CN114190377A

CN114190377A - Application of cis 11-tetradecene acetate as sex pheromone of yellow cabbage moth, lure core and preparation method and application thereof

Info

Publication number: CN114190377A
Application number: CN202111536280.4A
Authority: CN
Inventors: 罗宗秀; 李兆群; 蔡晓明; 边磊; 修春丽; 付楠霞; 陈宗懋
Original assignee: Tea Research Institute Chinese Academy of Agricultural Sciences
Current assignee: Tea Research Institute Chinese Academy of Agricultural Sciences
Priority date: 2021-12-15
Filing date: 2021-12-15
Publication date: 2022-03-18
Anticipated expiration: 2041-12-15
Also published as: CN114190377B

Abstract

The invention relates to the technical field of pest control, and provides application of cis 11-tetradecene acetate as sex pheromone of a yellow cabbage moth, a yellow cabbage moth lure and a preparation method and application thereof. The invention identifies the chemical component cis 11-tetradecene acetate of sex pheromone of female cabbage moth through experimental analysis of natural sex pheromone of female cabbage moth, the substance has strong attraction effect on male cabbage moth, and can be applied to biological control of cabbage moth. The lure core provided by the invention has the advantages of good slow release, long lasting period, good lure effect, no toxicity and harm, no pesticide residue risk and no influence on beneficial insects in a tea garden. The invention provides a new method for biologically controlling the Hunan yellow cabbage moth, is suitable for tea gardens with the damage of the Hunan yellow cabbage moth, and is particularly suitable for organic tea gardens.

Description

Application of cis 11-tetradecene acetate as sex pheromone of yellow cabbage moth, lure core and preparation method and application thereof

Technical Field

The invention relates to the technical field of pest control, in particular to application of cis 11-tetradecene acetate as sex pheromone of a Claritystis mellonella, a lure and a preparation method and application thereof.

Background

The yellow cabbage moth (Archiches strojny Razowski) belongs to the genus Botrytis of the Lepidoptera family, and the yellow cabbage moth is the newly discovered tea tree pest of the Botrytis family in Hangzhou tea gardens of Zhejiang for the first time in 2015. The outbreak time of the insect is 3-4 months, which is completely coincident with the picking period of spring tea in China, so that the chemical pesticide is inconvenient to use for preventing and treating the insect in order to ensure the quality safety of the spring tea. About 10% of the yield loss is caused during spring tea in the Hangzhou West lake Longjing producing area.

The sex pheromone of the insect is a trace chemical substance secreted in vitro by a special secretion organ of a sex individual of the same kind of insect, can be accepted by a sensing organ of an opposite individual of the same kind, and causes the opposite individual to generate certain behavioral response or physiological effect (such as mating, directional mating, mating and the like). After the sex pheromone of an insect is identified, the sex pheromone has a plurality of application modes, the first mode is insect condition monitoring, whether target insects exist in a corresponding area or not can be accurately reflected by whether target insects exist in a sex pheromone trapper or not, and the hatching condition of next generation larvae can be reflected. The sex pheromone is used for monitoring the insect condition, and can provide guidance for chemical pesticide application, such as determination of a prevention and treatment threshold value, determination of prevention and treatment time and the like. The second application is mating disorientation, which creates a sex pheromone scent by artificially releasing sex pheromones to allow the insect to obtain false signals during the communication of the spouse, thereby delaying, reducing or preventing the insect from mating. The third application mode is mass trapping, which attracts insects of one sex or both sexes in large amount through a sex attractant, and then combines a large-capacity trap or chemical pesticide to kill the attracted insects.

Because the yellow moth of Hunan yellow is a leaf moth newly discovered in recent years, no research on related control technology exists at present, the chemical pesticide commonly used for controlling the lepidoptera pests is mainly used in production control at present, but the chemical pesticide used in the outbreak period of the yellow moth of Hunan yellow is the period of spring tea, so that the pesticide residue in tea leaves is easy to exceed the standard. At present, no report about the sex pheromone of the yellow cabbage moth exists in the field.

Disclosure of Invention

In view of the above, the invention provides an application of cis 11-tetradecene acetate as sex pheromone of the Clarias flavedo, a lure and a preparation method and an application thereof. The cis 11-tetradecene acetate is used as the sex pheromone of the Hunan yellow cabbage moth, so that the efficient control of the Hunan yellow cabbage moth can be realized, and the method is non-toxic and harmless and does not produce pesticide residues.

In order to achieve the above object, the present invention provides the following technical solutions:

use of cis 11-tetradecene acetate as sex pheromone of yellow cabbage moth.

Preferably, the cis 11-tetradecene acetate is prepared by a method comprising the following steps:

cis-11-tetradecene-1-alcohol, triethylamine and acetyl chloride are mixed and reacted to obtain cis-11-tetradecene acetate.

The invention also provides a yellow moth attractant core, which comprises a slow release carrier and an active component loaded on the slow release carrier, wherein the active component is cis-11-tetradecene acetate.

Preferably, the slow release carrier is a bell-shaped rubber plug or a rubber tube.

Preferably, the height of the bell-shaped rubber plug is 14.0 +/-0.5 mm, the outer diameter of the active component adding port is 10.0 +/-0.2 mm, and the inner diameter is 7.5 +/-0.2 mm; the bell-shaped rubber plug is a desulfurization bell-shaped rubber plug;

the rubber tube is a PVC rubber tube; the caliber of the PVC rubber tube is 1-4 mm.

Preferably, the load capacity of the sex pheromone on the single yellow cabbage moth lure core is 800-1200 mu g.

The invention also provides a preparation method of the yellow cabbage moth lure core in the scheme, which comprises the following steps:

loading cis 11-tetradecene acetate on a slow release carrier to obtain the yellow cabbage moth attractant core.

Preferably, when the slow release carrier is a bell-shaped rubber plug, the preparation method of the lure specifically comprises the following steps:

dissolving cis 11-tetradecene acetate in a solvent, dropwise adding the obtained solution into a bell-shaped rubber plug, ventilating and standing the slow-release carrier, and volatilizing the solvent to remove; the solvent comprises n-hexane or dichloromethane.

Preferably, when the slow release carrier is a rubber tube, the preparation method of the lure specifically comprises the following steps:

dissolving cis 11-tetradecene acetate in a solvent, injecting the obtained solution into a rubber tube, and sealing two ends of the rubber tube; the solvent is vegetable oil.

The invention also provides the application of the yellow cabbage moth lure core in the scheme or the yellow cabbage moth lure core prepared by the preparation method in the scheme in the control of the yellow cabbage moth.

The invention provides application of cis 11-tetradecene acetate as sex pheromone of a yellow cabbage moth. The invention firstly identifies the chemical component cis 11-tetradecene acetate (Z11-14OAc) of the sex pheromone by carrying out experimental analysis on the natural sex pheromone of female cabbage loopers, and the substance has strong attraction effect on male cabbage loopers and can be applied to the biological control of the cabbage loopers.

The invention also provides a yellow moth attractant core, a preparation method and application thereof, and the invention uses cis-11-tetradecene acetate as an active component to be loaded on a slow-release carrier, so that the attractant core with good slow-release property, long lasting period and good attractant effect can be obtained. Compared with a chemical control method, the adoption of the lure core disclosed by the invention for controlling the yellow cabbage moth has the following advantages: 1. the sex pheromone component is nontoxic, is not directly used on tea trees, has no pesticide residue risk on tea leaves, and has no harm to beneficial insects in tea gardens. 2. Has very obvious effect of trapping and killing male moths and can indirectly control the next generation of larvae to damage tea trees. 3. The content of the sex pheromone in the lure core is microgram level, the lure core is very efficient, the lasting period is long and is generally about 2-6 months, and the lure core can keep long-term suppression on male moth mouths after long-term use. The invention provides a new method for biologically controlling the Hunan yellow cabbage moth, is suitable for tea gardens with the damage of the Hunan yellow cabbage moth, and is particularly suitable for organic tea gardens.

Detailed Description

The invention provides application of cis 11-tetradecene acetate as sex pheromone of a yellow cabbage moth. The cis 11-tetradecene acetate has strong attraction effect on male worms of the Xiang yellow cabbage moths, is used as a sex pheromone in the biological control of the Xiang yellow cabbage moths, and has wide application prospect.

In the present invention, the cis 11-tetradecene acetate is preferably prepared by the following method:

In the invention, the mole ratio of cis-11 tetradecene-1-ol, triethylamine and acetyl chloride is preferably 3-3.5: 5-5.3: 4-4.5, and more preferably 3.4:5.1: 4.1; the reaction temperature is preferably room temperature, and the reaction time is preferably 4 hours. In the embodiment of the invention, preferably, cis-11 tetradecene-1-ol is added into diethyl ether, the obtained feed liquid is placed in an ice water bath to be cooled to 0 ℃, then triethylamine and acetyl chloride are added, the ice water bath is removed, the temperature is raised to the room temperature, and the reaction is carried out under the stirring condition.

After the reaction is finished, preferably, the obtained product liquid and water are mixed and stirred, then an organic phase is separated, the residual water phase is extracted by ether, the obtained extract is sequentially washed, dried and distilled under reduced pressure to obtain a crude product, and the crude product is subjected to silica gel column chromatography purification to obtain cis-11-tetradecene acetate; the washing detergent is preferably a saturated sodium chloride solution, and the drying desiccant is preferably anhydrous sodium sulfate; the eluent for silica gel column chromatography is preferably a mixed solvent of petroleum ether and ethyl acetate.

In the present invention, the sustained-release carrier is preferably a bell-shaped rubber stopper or a rubber tube.

In the invention, the height of the bell-shaped rubber plug is preferably 14.0 +/-0.5 mm, the outer diameter of the active component adding port is preferably 10.0 +/-0.2 mm, and the inner diameter is preferably 7.5 +/-0.2 mm; the bell-shaped rubber plug is preferably a desulfurization bell-shaped rubber plug; in the specific embodiment of the invention, preferably, the bell-shaped rubber plug is soaked in absolute ethyl alcohol for 24 hours for desulfurization, and the bell-shaped rubber plug is dried after the desulfurization is finished to obtain the desulfurization bell-shaped rubber plug; the drying temperature is preferably 40 ℃ and the drying time is preferably 24 h. In the invention, when the slow release carrier is a bell-shaped rubber plug, the active component is specifically dissolved and then permeates into the bell-shaped rubber plug, then the solvent is volatilized and removed, and in the using process, the active component is slowly released.

In the invention, the rubber tube is preferably a PVC rubber tube; the caliber of the PVC rubber tube is preferably 1-4 mm, and more preferably 2 mm. In the invention, when the slow release carrier is a rubber tube, the active component is dissolved in a solvent, then the active component solution is encapsulated in the rubber tube, and in the using process, the active component and the solvent are slowly released together.

In the invention, the loading capacity of the active components on the single yellow cabbage moth lure is preferably 800-1200 mu g, and more preferably 900-1000 mu g.

In the invention, when the slow release carrier is a bell-shaped rubber plug, the preparation method of the lure specifically comprises the following steps:

In the present invention, the concentration of cis 11-tetradecene acetate in the solution obtained by dissolution is preferably 5 to 50. mu.g/. mu.L, more preferably 10 to 30. mu.g/. mu.L; in the present invention, the dropping amount of the solution is preferably controlled according to the concentration of the active ingredient in the solution and the loading amount of the active ingredient in a single lure; the time for the aeration standing is preferably 3 h.

In the invention, when the slow release carrier is a rubber tube, the preparation method of the lure specifically comprises the following steps:

In the present invention, the vegetable oil is preferably peanut oil or corn oil; the concentration of cis 11-tetradecene acetate in the solution obtained by dissolving is preferably 5-50 μ g/μ L, and more preferably 10-30 μ g/μ L; in the present invention, the injection amount of the solution is preferably controlled according to the concentration of the active ingredient in the solution and the loading amount of the active ingredient in the single lure.

The invention also provides the application of the yellow cabbage moth lure core in the scheme or the yellow cabbage moth lure core prepared by the preparation method in the scheme in the control of the yellow cabbage moth. In the invention, the lure core is preferably used in the pupal stage or the eclosion early stage of the imago of the yellow cabbage moth, and when the lure core is applied, the lure core is preferably matched with a special ship-shaped trap for use, and the use density is preferably 2-4 sets/mu; in the specific embodiment of the invention, the trapper is preferably fixed 20-30 cm higher than the top of the tea tree, and the trapper is cleaned timely; the lure is preferably replaced once in two months.

The technical solution of the present invention will be clearly and completely described below with reference to the embodiments of the present invention.

Example 1

Cis 11-tetradecene acetate (Z11-14 OAc): 0.72g (3.4mmol) of cis-11 tetradecene-1-ol solution is placed in 8mL of diethyl ether and cooled to 0 ℃ and then 0.70mL (5.1mmol) of triethylamine and 0.29mL (4.1mmol) of acetyl chloride are added in sequence and reacted at room temperature for 4h, after completion of the reaction 8mL of water are added and stirred for 15min, the organic phase is separated and the aqueous phase is extracted with diethyl ether (3X 5 mL). The extract was washed with saturated sodium chloride solution and dried over anhydrous sodium sulfate. Removing the solvent under reduced pressure, and purifying the product by short column silica gel chromatography with petroleum ether-ethyl acetate as eluent to obtain cis-11-tetradecene acetate.

Example 2

Preparing a bell-shaped rubber plug lure core:

1) selecting a bell-shaped rubber plug with the caliber of 8mm, soaking the bell-shaped rubber plug in absolute ethyl alcohol for 24 hours for desulfurization, and putting the rubber plug taken out into a drying oven at 40 ℃ for 24 hours;

2) dissolving cis 11-tetradecene acetate in chromatographically pure hexane to obtain a solution of 10 mu g/mu l for later use;

3) dripping 100 mu l of the solution prepared in the step 2) into the slow release carrier prepared in the step 1), and then placing the solution in a fume hood for standing for 3 hours at room temperature to obtain the yellow cabbage moth lure, wherein the loading capacity of the active components in a single lure is 1000 mu g.

Example 3

Preparing a hose lure core:

1) selecting a PVC hose with the caliber of 2mm as a slow-release carrier;

2) dissolving cis 11-tetradecene acetate in peanut oil, and uniformly mixing to obtain a solution of 10 mu g/mu l for later use;

3) injecting 100 mu l of the solution prepared in the step 2) into the slow release carrier prepared in the step 1), and sealing two ends to obtain the Hunan yellow roller moth sex attractant.

Example 4

Lure with active ingredient loading of 200. mu.g, 400. mu.g, 600. mu.g and 800. mu.g were prepared according to the method of example 2, respectively.

The lure prepared in example 2 and example 4 was subjected to trapping experiments in application examples.

Application example 1

The trapping effect of the lure with different active component loading amounts was tested, the trapping test was carried out in the tea garden of Longdu tea town of Hangzhou city, Zhejiang, and the blank control was a rubber plug added with n-hexane.

Sex attractant was used in conjunction with boat traps, 3 replicates per treatment, the boat traps were checkerboard randomly placed in the tea garden, each trap was 30cm above the tea plant, the traps were spaced 15m apart, 4 total traps were counted (beginning at 3 months and 15 days 2021, investigated once every 3 days), the four counts were averaged and are listed in table 1, the male trap count in table 1 is the average of the traps found in the four surveys of three replicate traps per dose treatment.

TABLE 1 field trapping test of different loadings of sex pheromone of yellow cabbage moth

As can be seen from the data in Table 1, the sex pheromone of the yellow moth of Hunan province shows a certain difference in attraction activity at different dosages, wherein the attraction effect is the best at 1000 mug/attraction core, and is obviously better than that of the combination of other proportions.

Application example 2

The trapping effect of traps with different densities is tested, the trapping test is carried out in a tea garden base of Longdepressed tea town of Hangzhou city, Zhejiang, a blank control is a rubber plug added with n-hexane, and the loading amount of active components in the trapping core is 1000 mu g. The sex attractant was used in conjunction with boat traps, 3 replicates per treatment. Boat traps were tessellated at 6, 4, 2, 1/mu densities in tea plantations, each trap was 30cm above the tea plant, the traps were spaced 15m apart, 3 total traps were counted (3 surveys starting at 21 days 3/2021), the data from the 3 statistics were averaged and are listed in table 2, the male trap count in table 2 being the average and total number of traps counted three times for three replicates of the trap per density treatment.

TABLE 2 field trapping test of different use densities of sex traps for yellow cabbage moth

Sex attractant (mu/mu)	Male insect trap number (head/trap)	Total number of insects lured (head)
			6	29.06±1.28d	523
4	42.58±1.27c	511
			2	67.67±5.17b	406
1	87.33±3.18a	262

As can be seen from the data in Table 2, the sex pheromone of the yellow cabbage moth has obvious difference in trapping efficiency when the density is different, and the trapping efficiency and the trapping and killing amount can be considered when the density of the traps is 4/mu and 2/mu.

Application example 3

The trapping effect of traps with different heights is tested, the trapping test is carried out in a tea garden base of Longdepressed tea town of Hangzhou city, Zhejiang, a blank control is a rubber plug added with n-hexane, and the loading amount of active components in the trapping core is 1000 mu g. The sex attractant was used in conjunction with boat traps, 3 replicates per treatment. Boat traps were randomly checkerboard-arranged in the tea garden with three treatments 50cm, 30cm, 10cm above the tea plant, traps were spaced 15m apart for 3 total traps (beginning 3 months 21 days 2021, 3 days survey), the 3 statistical data were averaged and listed in table 3, the male trap number in table 3 is the average of the traps found in three replicates of the trap per height treatment.

TABLE 3 field trap test of different heights of usage of the Xiang yellow cabbage moth sex trap

The trapper is higher than the tea tree in height (cm)	Male insect trap number (head/trap)
		50	29.67±1.20c
30	62.67±0.67a
		10	40.00±0.58b

As can be seen from the data in Table 3, the luring activity of the trap shows a certain difference at different heights, wherein the luring effect is best at 30cm higher than that of tea plant, and is significantly better than that of other proportional combinations.

The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.

Claims

1. Use of cis 11-tetradecene acetate as sex pheromone of yellow cabbage moth.

2. Use according to claim 1, wherein the cis 11-tetradecene acetate is prepared by a process comprising the steps of:

3. The yellow moth lure core is characterized by comprising a slow release carrier and an active component loaded on the slow release carrier, wherein the active component is cis-11-tetradecene acetate.

4. The yellow cabbage moth lure according to claim 3, wherein the slow release carrier is a bell-shaped rubber plug or a rubber tube.

5. The Hunan yellow cabbage moth lure according to claim 4, wherein the height of the bell-shaped rubber stopper is 14.0 ± 0.5mm, the outer diameter of the active component addition port is 10.0 ± 0.2mm, and the inner diameter is 7.5 ± 0.2 mm; the bell-shaped rubber plug is a desulfurization bell-shaped rubber plug;

6. The yellow cabbage moth lure according to claim 4, wherein the amount of sex pheromone carried on a single yellow cabbage moth lure is 800-1200 μ g.

7. A preparation method of the yellow cabbage moth lure as claimed in any one of claims 3 to 6, which is characterized by comprising the following steps:

8. The preparation method according to claim 7, wherein when the sustained release carrier is a bell-shaped rubber stopper, the preparation method of the lure specifically comprises:

9. The preparation method according to claim 7, wherein when the slow release carrier is a rubber tube, the preparation method of the lure specifically comprises the following steps:

10. The application of the yellow cabbage moth lure as claimed in any one of claims 3 to 6 or the yellow cabbage moth lure prepared by the preparation method as claimed in any one of claims 7 to 9 in the control of yellow cabbage moth.