KR20140078829A - An insecticide comprising ursolic acid - Google Patents

Abstract

The present invention relates to a pesticide comprising an ursolic acid and, more specifically, to a pesticide showing an insecticidal effect by comprising an ursolic acid having a diacyl CoA:diacylglycerol acyltransferase (DGAT) inhibitory activity. More specifically, provided in the present invention is a pesticide comprising a compound represented by the following chemical formula 1 or salts of the same, to have a clear mechanism of an action and be safe to a human and a livestock.

Description

An insecticide comprising ursolic acid,

More particularly, the present invention relates to an insecticide capable of exhibiting an insecticidal effect by including a salicylic acid having a diacyl-CoA: glycerol acyltransferase (DGAT) inhibitory activity .

The use of pesticides is necessary to increase the productivity of agricultural products by protecting crops from pests and diseases worldwide. However, as global pesticide residual toxicity and various problems caused by environmental pollution appeared, countries around the world discussed internationally to refrain from using organic synthetic pesticides which are toxic for human health. In this international consultation, we agreed to gradually limit the use of organically synthesized pesticides, especially those that are highly influential in manpower. In Korea, we agreed to reduce the production and use of chemical synthetic organic phosphorus and organic chlorine-based pesticides by 50% in 2004, and by 2010 we will reduce the use of organic phosphorus and organic chlorine pesticides by 50% .

However, despite the efforts of many researchers, including world-renowned multinational corporations, they have not developed a new mechanism of insecticide. Therefore, if insecticides can not be developed safely, it is expected that not only domestic but also domestic problems will arise due to lack of insecticides.

In 2004, the global pesticide market accounted for $ 28 billion, of which 46.6% were herbicides, 27.7% were insecticides, 20.8% were fungicides, and 4.9% were other pesticides. In 2006, the domestic pesticide market amounted to 1.60 trillion won, with 23.9% of herbicides, 37.0% of insecticides, 35.5% of fungicides and 3.6% of other pesticides. The insecticide market is about 376 billion won and it is gradually increasing every year. Of these, 30% of the total disinfectant consumption is used for rice and the rest are used for horticultural crops. A total of 228 fungicides registered in the late 1990s were classified into 64 kinds of sterol synthesis inhibitors, 16 kinds of benzimidazoles, 14 kinds of dicarboxyimides, 15 kinds of organic phosphoric compounds, 12 kinds of phenylamides and 7 kinds of chemical compounds. .

The insecticides have mouths, skin and gills in the body, and pesticides introduced into body tissues are degraded to become non-toxic when they reach the point of action, and some are converted into substances with stronger toxicity, And some are emitted. And even if the drug reaches the insect's body, not all of the drug is involved in the insecticidal action, but because it can receive various resistance in the insect's body tissues when it is introduced, only a part of the drug reaches the action site and the physiological and biochemical function It can cause change and show the effect of death. Therefore, when thinking about the action mechanism of insecticides, the place where the insecticide works and the metabolism have a major meaning.

Classification of pesticides which are used in the world can be classified into neurotransmission inhibitors, energy production inhibitors, glaucoma inhibitors and chitin biosynthesis inhibitors, growth inhibition inhibitors, and sex pheromone inducers, and recently developed by the present inventors Sterol metabolism-inhibiting insecticides, and most of the pesticides currently in use around the world are those that act on enzymes of the nervous system or energy production system, which play a fundamental role in maintaining the life of insects.

In addition, many researchers have been studying insect physiology related to insect metabolism enzymes and receptors through molecular biology, and are trying to develop insecticides based on these results. However, there have been few studies on transfer of hormones and storage of lipids in insect bodies. Since most insects do not have the ability to synthesize lipids, fat is required as an essential nutrient, and many insects convert plant fats and use them in insects.

To date, a few chemical compounds have been known as DGAT enzyme inhibitors, and several active substances isolated from natural products have been reported.

Outside the country, DGAT enzyme inhibitors include roselipins [ Gliocladium roseum KF-1040, IC ₅₀ : 15-22 [mu] M], amidepsines [ Humicola sp. FO-2942, IC ₅₀ : 10-50 [mu] M] and xanthohumols [ Humulus lupulus , IC ₅₀ : 50-194 [mu] M], eicosapentaenoic acid, 2-bromooctanoate (Tabata et al .; Phytochemistry , 46, pp683-687, 1997; Rustan et al .; J. Lipid. Res . , 29, pp 1417-1426, 1988).

In Korea, new substances having the activity of inhibiting obesity from ginseng have been reported as molecular targets of diseases caused by absorption of triglycerides such as obesity and hyperlipemia and metabolic disorders (Korean Patent Registration No. 10-0460438) Quinolone alkaloids and tansinon-based substances, which have been separated from oatsu and dansh (Ko et < RTI ID = 0.0 > al ., Arch . Phar . Res. , 25, pp446-448, 2002).

Under these circumstances, the present inventors have found that most of the insects do not biosynthesize the essential nutrients in the body, ingest the lipids from the external food, use the lipids necessary for survival through various metabolic processes, and use the lipids The present inventors have discovered that insecticidal activity can be exhibited by using the inhibitors related to the lipid metabolism mechanism of insects, and as a result, the present invention has been completed.

It is an object of the present invention to provide a pesticide which is safe in its action mechanism and safer to manure.

Another object of the present invention is to provide a method for insecticidal insecticidal use.

The present invention provides an insecticide comprising a compound represented by the following general formula (1) or a salt thereof as an active ingredient.

[Chemical Formula 1]

In the present invention, the compound is characterized by having a diacylcoacylglycerol acyltransferase (DGAT) inhibitory activity.

In the present invention, the insecticide can control larva or nematode of insect pests.

In the present invention, the insect pests may be selected from the group consisting of Chinese cabbage moth, Tobacco rushroom, and White moth, but not limited thereto.

In the present invention, the nematode may be selected from the group consisting of cucumber root nymphs, rice nematodes, and rice root nematodes, but is not limited thereto.

The present invention also provides a method of insect pest control using an insecticide comprising a compound represented by the following formula (1) or a salt thereof as an active ingredient.

[Chemical Formula 1]

Hereinafter, the configuration of the present invention will be described in detail.

The present invention relates to an insecticidal composition comprising a substance that inhibits the synthesis of insect triglycerides.

Lipids are used as the most important energy source in insect bodies. Lipids are predominantly triglycerides and accumulate in fat bodies the most. In addition, lipids can be used as a constituent of cell membranes, and phospholipids and sterols are associated with each other, and they participate in the production of exfoliation hormone, glazes hormone, and pheromone. Thus, lipid metabolism is very important because most insects require fat to grow.

Accordingly, it is an object of the present invention to provide an insecticidal composition comprising a substance which inhibits the synthesis of triglyceride by paying attention to that the present invention artificially inhibits the essential lipid metabolism of the insect so that the synthesis of triglyceride in the insect is inhibited, .

In the insect body triglycerides in triglyceride it is synthesized by a catalyst DGAT using 1,2-diacylglycerol (sn -1,2-diacylglycerol) and fats acyl Koei (Fatty acyl CoA) as a substrate.

Diacyl CoA: glycerol acyltransferase (DGAT) is an enzyme that catalyzes the last step of the glycerol 3-phosphate pathway. It contains 1,2-diacylglycerol ( sn -2-diacylglycerol) It plays a role of synthesizing triglyceride triglyceride by using Fatty acyl CoA as a substrate. Specifically, the triglyceride taken from the outside is decomposed into fatty acid and monoglyceride by the lipase secreted from the pancreas and absorbed through the epithelial cells of the intestine. Then, triglyceride neutral It changes to fat. The biosynthesis of triglycerides mainly occurs in the intestinal epithelial cells of the small intestine by the glycerol 3-phosphate pathway and the monoacylglycerol pathway.

Accordingly, the present invention can provide an insecticide capable of killing harmful insects by using a glycerol acylating enzyme, in particular, a substance inhibiting DGAT activity, as an inhibitor of the synthesis of the triglyceride in insect bodies.

The term "inhibition of synthesis of triglyceride " as used in the present invention refers to blocking or reducing the synthesis of triglyceride in the body of an insect, and more preferably, activity of an enzyme which acts in the process of synthesizing triglyceride in the insect Thereby blocking or reducing the efficiency of synthesis of triglyceride.

When the enzyme activity is inhibited, various reactions can be induced in insect cells. One example of a reaction induced by inhibiting DGAT enzyme activity is the inhibition of insect growth and eventually insecticide by virtue of the absence of exfoliation hormone or glaucoma hormone.

The present invention can provide an insecticidal agent exhibiting an insecticidal effect by containing a compound represented by the following formula (1) or a salt thereof having an activity of inhibiting diacylcoacetylglycerol acyltransferase (DGAT) as an active ingredient.

[Chemical Formula 1]

The compound represented by Formula 1 is also referred to as ursolic acid.

In the present invention, the compound represented by Formula 1 can be isolated from natural materials by a known method or synthesized by a known chemical synthesis method. The compounds represented by the above formula (1) can be used commercially. Specifically, the compound represented by the formula (1) may be isolated from Bipanthus bisacetum.

When the compound of the formula 1 according to the present invention is used as an active ingredient of an insecticide, it can be used as such or in the form of a salt without addition of any other ingredients. However, the compound of formula (1) is usually mixed with a solid carrier, a liquid carrier, a gas carrier or a handout, or absorbed into a basic substance such as a porous ceramic plate or a nonwoven fabric and then added with a surfactant and, The composition may be formulated in various forms such as oil spray, emulsifiable concentrate, wettable powder, milk animal, granule, dust, aerosol, fumigant, vaporizable formulations, smoking formulations, toxic handouts, anti-mite sheets or resin formulations .

Each of the above formulations usually contains 0.01 to 95% by weight of the compound of the present invention as an active ingredient.

Solid carriers that may be used in the formulation include fine powders or granules of clay materials such as kaolin clay, diatomaceous earth, synthetic hydrated silicon oxide, bentonite, clay and clay; Various talc, ceramics and other inorganic materials such as sericite, quartz, sulfur, activated carbon, calcium carbonate and hydrated silica; And chemical fertilizers such as ammonium sulphate, ammonium phosphate, ammonium nitrate, urea and ammonium chloride.

Liquid carriers include water; Alcohols such as methanol and ethanol; Ketones, such as acetone and methyl ethyl ketone; Aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene and methylnaphthalene; Aliphatic hydrocarbons such as hexane, cyclohexane, kerosene and light oil; Esters such as ethyl acetate and butyl acetate; Nitriles, such as acetonitrile and isobutyrnitrile; Ethers such as diisopropyl ether and dioxane; Acid amides such as N, N-dimethylformamide and N, N-dimethylacetamide; Halogenated hydrocarbons such as dichloromethane, trichloroethane and carbon tetrachloride; Dimethyl sulfoxide; And vegetable oils such as soybean oil and cottonseed oil.

The gas carrier or propellant may include Freon gas, butane gas, LPG, dimethyl ether, and carbon dioxide.

Base materials for use in toxic handouts include, but are not limited to, handles materials, such as grain powders, vegetable oils, sugars and crystalline cellulose; Antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid; Preservatives such as dehydroacetic acid; Non-food-preventing substances such as pepper powder; And an attractiveness flavor, such as cheese flavor and onion flavor.

Surfactants may include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylene derivatives thereof, polyethylene glycol ethers, polyhydric alcohol esters and sugar alcohol derivatives.

Adjuvants such as adhesives or dispersing agents include casein, gelatin; Polysaccharides such as starch, gum arabic, cellulose derivatives and alginic acid; Lignin derivatives, bentonites, sugars and synthetic water-soluble polymers such as polyvinyl alcohol, polyvinyl pyrrolidone and polyacrylic acid.

Stabilizers include PAT (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert- 4-methoxyphenol), vegetable oils, mineral oils, surfactants, fatty acids and esters thereof.

When the present compounds are used as agricultural insecticides or nematicides, their application amounts are usually 0.1 to 100 g per 10 acres. For emulsifiable concentrates, wettable powders, animal and other similar formulations used after dilution with water, the application concentration is usually in the range of 1 to 1,000 ppm. Application of granules, dust or other similar formulations is carried out as an undiluted formulation. When the compounds of the present invention are used as insecticides or nematicides for the prevention of epidemics, they may be diluted with water to a concentration of from 0.1 to 500 ppm in the case of emulsifiable concentrates, wettable powders, animal or other similar formulations, They are applied as they are in the case of oil sprays, aerosols, fumigants, toxic handouts, antidicking sheets or other similar formulations. The application amount and concentration may vary depending on the form of the formulation, application time, place and method, type of pest, degree of damage, and other factors, so that it is not limited to the above range and can be increased or decreased.

When the compound of the present invention is used as a live insect for the control of livestock such as cattle and swine, or for the control of parasites such as cats and dogs, the composition or its salt may be used in combination with known veterinary methods such as tablets for systematic control , Capsules, solutions for submerging fluids, boli, food incorporation, suppositories or injections; Or by injection of an oily or aqueous solution, by an injection process, or by using molded articles of suitable shape, such as collar and ear tags, for non-systematic control. In this case, the present compound is usually applied in an amount of 0.01 to 100 mg per kg body weight of the host.

The present compounds may be used in combination with other insecticides, nematicides, fungicides, bactericides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil conditioners and / or animal feeds, Can be used.

The insecticide containing the compound of formula (I) having inhibitory activity against DGAT of the present invention may have a controlling effect on harmful nematodes or insect larvae. Preferably, the harmful nematode may be selected from the group consisting of cucumber root nematode, rice ears nectar, and rice root nematode, and the pests may be selected from the group consisting of cabbage moth, Tobacco rumennae, . The insecticides comprising the compounds of formula (I) according to the invention are most preferably capable of controlling the control of cabbage moths.

In one embodiment of the present invention, the DGAT enzyme activity of the compound of Chemical Formula 1 was measured and it was confirmed that the compound of Chemical Formula 1 could inhibit DGAT enzyme activity (Example 4, FIG. 2).

In addition, in one embodiment of the present invention, the compound of Chemical Formula 1 was treated to the insecticidal activity of the cabbage moth larva and the insecticidal activity was observed in the group treated with the compound of Chemical Formula 1, (Example 5, Table 1).

The insecticide of the present invention has an advantage that the insecticidal action mechanism is reliable by using the compound of the formula (1) which can inhibit the DGAT enzyme activity, that is, the ergolic acid as an active ingredient. In addition, since the compound of formula (1) can be separated from natural materials such as bifunate and the like, it is a substance free from contraction, and inhibits the metabolism of sterol and harms the contraction of the sterol. It can be used as an environmentally friendly pesticide that can be safely used in green houses where it is difficult to spray pesticides.

The present invention also provides a method for insect pest insect using the above insecticide.

Specifically, the insecticidal method of the present invention includes application of the insecticide of the present invention in consideration of various factors such as formulation of insecticides, kinds of insect pests to be insecticides, objects to be insecticides, places and methods, To an insect or habitat in an effective amount.

INDUSTRIAL APPLICABILITY The present invention can provide an insecticide exhibiting an insecticidal effect by containing, as an active ingredient, a compound having the activity of inhibiting the synthesis of triglyceride, particularly DGAT, in the body of an insect. Since the insecticidal activity of the insecticidal activity of the insecticidal activity of the insecticidal activity of the DGAT inhibitory active compound is insufficient in the insect pests, It has a safe advantage.

1 shows the degree of DGAT inhibitory activity of the compound of Chemical Formula 1 used in the present invention.
Fig. 2 shows the insecticidal activity of the compound of Chemical Formula 1 used in the present invention on cabbage moths.

Hereinafter, the present invention will be described in more detail with reference to examples. However, these examples are for illustrative purposes only, and the scope of the present invention is not limited to these examples.

Example  1: Isolation of active compound

In the present embodiment, the berry nut ( Eriobotrya japonica Lindl) was purchased from the Korean Traditional Medicine Building near Daejeon Station in Daejeon.

1.0 kg of dried Nipa gum was extracted with reflux three times for 3 hours using 10 L of ethanol as a solvent, and then the solvent was removed using a vacuum concentrator to obtain 451 g of the extract. The ethanol extract was suspended in 10% distilled water and then fractionated with chloroform (CHCl ₃ ). 89 g of the chloroform-soluble fraction was purified by silica gel (70-230 mesh, 250 g) column chromatography (diameter 4 cm, length 70 cm) using CHCl ₃ : MeOH Fractions were obtained.

The fractions having the inhibitory activity were collected and evaporated to dryness to obtain 2.5 g. The column was then subjected to column chromatography using YMC GEL ODS-A, s-150 μm and 50 g. MeOH: H ₂ O (85: 15 → 100: 0) was added to the fraction, and the inhibitory activity of DGAT was measured by dividing the fractions. The fractions having inhibitory activity were collected and evaporated.

Finally, the active fractions were dried to obtain 1.7 g. Sephadex LH20 was activated with 34 g of methanol, and then CHCl ₃ : MeOH (1: 1) was used as a solvent to stabilize. Then, CHCl ₃ : MeOH (1: 1) was added to the fractions and the inhibitory activity of DGAT was measured. The fractions having inhibitory activity were collected and evaporated to dryness to obtain 940 mg of the active compound.

Example  2: Identification of active compounds

Electrospray ionization mass spectrometry (Fisons VG Quattro 400 mass spectrometer, USA) was used to measure the molecular weight of the active compound isolated in Example 1 above. In addition, nuclear magnetic resonance (NMR) method was used to investigate the structure of the active substance. NMR experiments were carried out by dissolving each sample in pyridine and measuring the hydrogen and carbon nuclear magnetic resonance spectra in a 5 mm NMR tube. The peak of each solvent was measured based on the peak of tetramethylsilane.

The molecular weight, molecular formula and mass were analyzed and the mass of the compound was estimated to be 455.2. The actual molecular weight was measured as ESI-MS [MH] ⁺ m / z: 456.2. Analysis of the structure of the separated active compounds by hydrogen ( ¹ H-), carbon ( ¹³ C-) nuclear magnetic resonance (NMR) and mass spectrometry (MS) showed that ¹ H- and ¹³ C -NMR spectral data and MS analysis results were as follows.

¹ H-NMR (pyridine, 400 MHz): δ 0.89 ( 3H, s, H-25), 0.95 (3H, d, J = 6.2 Hz, H-30), 1.00 (3H, d, J = 6.4 Hz, H-29), 1.02 (3H, s, H-24), 1.05 (3H, s, H-26), 1.23 (1H, s, H-12), 3.46 (1H, dd, J = 4.0 and 10.0 Hz, H-3), 5.49 (1H, d, J = 11.3 Hz, H-18).

¹³ C-NMR (pyridine, 100 MHz) δ 39.40 (C -1), 24.94 (C-2), 78.15 (C-3), 40.00 (C-4), 53.58 (C-5), 18.81 (C- (C-10), 28.16 (C-11), 125.68 (C-12), 139.30 (C-13) ), 42.53 (C-14), 31.30 (C-15), 23.65 (C-16), 48.07 (C-17), 55.85 (C-18), 39.43 (C-19). (C-20), 28.71 (C-21), 37.47 (C-22), 23.94 (C-27), 179.91 (C-28), 17.55 (C-29), 21.44 (C-30).

From the above molecular weight measurements and NMR data, it was confirmed that the active compound is a compound having the structure of the following formula (1), which is consistent with the erucic acid known to be contained in the fruit of Pippa nippon (Pichard W. Kriwacki et al. Research, Vol.6 No. 7 531-554, 1989).

[Chemical Formula 1]

Example  3: DGAT Enzyme source  Produce

As a source of enzymes, the liver of male Sprague-Dawley rats (250-300 g) was separated and washed with buffer A (0.25 M sucrose, 1.0 mM EDTA, 10 mM Tris-HCl, pH 7.4) Homogenized with a homogenizer. The homogenate was centrifuged at 14,000 x g at 4 DEG C for 15 minutes to obtain a supernatant. The supernatant was again centrifuged at 100,000 x g at 4 DEG C for 1 hour. For the separation of DGAT-containing microsomes, the precipitate was again centrifuged at 100,000 x g at 4 ° C for 1 hour with Buffer B (0.25 M sucrose, 10 mM Tris-HCl, pH 7.4) Buffer B (4 ml) was added to dissolve and the concentration of protein was determined using bovine serum albumin as a standard. The enzyme source solution was diluted to a concentration of 10 mg / ml in the amount of protein, divided into each vial, stored at -70 ° C, and used for DGAT activity evaluation test.

Example  4: Compound of the present invention DGAT  Enzyme activity measurement

The DGAT enzyme activity was determined by measuring the amount of radioactivity of [ ¹⁴ C] triacylglycerol produced by using 1,2-diacylglycerol and [ ¹⁴ C] palmitoyl-coenzyme as a substrate for DGAT enzyme source and rat microsomal protein Respectively. The enzyme activity measurement procedure was as follows.

The reaction solution contained 175 mM Tris-HCl (pH 8.0), 20 μl bovine serum albumin (10 mg / ml), 8 mM MgCl ₂ , 30 μM [ ¹⁴ C] palmitoyl CoA (0.02 mCi, Amersham) Of 1,2-dioloylglycerol. 10.0 μl of the sample solution dissolved in methanol or dimethyl sulfoxide (DMSO) was added, and 100-200 mg of microsomal protein was added thereto. The reaction mixture was reacted at 25 ° C. for 10 minutes, and the reaction solution (2-propanol / heptane / water = 80 / 20/2, v / v / v) was added to stop the reaction.

To separate the generated [ ¹⁴ C] triacylglycerol, 1 ml of heptane and 0.5 ml of H ₂ O were added and shaken. 1 ml of the supernatant was taken and 2 ml of an alkaline ethanol solution (ethanol / 0.5 N aqueous solution Sodium / water = 50/10/40, v / v / v). 0.65 ml of the supernatant was measured and the amount of radioactivity was measured with a liquid scintillation counter (LSC), and the inhibition rate of enzyme activity of DGAT was calculated by the following equation (1).

[Equation 1]

Inhibitory activity (%) = [1- (T-B / C-B)] 100

(Wherein,

T: The sample was added to the enzyme reaction solution, and the cpm value,

C: The cpm value of the control without the sample added to the enzyme reaction solution,

B: cpm value of the control without adding the enzyme source)

The results of measuring the DGAT enzyme inhibitory activity of the active compound are shown in FIG. The inhibitory activity of DGAT enzyme was 50% at the final concentration of 1 / / ml, 13% at 5 ㎍ / ml, 37% at 10 ㎍ / ml, 53% at 15 ㎍ / The inhibitory concentration was calculated to be 8.90 [mu] g / ml. Since the molecular weight of the active compound, uricolic acid is 455.2, the 50% inhibitory concentration of the DGAT enzyme in the ergolic acid was calculated as 20 μM.

Example  5: Cabbage moth ( Plutella xylostella  L.) Activity test for larvae

The test insects used in this example were P. vannamei ( Plutella xylostella L.), which was used in the insecticidal experiment in the Department of Rural Biology, Chungbuk National University.

First, the compound having DGAT inhibitory activity of the present invention was precisely weighed and dissolved in an appropriate amount of acetone, mixed with 9 times of 100 ppm aqueous solution of Triton X-100, and diluted successively to prepare an active search substance solution to be treated. The cabbage leaves were cut into leaf disks (3.0 ㎝ in diameter) and immersed in the prepared active substance solution for 30 seconds. Then, the cabbage leaves were dried in the hood for 60 minutes. The leaf treated with the active ingredient was placed on a petri dish (55 × 20 mm) with filter paper soaked with distilled water, and the larvae of the second instar larvae of cabbage moths were inoculated with a soft brush so that the larvae were not damaged, . The larvae of the cabbage larvae treated with the active search material were kept in a constant temperature room (25 ± 1 ℃, relative humidity 40-45%, 16L: 8D) and examined for 24 and 48 hours. In the non-treatment area, a 10% acetone solution except for the active substance was treated with a 100 ppm aqueous solution of Triton X-100 9 times, and treated in the same manner as the treatment with the active search substance. The active search experiment was carried out in 3 replicates and the half-life lethal concentration (LC ₅₀ ) was calculated. The results are shown in Fig.

As a result, it was confirmed that the half-life mortality (LC ₅₀ ) of the ergolic acid of the formula (1) as the DGAT inhibitor of the present invention was 8.9 / / ml.

On the other hand, the compound of the formula (1) as a DGAT inhibitor of the present invention was treated with 1, 10, and 100 ppm of the extracts of Cabbage moth, and the degree of insecticidal activity was measured for four days at an interval of one day. For comparison, the compound of formula (I) was not added as a control, and only the solvent was treated with the cabbage moth larvae and the degree of insecticidal activity was examined. The results are shown in Table 1 below.

drugs density
(ppm) repeat N Insecticide rate 4D Insecticide rate (%) ± SD 1D 2D 3D 4D Ursolic acid 100 One 10 2 9 9 10 100.0 0.0 2 10 0 7 9 10 3 9 0 9 9 9 10 One 10 0 2 5 7 65.6 ± 5.1 2 9 0 2 4 6 3 10 0 2 3 6 One One 10 0 One One 2 26.9 ± 6.7 2 11 0 0 0 3 3 9 0 0 One 3 0 One 10 0 0 0 0 0.00 ± 0 2 10 0 0 0 0 3 10 0 0 0 0

As shown in Table 1, the insecticidal effect was observed in the group treated with the active compound compared with the control treated with only the solvent without any addition, and the insecticidal effect was observed in a concentration-dependent manner.

Claims (6)

An insecticide comprising a compound represented by the following formula (1) or a salt thereof as an active ingredient:
[Chemical Formula 1]

2. The insecticide according to claim 1, wherein the compound has diacylcoqua: glycerol acyltransferase inhibitory activity.
The insecticide according to claim 1, wherein the insecticide is a nematode larva or nematode.
The insecticide according to claim 3, wherein the insect pest is selected from the group consisting of cabbage moth, tobacco giraffe room, and white moth.
4. The pesticide according to claim 3, wherein the nematode is selected from the group consisting of cucumber root nymphs, rice nematodes, and rice root nematodes.
A method for insecticidal insecticidal action using an insecticide according to any one of claims 1 to 5.

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