Use of acridine-based compound for controlling potato virus Y

Abstract

The present invention relates to the use of benzo[B][1,8]naftiridine-based compounds for controlling potato Y virus, and the agrochemical composition according to the present invention can be usefully utilized for controlling potato Y virus.

Description

Technology Field

[0001] One example of the present invention relates to a composition for controlling potato Y virus comprising a compound of Formula 1 or a pesticide-acceptable salt thereof; and a method for controlling potato Y virus comprising the step of treating a plant or soil in which the plant is planted with said compound. Background Technology

[0002] Potato Virus Y (PVY) is a major pathogen causing the most severe economic losses in potato cultivation, with a very high incidence rate, accounting for over 95% of all virus outbreaks. Potato Y is transmitted by approximately 40 species of aphids, including the peach aphid, and can also be spread through infected seed potatoes. Potatoes infected with Potato Y exhibit mosaic or yellowing spots on the leaves, resulting in a severe yield reduction of 10–30%. Particularly during low-temperature periods, tubers turn red and their surfaces deform resembling ginger; in the case of the Haryeong variety, necrotic symptoms occur, such as tissue depression around the eyes or raised surface. Exposure to temperatures below 5°C during the growing season causes potatoes to crack like popcorn and turn red, whereas under conditions above 15°C, yield decreases but cracking does not occur.

[0003] To control this potato Y virus, it is necessary to use disease-free seed potatoes, thoroughly control aphids, remove infected plants early, and adjust the planting time appropriately; however, there is a need for more direct antiviral agents.

[0004] Accordingly, the inventors of the present invention developed the present invention as a result of research to solve the above-mentioned problem. Prior art literature

[0005] Korean Patent Publication 10-2018-0101471 The problem to be solved

[0006] Accordingly, the present invention aims to provide a composition for controlling potato Y virus comprising a compound of Formula 1 or a pesticide-acceptable salt thereof.

[0007] In addition, the present invention aims to provide a method for controlling potato Y virus, comprising the step of treating a plant or the soil in which the plant is planted with a compound of Formula 1 or a pesticide-acceptable salt thereof. means of solving the problem

[0008] The present invention relates to a compound of the following chemical formula 1 (5-(4-((4-nitrophenoxy)methyl)-1 H -1,2,3-triazol-1-yl)-6,7,8,9-tetrahydrobenzo[ b A composition for controlling potato Y virus comprising ][1,8]naphthyridine) or a pharmacochemically acceptable salt thereof is provided.

[0009] [Chemical Formula 1]

[0010]

[0011] In one embodiment of the present invention, the concentration of the compound of Formula 1 or a pesticide-acceptable salt thereof in the composition may be 0.00125 to 1.25 volume (%).

[0012] In another embodiment of the present invention, the composition can inhibit the growth of potato Y virus.

[0013] In another embodiment of the present invention, the potato Y virus may infect one or more plants selected from the group consisting of potatoes, tobacco, tomatoes, peppers, eggplants, dahlias, and petunias.

[0014] In another embodiment of the present invention, the composition may further include an excipient.

[0015] In another embodiment of the present invention, the composition may be a formulation selected from the group consisting of a wettable powder, a granular wettable powder, a liquid wettable powder, a liquid, a water-soluble powder, a water-soluble granule, and an encapsulating agent.

[0016] In another embodiment of the present invention, the composition may be selected from the group consisting of a trunk injection composition, a bio-prescription composition, a fertilizer composition, a nutritional composition, a plant strengthening composition, a plant protection composition, a soil improvement composition, a food additive, and a yield-increasing composition.

[0017] In addition, the present invention relates to a compound of the following chemical formula 1 (5-(4-((4-nitrophenoxy)methyl)-1 H -1,2,3-triazol-1-yl)-6,7,8,9-tetrahydrobenzo[ b A method for controlling potato Y virus is provided, comprising the step of treating a plant or the soil on which the plant is planted with ][1,8]naphthyridine) or a pesticide-acceptable salt thereof.

[0018] [Chemical Formula 1]

[0019]

[0020] In one embodiment of the present invention, the compound of Formula 1 or a pesticide-acceptable salt thereof may be treated at a concentration of 0.00125 to 1.25 volume (%).

[0021] In another embodiment of the present invention, the compound of Formula 1 or a pesticide-acceptable salt thereof may inhibit the growth of potato Y virus.

[0022] In another embodiment of the present invention, the plant may be one or more plants selected from the group consisting of potatoes, tobacco, tomatoes, peppers, eggplants, dahlias, and petunias.

[0023] In another embodiment of the present invention, when the compound of Formula 1 or a pesticide-acceptable salt thereof is treated to the soil, the compound of Formula 1 or a pesticide-acceptable salt thereof may be absorbed by the roots of the plant. Effects of the invention

[0025] It has been confirmed that the benzo[B][1,8]naftiridine-based compound of the present invention has an excellent control effect against potato Y virus. Therefore, the agrochemical composition according to the present invention can be usefully utilized to control potato Y virus.

[0026] The effects of the present invention are not limited to those mentioned above, and should be understood to include all effects that can be inferred from the configuration of the invention described in the detailed description or claims of the present invention. Brief explanation of the drawing

[0027] Figure 1 shows a screening system for analyzing and selecting PVY antiviral agents. Figure 2 is ELISA data showing the results of the analysis of the antiviral effects of selected candidate substances. Specific details for implementing the invention

[0028] The present invention will be described in detail below.

[0029] The present invention relates to a compound of the following chemical formula 1 (5-(4-((4-nitrophenoxy)methyl)-1 H -1,2,3-triazol-1-yl)-6,7,8,9-tetrahydrobenzo[ b A composition for controlling potato Y virus comprising ][1,8]naphthyridine) or a pharmacochemically acceptable salt thereof is provided.

[0030] [Chemical Formula 1]

[0031]

[0032] The term "Potato Y virus (PVY, Potato virus Y)" is a major plant pathogenic virus that has a serious impact on potato production. Potyviridae This virus, belonging to the family, reduces potato yields by 10–30% and, in severe cases, causes Potato Tuber Necrotic Ring Disease (PTNRD), resulting in a complete loss of marketability. PVY is primarily transmitted by infected seed potatoes or aphids, and infected plants exhibit mosaic symptoms on their leaves. In particular, exposure to low temperatures below 5 degrees Celsius during the growing season can cause severe damage, including cracking and reddening of the potatoes.

[0033] The above term "pesticogenically acceptable salt" may be used to collectively refer to compounds in the form of salts that are acceptable for plant growth. In one example, the pesticogenically acceptable salt may be selected from acid addition salts formed by acids that form non-toxic acid addition salts containing pharmaceutically acceptable anions, such as inorganic acids like sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, hydrobromide, hydroiodide, etc.; organic carboxylic acids like tartaric acid, formic acid, citric acid, acetic acid, trichloroacetic acid, trifluoroacetic acid, gluconic acid, benzoic acid, lactic acid, fumaric acid, maleic acid, salicylic acid, etc.; and sulfonic acids like methanesulfonic acid, ethanesulfonic acid, benzenesulfonic acid, p-toluenesulfonic acid, naphthalenesulfonic acid, etc. In another example, the above-mentioned agrochemically acceptable salt may be one or more selected from the group consisting of base addition salts, e.g., alkali metal or alkaline earth metal salts formed by lithium, sodium, potassium, calcium, magnesium, etc.; amino acid salts such as lysine, arginine, guanidine; and organic salts such as dicyclohexylamine, N-methyl-D-glucarmine, tris(hydroxymethyl)methylamine, diethanolamine, choline, triethylamine, etc.

[0034] The term "control" above refers to the prevention and eradication of various pests, diseases, or microorganisms that cause damage to crops.

[0035] In one embodiment of the present invention, the concentration of the compound of Formula 1 or a pesticide-acceptable salt thereof in the composition may be 0.00125 to 1.25 volume (%).

[0036] In another embodiment of the present invention, the composition can inhibit the growth of potato Y virus.

[0037] In another embodiment of the present invention, the potato Y virus may infect one or more plants selected from the group consisting of potatoes, tobacco, tomatoes, peppers, eggplants, dahlias, and petunias, specifically may cause disease in one or more plants selected from the group consisting of potatoes, tobacco, and tomatoes, and more specifically may cause disease in potatoes.

[0038] In another embodiment of the present invention, the composition may further include an excipient. For example, a pest control composition according to one aspect may use a surfactant or an extender, which can be used as a biochemical pesticide, as an excipient for the purpose of stable formulation suitable for use in actual packaging.

[0039] For example, the above surfactant is an alkyl (C8~C 12 )arylsulfonate, dialkyl (C3~C6)arylsulfonate, dialkyl (C8~C 12 )sulfosuccinate, ligninsulfonate, naphthalenesulfonate condensate, naphthalenesulfonateformalin condensate, alkyl(C8~C 12 )Naphthalenesulfonate formalin condensate, polyoxyethylenealkyl (C8~C 12 ) Sodium or calcium salts of sulfonate compounds such as phenylsulfonate, alkyl (C8~C 12 )sulfate, alkyl (C8~C 12 )aryl sulfate, polyoxyethylenealkyl (C8~C 12 )sulfate, polyoxyethylenealkyl (C8~C 12Sodium or calcium salts of sulfate compounds such as phenyl sulfate, sodium or calcium salts of succinate compounds such as polyoxyalkylene succinate, anionic surfactants such as sodium benzoate and alkyl carboxylates, polyoxyethylenealkyl (C8~C 12 )ether, polyoxyethylenealkyl (C8~C 12 )phenyl ether, polyoxyethylenealkyl (C8~C 12 It may be one or more selected from the group consisting of phenyl polymers, nonionic surfactants such as ethylene oxide propylene oxide copolymers, polycarboxylates, Triton 100, and Tween 80.

[0040] In addition, the above-mentioned fillers may include bentonite, talc, clay, kaolin, calcium carbonate, silica sand, pumice, diatomaceous earth, acidic white clay, zeolite, perlite, white carbon, ammonium sulfate, urea, glucose, dextrin, soybean flour, rice, wheat, red clay, glucose and starch, water, etc., used alone or in a mixture of two or more types.

[0041] In another embodiment of the present invention, the composition may be a formulation selected from the group consisting of wettable powders, granular wettable powders, liquid wettable powders, liquids, aqueous solutions, water-soluble granules, and encapsulating agents. These may be prepared by known methods, for example, by mixing an active compound with an extender (liquid solvent or solid carrier) using optionally a surfactant (emulsifier, dispersant, or foam-forming agent).

[0042] The term "wettable powder" above refers to a fine powder obtained by grinding a water-insoluble pesticide active ingredient with the addition of a mineral extender, such as talc or kaolin, and a surfactant.

[0043] The term "water-soluble agent" above refers to a product prepared by combining a water-soluble pesticide active ingredient with a water-soluble substance, such as sugar or ammonium sulfate, as a bulking agent.

[0044] The term "water-soluble granules" above refers to a preparation granulated using a water-soluble active ingredient such as emamectin and a water-soluble adjuvant.

[0045] The term "encapsulating agent" above refers to a formulation that physically packages sensitive materials using a protective matrix, etc.

[0046] In another embodiment of the present invention, the composition may be selected from the group consisting of a trunk injection composition, a bio-prescription composition, a fertilizer composition, a nutritional composition, a plant strengthening composition, a plant protection composition, a soil improvement composition, a food additive, and a yield-increasing composition.

[0047] The term "trunk injection" above refers to a type of medical treatment for treating tree diseases, which involves inserting a needle or drilling a hole into the trunk of a tree to allow medication to be injected.

[0048] In addition, the present invention relates to a compound of the following chemical formula 1 (5-(4-((4-nitrophenoxy)methyl)-1 H -1,2,3-triazol-1-yl)-6,7,8,9-tetrahydrobenzo[ b A method for controlling potato Y virus is provided, comprising the step of treating a plant or the soil on which the plant is planted with ][1,8]naphthyridine) or a pesticide-acceptable salt thereof.

[0049] [Chemical Formula 1]

[0050]

[0051] In one embodiment of the present invention, the compound of Formula 1 or a pesticide-acceptable salt thereof may be treated at a concentration of 0.00125 to 1.25 volume (%).

[0052] In another embodiment of the present invention, the compound of Formula 1 or a pesticide-acceptable salt thereof may inhibit the growth of potato Y virus.

[0053] In another embodiment of the present invention, the potato Y virus may infect one or more plants selected from the group consisting of potatoes, tobacco, tomatoes, peppers, eggplants, dahlias, and petunias, specifically may cause disease in one or more plants selected from the group consisting of potatoes, tobacco, and tomatoes, and more specifically may cause disease in potatoes.

[0054] In another embodiment of the present invention, when the compound of Formula 1 or a pesticide-acceptable salt thereof is treated to the soil, the compound of Formula 1 or a pesticide-acceptable salt thereof may be absorbed by the roots of the plant.

[0056] To aid in understanding the present invention, it will be explained in more detail below through examples. However, the following examples are merely illustrative for explaining the content of the present invention, and the scope of the present invention is not limited to the following examples. The examples of the present invention are provided to more completely explain the present invention to those with average knowledge in the technical field to which the invention belongs.

[0058] Examples

[0059] Example 1. Selection of substances for controlling potato virus Y and verification of control effect

[0060] Figure 1 shows a virus control agent screening system constructed to select the compound of the present invention. Specifically, after treating the compound on a solid medium, virus-infected plants were inoculated and cultured for one month. Subsequently, the virus-fighting effect of the compound was confirmed through ELISA diagnosis. Potato virus Y used in the experiment was continuously subcultured and maintained through liquid culture and tissue culture of PVY-infected seedlings, thereby stably securing the virus-infected plants required for the experiment.

[0061] A primary analysis was conducted to measure the antiviral efficacy of potato Y virus (PVY) against candidate substances known to have control effects against animal RNA viruses.

[0062] Candidate substances were treated with a concentration of 20 ppm using DMSO solvent, virus (PVY) infected seedlings were inoculated, and after 1 month of culture, the virus concentration was measured using the ELISA method to select substances that showed efficacy.

[0063] Among the above candidate substances, a substance exhibiting excellent PVY antiviral effect was selected, and a secondary analysis was performed to select the final active substance.

[0064] The effectiveness of candidate substances was tested by increasing the number of repetitions using solid and liquid media in the same manner as the primary analysis.

[0065] As a result, the active substance TAC series was selected as a candidate group of active substances.

[0066] The control effects of three substances (TAC-12, TAC-22, TACPY-11) from the TAC series that consistently showed control effects against potato Y virus were analyzed to select the final PVY antiviral agent.

[0067] Specifically, three substances (TAC-12, TAC-22, and TACPY-11) from the TAC series that exhibit sustained efficacy were selected and prepared at a concentration of 20 ppm. Acetone was used as the organic solvent because it has intermediate properties between hydrophilic and hydrophobic, allowing for effective dissolution of the substances without precipitation issues. Additionally, Tween-20 was prepared at a concentration of 100 ppm; this substance helps increase the solubility of the candidate substances used in the experiment by effectively dispersing hydrophobic substances in aqueous solutions.

[0068] The inhibitory effect of each substance on the PVY virus was measured using an enzyme-linked immunosorbent assay (ELISA), and the experiment was repeated three times. For the control group, samples of acetone, Tween-20, and potato Y virus were added at the same concentrations as those in the experimental group.

[0069] To determine optimal conditions for the transfer of the substance to plant tissues, various organic solvents such as DMSO and EtOH were used; while effects were observed, variations occurred between replicates. As a result of searching for an additive that exhibited a sustained effect without variations between replicates, using Actone as a solvent and treating with Tween 20 as an emulsifier resulted in the substance dispersing well in the water-soluble medium without any precipitation. Analysis of the virus treatment effect also confirmed that no virus was detected, with no differences between replicates. The infected seedlings used in the experiment were found to be infected with Potato Y virus, as indicated by OD in ELISA diagnosis. 405 It is 3.0 or higher.

[0070] As a result, as shown in Figure 2, compared to the ELISA OD value of the control group (Con) being approximately 3.0, it was confirmed that the ELISA OD values ​​of TAC-12, TAC-22, and TACPY-11 were measured to be close to 0 in all three replicates, confirming that the PVY virus was hardly detected.

[0071] These results are TAC-12(9-azido-3-chloro-5,6,7,8-tetrahydroacridine), TAC-22(9-azido-2,3-dihydro-1) H -cyclopenta[ b ]quinoline) and TACPY-11(5-(4-((4-nitrophenoxy)methyl)-1 H -1,2,3-triazol-1-yl)-6,7,8,9-tetrahydrobenzo[ bThis suggests that three substances (1,8]naphthyridine) are very effective in inhibiting potato Y virus.

[0073] The foregoing description of the present invention is for illustrative purposes only, and those skilled in the art will understand that other specific forms can be easily modified without altering the technical spirit or essential features of the present invention. Therefore, the embodiments described above should be understood as illustrative in all respects and not restrictive.

Claims

Claim 1 Compound of Chemical Formula 1 below (5-(4-((4-nitrophenoxy)methyl)-1 H -1,2,3-triazol-1-yl)-6,7,8,9-tetrahydrobenzo[ b Composition for controlling potato Y virus comprising ][1,8]naphthyridine) or an agrochemically acceptable salt thereof: [Chemical Formula 1] Claim 2 delete Claim 3 A composition according to claim 1, characterized in that the composition inhibits the growth of potato Y virus. Claim 4 A composition according to claim 1, wherein the potato Y virus infects one or more plants selected from the group consisting of potatoes, tobacco, tomatoes, peppers, eggplants, dahlias, and petunias. Claim 5 A composition according to claim 1, characterized in that the composition further comprises an excipient. Claim 6 A composition according to claim 1, characterized in that the composition is a formulation selected from the group consisting of a wettable powder, a granular wettable powder, a liquid wettable powder, a liquid, a water-soluble agent, a water-soluble granule, and an encapsulating agent. Claim 7 A composition according to claim 1, characterized in that the composition is selected from the group consisting of a trunk injection composition, a bio-prescription composition, a fertilizer composition, a nutritional composition, a plant strengthening composition, a plant protection composition, a soil improvement composition, a food additive, and a yield-increasing composition. Claim 8 Compound of Chemical Formula 1 below (5-(4-((4-nitrophenoxy)methyl)-1 H -1,2,3-triazol-1-yl)-6,7,8,9-tetrahydrobenzo[ b A method for controlling potato Y virus comprising the step of treating a plant or the soil on which the plant is planted with ][1,8]naphthyridine) or a pesticide-acceptable salt thereof: [Chemical Formula 1] Claim 9 delete Claim 10 A control method according to claim 8, characterized in that the compound of Formula 1 or a pesticide-acceptable salt thereof inhibits the growth of potato Y virus. Claim 11 A control method according to claim 8, characterized in that the plant is one or more plants selected from the group consisting of potato, tobacco, tomato, chili pepper, eggplant, dahlia and petunia. Claim 12 A control method according to claim 8, wherein when the compound of Formula 1 or a pesticide-acceptable salt thereof is treated to the soil, the compound of Formula 1 or a pesticide-acceptable salt thereof is absorbed by the roots of the plant.

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