.

[0013] Preferably, the height of the rubber stopper is 0.5-2 cm, and the bottom diameter is 0.5-2 cm.

[0014] The present invention also provides a method for preparing the lure core for trapping Spodoptera argentea, comprising the following steps:

[0015] mixing trans-9-tetradecene-2,2-difluoroacetate and a volatile organic solvent to obtain a solution;

[0016] The solution is added into a slow-release carrier, and then the solvent is evaporated to obtain the lure core for trapping Spodoptera argentea.

[0017] Preferably, the volatile organic solvent is n-hexane.

[0018] Preferably, the concentration of trans-9-tetradecene-2,2-difluoroacetate in the solution is 0.01-10 μg / μL.

[0019] The present invention provides the use of a sex attractant analogue in trapping Spodoptera argentipes, wherein the sex attractant analogue is trans-9-tetradecene-2,2-difluoroacetate. The present invention uses trans-9-tetradecene-2,2-difluoroacetate to trap Spodoptera argentipes, and has the advantages of strong trapping ability, low usage, good stability, and a long-lasting effect. It can more effectively trap and kill male Spodoptera argentipes, trapping a large number of male Spodoptera argentipes, thereby physically killing them, reducing their reproduction rate, and gradually controlling the extinction of the pest population, thereby achieving the purpose of pest control. Furthermore, the sex attractant analogue is highly specific, does not produce resistance, is harmless to natural enemies, is non-toxic to humans and animals, and is environmentally friendly. Furthermore, the preparation method of trans-9-tetradecene-2,2-difluoroacetate is simple, low-cost, and suitable for large-scale use.

[0020] In addition, the present invention also provides the use of trans-9-tetradecene-2,2-difluoroacetate as a sex attractant analogue in the prevention and control or monitoring of Spodoptera exigua. Trans-9-tetradecene-2,2-difluoroacetate as a sex attractant analogue can accurately monitor the insect infestation of Spodoptera exigua, and can be used for large-scale trapping and mating interference, which is of great significance for the comprehensive control of Spodoptera exigua. DETAILED DESCRIPTION

[0021] The present invention provides use of a sex attractant analogue in trapping Spodoptera argentea. The sex attractant analogue is trans-9-tetradecene-2,2-difluoroacetate.

[0022] In the present invention, the structural formula of trans-9-tetradecene-2,2-difluoroacetate is shown in Formula I:

[0023] Formula I.

[0024] The present invention has no special requirements on the source of the trans-9-tetradecene-2,2-difluoroacetate, and it can be prepared using a commercially available product or a method well known to those skilled in the art.

[0025] The present invention also provides use of a sex attractant analogue in preventing or monitoring Spodoptera exigua, wherein the sex attractant analogue is trans-9-tetradecene-2,2-difluoroacetate.

[0026] In the present invention, when the sex attractant analogue is used to control Spodoptera, the dosage of the sex attractant analogue is preferably 10-150 μg / m2, specifically 10 μg / m2, 30 μg / m2, 50 μg / m2, 100 μg / m2 or 150 μg / m2; when the sex attractant analogue is used to monitor Spodoptera, the dosage of the sex attractant analogue is preferably 0.1-20 μg / m2, specifically 0.1 μg / m2, 1 μg / m2, 5 μg / m2, 10 μg / m2 or 20 μg / m2.

[0027] The present invention also provides a lure for luring Spodoptera argentipes, comprising a slow-release carrier and trans-9-tetradecene-2,2-difluoroacetate loaded on the slow-release carrier. The slow-release carrier is preferably a rubber stopper having a height of 0.5 to 2 cm and a bottom diameter of 0.5 to 2 cm. The rubber stopper is specifically a cylindrical concave rubber stopper having one closed end and one open end, the open end being inwardly concave, the wall thickness of the open end being preferably 1 mm, and the depth of the concave end being preferably 5 mm. The present invention does not have any specific requirements for the content of trans-9-tetradecene-2,2-difluoroacetate in the lure; the content can be determined based on actual needs. In an embodiment of the present invention, the content of trans-9-tetradecene-2,2-difluoroacetate in the lure is preferably 1000 μg per lure.

[0028] The present invention also provides a method for preparing the lure core for trapping Spodoptera argentea according to the above scheme, comprising the following steps:

[0029] mixing trans-9-tetradecene-2,2-difluoroacetate and a volatile organic solvent to obtain a solution;

[0030] The solution is added into a slow-release carrier, and then the solvent is evaporated to obtain the lure core for trapping Spodoptera argentea.

[0031] In the present invention, the volatile organic solvent is preferably n-hexane; the concentration of trans-9-tetradecene-2,2-difluoroacetate in the solution is preferably 0.01-10 μg / μL, specifically 0.01 μg / μL, 0.1 μg / μL, 1 μg / μL, 5 μg / L or 10 μg / μL.

[0032] After obtaining the solution, the present invention preferably adds the solution to the concave portion of the rubber stopper. As the solvent evaporates, trans-9-tetradecene-2,2-difluoroacetate gradually penetrates into the interior of the rubber.

[0033] The following will be combined with the embodiments of the present invention to clearly and completely describe the technical solutions of the present invention. Obviously, the embodiments described are only some embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without making creative efforts are within the scope of protection of the present invention.

[0034] Example 1 Preparation of trans-9-tetradecene-2,2-difluoroacetate

[0035] 0.1 g of trans-9-tetradecen-1-ol (0.5 mmol) was dissolved in 5 mL of dichloromethane. 0.081 g (0.8 mmol) of triethylamine and 0.006 g of 4-dimethylaminopyridine (DMAP) were added, and the mixture was stirred in an ice-salt bath for 10 min. A solution of 0.139 g of difluoroacetic anhydride (0.8 mmol) in dichloromethane (1 mL) was slowly added dropwise, and the reaction was allowed to proceed for 0.5 h. The ice-salt bath was removed, and the mixture was stirred at room temperature overnight, monitored by TLC. The reaction was quenched with deionized water, and the organic phase was washed with saturated brine (15 mL x 3), dried over anhydrous sodium sulfate (30 min), and the solvent was evaporated under reduced pressure. The crude product was purified by silica gel column chromatography using a mixture of ethyl acetate and petroleum ether (1:50, by volume) as the eluent. The target product, trans-9-tetradecene-2,2-difluoroacetate, was obtained as a pale yellow oily liquid in a yield of 69%. The structural identification data of the product are as follows: 1 H NMR (400 MHz, CDCl3) d :5.82 (t, J = 53.4 Hz, 1H), 5.37~5.21 (m, 2H), 4.20 (t, J = 6.7 Hz, 2H), 1.89 (m, J = 6.5, 6.1, 2.9 Hz, 4H), 1.64 (m, J = 6.8 Hz, 2H), 1.32~1.18 (m, 14H), 0.81 (t, J = 7.0 Hz, 3H); HR-MS(ESI) m / z: Calcd for C 16 H 28 O2F2Na{[M+Na] +} 313.1955, found313.1950.

[0036] Example 2 Preparation of lure core

[0037] (1) The lure core carrier is a cylindrical green concave rubber plug with a height of 14 mm, an inner diameter of the open end of 8 mm, a wall thickness of the open end of 1 mm, and an opening depth of 5 mm.

[0038] (2) Dissolve trans-9-tetradecene-2,2-difluoroacetate in n-hexane and dilute to a solution with a concentration of 10 μg / μL.

[0039] (3) Pipette 100 μL of the solution prepared in step (2) and add it to the concave part of the rubber stopper. Then evaporate the solvent. As the n-hexane evaporates, trans-9-tetradecene-2,2-difluoroacetate penetrates into the rubber. After the n-hexane evaporates completely, 1000 μg of the target attractant core of Spodoptera silversia is obtained.

[0040] (4) Dilute cis-9-dodecenyl acetate (purity ≥90%, purchased from Beijing Chemical Industry Group) and trans-9-tetradecen-1-ol (purity ≥90%, purchased from Beijing Chemical Industry Group) with n-hexane to a concentration of 10 μg / μL. Prepare comparison baits according to the method in (3).

[0041] Before the test, the bait was placed in a -20℃ refrigerator for later use.

[0042] Example 3 Trapping Experiment

[0043] Trapping experiments were conducted using the lures prepared in Example 2. Fields with severe Spodoptera infestation were selected. General-purpose moth traps were used, with an average spacing of 8–10 m between traps. Three replicates of the target lure treatment were set. Six control lure traps (three cis-9-dodecenyl acetate and three trans-9-tetradecen-1-ol) were also randomly placed, along with one blank bucket trap and one containing three live, unmated, three-day-old female Spodoptera.

[0044] Recording method:

[0045] The number of traps caught was recorded every three days. After the insects were removed, the positions of the different treatment groups were randomly swapped to eliminate experimental errors caused by position effects. The total number of traps caught was calculated for 30 consecutive days. The experimental results are shown in Table 1.

[0046] Table 1 Trapping experiment test results

[0047]

[0048] According to the results in Table 1, the sex attractant analogue trans-9-tetradecene-2,2-difluoroacetate of the present invention has an ideal trapping effect on Spodoptera exigua, and the trapping amount is significantly different from that of cis-9-dodecene acetate, trans-9-tetradecene-1-ol and female Spodoptera exigua, and can achieve large-scale trapping.

[0049] The present invention uses trans-9-tetradecene-2,2-difluoroacetate to trap Spodoptera argentea. The trap boasts high activity, good stability, and a long-lasting effect, with control effects lasting for over 60 days. It is highly specific and does not induce resistance in Spodoptera argentea. It is harmless to humans and animals and environmentally friendly, highly resistant to adverse effects, and easy to use. The trap can be accurately applied to insect infestation monitoring, mating disruption, and large-scale trapping, and is of great significance for the comprehensive control of Spodoptera argentea.

[0050] The above is only a preferred embodiment of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principles of the present invention. These improvements and modifications should also be regarded as within the scope of protection of the present invention.

Claims

1. The use of a sex attractant analogue in trapping Spodoptera argentea, characterized in that: The sex attractant analog is trans-9-tetradecene-2,2-difluoroacetate.

2. A use of a lure in trapping Spodoptera exigua, characterized in that: The attractant core comprises a slow-release carrier and trans-9-tetradecene-2,2-difluoroacetate loaded on the slow-release carrier.

3. The use according to claim 2, characterized in that The slow-release carrier is a rubber stopper.

4. The use according to claim 3, characterized in that The height of the rubber stopper is 0.5-2 cm, and the bottom diameter is 0.5-2 cm.

5. The use according to any one of claims 2 to 4, characterized in that: The preparation method of the lure core comprises the following steps: mixing trans-9-tetradecene-2,2-difluoroacetate and a volatile organic solvent to obtain a solution; The solution is added into a slow-release carrier, and then the solvent is evaporated to obtain the lure core for trapping Spodoptera argentea.

6. The use according to claim 5, characterized in that The volatile organic solvent is n-hexane.

7. The use according to claim 5, characterized in that The concentration of trans-9-tetradecene-2,2-difluoroacetate in the solution is 0.01-10 μg / μL.

Images