USPatent applicationPatented

Chemicals composition for reducing stress on plant

Granted 24 May 2016 · 1 office action

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Abstract

A chemical composition for reducing stress on a plant comprising: at least one substance (A) selected from the group consisting of compounds represented by Formula (I) and the like and a salt thereof; and a substance (B) which affects a physiological function of the plant [in Formula (I), R 1 to R 4 each independently represents a hydrogen atom, —SO 3 H, —PO 3 H 2 , glycosyl group or —COR 11 . R 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]. [structure]

Description

14 parts
›CROSS-REFERENCE TO RELATED APPLICATIONS

This application is a National Stage application of PCT/JP2013/004429, filed Jul. 19, 2013, which claims priority from Japanese application no. 2012-161897, filed Jul. 20, 2012.

›TECHNICAL FIELD

The present invention relates to a chemicals composition for reducing stress on a plant. More specifically, the present invention relates to a chemicals composition for reducing biological stress, physical stress, or chemical stress which affects the growth of a plant.

›BACKGROUND ART

Plants grown at farmlands or ordinary home gardens are always exposed to various biological or non-biological stresses. In general, agricultural crops subjected to breed improvement tend to be less resistant to these stresses. In order to reduce biological stress such as agricultural pests and weeds to maintain a crop yield, agricultural chemicals are used such as fungicides, insecticides and herbicides. However, agricultural chemicals may have insufficient effects, and may cause phytotoxicity when improperly used, and may allow agricultural pests and weeds to develop resistance to the agricultural chemicals, and may pose concerns about safety for environmental life. Meanwhile, the right plant in the right place, breed improvement, irrigation, greenhouse, soil improvement and the like are utilized to respond environmental stress such as temperature, moisture, illuminance, soil pH and salt concentration. Attempts have been made for conferring stress resistance using a plant growth regulator and the like, but effects have been unsatisfactory. Further, plant viral diseases may cause serious damage to key crops such as cereal crops, vegetables and fruit trees. However, to date, agricultural chemicals have not been found which sufficiently demonstrate practical effects against plant viral diseases.

Meanwhile, Non-patent Literature 1 describes that ascorbic acid is involved in disease resistance, hormone actions and the like, and Non-patent Literature 2 describes that ascorbic acid affects plant aging. However, even when ascorbic acid is externally given to a plant, its physiological effect is very limited because ascorbic acid is present at a high concentration in a plant body. Therefore, there will be almost no practical effect.

Nonetheless, Patent Literature 1 describes that a certain derivative of ascorbic acid demonstrates a preventive and curative effect against a plant virus disease, and proposes to apply it to a plant. Further, Patent Literature 2 discloses a composition comprising an antimicrobic antibiotic such as neomycin sulfate, and ascorbic acid, and states that this composition can control a plant disease. Moreover, for purposes such as the stabilization of an agrochemically active ingredient (Patent Literature 3) and controlled release (Patent Literature 4), examples have been proposed in which ascorbic acid is used in combination with an agricultural chemical.

›CITATION LIST

Non-Patent Literatures

Non-patent Literature 1: Vitamins 79 (2): 116-117 (2005)

Non-patent Literature 2: The Horticulture Journal, 6 (2): 169-175

Patent Literatures

Patent Literature 1: WO 2011/030816 A

Patent Literature 2: JP 2001-508808 A

Patent Literature 3: JP 2001-342102 A

Patent Literature 4: JP 2010-168298 A

›SUMMARY OF THE INVENTION

Problems to be Solved by the Invention

An object of the present invention is to provide a chemicals composition for reducing biological stress, physical stress or chemical stress which affects the growth of a plant.

Means for Solving the Problems

As a result of conducting extensive studies to achieve the above object, the present inventors complete the present invention which includes the following aspects.

[1] A chemicals composition for reducing stress on a plant, wherein the composition comprises

at least one substance (A) selected from the group consisting of compounds represented by Formula (I), compounds represented by Formula (II) and salts thereof, and

a substance (B) which affects a physiological function of the plant.

[in Formula (I), R 1 to R 4 each independently represents a hydrogen atom, —SO 3 H, —PO 3 H 2 , a glycosyl group or —COR 11 . R 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]

[in Formula (II), R 5 and R 6 each independently represents a hydrogen atom, —SO 3 H, —PO 3 H 2 , a glycosyl group or —COR 11 . R 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]

[2] The composition according to [1], wherein the substance (B) is at least one selected from the group consisting of fungicides, insecticides, plant growth regulators and herbicides.

[3] The composition according to [1], wherein the substance (B) is a respiratory inhibitor.

[4] The composition according to [1], wherein the substance (B) is a strobilurin compound.

[5] The composition according to [1], wherein the substance (A) is a compound represented by Formula (I) [provided that R 1 to R 4 are each not simultaneously a hydrogen atom] or a salt thereof.

[6] The composition according to [1], wherein the substance (A) is a compound represented by Formula (I) [provided that at least one of R 1 to R 4 represents —COR 11 , and R 11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.] or a salt thereof.

[7] The composition according to [1], wherein the substance (A) is a compound represented by Formula (I) [provided that R 1 to R 4 each independently represent a hydrogen atom or —COR 11 , and at least one of R 1 to R 4 represent —COR 11 . R 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group. R 11 in at least one of —COR 11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.] or a salt thereof.

[8] A method of reducing stress on a plant, wherein the method comprises applying the composition according to any one of the aforementioned [1] to [7] to the plant.

[9] The method according to [8], wherein the stress is at least one of biological stress due to plant viruses, phytopathogenic bacteria, phytopathogenic filamentous fungi, agricultural pests or weeds: or physical or chemical stress due to high temperature, low temperature, high illuminance, low illuminance, excessive humidity, dryness, salinity, acidity, agricultural chemicals, chemical substances or heavy metals.

Advantageous Effects of the Invention

The composition according to the present invention has an effect in which resistance against biological stress, physical stress, or chemical stress which affects the growth of a plant is conferred on a plant. Since the resistance of a plant to stress is increased when the composition according to the present invention is applied to the plant, for example, phytotoxicity due to an agricultural chemical containing a substance which affects a physiological function of the plant and the like may be reduced, and damage due to plant diseases including virus diseases may be reduced. Moreover, even under poor environmental conditions such as high temperature, low temperature, dryness and soil conditions, reduction in crop yields, deterioration of the quality and the like can be prevented.

›EMBODIMENTS FOR CARRYING OUT THE INVENTION · 1 of 6

The chemicals composition for reducing stress on a plant according to the present invention comprises the substance (A) and the substance (B) which affects a physiological function of the plant.

(Substance (A))

The substance (A) is at least one selected from the group consisting of compounds represented by Formula (I), compounds represented by Formula (II) and salts thereof.

In Formula (I), R 1 to R 4 each independently represents a hydrogen atom, —SO 3 H, —PO 3 H 2 , a glycosyl group or —COR 11 .

In Formula (II), R 5 and R 6 each independently represents a hydrogen atom, —SO 3 H, —PO 3 H 2 , a glycosyl group or —COR 11 .

The glycosyl group is a sugar residue such as a monosaccharide or a low molecular weight oligosaccharide (which is, specifically, a partial structure of a molecule in which a hemiacetal hydroxy group at a sugar portion is removed to give a connecting position). Examples of monosaccharides include glucose, galactose, fructose, rhamnose and the like, and examples of oligosaccharides include rutinose, vicianose, lactose, maltose, sucrose and the like. Therefore, examples of glycosyl groups include a glucosyl group, a galactosyl group, a fructosyl group, a rhamnosyl group and the like. Further, glycosyl groups include disaccharide groups in which any combination of these groups are connected in the 1→2 linkage, the 1→3 linkage, the 1→4 linkage or the 1→6 linkage.

R 11 in —COR 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.

As used herein, the term “unsubstituted” means that a corresponding group comprises only a group serving as a mother nucleus. Note that when described only under the name of a group serving as a mother nucleus without a description of “substituted”, it means “unsubstituted” unless otherwise stated.

Meanwhile, the term “substituted” means that any hydrogen atom in a group serving as a mother nucleus is substituted with a group having a structure which is different from or the same as the mother nucleus. Therefore, the term “substituent” is another group substituted on a group serving as a mother nucleus. The number of substituents may be 1, or may be 2 or more. Two or more substituents may be the same, or may be different. For example, a substituted C1 to C30 alkyl group is a group having a structure in which the group serving as a mother nucleus is a C1 to C30 alkyl group, and any hydrogen atom thereof is substituted with a group having a different structure (“substituent”).

A “C1 to C30 alkyl group” in R 11 is a saturated hydrocarbon group comprising 1 to 30 carbon atoms. A C1 to C30 alkyl group may be a linear chain, or may be a branched chain. Examples of C1 to C30 alkyl groups include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an i-propyl group, an i-butyl group, an s-butyl group, a t-butyl group, an i-pentyl group, a neopentyl group, a 2-methylbutyl group, a 2,2-dimethylpropyl group, an i-hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group (a myristyl group), a pentadecyl group, a hexadecyl group (a cetyl group, a palmityl group), a heptadecyl group, an octadecyl group (a stearyl group), a nonadecyl group, an icosyl group, a henicosyl group, a triacontyl group and the like.

A “C2 to C30 alkenyl group” in R 11 is an unsaturated hydrocarbon group comprising 2 to 30 carbon atoms having at least one carbon-carbon double bond. A C2 to C30 alkenyl group may be a linear chain, or may be a branched chain. Examples of C2 to C30 alkenyl groups include a vinyl group, a 1-propenyl group, an isopropenyl group, an allyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a 1-pentenyl group, a 2-pentenyl group, a 3-pentenyl group, a 4-pentenyl group, a 1-hexenyl group, a 2-hexenyl group, a 3-hexenyl group, a 4-hexenyl group, a 5-hexenyl group, a 1-heptenyl group, a 6-heptenyl group, a 1-octenyl group, a 7-octenyl group, a 1-methyl-allyl group, a 2-methyl-allyl group, a 1-methyl-2-butenyl group, a 2-methyl-2-butenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a nonadecenyl group, an icosenyl group, a henicosenyl group, a triacontenyl group and the like.

Examples of groups which can be a “substituent” in the C1 to C30 alkyl group or the C2 to C30 alkenyl group include a hydroxyl group; a mercapto group; an amino group; a nitro group; a halogen atom such as a chlorine atom, a fluorine atom, a bromine atom; an alkoxy group such as a methoxy group, an ethoxy group, an isopropoxy group, an n-propoxy group, an n-butoxy group, an isobutoxy group, an s-butoxy group, a t-butoxy group; an aryloxy group such as a phenoxy group, a 1-naphthyloxy group; a haloalkoxy group such as a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a 2-chloroethoxy group, a 2,2,2-trichloroethoxy group, a 1,1,1,3,3,3-hexafluoro-2-propoxy group; an alkylthio group such as a methylthio group, an ethylthio group; an arylthio group such as a phenylthio group, a 1-naphthylthio group; an alkylamino group such as a methylamino group, a diethylamino group; an arylamino group such as an anilino group, a 1-naphthyl amino group; a cyano group and the like.

Preferably, the above R 11 represents an unsubstituted or substituted C8 to C20 alkyl group or an unsubstituted or substituted C8 to C20 alkenyl group.

The substance (A) is preferably a compound represented by Formula (I) or a salt thereof. Further, preferably, R 1 to R 4 in Formula (I) are not simultaneously hydrogen atoms.

Moreover, the substance (A) is preferably a compound represented by Formula (I) [at least one of R 1 to R 4 represents —COR 11 . R 11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.] or a salt thereof.

›EMBODIMENTS FOR CARRYING OUT THE INVENTION · 2 of 6

Examples of “C12 to C30 alkyl groups” include a dodecyl group, a tridecyl group, a tetradecyl group (a myristyl group), a pentadecyl group, a hexadecyl group (a cetyl group, a palmityl group), a heptadecyl group, an octadecyl group (a stearyl group), a nonadecyl group, an icosyl group, a henicosyl group, a triacontyl group and the like.

Examples of “Substituted C12 to C30 alkyl groups” include a 2-hydroxytridecyl group, a 1-hydroxypentadecyl group, an 11-hydroxyheptadecyl group, a 1-aminoheptadecyl group and the like.

Examples of “C12 to C30 alkenyl groups” include a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, a nonadecenyl group, an icosenyl group, a henicosenyl group, a triacontenyl group and the like.

Examples of “substituted C12 to C30 alkenyl groups” include a 7-hydroxy-8-pentadecenyl group, a 1-hydroxy-8-heptadecenyl group, a 1-amino-8-heptadecenyl group and the like.

Further, the substance (A) is preferably a compound represented by Formula (I) [R 1 to R 4 each independently represents a hydrogen atom or —COR 11 , and at least one of R 1 to R 4 represents —COR 11 , and R 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group, and R 11 in at least one of —COR 11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.] or a salt thereof.

Specific examples of the substance (A) as described above can include ascorbic acid 6-myristate, ascorbic acid 6-palmitate, ascorbic acid 6-stearate, ascorbic acid 2-myristate, ascorbic acid 2-palmitate, ascorbic acid 2-stearate, ascorbic acid 2,6-dimyristate, ascorbic acid 2,6-dipalmitate, ascorbic acid 2,6-distearate and the like.

There is no particular limitation for salts of a compound represented by Formula (I) and salts of a compound represented by Formula (II) as long as they are agriculturally and horticulturally acceptable salts. They can include, for example, an alkali metal salt such as a sodium salt, a potassium salt; an alkaline earth metal salt such as a calcium salt, a magnesium salt and the like.

The substance (A) used for the present invention can be obtained by a known synthesis approach. For example, an esterification reaction of a fatty acid compound with ascorbic acid for introducing —COR 11 into any of R 1 to R 4 , an esterification reaction of a phosphoric acid compound with ascorbic acid for introducing —PO 3 H 2 into any of R 1 to R 4 , an esterification reaction of a sulfuric acid compound with ascorbic acid for introducing —SO 3 H into any of R 1 to R 4 and other known reactions can be used for synthesis. Further, the substance (A) obtained by the aforementioned synthesis method can be purified by a known method such as extraction, distillation, chromatography. Moreover, many of the substances (A) used for the present invention are commercially available, and therefore it is also possible to use them.

The structure of the substance (A) can be identified or confirmed by a known analytical means such as an IR spectrum, an NMR spectrum, a mass spectrum, elementary analysis.

The substance (A) may be used alone, but is preferably used in combination of at least two. In a case where a combination of two is used, the substance (A) is preferably a composition comprising a water soluble substance (A1) of those selected from the group consisting of compounds represented by Formula (I), compounds represented by Formula (II) and salts thereof; and a lipid soluble substance (A2) of those selected from the group consisting of compounds represented by Formula (I), compounds represented by Formula (II) and salts thereof, because an effect of the substance (A) is synergistically enhanced.

In a case where a combination of two is used, more specifically, the substance (A) is preferably a composition comprising at least one water soluble substance (A1) selected from the group consisting of compounds represented by Formula (Ia), compounds represented by Formula (IIa) and salts thereof; and at least one lipid soluble substance (A2) selected from the group consisting of compounds represented by Formula (Ib), compounds represented by Formula (IIb) and salts thereof.

[In Formula (Ia), R 1a to R 4a each independently represents a hydrogen atom, —SO 3 H, —PO 3 H 2 or a glycosyl group.]

[In Formula (IIa), R 5a to R 6a each independently represents a hydrogen atom, —SO 3 H, —PO 3 H 2 or a glycosyl group.]

[In Formula (Ib), R 1b to R 4b each independently represents a hydrogen atom or —COR 11 . At least one of R 1b to R 4b represents —COR 11 , and R 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group, preferably an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.]

[In Formula (IIb), R 5b and R 6b each independently represents a hydrogen atom or —COR 11 . At least one of R 5b and R 6b represents —COR 11 , and R 11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group, preferably an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.]

The mass ratio of the lipid soluble substance (A2) to the water soluble substance (A1) is usually from 0.001 to 1000, preferably from 0.1 to 10.

(Substance (B))

Examples of the substance (B) which affects a physiological function of a plant used for the present invention include herbicides; growth regulators; plant hormones; resistance inducers against a pathogen; fungicides, insecticides, miticides, repellents, microbial agricultural chemicals, fertilizers, surfactants which show phytotoxicity when used at a high concentration; and the like. Among these, preferred is at least one selected from the group consisting of fungicides, insecticides, plant growth regulators and herbicides. Further, the substance (B) is preferably a respiratory inhibitor. Furthermore, the substance (B) is preferably strobilurin compounds.

›EMBODIMENTS FOR CARRYING OUT THE INVENTION · 3 of 6

Examples of fungicides) include those such as captan, folpet, thiuram, dilam, zineb, maneb, mancozeb, propineb, polycarbamate, chlorothalonil, quintozene, captaphore, iprodione, procymidone, fluoroimide, mepronil, flutolanil, pencycuron, oxycarboxin, fosetylaluminium, propamocarb, hexaconazole, imibenconazole, tebuconazole, difenoconazole, prothioconazole, fenbuconazole, diclobutrazol, bitertanol, myclobutanil, flusilazole, hexaconazole, etaconazole, fluotrimazole, triadimefon, triadimenol, flutriafen, penconazole, diniconazole, cyproconazole, fenarimol, triflumizole, prochloraz, imazalil, kresoxim-methyl, trifloxystrobin, azoxystrobin, pyraclostrobin, orysastrobin, pefurazoate, tridemorph, fenpropimorph, trifolin, buthiobate, pyrifenox, anilazine, polyoxin, metalaxyl, oxadixyl, furalaxyl, isoprothiolane, probenazole, pyrrolnitrin, blasticidin S, kasugamycin, validamycin, dihydrostreptomycin sulfate, benomyl, carbendazim, thiophanate-methyl, hymexazol, basic copper chloride, basic copper sulfate, fentinacetate, triphenyltin hydroxide, diethofencarb, chinomethionate, binapacryl, lecithin, sodium bicarbonate, dithianon, dinocap, fenaminosulf, dichlomedin, guazatine, dodine, IBP, edifenphos, mepanipyrim, ferimzone, trichlamid, metasulfocarb, fluazinam, etoquinolak, dimethomorph, pyroquilon, tecloftalam, fthalide, phenazine oxide, thiabendazole, tricyclazole, vincrozoline, cymoxanil, guazatine, propamocarb hydrochloride, oxolinic acid, cyflufenamid, iminoctadine, triazine, fenhexamid, cyazofamid, cyprodinil, carpropamide, boscalid; and also include resistance inducers against a pathogen such as probenazole, tiadinil.

Among these, particularly preferred are strobilurin based fungicides such as kresoxim-methyl, trifloxystrobin, azoxystrobin, pyraclostrobin, orysastrobin.

Examples of herbicides include 2,4-D, MCPA, clomeprop, dicamba, chlorotoluron, diuron, linuron, isouron, fenuron, neburon, simazine, atrazine, simetryn, prometryn, hexazinone, propazine, desmetryn, terbumeton, propanil, bromoxynil, ioxynil, pyridate, chloridazon, bentazone, chlomethoxyfen, bifenox, acifluorfen sodium salt, flumioxazin, thidiazimin, oxadiazon, sulfentrazone, pentoxazone, pyraclonil, pyrazolynate, pyrazoxyfen, benzofenap, mesotrione, isoxaflutole, isoxachlortole, amitrole, aclonifen, diflufenican, benzobicyclon, diclofop-methyl, fluazifop-butyl, alloxydim sodium salt, clethodim, sethoxydim, tralkoxydim, tepraloxydim, bensulfuron-methyl, pyrazosulfuron-ethyl, rimsulfuron, imazosulfuron, prosulfuron, flumetsulam, diclosulam, metosulam, imazapyr, imazaquin, pyrithiobac-sodium salt, bispyribac-sodium salt, pyriminobac-methyl, flucarbazone, propoxycarbazone, glyphosate, glyphosate ammonium salt, glufosinate, trifluralin, pendimethalin, benfluralin, prodiamine, propham, dithiopyr, alachlor, metolachlor, pethoxamid, acetochlor, propachlor, dimethenamid, diphenamid, napropamide, mefenacet, fentrazamide, molinate, dimepiperate, cycloate, esprocarb, thiobencarb, thiocarbazil, bensulide, dalapon, asulam, DNOC, dinoseb, flupoxam, traiziflam, quinchlorac, cinmethylin, dazomet, dymron, etobenzanide, oxaziclomefone, pyributicarband the like.

Examples of insecticides include organophosphate based and carbamate based insecticides such as fenthion, fenitrothion, diazinon, chlorpyrifos, ESP, vamidothion, phenthoate, dimethoate, formothion, malathion trichlorfon, thiometon, phosmet, dichlorvos, acephate, EPBP, methylparathion, oxydemeton-methyl, ethion, salithion, cyanophos, isoxathion, pyridaphenthion, phosalone, methidathion, sulprofos, chlorfenvinphos, tetrachlorvinphos, dimethylvinphos, propaphos, isofenphos, ethylthiometon, prophenophos, pyraclophos, monocrotophos, azinephosmethyl, aldicarb, methomyl, thiodicarb, carbofuran, carbosulfane, benfuracarb, furathiocarb, propoxur, BPMC, MTMC, MIPC, carbaryl, pirimicarb, ethiofencarb, phenoxycarb, cartap, thiocyclam, bensultap; pyrethroid based insecticides such as permethrin, cypermethrin, deltamethrin, fenvalerate, fenpropathrin, pyrethrin, allethrin, tetramethrin, resmethrin, dimethrin, propathrin, phenothrin, prothrin, fluvalinate, cyfluthrin, cyhalothrin, flucythrinate, etofenprox, cycloprothrin, tralomethrin, silafluofen, acrinathrin; neonicotinoid based insecticides such as imidacloprid, acetamiprid, nitenpyram, thiacloprid, clothianidin, thiamethoxam, dinotefuran, nithiazine; benzoylphenylurea based insecticides such as diflubenzuron, chlorfluazuron, hexaflumuron, triflumuron, flufenoxuron, furcycloxuron, buprofezin, pyriproxifen, methoprene, benzoepin, diafenthiuron, fipronil, nicotine sulfate, rotenone, metaldehyde, acetamiprid, chlorphenapyl, nitenpyram, thiacloprid, clothianidin, thiamethoxam, dinotefuran, indoxacarb, pymetrozine, spinosad, emamectin, pyridalyl, tebufenozide, chromafenozide, methoxyfenozide, tolfenpyrad, flubendiamide, chlorantraniliprole, cyantraniliprole; nematicides such as fenamiphos, phosthiazate, cadusafos; miticides such as chlorbenzilate, phenisobromolate, dicofol, amitraz, BPPS, benzomate, hexythiazox, fenbutatin-oxide, polynactin, chinomethionate, CPCBS, tetradifon, avermectin, milbemectin, clofentezine, cyhexatin, pyridaben, fenpyroximate, tebufenpyrad, cyenopyrafen, cyflumetofen, pyrimidifen, phenothiocarb, dienochlor, fluacrypyrim, acequinocyl, bifenazate, etoxazole, spirodiclofen, fenazaquin; microorganism-derived formulations such as BT agents; and the like.

Among these, particularly preferred are neonicotinoid based insecticides such as imidacloprid, acetamiprid, nitenpyram, thiacloprid, clothianidin, thiamethoxam, dinotefuran, nithiazine; and insecticides or miticides which have respiratory inhibition effects such as chlorphenapyl, pymetrozine, pyridaben, fenpyroximate, tolfenpyrad, tebufenpyrad, cyenopyrafen, cyflumetofen, fluacrypyrim, acequinocyl, fenazaquin.

Examples of plant hormones include gibberellins (for example, gibberellin A3, gibberellin A4, gibberellin A7 and the like), auxins (for example, 2,4-D, IAA, NAA and the like), cytokinins (for example, kinetin, benzyladenine and the like), abscisic acid, jasmone acids, brassinosteroids, strigolactones, salicylic acid and the like.

›EMBODIMENTS FOR CARRYING OUT THE INVENTION · 4 of 6

As plant growth regulators, in addition to the aforementioned plant hormones, mentioned are hymexazol, uniconazole, trinexapac, daminozide, cyanamide and the like.

Examples of fertilizers include nitrogenous fertilizers, phosphatic fertilizers, potash fertilizers, calcareous fertilizers, magnesium fertilizers, silicate fertilizers, trace element fertilizers, animal matter fertilizers, plant matter fertilizers and the like. When the concentration of a water-soluble component of a fertilizer is too high, fertilizer disorders such as withering and death of root and leaf may be caused to a plant. Further, when a certain type of a fertilizer such as ammonium sulfate is used in a large amount, the growth of a plant may be compromised through soil acidification.

A surfactant is used as an auxiliary component of an agrochemical formulation, as an active component of some insecticides or miticides, or as a spreader. Examples of surfactants include nonionic surfactants such alkylphenyl ether in which polyoxyethylene is added, alkyl ether in which polyoxyethylene is added, higher fatty acid ester in which polyoxyethylene is added, sorbitan higher fatty acid ester in which polyoxyethylene is added, tristyrylphenyl ether in which polyoxyethylene added; anionic surfactants such as a sulfuric ester salt of alkylphenyl ether in which polyoxyethylene is added, alkylbenzene sulfonate, a sulfuric ester salt of higher alcohol, alkylnaphthalenesulfonate, polycarboxylate, lignin sulfonate, a formaldehyde condensate of alkylnaphthalenesulfonate, a copolymer of isobutylene-maleic anhydride; cationic surfactants such as alkyltrimethylammonium chloride, methyl•polyoxyethylene•alkylammonium chloride, alkyl•N-methylpyridium bromide, mono- or di-alkylmethylated ammonium chloride, alkylpentamethylpropylenediamine dichloride, alkyldimethylbenzalkonium chloride, benzethonium chloride; amphoteric surfactants such as dialkyldiaminoethylbetaine, alkyldimethylbenzylbetaine, dialkyldiaminoethylglycine, alkyldimethylbenzylglycine; and the like.

The chemicals composition according to the present invention can be obtained by mixing the substance (A) with the substance (B) by a known method. The mass ratio of the substance (B) to the substance (A) is usually from 0.0001 to 100, preferably from 0.001 to 100, more preferably from 0.01 to 10.

Further, the chemicals composition according to the present invention can be prepared into a formulation such as a wettable powder, an emulsifiable concentrate, a water soluble powder, a water dispersible granule, a dust, a tablet and the like. There is no particular limitation for a method of preparing a formulation, and a known preparation method can be used depending on a dosage form.

There is no particular limitation for a method of applying the chemicals composition according to the present invention to a plant, and a known application method in the field of agriculture and horticulture can be used. Further, an application method to a plant can be suitably determined depending on the type and the like of the target plant. For example, preferred modes of application include foliage application, dipping treatment, soil irrigation, seed treatment, water culture medium treatment, smoking treatment, ordinary temperature fogging treatment and the like. The chemicals composition according to the present invention may be used without limitation by cultivation forms such as soil cultivation and hydroponic cultivation. Further, excellent effects can be achieved even when used in a special environment such as meristem culture. An application amount of the chemicals composition according to the present invention can be suitably determined depending on meteorological conditions, formulation forms, application times, application methods, application places, target disease to be controlled, target crops and the like.

There is no particular limitation for plants to which the chemicals composition according to the present invention may be applied, and they may be either edible plants or non-edible plants. Examples of the target plants include cereal crops such as rice, wheat, corn; legumes such as soybean, azuki bean), peanut; fruit trees such as citrus, apple, pear, grape, peach; vegetables such as tomato, lettuce, cabbage, onion, green onion, bell pepper; pepos such as cucumber, watermelon, melon, pumpkin; root vegetables such as potato, sweet potato, Chinese yam, carrot, radish; crops for processing such as cotton, sugarbeet, hop, sugarcane, rubber tree, coffee, tobacco, tea; grass such as ryegrass, timothy, orchard grass; lawn grasses such as bentgrass, Zoysia grass.

Stresses targeted by the chemicals composition according to the present invention include biological stress due to plant viruses, phytopathogenic bacteria, phytopathogenic filamentous fungi, agricultural pests or weeds; physical or chemical stress due to high temperature, low temperature, high illuminance, low illuminance, excessive humidity, dryness, salinity, acidity, agricultural chemicals, chemical substances or heavy metals.

There is no particular limitation for plant viruses which may cause stress. For example, they preferably can include gemini viruses having a single stranded DNA as the genome, cauliflower mosaic virus having double stranded DNA as the genome, tobacco mosaic virus, tomato bushy stunt virus having a single stranded RNA as the genome, rice ragged stunt virus having double stranded RNA as the genome and the like.

There is no particular limitation for phytopathogenic bacteria which may cause stress. For example, they include Burkholderia plantarii, Acidovorax avenae, Burkholderia glumae, Xanthomonas campestris pv. oryzae, Pseudomonas lachrymans, Erwinia carotovora and the like.

There is no particular limitation for phytopathogenic filamentous fungi which may cause stress. For example, they include Pyricularia oryzae, Gibberella fujikuroi, Cochliobolus miyabeanus, Erysiphe graminis f.sp. tritici, Gibberella zeae, Puccinia recondita, Septoria tritici, Leptosphaeria nodorum, Ustilago tritici, Sphaerotheca fuliginea, Pseudoperonospora cubensis, Mycosphaerella melonis, Fusarium oxysporum, Botrytis cinerea, Colletotrichum orbiculare, Cladosporium cucumerinum, Corynespora cassicola, Cladosporium fulvum, Phytophthora infestans and the like.

›EMBODIMENTS FOR CARRYING OUT THE INVENTION · 5 of 6

There is no particular limitation for agricultural pests which may cause stress, and example of the pests include:

Lepidoptera pests, for example, Spodoptera frugiperda, Leucania, Spodoptera litura, Agrotis ipsilon, Adoxophyes honmai, Homona magnanima, Carposina niponensis Walsingham, Cydia molesta, Phyllocnistis citrella, Caloptilia theivora, Phyllonorycter ringoniella, Lymantria dispar, Euproctis pseudoconspersa, Chilo suppressalis, Cnaphalocrocis medinalis, Ostrinia nubilalis, Hyphantria cunea, Cadra cautella , the genus Heliothis , the genus Helicoverpa , the genus Agrotis, Tinea translucens, Ostrinia furnacalis, Pieris brassicae, Heliothis virescens, Plutella xylostella , cutworm (a kind of Noctuidae) and the like;

Hemiptera pests, for example, Aphidae such as Lipaphis erysimi, Rhopalosiphum padi, Myzus persicaem, Aphis gossypii, Aphis favae ; Aleyrodidae such as Trialeurodes vaporariorum, Bemisia tabaci, Bemisia argentifolii; Pyrrhocoroidea, Riptortus clavatus, Nezara antennata, Unaspis yanonensis, Pseudococcus longispinis, Psylla pyricola, Stephanitis nashi, Nilaparvata lugens, Laodelphax straitellus, Sogatella furcifera, Nephotettix cincticeps and the like;

Coleoptera pests, for example, Phyllotreta striolata, Aulacophora femoralis, Leptinotarsa decemlineata, Phaedon cochleariae, Lissorhoptrus oryzophilus, Sitophilus zeamais, Callosobruchus chinensis, Popillia japonica, Anomala rufocuprea , corn rootwarm, the genus Diabrotic, Lasioderma serricorne, Lyctus brunneus, Monochamus alternatus, Anoplophora malasiaca , the genus Agriote, Epilachna vigintioctopunctata, Trogossitidae, Anthonomus grandis and the like;

Orthoptera pests, for example, locust, Locusta migratoria and the like;

Thysanoptera pests, for example, Thrips palmi, Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa and the like;

Diptera pests, for example, Dacus cucurbitae, Bactrocera dorsalis, Agromyza oryzae and the like;

Mites, for example, Tetranychidae such as Tetranychus urticae, Tetranychus cinnabarinus, Tetranychus kanzawa, Panonychus citri, Panonychus ulmi, Tenuipalpidae; Aculops pelekassi, Aculus schlechtendali, Polyphagotarsonemus latus, Rhizoglyphus robini and the like.

Among these, agricultural pests for which application are particularly preferred include Aphidoidea, Aleyrodoidea, Thripidae, and Tetranychidae.

There is no particular limitation for weeds which may cause stress, and examples of the weeds include gramineous weeds such as Echinochloa crus - galli, Sorghum bicolor, Setaria faberi, Setaria viridis, Setaria glauca, Alopecurus aequalis, Digitaria ciliaris, Eleusine indica, Poa annua ; Compositae weeds such as Xanthium strumarium, Ambrosia artemisiifolia, Ambrosia trifida, Erigeron annuus, Erigeron philadelphicus, Erigeron canadensis, Conyza sumatrensis, Youngia japonica, Conyza bonariensis, Gnaphalium japonicum, Bidens, Artemisia princeps; Oxalis corniculata, Plantago asiatica, Polygonaceae, Capsella bursa - pastoris, Cardamine flexuosa, Galium aparine, Abutilon theophrasti, Hydrocotyle sibthorpioides, Solanum nigrum, Ipomoea hederacea, Amaranthus lividus, Amaranthus viridis, Amaranthus retroflexus, Chenopodium album var. centrorubrum, Chenopodium album, Viola verecunda, Sida spinosa, Trifolium repens, Senna obtusifolia, Scirpus hotarui, Eleocharis acicularis, Cyperus serotinus Rottb, Monochoria vaginalis, Lindernia procumbens, Elatine triandra, Sagittaria pygmaea and the like. Preferably, they include plant parasites such as the genus Striga of Scrophulariaceae and the genus Orobanche of Orobanchaceae, which are parasitic on cereal crops, legumes, eggplant, tomato and the like in Africa, causing significant decrease in crop yields. Further, they include Amaranthus palmeri of Amaranthaceae, Ambrosia artemisiifolia and Erigeron canadensis of Asteraceae, which are glyphosate resistant weeds.

There is no particular limitation for high temperature and low temperature which may cause stress. They include, for example, high temperature injury and low temperature injury which may decrease the growth and quality of rice plant, high temperature injury which may decrease the fruit setting percentage of Solanaceae crops such as tomato, high temperature injury which tends to occur particularly in tunnel cultivation and greenhouse cultivation of lettuce and the like, high temperature injury which may inhibit the growth of turves, freezing and frost damage to tea plant and fruit trees such as citrus and the like.

There is no particular limitation for excessive humidity and dryness which may cause stress. For example, they are the poor growth of crops due to excessive humidity resulting from excessive rain fall, irrigation and poorly drained soil; or the decrease in disease resistance; or the wilt of crops due to dryness resulting from the shortage of rain fall and irrigation and sandy soil and the like.

There is no particular limitation for physical properties of soil which may cause stress. For example, they are growth disorders of crops in salty soil, acidic soil or alkaline soil and the like. Among these, effects on the poor growth in salty soil and acidic soil, in particular, effects on the poor growth of crops which are weak to acidic soil such as spinach, garden pea, fava bean, onion, asparagus, lettuce, burdock are significant, and it is effective for improving the yields and qualities of these crops.

There is no particular limitation for chemical substances which may cause stress, including at least one compound selected from agricultural chemicals such as herbicides, growth regulators, plant hormones, disease resistance inducers, fungicides, insecticides, miticides; fertilizers; surfactants; allelopathy substances produced by other plants which affects crops and the like.

There is no particular limitation for agricultural chemicals which may cause stress, and examples of the chemicals include those described as substances which may affect a physiological function of a plant.

Phytotoxicity which may cause stress is, for example, phytotoxicity when treated at a concentration above the usage standard and when applied to non-intended crops, and in addition, phytotoxicity occurring under high temperature and strong light conditions and the like. Further, the application range of agricultural chemicals can be extended wider than the conventional application range because the present invention controls those phytotoxicities.

›EMBODIMENTS FOR CARRYING OUT THE INVENTION · 6 of 6

There is no particular limitation for heavy metals which may cause stress, and examples of the heavy metals include iron, zinc, copper, manganese, nickel, cobalt, tin, chromium, lead, cadmium, mercury, arsenic and the like.

Application of the chemicals composition according to the present invention to a plant can confer the resistance to stress on the plant and further can reduce phytotoxicity of the plant due to agricultural chemicals. Agricultural chemicals targeted for reducing phytotoxicity preferably include those comprising at least one selected from the group consisting fungicides, insecticides, plant growth regulators and herbicides. Further, agricultural chemicals targeted for reducing phytotoxicity preferably include those comprising the aforementioned substance (B) which affects a physiological function of a plant.

›EXAMPLES · 1 of 3

The present invention will be described in detail with reference to Examples, but the scope of the present invention shall not be limited by these.

Various substances (A) were synthesized by esterifying, glycosylating or oxidizing ascorbic acid, isoascorbic acid or dehydroascorbic acid by a known reaction. Some of the substances (A) synthesized are shown in Tables 1 and 2. R 1 to R 4 in Table 1 correspond to R 1 to R 4 in Formula (I). R 5 and R 6 in Table 2 correspond to R 5 and R 6 in Formula (II).

Next, some examples of the formulations according to the present invention are shown. There is no particular limitation for mixing prescriptions for the formulations, and they are widely modifiable. The parts in the formulations of Examples represent parts by weight.

Formulation Example 1

Wettable Powder

The above materials are uniformly mixed, and finely ground to obtain a wettable powder.

Formulation Example 2

Emulsifiable Concentrate

The above materials are mixed, and dissolved to obtain an emulsifiable concentrate.

Formulation Example 3

Granule

The above materials are uniformly mixed, finely ground, and then granulated to obtain a Granule.

Formulation Example 4

Flowable

The above materials are mixed and wet ground to obtain a flowable.

Formulation Example 5

Water Dispersible Granule

The above materials are uniformly mixed, finely ground, and then granulated to obtain a water dispersible granule.

Test Example 1

Evaluation Test for Relief Effects of High Temperature Injury on Arabidopsis thaliana

N,N-dimethylformamide based solutions were prepared according to the formulas shown in Tables 3 to 6 to give the chemicals compositions 1 to 12 for the tests.

On each piece of water cultivation sponge, seeded were 10 seeds of Arabidopsis thaliana which had been subjected to surface disinfection, and allowed to grow for 14 days at 22° C. in 16 hours under a daylight condition and 8 hours under a dark condition to prepare test nursery plants.

The above chemicals composition was added dropwise at an amount of 100 μl to the plant foot of the above nursery plants, and allowed to grow for 2 days at 22° C. in 16 hours under a daylight condition and 8 hours under a dark condition.

Subsequently, the above nursery plants were allowed to stand at 35° C. for 1 hour under a dark condition, and then at 45° C. for 2 hours under a dark condition to cause high temperature injury to the nursery plants.

The above nursery plants were returned to the growth conditions of 22° C. for 16 hours under a daylight condition and 8 hours under a dark condition, and appearances of high temperature injury were investigated at the elapsed time of 4 days.

Evaluation was performed by six levels of high temperature injury indices of 0 (no disorder) to 5 (two or more withering true leaves). The high temperature injury relief percentages (%) as compared with the region treated with solvent DMF only (the chemicals composition 6) were computed by the following formula.

High temperature injury relief percents=((disorder index of region treated with solvent only)−(disorder index of each treatment region))/(disorder index of region treated with solvent only)×100

The results are shown in Tables 3 to 6.

Test Example 2

Evaluation Test for Relief Effects of Low Temperature Injury on Eggplant

Eggplant (breed: Senryo 2 gou, 3 replications) grown up to the 4 to 6 leaf stage in a greenhouse was prepared.

A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin dissolved to 40% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 7, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. After air dried, they were allowed to grow for 1 day under conditions of 16 hours under a daylight condition at 18° C. and 8 hours under a dark condition at 13° C. Subsequently, they were allowed to grow for 15 days under conditions of 16 hours under a daylight condition at 13° C. and 8 hours under a dark condition at 8° C. A degree of disorder was investigated at the elapsed time of 15 days.

The area of a discolored portion in an expanded leaf after treatment was measured, and evaluated by 4 levels of disorder indices of 0 (with no color change), 1 (discolored up to ¼ of the whole), 2 (discolored up to ½ of the whole) and 3 (discolored to ½ or more of the whole), and injury relief percentages were computed by the following formula.

Low temperature injury relief percents=((disorder index of untreated region)−(disorder index of each treated region))/(disorder index of untreated region)×100

The results are shown in Table 7.

Test Example 3

Evaluation Test for Relief Effects of High Temperature Injury on Tomato

Tomato (breed: Momotaro, 2 replications) grown up to the 4 leaf stage in a greenhouse was prepared.

A water dispersible granule of 30% ascorbyl palmitate and a commercially available agent containing the substance (B) as described in Table 8 were diluted with tap water into a concentration described in Table 8, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. After air dried, they were allowed to grow under cycle conditions of 16 hours under a daylight condition at 40° C. and 8 hours under a dark condition at 30° C. The degree of disorders was investigated at an elapsed time of 4 days after the spraying.

The degree of necrosis due to high temperature was evaluated by 11 levels of disorder indices from 0 (no necrosis) to 10 (withering to death). From this, the injury relief percentages were computed by the following formula.

Injury relief percent=((disorder index of region treated with solvent only)−(disorder index of each treated region))/(disorder index of region treated with solvent only)×100

The results are shown in Table 8.

Test Example 4

Evaluation Test for Relief Effects of Strong Light Injury on Tomato

Tomato (breed: Reiyo, 2 replications) grown up to the two leaf stage in a greenhouse was prepared.

A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin dissolved to 40% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 9, and the diluted solution was sprayed over the whole nursery plant in a sufficient amount. After air dried, it was exposed to strong light under summer blazing sun. The degree of disorder was investigated at the elapsed time of 4 days after the spraying.

›EXAMPLES · 2 of 3

The degree of necrosis due to light effects was evaluated by 11 levels of disorder indices from 0 (no necrosis) to 10 (withering to death). From this, injury relief percentages were computed by the following formula.

Strong light injury relief percentage=((disorder index of untreated region)−(disorder index of each treated region))/(disorder index of untreated region)×100

The results are shown in Table 9.

Test Example 4

Evaluation Test for Relief Effects of Flood Injury on Cucumber

Cucumber (breed: Sagamihanjirohushinari, 2 replications) grown up to the two leaf stage in a greenhouse was prepared.

A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin dissolved to 40% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 10, and the diluted solution was sprayed in a sufficient amount. They were subjected to flood conditions up to immediately below the cotyledon from the elapsed time of 2 days after the spraying, and the raw weights of an above ground part and a root part of cucumber were each measured at the elapsed time of 11 days after the spraying. From this, injury relief percentages were computed by the following formula.

Flood injury relief percentage=((raw weight of each treatment region)−(raw weight of untreated region))/(raw weight of untreated region)×100

The results are shown in Table 10.

Test Example 5

Evaluation Test for Relief Effects of Flood Injury on Soybean

Soybean (breed: Enrei, 2 replications) grown up to the two leaf stage in a greenhouse was prepared.

A water dispersible granule) of 30% ascorbyl palmitate and pyraclostrobin dissolved to 40% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 11, and the diluted solution was sprayed in a sufficient amount. They were subjected to flood conditions up to immediately below the cotyledon from the elapsed time of 2 days after the spraying, and the raw weights of an above ground part and a root part of soybean were each measured at the elapsed time of 11 days after the spraying. From this, injury relief percentages were computed by the following formula.

Flood injury relief percentage=((raw weight of each treatment region)−(raw weight of untreated region))/(raw weight of untreated region)×100

The results are shown in Table 11.

Test Example 6

Evaluation Test for Relief Effects of Acidity Problem on Cucumber

Cucumber (breed: Sagamihanjirohushinari, 2 replications) hydroponically grown up to the two leaf stage in a 100 ml flask was prepared.

A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin dissolved to 40% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 12, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. The water culture medium was adjusted to pH 4 with 1 N hydrochloric acid at the elapsed time of 2 days after the spraying, and the above cucumber was continuously allowed to grow hydroponically. Leaf stage of the cucumber was investigated at the elapsed time of 17 days after the spraying. From this, problem relief percentages were computed by the following formula.

Acidity problem relief percentage=((leaf stage of each treatment region)−(leaf stage of untreated region))/(leaf stage of untreated region)×100

The results are shown in Table 12.

Test Example 7

Evaluation Test for Relief Effects of Acidity Problem on Soybean

Soybean (breed: Enrei, 2 replications) hydroponically grown up to the two leaf stage in a 100 ml flask was prepared.

A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin dissolved to 40% with N,N-dimethylformamide were diluted with tap water to a concentration described in Table 13, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. The water culture medium was adjusted to pH 4 with 1 N hydrochloric acid at the elapsed time of 2 days after the spraying, and the above soybean was continuously allowed to grow hydroponically. Disorder of the above soybean was investigated at the elapsed time of 11 days after the spraying.

The degree of necrosis was evaluated by 11 levels of disorder indices from 0 (no necrosis) to 10 (withering to death). From this, problem relief percentages were computed by the following formula.

Acidity problem relief percentage=((disorder index of untreated region)−(disorder index of each treated region))/(disorder index of untreated region)×100

The results are shown in Table 13.

Test Example 8

Evaluation Test for Relief Effects of Salt Injury on Cucumber

Cucumber (breed: Sagamihanjiro, 2 replications) hydroponically grown up to the 1.5 leaf stage in a greenhouse was prepared.

A water dispersible granule of 30% ascorbyl palmitate and a commercially available product containing the substance (B) described in Table 14 were diluted with tap water into a concentration described in Table 14, and the diluted solution was sprayed over the nursery plats in a sufficient amount. After air dried, they were cultivated in a greenhouse with normal irrigation. Irrigation was changed to 0.1% aqueous sodium chloride solution at the elapsed time of 3 days after the spraying, and cultivated. The raw weight of an above ground part was measured at the elapsed time of 20 days after the spraying. From this, injury relief percentages were computed by the following formula. Note that a cultivation under normal irrigation for 20 days without chemical spraying is denoted as the normal irrigation region.

Injury relief percentage=((raw weight of each treatment region)−(raw weight of untreated region))/((raw weight of normal irrigation region)−(raw weight of untreated region)×100

The results are shown in Table 14.

Test Example 9

Evaluation Test for Relief Effects of Salt Injury on Cucumber

Cucumber (breed: Sagamihanjirohushinari, 2 replications) hydroponically grown up to the two leaf stage in a greenhouse was prepared.

A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin adjusted to 40% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 15, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. After air dried, they were cultivated in a greenhouse with normal irrigation. The irrigation conditions were changed to 0.1% aqueous sodium chloride solution in 2 cm depth at the elapsed time of 2 days, and cultivated. The raw weights of an above ground part and a root part were each measured at the elapsed time of 11 days after the spraying. From this, injury relief percentages were computed by the following formula.

›EXAMPLES · 3 of 3

Salt injury relief percentage=((raw weight of each treatment region)−(raw weight of untreated region))/(raw weight of untreated region)×100

The results are shown in Table 15.

Test Example 10

Evaluation Test for Relief Effects of Salt Injury on Soybean

Soybean (breed: Enrei, 2 replications) hydroponically grown up to the two leaf stage in a greenhouse was prepared.

A water dispersible granule t of 30% ascorbyl palmitate and pyraclostrobin adjusted to 40% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 16, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. After air dried, they were cultivated in a greenhouse with normal irrigation. The irrigation conditions were changed to 0.1% aqueous sodium chloride solution in 2 cm depth at the elapsed time of 2 days, and cultivated. The raw weights of an above ground part and a root part were each measured at the elapsed time of 11 days after the spraying. From this, injury relief percentages were computed by the following formula.

Injury relief percentage=((raw weight of each treatment region)−(raw weight of untreated region))/(raw weight of untreated region)×100

The results are shown in Table 16.

Test Example 11

Evaluation Test for Relief Effects of Phytotoxicity on Tomato

N,N-dimethylformamide based solutions were prepared according to the formulas shown in Table 17 to obtain chemicals compositions for the tests.

Tomato nursery plants (breed: Momotaro) grown up to the 4 leaf stage in a greenhouse were prepared.

The above chemicals composition was sprayed to the stem and leaf parts of the above tomato nursery plants in a sufficient amount. After air dried, they were cultivated under the average temperature and humidity conditions on March in Japan. Phytotoxicity such as a degree of leaf necrisis and growth inhibition was investigated at the elapsed time of 7 days after the spraying.

Phytotoxicity was evaluated by 11 levels of phytotoxicity indices of 0 (with no disorder) to 10 (withering to death). Phytotoxicity relief percentages as compared with the region treated with solvent DMF only were computed by the following formula.

Phytotoxicity relief percentage=(Phytotoxicity index of region treated with solvent only)−(Phytotoxicity index of each treated region))/(Phytotoxicity index of region treated with solvent only)×100

The results are shown in Table 17.

Test Example 12

Tests for Relief Effects of Disease Stress on Rice Plant

Nursery plants of rice (breed: Koshihikari, 10 replications) were prepared. A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin adjusted to 5% with N,N-dimethylformamide were diluted with tap water into a concentration described in Table 18, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. They were inoculated with Magnaporthe grisea at the elapsed time of 1 day after the air drying. The number of rice blast lesion spots was investigated at the elapsed time of 11 days after the inoculation. From this, preventive values were computed by the following formula.

Preventive value=((number of lesion spots in untreated region)−(number of lesion spots in each treated region))/(number of lesion spots in untreated region)×100

The results are shown in Table 18.

Test Example 13

Tests for Relief Effects of Disease Stress on Rice Plant

Nursery plants of rice (breed: Koshihikari, the 4 leaf stage, 1 replication of 5 plants) were prepared. A commercially available agent containing 96 mg of probenazole was applied to a water surface. A water dispersible granule of 30% ascorbyl palmitate was diluted with tap water into a concentration described in Table 19, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount at the elapsed time of 2 days after the application on the water surface. They were inoculated with Magnaporthe grisea at the elapsed time of 1 day after the air drying. The area of rice blast spots was investigated at the elapsed time of 11 days after the inoculation. Evaluation was performed by 5 levels of 0: no disease onset, 1: a disease onset area of less than 25%, 2: a disease onset area of not less than 25% and less than 50%, 3: a disease onset area of not less than 50% and less than 75%, 4: a disease onset area of not less than 75% as a disease onset index per plant. From this, preventive values were computed by the following formula.

Preventive value=((disease onset index of untreated region)−(disease onset index of each treated region))/(disease onset index of untreated region)×100

The results are shown in Table 19.

›Tables in the description — 20
TABLE 1
Compond #R 1R 2R 3R 4
1HHHH
2SO 3 HHHH
3PO 3 H 2HHH
4glucosylHHH
5mannosylHHH
6galactosylHHH
7COCH 3HHH
8COC 3 H 7 -iHHH
9COC 17 H 35 -nHHH
10COC 16 H 33 -nHHH
11COC 18 H 37 -nHHH
12CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHH
13COCH═CH 2HHH
14COCH 2 CH═CH 2HHH
15HSO 3 HHH
16HPO 3 H 2HH
17HglucosylHH
18HmannosylHH
19HgalactosylHH
20HCOCH 3HH
21HCOC 3 H 7 -iHH
22HCOC 17 H 35 -nHH
23HCOC 16 H 33 -nHH
24HCOC 18 H 37 -nHH
25HCO(CH 2 ) 7 CH═CHC 6 H 13 -nHH
26HCOCH═CH 2HH
27HCOCH 2 CH═CH 2HH
28HHSO 3 HH
29HHPO 3 H 2H
30HHglucosylH
31HHmannosylH
32HHgalactosylH
33HHCOCH 3H
34HHCOC 3 H 7 -iH
35HHCOC 17 H 35 -nH
36HHCOC 16 H 33 -nH
37HHCOC 18 H 37 -nH
38HHCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
39HHCOCH═CH 2H
40HHCOCH 2 CH═CH 2H
41HHHSO 3 H
42HHHPO 3 H 2
43HHHglucosyl
44HHHmannosyl
45HHHgalactosyl
46HHHCOCH 3
47HHHCOC 3 H 7 -i
48HHHCOC 17 H 35 -n
49HHHCOC 16 H 33 -n
50HHHCOC 18 H 37 -n
51HHHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
52HHHCOCH═CH 2
53HHHCOCH 2 CH═CH 2
54SO 3 HSO 3 HHH
55SO 3 HPO 3 H 2HH
56SO 3 HglucosylHH
57SO 3 HmannosylHH
58SO 3 HgalactosylHH
59SO 3 HCOCH 3HH
60SO 3 HCOC 3 H 7 -iHH
61SO 3 HCOC 17 H 35 -nHH
62SO 3 HCOC 16 H 33 -nHH
63SO 3 HCOC 18 H 37 -nHH
64SO 3 HCO(CH 2 ) 7 CH═CHC 6 H 13 -nHH
65SO 3 HCOCH═CH 2HH
66SO 3 HCOCH 2 CH═CH 2HH
67SO 3 HSO 3 HHH
68SO 3 HPO 3 H 2HH
69SO 3 HglucosylHH
70SO 3 HmannosylHH
71SO 3 HgalactosylHH
72SO 3 HCOCH 3HH
73SO 3 HCOC 3 H 7 -iHH
74SO 3 HCOC 17 H 35 -nHH
75SO 3 HCOC 16 H 33 -nHH
76SO 3 HCOC 18 H 37 -nHH
77SO 3 HCO(CH 2 ) 7 CH═CHC 6 H 13 -nHH
78SO 3 HCOCH═CH 2HH
79SO 3 HCOCH 2 CH═CH 2HH
80glucosylSO 3 HHH
81glucosylPO 3 H 2HH
82glucosylglucosylHH
83glucosylmannosylHH
84glucosylgalactosylHH
85glucosylCOCH 3HH
86glucosylCOC 3 H 7 -iHH
87glucosylCOC 17 H 35 -nHH
88glucosylCOC 16 H 33 -nHH
89glucosylCOC 18 H 37 -nHH
90glucosylCO(CH 2 ) 7 CH═CHC 6 H 13 -nHH
91glucosylCOCH═CH 2HH
92glucosylCOCH 2 CH═CH 2HH
93COC 16 H 33SO 3 HHH
94COC 16 H 33PO 3 H 2HH
95COC 16 H 33glucosylHH
96COC 16 H 33mannosylHH
97COC 16 H 33galactosylHH
98COC 16 H 33COCH 3HH
99COC 16 H 33COC 3 H 7 -iHH
100COC 16 H 33COC 17 H 35 -nHH
101COC 16 H 33COC 16 H 33 -nHH
102COC 16 H 33COC 18 H 37 -nHH
103COC 16 H 33CO(CH 2 ) 7 CH═CHC 6 H 13 -nHH
104COC 16 H 33COCH═CH 2HH
105COC 16 H 33COCH 2 CH═CH 2HH
106CO(CH 2 ) 7 CH═CHC 6 H 13SO 3 HHH
107CO(CH 2 ) 7 CH═CHC 6 H 13PO 3 H 2HH
108CO(CH 2 ) 7 CH═CHC 6 H 13glucosylHH
109CO(CH 2 ) 7 CH═CHC 6 H 13mannosylHH
110CO(CH 2 ) 7 CH═CHC 6 H 13galactosylHH
111CO(CH 2 ) 7 CH═CHC 6 H 13COCH 3HH
112CO(CH 2 ) 7 CH═CHC 6 H 13COC 3 H 7 -iHH
113CO(CH 2 ) 7 CH═CHC 6 H 13COC 17 H 35 -nHH
114CO(CH 2 ) 7 CH═CHC 6 H 13COC 16 H 33 -nHH
115CO(CH 2 ) 7 CH═CHC 6 H 13COC 18 H 37 -nHH
116CO(CH 2 ) 7 CH═CHC 6 H 13CO(CH 2 ) 7 CH═CHC 6 H 13 -nHH
117CO(CH 2 ) 7 CH═CHC 6 H 13COCH═CH 2HH
118CO(CH 2 ) 7 CH═CHC 6 H 13COCH 2 CH═CH 2HH
119SO 3 HHSO 3 HH
120SO 3 HHPO 3 H 2H
121SO 3 HHglucosylH
122SO 3 HHmannosylH
123SO 3 HHgalactosylH
124SO 3 HHCOCH 3H
125SO 3 HHCOC 3 H 7 -iH
126SO 3 HHCOC 17 H 35 -nH
127SO 3 HHCOC 16 H 33 -nH
128SO 3 HHCOC 18 H 37 -nH
129SO 3 HHCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
130SO 3 HHCOCH═CH 2H
131SO 3 HHCOCH 2 CH═CH 2H
132PO 3 H 2HSO 3 HH
133PO 3 H 2HPO 3 H 2H
134PO 3 H 2HglucosylH
135PO 3 H 2HmannosylH
136PO 3 H 2HgalactosylH
137PO 3 H 2HCOCH 3H
138PO 3 H 2HCOC 3 H 7 -iH
139PO 3 H 2HCOC 17 H 35 -nH
140PO 3 H 2HCOC 16 H 33 -nH
141PO 3 H 2HCOC 18 H 37 -nH
142PO 3 H 2HCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
143PO 3 H 2HCOCH═CH 2H
144PO 3 H 2HCOCH 2 CH═CH 2H
145glucosylHSO 3 HH
146glucosylHPO 3 H 2H
147glucosylHglucosylH
148glucosylHmannosylH
149glucosylHgalactosylH
150glucosylHCOCH 3H
151glucosylHCOC 3 H 7 -iH
152glucosylHCOC 17 H 35 -nH
153glucosylHCOC 16 H 33 -nH
154glucosylHCOC 18 H 37 -nH
155glucosylHCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
156glucosylHCOCH═CH 2H
157glucosylHCOCH 2 CH═CH 2H
158COC 16 H 33 -nHSO 3 HH
159COC 16 H 33 -nHPO 3 H 2H
160COC 16 H 33 -nHglucosylH
161COC 16 H 33 -nHmannosylH
162COC 16 H 33 -nHgalactosylH
163COC 16 H 33 -nHCOCH 3H
164COC 16 H 33 -nHCOC 3 H 7 -iH
165COC 16 H 33 -nHCOC 17 H 35 -nH
166COC 16 H 33 -nHCOC 16 H 33 -nH
167COC 16 H 33 -nHCOC 18 H 37 -nH
168COC 16 H 33 -nHCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
169COC 16 H 33 -nHCOCH═CH 2H
170COC 16 H 33 -nHCOCH 2 CH═CH 2H
171CO(CH 2 ) 7 CH═CHC 6 H 13 -nHSO 3 HH
172CO(CH 2 ) 7 CH═CHC 6 H 13 -nHPO 3 H 2H
173CO(CH 2 ) 7 CH═CHC 6 H 13 -nHglucosylH
174CO(CH 2 ) 7 CH═CHC 6 H 13 -nHmannosylH
175CO(CH 2 ) 7 CH═CHC 6 H 13 -nHgalactosylH
176CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOCH 3H
177CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 3 H 7 -iH
178CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 17 H 35 -nH
179CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 16 H 33 -nH
180CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 18 H 37 -nH
181CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
182CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOCH═CH 2H
183CO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOCH 2 CH═CH 2H
184SO 3 HHHSO 3 H
185SO 3 HHHPO 3 H 2
186SO 3 HHHglucosyl
187SO 3 HHHmannosyl
188SO 3 HHHgalactosyl
189SO 3 HHHCOCH 3
190SO 3 HHHCOC 3 H 7 -i
191SO 3 HHHCOC 17 H 35 -n
192SO 3 HHHCOC 16 H 33 -n
193SO 3 HHHCOC 18 H 37 -n
194SO 3 HHHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
195SO 3 HHHCOCH═CH 2
196SO 3 HHHCOCH 2 CH═CH 2
197PO 3 H 2HHSO 3 H
198PO 3 H 2HHPO 3 H 2
199PO 3 H 2HHglucosyl
200PO 3 H 2HHmannosyl
201PO 3 H 2HHgalactosyl
202PO 3 H 2HHCOCH 3
203PO 3 H 2HHCOC 3 H 7 -i
204PO 3 H 2HHCOC 17 H 35 -n
205PO 3 H 2HHCOC 16 H 33 -n
206PO 3 H 2HHCOC 18 H 37 -n
207PO 3 H 2HHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
208PO 3 H 2HHCOCH═CH 2
209PO 3 H 2HHCOCH 2 CH═CH 2
210glucosylHHSO 3 H
211glucosylHHPO 3 H 2
212glucosylHHglucosyl
213glucosylHHmannosyl
214glucosylHHgalactosyl
215glucosylHHCOCH 3
216glucosylHHCOC 3 H 7 -i
217glucosylHHCOC 17 H 35 -n
218glucosylHHCOC 16 H 33 -n
219glucosylHHCOC 18 H 37 -n
220glucosylHHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
221glucosylHHCOCH═CH 2
222glucosylHHCOCH 2 CH═CH 2
223COC 16 H 33 -nHHSO 3 H
224COC 16 H 33 -nHHPO 3 H 2
225COC 16 H 33 -nHHglucosyl
226COC 16 H 33 -nHHmannosyl
227COC 16 H 33 -nHHgalactosyl
228COC 16 H 33 -nHHCOCH 3
229COC 16 H 33 -nHHCOC 3 H 7 -i
230COC 16 H 33 -nHHCOC 17 H 35 -n
231COC 16 H 33 -nHHCOC 16 H 33 -n
232COC 16 H 33 -nHHCOC 18 H 37 -n
233COC 16 H 33 -nHHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
234COC 16 H 33 -nHHCOCH═CH 2
235COC 16 H 33 -nHHCOCH 2 CH═CH 2
236CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHSO 3 H
237CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHPO 3 H 2
238CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHglucosyl
239CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHmannosyl
240CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHgalactosyl
241CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCOCH 3
242CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCOC 3 H 7 -i
243CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCOC 17 H 35 -n
244CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCOC 16 H 33 -n
245CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCOC 18 H 37 -n
246CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
247CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCOCH═CH 2
248CO(CH 2 ) 7 CH═CHC 6 H 13 -nHHCOCH 2 CH═CH 2
249SO 3 HSO 3 HSO 3 HH
250SO 3 HSO 3 HPO 3 H 2H
251SO 3 HSO 3 HglucosylH
252SO 3 HSO 3 HmannosylH
253SO 3 HSO 3 HgalactosylH
254SO 3 HSO 3 HCOCH 3H
255SO 3 HSO 3 HCOC 3 H 7 -iH
256SO 3 HSO 3 HCOC 17 H 35 -nH
257SO 3 HSO 3 HCOC 16 H 33 -nH
258SO 3 HSO 3 HCOC 18 H 37 -nH
259SO 3 HSO 3 HCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
260SO 3 HSO 3 HCOCH═CH 2H
261SO 3 HSO 3 HCOCH 2 CH═CH 2H
262PO 3 H 2PO 3 H 2SO 3 HH
263PO 3 H 2PO 3 H 2PO 3 H 2H
264PO 3 H 2PO 3 H 2glucosylH
265PO 3 H 2PO 3 H 2mannosylH
266PO 3 H 2PO 3 H 2galactosylH
267PO 3 H 2PO 3 H 2COCH 3H
268PO 3 H 2PO 3 H 2COC 3 H 7 -iH
269PO 3 H 2PO 3 H 2COC 17 H 35 -nH
270PO 3 H 2PO 3 H 2COC 16 H 33 -nH
271PO 3 H 2PO 3 H 2COC 18 H 37 -nH
272PO 3 H 2PO 3 H 2CO(CH 2 ) 7 CH═CHC 6 H 13 -nH
273PO 3 H 2PO 3 H 2COCH═CH 2H
274PO 3 H 2PO 3 H 2COCH 2 CH═CH 2H
275glucosylglucosylSO 3 HH
276glucosylglucosylPO 3 H 2H
277glucosylglucosylglucosylH
278glucosylglucosylmannosylH
279glucosylglucosylgalactosylH
280glucosylglucosylCOCH 3H
281glucosylglucosylCOC 3 H 7 -iH
282glucosylglucosylCOC 17 H 35 -nH
283glucosylglucosylCOC 16 H 33 -nH
284glucosylglucosylCOC 18 H 37 -nH
285glucosylglucosylCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
286glucosylglucosylCOCH═CH 2H
287glucosylglucosylCOCH 2 CH═CH 2H
288COC 16 H 33 -nCOC 16 H 33 -nSO 3 HH
289COC 16 H 33 -nCOC 16 H 33 -nPO 3 H 2H
290COC 16 H 33 -nCOC 16 H 33 -nglucosylH
291COC 16 H 33 -nCOC 16 H 33 -nmannosylH
292COC 16 H 33 -nCOC 16 H 33 -ngalactosylH
293COC 16 H 33 -nCOC 16 H 33 -nCOCH 3H
294COC 16 H 33 -nCOC 16 H 33 -nCOC 3 H 7 -iH
295COC 16 H 33 -nCOC 16 H 33 -nCOC 17 H 35 -nH
296COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nH
297COC 16 H 33 -nCOC 16 H 33 -nCOC 18 H 37 -nH
298COC 16 H 33 -nCOC 16 H 33 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
299COC 16 H 33 -nCOC 16 H 33 -nCOCH═CH 2H
300COC 16 H 33 -nCOC 16 H 33 -nCOCH 2 CH═CH 2H
301CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nSO 3 HH
302CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nPO 3 H 2H
303CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nglucosylH
304CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nmannosylH
305CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -ngalactosylH
306CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH 3H
307CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 3 H 7 -iH
308CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 17 H 35 -nH
309CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 16 H 33 -nH
310CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 18 H 37 -nH
311CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nH
312CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH═CH 2H
313CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH 2 CH═CH 2H
314SO 3 HSO 3 HHSO 3 H
315SO 3 HSO 3 HHPO 3 H 2
316SO 3 HSO 3 HHglucosyl
317SO 3 HSO 3 HHmannosyl
318SO 3 HSO 3 HHgalactosyl
319SO 3 HSO 3 HHCOCH 3
320SO 3 HSO 3 HHCOC 3 H 7 -i
321SO 3 HSO 3 HHCOC 17 H 35 -n
322SO 3 HSO 3 HHCOC 16 H 33 -n
323SO 3 HSO 3 HHCOC 18 H 37 -n
324SO 3 HSO 3 HHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
325SO 3 HSO 3 HHCOCH═CH 2
326SO 3 HSO 3 HHCOCH 2 CH═CH 2
327PO 3 H 2PO 3 H 2HSO 3 H
328PO 3 H 2PO 3 H 2HPO 3 H 2
329PO 3 H 2PO 3 H 2Hglucosyl
330PO 3 H 2PO 3 H 2Hmannosyl
331PO 3 H 2PO 3 H 2Hgalactosyl
332PO 3 H 2PO 3 H 2HCOCH 3
333PO 3 H 2PO 3 H 2HCOC 3 H 7 -i
334PO 3 H 2PO 3 H 2HCOC 17 H 35 -n
335PO 3 H 2PO 3 H 2HCOC 16 H 33 -n
336PO 3 H 2PO 3 H 2HCOC 18 H 37 -n
337PO 3 H 2PO 3 H 2HCO(CH 2 ) 7 CH═CHC 6 H 13 -n
338PO 3 H 2PO 3 H 2HCOCH═CH 2
339PO 3 H 2PO 3 H 2HCOCH 2 CH═CH 2
340glucosylglucosylHSO 3 H
341glucosylglucosylHPO 3 H 2
342glucosylglucosylHglucosyl
343glucosylglucosylHmannosyl
344glucosylglucosylHgalactosyl
345glucosylglucosylHCOCH 3
346glucosylglucosylHCOC 3 H 7 -i
347glucosylglucosylHCOC 17 H 35 -n
348glucosylglucosylHCOC 16 H 33 -n
349glucosylglucosylHCOC 18 H 37 -n
350glucosylglucosylHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
351glucosylglucosylHCOCH═CH 2
352glucosylglucosylHCOCH 2 CH═CH 2
353COC 16 H 33 -nCOC 16 H 33 -nHSO 3 H
354COC 16 H 33 -nCOC 16 H 33 -nHPO 3 H 2
355COC 16 H 33 -nCOC 16 H 33 -nHglucosyl
356COC 16 H 33 -nCOC 16 H 33 -nHmannosyl
357COC 16 H 33 -nCOC 16 H 33 -nHgalactosyl
358COC 16 H 33 -nCOC 16 H 33 -nHCOCH 3
359COC 16 H 33 -nCOC 16 H 33 -nHCOC 3 H 7 -i
360COC 16 H 33 -nCOC 16 H 33 -nHCOC 17 H 35 -n
361COC 16 H 33 -nCOC 16 H 33 -nHCOC 16 H 33 -n
362COC 16 H 33 -nCOC 16 H 33 -nHCOC 18 H 37 -n
363COC 16 H 33 -nCOC 16 H 33 -nHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
364COC 16 H 33 -nCOC 16 H 33 -nHCOCH═CH 2
365COC 16 H 33 -nCOC 16 H 33 -nHCOCH 2 CH═CH 2
366CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHSO 3 H
367CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHPO 3 H 2
368CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHglucosyl
369CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHmannosyl
370CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHgalactosyl
371CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOCH 3
372CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 3 H 7 -i
373CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 17 H 35 -n
374CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 16 H 33 -n
375CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOC 18 H 37 -n
376CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCO(CH 2 ) 7 CH═CHC 6 H 13 -n
377CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOCH═CH 2
378CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nHCOCH 2 CH═CH 2
379SO 3 HSO 3 HSO 3 HSO 3 H
380SO 3 HSO 3 HSO 3 HPO 3 H 2
381SO 3 HSO 3 HSO 3 Hglucosyl
382SO 3 HSO 3 HSO 3 Hmannosyl
383SO 3 HSO 3 HSO 3 Hgalactosyl
384SO 3 HSO 3 HSO 3 HCOCH 3
385SO 3 HSO 3 HSO 3 HCOC 3 H 7 -i
386SO 3 HSO 3 HSO 3 HCOC 17 H 35 -n
387SO 3 HSO 3 HSO 3 HCOC 16 H 33 -n
388SO 3 HSO 3 HSO 3 HCOC 18 H 37 -n
389SO 3 HSO 3 HSO 3 HCO(CH 2 ) 7 CH═CHC 6 H 13 -n
390SO 3 HSO 3 HSO 3 HCOCH═CH 2
391SO 3 HSO 3 HSO 3 HCOCH 2 CH═CH 2
392PO 3 H 2PO 3 H 2PO 3 H 2SO 3 H
393PO 3 H 2PO 3 H 2PO 3 H 2PO 3 H 2
394PO 3 H 2PO 3 H 2PO 3 H 2glucosyl
395PO 3 H 2PO 3 H 2PO 3 H 2mannosyl
396PO 3 H 2PO 3 H 2PO 3 H 2galactosyl
397PO 3 H 2PO 3 H 2PO 3 H 2COCH 3
398PO 3 H 2PO 3 H 2PO 3 H 2COC 3 H 7 -i
399PO 3 H 2PO 3 H 2PO 3 H 2COC 17 H 35 -n
400PO 3 H 2PO 3 H 2PO 3 H 2COC 16 H 33 -n
401PO 3 H 2PO 3 H 2PO 3 H 2COC 18 H 37 -n
402PO 3 H 2PO 3 H 2PO 3 H 2CO(CH 2 ) 7 CH═CHC 6 H 13 -n
403PO 3 H 2PO 3 H 2PO 3 H 2COCH═CH 2
404PO 3 H 2PO 3 H 2PO 3 H 2COCH 2 CH═CH 2
405glucosylglucosylglucosylSO 3 H
406glucosylglucosylglucosylPO 3 H 2
407glucosylglucosylglucosylglucosyl
408glucosylglucosylglucosylmannosyl
409glucosylglucosylglucosylgalactosyl
410glucosylglucosylglucosylCOCH 3
411glucosylglucosylglucosylCOC 3 H 7 -i
412glucosylglucosylglucosylCOC 17 H 35 -n
413glucosylglucosylglucosylCOC 16 H 33 -n
414glucosylglucosylglucosylCOC 18 H 37 -n
415glucosylglucosylglucosylCO(CH 2 ) 7 CH═CHC 6 H 13 -n
416glucosylglucosylglucosylCOCH═CH 2
417glucosylglucosylglucosylCOCH 2 CH═CH 2
418COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nSO 3 H
419COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nPO 3 H 2
420COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nglucosyl
421COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nmannosyl
422COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -ngalactosyl
423COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCOCH 3
424COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCOC 3 H 7 -i
425COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCOC 17 H 35 -n
426COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -n
427COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCOC 18 H 37 -n
428COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -n
429COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCOCH═CH 2
430COC 16 H 33 -nCOC 16 H 33 -nCOC 16 H 33 -nCOCH 2 CH═CH 2
431CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nSO 3 H
432CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nPO 3 H 2
433CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nglucosyl
434CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nmannosyl
435CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -ngalactosyl
436CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH 3
437CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 3 H 7 -i
438CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 17 H 35 -n
439CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 16 H 33 -n
440CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 18 H 37 -n
441CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -n
442CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH═CH 2
443CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH 2 CH═CH 2
TABLE 2
Compound #R 5R 6
444HH
445SO 3 HH
446PO 3 H 2H
447glucosylH
448mannosylH
449galactosylH
450COCH 3H
451COC 3 H 7 -iH
452COC 17 H 35 -nH
453COC 16 H 33 -nH
454COC 18 H 37 -nH
455CO(CH 2 ) 7 CH═CHC 6 H 13 -nH
456COCH═CH 2H
457COCH 2 CH═CH 2H
458HSO 3 H
459HPO 3 H 2
460Hglucosyl
461Hmannosyl
462Hgalactosyl
463HCOCH 3
464HCOC 3 H 7 -i
465HCOC 17 H 35 -n
466HCOC 16 H 33 -n
467HCOC 18 H 37 -n
468HCO(CH 2 ) 7 CH═CHC 6 H 13 -n
469HCOCH═CH 2
470HCOCH 2 CH═CH 2
471SO 3 HSO 3 H
472SO 3 HPO 3 H 2
473SO 3 Hglucosyl
474SO 3 Hmannosyl
475SO 3 Hgalactosyl
476SO 3 HCOCH 3
477SO 3 HCOC 3 H 7 -i
478SO 3 HCOC 17 H 35 -n
479SO 3 HCOC 16 H 33 -n
480SO 3 HCOC 18 H 37 -n
481SO 3 HCO(CH 2 ) 7 CH═CHC 6 H 13 -n
482SO 3 HCOCH═CH 2
483SO 3 HCOCH 2 CH═CH 2
484PO 3 H 2SO 3 H
485PO 3 H 2PO 3 H 2
486PO 3 H 2glucosyl
487PO 3 H 2mannosyl
488PO 3 H 2galactosyl
489PO 3 H 2COCH 3
490PO 3 H 2COC 3 H 7 -i
491PO 3 H 2COC 17 H 35 -n
492PO 3 H 2COC 16 H 33 -n
493PO 3 H 2COC 18 H 37 -n
494PO 3 H 2CO(CH 2 ) 7 CH═CHC 6 H 13 -n
495PO 3 H 2COCH═CH 2
496PO 3 H 2COCH 2 CH═CH 2
497glucosylSO 3 H
498glucosylPO 3 H 2
499glucosylglucosyl
500glucosylmannosyl
501glucosylgalactosyl
502glucosylCOCH 3
503glucosylCOC 3 H 7 -i
504glucosylCOC 17 H 35 -n
505glucosylCOC 16 H 33 -n
506glucosylCOC 18 H 37 -n
507glucosylCO(CH 2 ) 7 CH═CHC 6 H 13 -n
508glucosylCOCH═CH 2
509glucosylCOCH 2 CH═CH 2
510COC 16 H 33 -nSO 3 H
511COC 16 H 33 -nPO 3 H 2
512COC 16 H 33 -nglucosyl
513COC 16 H 33 -nmannosyl
514COC 16 H 33 -ngalactosyl
515COC 16 H 33 -nCOCH 3
516COC 16 H 33 -nCOC 3 H 7 -i
517COC 16 H 33 -nCOC 17 H 35 -n
518COC 16 H 33 -nCOC 16 H 33 -n
519COC 16 H 33 -nCOC 18 H 37 -n
520COC 16 H 33 -nCO(CH 2 ) 7 CH═CHC 6 H 13 -n
521COC 16 H 33 -nCOCH═CH 2
522COC 16 H 33 -nCOCH 2 CH═CH 2
523CO(CH 2 ) 7 CH═CHC 6 H 13 -nSO 3 H
524CO(CH 2 ) 7 CH═CHC 6 H 13 -nPO 3 H 2
525CO(CH 2 ) 7 CH═CHC 6 H 13 -nglucosyl
526CO(CH 2 ) 7 CH═CHC 6 H 13 -nmannosyl
527CO(CH 2 ) 7 CH═CHC 6 H 13 -ngalactosyl
528CO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH 3
529CO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 3 H 7 -i
530CO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 17 H 35 -n
531CO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 16 H 33 -n
532CO(CH 2 ) 7 CH═CHC 6 H 13 -nCOC 18 H 37 -n
533CO(CH 2 ) 7 CH═CHC 6 H 13 -nCO(CH 2 ) 7 CH═ CHC 6 H 13 -n
534CO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH═CH 2
535CO(CH 2 ) 7 CH═CHC 6 H 13 -nCOCH 2 CH═CH 2
Substance (A)10 parts
Substance (B)10 parts
White carbon20 parts
Diatomaceous earth52 parts
Sodium alkyl sulfate8 parts
Substance (A)10 parts
Substance (B)10 parts
Xylene55 parts
Dimethylformamide15 parts
Polyoxyethylene phenyl ether10 parts
Substance (A)5parts
Substance (B)5parts
Talc37parts
Clay36parts
Bentonite10parts
Sodium alkyl sulfate7parts
Substance (A)5parts
Substance (B)5parts
Polyoxyethylene aryl phenyl ether2parts
Dialkyl sulfosuccinate sodium salt0.5part
Glycerin5parts
Xanthan gum0.3part
Water82.2parts
Substance (A)15 parts
Substance (B)15 parts
Inorganic carrier70 parts
TABLE 3 — chemicals composition
123456
Substance (A) [Conc. ppm]800800800000
ascorbyl palmitate
Substance (B) [Conc. ppm]8040080400
Pyraclostrobin
relief percents of high-7569300130
temperature injury (%)damage
TABLE 7 — chemicals composition
13141516
Substance (A) [Conc. ppm]1000001000
ascorbyl palmitate
Substance (B) [Conc. ppm]050050
Pyraclostrobin
relief percents of low-13.013.00.071.2
temperature injury (%)
TABLE 8
Chemicals compositionrelief percents
(conc. of each chemicals)of injury (%)
substance (A)ascorbyl palmitate (600 ppm)40
substance (B)Thiophanate-methyl (467 ppm)40
substance (A)ascorbyl palmitate (600 ppm) +60
substance (B)Thiophanate-methyl (467 ppm)
substance (B)Boscalid (333 ppm)40
substance (A)ascorbyl palmitate (600 ppm) +60
substance (B)Boscalid (333 ppm)
substance (B)Cyflufenamid (17 ppm) +40
Triflumizole (75 ppm)
substance (A)ascorbyl palmitate (600 ppm) +60
substance (B)Cyflufenamid (17 ppm) +
Triflumizole (75 ppm)
Untreated0
TABLE 10 — chemicals composition
13141516
Substance (A) [Conc. ppm]1000001000
ascorbyl palmitate
Substance (B) [Conc. ppm]050050
Pyraclostrobin
relief percents of flood31.961.70.083.0
injury in stem and leaf (%)
relief percents of flood41.539.00.078.0
injury in root (%)
TABLE 11 — chemicals composition
13141516
Substance (A) [Conc. ppm]1000001000
ascorbyl palmitate
Substance (B) [Conc. ppm]050050
Pyraclostrobin
relief percents of flood2.80.00.016.7
injury in stem and leaf (%)
relief percents of flood20.43.20.022.6
injury in root (%)
TABLE 12 — chemicals composition
13141516
Substance (A) [Conc. ppm]1000001000
ascorbyl palmitate
Substance (B) [Conc. ppm]050050
Pyraclostrobin
relief percents of acidity15.615.60.032.8
problem (%)
TABLE 13 — chemicals composition
13141516
Substance (A) [Conc. ppm]1000001000
ascorbyl palmitate
Substance (B) [Conc. ppm]050050
Pyraclostrobin
relief percents of acidity43.812.50.056.3
problem (%)
TABLE 14
Chemicals compositionrelief percents
(conc. of each chemicals)of injury (%)
substance (A)ascorbyl palmitate (600 ppm)53
substance (B)Imidacloprid (50 ppm)33
substance (A)ascorbyl palmitate (600 ppm) +100
substance (B)Imidacloprid (50 ppm)
substance (B)Pymetrozine (100 ppm)53
substance (A)ascorbyl palmitate (600 ppm) +86
substance (B)Pymetrozine (100 ppm)
substance (B)cyenopyrafen (150 ppm)51
substance (A)ascorbyl palmitate (600 ppm) +105
substance (B)cyenopyrafen (150 ppm)
substance (B)Pyraclostrobin (50 ppm)77
substance (A)ascorbyl palmitate (600 ppm) +153
substance (B)Pyraclostrobin (50 ppm)
Untreated0
normal irrigation100
TABLE 15 — chemicals composition
13141516
Substance (A) [Conc. ppm]1000001000
ascorbyl palmitate
Substance (B) [Conc. ppm]050050
Pyraclostrobin
relief percents of salt8.845.60.050.0
injury in aerial part (%)
relief percents of salt16.020.00.040.0
injury in root (%)
TABLE 16 — chemicals composition
13141516
Substance (A) [Conc. ppm]1000001000
ascorbyl palmitate
Substance (B) [Conc. ppm]050050
Pyraclostrobin
relief percents of salt20.43.20.022.6
injury in aerial part (%)
relief percents of salt22.22.50.033.3
injury in root (%)
TABLE 17 — Chemicals composition
1718192021222324
Substance (A)
[Conc. ppm]
ascorbyl8008000080080000
palmitate
Substance (B)
[Conc. ppm]
Fluazinam2001002001000000
Azoxystrobin0000200100200100
phytotoxicity42664365
index
relief percents336700334000
of damage (%)
TABLE 18 — chemicals composition
25262728
Substance (A) [Conc. ppm]500050
ascorbyl palmitate
Substance (B) [Conc. ppm]0505
Pyraclostrobin
number of lesion3010336
preventive value (%)970082
TABLE 19 — Chemicals composition
2930313233343536
Substance
(A) [Conc.
ppm]
ascorbyl1600400100001600400100
palmitate
Substance
(B) [appl.
amount, mg]
Probenazole000960969696
onset index1.42.62.61.62.80.40.81.2
(mean per
plant)
preventive5077430867157
value (%)

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Classifications

1 codes
IPC · International Patent Classification
Section A — Human necessities
  • A01N43/08

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⤢ drag to zoomJul 2013Jan 2014Jul 2014Jan 2015Jul 2015Jan 2016Jul 2016USPTOApplicantNon-final rejectionResponse after non-final
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1,040 days filing → grant
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no RCE
Examiner
T. Victor Oh
art unit 1622 · TC 1600
Citations: 28 back · 0 forward

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