JP6679490B2 - Adventitious root development inducer and root system development promoter - Google Patents

Description

  The present invention relates to an adventitious root development inducer and root system development promoter for plants.

In the agricultural field, controlling plant growth is an important technique for improving productivity. At present, various kinds of plant growth regulators have been put into practical use for the purpose of controlling plant growth, and the plant growth regulators have contributed to the improvement of crop yield and product quality. Among them, roots play a very important role in plant fixation, water absorption, nutrient absorption, lodging prevention, etc., and therefore it is important to promote their development.
The root of a plant is composed of a main root, a lateral root, and an adventitious root, and these are collectively called a root system. The main root is already developed at the seed stage and grows upon germination. Lateral roots differentiate and develop from main roots. Also, adventitious roots develop by developing from tissues other than roots such as stems and leaves. Therefore, roots generated from cultured cells of plants and roots generated from tissue sections of above-ground parts such as cuttings and cuttings are classified as adventitious roots, and in order to efficiently promote so-called vegetative propagation, induce adventitious roots. Has become an important industrial technology. In monocotyledonous plants such as grasses, the growth of radicles stops shortly after germination, and most of the roots except the seed roots are adventitious roots that develop from the stem, and are also called crown roots. Inducing the development of these adventitious roots is important for ensuring stable growth of grasses. Adventitious root development is especially important for growth and prevention of lodging of major crops such as rice, wheat and corn.

A plant growth regulator having an effect of adventitious root development and a promotion of root system development is desired. However, the plant growth regulators that induce the development of adventitious roots are small in number, their effects are not sufficient, and moreover, they often have undesirable effects. For example, auxin compounds that are widely used as rooting agents are toxic to plants depending on the type and condition of the plant and the concentration applied, and exert undesired effects such as chlorosis of stems and leaves and death. Sometimes.
WO 2011/136285 (Patent Document 1) describes that a compound having a chlorophenyl group, a dichlorophenyl group or the like causes adventitious roots of Eucalyptus. Further, JP-A-5-260869 (Patent Document 2) describes that admixture of auxin and α-naphthalene acetic acid can induce adventitious roots in sweet potato stems. Furthermore, JP-A-5-49484 (Patent Document 3) describes a technique of inducing the development of adventitious roots by culturing lemon balm callus in a medium containing auxin.

In addition, among plant hormones, indoleacetic acid is known to induce the development of adventitious roots and lateral roots (Non-Patent Document 1). Following its biosynthetic pathway, it is known that the main precursor is tryptophan, and one of the tryptophan precursors is anthranilic acid (Non-Patent Document 2).
However, with respect to the induction of lateral root development, in Arabidopsis treated with jasmonic acid, the expression of anthranilate synthase is enhanced, resulting in the accumulation of indoleacetic acid, which induces the development of lateral roots (Non-Patent Document 3). There is no report on the adventitious root development-inducing action, and conversely, it has been said that the adventitious root development is not induced when anthranilic acid itself is applied to plants (Non-patent Document 4).
That is, since anthranilic acid was considered as a precursor of indoleacetic acid as described above, it was not considered to have an adventitious root development promoting action unless it was converted to tryptophan or indoleacetic acid. Furthermore, since the derivative is not converted to indoleacetic acid, it was theoretically not considered to have adventitious root development inducing action or root system development inducing action. From this, it is considered that the anthranilic acid derivative eventually inhibits the activity of tryptophan synthase, and it was rather recognized as a plant growth inhibitor (Non-Patent Document 5).

WO2011 / 136285 JP-A-5-260869 JP-A-5-49484

Geiss et al. 2009. Adventitious root formation: new insights and perspectives. In “Root development” (Wiley-Blackwell) pp. 127-156. Jones et al. 2013. Hormones and other signals. In “The molecular life of plants” (Wiley-Blackwell) pp. 329-370. Sun et al. 2009. Arabidopsis ASA1 is important for jasmonate-mediated regulation of auxin biosynthesis and transport during lateral root formation. Plant Cell 21: 1495-1511. Kling and Meyer 1983. Effects of phenolic compounds and indoleacetic acid on adventitious root intiation in cuttings of Phaseolus aureus, Acer saccharinum, and Acer griseum. Hort Sci18: 352-354. Li and Last 1996. The Arabidopsis thaliana trp5 mutant has a feedback-resistant anthranilate synthase and elevated soluble tryptophan. Plant Physiol 110: 51-59.

  An object of the present invention is to provide a plant adventitious root development inducer and a root system development promoter.

  The present inventors, as a result of intensive studies to solve the above problems, anthranilic acid, which is conventionally considered to have no adventitious root development-inducing action, induces adventitious root development, and further promotes the development of the root system. I found it. This effect can also be found in the derivative of anthranilic acid, and has completed the present invention.

That is, the present invention has the following configurations.
1. A plant adventitious root development inducer and a root system development promoter comprising a compound represented by the following (Formula 1) or a salt or ester thereof.

(However, R _{1 to} R ₆ in (Formula 1) are any of the following structures.
R ₁ = hydroxy group, alkoxy group, or amino group R ₂ = hydrogen atom, alkyl group, phenyl group or acyl group R ₃ = hydrogen atom, hydroxyl group, halogen atom, alkyl group or alkoxy group R ₄ = hydrogen atom, halogen atom , Amino group, carboxyl group R ₅ = hydrogen atom, alkyl group, halogen atom or nitro group R ₆ = hydrogen atom).
2. The alkoxy group of R ₁ is a methoxy group, the alkyl group of R ₂ is a methyl group or an ethyl group, the alkoxy group is a methoxy group, the halogen atom of R ₃ is chlorine or bromine, the halogen atom of R ₄ is chlorine, and the alkyl group of R ₅ is Is a methyl group, and the halogen atom is any of chlorine, bromine, and iodine. The plant adventitious root development inducer and root system development promoter according to 1.
3. R ₁ is a hydroxy group, an alkoxy group, or an amino group, R ₂ , R ₄ , and R ₆ are hydrogen atoms, R ₃ is a hydrogen atom, a methyl group, a chlorine atom, or a bromine atom, and R ₅ is The plant adventitious root development inducer and root system development promoter according to 1, which is a chlorine atom or a bromine atom.
4. R ₁ is a hydroxy group, and R _{2 to} R ₆ are hydrogen atoms. The plant adventitious root development inducer and root system development promoter according to 1.
5. R ₁ is a methoxy group or an amino group, R ₂ to R ₆ is a hydrogen atom, adventitious roots generator inducer and root development accelerators plant according 1.
6. R ₁ is a hydroxy group, R ₂ , R _{4 to} R ₆ are hydrogen atoms, and R ₃ is any one of a hydroxyl group, a methyl group, a methoxy group, a chlorine atom or a bromine atom, and the adventitious root development inducer of 1 above. And a root system development promoter.
7. R ₁ is a hydroxy group, R _{2 to} R ₃ , R ₅ , and R ₆ are hydrogen atoms, and R ₄ is any of a chlorine atom, an amino group, and a carboxyl group. Accelerator.
8. R ₁ is a hydroxy group, R _{2 to} R ₄ and R ₆ are hydrogen atoms, and R ₅ is any one of a methyl group, a chlorine atom, a bromine atom, an iodine atom and a nitro group. Inducer and root system development promoter.
9. The plant according to 1, wherein R ₁ is a hydroxy group, R ₂ , R ₄ , and R ₆ are hydrogen atoms, R ₃ is a methyl group, a chlorine atom, or a bromine atom, and R ₅ is a chlorine atom or a bromine atom. Adventitious root development inducer and root system development promoter.
10. 10. The plant adventitious root development inducer and root system development promoter according to 1 to 9, which are in the form of being directly sprayed onto a plant body in which adventitious roots are to be generated.
A fertilizer containing the adventitious root development inducer and the root system development promoter of 11.1 to 10.
12. An agricultural chemical containing the adventitious root development inducer for plants according to 12.1 to 10 and a root system development promoter.
13. Anthranilic acid, methyl anthranilate, anthranilamide, N-methylanthranilic acid, N-ethylanthranilic acid, N-phenylanthranilic acid, N-acetylanthranilic acid, 3-hydroxyanthranilic acid, 3-methylanthranilic acid, 3-methoxyanthranilate Acid, 3-chloroanthranilic acid, 4-aminoanthranilic acid, 2-aminoterephthalic acid, 4-chloroanthranilic acid, 5-chloroanthranilic acid, 5-bromoanthranilic acid, 5-iodoanthranilic acid, 5-nitroanthranilic acid, Adventitious root development inducer and root system development of plant containing any one or more of 3,5-dimethylanthranilic acid, 5-chloro-3-methylanthranilic acid, 3,5-dichloroanthranilic acid and 3,5-dibromoanthranilic acid Accelerator.
A fertilizer containing the adventitious root development inducer and the root system development promoter of 14.13.
A pesticide containing the adventitious root development inducer and the root system development promoter according to 15.13.

  The present invention provides a novel plant adventitious root development inducer and root system development promoter. The adventitious root development inducer and root system development promoter of the present invention have high adventitious root inducing activity and extremely weak side effects such as chlorosis of stems and leaves. The adventitious root development inducer and root system development promoter of the present invention are useful as rooting promoters during cutting, seedling raising and transplantation. In addition, since the crown roots of grasses are adventitious roots, they also act as crown root development promoters of grasses and are useful for preventing lodging. In addition, since it promotes root system development, it improves the absorption efficiency of fertilizer components and promotes plant growth. Furthermore, when the agent of the present invention is used for raising seedlings, healthy seedlings with better rooting and good growth can be produced.

1 is an image confirming the effects of the adventitious root development inducer and root system development promoter of the present invention on rooting during germination of rice seeds. It is a graph which evaluated the effect which the adventitious root development inducer of a plant of this invention and a root system development promoter have on the rooting length at the time of germination of a rice seed. It is a graph which evaluated the effect which the adventitious root development inducer of a plant of this invention and a root system development promoter have on the number of roots at the time of germination of a rice seed. It is the graph which confirmed the effect of the adventitious root development inducer and root system development promoter of the plant of the present invention on the elongation of the plant height during germination of rice seeds. It is the image which confirmed the development situation of the root system of the dent corn which sprayed the adventitious root development inducer and root system development promoter of the plant of this invention.

  The adventitious root development inducer and root system development promoter of the present invention contain the compound represented by Formula 1 or a salt or ester thereof as an active ingredient.

However, R _{1 to} R ₆ in (Formula 1) are any of the following structures.
R ₁ = hydroxy group, alkoxy group or amino group R ₂ = hydrogen atom, alkyl group, phenyl group or acyl group R ₃ = hydrogen atom, hydroxyl group, halogen atom, alkyl group or alkoxy group R ₄ = hydrogen atom, halogen atom, Amino group, carboxyl group R ₅ = hydrogen atom, alkyl group, halogen atom or nitro group R ₆ = hydrogen atom

The above compound is a compound known as anthranilic acid, a derivative thereof, or a salt thereof. The active ingredient of the adventitious root development inducer and root system development promoter of the present invention is a compound represented by the above (formula 1).
The substituent R _{1 in the} above (Formula 1) is a hydroxy group, an amino group or a lower alkoxy group, and the lower alkoxy group is a methoxy group, an ethoxy group, an n-propoxy group, an n-pentoxy group, an n-group. Examples include alkoxy groups having 1 to 6 carbon atoms such as -hectoxy group, i-propoxy group, i-butoxy group, i-pentoxy group and i-hectoxy group. A methoxy group is particularly preferable.

R ₂ is a hydrogen atom, a phenyl group which may have a substituent, a lower alkyl group or an acetyl group. The lower alkyl group has a carbon number such as methyl group, ethyl group, n-propyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, i-pentyl group and i-hexyl group. The alkyl group of 1-6 is mentioned. A methyl group and an ethyl group are particularly preferable.

R ₃ is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group or a hydroxyl group.
The lower alkyl group has a carbon number such as methyl group, ethyl group, n-propyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, i-pentyl group and i-hexyl group. The alkyl group of 1-6 is mentioned. Particularly, a methyl group is preferable. As the lower alkoxy group, methoxy group, ethoxy group, n-propoxy group, n-butoxy group, n-pentyloxy group, n-hexyloxy group, i-propoxy group, i-butoxy group, i-pentyloxy group. Group and an alkoxy group having 1 to 6 carbon atoms such as i-hexyloxy group are preferable. A methoxy group is particularly preferable.
As the halogen atom, chlorine atom, bromine atom and iodine atom are preferable.
R ₄ is a hydrogen atom, a halogen atom, an amino group or a carboxyl group. As the halogen atom, chlorine atom, bromine atom and iodine atom are preferable. A chlorine atom is particularly preferable.
R ₅ is a hydrogen atom, an alkyl group, a halogen atom, or a nitro group. An alkyl group is a lower alkyl group. The lower alkyl group has a carbon number such as methyl group, ethyl group, n-propyl group, n-pentyl group, n-hexyl group, i-propyl group, i-butyl group, i-pentyl group and i-hexyl group. The alkyl group of 1-6 is mentioned. Particularly, a methyl group is preferable.
As the halogen atom, chlorine atom, bromine atom and iodine atom are preferable.
The substituents of R ₃ , R ₄ and R ₅ are interchangeable.
R ₆ is a hydrogen atom. When R ₆ is substituted, the activity of the plant as an adventitious root development inducer and root system development promoter is lost.

Examples of the salt of the compound represented by (Formula 1) include alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium salt and magnesium salt, inorganic base salts such as ammonium salt, triethylamine salt, Examples thereof include pyridine salts, picoline salts, ethanolamine salts, triethanolamine salts, dicyclohexylamine salts, and salts with organic base salts such as organic amine salts of N, N′-dibenzylethylenediamine salt.
Further, inorganic acid salts such as hydrochlorides, sulfates and nitrates, salts such as organic acid salts such as formate salts, acetate salts, propionate salts, butyrate salts and lactate salts can be mentioned.

  Examples of the ester of the compound represented by (Formula 1) include a lower alkyl ester.

The following substances can be given as examples of compounds useful as the compound represented by (Formula 1). Further, they can be synthesized as needed. The synthesis can be performed by using anthranilic acid as a starting material and subjecting the substituents of R _{1 to} R ₆ to a known substitution reaction.
Further, anthranilic acid can be synthesized by a known method (US Pat. No. 4,276,433). Moreover, you may use a commercial item.

As an example of the substitution reaction, a substitution reaction for substituting R ₁ for an alkoxy group will be illustrated.
R ₁ was substituted with an alkoxy group by heating and refluxing an anthranilic acid derivative as a raw material in an alcohol such as methanol, ethanol or propanol in the presence of an acid catalyst such as sulfuric acid or p-toluenesulfonic acid. Obtain the compound. At this time, the anthranilic acid derivative is preferably 1 to 20% by mass, and particularly preferably 5 to 10% by mass.
In addition, a compound in which R ₁ is substituted with a methyl group is obtained by reacting the anthranilic acid derivative as a raw material in methanol in the presence of a methyl esterifying agent such as trimethylsilyldiazomethane.
When synthesizing an N-alkylanthranilic acid derivative, an benzoic acid derivative substituted with chlorine or bromine at the 2-position and an alkylamine are added in an inert organic solvent such as toluene or tetrahydrofuran, and a palladium catalyst, nickel catalyst, copper It can also be synthesized by adding a catalyst and heating. At this time, the benzoic acid derivative and the alkylamine are preferably 1 to 20% by mass, and particularly preferably 5 to 10% by mass. Further, the catalyst content is preferably 1 to 5 mol%.
After the reaction, in order to collect the product from the reaction solution, the reaction solvent is distilled off, the product-soluble organic solvent that is immiscible with water and water are added, the pH of the aqueous phase is appropriately adjusted, and then solvent extraction is performed. After collecting the solvent layer, it is dried, the organic solvent is distilled off, and then recrystallized from a single or mixed solvent, if necessary. Moreover, it may be isolated by a separation means such as high performance liquid chromatography (HPLC), if necessary.
The substitution reaction other than the above can be easily performed by a known chemical reaction.
These compounds are preferably water-soluble, but in the case of water-insoluble compounds, they can be used in the form of being dispersed in water.

Representative compound names and chemical formulas useful as the adventitious root development inducer and root system development promoter of the present invention are shown below. Of course, the invention is not limited to these compounds.

Compound 1
Anthranilic acid

Compound 2
Methyl Anthranilate

Compound 3
Anthranil amide

Compound 4
N-Methylanthranilic acid

Compound 5
N-Ethylanthranilic acid

Compound 6
N-Phenylanthranilic acid

Compound 7
N-Acetylanthranilic acid

Compound 8
3-Hydroxyanthranilic acid

Compound 9
3-Methylanthranilic acid

Compound 10
3-Methoxyanthranilic acid

Compound 11
3-Chloroanthranilic acid

Compound 12
4-Aminoanthranilic acid

Compound 13
2-Aminoterephthalic acid

Compound 14
4-Chloroanthranilic acid

Compound 15
5-Chloroanthranilic acid

Compound 16
5-Bromoanthranilic acid

Compound 17
5-Iodoanthranilic acid

Compound 18
5-Nitroanthranilic acid

Compound 19
3,5-Dimethylanthranilic acid

Compound 20
5-Chloro-3-methylanthranilic acid

Compound 21
3,5-Dichloroanthranilic acid

Compound 22
3,5-Dibromoanthranilic acid

  Further, when anthranilic acid is used as an adventitious root development inducer and root system development promoter of the plant of the present invention, anthranilic acid is a precursor of tryptophan, so that a microorganism having tryptophan biosynthesis ability is appropriately mutated and bred. Alternatively, if it is made possible to accumulate anthranilic acid, it can be produced by a fermentation method. Further, the fermentation culture solution can be directly used as an adventitious root development inducer and root system development promoter of the plant of the present invention.

The adventitious root development inducer and root system development promoter of the present invention may be used in combination of two or more compounds having a plurality of active actions. It is also possible to use it in combination with a plant hormone agent such as auxin.
Even more surprisingly, the adventitious root development inducer and root system development promoter of the present invention is used in combination with tryptophan, which is a kind of amino acid that does not have such an action, to give the adventitious root development inducer and root system development of the plant. It is possible to enhance the action as a promoter.

  The adventitious root development inducer and root system development accelerator of the present invention can be used as an adventitious root development inducer and root system development promoter of the above-mentioned compound as it is, a wettable powder, an emulsion, a granule, You may formulate using the carrier | carrier used with a normal plant growth regulator, such as a powder agent and a surface active agent. For example, as a solid carrier, mineral powder (kaolin, bentonite, clay, montmorillonite, talc, diatomaceous earth, mica, vermiculite, gypsum, calcium carbonate, phospholime, etc.), vegetable powder (soybean flour, wheat flour, wood flour, tobacco) Powders, starch, crystalline cellulose, etc.), polymer compounds (petroleum resin, polyvinyl alcohol resin, polyvinyl acetate resin, polyvinyl chloride, ketone resin, etc.), as well as alumina, waxes and the like can be used. Examples of the liquid carrier include alcohols (methanol, ethanol, propanol, butanol, ethylene glycol, benzyl alcohol, etc.), aromatic hydrocarbons (toluene, benzene, xylene, etc.), chlorinated hydrocarbons (chloroform, Carbon tetrachloride, monochlorobenzene, etc.), ethers (dioxane, tetrahydrofuran, etc.), ketones (acetone, methyl ethyl ketone, etc.), esters (ethyl acetate, butyl acetate, etc.), acid amides (N, N-dimethylacetamide, etc.) , Ether alcohols (such as ethylene glycol ethyl ether), or water can be used.

  As the surfactant used for the purpose of emulsification, dispersion, diffusion and the like, any of nonionic, anionic, cationic and amphoteric can be used. Examples of surfactants that can be used in the present invention include polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether, polyoxyethylene fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, oxyethylene polymer. , Oxypropylene polymer, polyoxyethylene alkyl phosphate ester, fatty acid salt, alkyl sulfate ester salt, alkyl sulfonate, alkyl aryl sulfonate, alkyl phosphate, alkyl phosphate ester salt, polyoxyethylene alkyl sulfate ester, Quaternary ammonium salts, oxyalkylamines, lecithin, saponins, etc. If necessary, gelatin, casein, sodium alginate, starch, agar, polyvinyl alcohol, etc. can be used as an auxiliary agent.

The plant adventitious root development inducer and root system development promoter of the present invention are not limited in the shape of the preparation, and can be formed into any preparation form such as powder, granules, granules, wettable powders, flowables, emulsions and pastes. can do. The other components can be produced by mixing, stirring, spray-drying, etc. according to a conventional method.
When applied to plants, it can be used as a soil treating agent, a foliage treating agent, a seed treating agent before sowing, a treating agent for plants before transplantation, a treating agent for plants at the time of transplantation and the like. Further, in hydroponic culture, it may be used as a mixture with a hydroponic liquid, and in tissue culture, it may be used after being suspended or dissolved in a medium.
When the adventitious root development inducer and root system development promoter of the plant of the present invention is applied to the target plant, the number of lateral roots, the number of roots such as adventitious roots, and the density of roots increase through the increase in the number of roots. Improving survival rate, raising healthy seedlings, promoting growth, improving water absorption capacity, improving fertilizer absorption capacity, improving fertilizer component utilization rate, maintaining green color, improving photosynthetic capacity, improving water stress resistance, preventing lodging, increasing yield, etc. The effect of is obtained. In addition, since the temperature increase of grasses is improved, the yield of rice and the like can be improved.

When using the adventitious root development inducer and root system development promoter of the present invention for spraying, the concentration used is preferably 0.01 to 10000 ppm, more preferably 1 to 5000 ppm, and particularly preferably 5 to 1000 ppm. be able to. Especially when used for seedlings at the seedling raising stage, it is desirable to spray 50 to 200 mL of the diluted solution having the above concentration per 1 L of the culture soil. In this case, a spreading agent may be used, and the type and amount of spreading agent used are not particularly limited. Also effective when sprayed on leaves.
The amount used when applied directly to soil, including the case of mixing with fertilizer, is preferably 100 to 10000 g, and particularly preferably 500 to 5000 g per hectare. Especially when used for seedlings at the seedling raising stage, it is desirable to use 0.001 to 10 g per 1 L of culture soil. In this case, it may be premixed with the culture soil before sowing, or may be sprayed during the seedling raising period.

When used for seed treatment before sowing, water, alcohols (methanol, ethanol, etc.), ketones (acetone, etc.), aromatic hydrocarbons (toluene, benzene, etc.), chlorinated hydrocarbons (chloroform, chloride) Dilute to 0.01 to 100000ppm in a liquid carrier such as methylene, etc.), ethers (diethyl ether, etc.), esters (ethyl acetate, etc.) and spray on dry seeds, or dip dry seeds in a diluting solution. It can also be absorbed by seeds. Although the immersion time is not particularly limited, it is preferably 1 second to 120 minutes. Further, the treated seeds may be subjected to air drying, reduced pressure drying, heat drying, vacuum drying or the like to evaporate the liquid carrier. It is also possible to use a product prepared by using a solid carrier of mineral powder such as clay, which is adhered to the seed surface and used. It is also possible to coat seeds by mixing with a commonly used seed coating agent or seed coating film.
When used in tissue culture or cell culture, the medium concentration in a commonly used plant tissue culture medium (MS medium, white medium, B5 medium of Gamborg, etc.) is preferably 0.01 to 10,000 ppm, particularly preferably It can be used by dissolving or suspending in the range of 0.1 to 1000 ppm. In this case, sugars (sucrose, glucose, etc.) as carbon sources, cytokinins (benzyladenine, kinetin, etc.) as various plant hormones, auxins (indole acetic acid, naphthalene acetic acid, etc.), gibberellin (GA3) , GA4, etc.), abscisic acid, etc. can be added as appropriate.
When directly absorbed into a plant before transplantation, the root part or the whole of the plant can be immersed and used in a solution diluted or suspended to a working concentration of 0.1 to 1000 ppm. In addition, for cuttings, cuttings, cuttings, etc., the base or the whole can be immersed and used. In this case, the immersion time is preferably 1 second to 1 week, particularly 1 minute to 3 days. A formulation prepared by using a solid carrier of a mineral powder may be attached to the root portion or, in the case of cuttings, cuttings, cuttings, etc., attached to the stem base.
The administration time of the adventitious root development inducer and root system development promoter of the plant of the present invention, it is possible to use at any time during the growth period, especially when applied as an adventitious root development inducer, root system development promoter, It is particularly effective before sowing, during sowing, during seedling growth, before and after work involving agronomic rooting such as transplantation, or when root development is impaired or root damage occurs due to weather factors.

  The plants to which the adventitious root development inducer and root system development promoter of the present invention are applied are not particularly limited, but include, for example, tomatoes, bell peppers, capsicum, eggplants and other eggplants, cucumbers, pumpkins, melons, watermelons, etc. Cucumbers, celery, parsley, lettuce and other raw and spicy vegetables, leeks, onions, garlic and other leeks, soybeans, peanuts, green beans, peas, other beans such as azuki beans, strawberry and other fruit vegetables, radish, turnip , Carrots, burdock roots, taro, cassava, potatoes, sweet potatoes, potatoes such as potatoes, asparagus, spinach, honeywort and other vegetables, eustoma, stocks, carnations, chrysanthemums and other flowers, rice, Grains such as corn, turf such as bentgrass and red grass, oilseed crops such as rapeseed and sunflower , Sugar cane, sugar beet and other sugar crops, cotton, rush and other fiber crops, clover, sorghum, dent corn and other feed crops, apples, pears, grapes, peaches and other deciduous fruit trees, citrus unshiu, lemon , Citrus fruits such as grapefruit, and woods such as satsuki, azalea and cedar. Among these, during the cultivation of tomatoes, peppers, capsicums, eggplants, cucumbers, pumpkins, melons, watermelons, celery, parsley, lettuce, leeks, onions, asparagus, eustoma, stocks, rice, bentgrass, cucumber, sugar beet, etc. It is particularly effective for a plant to be transplanted and a plant to be propagated by rooting from cuttings and cuttings of chrysanthemum, carnation, satsuki, azalea, grape and the like. In addition, examples of plants of the Gramineae family for the purpose of preventing lodging include rice, wheat, barley, rye, corn and the like. In particular, rice and barley produce a large number of adventitious roots by being sprayed at the parting stage, which promotes the growth of the entire root system and improves the absorption efficiency of nutrients, so that the adventitious root generation inducer and root system development promoter of the plant of the present invention are used. It is preferable to exert the effect of.

  Further, for the purpose of improving the effect of the present invention, it can be used in combination with other plant growth regulators (plant hormone agents) as described above, and in some cases, a synergistic effect can be expected. For example, at the time of raising seedlings under conditions that are extremely easy to grow, such as high planting density, high humidity, lack of sunlight, etc., it has a strong stem growth inhibitory action for the purpose of raising good quality seedlings with a small weight ratio above ground and underground. It may be used in combination with an anti-gibberellin agent (such as paclobutrazol, uniconazole P, ancimidol), a growth inhibitor (such as daminozide), and an ethylene generator (such as ethefone). In cuttings, cuttings, cuttings, and tissue culture, auxin compounds (indole acetic acid, indole butyric acid, naphthyl acetamide, naphthalene acetic acid, etc.) may be used in combination for the purpose of enhancing the root-inducing effect. At the time of seed treatment before sowing, a gibberellin agent having a germination-inducing action may be used in combination.

The adventitious root development inducer and root system development promoter of the present invention can be mixed or used in combination with various insecticides, fungicides, microbial pesticides, fertilizers and the like. Particularly, when used in combination with a fungicide, it is effective to use it in combination with hydroxyisoxazole, metasulfocarb, metalaxyl, etc., which have been reported to have a root-inducing effect in addition to a bactericidal effect. Mixing with an insecticidal fungicide for direct treatment of seeds or an insecticidal fungicide used during seedling raising (thiamethoxam, fludioxonil, metalaxyl, chlorantraniliprole, etc.) is particularly effective.
When used in combination with a fertilizer, it is particularly effective to use it with a fertilizer for raising seedlings for the purpose of raising healthy seedlings, and with a fertilizer immediately before transplantation for the purpose of promoting survival. Mixing with a slow-release fertilizer for the purpose of maintaining the potency of the plant growth regulator of the present invention for a long period of time and improving the utilization rate of fertilizer components is also particularly effective.

Next, the present invention will be described in more detail by showing test examples and examples, but the present invention is not limited to these examples.

Test Example <1. Confirmation test of adventitious root generation inducing action by azuki bean cut dipping treatment>
The compounds 1 to 22 and 6-chloroanthranilic acid (compound 23) and 6-methylanthranilic acid (compound 24), which are compounds having a substituent introduced into R ₆ , and a fluorine atom were introduced as a substituent of R ₅ . The compound 5-fluoroanthranilic acid (Compound 25) and the compound N, N-dimethylanthranilic acid (Compound 26) in which a substituent was further introduced into the nitrogen atom adjacent to R ₂ were diluted with distilled water to give a concentration of An aqueous solution of 0.1 mM and 1 mM was prepared, adjusted to pH 7 with dilute hydrochloric acid and an aqueous solution of sodium hydroxide, and then adzuki bean root promotion assay (Itagaki et al. 2003. Biological activities and structure-activity relationship of substitution compounds of N- [2 -(3-indolyl) ethyl] succinamic acid and N- [2- (1-naphthyl) ethyl] succinamic acid, derived from a new category of root-promoting substance, N- (phenethyl) succinamic acid analo gs. Plant Soil 255: 67-75.). Note that only Compound 2 was replaced with 0.1 mM, and a 0.5 mM solution was used.
The base of the adzuki bean slice was dipped in each of the test solutions of 0.1 mM, 0.5 mM and 1 mM for 48 hours, and after 7 days, the number of adventitious roots was counted. The number of repeats was 5. When measuring the activity of each compound, one treated with distilled water was cultured as a control, and the number of adventitious roots was measured in the same manner. Therefore, the control group showed the total average value measured multiple times.
The test results are shown in Table 1 below.

As shown in Table 1, the solutions containing compounds 1 to 22 were found to have a higher adventitious root-inducing action and root-promoting action than the number of adventitious roots in the control group. In particular, at a concentration of 0.1 mM, the compounds 5, 7, 15, 17, 20, and 21 showed rooting rates of 200% or more with respect to distilled water as a control. Further, at a concentration of 1 mM, 1, 4, 9, and 10 compounds showed an adventitious rooting rate of 200% or more as compared with the control.
On the other hand, the compounds 23 and 24 in which hydrogen of R ₆ was substituted did not have rooting activity. Therefore, the substitution of R ₆ was found to be unfavorable for rooting. Further, when the substituent of R ₅ was a fluorine atom, rooting was suppressed. Further, the compound 26 in which a hydrogen atom adjacent to R ₂ was replaced with a methyl group also had a low rooting rate.

<2. Root system development promotion test of anthranilic acid during rice germination>
In grasses, the main roots grow and the lateral roots grow when germinating, and adventitious roots develop after establishment. It is known that the development of root system during germination has a great influence on the growth.
Three pre-sterilized paddy rice seeds were sown in agar containing various concentrations of anthranilic acid (Compound 1), cultivated under continuous light at 23 ° C for 50 days, and then taken out to determine root length, number of roots, and plant height. It was measured.

The image of the state of the rice taken out is shown in FIG. Visual observation revealed that the root system had developed when anthranilic acid was added.
The result of root length measurement is shown in FIG. 2, and the result of root number counting is shown in FIG. The root length was increased by the addition of 0.01 mM and 0.03 mM of anthranilic acid, and the number of roots was increased by the addition of 0.1 mM. Furthermore, the measurement result of the plant height is shown in FIG. It was confirmed that the plant height grew as the amount of anthranilic acid added increased, and the plant height grew better. Anthranilic acid contributed to the development of the root system, and as a result, it was evaluated that the plant height was elongated.

<3. Test for increasing adventitious root of dent corn by foliar spray and rhizome spray>
A 10 mM aqueous solution of 5-chloroanthranilic acid of Compound 14 was sprayed on the foliage and the root of the plant 4 times a month on the growing dent corn (3 weeks after sowing), and the root was dug out 4 months after sowing. Was observed. An image at the time of observation is shown in FIG. The area of rooting was wider and the number of roots was significantly increased compared to the non-dispersed control. The adventitious root development inducer and root system development promoter of the present invention induced the development of adventitious roots in maize and promoted the development of the entire root system. As a result, it was evaluated that it was very resistant to pulling out and had an effect on lodging.

<4. Root system development promotion test of cucumber by root spraying>
Cucumber variety Ocean (Saitama Progeny Breeding Co., Ltd.) was sown in a 9 cm diameter pot filled with culture soil “Sukusuku Club 30” (Snow Brand Seedling Co., Ltd.) and grown in a greenhouse. From the 14th day after seeding, anthranilic acid of Compound 1 was sprayed once a week at a concentration of 1 mM and 10 mM to the root at 30 mL per pot. In addition, 30 mL of water was similarly sprayed on the roots of the control group.
35 days after sowing, 2 individuals × 2 replicates were sampled, the roots were thoroughly washed with water, and then the total root length was measured with a root scanner (manufactured by Comain). The leaf area was measured by an automatic leaf area meter (Hayashi Denko Co., Ltd.). Thereafter, the root portion, the leaf portion and the stem portion were air-dried, and then the weight of the dried product was measured to obtain the dry substance weight.
The average value of the measurement of 4 samples is shown in Table 2 below. In addition, the numerical value in the parentheses in the table shows the relative value in% when the control group is 100. An increase in total root length was observed in the 10 mM group, and an increase in root dry matter weight was also observed in all treated groups. An increase in leaf area was also observed.
Therefore, it was revealed that anthranilic acid develops the root system and promotes the growth of leaves and stems. In addition, it has been clarified that seedlings using a commercially available culture soil are suitable for the purpose of obtaining early-growing seedlings that promote good rooting because they promote rooting.

<5. Root system development promotion effect test of corn by root spraying>
The corn variety Acyl (Snow Brand Seed Co., Ltd.) was sown in a pot with a diameter of 9 cm filled with the culture soil "Sukusuku Club 30" (Snow Brand Seed Co., Ltd.) and grown in a greenhouse. From the 20th day after seeding, 50 mL of anthranilic acid of Compound 1 at a concentration of 0.1 mM and 1 mM were sprayed to the roots 30 times per week three times a week. Further, in the control group, 30 mL of water was sprayed at the root of each pot.
80 days after seeding, 3 individuals × 2 repeats were sampled, the roots were thoroughly washed with water, and then the total root length was measured by a root scanner (manufactured by Comain). Thereafter, the root portion, the leaf portion and the stem portion were air-dried, and then the weight of the dried product was measured to obtain the dry substance weight.
Table 3 below shows the average values of 6 samples measured. In addition, the numerical value in the parentheses in the table shows the relative value in% when the control group is 100. An increase in total corn root length was observed in all treated plots. In addition, a significant increase in root dry matter weight was confirmed in the 1 mM anthranilic acid group.
Therefore, it was clarified that root application of anthranilic acid promoted root system development in maize.

<6. Adventitious root induction effect test of Arabidopsis thaliana by addition of medium>
Compound 1 anthranilic acid / Compound 15 chloroanthranilic acid are mixed in 1/2 MS solid medium (MS medium powder (Nippon Pharmaceutical Co., Ltd.) to a predetermined concentration of 1/2, gellan gum 0.3% and sucrose 1% are added. , Sterilized) and seeded with Arabidopsis wild type Col-0 for 2 days at low temperature in the dark, and then grown for 12 days in an incubator (temperature: 22 ° C, light period: 16 hours, dark period: 8 hours). Then, the number of adventitious roots produced was measured. The average value of 4 individuals was used.
The average values obtained by measuring 4 individuals are shown in Table 4 below.
The adventitious roots were not observed at all in the control group where no adduct was added, but the adventitious roots were observed in the group in which 30 μM of anthranilic acid and 10 μM of 5-chloroanthranilic acid were added to the medium.
Therefore, it was revealed that adventitious root induction was promoted even if anthranilic acid was added to the plant growth medium in advance.

<7. Comparison of adventitious root-inducing action of anthranilic acid and L-tryptophan in azuki bean cut dipping treatment>
Compound 1, anthranilic acid, and L-tryptophan were diluted with distilled water to prepare aqueous solutions having concentrations of 1 mM and 2 mM, and the pH was adjusted to 7 using an aqueous sodium hydroxide solution. Azuki bean root promotion assay was performed on these test liquids in the same manner as in Test Example 1.
The test results are shown in Table 5.

  Conventionally, it has been said that anthranilic acid is metabolized to tryptophan and further converted into indole-3-acetic acid to induce rooting (Non-patent Document 3). However, as shown in Table 5, the adventitious root-inducing effect of anthranilic acid was higher than that of tryptophan at any concentration. From this, it was clarified that anthranilic acid itself was active for adventitious root induction.

Claims (7)

An adventitious root development inducing agent and a root system development promoting agent comprising a compound represented by the following (Formula 1) or a salt thereof (excluding compounds in which R ₁ is a hydroxy group and R _{2 to} R ₆ are hydrogen atoms).
(However, R _{1 to} R ₆ in (Formula 1) are any of the following structures.
R ₁ = hydroxy group, methoxy group, or NH ₂ group R ₂ = hydrogen atom, methyl group or ethyl group, phenyl group or acetyl group R ₃ = hydrogen atom, hydroxyl group, chlorine or bromine atom, methyl group or methoxy group R ₄ = Hydrogen atom, chlorine or bromine atom, NH ₂ group, carboxyl group R ₅ = hydrogen atom, methyl group, chlorine or bromine atom or nitro group R ₆ = hydrogen atom.   The agent for inducing adventitious root of plants and the agent for promoting root system development according to claim 1, which is in a form of being directly sprayed on a plant in which adventitious roots are to be generated.   A fertilizer containing the adventitious root development inducer and the root system development promoter according to claim 1.   An agrochemical containing the adventitious root development inducer of claim 1 and a root system development promoter.   Methyl anthranilate, anthranilamide, N-methylanthranilic acid, N-ethylanthranilic acid, N-phenylanthranilic acid, N-acetylanthranilic acid, 3-hydroxyanthranilic acid, 3-methylanthranilic acid, 3-methoxyanthranilic acid, 3 -Chloroanthranilic acid, 4-aminoanthranilic acid, 2-aminoterephthalic acid, 4-chloroanthranilic acid, 5-chloroanthranilic acid, 5-bromoanthranilic acid, 5-iodoanthranilic acid, 5-nitroanthranilic acid, 3,5 -A plant adventitious root development inducer and root system development promoter containing any one or more of dimethylanthranilic acid, 5-chloro-3-methylanthranilic acid, 3,5-dichloroanthranilic acid, and 3,5-dibromoanthranilic acid.   A fertilizer containing the adventitious root development inducer and the root system development promoter of claim 5.   An agrochemical containing the adventitious root development inducer of claim 5 and a root system development promoter.