WO2026004802A1 - Procédé de prévention des dommages aux plantes causés par les insectes - Google Patents

Procédé de prévention des dommages aux plantes causés par les insectes

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Publication number
WO2026004802A1
WO2026004802A1 PCT/JP2025/022497 JP2025022497W WO2026004802A1 WO 2026004802 A1 WO2026004802 A1 WO 2026004802A1 JP 2025022497 W JP2025022497 W JP 2025022497W WO 2026004802 A1 WO2026004802 A1 WO 2026004802A1
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WO
WIPO (PCT)
Prior art keywords
group
plant
carbon atoms
alkyl group
compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/JP2025/022497
Other languages
English (en)
Japanese (ja)
Inventor
南美 高橋
泰斗 武田
誠一 佐藤
直哲 池田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ajinomoto Co Inc
Original Assignee
Ajinomoto Co Inc
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Filing date
Publication date
Application filed by Ajinomoto Co Inc filed Critical Ajinomoto Co Inc
Publication of WO2026004802A1 publication Critical patent/WO2026004802A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01G—HORTICULTURE; CULTIVATION OF VEGETABLES, FLOWERS, RICE, FRUIT, VINES, HOPS OR SEAWEED; FORESTRY; WATERING
    • A01G13/00—Protection of plants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
    • A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/46—N-acyl derivatives
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P17/00—Pest repellants
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P21/00—Plant growth regulators

Definitions

  • the present invention relates to useful technologies in the agricultural and horticultural fields, such as technologies for preventing insect damage to plants.
  • Non-Patent Document 1 According to a United Nations report, the world's population is expected to increase by 2 billion people over the next 30 years, reaching 9.7 billion by 2050. The Food and Agriculture Organization of the United Nations has stated that to accommodate this population growth, agricultural production (e.g., production of food, feed, and biofuels) in 2050 will need to increase by more than 50% from 2012 levels (Non-Patent Document 1).
  • agricultural production e.g., production of food, feed, and biofuels
  • Non-patent Document 2 When a plant is fed by a pest, glutamate leaked from the damaged cells activates the glutamate receptor GLR3.3/3.6, a Ca2 + -permeable ion channel. The generated Ca2 + signal is rapidly transmitted through the vascular bundle, and within minutes, the plant resistance hormone jasmonic acid is synthesized in distant organs that are not directly fed on, activating systemic defense mechanisms (Non-patent Document 2).
  • the objective of the present invention is to provide useful technologies in the agricultural and horticultural fields, such as technologies for preventing insect damage to plants.
  • a composition comprising: For inducing insect resistance in plants or for preventing insect damage in plants, A composition comprising the following component (A): (A) A compound represented by the general formula (I) described below.
  • R1 represents a hydrogen atom (H), a hydroxyl group, an amino group, an optionally substituted alkyl group, an optionally substituted alkylamino group, an optionally substituted alkoxy group, agmatine, glycerol, glucose, an amino acid, a dipeptide, or a tripeptide;
  • R2 represents an optionally substituted alkyl group having 7 to 10 carbon atoms or an optionally substituted alkenyl group having 7 to 10 carbon atoms.
  • the composition (specifically, the composition described in [1]) above, wherein R2 is an alkyl group having 7 to 10 carbon atoms or an alkenyl group having 7 to 10 carbon atoms.
  • composition in which the component (A) is selected from the group consisting of compounds that satisfy any of the following conditions: (1) R 1 is a hydroxyl group, and R 2 is an alkyl group having 7 to 10 carbon atoms; (2) R 1 is an alkylamino group substituted with a hydroxyl group, and R 2 is an alkyl group having 7 to 10 carbon atoms; (3) R 1 is an alkoxy group, and R 2 is an alkyl group having 7 to 10 carbon atoms; (4) R 1 is an amino acid, and R 2 is an alkyl group having 7 to 10 carbon atoms; (5) R 1 is an amino acid and R 2 is an alkenyl group having 7 to 10 carbon atoms; and (6) R 1 is a dipeptide and R 2 is an alkyl group having 7 to 10 carbon atoms.
  • composition specifically, the composition according to any one of [1] to [3]), wherein the component (A) is selected from the group consisting of compounds represented by the formulae (Compound 3) to (Compound 6), (Compound 12) to (Compound 16), (Compound 19), (Compound 20), and (Compound 23) described below.
  • component (A) is one or both of a mixture represented by the formula (Mixture 1) and a mixture represented by the formula (Mixture 2) described below.
  • the insect pests include those of the following families: Plutellidae, Noctuidae, Pyralidae, Tortricidae, Leafminer, Bone-borer, Gelechiidae, Crambidae, Arctiidae, Lymantriidae, Leafhoppers, Delphacidae, Psyllidae, Aphididae, Aleyrodidae, Scale insects, Miridae, Tingidae, Hemiptera, Lygaeidae, Scarabaeidae, Elateridae, Coccinellidae, Cerambycidae, Chrysomelidae, Curculionidae, Muscidae, Calliphoridae, Sarcophagidae, and
  • the composition is for insect damage caused by organisms classified into the following families: Tephritidae
  • the composition (specifically, the composition according to any one of [1] to [7]) is characterized in that the plant is a grass family plant, a solanaceae family plant, a cucurbit family plant, a legume family plant, a cruciferous family plant, a rose family plant, a moraceae family plant, a mallow family plant, a pipal family plant, a lily family plant, a asteraceae family plant, an amaranthaceae family plant, an ericaceae family plant, a citrus family plant, a rubiaceae family plant, an oleaceae family plant, a laurel family plant, an Anacardiaceae family plant, a Sapindaceae family plant, or a Lamiaceae family plant.
  • the plant is a grass family plant, a solanaceae family plant, a cucurbit family plant, a legume family plant, a cruciferous family plant, a rose family plant, a moracea
  • a method for inducing insect resistance in a plant comprising: A method comprising applying the following component (A) to a plant: (A) A compound represented by the general formula (I) described below.
  • R1 represents a hydrogen atom (H), a hydroxyl group, an amino group, an optionally substituted alkyl group, an optionally substituted alkylamino group, an optionally substituted alkoxy group, agmatine, glycerol, glucose, an amino acid, a dipeptide, or a tripeptide
  • R2 represents an optionally substituted alkyl group having 7 to 10 carbon atoms or an optionally substituted alkenyl group having 7 to 10 carbon atoms.
  • a method for preventing insect damage to plants comprising: A method comprising applying the following component (A) to a plant: (A) A compound represented by the general formula (I) described below.
  • R1 represents a hydrogen atom (H), a hydroxyl group, an amino group, an optionally substituted alkyl group, an optionally substituted alkylamino group, an optionally substituted alkoxy group, agmatine, glycerol, glucose, an amino acid, a dipeptide, or a tripeptide;
  • R2 represents an optionally substituted alkyl group having 7 to 10 carbon atoms or an optionally substituted alkenyl group having 7 to 10 carbon atoms.
  • R1 represents a hydrogen atom (H), a hydroxyl group, an amino group, an optionally substituted alkyl group, an optionally substituted alkylamino group, an optionally substituted alkoxy group, agmatine, glycerol, glucose, an amino acid, a dipeptide, or a tripeptide; R2 represents an optionally substituted alkyl group having 7 to 10 carbon atoms or an optionally substituted alkenyl group having 7 to 10 carbon atoms.] [12] The method (specifically, the method according to any one of [9] to [11]) wherein R 2 is an alkyl group having 7 to 10 carbon atoms or an alkenyl group having 7 to 10 carbon atoms.
  • the insect pests include those of the following families: Plutellidae, Noctuidae, Pyralidae, Tortricidae, Leafminer, Bone-borer, Gelechiidae, Crambidae, Arctiidae, Lymantriidae, Leafhoppers, Delphacidae, Psyllidae, Aphididae, Aleyrodidae, Scale insects, Miridae, Tingidae, Hemiptera, Lygaeidae, Scarabaeidae, Elateridae, Coccinellidae, Cerambycidae, Chrysomelidae, Curculionidae, Muscidae, Calliphoridae, Sarcophagidae, and
  • the method (specifically, the method according to any one of [9] to [16]) is characterized in that the insect damage is caused by an organism classified into the family Tephriti
  • the plant is a grass family plant, a solanaceae family plant, a cucurbit family plant, a legume family plant, a cruciferous family plant, a rose family plant, a mulberry family plant, a mallow family plant, a pipal family plant, a lily family plant, a asteraceae family plant, an amaranthaceae family plant, an ericaceae family plant, a vitiaceae family plant, a citrus family plant, a rubiaceae family plant, an oleaceae family plant, a laurel family plant, an Anacardiaceae family plant, a Sapindaceae family plant, or a Lamiaceae family plant.
  • the plant is a grass family plant, a solanaceae family plant, a cucurbit family plant, a legume family plant, a cruciferous family plant, a rose family plant, a mulberry family plant, a mallow family plant, a pipal family plant
  • the present invention can provide useful results in the agricultural and horticultural fields, such as preventing insect damage to plants.
  • Figure 1 shows the effect of glutamic acid derivatives on suppressing herbivore damage to komatsuna seedlings.
  • the vertical axis shows the degree of damage in the Mixture 1-treated plot or the jasmomate-treated plot, with the degree of damage in the sorbitol-treated plot set at 100.
  • the horizontal axis shows the number of days after the application of Mixture 1 or jasmomate.
  • FIG. 2 shows the effect of Compound 15 or Mixture 1 on inducing the expression of the AtJAZ5 gene in leaves of wild-type Arabidopsis thaliana Columbia-0.
  • FIG. 3 shows the expression-inducing effect of Compound 15 or Mixture 1 on the AtJAZ7 gene in leaves of wild-type Arabidopsis thaliana Columbia-0.
  • FIG. 4 is a graph showing the effect of Mixture 1 in suppressing feeding damage to Komatsuna seedlings.
  • the above ingredient (A) is also referred to as the "active ingredient.”
  • Component (A) is a compound represented by the following general formula (I):
  • R n and “Rn” (n is a positive integer) may be used interchangeably.
  • R1 represents a hydrogen atom (H), a hydroxyl group, an amino group, an optionally substituted alkyl group, an optionally substituted alkylamino group, an optionally substituted alkoxy group, agmatine, glycerol, glucose, an amino acid, a dipeptide, or a tripeptide.
  • R2 represents an optionally substituted alkyl group having 7 to 10 carbon atoms, or an optionally substituted alkenyl group having 7 to 10 carbon atoms.
  • R2 may be an alkyl group having 7 to 10 carbon atoms.
  • R 1 may be a hydroxyl group and R 2 may be an alkyl group having 7 to 10 carbon atoms.
  • R 1 may be an alkoxy group and R 2 may be an alkyl group having 7 to 10 carbon atoms.
  • R 1 can be an amino acid and R 2 can be an alkyl group having 7 to 10 carbon atoms.
  • R 1 may be an amino acid and R 2 may be an alkenyl group having 7 to 10 carbon atoms.
  • R 1 can be a dipeptide and R 2 can be an alkyl group having 7 to 10 carbon atoms.
  • R 1 and R 2 can each be independently selected.
  • Optionally substituted functional group is a general term for substituted and unsubstituted functional groups.
  • “optionally substituted alkyl group” is a general term for substituted and unsubstituted alkyl groups.
  • a substituted functional group is also referred to as a "substituted functional group,” and an unsubstituted functional group as an "unsubstituted functional group.”
  • a substituted alkyl group is also referred to as a "substituted alkyl group”
  • an unsubstituted alkyl group is also referred to as an "unsubstituted alkyl group.”
  • a “functional group” without reference to substitution refers to an unsubstituted functional group unless otherwise specified.
  • an "alkyl group” without reference to substitution refers to an unsubstituted alkyl group unless otherwise specified.
  • the "number of carbon atoms" in an optionally substituted functional group refers to the number of carbon atoms in the functional group in its unsubstituted state (i.e., the number of carbon atoms excluding the number of carbon atoms in the substituents), regardless of whether it is substituted or not.
  • the description of an unsubstituted functional group also applies mutatis mutandis to the portion of a substituted functional group other than the substituents.
  • the description of an unsubstituted alkyl group also applies mutatis mutandis to the portion of a substituted alkyl group other than the substituents (i.e., the alkyl group portion).
  • Substituted functional group means that one or more of the hydrogen atoms constituting the functional group have been substituted with a substituent. "Substituted functional group” can also be referred to as “the functional group has a substituent.” The number of hydrogen atoms substituted with substituents may be interpreted as the number of substituents the functional group has. When two or more hydrogen atoms are substituted with substituents, a substituent is selected independently for each hydrogen atom. Examples of hydrogen atoms substituted with substituents include hydrogen atoms bonded to carbon atoms, hydrogen atoms bonded to nitrogen atoms, and hydrogen atoms bonded to oxygen atoms.
  • a hydrogen atom bonded to a carbon atom may or may not be, for example, a hydrogen atom bonded to a terminal carbon atom.
  • a "terminal carbon atom” refers to the carbon atom at the end of a carbon chain. If the carbon chain is branched, the end may be the end of any branch.
  • the optionally substituted alkyl group is an alkyl group or a substituted alkyl group.
  • the alkyl group may be linear, branched, or cyclic.
  • Examples of the alkyl group represented by R1 include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an isopentyl group, a 2,3-dimethylpropyl group, a hexyl group, a heptyl group, an octyl group, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group.
  • Examples of the alkyl group represented by R2 include an alkyl group having 7 to 17 carbon atoms.
  • Examples of the alkyl group represented by R2 particularly include an alkyl group having 7 to 10 carbon atoms.
  • Examples of the alkyl group having 7 to 10 carbon atoms include a heptyl group, an octyl group, a nonyl group, a decyl group, a cycloheptyl group, a cyclooctyl group, a cyclononyl group, and a cyclodecyl group.
  • the alkyl group represented by R2 includes an alkyl group of a residue of a fatty acid derived from coconut oil having 7 to 10 carbon atoms.
  • alkyl group of a residue of a fatty acid derived from coconut oil having 7 to 10 carbon atoms examples include a heptyl group, an octyl group, a nonyl group, and a decyl group.
  • the optionally substituted alkylamino group is an alkylamino group or a substituted alkylamino group.
  • the alkyl group constituting the alkylamino group may be linear, branched, or cyclic.
  • Examples of the alkyl group constituting the alkylamino group represented by R1 include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, an isopentyl group, a 2,3-dimethylpropyl group, a hexyl group, a heptyl group, an octyl group, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group
  • the optionally substituted alkoxy group is an alkoxy group or a substituted alkoxy group.
  • the alkoxy group may be linear or branched.
  • Examples of the alkoxy group represented by R1 include a methoxy group, an ethoxy group, a 1-propoxy group, a 2-propoxy group, an n-butoxy group, an i-butoxy group, a sec-butoxy group, a tert-butoxy group, a 1-pentyloxy group, a 2-pentyloxy group, a 3-pentyloxy group, a 2-methyl-1-butyloxy group, a 3-methyl-1-butyloxy group, a 2-methyl-2-butyloxy group, a 3-methyl-2-butyloxy group, a 2,2-dimethyl-1-propyloxy group, a 1-hexyloxy group, a 2-hexyloxy group, and a 3-hexyloxy group.
  • the optionally substituted alkenyl group is an alkenyl group or a substituted alkenyl group.
  • the alkenyl group may be linear, branched, or cyclic.
  • Examples of the alkenyl group represented by R2 include alkenyl groups having 7 to 17 carbon atoms.
  • Examples of the alkenyl group represented by R2 particularly include alkenyl groups having 7 to 10 carbon atoms.
  • Examples of the alkenyl group having 7 to 10 carbon atoms include a heptenyl group, an octenyl group, a nonenyl group, and a decenyl group.
  • Examples of the substituent that the substituted alkyl group represented by R 1 has include a halogen atom, a hydroxyl group, an amino group, a guanidino group, a carboxyl group, an aminocarbonyl group, and a mercapto group.
  • Examples of the substituent that the substituted alkylamino group represented by R 1 has include a halogen atom, a hydroxyl group, an amino group, a guanidino group, a carboxyl group, an aminocarbonyl group, and a mercapto group.
  • Examples of the substituent that the substituted alkoxy group represented by R 1 has include a halogen atom, a hydroxyl group, an amino group, a guanidino group, a carboxyl group, an aminocarbonyl group, and a mercapto group.
  • Examples of the substituent that the substituted alkenyl group represented by R2 may have include a halogen atom, a hydroxyl group, an amino group, a guanidino group, a carboxyl group, an aminocarbonyl group, and a mercapto group.
  • Halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.
  • composition of the present invention By utilizing the composition of the present invention, specifically by applying the composition of the present invention to a plant, for example, pest repellency in the plant may be induced, i.e., a pest repellency induction effect may be obtained.
  • the composition of the present invention may be, for example, a composition for inducing pest repellency in a plant.
  • a composition for inducing pest repellency in a plant is also referred to as a "pest repellency inducer in a plant.”
  • composition of the present invention may consist of an active ingredient, or may contain ingredients other than the active ingredient.
  • ingredients other than the active ingredient include those commonly used in agricultural chemicals, fertilizers, biostimulants, pharmaceuticals, etc.
  • Specific examples of such ingredients include excipients, binders, disintegrants, lubricants, stabilizers, diluents, surfactants, spreaders, pH adjusters, and additives such as water, alcohol, vitamins, and minerals.
  • Specific examples of spreaders include Approach (registered trademark) BI (manufactured by Kao Corporation), Mixpower (registered trademark) (manufactured by Syngenta Japan Ltd.), and Squash (manufactured by Maruwa Biochemical Co., Ltd.).
  • the content of the active ingredient in the composition of the present invention may be, for example, 0.1-0.2 mM, 0.2-0.5 mM, 0.5-1 mM, 1-2 mM, 2-5 mM, 5-10 mM, 10-20 mM, 20-50 mM, 50-100 mM, 100-200 mM, 200-500 mM, or 500-1000 mM.
  • the content of the active ingredient in the composition of the present invention may be, for example, 0.1-1000 mM, 0.5-500 mM, or 2-200 mM.
  • the concentrations of the active ingredients used may be, for example, 0.1-0.2 ⁇ M, 0.2-0.5 ⁇ M, 0.5-1 ⁇ M, 1-2 ⁇ M, 2-5 ⁇ M, 5-10 ⁇ M, 10-20 ⁇ M, 20-50 ⁇ M, 50 ⁇ M-0.1 mM, 0.1-0.2 mM, 0.2-0.5 mM, 0.5-1 mM, 1-2 mM, 2-5 mM, 5-10 mM, 10-20 mM, 20-50 mM, 50-100 mM, 100-200 mM, 200-500 mM, or 500-1000 mM.
  • the concentration of the active ingredient used may be, for example, 0.1 ⁇ M to 1000 mM, 0.5 ⁇ M to 500 mM, or 2 ⁇ M to 200 mM.
  • the amount of active ingredient (e.g., content (concentration), amount used, etc.) is calculated based on the amount of the active ingredient itself in the material.
  • the amount of active ingredient e.g., content (concentration), amount used, etc.
  • the amount of active ingredient is calculated based on the mass of the salt or hydrate converted to the mass of an equimolar free form.
  • the active ingredient and other ingredients may be mixed together in the composition of the present invention, or may be contained separately in any combination in the composition of the present invention.
  • the method of the present invention is a method comprising applying an active ingredient (i.e., the above-mentioned component (A)) to a plant.
  • the method of the present invention can be carried out, for example, to obtain the effects exemplified above.
  • the method of the present invention may be, for example, a method for inducing insect resistance in a plant.
  • the method of the present invention By carrying out the method of the present invention, specifically by applying the active ingredient to a plant, for example, pest repellency in the plant may be induced, i.e., a pest repellency induction effect may be obtained.
  • the method of the present invention may be, for example, a method for inducing pest repellency in a plant.
  • the method of the present invention may be, for example, a method for preventing insect damage to a plant.
  • a method for preventing insect damage to a plant may be an example of a method for inducing insect resistance in a plant.
  • the cultivation performance of the plant may be improved, that is, the effect of improving cultivation performance may be obtained.
  • the method of the present invention may be, for example, a method for improving the cultivation performance of a plant.
  • a method for improving the cultivation performance of a plant may be an example of a method for inducing insect resistance in a plant, a method for inducing pest repellency in a plant, or a method for preventing insect damage in a plant.
  • the active ingredient can be applied to plants, for example, using the composition of the present invention (i.e., by applying the composition of the present invention). That is, one embodiment of the method of the present invention may be, for example, a method comprising applying the composition of the present invention to plants. "Applying an active ingredient to plants” also includes applying the composition of the present invention to plants.
  • the composition of the present invention can be applied to plants, for example, as is, or after being diluted, dispersed, or dissolved in a liquid such as water, physiological saline, buffer solution, alcohol, or DMSO. That is, the composition of the present invention can be applied to plants, for example, after adjusting the concentration to obtain the active ingredient use concentration as exemplified above.
  • composition of the present invention can be applied to plants, particularly in liquid form.
  • the composition of the present invention may be used alone or in combination with other ingredients.
  • other ingredients the descriptions of ingredients other than the active ingredient in the description of the composition of the present invention apply mutatis mutandis. That is, the composition of the present invention may be used in combination with additives such as a spreading agent.
  • the method of application of the composition of the present invention is not particularly limited as long as the desired effect is achieved.
  • the method of application of the composition of the present invention can be selected appropriately depending on various conditions, such as the type of pest, the type of plant, the cultivation method of the plant, the growth stage of the plant, and the intended use of the composition of the present invention.
  • the composition of the present invention can be applied to plants using standard methods for applying pesticides, fertilizers, biostimulants, etc. to plants.
  • the composition of the present invention may be applied to the plant itself, to the medium in which the plant is cultivated, or a combination thereof.
  • “Applying an active ingredient to a plant” is not limited to applying the composition of the present invention to the plant itself, but also includes applying the composition of the present invention to the medium in which the plant is cultivated.
  • the medium in which the plant is cultivated is also referred to as the "growth medium” or “growth system.”
  • the growth medium can be selected appropriately depending on various conditions, such as the type of plant and the cultivation method.
  • the method of cultivation of the plant is not particularly limited. Plant cultivation can be carried out using, for example, the same method as standard plant cultivation, except for applying the composition of the present invention.
  • Plant cultivation methods include soil culture, nutrient solution culture, and nutrient solution soil culture.
  • Nutrient solution culture methods include hydroponics and solid medium culture.
  • Hydroponics methods include Nutrient Film Technique (NFT) and Deep Flow Technique (DFT). That is, media (growth media) in which plants are cultivated include soil, hydroponic culture solution, and solid medium. Application to the plant itself includes spraying or painting the plant, and immersion of the plant.
  • the composition of the present invention may be applied to the entire plant or to a part of the plant.
  • the growth medium is a plant
  • the composition of the present invention may be applied to the entire plant or to a part of the plant.
  • the composition of the present invention may, for example, be applied to the entire above-ground part of the plant. Examples of parts of the plant include leaves, stems, trunks, roots, flowers, fruits, and seeds. Examples of parts of the plant include leaves, in particular.
  • composition of the present invention When the composition of the present invention is applied to leaves, it may be applied to only one or both of the upper and lower surfaces of the leaves.
  • Specific examples of application to plants include foliar spraying and root dipping.
  • Application to growth media include spraying, irrigating, and mixing into the growth media.
  • Specific examples of application (e.g., spraying) of the composition of the present invention to the growth media may be through an irrigation tube.
  • Application to the growth media may be carried out so that the active ingredient reaches a position where it can act on the plant.
  • application to the medium in which the plant is grown may be carried out so that the active ingredient reaches the rhizosphere of the plant.
  • the application timing of the composition of the present invention is not particularly limited as long as the desired effect is achieved.
  • the application timing of the composition of the present invention can be appropriately selected depending on various conditions, such as the type of pest, the type of plant, the plant cultivation method, the plant growth stage, and the intended use of the composition of the present invention.
  • the growth medium may or may not already contain a plant.
  • the desired effect may be achieved in the plant by applying the composition of the present invention to the plant itself, or by applying the composition of the present invention to a growth medium already containing a plant.
  • the desired effect may be achieved in plants that may exist in the growth medium in the future by applying the composition of the present invention to a growth medium without a plant.
  • Plants that may exist in the growth medium in the future include plants that will be transferred to the growth medium from outside in the future and plants that will be generated in the growth medium in the future.
  • the composition of the present invention may be applied once, twice, or more times.
  • the composition of the present invention may be applied intermittently or continuously.
  • the application amount of the composition of the present invention is not particularly limited, as long as the desired effect is achieved.
  • the application amount of the composition of the present invention can be selected appropriately depending on various conditions, such as the type of pest, the type of plant, the plant cultivation method, the plant growth stage, the intended use of the composition of the present invention, and the method and timing of application of the composition of the present invention.
  • the application rate of the composition of the present invention may be, for example, 100 L/ha or more, 200 L/ha or more, 500 L/ha or more, 1000 L/ha or more, 1500 L/ha or more, 2000 L/ha or more, 3000 L/ha or more, 4000 L/ha or more, for a liquid composition of the present invention (for example, a liquid composition of the present invention containing the active ingredient at a use concentration as exemplified above).
  • the water flow rate may be 10,000 L/hectare or less, 10,000 L/hectare or less, 9000 L/hectare or less, 8000 L/hectare or less, 7000 L/hectare or less, 6000 L/hectare or less, 5000 L/hectare or less, 4000 L/hectare or
  • the application rate of the composition of the present invention is, for example, 100 L/ha to 1500 L/ha, 1500 L/ha to 5000 L/ha, 5000 L/ha to 10,000 L/ha, 10,000 L/ha to 30,000 L/ha, 30 L/ha to 40,000 L/ha, 40 L/ha to 50,000 L/ha, 50 L/ha to 60,000 L/ha, 60 L/ha to 80,000 L/ha, 80 L/ha to 100,000 L/ha, 90 L/ha to 150,000 L/ha, 100 L/ha to 20,000 L/ha, 150 L/ha to 20,000 L/ha, 150 L/ha to 30,000 L/ha, 150 L/ha to 5000 L/ha, 150 L/ha to 5000 L/ha, 150 L/ha to 20, ...
  • the capacity may be from 1,000 L/hectare to 50,000 L/hectare, from 50,000 L/hectare to 100,000 L/hectare, from 100,000 L/hectare to 150,000 L/hectare, from 150,000 L/hectare to 200,000 L/hectare, from 200,000 L/hectare to 500,000 L/hectare, or from 500,000 L/hectare to 10,000,000 L/hectare.
  • the application rate of the composition of the present invention in liquid form may be, for example, 100 L/ha to 1,000,000 L/ha, 200 L/ha to 1,000,000 L/ha, 500 L/ha to 1,000,000 L/ha, 1000 L/ha to 750,000 L/ha, 10,000 L/ha to 750,000 L/ha, or 100,000 L/ha to 750,000 L/ha.
  • the application rate of the composition of the present invention can be determined taking into consideration not only the application area (a two-dimensional factor) but also three-dimensional factors. That is, the application rate of the composition of the present invention can be determined, for example, according to the height of the plants to which the composition of the present invention is applied (e.g., sprayed).
  • the application rate of the composition of the present invention in liquid form e.g., a liquid composition of the present invention containing the active ingredient at a use concentration such as those exemplified above
  • the application rate of the composition of the present invention in liquid form may be 1,000 L/ha to 750,000 L/ha, 1,000 L/ha to 30,000 L/ha, 1,000 L/ha to 5,000 L/ha, or 1,000 L/ha to 1,500 L/ha.
  • the application rate of the composition of the present invention may be, for example, as the application rate of the composition of the present invention in liquid form (for example, the composition of the present invention in liquid form containing the active ingredient at the use concentration as exemplified above), for plants of knee height to human height, 1500 L/ha to 750,000 L/ha, 1500 L/ha to 70,000 L/ha, 1500 L/ha to 10,000 L/ha, or 1500 L/ha to 3000 L/ha.
  • the application rate of the composition of the present invention may be, for example, as the application rate of the composition of the present invention in liquid form (for example, a liquid composition of the present invention containing the active ingredient at a use concentration as exemplified above), for plants having a height of a human to 2 meters, from 3,000 L/ha to 750,000 L/ha, from 3,000 L/ha to 100,000 L/ha, from 3,000 L/ha to 30,000 L/ha, or from 3,000 L/ha to 5,000 L/ha.
  • liquid form for example, a liquid composition of the present invention containing the active ingredient at a use concentration as exemplified above
  • the application rate of the composition of the present invention in liquid form may be 5,000 L/ha to 750,000 L/ha, 5,000 L/ha to 150,000 L/ha, 5,000 L/ha to 30,000 L/ha, or 5,000 L/ha to 7,000 L/ha for plants of 2 meters or taller.
  • the application rate of the composition of the present invention may be, specifically, for example, 250,000 L/ha to 750,000 L/ha when the composition of the present invention is in liquid form (e.g., a liquid composition of the present invention containing the active ingredient at a use concentration such as that exemplified above).
  • composition of the present invention may be applied only once, or may be applied in multiple doses.
  • the composition of the present invention may be applied, for example, in two or more doses, three or more doses, five or more doses, or ten or more doses.
  • the term "application amount of the composition of the present invention” refers to the total application amount of the composition of the present invention resulting from the multiple applications.
  • the application amount of the composition of the present invention can be set, for example, so that the application amount of the active ingredient falls within a specified range.
  • the application rate of the active ingredient may be, for example, 1 mmol/ha or more, 2 mmol/ha or more, 5 mmol/ha or more, 10 mmol/ha or more, 20 mmol/ha or more, 50 mmol/ha or more, 100 mmol/ha or more, 200 mmol/ha or more, 500 mmol/ha or more, 1 mol/ha or more, 2 mol/ha or more, 5 mol/ha or more, 10 mol/ha or more, 20 mol/ha or more, 50 mol/ha or more.
  • concentration may be less than or equal to 500 mmol/ha, less than or equal to 200 mmol/ha, less than or equal to 100 mol/ha, less than or equal to 100 mol/ha, 50 mol/ The concentration may be less than or equal to 500 mmol/ha, less than or equal to 200 mmol/ha, less than or equal to 100 mol/hectare or less, 50 mol/ The concentration may be less than or equal to 500 mmol/ha, less than or equal to 200 mmol/ha, less than or equal to 100 mol/ha or less, 50 mol/ The concentration may be less than or equal to 500 mmol/ha, less than or equal to 200 mmol/ha, less than or equal to 100 mol/hectare or less, 50 mol/ The concentration may be less than or equal to 500 mmol/ha, less than or equal to 200 mmol/ha, less than or equal to 100 mol/hectare or less, 50 mol/ The concentration may be less than or equal to 500 mmol/ha, less than or equal to
  • the application rate of the active ingredient is, for example, 1 mmol/ha to 2 mmol/ha, 2 mmol/ha to 5 mmol/ha, 5 mmol/ha to 10 mmol/ha, 10 mmol/ha to 20 mmol/ha, 20 mmol/ha to 50 mmol/ha, 50 mmol/ha to 100 mmol/ha, 100 mmol/ha to 200 mmol/ha.
  • the active ingredient concentration may be 20,000 mol/hectare to 20,000 mol/hectare, 20,000 mol/hectare to 50,000 mol/hectare, 50,000 mol/hectare to 100,000 mol/hectare, 100,000 mol/hectare to 150,000 mol/hectare, 150,000 mol/hectare to 200,000
  • the active ingredient may be applied to a plant, for example, at a use concentration such as those exemplified above.
  • the active ingredient may be applied to a plant, for example, at an application rate of the active ingredient such as those exemplified above.
  • the active ingredient may be prepared as a composition, such as a liquid composition, containing the active ingredient and applied to the plant.
  • the description of the composition of the present invention can be applied mutatis mutandis to compositions containing an active ingredient.
  • the active ingredient can be applied to a plant, particularly in liquid form. That is, the active ingredient may be prepared as a liquid composition containing the active ingredient at a use concentration such as those exemplified above and applied to the plant.
  • the active ingredient may be used in combination with other ingredients, such as a spreading agent.
  • a plant (specifically, a plant body) can be obtained by cultivating a plant using the method of the present invention. Therefore, one embodiment of the method of the present invention may be a method for producing a plant (specifically, a plant body). More specifically, one embodiment of the method of the present invention may be a method for producing a plant (specifically, a plant body) that includes applying an active ingredient (i.e., the above-mentioned component (A)) to a plant and cultivating the plant.
  • the cultivation of the plant can be carried out, for example, by the same method as a conventional method for cultivating a plant, except for applying the active ingredient to the plant.
  • the plant cultivation method is as described above.
  • the application of the active ingredient and the cultivation of the plant may be carried out, for example, so as to obtain the desired effect of the application of the active ingredient.
  • the active ingredient may be applied during the cultivation of the plant, or the cultivation of the plant may be carried out after the application of the active ingredient.
  • the application of the active ingredient may be carried out, in particular, during the cultivation of the plant.
  • applying an active ingredient to a plant and cultivating the plant may result in the effects of inducing insect resistance, inducing pest repellency, preventing insect damage, improving cultivation performance, and/or improving quality, thereby allowing the plant (specifically, the plant body) to be produced efficiently.
  • the plant specifically, the plant body
  • the method of the present invention may further include harvesting the plant (specifically, the plant body).
  • “Harvesting” may be used interchangeably with “recovering.”
  • “Harvesting or recovering a plant” may be used interchangeably with “harvesting or recovering a plant body.”
  • the plant (specifically, the plant body) to be harvested may be the entire plant body or a part of the plant body. Examples of parts of the plant body include leaves, stems, trunks, roots, flowers, fruits, and seeds.
  • the present invention also discloses the use of the active ingredient in the above-exemplified applications. That is, the present invention discloses, for example, the use of the active ingredient for inducing insect resistance in plants, inducing pest repellency in plants, preventing insect damage in plants, improving plant cultivation performance, and/or improving plant quality, and the use of the active ingredient in the production of a composition for inducing insect resistance in plants, inducing pest repellency in plants, preventing insect damage in plants, improving plant cultivation performance, and/or improving plant quality.
  • the present invention also discloses active ingredients for use in the applications exemplified above. That is, the present invention discloses active ingredients for use, for example, inducing insect resistance in plants, inducing pest repellency in plants, preventing insect damage in plants, improving plant cultivation performance, and/or improving plant quality, as well as active ingredients for use in producing compositions for inducing insect resistance in plants, inducing pest repellency in plants, preventing insect damage in plants, improving plant cultivation performance, and/or improving plant quality.
  • Step 2 Synthesis of Compound 2 To a methanol solution (2 mL) of intermediate 1 (285 mg, 0.99 mmol), 2N aqueous sodium hydroxide solution (1.5 mL) was added and stirred at room temperature for 2 hours. 2N hydrochloric acid and then water were added to the reaction solution, followed by partition extraction with ethyl acetate. The organic layer was dehydrated and dried over anhydrous sodium sulfate, and then concentrated to dryness under reduced pressure to obtain Compound 2.
  • Step 2 Synthesis of Compound 18
  • Step 2 Synthesis of Compound 19
  • Step 2 Synthesis of Compound 21
  • Step 2 Synthesis of Compound 22
  • R2 represents an alkyl group of a residue of a fatty acid derived from coconut oil
  • Mixture 2 is a mixture containing compounds in which R2 represents alkyl groups of residues of multiple types of fatty acids derived from coconut oil that differ in the number of carbon atoms (for example, linear alkyl groups having 7, 9 to 11, etc. carbon atoms).
  • Mixture 3 is a mixture containing a compound represented by the following formula (Mixture 1) and a compound represented by the formula (Mixture 2) described below.
  • Compound 16 was purchased from Tokyo Chemical Industry Co., Ltd.
  • Compound 16 is commercially available under the trade name Decanal (manufactured by Tokyo Chemical Industry Co., Ltd.).
  • R2 represents an alkyl group of a residue of a fatty acid derived from coconut oil
  • Mixture 1 is a mixture containing compounds in which R2 represents alkyl groups of residues of multiple types of fatty acids derived from coconut oil that differ in the number of carbon atoms (for example, linear alkyl groups having 7, 9 to 11, etc. carbon atoms).
  • Example 1 Evaluation of the Ca 2+ signal-inducing effects of various compounds in Arabidopsis thaliana.
  • Ca 2+ signals induced by contact of Compounds 1–23 or Mixtures 1–3 with glutamate receptors in Arabidopsis thaliana were analyzed by a real-time imaging assay that visualizes Ca 2+ by fluorescent coloration.
  • Compound 21 is a compound in which R2 in general formula (I) is an alkyl group having two carbon atoms (i.e., an ethyl group) and the hydrogen atom of the ethyl group is substituted with a phenyl group.
  • Mixture 1 is a mixture of acyl glutamates having different carbon numbers, and contains an acyl glutamate (compound 3) in general formula (I) having seven carbon atoms in R2 as the main component, as well as acyl glutamates (compounds 4 to 6) in which R2 has a carbon chain length of 9 to 11.
  • Mixture 2 is a mixture of acyl threonine salts having different carbon numbers
  • Mixture 3 is a mixture of an acyl glutamate and an acyl threonine salt having different carbon numbers.
  • Example 2 Effect of glutamic acid derivatives on the induction of insect resistance in practical crops.
  • Compound 1 which was found to have a Ca2 + signal induction effect in Example 1, was evaluated for its insect resistance induction effect in the leaves of food crops.
  • Sorbitol was used as the negative control, and jasmomate solution (the active ingredient is prohydrojasmone; a representative damaging plant hormone), the only commercially available pest repellent with an insect resistance induction effect, was used as the positive control.
  • the test was conducted with 10 plants per test plot (2 planters, 5 plants per planter, no duplicates), with the planters spaced at least 50 cm apart in each test plot.
  • the plant material used was komatsuna seedlings grown in a planter one month after sowing, and the test organisms were second- to third-instar early larvae of the common cutworm (Spodoptera litura).
  • Mixture 1 was a 100 mM solution prepared using distilled water as the solvent.
  • the negative control used 100 mM sorbitol.
  • the positive control used a jasmomate solution prepared using distilled water as the solvent at a 500-fold diluted concentration (0.4 mM prohydrojasmone), the normally recommended application concentration.
  • Mixture 1, the negative control, or the positive control was sprayed evenly over the entire plant in sufficient volume (approximately 30 mL) using a small hand sprayer. No damage to the plant material was caused during spraying (for example, by cutting the leaves of the plant material).
  • Damage levels were classified as follows: “none”: no feeding damage at all; “minimal”: slight feeding damage; “light”: feeding damage on less than 10% of the leaf area; “medium”: feeding damage on 11-30% of the leaf area; and “heavy”: feeding damage on more than 31% of the leaf area.
  • the damage level was calculated using the following formula:
  • Damage level (number of plants with “light” damage + number of plants with “medium” damage x 3 + number of plants with “heavy” damage x 5) / (number of plants surveyed x 5) x 100
  • the phytotoxicity survey was conducted by visually examining the stems and leaves after spraying to determine whether or not symptoms of phytotoxicity were present, using a four-point scale.
  • Example 3 Evaluation of the effect of various compounds on inducing the expression of insect resistance genes
  • Compound 15 and Mixture 1 which were found to have a Ca 2+ signal-inducing effect in Example 1, were evaluated by qPCR to determine whether they induce the expression of insect resistance genes in plant leaves. Sorbitol was used as a negative control, and monosodium glutamate (MSG) was used as a positive control.
  • MSG monosodium glutamate
  • AtJAZ5 and AtJAZ7 genes were selected as insect resistance genes. These genes encode jasmonate azimuth domain (JAZ) family proteins involved in jasmonate signaling, and are representative insect resistance genes. The AtJAZ5 and AtJAZ7 proteins are regulators of defense responses within plants against attack by insects and pathogens.
  • the UBQ10 gene was selected as an internal standard. Wild-type Arabidopsis thaliana Columbia-0 (Col-0) was used as the plant material.
  • Col-0 was incubated on sterile agar medium [1/2 ⁇ MS salts, 2% (w/v) sucrose, 0.05% (w/v) MES, 0.001% (v/v) vitamin solution and 0.5% (w/v) gellan gum; pH 5.7 adjusted with KOH] for 4 days.
  • 4.5 mL of sterile liquid medium [1/2 ⁇ MS salts, 2% (w/v) sucrose, 0.05% (w/v) MES, 0.001% (v/v) vitamin solution; pH 5.8 adjusted with KOH] and 4.5 ⁇ L of 10% (v/v) approach were added to each well of a 6-well plate.
  • a 10 ⁇ L reaction mixture was prepared by adding single-stranded cDNA equivalent to 100 ng of total RNA and primers at a final concentration of 250 nM to Fast SYBR Green Master Mix (Thermo Fisher Scientific).
  • qPCR was performed using QuantStudio® 3 and QuantStudio® Design & Analysis Desktop Software (appliedbiosystems) under the following conditions: 95°C for 20 seconds; 95°C for 1 second, 60°C for 20 seconds, for a total of 40 cycles.
  • Primers with sequence numbers 1 and 2 were used to evaluate the AtJAZ5 gene
  • primers with sequence numbers 3 and 4 were used to evaluate the AtJAZ7 gene
  • primers with sequence numbers 5 and 6 were used to evaluate the UBQ10 gene.
  • the ⁇ Ct method was used to calculate the relative expression levels of the AtJAZ5 and AtJAZ7 genes relative to the expression level of the UBQ10 gene, which served as the internal standard. The test was performed in triplicate, and the average value was calculated.
  • the relative expression levels of the AtJAZ5 gene are shown in Figure 2, and the relative expression levels of the AtJAZ7 gene are shown in Figure 3.
  • compound 15 and mixture 1 showed expression induction effects equal to or greater than those of MSG.
  • Example 4 Effect of Mixture 1 on Insect Resistance Induction in Practical Crops
  • Mixture 1 which was found to have Ca2 + signal induction activity in Example 1, was evaluated in the leaves of food crops to determine whether it has the effect of inducing insect resistance.
  • the plant material used was komatsuna seedlings grown in a planter one and a half months after sowing, and the test organisms were early third-instar larvae of the common cutworm (Spodoptera Litura).
  • Mixture 1 was prepared as a 100 mM solution using distilled water as the solvent (mixture 1 solution). There was one plant in each test plot, and 10 test plots each were set up for the mixed 1 treatment plot and the mixed 1 untreated plot.
  • the degree of damage to each leaf disk was investigated and divided into five levels: none, slight, medium, heavy, and severe, and the degree of damage was calculated.
  • the area of damage was calculated using image analysis software (Image J). Damage was classified as follows: “none”: no damage at all, “light”: damage to 25% or less of the leaf area, “medium”: damage to 26-50% of the leaf area, “heavy”: damage to 51-75% of the leaf area, and "severe”: damage to 76% or more of the leaf area.
  • the degree of damage was calculated using the following formula.
  • Damage level (number of leaves with “light” damage + number of leaves with “moderate” damage x 2 + number of leaves with “heavy” damage x 3 + number of leaves with “severe” damage x 4) / (number of leaves surveyed x 4) x 100
  • the present invention can achieve useful results in the agricultural and horticultural fields, such as preventing insect damage to plants.

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  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
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Abstract

L'invention concerne une technologie utile dans les domaines agricoles et horticoles, et comprend une technologie permettant de prévenir les dommages aux plantes causés par les insectes. La présente invention prévient les dommages aux plantes causés par les insectes à l'aide d'un composé représenté par la formule générale (I).
PCT/JP2025/022497 2024-06-25 2025-06-23 Procédé de prévention des dommages aux plantes causés par les insectes Pending WO2026004802A1 (fr)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009542789A (ja) * 2006-07-13 2009-12-03 プラント・バイオサイエンス・リミテッド 植物保護における及び植物保護に関する改良
JP2012180343A (ja) * 2011-02-07 2012-09-20 National Agriculture & Food Research Organization 植物ホルモン関連物質を処理した忌避植物と植物ウイルスを接種したおとり植物の植栽配置による微小害虫アザミウマ類制御技術
JP2021028319A (ja) * 2019-08-09 2021-02-25 国立研究開発法人農業・食品産業技術総合研究機構 害虫抵抗性誘導剤及び植物の害虫防除方法
CN116439239A (zh) * 2023-04-26 2023-07-18 沈阳农业大学 一种百合种球消毒制剂及其制备方法和使用方法
WO2024010005A1 (fr) * 2022-07-06 2024-01-11 味の素株式会社 Procédé de lutte contre les dommages causés par les insectes sur les végétaux

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2009542789A (ja) * 2006-07-13 2009-12-03 プラント・バイオサイエンス・リミテッド 植物保護における及び植物保護に関する改良
JP2012180343A (ja) * 2011-02-07 2012-09-20 National Agriculture & Food Research Organization 植物ホルモン関連物質を処理した忌避植物と植物ウイルスを接種したおとり植物の植栽配置による微小害虫アザミウマ類制御技術
JP2021028319A (ja) * 2019-08-09 2021-02-25 国立研究開発法人農業・食品産業技術総合研究機構 害虫抵抗性誘導剤及び植物の害虫防除方法
WO2024010005A1 (fr) * 2022-07-06 2024-01-11 味の素株式会社 Procédé de lutte contre les dommages causés par les insectes sur les végétaux
CN116439239A (zh) * 2023-04-26 2023-07-18 沈阳农业大学 一种百合种球消毒制剂及其制备方法和使用方法

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