Plant activators
By incorporating oxo fatty acids and hydroxylated fatty acids into a porous body within the plant activator, the issue of short-lasting activity due to oxygen exposure is addressed, resulting in sustained disease resistance and growth promotion effects.
Patent Information
- Application Number
- JP2024036173
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-12-25
- Filing Date
- 2024-03-08
- Publication Date
- 2025-06-05
- Estimated Expiration
- 2040-03-16
AI Technical Summary
Existing plant activators with oxo fatty acids decompose when exposed to oxygen, leading to short-lasting activity and the need for repeated applications.
A plant activator comprising a porous body retaining oxo fatty acids or their derivatives/salts and hydroxylated fatty acids or their derivatives/salts, which gradually releases the active ingredients, reducing oxygen exposure and extending effectiveness.
The plant activator maintains high disease resistance induction and growth promotion effects for an extended period, requiring fewer applications and enhancing harvest efficiency.
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Figure 0007689221000002
Abstract
Description
[Technical field]
[0001] The present invention relates to a plant activator. [Background technology]
[0002] Technologies for regulating plant growth have been developed with the aim of improving the supply efficiency of grain plants and horticultural plants. In addition to measures such as optimizing temperature and sunlight conditions and fertilization, methods for activating plants using plant activators that have plant growth regulating effects such as growth promotion, dormancy suppression, and stress suppression have been reported.
[0003] Patent Document 1 reports a plant activator that contains an oxo fatty acid or its salt or ester as an active ingredient. The plant activator described in Patent Document 1 has excellent resistance induction effects and growth promotion effects in plants.
[0004] However, the plant activator described in Patent Document 1 has a problem in that its activity does not last, and the plant activator must be sprayed multiple times until the plant grows and harvest is completed, which is time-consuming. [Prior art documents] [Patent documents]
[0005] [Patent Document 1] International Publication No. 2018 / 168860 Summary of the Invention [Problem to be solved by the invention]
[0006] As a result of intensive research, the present inventors have discovered the unexpected fact that the plant activator described in Patent Document 1 decomposes when it comes into contact with oxygen in the air, and therefore its activity does not last. Therefore, the present inventors have come up with the idea that the above problem can be solved by retaining the plant activator in a porous body, thereby reducing the frequency of contact with oxygen in the air, and gradually releasing the plant activator from the porous body.
[0007] An object of the present invention is to provide a plant activator that has excellent disease resistance and growth promoting effects and that gradually releases a plant activating component and can maintain its effectiveness for a long period of time. [Means for solving the problem]
[0008] The present invention relates to a plant activator comprising a porous body and at least one compound selected from "oxo fatty acids, or derivatives or salts thereof" and "hydroxylated fatty acids, or derivatives or salts thereof", wherein the at least one compound selected from the oxo fatty acids, or derivatives or salts thereof, and the hydroxylated fatty acids, or derivatives or salts thereof, is retained in the porous body.
[0009] The plant activator is preferably a sustained-release plant activator.
[0010] The oxo fatty acid or a derivative or a salt thereof has the following formula: HOOC-(R 1 )-CH=CH-C(=O)-R 2 (I) (In the formula, R 1 : a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 12 carbon atoms, R 2 : an alkyl group having 2 to 8 carbon atoms, which may contain one or more branches and / or double bonds) A preferred plant activator is an oxo fatty acid having the structural formula:
[0011] The oxo fatty acid is R 1 The hydrocarbon group has 8 to 10 carbon atoms, and R 2 The plant activator which is an oxo fatty acid having an alkyl group with 4 to 6 carbon atoms is preferred.
[0012] The oxo fatty acid is R1 Preferred are plant enhancers which are oxo fatty acids containing a double bond which forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I).
[0013] The oxo fatty acid is R 1 is a linear or branched hydrocarbon group having 9 carbon atoms, R 2 However, a plant activator that is an oxo fatty acid, which is an alkyl group having 5 carbon atoms, is preferred.
[0014] The plant activator is preferably such that the oxo fatty acid is ketooctadecadienoic acid.
[0015] The plant activator is preferably one in which the oxo fatty acid is 13-oxo-9,11-octadecadienoic acid.
[0016] The hydroxylated fatty acid or its derivative or salt thereof is represented by the following formula (II) and / or (III): HOOC-(R 3 )-CH(OH)-CH(OH)-CH=CH-CH(OH)-R 4 (II) HOOC-(R 3 )-CH(OH)-CH=CH-CH(OH)-CH(OH)-R 4 (III) (In the formula, R 3 is a linear or branched hydrocarbon group having 4 to 12 carbon atoms, which may contain one or more double bonds and / or OH groups, and when it contains a double bond, the position of the double bond is not limited; R 4 is a linear or branched hydrocarbon group having 2 to 8 carbon atoms, which may contain one or more double bonds and / or OH groups, and when it contains a double bond, the position of the double bond is not limited. A preferred plant activator is a hydroxylated fatty acid having the structural formula:
[0017] The hydroxylated fatty acid is R3 The hydrocarbon group has 6 to 8 carbon atoms, and R 4 A plant activator in which the hydrocarbon group has 4 to 6 carbon atoms is preferred.
[0018] The hydroxylated fatty acid is R 3 But -(CH 2 ) n -(n is an integer from 4 to 12), 4 But, C n H 2n+1 A plant activator having the structure -(n is an integer of 2 to 8) is preferred.
[0019] The hydroxylated fatty acid is R 3 is a straight-chain saturated hydrocarbon group with seven carbon atoms (-(CH 2 ) 7 -) and R 4 is an alkyl group with 5 carbon atoms (CH 3 CH 2 CH 2 CH 2 CH 2 -) plant activators are preferred.
[0020] The plant activator is preferably such that the hydroxylated fatty acid is hydroxyoctadecenoic acid.
[0021] The plant activator is preferably such that the hydroxylated fatty acid is 9,10,13-trihydroxy-11-octadecenoic acid.
[0022] The plant activator is preferably such that the hydroxylated fatty acid is 9,12,13-trihydroxy-10-octadecenoic acid.
[0023] In addition, "octadecaenoic acid" is a conventional notation (for example, JP-A-3-14539, etc.), and the above-mentioned "9,10,13-trihydroxy-11-octadecenoic acid" is also written as "9,10,13-trihydroxyoctadec-11-enoic acid" or "9,10,13-trihydroxy-11-octadecenoic acid". Similarly, the above-mentioned "9,12,13-trihydroxy-10-octadecenoic acid" is also written as "9,12,13-trihydroxyoctadec-10-enoic acid" or "9,12,13-trihydroxy-10-octadecenoic acid". In addition, in the examples, the manufacturer's name is also written in parentheses. In addition, the above explanation applies to all "octadecaenoic acid" used in this specification, claims, drawings and abstract.
[0024] The structural formula of “9,10,13-trihydroxy-11-octadecenoic acid” is shown in the following structural formula (1).
[0025] [ka]
[0026] The structural formula of “9,12,13-trihydroxy-10-octadecenoic acid” is shown in the following structural formula (2).
[0027] [ka]
[0028] The plant activator is preferably one in which at least one kind of the oxo fatty acid or its derivative or its salt and at least one kind of the hydroxylated fatty acid or its derivative or its salt are held in the porous body.
[0029] A plant enhancer in which the oxo fatty acid is ketooctadecadienoic acid and the hydroxylated fatty acid is hydroxyoctadecenoic acid is preferred.
[0030] A plant enhancer in which the oxo fatty acid is 13-oxo-9,11-octadecadienoic acid and the hydroxylated fatty acid is 9,10,13-trihydroxy-11-octadecenoic acid and / or 9,12,13-trihydroxy-10-octadecenoic acid is preferred.
[0031] The derivatives of the oxo fatty acids and hydroxylated fatty acids are preferably esters of oxo fatty acids and hydroxylated fatty acids, respectively. As salts of the oxo fatty acids and hydroxylated fatty acids, salts such as sodium salts, potassium salts, and ammonium salts, which will be described later, can be used.
[0032] The plant activator is preferably an inorganic porous body.
[0033] The porous body has a specific surface area of 50 m 2 The specific surface area of the plant activator is preferably 1 / g or more. The specific surface area was measured by a gas adsorption method using nitrogen gas.
[0034] The plant activator in which the porous body is silica gel or acid clay is preferred.
[0035] The plant activator is preferably a plant activator used for plants selected from the Brassicaceae, Poaceae, Leguminosae, Solanaceae, Rosaceae, Amaranthaceae, and Malvaceae families. Effect of the Invention
[0036] The plant activator of the present invention can maintain high disease resistance induction and growth promotion effects for a long period of time, and the desired effects can be effectively obtained even with a small amount of the plant activator administered. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0037] Plant activators The plant activator of the present invention comprises a porous body and at least one compound selected from "oxo fatty acid, or a derivative or a salt thereof" and "hydroxylated fatty acid, or a derivative or a salt thereof", and is characterized in that at least one compound selected from oxo fatty acid, or a derivative or a salt thereof, and hydroxylated fatty acid, or a derivative or a salt thereof is retained in the porous body.
[0038] In the present invention, "plant activation" means adjusting the growth activity of a plant in some way to activate or maintain it, and is a concept that includes plant growth regulating actions such as growth promotion (a concept that includes the expansion of stems and leaves, and the promotion of tuber and root growth, etc.), dormancy suppression, induction or conferring of resistance to plant stress (e.g., disease, etc.), and anti-aging.
[0039] The plant activator of the present invention contains at least one compound selected from an oxo fatty acid, a derivative thereof or a salt thereof, and a hydroxylated fatty acid, a derivative thereof or a salt thereof, as an active ingredient for the plant activating effect. At least one compound selected from an oxo fatty acid, a derivative thereof or a salt thereof, and a hydroxylated fatty acid, a derivative thereof or a salt thereof, can be applied to a part of a plant's stem, leaves, or roots to impart a growth promoting effect to the plant. In a plant body inoculated with the plant activator of the present invention, an increase in leaf length and leaf weight, which are growth indicators of the plant, and promotion of tuber or tuberous root growth were confirmed compared to an untreated plant, so that the plant activator of the present invention is considered to impart a growth promoting effect to the plant. By using the plant activator of the present invention, the growth of the plant body can be promoted, and the yield of the plant body such as vegetables, grains, and fruits can be increased. The plant growth promoting effect of the plant activator of the present invention is very high, and as a result, it can bring about an excellent yield increase effect and improved harvest efficiency of commercial crops. Furthermore, by applying the plant activator of the present invention to a part of the stems, leaves, or roots of a plant, the salicylic acid pathway involved in resistance induction in the plant body can be activated, and as a result, resistance to diseases and the like can be induced in the plant.
[0040] In the plant activator of the present invention, at least one compound selected from the above-mentioned oxo fatty acid, its derivative or its salt, and hydroxylated fatty acid, its derivative or its salt is dispersed and held in a porous body as an active ingredient exhibiting plant activation activity, and therefore, the at least one compound selected from the oxo fatty acid, its derivative or its salt, and hydroxylated fatty acid, its derivative or its salt is less likely to come into contact with oxygen in the air, and oxidative decomposition is suppressed.
[0041] Furthermore, by providing the plant activator in such a form, the plant activator of the present invention can efficiently release the active ingredient in the target environment and gradually release the active ingredient over time. In addition to the high plant activation effect described above, the plant activator of the present invention has a sustained effect with a single application, eliminating the need for repeated applications, and is therefore extremely excellent in terms of labor saving.
[0042] The porous body used in the present invention is, for example, a carrier that can contain at least one compound selected from oxo fatty acid or its derivative or its salt and hydroxylated fatty acid or its derivative or its salt in a dispersed state. The porous body may be an inorganic or organic porous body, and examples of inorganic porous bodies include clay, diatomaceous earth, zeolite, perlite, ziegelite, sericite, kaolin, pumice, silica gel, vermiculite, calcium carbonate, acid clay, activated clay, silicate clay, calcium silicate, apatite, silas balloon, vermiculite, inorganic bentonite, organic bentonite, silicate such as talc, alumina oxide such as α-alumina and γ-alumina, silica alumina, and zirconium phosphate. Among these, from the viewpoint of sustained release, more preferably, one or more selected from silica gel, zeolite, and silicate clay are used. As the organic porous body, synthetic resins such as polyethylene, polyurethane, cellulose, polyvinyl formal, polyamide, polyimide, polystyrene, polyurea, etc., biodegradable resins such as polylactic acid, natural fiber materials such as dried plant materials such as rice husk, sawdust, soybean flour, corn stalk, plant fiber, pulp flock, white carbon, activated carbon, etc. can be used. In addition, an organic-inorganic complex may be used as the porous body. As such an organic-inorganic complex, for example, a composite material in which an inorganic polymer and a water-soluble polymer, which is an organic compound, are combined can be mentioned. Preferably, the porous body is an inorganic porous body. More preferably, the porous body is silica gel or acid clay.
[0043] The porous body has a network structure. At least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt of the present invention is incorporated into the internal space formed by the network structure of the porous body and is held by physical adsorption or hydrogen bonding. That is, the plant activator of the present invention is a sustained-release plant activator in which a compound having a plant activating effect is trapped in the matrix of the network structure of the porous body, and when the plant activator is placed in water or comes into contact with water, a certain amount of the compound is controlled and eluted into the water. The desired release characteristics can be obtained by appropriately selecting the material of the porous body used, the porosity and surface properties described below, the pore structure, etc. For example, when the porous body has a network structure in which the pores are interconnected by connecting pores, the at least one compound selected from the retained oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt is not released all at once from the porous body, and may be released stably over a long period of time.
[0044] From the viewpoint of exhibiting excellent sustained release properties, the porous body of the present invention is, for example, 50 mm 2 / g or more, preferably 100m 2 / g or more, and 2 / g or less, preferably 400m 2 The specific surface area of the porous body of the present invention is preferably about 100 to 400 m / g or less. 2 The specific surface area was measured by a gas adsorption method using nitrogen gas.
[0045] From the viewpoint of exhibiting excellent sustained release, the average diameter of the pores of the porous body of the present invention is, for example, 0.4 nm or more, preferably about 0.6 nm or more, and 50 nm or less, preferably about 30 nm or less. Preferably, the average diameter of the pores is about 0.6 to 30 nm. The average diameter of the pores is measured by a gas adsorption method using nitrogen gas.
[0046] As described above, the plant activator of the present invention contains at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof, held in a porous body. The oxo fatty acid, a derivative thereof, or a salt thereof of the present invention is represented by the following formula: HOOC-(R 1 )-CH=CH-C(=O)-R 2 (I) (In the formula, R 1 : a linear or branched, saturated or unsaturated hydrocarbon group containing 6 to 12 carbon atoms, R 2 : an alkyl group having 2 to 8 carbon atoms, which may contain one or more branches and / or double bonds) An oxo fatty acid having the structural formula: or a derivative or salt thereof can be suitably used.
[0047] In one embodiment of the present invention, R in the oxo fatty acid 1 The hydrocarbon group has 8 to 10 carbon atoms, and R 2 The number of carbon atoms in the alkyl group is 4 to 6. In another embodiment, R 1 contains a double bond that forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I). 1 is a linear or branched hydrocarbon group having 9 carbon atoms, and R 2 is preferably an alkyl group having 5 carbon atoms.
[0048] The oxo fatty acid of the present invention specifically includes ketooctadecadienoic acid. For example, ketooctadecadienoic acid includes, but is not limited to, 9-oxo-10,12-octadecadienoic acid (9-oxoODA), 13-oxo-9,11-octadecadienoic acid (13-oxoODA), 5-oxo-6,8-octadecadienoic acid, 6-oxo-9,12-octadecadienoic acid, 8-oxo-9,12-octadecadienoic acid, 10-oxo-8,12-octadecadienoic acid, 11-oxo-9,12-octadecadienoic acid, 12-oxo-9,13-octadecadienoic acid, and 14-oxo-9,12-octadecadienoic acid and their isomers.
[0049] In addition, esters are preferred as derivatives of oxo fatty acids. Examples of esters of oxo fatty acids of the present invention include, but are not limited to, methyl esters, ethyl esters, propyl esters, butyl esters, pentyl esters, isopentyl esters, octyl esters, etc. In addition, examples of salts of oxo fatty acids include ammonium salts such as ammonium salts and alkyl ammonium salts such as tetramethylammonium salts, alkaline earth metal salts such as calcium salts and magnesium salts, alkali metal salts such as sodium salts, lithium salts, potassium salts, and metal salts such as cobalt salts and manganese salts, but are not particularly limited as long as they are one or more agriculturally acceptable salts, such as salts contained in fertilizers.
[0050] The hydroxylated fatty acid or its derivative or salt thereof of the present invention is represented by the following formula (II) and / or (III): HOOC-(R 3 )-CH(OH)-CH(OH)-CH=CH-CH(OH)-R 4 (II) HOOC-(R 3 )-CH(OH)-CH=CH-CH(OH)-CH(OH)-R 4 (III) (In the formula, R 3is a linear or branched hydrocarbon group having 4 to 12 carbon atoms, which may contain one or more double bonds and / or OH groups, and when it contains a double bond, the position of the double bond is not limited; R 4 is a linear or branched hydrocarbon group having 2 to 8 carbon atoms, which may contain one or more double bonds and / or OH groups, and when it contains a double bond, the position of the double bond is not limited. A hydroxylated fatty acid having the structural formula: or a derivative or salt thereof can be suitably used.
[0051] In one embodiment of the present invention, R in the hydroxylated fatty acid 3 The hydrocarbon group has 6 to 8 carbon atoms, and R 4 In another embodiment, the hydrocarbon group of R in the hydroxylated fatty acid has 4 to 6 carbon atoms. 3 is -(CH 2 ) n -(n is an integer from 4 to 12), 4 is C n H 2n+1 -(n is an integer of 2 to 8). 3 is a straight-chain saturated hydrocarbon group with seven carbon atoms (-(CH 2 ) 7 -) and R 4 is an alkyl group with 5 carbon atoms (CH 3 CH 2 CH 2 CH 2 CH 2 -) is preferred.
[0052] The hydroxylated fatty acids of the present invention specifically include hydroxyoctadecenoic acids, such as, but not limited to, 9,10,13-trihydroxy-11-octadecenoic acid and / or 9,12,13-trihydroxy-10-octadecenoic acid and their isomers.
[0053] In addition, as the derivative of hydroxylated fatty acid, ester is preferable. Examples of ester of hydroxylated fatty acid of the present invention include, but are not limited to, methyl ester, ethyl ester, propyl ester, butyl ester, pentyl ester, isopentyl ester, octyl ester, etc. In addition, examples of salt of hydroxylated fatty acid include ammonium salt such as alkyl ammonium salt such as ammonium salt, tetramethylammonium salt, etc., alkaline earth metal salt such as calcium salt, magnesium salt, etc., alkali metal salt such as sodium salt, lithium salt, potassium salt, cobalt salt, manganese salt, etc., but are not particularly limited as long as it is one or more kinds of salts that are agriculturally acceptable, such as salts contained in fertilizers, etc.
[0054] In addition, when isomers exist in the compounds exemplified in this specification, all possible isomers can be used in the present invention, unless otherwise specified.
[0055] The plant activator of the present invention only needs to contain at least one of the above-mentioned oxo fatty acids, derivatives or salts thereof, or the above-mentioned hydroxylated fatty acids, derivatives or salts thereof, as at least one compound selected from oxo fatty acids, derivatives or salts thereof, and hydroxylated fatty acids, derivatives or salts thereof. In other words, the plant activator may contain, for example, two or more types of oxo fatty acids, derivatives or salts thereof, or hydroxylated fatty acids, derivatives or salts thereof, or may contain at least one type of oxo fatty acids, derivatives or salts thereof, and at least one type of hydroxylated fatty acids, derivatives or salts thereof.
[0056] The method for retaining at least one compound selected from the oxo fatty acid or its derivative or its salt of the present invention and the hydroxylated fatty acid or its derivative or its salt in the porous body is not particularly limited, and can be appropriately selected depending on the porous body used and the purpose, etc., but for example, the porous body as described above can be immersed in a solution in which at least one compound selected from the oxo fatty acid or its derivative or its salt of the present invention and the hydroxylated fatty acid or its derivative or its salt are dissolved or dispersed in a suitable solvent, and then, if necessary, the solvent is removed and dried. The time for immersing the porous body is also not particularly limited, but it is sufficient as long as the concentration of at least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt in the porous body becomes uniform, and can be, for example, about 1 to 24 hours. When the immersion time is within this range, at least one compound selected from oxo fatty acid or its derivative or its salt and hydroxylated fatty acid or its derivative or its salt is sufficiently introduced into the porous body, and there is no variation in concentration within the porous body, resulting in a homogeneous porous body that uniformly contains at least one compound selected from oxo fatty acid or its derivative or its salt and hydroxylated fatty acid or its derivative or its salt.
[0057] The at least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt of the present invention is not particularly limited, but for example, the ratio of the at least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt to a total of 100 parts by mass of the porous body and the at least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt is preferably 1 part by mass or more and about 30 parts by mass or less, more preferably 5 parts by mass or more and about 20 parts by mass or less.
[0058] In the plant activator of the present invention, the porous body incorporating at least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt of the present invention may be further coated with a coating layer. It is possible to control the release of at least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt according to the required sustained release performance, and a more excellent sustained release may be obtained. For example, the coating layer may be formed using any permeable material such as polyamide resin or cellulose nitrate, and the permeable material is a material that has the effect of suppressing the diffusion of at least one compound selected from the retained oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt, and the retained material can be gradually released from the coating. That is, the excessively fast diffusion of the retained at least one compound selected from the oxo fatty acid or its derivative or its salt and the hydroxylated fatty acid or its derivative or its salt is suppressed, so that the phytotoxicity due to the aggregation of the activator is avoided, and the activation effect can be sustained for a longer period of time. The coating layer may be formed of a water-soluble polymer, such as a natural polymer, such as a polyvinyl alcohol-based polymer or gelatin. Such a coating layer gradually dissolves when it comes into contact with water, thereby controlling the release of at least one compound selected from the retained oxo fatty acid, its derivative or its salt, and the hydroxylated fatty acid, its derivative or its salt. Therefore, even when the water-soluble oxo fatty acid, its derivative or its salt, and / or the hydroxylated fatty acid, its derivative or its salt are the activating substances, the release rate from the porous body when it comes into contact with water can be controlled to a constant rate, and it is believed that the plant activating effect can be exerted over a long period of time.
[0059] The plant activator of the present invention exerts a plant activating effect for a long period of time by gradually releasing at least one compound selected from an oxo fatty acid, a derivative thereof, or a salt thereof, and a hydroxylated fatty acid, a derivative thereof, or a salt thereof. For example, the plant activator of the present invention can exert a plant activating effect for a long period of time, for example, for more than about 14 days, more than about 30 days, or more than about 60 days.
[0060] The plant activator of the present invention may contain a combination of two or more types of porous bodies having different sustained release characteristics, and at least one compound selected from oxo fatty acids, derivatives or salts thereof, and hydroxylated fatty acids, derivatives or salts thereof, held in the porous bodies.Furthermore, it is possible to sustainably and stably release at least one compound selected from oxo fatty acids, derivatives or salts thereof, and hydroxylated fatty acids, derivatives or salts thereof, over a long period of time.
[0061] The plant activator of the present invention may contain other components, if necessary, in addition to at least one compound selected from the group consisting of oxo fatty acids, derivatives thereof, or salts thereof, and hydroxylated fatty acids, derivatives thereof, or salts thereof. Such other components include, but are not limited to, agriculturally acceptable additives such as fatty acids, surfactants, binders, solvents, absorbents, antidegradants, inorganic salts, and excipients.
[0062] The plant activator of the present invention can be applied to plants by any method. For example, it can be used by uniformly spraying it directly on a field, or directly spraying it in the water on the surface of a rice field. It can also be used as a planting hole treatment agent, a row spray agent, a plant base spray agent, or a box treatment agent. The form (form) of the plant activator of the present invention as a formulation is not particularly limited, and can be, for example, a powder (general powder, DL powder, flow dust, etc.), a granule, or a powder granule (fine granule, fine granule F, etc.), and can also be in the form of a granule, sheet, block, or film, which can be manufactured according to a known manufacturing method. In the plant to which it is applied, the plant activator of the present invention provides a long-term, sustained plant growth promotion effect and resistance to stress, such as disease.
[0063] The plant to which the plant activator of the present invention can be applied is not particularly limited, and can be used effectively for plants in general. For example, it can be suitably applied to plants of the Brassicaceae, Poaceae, Leguminosae, Solanaceae, Rosaceae, Amaranthaceae, or Malvaceae families. In addition, the plants to which the plant activator is applied are not limited to wild-type plants, and may be, for example, mutants or transformants. In addition, the varieties of each plant are not particularly limited.
[0064] It has also been found that the plant activator of the present invention can be used as a plant activator that exhibits a strong resistance induction effect, and has been found to exhibit various plant growth promotion effects, fruit yield increasing effects, and disease suppression effects.Specific examples of the plant activator that are effective in suppressing diseases include gray mold disease, vine cracking disease, vine wilt disease, and downy mildew disease of Cucurbitaceae plants such as cucumber, watermelon, melon, and pumpkin, bacterial wilt disease, wilt disease, half-leaf wilt disease, damping-off disease, and brown root rot disease of Solanaceae plants such as tomato, eggplant, and potato, powdery mildew disease, black spot disease, gray mold disease, and anthracnose disease of Rosaceae plants such as rose and strawberry, downy mildew disease of Amaranthaceae plants such as spinach, black rot disease, soft rot disease, bacterial spot disease of Brassicaceae plants such as Chinese cabbage, cabbage, and Komatsuna, Rhizoctonia disease, southern blight disease of Apiaceae plants such as carrot, and blast disease of Gramineae plants. EXAMPLES
[0065] The present invention will be described based on examples, but the present invention is not limited to only the examples.
[0066] Example 1 (1) 20 mL of 13-oxo-9,11-octadecadienoic acid (13-oxoODA) ((9Z,11E)-13-oxo-9,11-octadecadienoic acid, Cayman Chemical Company, 100 μg / 100 μL ethanol solution) was dissolved in 980 mL of water to prepare a 13-oxoODA solution with a concentration of 20 mg / L. (2) 4 g of acid clay (Mizuka Ace, Mizusawa Chemical Industry Co., Ltd., main component montmorillonite) was added to 40 mL of the solution (1) (0.8 mg of 13-oxoODA), and the mixture was placed on a shaker installed in an incubator at 15°C and shaken at 190 rpm for 24 hours. (3) After 24 hours, the mixture was centrifuged at 7,000 × g for 5 minutes, the supernatant was discarded, and the precipitate was placed in an incubator at 15°C and dried for 48 hours. (4) After drying, the dried material was ground in a mortar to make a sustained-release agent. (5) 1 g of the sustained-release agent obtained in (4) was suspended in 10 mL of distilled water, placed on a shaker installed in an incubator at 15°C, and shaken at 190 rpm for 24 hours. (6) The supernatant after shaking was analyzed by HPLC to measure 13-oxoODA. The analysis of 13-oxoODA was confirmed under the following high performance liquid chromatography separation conditions (mobile phase: solution A (100% acetonitrile solution), solution B (0.1% acetic acid solution), Accucore PR-MS column (Thermo Fisher Scientific, column size φ2.1×150 mm, particle size 5 μm), flow rate 0.25 mL / min, column temperature 40° C., detection wavelength 272 nm, gradient conditions: mobile phase B concentration 80% (0 min) → mobile phase B concentration 60% (10 min) → 60% (20 min)). The retention time at which the peak of the commercially available 13-oxoODA was confirmed was measured in advance, and a calibration curve showing the relationship between the area of the peak corresponding to the retention time and the concentration was created. The 13-oxoODA concentration was then calculated from the area of the peak seen at the retention time of 13-oxoODA.
[0067] In addition, while 13-oxoODA is held in the acid clay, it is not easily exposed to oxygen and does not undergo oxidative decomposition, so its activity does not decrease, enabling sustained release over a long period of time.
[0068] Analysis of the supernatant confirmed the presence of 13-oxoODA, with a 13-oxoODA concentration of 4 mg / L. This indicates that 13-oxoODA was retained in the acid clay and leached out of the acid clay upon contact with water and was eluted into the water. This result indicates that 13-oxoODA can be retained in the acid clay and slowly released from the acid clay.
[0069] Example 2 (1) 222 mL of 13-oxo-9,11-octadecadienoic acid (13-oxoODA) ((9Z,11E)-13-oxo-9,11-octadecadienoic acid, Cayman Chemical Company, 100 μg / 100 μL ethanol solution) was dissolved in 778 mL of water to prepare a 13-oxoODA solution with a concentration of 222 mg / L. (2) 6 g of silica gel (NS-T, Tosoh Silica Corp.) was added to 40 mL of the solution (1) (8.88 mg of 13-oxoODA) to form a gel. (3) The gel obtained in (2) was placed in an incubator at 15° C. and dried for 48 hours. (4) After drying, the dried material was ground in a mortar to make a sustained-release agent. (5) 1 g of the sustained-release agent obtained in (4) was suspended in 20 mL of distilled water, placed on a shaker installed in an incubator at 15°C, and shaken at 190 rpm for 24 hours. (6) After shaking, the supernatant was analyzed by HPLC in the same manner as in Example 1 to measure 13-oxoODA.
[0070] Analysis of the supernatant confirmed the presence of 13-oxoODA, with a concentration of 15 mg / L. This indicates that 13-oxoODA was retained in the silica gel and leached out of the silica gel upon contact with water and was eluted into the water. This result indicates that 13-oxoODA can be retained in the silica gel and gradually released from the silica gel.
[0071] In addition, while 13-oxoODA is held in silica gel, it is not easily exposed to oxygen and is not oxidatively decomposed, so its activity does not decrease, making it possible to release it gradually over a long period of time.
[0072] From the results of Examples 1 and 2, it is estimated that the higher the concentration of 13-oxoODA in the solution in which the porous body is immersed, i.e., the greater the amount of 13-oxoODA retained in the porous body, the longer the 13-oxoODA will be released from the porous body.
[0073] Example 3 (1) 9,10,13-trihydroxy-11-octadecenoic acid (Larodan Fine Chemicals, 9(S),10(S),13(S)-trihydroxy-11(E)-octadecenoic acid, 200 mg / L ethanol solution) and 9,12,13-trihydroxy-10-octadecenoic acid (Larodan Fine Chemicals, 9(S),12(S),13(S)-trihydroxy-10(E)-octadecenoic acid, 200 mg / L A 2:1 mixture of these compounds (ethanol solution) was evaporated to remove the ethanol, and 17 mg of the residue was dissolved in 1 L of water to prepare a trihydroxyoctadecanoic acid solution. (2) 4 g of acid clay (Mizuka Ace, Mizusawa Chemical Industry Co., Ltd., main component: montmorillonite) was added to 40 mL of the solution (1) (0.68 mg of trihydroxyoctadecaenoic acid), and the mixture was placed on a shaker installed in an incubator at 15°C and shaken at 190 rpm for 24 hours. (3) After 24 hours, the mixture was centrifuged at 7,000 × g for 5 minutes, the supernatant was discarded, and the precipitate was placed in an incubator at 15°C and dried for 48 hours. (4) After drying, the dried material was ground in a mortar to make a sustained-release agent. (5) 1 g of the sustained-release agent obtained in (4) was suspended in 10 mL of distilled water, placed on a shaker installed in an incubator at 15°C, and shaken at 190 rpm for 24 hours. (6) The supernatant after shaking was analyzed by HPLC to measure trihydroxyoctadecanoic acid. Trihydroxyoctadecanoic acid was measured under the following liquid chromatography separation conditions (mobile phase: solution A (100% acetonitrile solution), solution B (0.1% acetic acid solution), Accucore A PR-MS column (Thermo Fisher Scientific, column size φ2.1×150 mm, particle size 5 μm), flow rate 0.25 mL / min, column temperature 40° C., detection wavelength 200 nm, gradient conditions: mobile phase B concentration 80% (0 min) → mobile phase B concentration 60% (10 min) → 60% (20 min)) was used to measure the above commercially available 9(S),10(S),13(S)-trihydroxy-11(E)-octadecenoic acid and 9(S),12(S),13(S)-trihydroxy-10(E)-octadecenoic acid (these are not confirmed as separate peaks under the above conditions, but are observed as a single trihydroxyoctadecenoic acid peak). The presence or absence of a peak for trihydroxyoctadecenoic acid observed at the retention time of the trihydroxyoctadecenoic acid peak was confirmed based on the presence or absence of a peak for trihydroxyoctadecenoic acid in the supernatant. The detection limit for confirming the presence was set at an S / N ratio of 2.
[0074] In this Example 3, trihydroxyoctadecanoic acid was confirmed in the analysis of the supernatant. This result shows that trihydroxyoctadecanoic acid is held in the acid clay and released from the sustained release agent into water by contact with water. It can be seen that the sustained release agent of the present invention can sustainedly release trihydroxyoctadecanoic acid.
[0075] In addition, while trihydroxyoctadecenoic acid is held in the acid clay, it is not easily exposed to oxygen and is therefore not oxidatively decomposed, and its activity does not decrease, making it possible to gradually release it over a long period of time.
[0076] From the above results, it can be seen that by retaining at least one compound selected from oxo fatty acids or their derivatives or salts and hydroxylated fatty acids or their derivatives or salts, which are the active ingredients of the plant activator, in a porous body, it is possible to produce a plant activator that can slowly release at least one compound selected from oxo fatty acids or their derivatives or salts thereof and hydroxylated fatty acids or their derivatives or salts thereof, which have high disease resistance inducing and growth promoting effects, over a long period of time.
Claims
1. A plant activator comprising a porous body and an oxo fatty acid, or a derivative or a salt thereof, the oxo fatty acid, or the derivative or the salt thereof being retained in the porous body, The oxo fatty acid or its derivative or salt has the following formula: HOOC-(R 1 )-CH=CH-C(=O)-R 2 (I) (In the formula, R 1 : a hydrocarbon group containing 8 to 10 carbon atoms, containing a double bond which forms a conjugated double bond with the double bond between the α and β carbons of the carbonyl group in formula (I); R2: an alkyl group having 4 to 6 carbon atoms A plant activator which is an oxo fatty acid having the structural formula:
2. The plant activator according to claim 1, wherein the plant activator is a sustained release plant activator.
3. 2. The plant activator according to claim 1, wherein the oxo fatty acid is R 1 is a linear or branched hydrocarbon group having 9 carbon atoms; R 2 is an oxo fatty acid, which is an alkyl group having 5 carbon atoms.
4. 2. The plant activator according to claim 1, wherein the oxo fatty acid is ketooctadecadienoic acid.
5. 5. The plant activator according to claim 4, wherein the oxo fatty acid is 13-oxo-9,11-octadecadienoic acid.
Citation Information
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