Allergen-reducing composition

JP7630811B2Active Publication Date: 2025-02-18SC ENVIRONMENTAL SCI
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Patent Information

Application Number
JP2020144095
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2020-08-28
Publication Date
2025-02-18
Estimated Expiration
2040-08-28

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Abstract

To provide a composition for reduced allergen that can give an excellent allergen reduction effect to coating agents such as paint, plastic, wall paper, fiber or the like.SOLUTION: A composition for reduced allergen containing ellagic acid or hexahydroxydiphenic acid is used to reduce allergens such as mites and cedar pollen.SELECTED DRAWING: None
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Description

[Technical field]

[0001] The present invention relates to an allergen-reducing composition. [Background technology]

[0002] In recent years, allergens such as house dust mites, such as Dermatophagoides farinae and Dermatophagoides pteronyssinus, and pollens, such as cedar pollen and cypress pollen, have been known to cause allergic diseases, such as asthma and atopic dermatitis. These allergens are present in textile products, such as clothing, curtains, and bedding covers. Therefore, allergen-reducing compositions that inactivate allergens have been developed.

[0003] Ellagic acid is said to be effective as a skin-whitening agent and an anti-cancer agent (Patent Documents 1 and 2), but it was not known to have an allergen-reducing effect. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] JP2003-81826A [Patent Document 2] JP2007-145836A Summary of the Invention [Problem to be solved by the invention]

[0005] An object of the present invention is to provide an allergen-reducing composition that exhibits excellent allergen-reducing effects.

[0006] The present invention was completed based on the discovery that ellagic acid, which has been known to have a whitening effect, also has an allergen reducing effect. (1) An allergen-reducing composition comprising one or more compounds selected from ellagic acid and hexahydroxydiphenate, (2) A processed product obtained by processing the allergen-reducing composition containing the above-mentioned ellagic acid or hexahydroxydiphenate.

[0007] According to the present invention, it is possible to provide an allergen-reducing composition that has an excellent allergen-reducing effect. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0008] Ellagic acid used in the allergen-reducing composition of the present invention is known as a type of natural polyphenol compound contained in plants such as pomegranate fruit, and can be obtained by extracting plants such as pomegranate fruit.

[0009] Ellagic acid can also be obtained by synthesizing a hexahydroxydiphenate salt through an oxidative coupling reaction between a gallic acid ester such as methyl gallate, ethyl gallate, or propyl gallate and an oxidizing agent, and then reacting the hexahydroxydiphenate salt with an acid.

[0010] The hexahydroxydiphenate used in the allergen-reducing composition of the present invention can be obtained as described above, or by dispersing ellagic acid in water and making the pH of the resulting dispersion alkaline with sodium hydroxide or the like, thereby hydrolyzing two ester moieties within the ellagic acid molecule.

[0011] The allergen-reducing composition of the present invention may be used as is, for example, one or more compounds selected from ellagic acid or hexahydroxydiphenate, or may be used in the form of a liquid or powder.

[0012] When the allergen-reducing composition of the present invention is used as a liquid preparation, the allergen-reducing composition of the present invention can be dispersed or dissolved in water, glycol-based compounds, petroleum-based compounds, alcohol-based compounds, glycol ether-based compounds, ketone-based compounds, amine-based compounds, etc.

[0013] Examples of glycol compounds include ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, polyethylene glycols having a molecular weight of 1000 or less, and polypropylene glycols having a molecular weight of 1000 or less. Examples of the petroleum-based compounds include linear or branched hydrocarbons having 6 to 12 carbon atoms and hydrocarbons having 6 to 16 carbon atoms and having an aromatic ring, examples of the alcohol-based compounds include ethanol, propyl alcohol, isopropyl alcohol, and butanol, examples of the glycol ether-based compounds include diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, and diethylene glycol monopropyl ether, examples of the ketone-based compounds include methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, and examples of the amine-based compounds include ethanolamine, triethanolamine, propanolamine, N-methylpyrrolidone, and N-ethylpyrrolidone. These compounds may be used alone or in combination of two or more.

[0014] When used as a liquid agent, one or more surfactants selected from nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants can be further blended. Nonionic surfactants or anionic surfactants are preferred. Examples of nonionic surfactants include polyoxyethylene alkyl phenyl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene alkyl ether, polyoxyethylene alkenyl ether, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, etc. Examples of anionic surfactants include alkyl benzene sulfonates, polyoxyethylene alkyl phenyl ether sulfates, dialkyl sulfosuccinates, etc. Examples of cationic surfactants include aliphatic amine salts and their quaternary ammonium salts, etc. Examples of amphoteric surfactants include betaine type surfactants, amino carboxylates, etc.

[0015] When the allergen-reducing composition of the present invention is used as a dust, it is mixed with clay, calcium carbonate, talc, silica, or the like.

[0016] The liquid or powder may be used together with a miticide, an antifungal agent, an antibacterial agent, a chelating agent, an antirust agent, a fragrance, a scale inhibitor, an antifoaming agent, an antistatic agent, a thickener, a fabric softener, a fabric softener, a deodorizer, a disinfectant, an insecticide, or an adhesive.

[0017] Examples of acaricides include pyrethroid compounds such as natural pyrethrins, fenothrin, and permethrin, organophosphorus compounds such as fenitrothion, malathion, fenthion, and diazinon, dicofol, chlorbenzilate, hexythiazox, tebufenpyrad, pyridaben, amidoflumet, benzyl alcohol, benzyl benzoate, phenyl salicylate, cinnamaldehyde, hyssop oil, and carrot seed oil.

[0018] Examples of antifungal or antibacterial agents include 5-chloro-N-methylisothiazolone, methylene bisthiocyanate, 2-bromo-2-nitropropane-1,3-diol, glutaraldehyde, iodopropynyl butylcarbamate, zinc salt of pyridinethiol-N-oxide, 1,2-benzisothiazolone, 1,2-dibromo-2,4-dicyanobutane, chlorhexidine gluconate, 2-isopropyl-5-methylphenol, 3-methyl-4-isopropylphenol, orthophenylphenol, methyl paraoxybenzoate, ethyl paraoxybenzoate, and propyl paraoxybenzoate. , butyl paraoxybenzoate, parachlorometaxylenol, parachlorometacresol, polylysine, benzalkonium chloride, didecyldimethylammonium chloride, Nn-butylbenzisothiazolone, N-octylisothiazolone, 2-(4-thiazolyl)benzimidazole, 2-methylbenzimidazolylcarbamate, tetrachloroisophthalonitrile, diiodomethylparatolylsulfone, parachlorophenyl-3-iodopropargylformal, 2,3,5,6-tetrachloro-4-(methylsulfonyl)pyridine, fatty acid glycerin esters, and hinokitiol.

[0019] The allergen-reducing composition of the present invention is used by being processed into coating agents such as paints, plastics, wallpaper, fibers, wood, concrete, metals, stone, glass, rubber, and the like. In addition to the above, a liquid agent containing the allergen-reducing composition of the present invention may be sprayed into space, or sprayed or applied to furniture such as chairs and sofas.

[0020] Examples of coating agents include water-based paints, oil-based paints, car wax, silicone-based coating agents, fluorine-based coating agents, etc. Examples of plastics include polyethylene, polypropylene, vinyl chloride, ABS resin, etc. Examples of wallpapers include polyvinyl chloride resin-based, polyolefin-based, paper-based, fiber-based, inorganic, etc.

[0021] The allergen-reducing composition of the present invention exhibits excellent allergen-reducing effects particularly in cleaning wet wipes, masks, filter materials, vacuum cleaner dust bags, clothing, interior items such as carpets, sofas, wallpaper and curtains, bedding such as futon coverings, futon covers, futon batting, sheets, pillowcases and mats, automobile parts such as car seats, car mats, ceiling materials and flooring materials, stuffed toys, etc., which all have such fibers as a base material.

[0022] Allergens that are reduced by the allergen-reducing composition of the present invention include allergens derived from mites in house dust, allergens derived from the hair and epithelium of pets such as dogs and cats, cockroaches, feathers, and mold, as well as pollen from cedar, mugwort, Japanese cypress, ragweed, and other plants, and natural rubber latex.

[0023] The allergen-reduced composition of the present invention will be described in more detail with reference to examples, but is not limited to these.

[0024] (Synthesis of Ellagic Acid) 1. 4 g of methyl gallate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) and 4 g of sodium bicarbonate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) were dissolved in 120 g of ion-exchanged water, and the solution was placed in a 200 mL measuring cylinder. Air was then bubbled through the solution at a flow rate of 1 L / min using an air pump for 6 hours to obtain a precipitate. 2. The precipitate was filtered off, suspended in a 10% aqueous sulfuric acid solution, and stirred for 40 minutes. The suspension was filtered off, washed with ion-exchanged water, and air-dried at 25°C to synthesize ellagic acid.

[0025] [Preparation of allergen-reduced composition] Example 1 An allergen-reduced composition of the present invention was prepared by adding 0.1 g of ellagic acid to 9.9 g of ion-exchanged water and shaking to obtain a 1% dispersion of ellagic acid.

[0026] Example 2 An allergen-reduced composition of the present invention was prepared by dissolving 0.1 g of ellagic acid in a mixture of 8 g of diethylene glycol monomethyl ether and 1.9 g of ion-exchanged water to give a 1% solution of ellagic acid.

[0027] Example 3 The allergen-reducing composition of the present invention was prepared by dispersing 0.1 g of ellagic acid in 9.5 g of ion-exchanged water, adding 0.4 g of 10% aqueous sodium hydroxide solution to dissolve the ellagic acid and obtaining a 1% solution of sodium hexahydroxydiphenate.

[0028] Example 4 The allergen-reducing composition of the present invention was prepared by dispersing 0.1 g of ellagic acid in 9.6 g of ion-exchanged water, adding 0.3 g of methyldiethanolamine (AMIETOL M12, Eastman Chemical Co.) to dissolve the ellagic acid and preparing a 1% solution of the methyldiethanolamine salt of hexahydroxydiphenic acid.

[0029] Example 5 The allergen-reduced composition of the present invention was prepared by dissolving 0.1 g of pomegranate ellagic acid (ellagic acid purity 90%, manufactured by Sabinsa Japan Corporation) in 8 g of N-methylpyrrolidone and 1.9 g of ion-exchanged water to prepare a 0.9% solution of ellagic acid.

[0030] [Test Example 1] Measurement of reduction rate of cedar pollen allergens 1. Cry j1 monoclonal antibody 013 (BioDynamics Institute, Inc.) diluted to 2 μg / mL with PBS (Fujifilm Wako Pure Chemical Industries, Ltd.) was added at 100 μL per well to an F16 MAXISORP NUNC-IMMUNO MODULE plate (NUNC Corporation) and left to stand at 4°C for one day. 2. After standing, the liquid was discarded and 200 μL of a blocking reagent {PBS containing 1% by weight bovine serum albumin (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.)} was added per well and the plate was left to stand at 37° C. for 60 minutes. 3. The liquid in the wells was discarded, and the plate was rinsed with PBS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.). 4. 1 mL of an allergen solution containing 12.5 ng / mL of cedar pollen allergen Cry j1 {a solution prepared with PBS-T (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) to give a concentration of 12.5 μg / mL} (hereinafter referred to as standard cedar pollen allergen solution) was mixed with 50 μL of a solution obtained by diluting the allergen-reduced composition of the present invention 10 times with ion-exchanged water. As a control, the standard cedar pollen allergen solution was mixed with 50 μL of ion-exchanged water. 5. These mixtures were dropped at 100 μL per well and allowed to stand at 37° C. for 60 minutes. 6. The liquid in the wells was discarded, and the plate was rinsed with PBS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.). 7. Peroxidase-labeled Cry j1 monoclonal antibody 053 (BioDynamics Institute, Inc.) was dissolved in distilled water to 200 μg / mL, and the solution was diluted 1,200-fold with PBS-T (Fujifilm Wako Pure Chemical Industries, Ltd.) containing 1% by weight bovine serum albumin. 100 μL of this solution was added per well and allowed to stand at 37°C for 60 minutes. 8. The liquid in the wells was discarded, and the plate was rinsed with PBS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.). 9. 6.5 mL of 0.2 mol / L phosphate buffer (pH 6.2) was mixed with ortho-phenylenediamine dihydrochloride (13 mg tablet, Fujifilm Wako Pure Chemical Industries, Ltd.) and 6.5 μL of 30% hydrogen peroxide solution, and 100 μL of the mixture was added per well and allowed to stand at 37° C. for 5 minutes. 50 μL of 10.2 mol / L aqueous sulfuric acid solution was added per well, and the absorbance (OD 490 nm) was measured using a microplate spectrophotometer (manufactured by Tecan Japan Co., Ltd.). 11. The Cry j1 concentration was determined from the absorbance, and the cedar pollen allergen reduction rate was calculated using formula (2).

[0031] Cedar pollen allergen reduction rate (%) = (12.5 - (Cry j1 amount)) / 12.5 x 100 (2)

[0032] Table 1 shows the Cry j1 concentration and the reduction rate of cedar pollen allergens.

[0033] Table 1 TIFF0007630811000001.tif53128

[0034] [Test Example 2] Measurement of mite allergen reduction rate 1. Anti-Der f2 monoclonal antibody 15E11 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) diluted to 2 μg / mL with PBS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added at 100 μL per well to an F16 MAXISORP NUNC-IMMUNO MODULE plate (manufactured by NUNC) and left to stand at 4°C for 3 days. 2. After standing, the liquid was discarded and 200 μL of a blocking reagent {PBS containing 1% by weight bovine serum albumin (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.)} was added per well and the plate was left to stand at 37° C. for 60 minutes. 3. The liquid in the wells was discarded, and the plate was rinsed with PBS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.). 4. 1 mL of an allergen solution containing the mite allergen Der f2 {a solution prepared with PBS-T (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) so that the protein amount converted to Der f2 was 900 ng / mL} was mixed with 25 μL of each of the allergen-reduced compositions of the present invention in Examples 3 to 5. As a control, 25 μL of ion-exchanged water was mixed in place of the allergen-reduced compositions of the present invention in Examples 3 to 5. 5. These mixtures were dropped at 100 μL per well and allowed to stand at 37° C. for 60 minutes. 6. The liquid in the wells was discarded, and the plate was rinsed with PBS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.). 7. Peroxidase-labeled anti-Der f2 monoclonal antibody 13A4 (manufactured by Fujifilm Wako Shibayagi Co., Ltd.) was dissolved at 200 μg / mL in PBS-T (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) containing 1 wt% bovine serum albumin, and then diluted 1,200-fold with PBS-T (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) containing 1 wt% bovine serum albumin. 8. 100 μL of a solution diluted 1,200 times was added to each well and allowed to stand at 37° C. for 60 minutes. 9. The liquid in the wells was discarded, and the plate was rinsed with PBS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.). 10. One tablet of ortho-phenylenediamine dihydrochloride (13 mg tablet, Fujifilm Wako Pure Chemical Industries, Ltd.) and 6.5 μL of 30% hydrogen peroxide were added to 6.5 mL of 0.2 mol / L phosphate buffer (pH 6.2), and the resulting solution was added in an amount of 100 μL per well and allowed to stand at 37°C for 3 minutes. 50 μL of 11.2 mol / L sulfuric acid solution was added per well, and the absorbance (OD 490 nm) was measured using a microplate spectrophotometer (Tecan Japan Co., Ltd.) The Der f2 protein concentration was calculated from the absorbance, and the mite allergen reduction rate was calculated using formula (1).

[0035] Mite allergen reduction rate (%) = (900 - (protein amount converted to Der f2)) / 900 x 100 (1)

[0036] Table 2 shows the Der f2 converted protein concentration and the allergen reduction rate.

[0037] Table 2 TIFF0007630811000002.tif53128

[0038] (Preparation of filters treated with allergen-reducing composition) The allergen-reducing composition of Example 4 was diluted 10-fold with ion-exchanged water, and 50 mL of the diluted solution was added to a 13 cm x 13 cm polypropylene nonwoven fabric (basis weight: 80 g / m 2 ) and squeezed to a squeezing rate of 100% (squeezing rate = (weight of fiber after immersion - weight of fiber before immersion) / weight of fiber before immersion x 100), and then heated and dried in a dryer at 105°C for 15 minutes to produce an allergen-reducing composition processed filter.

[0039] [Test Example 3] (Test on cedar pollen allergen reduction using filters treated with allergen-reducing composition) The allergen-reducing composition processed filter cut to 5cm x 5cm was placed in a zippered plastic bag, and 1mL of standard cedar pollen allergen liquid was added. After 1 hour, the cedar pollen allergen liquid was squeezed out of the zippered plastic bag, the squeezed cedar pollen allergen liquid was centrifuged, and the supernatant was used as cedar pollen allergen extract. The cedar pollen allergen extract was subjected to a cedar pollen allergen reduction test according to the procedure for measuring the cedar pollen allergen reduction rate described in [Test Example 1]. The results are shown in Table 3.

[0040] [Table 3] TIFF0007630811000003.tif22146 [Industrial Applicability]

[0041] The allergen-reducing composition of the present invention can reduce allergens such as mites and pollen. The allergen-reducing composition of the present invention can also be used as an allergen-reducing composition for imparting an allergen-reducing function to coating agents such as paints, plastics, wallpaper, fibers, etc.

Claims

1. An allergen-reducing composition comprising one or more compounds selected from ellagic acid or hexahydroxydiphenate, wherein the target allergen is at least one of cedar pollen and dust mites.

2. A processed product produced by processing the allergen-reducing composition according to claim 1.

Citation Information

Patent Citations

  • Method for removing allergen from environment and antiallergic composition

    JP1994279273A

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    JP2007145836A

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    JP2009274972A

  • Toxic substance removing material and toxic substance removing method

    JP2010030951A