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METHOD OF PROVIDING PLANT WITH STRESS RESISTANCE

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专利汇可以提供METHOD OF PROVIDING PLANT WITH STRESS RESISTANCE专利检索,专利查询,专利分析的服务。并且A method of providing a plant with stress resistance, comprising applying at least one substance (A) to the plant, said at least one substance (A) being selected from the group consisting of a compound represented by Formula (I) and the like and salts thereof. Phytotoxicity of a plant due to agricultural chemicals is reduced by providing the plant with stress resistance. [In Formula (I), R1 to R4 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.].,下面是METHOD OF PROVIDING PLANT WITH STRESS RESISTANCE专利的具体信息内容。

1. A method of providing a plant with stress resistance, wherein the method comprises applying at least one substance (A) to the plant, said at least one substance (A) being selected from the group consisting ofcompounds represented by Formula (I):embedded imagein Formula (I), R1 to R4 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group,compounds represented by Formula (II):embedded imagein Formula (II), R5 and R6 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group, and salts thereof.2. The method according to claim 1, wherein the substance (A) is a compound represented by Formula (I) provided that R1 to R4 are not each simultaneously a hydrogen atom, or a salt thereof.3. The method according to claim 1, wherein the substance (A) is a compound represented by Formula (I) provided that at least one of R1 to R4 represents —COR11, and R11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group, or a salt thereof.4. The method according to claim 1, wherein the substance (A) is a compound represented by Formula (I) provided that R1 to R4 each independently represents a hydrogen atom or —COR11, and at least one of R1 to R4 represents —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group. R11 in at least one of —COR11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group, or a salt thereof.5. The method according to claim 1, wherein the substance (A) is 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.6. The method according to claim 1, 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, salt, acidity, agricultural chemicals, chemical substances or heavy metals.7. A stress resistance conferring composition for a plant, wherein the composition comprises at least two substances (A) selected from the group consisting ofcompounds represented by Formula (I):embedded imagein Formula (I), R1 to R4 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group,compounds represented by Formula (II):embedded imagein Formula (II), R5 and R6 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group, and salts thereof.8. The composition according to claim 7, wherein one of the substances (A) is 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 another of the substances (A) is 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.9. A stress resistance conferring composition for a plant, wherein the composition comprises at least one water soluble substance (A1) selected from the group consisting ofcompounds represented by Formula (Ia):embedded imagein Formula (Ia), R1a to R4a each independently represents a hydrogen atom, —SO3H, —PO3H2 or a glycosyl group,compounds represented by Formula (IIa):embedded imagein Formula (IIa), R5a and R6a each independently represents a hydrogen atom, —SO3H, —PO3H2 or a glycosyl group, and salts thereof; andat least one lipid soluble substance (A2) selected from the group consisting ofcompounds represented by Formula (Ib):embedded imagein Formula (Ib), R1b to R4b each independently represents a hydrogen atom or —COR11. At least one of R1b to R4b represents —COR11, and R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group,compounds represented by Formula (IIb):embedded imagein Formula (IIb), R5b and R6b each independently represents a hydrogen atom or —COR11. At least one of R5b and R6b represents —COR11, and R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group, and salts thereof.10. A method of reducing phytotoxicity of a plant due to an agricultural chemical, wherein the method comprises providing the plant with stress resistance by the method according to claim 1.11. The method of reducing phytotoxicity of a plant due to an agricultural chemical according to claim 10, wherein the agricultural chemical comprises at least one selected from the group consisting of fungicides, insecticides, plant growth regulators and herbicides.
说明书全文

TECHNICAL FIELD

The present invention relates to a method of providing a plant with stress resistance. More specifically, the present invention relates to a method of providing a plant with resistance to biological stress, physical stress or chemical stress which affects the growth of the 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 concentrations. 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.

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

SUMMARY OF THE INVENTION

Problems to be Solved by the Invention

An object of the present invention is to provide a method of providing a plant with resistance to biological stress, physical stress or chemical stress which affects the growth of the 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 has the following aspects.

[1] A method of providing a plant with stress resistance, wherein the method comprises applying at least one substance (A) to the plant, said at least one substance (A) being selected from the group consisting of compounds represented by Formula (I), compounds represented by Formula (II) and salts thereof.

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[In Formula (I), R1 to R4 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group, or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]

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[In Formula (II), R5 and R6 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]



[2] The method according to [1], wherein the substance (A) is a compound represented by Formula (I) [provided that R1 to R4 are not each simultaneously a hydrogen atom] or a salt thereof.



[3] The method according to [1], wherein the substance (A) is a compound represented by Formula (I) [provided that at least one of R1 to R4 represents —COR11, and R11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.] or a salt thereof.



[4] The method according to [1], wherein the substance (A) is a compound represented by Formula (I) [provided that R1 to R4 each independently represents a hydrogen atom or —COR11, and at least one of R1 to R4 represents —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group. R11 in at least one of —COR11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.] or a salt thereof.



[5] The method according to [1], wherein the substance (A) is 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.



[6] The method according to any one of [1] to [5], wherein the stress is biological stress due to plant viruses, phytopathogenic bacteria, phytopathogenic filamentous fungi, pests or weeds; or physical or chemical stress due to high temperature, low temperature, high illuminance, low illuminance, excessive humidity, dryness, salt, acidity, agricultural chemicals, chemical substances or heavy metals.



[7] A stress resistance conferring composition for a plant, wherein the composition comprises at least two substances (A) selected from the group consisting of compounds represented by Formula (I), compounds represented by Formula (II) and salts thereof.

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[In Formula (I), R1 to R4 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]

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[In Formula (II), R5 and R6 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11. R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]



[8] The composition according to [7], wherein one of the substances (A) is 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 another of the substances (A) is 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.



[9] A stress resistance conferring composition for a plant, wherein the composition comprises 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.

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[In Formula (Ia), R1a to R4a each independently represents a hydrogen atom, —SO3H, —PO3H2 or a glycosyl group.]

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[In Formula (IIa), R5a to R6a each independently represents a hydrogen atom, —SO3H, —PO3H2 or a glycosyl group.]

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[In Formula (Ib), R1b to R4b each independently represents a hydrogen atom or —COR11. At least one of R1b to R4b represents —COR11, and R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]

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[In Formula (IIb), R5b and R6b each independently represents a hydrogen atom or —COR11. At least one of R5b and R6b represents —COR11, and R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group.]



[10] A method of reducing phytotoxicity of a plant due to an agricultural chemical, wherein the method comprises providing the plant with stress resistance by the method according to any one of [1] to [6].



[11] The method of reducing phytotoxicity of a plant due to an agricultural chemical according to claim 10, wherein the agricultural chemical comprises at least one selected from the group consisting of fungicides, insecticides, plant growth regulators and herbicides.

Advantageous Effects of the Invention

The method according to the present invention can provide a plant with resistance to biological stress, physical stress or chemical stress which affects the growth of the plant. As a result, for example, phytotoxicity due to agricultural chemicals comprising a substance and the like which may affect a physiological function of a plant can be reduced, and damage due to plant diseases including virus diseases can be reduced. Moreover, even under poor environmental conditions such as high temperature, low temperature, dryness and soil conditions, reduced crop yield, deteriorated quality and the like can be prevented.

EMBODIMENTS FOR CARRYING OUT THE INVENTION

The method of providing a plant with stress resistance according to the present invention comprises applying the substance (A) to a 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), R1 to R4 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11.

In Formula (II), R5 and R6 each independently represents a hydrogen atom, —SO3H, —PO3H2, a glycosyl group or —COR11.

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.

R11 in —COR11 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 R11 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 R11 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 R11 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, R1 to R4 in Formula (I) are not simultaneously hydrogen atoms.

Moreover, the substance (A) is preferably a compound represented by Formula (I) [at least one of R1 to R4 represents —COR11. R11 represents an unsubstituted or substituted C12 to C30 alkyl group or an unsubstituted or substituted C12 to C30 alkenyl group.] or a salt thereof.

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) [R1 to R4 each independently represents a hydrogen atom or —COR11, and at least one of R1 to R4 represents —COR11, and R11 represents an unsubstituted or substituted C1 to C30 alkyl group or an unsubstituted or substituted C2 to C30 alkenyl group, and R11 in at least one of —COR11 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 —COR11 into any of R1 to R4, an esterification reaction of a phosphoric acid compound with ascorbic acid for introducing —PO3H2 into any of R1 to R4, an esterification reaction of a sulfuric acid compound with ascorbic acid for introducing —SO3H into any of R1 to R4, and other known reactions can be used for synthesis. Further, the substances (A) obtained by the aforementioned synthesis methods 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.

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[In Formula (Ia), R1a to R4a each independently represents a hydrogen atom, —SO3H, —PO3H2 or a glycosyl group.]

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[In Formula (IIa), R5a to R6a each independently represents a hydrogen atom, —SO3H, —PO3H2 or a glycosyl group.]

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[In Formula (Ib), R1b to R4b each independently represents a hydrogen atom or —COR11. At least one of R1b to R4b represents —COR11, and R11 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.]

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[In Formula (IIb), R5b and R6b each independently represents a hydrogen atom or —COR11. At least one of R5b and R6b represents —COR11, and R11 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.

The substance (A) 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 substance (A) 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 a target plant. For example, preferred modes of application can include foliage application, dipping treatment, soil irrigation, seed treatment, water culture medium treatment, smoking treatment, ordinary temperature fogging treatment and the like. The method 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 substance (A) according to the present invention can be suitably determined depending on meteorological conditions, formulation forms, application times, application methods, application places, target diseases to be controlled, target crops and the like.

There is no particular limitation for plants to which the method according to the present invention can be employed, and they may be either edible plants or non-edible plants. Examples of the target plants include cereal crops such as rice plant, 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, grass, and the like.

The method according to the present invention can provide a plant with stress resistance. Such stresses include biological stress due to plant viruses, phytopathogenic bacteria, phytopathogenic filamentous fungi, agricultural pests, weeds, or microorganisms used as biological agricultural chemicals or arthropods; 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, preferably, they 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.

There is no particular limitation for pests which may cause stress, and examples 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 them include gramineous weeds such as Echinochloa crus-galli, Sorghum bicolor, Setaria faberi Herrm, 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, 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 phytotoxicitys.

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.

Phytotoxicity of a plant due to agricultural chemicals can be reduced by the method according to the present invention. Examples of agricultural chemicals include herbicides; growth regulators; plant hormones; resistance inducers against pathogens; fungicides, insecticides, miticides, repellents, fertilizers, surfactants which may cause 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 agricultural chemical is preferably a respiratory inhibitor. Furthermore, the agricultural chemical is preferably a strobilurin compound.

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. They 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.

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, flucabazone, 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, malathlon, 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.

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.

EXAMPLES

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. R1 to R4 in Table 1 correspond to R1 to R4 in Formula (I). R5 and R6 in Table 2 correspond to R5 and R6 in Formula (II).

[Table 1]

TABLE 1

Compound #

R1

R2

R3

R4

1

H

H

H

H

2

SO3H

H

H

H

3

PO3H2

H

H

H

4

glucosyl

H

H

H

5

mannosyl

H

H

H

6

galactosyl

H

H

H

7

COCH3

H

H

H

8

COC3H7-i

H

H

H

9

COC17H35-n

H

H

H

10

COC16H33-n

H

H

H

11

COC18H37-n

H

H

H

12

CO(CH2)7CH═CHC6H13-n

H

H

H

13

COCH═CH2

H

H

H

14

COCH2CH═CH2

H

H

H

15

H

SO3H

H

H

16

H

PO3H2

H

H

17

H

glucosyl

H

H

18

H

mannosyl

H

H

19

H

galactosyl

H

H

20

H

COCH3

H

H

21

H

COC3H7-i

H

H

22

H

COC17H35-n

H

H

23

H

COC16H33-n

H

H

24

H

COC18H37-n

H

H

25

H

CO(CH2)7CH═CHC6H13-n

H

H

26

H

COCH═CH2

H

H

27

H

COCH2CH═CH2

H

H

28

H

H

SO3H

H

29

H

H

PO3H2

H

30

H

H

glucosyl

H

31

H

H

mannosyl

H

32

H

H

galactosyl

H

33

H

H

COCH3

H

34

H

H

COC3H7-i

H

35

H

H

COC17H35-n

H

36

H

H

COC16H33-n

H

37

H

H

COC18H37-n

H

38

H

H

CO(CH2)7CH═CHC6H13-n

H

39

H

H

COCH═CH2

H

40

H

H

COCH2CH═CH2

H

41

H

H

H

SO3H

42

H

H

H

PO3H2

43

H

H

H

glucosyl

44

H

H

H

mannosyl

45

H

H

H

galactosyl

46

H

H

H

COCH3

47

H

H

H

COC3H7-i

48

H

H

H

COC17H35-n

49

H

H

H

COC16H33-n

50

H

H

H

COC18H37-n

51

H

H

H

CO(CH2)7CH═CHC6H13-n

52

H

H

H

COCH═CH2

53

H

H

H

COCH2CH═CH2

54

SO3H

SO3H

H

H

55

SO3H

PO3H2

H

H

56

SO3H

glucosyl

H

H

57

SO3H

mannosyl

H

H

58

SO3H

galactosyl

H

H

59

SO3H

COCH3

H

H

60

SO3H

COC3H7-i

H

H

61

SO3H

COC17H35-n

H

H

62

SO3H

COC16H33-n

H

H

63

SO3H

COC18H37-n

H

H

64

SO3H

CO(CH2)7CH═CHC6H13-n

H

H

65

SO3H

COCH═CH2

H

H

66

SO3H

COCH2CH═CH2

H

H

67

SO3H

SO3H

H

H

68

SO3H

PO3H2

H

H

69

SO3H

glucosyl

H

H

70

SO3H

mannosyl

H

H

71

SO3H

galactosyl

H

H

72

SO3H

COCH3

H

H

73

SO3H

COC3H7-i

H

H

74

SO3H

COC17H35-n

H

H

75

SO3H

COC16H33-n

H

H

76

SO3H

COC18H37-n

H

H

77

SO3H

CO(CH2)7CH═CHC6H13-n

H

H

78

SO3H

COCH═CH2

H

H

79

SO3H

COCH2CH═CH2

H

H

80

glucosyl

SO3H

H

H

81

glucosyl

PO3H2

H

H

82

glucosyl

glucosyl

H

H

83

glucosyl

mannosyl

H

H

84

glucosyl

galactosyl

H

H

85

glucosyl

COCH3

H

H

86

glucosyl

COC3H7-i

H

H

87

glucosyl

COC17H35-n

H

H

88

glucosyl

COC16H33-n

H

H

89

glucosyl

COC18H37-n

H

H

90

glucosyl

CO(CH2)7CH═CHC6H13-n

H

H

91

glucosyl

COCH═CH2

H

H

92

glucosyl

COCH2CH═CH2

H

H

93

COC16H33

SO3H

H

H

94

COC16H33

PO3H2

H

H

95

COC16H33

glucosyl

H

H

96

COC16H33

mannosyl

H

H

97

COC16H33

galactosyl

H

H

98

COC16H33

COCH3

H

H

99

COC16H33

COC3H7-i

H

H

100

COC16H33

COC17H35-n

H

H

101

COC16H33

COC16H33-n

H

H

102

COC16H33

COC18H37-n

H

H

103

COC16H33

CO(CH2)7CH═CHC6H13-n

H

H

104

COC16H33

COCH═CH2

H

H

105

COC16H33

COCH2CH═CH2

H

H

106

CO(CH2)7CH═CHC6H13

SO3H

H

H

107

CO(CH2)7CH═CHC6H13

PO3H2

H

H

108

CO(CH2)7CH═CHC6H13

glucosyl

H

H

109

CO(CH2)7CH═CHC6H13

mannosyl

H

H

110

CO(CH2)7CH═CHC6H13

galactosyl

H

H

111

CO(CH2)7CH═CHC6H13

COCH3

H

H

112

CO(CH2)7CH═CHC6H13

COC3H7-i

H

H

113

CO(CH2)7CH═CHC6H13

COC17H35-n

H

H

114

CO(CH2)7CH═CHC6H13

COC16H33-n

H

H

115

CO(CH2)7CH═CHC6H13

COC18H37-n

H

H

116

CO(CH2)7CH═CHC6H13

CO(CH2)7CH═CHC6H13-n

H

H

117

CO(CH2)7CH═CHC6H13

COCH═CH2

H

H

118

CO(CH2)7CH═CHC6H13

COCH2CH═CH2

H

H

119

SO3H

H

SO3H

H

120

SO3H

H

PO3H2

H

121

SO3H

H

glucosyl

H

122

SO3H

H

mannosyl

H

123

SO3H

H

galactosyl

H

124

SO3H

H

COCH3

H

125

SO3H

H

COC3H7-i

H

126

SO3H

H

COC17H35-n

H

127

SO3H

H

COC16H33-n

H

128

SO3H

H

COC18H37-n

H

129

SO3H

H

CO(CH2)7CH═CHC6H13-n

H

130

SO3H

H

COCH═CH2

H

131

SO3H

H

COCH2CH═CH2

H

132

PO3H2

H

SO3H

H

133

PO3H2

H

PO3H2

H

134

PO3H2

H

glucosyl

H

135

PO3H2

H

mannosyl

H

136

PO3H2

H

galactosyl

H

137

PO3H2

H

COCH3

H

138

PO3H2

H

COC3H7-i

H

139

PO3H2

H

COC17H35-n

H

140

PO3H2

H

COC16H33-n

H

141

PO3H2

H

COC18H37-n

H

142

PO3H2

H

CO(CH2)7CH═CHC6H13-n

H

143

PO3H2

H

COCH═CH2

H

144

PO3H2

H

COCH2CH═CH2

H

145

glucosyl

H

SO3H

H

146

glucosyl

H

PO3H2

H

147

glucosyl

H

glucosyl

H

148

glucosyl

H

mannosyl

H

149

glucosyl

H

galactosyl

H

150

glucosyl

H

COCH3

H

151

glucosyl

H

COC3H7-i

H

152

glucosyl

H

COC17H35-n

H

153

glucosyl

H

COC16H33-n

H

154

glucosyl

H

COC18H37-n

H

155

glucosyl

H

CO(CH2)7CH═CHC6H13-n

H

156

glucosyl

H

COCH═CH2

H

157

glucosyl

H

COCH2CH═CH2

H

158

COC16H33-n

H

SO3H

H

159

COC16H33-n

H

PO3H2

H

160

COC16H33-n

H

glucosyl

H

161

COC16H33-n

H

mannosyl

H

162

COC16H33-n

H

galactosyl

H

163

COC16H33-n

H

COCH3

H

164

COC16H33-n

H

COC3H7-i

H

165

COC16H33-n

H

COC17H35-n

H

166

COC16H33-n

H

COC16H33-n

H

167

COC16H33-n

H

COC18H37-n

H

168

COC16H33-n

H

CO(CH2)7CH═CHC6H13-n

H

169

COC16H33-n

H

COCH═CH2

H

170

COC16H33-n

H

COCH2CH═CH2

H

171

CO(CH2)7CH═CHC6H13-n

H

SO3H

H

172

CO(CH2)7CH═CHC6H13-n

H

PO3H2

H

173

CO(CH2)7CH═CHC6H13-n

H

glucosyl

H

174

CO(CH2)7CH═CHC6H13-n

H

mannosyl

H

175

CO(CH2)7CH═CHC6H13-n

H

galactosyl

H

176

CO(CH2)7CH═CHC6H13-n

H

COCH3

H

177

CO(CH2)7CH═CHC6H13-n

H

COC3H7-i

H

178

CO(CH2)7CH═CHC6H13-n

H

COC17H35-n

H

179

CO(CH2)7CH═CHC6H13-n

H

COC16H33-n

H

180

CO(CH2)7CH═CHC6H13-n

H

COC18H37-n

H

181

CO(CH2)7CH═CHC6H13-n

H

CO(CH2)7CH═CHC6H13-n

H

182

CO(CH2)7CH═CHC6H13-n

H

COCH═CH2

H

183

CO(CH2)7CH═CHC6H13-n

H

COCH2CH═CH2

H

184

SO3H

H

H

SO3H

185

SO3H

H

H

PO3H2

186

SO3H

H

H

glucosyl

187

SO3H

H

H

mannosyl

188

SO3H

H

H

galactosyl

189

SO3H

H

H

COCH3

190

SO3H

H

H

COC3H7-i

191

SO3H

H

H

COC17H35-n

192

SO3H

H

H

COC16H33-n

193

SO3H

H

H

COC18H37-n

194

SO3H

H

H

CO(CH2)7CH═CHC6H13-n

195

SO3H

H

H

COCH═CH2

196

SO3H

H

H

COCH2CH═CH2

197

PO3H2

H

H

SO3H

198

PO3H2

H

H

PO3H2

199

PO3H2

H

H

glucosyl

200

PO3H2

H

H

mannosyl

201

PO3H2

H

H

galactosyl

202

PO3H2

H

H

COCH3

203

PO3H2

H

H

COC3H7-i

204

PO3H2

H

H

COC17H35-n

205

PO3H2

H

H

COC16H33-n

206

PO3H2

H

H

COC18H37-n

207

PO3H2

H

H

CO(CH2)7CH═CHC6H13-n

208

PO3H2

H

H

COCH═CH2

209

PO3H2

H

H

COCH2CH═CH2

210

glucosyl

H

H

SO3H

211

glucosyl

H

H

PO3H2

212

glucosyl

H

H

glucosyl

213

glucosyl

H

H

mannosyl

214

glucosyl

H

H

galactosyl

215

glucosyl

H

H

COCH3

216

glucosyl

H

H

COC3H7-i

217

glucosyl

H

H

COC17H35-n

218

glucosyl

H

H

COC16H33-n

219

glucosyl

H

H

COC18H37-n

220

glucosyl

H

H

CO(CH2)7CH═CHC6H13-n

221

glucosyl

H

H

COCH═CH2

222

glucosyl

H

H

COCH2CH═CH2

223

COC16H33-n

H

H

SO3H

224

COC16H33-n

H

H

PO3H2

225

COC16H33-n

H

H

glucosyl

226

COC16H33-n

H

H

mannosyl

227

COC16H33-n

H

H

galactosyl

228

COC16H33-n

H

H

COCH3

229

COC16H33-n

H

H

COC3H7-i

230

COC16H33-n

H

H

COC17H35-n

231

COC16H33-n

H

H

COC16H33-n

232

COC16H33-n

H

H

COC18H37-n

233

COC16H33-n

H

H

CO(CH2)7CH═CHC6H13-n

234

COC16H33-n

H

H

COCH═CH2

235

COC16H33-n

H

H

COCH2CH═CH2

236

CO(CH2)7CH═CHC6H13-n

H

H

SO3H

237

CO(CH2)7CH═CHC6H13-n

H

H

PO3H2

238

CO(CH2)7CH═CHC6H13-n

H

H

glucosyl

239

CO(CH2)7CH═CHC6H13-n

H

H

mannosyl

240

CO(CH2)7CH═CHC6H13-n

H

H

galactosyl

241

CO(CH2)7CH═CHC6H13-n

H

H

COCH3

242

CO(CH2)7CH═CHC6H13-n

H

H

COC3H7-i

243

CO(CH2)7CH═CHC6H13-n

H

H

COC17H35-n

244

CO(CH2)7CH═CHC6H13-n

H

H

COC16H33-n

245

CO(CH2)7CH═CHC6H13-n

H

H

COC18H37-n

246

CO(CH2)7CH═CHC6H13-n

H

H

CO(CH2)7CH═CHC6H13-n

247

CO(CH2)7CH═CHC6H13-n

H

H

COCH═CH2

248

CO(CH2)7CH═CHC6H13-n

H

H

COCH2CH═CH2

249

SO3H

SO3H

SO3H

H

250

SO3H

SO3H

PO3H2

H

251

SO3H

SO3H

glucosyl

H

252

SO3H

SO3H

mannosyl

H

253

SO3H

SO3H

galactosyl

H

254

SO3H

SO3H

COCH3

H

255

SO3H

SO3H

COC3H7-i

H

256

SO3H

SO3H

COC17H35-n

H

257

SO3H

SO3H

COC16H33-n

H

258

SO3H

SO3H

COC18H37-n

H

259

SO3H

SO3H

CO(CH2)7CH═CHC6H13-n

H

260

SO3H

SO3H

COCH═CH2

H

261

SO3H

SO3H

COCH2CH═CH2

H

262

PO3H2

PO3H2

SO3H

H

263

PO3H2

PO3H2

PO3H2

H

264

PO3H2

PO3H2

glucosyl

H

265

PO3H2

PO3H2

mannosyl

H

266

PO3H2

PO3H2

galactosyl

H

267

PO3H2

PO3H2

COCH3

H

268

PO3H2

PO3H2

COC3H7-i

H

269

PO3H2

PO3H2

COC17H35-n

H

270

PO3H2

PO3H2

COC16H33-n

H

271

PO3H2

PO3H2

COC18H37-n

H

272

PO3H2

PO3H2

CO(CH2)7CH═CHC6H13-n

H

273

PO3H2

PO3H2

COCH═CH2

H

274

PO3H2

PO3H2

COCH2CH═CH2

H

275

glucosyl

glucosyl

SO3H

H

276

glucosyl

glucosyl

PO3H2

H

277

glucosyl

glucosyl

glucosyl

H

278

glucosyl

glucosyl

mannosyl

H

279

glucosyl

glucosyl

galactosyl

H

280

glucosyl

glucosyl

COCH3

H

281

glucosyl

glucosyl

COC3H7-i

H

282

glucosyl

glucosyl

COC17H35-n

H

283

glucosyl

glucosyl

COC16H33-n

H

284

glucosyl

glucosyl

COC18H37-n

H

285

glucosyl

glucosyl

CO(CH2)7CH═CHC6H13-n

H

286

glucosyl

glucosyl

COCH═CH2

H

287

glucosyl

glucosyl

COCH2CH═CH2

H

288

COC16H33-n

COC16H33-n

SO3H

H

289

COC16H33-n

COC16H33-n

PO3H2

H

290

COC16H33-n

COC16H33-n

glucosyl

H

291

COC16H33-n

COC16H33-n

mannosyl

H

292

COC16H33-n

COC16H33-n

galactosyl

H

293

COC16H33-n

COC16H33-n

COCH3

H

294

COC16H33-n

COC16H33-n

COC3H7-i

H

295

COC16H33-n

COC16H33-n

COC17H35-n

H

296

COC16H33-n

COC16H33-n

COC16H33-n

H

297

COC16H33-n

COC16H33-n

COC18H37-n

H

298

COC16H33-n

COC16H33-n

CO(CH2)7CH═CHC6H13-n

H

299

COC16H33-n

COC16H33-n

COCH═CH2

H

300

COC16H33-n

COC16H33-n

COCH2CH═CH2

H

301

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

SO3H

H

302

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

PO3H2

H

303

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

glucosyl

H

304

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

mannosyl

H

305

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

galactosyl

H

306

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COCH3

H

307

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC3H7-i

H

308

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC17H35-n

H

309

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC16H33-n

H

310

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC18H37-n

H

311

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

312

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COCH═CH2

H

313

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COCH2CH═CH2

H

314

SO3H

SO3H

H

SO3H

315

SO3H

SO3H

H

PO3H2

316

SO3H

SO3H

H

glucosyl

317

SO3H

SO3H

H

mannosyl

318

SO3H

SO3H

H

galactosyl

319

SO3H

SO3H

H

COCH3

320

SO3H

SO3H

H

COC3H7-i

321

SO3H

SO3H

H

COC17H35-n

322

SO3H

SO3H

H

COC16H33-n

323

SO3H

SO3H

H

COC18H37-n

324

SO3H

SO3H

H

CO(CH2)7CH═CHC6H13-n

325

SO3H

SO3H

H

COCH═CH2

326

SO3H

SO3H

H

COCH2CH═CH2

327

PO3H2

PO3H2

H

SO3H

328

PO3H2

PO3H2

H

PO3H2

329

PO3H2

PO3H2

H

glucosyl

330

PO3H2

PO3H2

H

mannosyl

331

PO3H2

PO3H2

H

galactosyl

332

PO3H2

PO3H2

H

COCH3

333

PO3H2

PO3H2

H

COC3H7-i

334

PO3H2

PO3H2

H

COC17H35-n

335

PO3H2

PO3H2

H

COC16H33-n

336

PO3H2

PO3H2

H

COC18H37-n

337

PO3H2

PO3H2

H

CO(CH2)7CH═CHC6H13-n

338

PO3H2

PO3H2

H

COCH═CH2

339

PO3H2

PO3H2

H

COCH2CH═CH2

340

glucosyl

glucosyl

H

SO3H

341

glucosyl

glucosyl

H

PO3H2

342

glucosyl

glucosyl

H

glucosyl

343

glucosyl

glucosyl

H

mannosyl

344

glucosyl

glucosyl

H

galactosyl

345

glucosyl

glucosyl

H

COCH3

346

glucosyl

glucosyl

H

COC3H7-i

347

glucosyl

glucosyl

H

COC17H35-n

348

glucosyl

glucosyl

H

COC16H33-n

349

glucosyl

glucosyl

H

COC18H37-n

350

glucosyl

glucosyl

H

CO(CH2)7CH═CHC6H13-n

351

glucosyl

glucosyl

H

COCH═CH2

352

glucosyl

glucosyl

H

COCH2CH═CH2

353

COC16H33-n

COC16H33-n

H

SO3H

354

COC16H33-n

COC16H33-n

H

PO3H2

355

COC16H33-n

COC16H33-n

H

glucosyl

356

COC16H33-n

COC16H33-n

H

mannosyl

357

COC16H33-n

COC16H33-n

H

galactosyl

358

COC16H33-n

COC16H33-n

H

COCH3

359

COC16H33-n

COC16H33-n

H

COC3H7-i

360

COC16H33-n

COC16H33-n

H

COC17H35-n

361

COC16H33-n

COC16H33-n

H

COC16H33-n

362

COC16H33-n

COC16H33-n

H

COC18H37-n

363

COC16H33-n

COC16H33-n

H

CO(CH2)7CH═CHC6H13-n

364

COC16H33-n

COC16H33-n

H

COCH═CH2

365

COC16H33-n

COC16H33-n

H

COCH2CH═CH2

366

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

SO3H

367

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

PO3H2

368

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

glucosyl

369

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

mannosyl

370

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

galactosyl

371

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

COCH3

372

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

COC3H7-i

373

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

COC17H35-n

374

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

COC16H33-n

375

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

COC18H37-n

376

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

CO(CH2)7CH═CHC6H13-n

377

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

COCH═CH2

378

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

H

COCH2CH═CH2

379

SO3H

SO3H

SO3H

SO3H

380

SO3H

SO3H

SO3H

PO3H2

381

SO3H

SO3H

SO3H

glucosyl

382

SO3H

SO3H

SO3H

mannosyl

383

SO3H

SO3H

SO3H

galactosyl

384

SO3H

SO3H

SO3H

COCH3

385

SO3H

SO3H

SO3H

COC3H7-i

386

SO3H

SO3H

SO3H

COC17H35-n

387

SO3H

SO3H

SO3H

COC16H33-n

388

SO3H

SO3H

SO3H

COC18H37-n

389

SO3H

SO3H

SO3H

CO(CH2)7CH═CHC6H13-n

390

SO3H

SO3H

SO3H

COCH═CH2

391

SO3H

SO3H

SO3H

COCH2CH═CH2

392

PO3H2

PO3H2

PO3H2

SO3H

393

PO3H2

PO3H2

PO3H2

PO3H2

394

PO3H2

PO3H2

PO3H2

glucosyl

395

PO3H2

PO3H2

PO3H2

mannosyl

396

PO3H2

PO3H2

PO3H2

galactosyl

397

PO3H2

PO3H2

PO3H2

COCH3

398

PO3H2

PO3H2

PO3H2

COC3H7-i

399

PO3H2

PO3H2

PO3H2

COC17H35-n

400

PO3H2

PO3H2

PO3H2

COC16H33-n

401

PO3H2

PO3H2

PO3H2

COC18H37-n

402

PO3H2

PO3H2

PO3H2

CO(CH2)7CH═CHC6H13-n

403

PO3H2

PO3H2

PO3H2

COCH═CH2

404

PO3H2

PO3H2

PO3H2

COCH2CH═CH2

405

glucosyl

glucosyl

glucosyl

SO3H

406

glucosyl

glucosyl

glucosyl

PO3H2

407

glucosyl

glucosyl

glucosyl

glucosyl

408

glucosyl

glucosyl

glucosyl

mannosyl

409

glucosyl

glucosyl

glucosyl

galactosyl

410

glucosyl

glucosyl

glucosyl

COCH3

411

glucosyl

glucosyl

glucosyl

COC3H7-i

412

glucosyl

glucosyl

glucosyl

COC17H35-n

413

glucosyl

glucosyl

glucosyl

COC16H33-n

414

glucosyl

glucosyl

glucosyl

COC18H37-n

415

glucosyl

glucosyl

glucosyl

CO(CH2)7CH═CHC6H13-n

416

glucosyl

glucosyl

glucosyl

COCH═CH2

417

glucosyl

glucosyl

glucosyl

COCH2CH═CH2

418

COC16H33-n

COC16H33-n

COC16H33-n

SO3H

419

COC16H33-n

COC16H33-n

COC16H33-n

PO3H2

420

COC16H33-n

COC16H33-n

COC16H33-n

glucosyl

421

COC16H33-n

COC16H33-n

COC16H33-n

mannosyl

422

COC16H33-n

COC16H33-n

COC16H33-n

galactosyl

423

COC16H33-n

COC16H33-n

COC16H33-n

COCH3

424

COC16H33-n

COC16H33-n

COC16H33-n

COC3H7-i

425

COC16H33-n

COC16H33-n

COC16H33-n

COC17H35-n

426

COC16H33-n

COC16H33-n

COC16H33-n

COC16H33-n

427

COC16H33-n

COC16H33-n

COC16H33-n

COC18H37-n

428

COC16H33-n

COC16H33-n

COC16H33-n

CO(CH2)7CH═CHC6H13-n

429

COC16H33-n

COC16H33-n

COC16H33-n

COCH═CH2

430

COC16H33-n

COC16H33-n

COC16H33-n

COCH2CH═CH2

431

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

SO3H

432

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

PO3H2

433

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

glucosyl

434

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

mannosyl

435

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

galactosyl

436

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COCH3

437

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC3H7-i

438

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC17H35-n

439

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC16H33-n

440

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COC18H37-n

441

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

442

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COCH═CH2

443

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

COCH2CH═CH2

TABLE 2

Compound #

R5

R6

444

H

H

445

SO3H

H

446

PO3H2

H

447

glucosyl

H

448

mannosyl

H

449

galactosyl

H

450

COCH3

H

451

COC3H7-i

H

452

COC17H35-n

H

453

COC16H33-n

H

454

COC18H37-n

H

455

CO(CH2)7CH═CHC6H13-n

H

456

COCH═CH2

H

457

COCH2CH═CH2

H

458

H

SO3H

459

H

PO3H2

460

H

glucosyl

461

H

mannosyl

462

H

galactosyl

463

H

COCH3

464

H

COC3H7-i

465

H

COC17H35-n

466

H

COC16H33-n

467

H

COC18H37-n

468

H

CO(CH2)7CH═CHC6H13-n

469

H

COCH═CH2

470

H

COCH2CH═CH2

471

SO3H

SO3H

472

SO3H

PO3H2

473

SO3H

glucosyl

474

SO3H

mannosyl

475

SO3H

galactosyl

476

SO3H

COCH3

477

SO3H

COC3H7-i

478

SO3H

COC17H35-n

479

SO3H

COC16H33-n

480

SO3H

COC18H37-n

481

SO3H

CO(CH2)7CH═CHC6H13-n

482

SO3H

COCH═CH2

483

SO3H

COCH2CH═CH2

484

PO3H2

SO3H

485

PO3H2

PO3H2

486

PO3H2

glucosyl

487

PO3H2

mannosyl

488

PO3H2

galactosyl

489

PO3H2

COCH3

490

PO3H2

COC3H7-i

491

PO3H2

COC17H35-n

492

PO3H2

COC16H33-n

493

PO3H2

COC18H37-n

494

PO3H2

CO(CH2)7CH═CHC6H13-n

495

PO3H2

COCH═CH2

496

PO3H2

COCH2CH═CH2

497

glucosyl

SO3H

498

glucosyl

PO3H2

499

glucosyl

glucosyl

500

glucosyl

mannosyl

501

glucosyl

galactosyl

502

glucosyl

COCH3

503

glucosyl

COC3H7-i

504

glucosyl

COC17H35-n

505

glucosyl

COC16H33-n

506

glucosyl

COC18H37-n

507

glucosyl

CO(CH2)7CH═CHC6H13-n

508

glucosyl

COCH═CH2

509

glucosyl

COCH2CH═CH2

510

COC16H33-n

SO3H

511

COC16H33-n

PO3H2

512

COC16H33-n

glucosyl

513

COC16H33-n

mannosyl

514

COC16H33-n

galactosyl

515

COC16H33-n

COCH3

516

COC16H33-n

COC3H7-i

517

COC16H33-n

COC17H35-n

518

COC16H33-n

COC16H33-n

519

COC16H33-n

COC18H37-n

520

COC16H33-n

CO(CH2)7CH═CHC6H13-n

521

COC16H33-n

COCH═CH2

522

COC16H33-n

COCH2CH═CH2

523

CO(CH2)7CH═CHC6H13-n

SO3H

524

CO(CH2)7CH═CHC6H13-n

PO3H2

525

CO(CH2)7CH═CHC6H13-n

glucosyl

526

CO(CH2)7CH═CHC6H13-n

mannosyl

527

CO(CH2)7CH═CHC6H13-n

galactosyl

528

CO(CH2)7CH═CHC6H13-n

COCH3

529

CO(CH2)7CH═CHC6H13-n

COC3H7-i

530

CO(CH2)7CH═CHC6H13-n

COC17H35-n

531

CO(CH2)7CH═CHC6H13-n

COC16H33-n

532

CO(CH2)7CH═CHC6H13-n

COC18H37-n

533

CO(CH2)7CH═CHC6H13-n

CO(CH2)7CH═CHC6H13-n

534

CO(CH2)7CH═CHC6H13-n

COCH═CH2

535

CO(CH2)7CH═CHC6H13-n

COCH2CH═CH2

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

Substance (A)

20 parts

White carbon

20 parts

Diatomaceous earth

52 parts

Sodium alkyl sulfate

 8 parts



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

Formulation Example 2

Emulsifiable Concentrate

Substance (A)

20 parts

Xylene

55 parts

Dimethylformamide

15 parts

Polyoxyethylene phenyl ether

10 parts



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

Formulation Example 3

Granular formulation

Substance (A)

10 parts

Talc

37 parts

Clay

36 parts

Bentonite

10 parts

Sodium alkyl sulfate

 7 parts



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

Formulation Example 4

Flowable Formulation

Substance (A)

10

parts

Polyoxyethylene aryl phenyl ether

2

parts

Dialkyl sulfosuccinate sodium salt

0.5

part

Glycerin

5

parts

Xanthan gum

0.3

part

Water

82.2

parts



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

Formulation Example 5

Water Dispersible Granule

Substance (A)

30 parts

Inorganic carrier

70 parts



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 Tomato

N,N-dimethylformamide based solutions were prepared according to the formulations shown in Table 3 to give chemical solutions for the tests.

Tomato (breed: Momotaro) grown up to the 2.5 leaf stage in a greenhouse was prepared.

The above chemical solution was sprayed to the stem and leaf parts of the above tomato nursery plants in a sufficient amount, and then air dried. They were allowed to grow at 30° C. for 2 days under conditions of 16 hours under a daylight condition and 8 hours under a dark condition. Then, they were allowed to grow for 6 days under conditions of 16 hours under a daylight condition at 40° C. and 8 hours under a dark condition at 30° C.

Subsequently, a degree of leaf browning and growth inhibition were observed to investigate states of high temperature injury.

Disorders were evaluated by 11 levels of disorder indices from 0 (no disorders) to 10 (withering to death).

High temperature injury relief percentages as compared with a region treated with solvent DMF only (Chemical solution 3) were computed by the following formula.



High temperature injury relief percentage=((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 Table 3.

TABLE 3

Chemical solution

1

2

3

Substance(A) [Conc. ppm]

800

0

0

ascorbyl palmitate

Agric. chemical [Conc. ppm]

0

40

0

Pyraclostrobin

relief percents of high-

57

35

0

temperature injury (%)

Test Example 2

Evaluation Test for Relief Effects of High Temperature Injury on Cherry Tomato

Cherry tomato (breed; Regina, 5 reprications) grown in a greenhouse was prepared.

On August 24 at the first inflorescence anthesis, 0.15% of 4-chlorophenoxyacetic acid was sprayed, and a water dispersible granule of 30% ascorbyl palmitate in an amount described in Table 4 was further applied at the plant foot at intervals of seven days. All fruits were harvested on September 28, and the color of a fruit (classified into red and green), the weight of a fruit, and the number of fruits were investigated to calculate the weight per fruit and the percentage of red fruits (%).

The results are shown in Table 4.

TABLE 4

Substance(A)

no

ascorbyl palmitate

treatment

dosage(g/stock)

0.5

0.1

yield

Total weight of fruits(g)

342

304

262

Total number of fruits

33

32

38

weight per fruit(g/fruit)

10.4

9.5

6.9

vs. no treatment region(%)

151

138

100

color

Number of red fruits

29

19

16

of

Number of green fruits

4

13

22

fruit

Percents of red fruits(%)

88

59

42

vs. no treatment region(%)

209

141

100

Test Example 3

Evaluation Test for Relief Effects of Low Temperature Injury on Cucumber

N,N-dimethylformamide based solutions were prepared according to the formulations shown in Tables 5 to give chemical solutions for the tests.

Cucumber nursery plants (breed: Sagamihanjiro) grown up to the 1.5 leaf stage in a greenhouse was prepared.

The above chemical solution was sprayed to the stem and leaf parts of the above cucumber nursery plants in a sufficient amount, and then air dried. They were allowed to grow at 25° C. for 2 days under conditions of 16 hours under a daylight condition and 8 hours under a dark condition. Then, they were allowed to grow for 9 days under conditions of 16 hours under a daylight condition at 10° C. and 8 hours under a dark condition at 7° C.

Subsequently, a degree of leaf browning and outgrowth inhibition were observed to investigate states of low temperature injury.

Disorders were evaluated by 11 levels of disorder indices from 0 (no disorders) to 10 (withering to death).

Low temperature injury relief percentages as compared with a region treated with solvent DMF only (Chemical solution 3) were computed by the following formula.



Low temperature injury relief percentage=((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 5.

TABLE 5

Chemical solution

1

2

3

Substance(A)[Conc. ppm]

800

0

0

ascorbyl palmitate

Agric. chemical[Conc. ppm]

0

40

0

Pyraclostrobin

relief percents of low-

25

19

0

temperature injury(%)

Test Example 4

Evaluation Test for Relief Effects of Low Temperature Injury on Eggplant

Eggplant (breed: Senryo 2 gou, 3 reprications) 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 to a concentration described in Table 6, 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., and then allowed to grow 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 after the spray treatment.

Disorders were evaluated by 4 levels of disorder indices of 0 (no color change), 1 (discolored up to ¼ of the whole), 2 (discolored up to ½ of the whole), 3 (discolored at ½ or more of the whole) with reference to the area of a discolored portion in an expanded leaf after treatment.



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 6.

TABLE 6

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of low-

13.0

13.0

0.0

temperature injury(%)

Test Example 5

Evaluation Test for Relief Effects of Low Temperature Injury on Tomato

Tomato (breed: Reiyo, 4 reprications) grown up to the 3.5 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 to 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 transferred to the outside of the greenhouse at an average temperature of 0.5° C. during night to investigate a degree of low temperature injury on the next morning.

Disorders were evaluated by 5 levels of disorder indices of 0 (no disorder) to 4 (complete withering). From this, disorder relief percentages were computed by the following formula.



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

The results are shown in Table 7.

TABLE 7

Chemical solution

6

5

3

Substance(A)[Conc. ppm]

500

0

0

ascorbyl palmitate

Agric. chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of low-

100

25

0

temperature injury(%)

Test Example 6

Evaluation Test for Relief Effects of High Temperature Injury on Eustoma grandiflorum

Eustoma grandiflorum (breed: King of Snow) grown at a temperature of 22° C. and 16 hours under dark condition in a cell tray in the room was prepared. When an appropriately half were sprouted after seeding, a water dispersible granule of 30% ascorbyl palmitate was diluted with distilled water to a predetermined concentration, and the diluted solution was sprayed on the whole nursery plants in a sufficient amount. Subsequently, spraying by the same method was performed two times a week for the total of 10 times including the first application. Meanwhile, they were transferred to under conditions of 16 hours under a daylight condition at 35° C. and 8 hours under a dark condition at 15° C. at the expansion stage of a pair of true leaves 3 weeks after seeding, and allowed to grow for 2 weeks. Further, they were transferred to in a glass greenhouse and allowed to grow. Then naturalization was performed upon the expansion stage of two pairs of true leaves 8 week after seeding, and continuously allowed to grow in the greenhouse. Subsequently, the number of those bloomed out of the bolting plants was investigated.

The results are shown in Table 8.

TABLE 8

Chemical solution

7

8

Substance(A)[Conc. ppm]

600

0

ascorbyl palmitate

Number of bolting plants

16

14

Number of bloomed plants

12

5

Percents of bloomed plants(%)

75.0

35.7

Test Example 7

Evaluation Test for Relief Effects of Strong Light Injury on Tomato

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

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

For disorder, a 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, disorder relief percentages were computed by the following formula.



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.

TABLE 9

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of

50

40

0

strong light injury (%)

Test Example 8

Evaluation Test for Relief Effects of Phytotoxicity on Tomato

N,N-dimethylformamide based solutions were prepared according to the formulations shown in Table 10 to give chemical solutions for the tests.

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

The above chemical solution was sprayed to the stem and leaf parts of the above tomato nursery plants in an amount of liquid dropping, and then air dried. They were allowed to grow for 7 days under the average temperature and humidity conditions on March in Japan.

Subsequently, phytotoxicity such as a degree of leaf browning and outgrowth inhibition was investigated.

Phytotoxicity was evaluated by 11 levels of phytotoxicity indices of 0 (with no disorder) to 10 (withering to death).

Chemical poisoning injury relief percentages as compared with a region treated with solvent DMF only were computed by the following formula.



Chemical poisoning injury 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 10.

TABLE 10

Chemical solution

9

10

11

12

13

14

15

16

Substance (A) [Conc. ppm]

800

800

0

0

800

800

0

0

ascorbyl palmitate

Agric. chemical [Conc. ppm]

Fluazinam

200

100

200

100

0

0

0

0

Azoxystrobin

0

0

0

0

200

100

200

100

phytotoxicity index

4

2

6

6

4

3

6

5

relief percents

33

67

0

0

33

40

0

0

of phytotoxicity (%)

Test Example 9

Test for Green Color Maintenance Effects (Relief of High Temperature Injury) on Wheat

Wheat (breed, Norin No. 61, 15 plants/m2/region, 2 reprications) grown in the field was used. A water dispersible granule of 30% ascorbyl palmitate in an amount described in Table 11 was applied to the plant foot 4 times at intervals of seven days from the next day of the ear emergence day in August. The leaf color index of top 4 to 5 leaves of each plant in a treatment region was investigated on September 6 to evaluate maintenance effects of leaf color as compared with that in the untreated region.

Leaf color was evaluated by 4 levels of leaf color indices of 1 (discolored at ¼ or less of the whole), 2 (discolored at ½ or less of the whole) and 3 (discolored at ¾ or more of the whole). From this, the mean leaf color index, and green color maintenance effects were computed by the following formula.



Green color maintenance effect=(leaf color index of untreated region)−(leaf color index of each treatment region))/(leaf color index of untreated region)×100

The results are shown in Table 11.

TABLE 11

Substance(A)

no

ascorbyl palmitate

treatment

appl. amount (g/m2)

1.5

mean leaf color index

1.5

2.0

Green color maintenance effect(%)

25.0

0.0

Test Example 10

Evaluation Test for Relief Effects of Submergence Disorder on Cucumber

Cucumber (breed: Sagamihanjirohushinari, 2 reprications) 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 to a predetermined concentration, and the diluted solution was sprayed in a sufficient amount. They were subjected to flood conditions up to immediately below the cotyledon from 2 days after the spray treatment, 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 spray treatment. 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 12.

TABLE 12

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. Chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of flood

31.9

61.7

0.0

injury in aerial part(%)

relief percents of flood

41.5

39.0

0.0

injury in root(%)

Test Example 11

Evaluation Test for Relief Effects of Flood Injury on Soybean

Soybean (breed: Enrei, 2 reprications) 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 to a predetermined concentration, and the diluted solution was sprayed in a sufficient amount. They were subjected to flood conditions up to immediately below the cotyledon from 2 days after the spray treatment, 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 spray treatment. 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 13.

TABLE 13

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. Chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of flood

2.8

0.0

0.0

injury in aerial part(%)

relief percents of flood

20.4

3.2

0.0

injury in root(%)

Test Example 12

Evaluation Test for Relief Effects of Acidity Problem on Cucumber

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

A water dispersible granule of 30% ascorbic acid palmitate and pyraclostrobin adjusted to 40% with N,N-dimethylformamide were diluted with tap water to a predetermined concentration, 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 spray treatment, and the above cucumber was continuously allowed to grow hydroponically. Leaf stage of the cucumber was investigated 17 days after the spray treatment. From this, disorder 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 14.

TABLE 14

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. Chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of acidity

15.6

15.6

0.0

problem(%)

Test Example 13

Evaluation Test for Relief Effects of Acidity Problem on Soybean

Soybean (breed: Enrei, 2 reprications) 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 predetermined concentration, 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 spray treatment, and the above soybean was continuously allowed to grow hydroponically. Disorder in the soybean was investigated at the elapsed time of 11 days after the spray treatment.

For disorder, a 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 15.

TABLE 15

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. Chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of acidity

43.8

12.5

0.0

problem(%)

Test Example 14

Evaluation Test for Relief Effects of Salt Injury on Cucumber

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

A water dispersible granule of 30% ascorbic acid palmitate and pyraclostrobin adjusted to 40% with N,N-dimethylformamide were diluted with tap water to a predetermined concentration, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. After air dried, they were cultivated with normal irrigation in a greenhouse. Then, the irrigation conditions were changed to 0.1% aqueous sodium chloride solution in 2 cm depth from 2 days after the spraying, and cultivated up to 11 days after the spray treatment. Then the raw weights of an aerial part and a root part were each measured. From this, injury relief percentages were computed by the following formula.



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 16.

TABLE 16

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. Chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of salt

8.8

45.6

0.0

injury in aerial part(%)

relief percents of salt

16.0

20.0

0.0

injury in root(%)

Test Example 15

Evaluation Test for Relief Effects of Salt Injury on Soybean

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

A water dispersible granule of 30% ascorbic acid palmitate and pyraclostrobin adjusted to 40% with N,N-dimethylformamide were diluted with tap water to a predetermined concentration, and the diluted solution was sprayed over the whole nursery plants in a sufficient amount. After air dried, they were cultivated with normal irrigation in a greenhouse. Then, the irrigation conditions were changed to 0.1% aqueous sodium chloride solution in 2 cm depth from 2 days after the spraying, and cultivated up to 11 days after the spray treatment. Then the raw weights of an aerial part and a root part were each measured. From this, injury relief percentages were computed by the following formula.



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 17.

TABLE 17

Chemical solution

4

5

3

Substance(A)[Conc. ppm]

1000

0

0

ascorbyl palmitate

Agric. Chemical[Conc. ppm]

0

50

0

Pyraclostrobin

relief percents of salt

20.4

3.2

0.0

injury in aerial part(%)

relief percents of salt

22.2

2.5

0.0

injury in root(%)

Test Example 16

Test for Symptom Relief Effects Against Tomato Yellow Leaf Curl Virus Disease

N,N-dimethylformamide based solutions were prepared according to the formulations shown in Table 18 to give chemical liquids for the tests.

Tomato nursery plants (breed: Momotaro) grown up to the 8 leaf stage in a greenhouse were prepared.

Tomato nursery plants suffering from tomato yellow leaf curl virus (TYLCV) were used as inoculation sources.

A diseased plant was obliquely cut in round slices at the stem, and graft-inoculated to a tomato nursery plant. In order to prevent dryness, parafilm was wrapped around the grafted portion for protection.

After the graft inoculation, the above chemical solution was sprayed on the stem and leaf part of the tomato nursery plant in a sufficient amount. Then, the above chemical solution was sprayed 3 times at intervals of about one week in a sufficient amount. Symptoms of tomato yellow leaf curl disease were investigated at an elapsed time of 25 days.

Symptoms were evaluated by 5 levels of onset indices of 0 (with no onset) to 4 (fulminant).

Onset inhibition percentages as compared with a region treated with solvent DMF only (Chemical solution 3) were computed by the following formula.



Onset inhibition percentage=(onset index of region treated with solvent only)−(onset index of each treatment region))/(onset index of region treated with solvent only)×100

Further, the expectation values of onset inhibition percentages were computed based on the Colby's equation.

The Colby's equation is E=M+N−MN/100. In the equation, E represents the expectation value of an onset inhibition percentage (%), and M represents an onset inhibition percentage (%) calculated from measurements when the substance (A1) is used alone, and N represent an onset inhibition percentage (%) calculated from measurements when the substance (A2) is used alone. The results are shown in Table 18.

TABLE 18

Chemical solution

17

4

6

18

3

Substance(A1)[Conc. ppm]

500

0

0

500

0

Ascorbyl glucoside

Substance(A2)[Conc. ppm]

500

1000

500

0

0

ascorbyl palmitate

Onset percentage(%)

10

20

30

40

50

Onset inhibition

80

60

40

20

0

percentage(%)

Expectation value(%)

52

60

40

20

0

Test Example 17

Tests for Relief Effects of Disease Stress on Rice Plant

Nursery plants of rice (breed: Koshihikari, 10 reprications) were prepared. A water dispersible granule of 30% ascorbyl palmitate and pyraclostrobin adjusted to 5% with N,N-dimethylformamide were diluted with tap water to a predetermined concentration, and these were sprayed over the whole nursery plants in a sufficient amount, and then air dried. They were inoculated with Pyricularia oryzae on the next day. The number of rice blast 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 19.

[Table 19]

TABLE 19

Chemical solution

19

20

3

Substance(A)[Conc. ppm]

50

0

0

ascorbyl palmitate

Agric. Chemical[Conc. ppm]

0

5

0

Pyraclostrobin

Number of lesion spots

30

10

33

Preventive value(%)

9

70

0

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