Antivirals, disinfectants and cleaning agents

A combination of sulfur-containing reducing inorganic salts, acidic agents, and base agents, along with plant-derived polyphenols and ethanol, addresses skin irritation and sulfur odor issues, providing effective virus inactivation in proteinaceous environments.

JP7824745B2Active Publication Date: 2026-03-05セッツ株式会社
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Patent Information

Application Number
JP2021159431
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-09-29
Filing Date
2021-09-29
Publication Date
2026-03-05
Estimated Expiration
2041-09-29

AI Technical Summary

Technical Problem

Existing antiviral agents are highly irritating to the skin, pose safety concerns, and are ineffective in the presence of proteinaceous soiling, while also producing sulfur odors, limiting their usability in environments like food factories and households.

Method used

A combination of sulfur-containing reducing inorganic salts, acidic agents, and base agents at specific pH levels, along with plant-derived polyphenols and ethanol, enhances virus inactivation effects and suppresses skin irritation and sulfur odor.

Benefits of technology

The antiviral agent achieves effective virus inactivation in the presence of proteinaceous soils, reduces skin irritation, and minimizes sulfur odor, ensuring safety and usability in various settings.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an antiviral agent that exhibits a high antiviral effect in the presence of protein stains, achieves reduction in skin irritation and sulfur odor, and has high safety and usability, a disinfectant and a detergent.SOLUTION: An antiviral agent has following compositions (1)-(3): (1) a sulfur-containing reductive inorganic salt of 0.001 mass%-0.5 mass%, (2) an acid agent of 0.1 mass%-2.5 mass%, and (3) a basic agent of 0.01 mass%-0.9 mass%, has a pH of 4.1-8.0, and inactivates a non-enveloped virus.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to an antiviral agent, disinfectant, and cleaner that have excellent antiviral effects in the presence of protein stains, as well as reduced skin irritation and sulfur odor, and are safe and have an excellent feel when used. [Background technology]

[0002] In recent years, cases of infectious gastroenteritis and food poisoning caused by norovirus have been occurring frequently throughout the year, with peak outbreaks occurring from November to March. Norovirus is a non-enveloped RNA virus classified in the Caliciviridae family and Norovirus genus, and is highly resistant to alcohol (ethanol, isopropanol, etc.), cationic soap, heat, acid (gastric acid, etc.), and dryness. The incubation period for norovirus is thought to be one to two days, with primary symptoms being nausea, vomiting, and diarrhea, but may also include abdominal pain, headache, fever, chills, muscle pain, sore throat, and fatigue.

[0003] Oral infection is known to be one of the routes of norovirus infection, and infection occurs when food or water contaminated with the virus is orally ingested. Therefore, restaurants, cafeterias, factories, and other food preparation and processing facilities are required to take measures to prevent food, water, and equipment from becoming contaminated with the virus.

[0004] Norovirus is highly infectious, causing symptoms with as little as 10 to 100 viruses. Therefore, there is a need for antiviral agents that act directly on norovirus and reduce or eliminate its infectivity.

[0005] According to the Ministry of Health, Labor and Welfare, in order to inactivate norovirus, it is recommended that cooking utensils and the like be heated at 85°C for one minute and disinfected with 200 ppm sodium hypochlorite (see Non-Patent Document 1). However, inactivating norovirus by heating poses a problem of the heat resistance of the object being disinfected, and sodium hypochlorite is highly corrosive to metals, so its use may be limited. Furthermore, in places with a lot of organic soiling, such as kitchens, sodium hypochlorite may decompose, making it less effective.

[0006] Furthermore, sodium hypochlorite is difficult to apply to the human body due to the risk of damaging the skin and mucous membranes, and furthermore, it reacts with acid to generate toxic gas, so care must be taken when handling and using it. Under these circumstances, there is a strong demand for an antiviral agent that is easy to handle and can exert a sufficient inactivation effect even when sodium hypochlorite cannot be used.

[0007] On the other hand, there is no established method for culturing human norovirus using cells, and it is not possible to measure the infectivity titer. Therefore, it is common to use feline calicivirus (FCV) as a surrogate for human norovirus to verify the disinfection effect of antiviral agents (Non-Patent Document 1).

[0008] Furthermore, in actual use situations such as food factories and restaurants, viruses are often present in environments with proteinaceous soiling, and it is known that under such conditions antiviral agents are unable to fully exert their virus inactivation effects.

[0009] Various antiviral agents have been proposed so far as they are effective in the presence of protein stains (Patent Documents 1 and 2). [Prior art documents] [Patent documents]

[0010] [Patent Document 1] Patent No. 6339725 [Patent Document 2] Japanese Patent Application Publication No. 2018-197195 [Non-patent literature]

[0011] [Non-Patent Document 1] National Institute of Health Sciences "2015 Survey Report on Inactivation Conditions for Norovirus" Summary of the Invention [Problem to be solved by the invention]

[0012] The antiviral agents described above have a liquid pH of 2 to 4 (Patent Documents 1 and 2) and are highly irritating to the skin, posing safety and usability issues. Furthermore, many cases have been reported in which the use of such antiviral agents with strong skin irritation caused rough hands and inflammation. Antiviral agents are expected to be used in a wide range of settings, such as food factories, restaurants, ordinary households, and mass retailers, and by an unspecified number of users. Therefore, in addition to excellent virus inactivation effects, there is an increasing demand for excellent safety and usability that anyone can use with confidence.

[0013] An object of the present invention is to provide an antiviral agent that exhibits excellent virus inactivation effect in the presence of proteinaceous soil, suppresses skin irritation and sulfur odor, and exhibits excellent safety and usability, and to provide a disinfectant and a cleaner that use the antiviral agent. [Means for solving the problem]

[0014] The present inventors have conducted extensive research to solve the above-mentioned problems. As a result, they have found that combining a sulfur-containing reducing inorganic salt with an acidic agent exhibits excellent virus inactivation effects. Furthermore, they have also found that combining a base agent under specific pH conditions suppresses the sulfur odor despite the presence of a sulfur-containing reducing inorganic salt. Based on these findings and through further research, the present invention has achieved all three properties: excellent virus inactivation effects in the presence of proteinaceous soils, suppression of skin irritation, and suppression of the sulfur odor.

[0015] That is, the present invention provides the following aspects of the invention. Item 1. An antiviral agent having the following compositions (1) to (3), a pH of 4.1 to 8.0, and capable of inactivating non-enveloped viruses. (1) 0.001% by mass to 0.5% by mass of sulfur-containing reducing inorganic salts (2) 0.1% by mass to 2.5% by mass of an acid agent (3) 0.01% by mass to 0.9% by mass of the base agent Item 2. The antiviral agent according to Item 1, wherein the sulfur-containing reducing inorganic salt is at least one selected from the group consisting of sodium sulfite, sodium pyrosulfite, sodium hydrogensulfite, sodium hyposulfite, potassium sulfite, and potassium pyrosulfite. Item 3. The antiviral agent according to Item 1 or 2, wherein the acid agent is at least one selected from the group consisting of citric acid, lactic acid, malic acid, phosphoric acid, fumaric acid, ascorbic acid, succinic acid, and gluconic acid. Item 4. The antiviral agent according to any one of Items 1 to 3, wherein the base agent is at least one selected from the group consisting of a metal salt of the acid agent, and an alkali metal hydroxide, carbonate, and pyrophosphate. Item 5. The antiviral agent according to any one of Items 1 to 4, further comprising 0.001% by mass to 0.5% by mass of a plant-derived polyphenol. Item 6. The antiviral agent according to any one of Items 1 to 5, wherein the plant-derived polyphenol is at least one selected from the group consisting of flavanols, gallotannins, ellagitannins, and phlorotannins. Item 7. The antiviral agent according to any one of Items 1 to 6, wherein the plant extract containing plant-derived polyphenols includes at least one selected from the group consisting of grape seed extract, apple extract (apple polyphenols), walnut extract (walnut polyphenols), mangosteen extract, peanut seed coat extract, Mallotus japonicus extract, lychee extract, pomegranate extract, evening primrose extract, persimmon extract, cat's claw extract, and seaweed extract. Item 8. The antiviral agent according to any one of Items 1 to 7, further comprising 30% by mass to 80% by mass of ethanol. Item 9. The antiviral agent according to any one of Items 1 to 8, further comprising a glycerin fatty acid ester. Item 10. The antiviral agent according to any one of Items 1 to 9, wherein the non-enveloped virus is feline calicivirus. Item 11. A disinfectant comprising the antiviral agent according to any one of Items 1 to 10. Item 12. A cleaning agent comprising the antiviral agent according to any one of Items 1 to 10. [Effects of the Invention]

[0016] According to the present invention, by adopting the above-mentioned configuration, it is possible to provide an antiviral agent that exhibits excellent virus inactivation effect in the presence of proteinaceous soil, suppresses skin irritation and sulfur odor, and exhibits excellent safety and usability. Furthermore, according to the present invention, it is also possible to provide disinfectants and cleaners that use the antiviral agent. DETAILED DESCRIPTION OF THE INVENTION

[0017] The antiviral agent of the present invention, and the disinfectant and cleaning agent using the same, are described in detail below. In this specification, a numerical value connected with "~" means a numerical range including the numerical values ​​before and after "~" as the lower and upper limits. When multiple lower limits and multiple upper limits are listed separately, any lower limit and upper limit can be selected and connected with "~".

[0018] The antiviral agent of the present invention has the following compositions (1) to (3) (the total amount of the antiviral agent is taken as 100% by mass), and thereby exhibits excellent virus inactivation effect in the presence of proteinaceous soiling, exhibits excellent safety and usability, has a pH of 4.1 to 8.0, and inactivates non-enveloped viruses. (1) Sulfur-containing reducing inorganic salts: 0.001% or more (2) 0.1% by mass to 2.5% by mass of an acid agent (3) 0.01% by mass to 0.9% by mass of the base agent

[0019] The antiviral agent of the present invention exhibits excellent virus inactivation effects due to the inclusion of a sulfur-containing reducing inorganic salt and an acidic agent. The sulfur-containing reducing inorganic salt is a reducing inorganic salt that contains sulfur.

[0020] The sulfur-containing reducing inorganic salt is not particularly limited, but preferably includes sulfites. Specific examples of sulfites include sulfites such as sodium sulfite and potassium sulfite; pyrosulfites such as sodium pyrosulfite and potassium pyrosulfite; bisulfites such as sodium hydrogensulfite and potassium hydrogensulfite; and hyposulfites such as sodium hyposulfite and potassium hyposulfite. The sulfur-containing reducing inorganic salt contained in the antiviral agent of the present invention may be one type or two or more types.

[0021] In the antiviral agent of the present invention, the concentration (content) of the sulfur-containing reducing inorganic salt is preferably 0.001% by mass to 0.5% by mass, more preferably 0.005% by mass to 0.4% by mass, and even more preferably 0.01% by mass to 0.2% by mass.

[0022] The acid agent is not particularly limited, but preferred examples include citric acid, lactic acid, malic acid, phosphoric acid, fumaric acid, ascorbic acid, succinic acid, gluconic acid, tartaric acid, benzoic acid, sorbic acid, adipic acid, cinnamic acid, itaconic acid, ferulic acid, phytic acid, etc. The acid agent contained in the antiviral agent of the present invention may be one type or two or more types.

[0023] In the antiviral agent of the present invention, the concentration (content) of the acid agent is preferably 0.1% by mass to 2.5% by mass, more preferably 0.3% by mass to 2.0% by mass, and even more preferably 0.5% by mass to 1.8% by mass.

[0024] The antiviral agent of the present invention exhibits excellent virus inactivation effects in the presence of proteinaceous soils by adjusting the pH at 25°C to 8.0 or less, and can suppress skin irritation by adjusting the pH to 4.1 or more. Therefore, in order to achieve excellent virus inactivation effects in the presence of proteinaceous soils and suppress skin irritation, the pH is preferably 4.1 to 8.0, more preferably 4.1 to 5.5, and even more preferably 4.1 to 5.0.

[0025] The antiviral agent of the present invention has a pH of 4.1 or higher and contains a base agent, thereby being able to suppress the sulfurous odor derived from sulfur-containing reducing inorganic salts.

[0026] Examples of basic agents include metal salts of acidic agents such as citric acid, lactic acid, malic acid, phosphoric acid, fumaric acid, ascorbic acid, succinic acid, gluconic acid, tartaric acid, benzoic acid, sorbic acid, adipic acid, cinnamic acid, itaconic acid, ferulic acid, and phytic acid; alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; carbonates such as sodium carbonate, potassium carbonate, and sodium bicarbonate; and pyrophosphates such as sodium pyrophosphate. The antiviral agent of the present invention may contain one type of basic agent or two or more types of basic agents.

[0027] In the antiviral agent of the present invention, the concentration (content) of the base agent is not particularly limited, but from the viewpoint of suppressing salting out due to the inclusion of a large amount, it is preferably 0.01% by mass to 0.9% by mass, more preferably 0.01% by mass to 0.8% by mass, and even more preferably 0.01% by mass to 0.7% by mass.

[0028] From the viewpoint of further enhancing the effect against viruses, the antiviral agent of the present invention preferably further contains a plant-derived polyphenol.

[0029] Specific examples of plant-derived polyphenols include at least one of flavanols, gallotannins, ellagitannins, and phlorotannins.

[0030] In the antiviral agent of the present invention, the plant-derived polyphenol is not particularly limited as long as it exhibits antiviral activity, and examples thereof include flavanols (e.g., proanthocyanidin, procyanidin, catechin, epicatechin, etc.), gallotannins (e.g., pentagalloylglucose, etc.), ellagitannins (e.g., pedunculagin, tellimagrandin I, casuarinin, tellimagrandin II, rugosin C, etc.), and phlorotannins (e.g., phloroglucinol, etc.). The plant-derived polyphenol contained in the antiviral agent of the present invention may be one type or two or more types.

[0031] In the antiviral agent of the present invention, preferred specific examples of plant extracts containing polyphenols include grape seed extract, apple extract (apple polyphenols), walnut extract (walnut polyphenols), mangosteen extract, peanut seed coat extract, Mallotus japonicus extract, lychee extract, pomegranate extract, evening primrose extract, persimmon extract, cat's claw extract, and seaweed extract. These plant extracts contain polyphenols and exhibit antiviral activity. The antiviral agent of the present invention preferably contains at least one of grape seed extract, apple extract (apple polyphenols), walnut extract (walnut polyphenols), mangosteen extract, peanut seed coat extract, Mallotus japonicus extract, lychee extract, pomegranate extract, evening primrose extract, persimmon extract, cat's claw extract, and seaweed extract.

[0032] The grape seed extract is not particularly limited as long as it contains proanthocyanidins. The grape seed extract is a grape seed extract, and is an extract of grape seeds (particularly containing a polyphenol fraction). In the antiviral agent of the present invention, proanthocyanidins can be suitably contained as grape seed extract.

[0033] Proanthocyanidins are polymers (condensed tannins) of flavanols (catechin, epicatechin, etc.). Most naturally occurring proanthocyanidins are procyanidins. More specifically, proanthocyanidins contained in grape seed extracts are mainly small amounts of procyanidins represented by the following formula and their gallic acid esters. In the following formula, n is preferably about 1 to 12 (i.e., about a dimer to a tridecamer). In addition, 13 The average degree of polymerization measured by C-NMR analysis is preferably about 7 to 9. It is also preferable that proanthocyanidins of each degree of polymerization have a gallic acid ester structure in a ratio of about one.

[0034] [ka]

[0035] Specific examples of grape seeds include seeds of plants in the genus Vitis in the family Vitaceae, such as European grape (Vitis vinifera), American grape (Vitis labrusca), and Amur grape (Vitis amurensis), as well as plants in the genus Muscadine, such as Muscadine (Muscadinia rotundifolia). Grape seed extracts can be prepared by methods such as those described in JP-A-11-80148, in which grape seeds are extracted with a water-soluble organic solvent (e.g., ethanol) or a mixture of a water-soluble organic solvent and water under heating and reflux.

[0036] The grape seed extract may be extracted from the seeds of any variety of grape, such as white grapes, red grapes, or black grapes, as long as it contains proanthocyanidins. For example, grape seed extracts obtained by organic solvent extraction or other methods from grape seeds of various varieties, such as Chardonnay, Riesling, Koshu, Niagara, Neo-Muscat, Kyoho, Delaware, Muscat Berry A, Shiraha (Ricachteli), Ceressa, and Miratorgau, as well as Vitis vinifera, Vitis vinifera hybrids, and non-Vitis vinifera hybrids, are preferred. Commercially available grape seed extracts containing proanthocyanidins include those sold under the trade names "Gravinol SE" (proanthocyanidin content of 83% by mass or more) and "Gravinol N" (proanthocyanidin content of 38% by mass or more) by Kikkoman Biochemifa Corporation, and "PPBHQ" (proanthocyanidin content of 70% by mass or more) by Began Trading Co., Ltd.

[0037] The proanthocyanidin content in the grape seed extract is not particularly limited, but is preferably 50% by mass or more, more preferably 60% by mass or more, even more preferably 70% by mass or more, and even more preferably 80% by mass or more. The upper limit of the proanthocyanidin content in the grape seed extract is, for example, about 95% by mass.

[0038] Apple polyphenols are apple extracts, such as extracts (polyphenol fractions) of apple peel, apple fruit, or a mixture thereof. In the antiviral agent of the present invention, apple polyphenols can be suitably contained as apple extract.

[0039] Examples of extracting solvents for apple extract include water; alcohols such as methanol, ethanol, propanol, and butanol; polyhydric alcohols such as ethylene glycol, propylene glycol, butylene glycol, and glycerin; ketones such as acetone and methyl ethyl ketone; esters such as methyl acetate and ethyl acetate; ethers such as tetrahydrofuran and diethyl ether; halogenated hydrocarbons such as dichloromethane, dichloroethane, and chloroform; aliphatic hydrocarbons such as hexane and pentane; aromatic hydrocarbons such as toluene; polyethers such as polyethylene glycol; and organic solvents such as pyridines. These extracting solvents may be used alone or in combination of two or more. Among these, water, alcohol (e.g., ethanol), and aqueous alcohol (e.g., aqueous ethanol) are effective. That is, the apple extract is preferably a water extract, alcohol extract, or aqueous alcohol extract of apple. Only one type of apple extract may be used, or two or more types may be mixed together.

[0040] Apple polyphenols are readily available commercially, including products such as "Apple Polyphenol Powder" (trade name) from Frontier Foods, Inc., "ApplePhenon (registered trademark) Apple Phenon SH," "Apple Phenon (registered trademark) Apple Procyanidin" (procyanidin content of 18.4% by mass or more), and "ApplePhenon (registered trademark) Apple Phenon C-100" (trade name) from BGG Japan, Inc., "Apple Polyphenol" (polyphenol content of 98.0% by mass) (trade name) from Access One, Inc., and "Apple Extract Powder" (Vidya Japan, Inc.).

[0041] Components contained in apple polyphenols include procyanidins (condensed tannins), simple catechins such as (+)-catechin and (-)-epicatechin, phloridzin-type (chalcone) flavonoids, and phenolic acids, mainly chlorogenic acid.

[0042] Walnut polyphenols are polyphenol components contained in the seed coat (thin skin) of walnuts (Juglans regia L.) In the antiviral agent of the present invention, walnut polyphenols can be suitably contained as a walnut seed coat extract.

[0043] As the extraction solvent for walnut polyphenols, water, alcohol (e.g., ethanol), and aqueous alcohol (e.g., aqueous ethanol) are effective. That is, walnut polyphenols can be extracted from walnut seed coats in the form of a water extract, an alcohol extract, or an aqueous alcohol extract. The walnut polyphenol may be used alone or in combination of two or more kinds.

[0044] Walnut polyphenols are readily available commercially, such as Walnut Polyphenol-P10, Walnut Polyphenol-P30 (polyphenol content of 30.0% by mass or more), and Walnut Polyphenol-WSP10 (polyphenol content of 10.0% by mass or more) (all manufactured by Oryza Oil & Fat Chemical Co., Ltd.).

[0045] Walnut polyphenols are known to contain pedunculagin, tellimagrandin I, casuarinin, tellimagrandin II, and rugosin C.

[0046] Mangosteen extract is an extract of the peel of mangosteen (Garcinia mangostana).

[0047] As the extraction solvent for mangosteen extract, water, alcohol (e.g., ethanol), aqueous alcohol (e.g., aqueous ethanol), etc. are effective. That is, the mangosteen extract is preferably an aqueous extract, an alcohol extract, or an aqueous alcohol extract of mangosteen peel, etc. One type of mangosteen extract may be used alone, or two or more types may be mixed and used.

[0048] Commercially available mangosteen extract products are readily available, such as Mangosteen α20 (polyphenol content of 20.0% by mass or more) and Mangosteen Aqua (both manufactured by Nippon Shinyaku Co., Ltd.).

[0049] Various polyphenols such as xanthones, procyanidins, and catechins are known to be contained in mangosteen extract.

[0050] Peanut seed coat extract is an extract of the seed coat of peanuts (Arachis hypogaea).

[0051] As the extraction solvent for the peanut seed coat extract, water, alcohol (e.g., ethanol), aqueous alcohol (e.g., aqueous ethanol), etc. are effective. That is, the peanut seed coat extract is preferably an aqueous extract, an alcohol extract, or an aqueous alcohol extract of peanut seed coat. Only one type of peanut seed coat extract may be used, or two or more types may be mixed and used.

[0052] Peanut seed coat extract is readily available as a commercially available product, such as peanut seed coat extract powder (proanthocyanidin content of 38.0% by mass or more) (manufactured by Tokiwa Pharmaceutical Plant Chemical Research Institute Co., Ltd.).

[0053] It is known that peanut seed coat extract contains various polyphenols such as proanthocyanidins.

[0054] The Mallotus japonicus extract is an extract of the bark, leaves, roots, etc. of Mallotus japonicus, and is preferably an extract of the bark.

[0055] As the extracting solvent for Mallotus japonicus extract, water, alcohol (e.g., ethanol), aqueous alcohol (e.g., aqueous ethanol), etc. are effective. That is, the Mallotus japonicus extract is preferably an aqueous extract, an alcohol extract, or an aqueous alcohol extract of Mallotus japonicus resin, leaves, roots, etc. Only one kind of Mallotus japonicus extract may be used, or two or more kinds may be mixed and used.

[0056] Mallotus japonicus extract is readily available commercially, for example, as Mallotus japonicus extract powder (polyphenol content of 14.0% by mass or more) (manufactured by Nippon Powder Pharmaceuticals Co., Ltd.).

[0057] Various polyphenols are known to be contained in Mallotus japonicus extract, such as bergenin, geraniin, rutin, and corilagin.

[0058] Lychee extract is an extract of the seeds or fruit of the lychee (Litchi chinensis).

[0059] As the extraction solvent for lychee extract, water, alcohol (e.g., ethanol), hydroalcohol (e.g., hydroethanol), etc. are effective. That is, the lychee extract is preferably a water extract, an alcohol extract, or a hydroalcohol extract of lychee seeds or fruits. Only one type of lychee extract may be used, or two or more types may be mixed and used.

[0060] Commercially available lychee extract products are readily available, such as lychee seed extract-WSP (polyphenol content of 12.0% by mass or more) and lychee seed extract-P (both manufactured by Oryza Oil & Fat Chemical Co., Ltd.).

[0061] Various polyphenols are known to be contained in lychee extract, such as flavonoids (leucocyanidin, saponin, tannin), and anthocyanins (cyanidin glycoside, malvidin glycoside, etc.).

[0062] Pomegranate extract is an extract of the peel or flowers of the pomegranate (Punica granatum).

[0063] As the extraction solvent for pomegranate extract, water, alcohol (e.g., ethanol), hydroalcohol (e.g., hydroalcohol), etc. are effective. That is, the pomegranate extract is preferably a water extract, an alcohol extract, or a hydroalcohol extract of pomegranate peel or flower. Only one type of pomegranate extract may be used, or two or more types may be mixed and used.

[0064] Pomegranate extract is readily available commercially, for example, as pomegranate peel extract powder and pomegranate flower extract powder (polyphenol content of 40.0% by mass or more) (both manufactured by Koei Kogyo Co., Ltd.).

[0065] Various polyphenols such as tannins and anthocyanins are known to be contained in pomegranate extract.

[0066] Evening primrose extract is an extract of evening primrose (Oenothera tetraptera) seeds.

[0067] As the extraction solvent for evening primrose extract, water, alcohol (e.g., ethanol), aqueous alcohol (e.g., aqueous ethanol), etc. are effective. That is, the evening primrose extract is preferably an aqueous extract, an alcohol extract, or an aqueous alcohol extract of evening primrose seeds. Only one type of evening primrose extract may be used, or two or more types may be mixed and used.

[0068] Evening primrose extract is readily available as a commercially available product, such as Evening Primrose Extract-WSPS (polyphenol content of 50.0% by mass or more) and Evening Primrose Extract-P (polyphenol content of 60.0% by mass or more) (both manufactured by Oryza Oil & Fat Chemical Co., Ltd.).

[0069] Various polyphenols such as proanthocyanidins and pentagalloylglucose are known to be contained in evening primrose extract.

[0070] Persimmon extract is an extract of the juice of persimmons (the fruit of the persimmon tree).

[0071] As the extraction solvent for persimmon extract, water, alcohol (e.g., ethanol), and aqueous alcohol (e.g., aqueous ethanol) are effective. That is, the persimmon extract is preferably a water extract, an alcohol extract, or an aqueous alcohol extract of the juice of astringent persimmon. Only one type of persimmon extract may be used, or two or more types may be mixed and used.

[0072] Persimmon extract is readily available commercially, for example, as persimmon extract (tannin content of 3.0% by mass or more) (manufactured by Tomiyama Corporation).

[0073] Tannins are known to be polyphenols contained in persimmons.

[0074] Cat's claw extract is an extract of the wood and bark of cat's claw (Uncaria tomentosa).

[0075] As the extraction solvent for cat's claw extract, water, alcohol (e.g., ethanol), and hydroalcohol (e.g., hydroalcohol) are effective. That is, the cat's claw extract is preferably a water extract, an alcohol extract, or a hydroalcohol extract of the wood and bark of cat's claw. Only one type of cat's claw extract may be used, or two or more types may be mixed and used.

[0076] Cat's claw extract is readily available as a commercially available product, such as Cat's Claw Extract Powder (Nippon Funwa Yakuhin Co., Ltd.) or Bizen Cat's Claw Extract Powder (Bizen Kasei Co., Ltd.).

[0077] Various polyphenols such as proanthocyanidins and catechins are known to be contained in cat's claw extract.

[0078] Seaweed polyphenols are extracts of Ascophyllum nodosum, a member of the Fucus family.

[0079] As an extractant for Ascophyllum nodosum, water, alcohol (e.g., ethanol), and aqueous alcohol (e.g., aqueous ethanol) are effective. That is, the seaweed polyphenol is preferably a water extract, an alcohol extract, or an aqueous alcohol extract of Ascophyllum nodosum. Only one type of seaweed polyphenol may be used, or two or more types may be mixed and used.

[0080] Seaweed polyphenols are readily available commercially, such as Seaweed Polyphenol (polyphenol content of 75.0% by mass or more) (manufactured by Riken Vitamin Co., Ltd.).

[0081] Phloroglucinol is known to be one of the polyphenols contained in seaweed polyphenols.

[0082] In the antiviral agent of the present invention, the concentration of plant-derived polyphenols (content, meaning the total content if multiple types are used) is preferably 0.001% by mass or more, more preferably 0.005% by mass or more, and even more preferably 0.008% by mass or more. The upper limit of the plant-derived polyphenol concentration is not particularly limited, but is preferably 0.5% by mass or less, more preferably 0.3% by mass or less, and even more preferably 0.2% by mass or less. When grape seed extract, apple polyphenol, walnut polyphenol, mangosteen extract, peanut seed coat extract, Mallotus japonicus extract, lychee extract, pomegranate extract, evening primrose extract, or cat's claw extract is used as the plant-derived polyphenol, the concentration (content, meaning the total content if multiple types are used) of these polyphenols is preferably about 0.001 to 0.5% by mass, more preferably about 0.005 to 0.3% by mass, and even more preferably about 0.008 to 0.2% by mass. Furthermore, when persimmon tannin or seaweed polyphenols are used as plant-derived polyphenols, the concentration (content, meaning the total content if multiple types are used) of these polyphenols is preferably about 0.001 to 0.5 mass%, more preferably about 0.005 to 0.5 mass%, and even more preferably about 0.01 to 0.3 mass%.

[0083] The antiviral agent of the present invention can enhance the virus inactivation effect by containing ethanol.

[0084] The antiviral agent of the present invention has an ethanol concentration of 30% by mass or more, which enhances the virus inactivation effect, but higher concentrations increase the risk of ignition. Because the antiviral agent of the present invention is intended for use in a wide range of settings, including restaurants, food factories, and ordinary households, an ethanol concentration of 80% by mass or less is preferable for safe use. Therefore, in consideration of virus inactivation effect and safety, the ethanol concentration is preferably 30% by mass to 80% by mass, more preferably 40% by mass to 65% by mass, and even more preferably 45% by mass to 55% by mass.

[0085] In addition, glycerin fatty acid esters can be added to enhance the disinfecting power against general bacteria. Examples of glycerin fatty acid esters include glycerin monocaprate, glycerin monolaurate, glycerin monomyristate, glycerin monopalmitate, glycerin monostearate, glycerin monoisostearate, glycerin monooleate, and glycerin monobehenate; glycerin difatty acid esters such as glycerin distearate, glycerin diisostearate, and glycerin dioleate; and monoglyceride derivatives such as acetate monoglyceride, citrate monoglyceride, succinate monoglyceride, diacetyltartaric acid monoglyceride, and lactic acid monoglyceride. In the present invention, one or more of these can be selected and used. In terms of enhancing the disinfecting effect against general bacteria, it is preferable to use glycerin monofatty acid esters of fatty acids having 8 to 12 carbon atoms, such as glycerin monocaprylate, glycerin monocaprate, and glycerin monolaurate.

[0086] The concentration of the glycerin fatty acid ester is preferably 0.05% by mass to 0.30% by mass, more preferably 0.10% by mass to 0.25% by mass, and even more preferably 0.15% by mass to 0.20% by mass, from the viewpoints of disinfecting power and solubility in an aqueous solution.

[0087] The viruses to be inactivated by the antiviral agent of the present invention are at least one of feline calicivirus (FCV), human norovirus (HNV), and murine norovirus (MNV), and feline calicivirus is a particularly suitable virus to be inactivated.

[0088] The antiviral agent of the present invention may also contain general antiviral ingredients such as acyclovir, and general antibacterial ingredients such as phenoxyethanol, chlorhexidine gluconate, benzalkonium chloride, benzethonium chloride, cetylpyridinium chloride, alkyldiaminoethylglycine hydrochloride, and isopropylmethylphenol, within the scope of the present invention.

[0089] Furthermore, surfactants other than the above-mentioned glycerin fatty acid esters can be added to the antiviral agent of the present invention for the purpose of imparting cleansing properties and foaming properties, as long as the addition does not affect the stability of the composition, etc. Examples of surfactants that can be used include cationic surfactants such as primary to tertiary fatty amine salts, quaternary ammonium salts, and 2-alkyl-1-alkyl-1-hydroxyethylimidazolinium salts; alkyl betaine surfactants such as N,N-dimethyl-N-alkyl-N-carboxymethylammonium betaine; amino carboxylic acid surfactants such as N,N-dialkylamino alkylene carboxylic acids; alkyl sulfobetaine surfactants such as N,N,N-trialkyl-N-sulfo alkylene ammonium betaine; and imidazoline amphoteric surfactants such as 2-alkyl-1-hydroxyethyl-1-carboxymethylimidazolinium betaine. Furthermore, for the purposes of increasing foaming, improving formulation stability, flavoring, etc., water-soluble polymers such as gum arabic, carrageenan, sodium carboxymethylcellulose, hydroxycellulose, and sodium polyacrylate; sequestering agents such as sodium ethylenediaminetetraacetate, tripolyphosphate, and hexametaphosphate; inorganic salts such as sodium chloride, potassium chloride, and sodium sulfate; and flavorings may be added.

[0090] The antiviral agent of the present invention can be used as a disinfectant or a cleaner (sterilizing cleaner) as is, or by adding various carriers, other surfactants, bactericides, and other additives. That is, the disinfectant and cleaner of the present invention each contain the antiviral agent of the present invention.

[0091] The disinfectant or cleaner of the present invention can be provided in various forms, such as liquid, gel, or powder, but is preferably in the form of a liquid or a sheet impregnated with the liquid in order to act on a wide range of objects to be disinfected in a short period of time. The liquid disinfectant or cleaner can be provided as a lotion, spray, or the like, and can be filled into a bottle with a measuring cap, a trigger-type spray container, a squeeze-type or dispenser-type pump spray container, or the like, and used by spraying or atomizing. The liquid-impregnated disinfectant or cleaner sheet, or the disinfectant or cleaner liquid can be impregnated into paper, cloth, or the like, and filled into a container such as a bottle or bucket to be provided as a wet sheet.

[0092] The disinfectant or cleaner of the present invention can be widely used for disinfecting and sterilizing the inside of facilities such as hospital rooms, rooms, kitchens, bathrooms, washrooms, and toilets, as well as for disinfecting and sterilizing the inside of furniture such as tables, chairs, and bedding, and instruments, devices, and equipment such as tableware, cooking utensils, and medical supplies, and for disinfecting and sterilizing the inside of places where norovirus may be present or objects that may be contaminated with norovirus.

[0093] The disinfectant or cleaner of the present invention may be used in an amount sufficient to thoroughly wet the surface of the object to be disinfected. The time during which the disinfectant or cleaner of the present invention acts on the object to be disinfected may be short, and sufficient disinfection or sterilizing / cleaning effects can be obtained in 1 to 5 minutes. [Example]

[0094] The present invention will be described in detail below with reference to Examples and Comparative Examples. The values ​​of each component in Table 1 represent mass % unless otherwise specified. In addition, each component used in the Examples and Comparative Examples The details are as follows:

[0095] Sodium sulfite: Sodium sulfite (Shinshu Chemical Co., Ltd.) (100% concentration) Potassium pyrosulfite: Potassium pyrosulfite (Shinshu Chemical Co., Ltd.) (100% concentration) Sodium pyrosulfite: Sodium disulfite (Hayashi Pure Chemical Industries, Ltd.) (100% concentration) Sodium bisulfite: Sodium bisulfite (Fujifilm Wako Pure Chemical Industries, Ltd.) (100% concentration) Anhydrous citric acid: Liquid citric acid (Fuso Chemical Co., Ltd.) (50% concentration) Malic acid: Liquid malic acid (Fuso Chemical Co., Ltd.) (50% concentration) Lactic acid: Fermented lactic acid (CSM Japan Co., Ltd.) (concentration: 88%) Sodium citrate: Sodium citrate (Fuso Chemical Co., Ltd.) (100% concentration) Sodium carbonate: Dense ash (Tokuyama Corporation) (100% concentration) Sodium hydroxide: Fujifilm Wako Pure Chemical Industries, Ltd. (100% concentration) Grape seed extract: Gravinol SE (Kikkoman Biochemifa Corporation) (100% ingredient concentration) Glycerin monocaprate: Sunsoft 760 (Taiyo Kagaku Co., Ltd.) (100% ingredient concentration)

[0096] <Examples 1 to 13 and Comparative Examples 1 to 3> The components were mixed to obtain the composition shown in Table 1 to prepare an antiviral agent.

[0097] <Inactivation of feline calicivirus in the presence of proteinaceous soil> Using each of the antiviral agents obtained in Examples 1 to 13 and Comparative Examples 1 to 3, the feline calicivirus inactivation effect in the presence of proteinaceous soil was evaluated according to the following procedure. (a) The test virus solution was prepared by diluting the FCV-F9 strain in phosphate-buffered saline (PBS) at log 10 TCID 50 A suspension prepared so that the concentration was 6.0 to 8.0 / mL was used. (b) The above suspension was mixed with a 1:1 volumetric ratio of D-MEM solution containing 10% beef extract as a protein stain to prepare a virus solution containing 5 w / vol% beef extract. (c) The virus solution containing the above-mentioned 5 w / vol% beef extract (manufactured by Nacalai Tesque or MPBio) and each of the antiviral agents obtained in Examples 1 to 13 and Comparative Examples 1 to 3 were mixed in a volume ratio of 1:9 and suspended at 25°C for 60 seconds. This suspension was then added to D-MEM (2% fetal bovine serum solution = F2) in a volume ratio of 1:9 and suspended. (d) 100 μL of the above suspension was added to the diluent D-MEM (F0) to dilute it 10-fold, and this procedure was further repeated to prepare a 10-fold serial dilution series. (e) Feline kidney cells (CRFK cells) were cultured at 2 × 10 5 The concentration was adjusted to cells / mL, and 0.1 mL was dispensed into each well of a 96-well plate. The plate was cultured at 37°C and 5% CO2 for 3 hours or more to allow the cells to adhere to the plate. (f) 100 μL of the diluted solution in (d) was dispensed into each well of (e), and the cells were cultured at 37°C and 5% CO2 for 7 days. The presence or absence of CPE was observed, and the infectious titer was calculated using the TCID50 method.

[0098] The evaluation criteria were as follows: the difference in infectivity between PBS and each antiviral agent was used as the feline calicivirus inactivation effect, and was expressed as 0:3 (log 10 TCID 50 / mL) or more, ×3 (log 10 TCID 50 A decrease of less than 1 / mL was considered.

[0099] <Skin irritation> 0.5 mL to 1 mL of each of the antiviral agents obtained in Examples 1 to 13 and Comparative Examples 1 to 3 was rubbed into the area from the palm to the inner upper arm until the liquid dried, and a sensory evaluation was performed on the skin irritation for 30 minutes after drying.

[0100] The evaluation criteria were as follows: Five monitors were subjected to the above method, and the results were judged as follows: ◯: none of the five people felt any skin irritation; ×: at least one person felt irritation.

[0101] <Sulfur smell> Approximately 0.5 mL to 1.0 mL of each of the antiviral agents obtained in Examples 1 to 13 and Comparative Examples 1 to 3 was placed on the palm of the hand, and the liquid was rubbed between both hands. Once the liquid had mostly dried, the palm of the hand was smelled, and the presence or absence of a sulfurous odor was evaluated by sensory evaluation.

[0102] The evaluation criteria were as follows: the above method was performed on five monitors, and the evaluation was made as follows: ◯: none of the five people sensed a sulfur odor; ×: at least one person sensed a sulfur odor.

[0103] <Overall rating> If all three items - feline calicivirus inactivation effect in the presence of protein soil, skin irritation, and sulfur odor - are scored as "OK," the product is deemed "Pass" as an antiviral agent that exhibits excellent virus inactivation effect in the presence of protein soil, as well as excellent safety and usability. If even one of the three items is scored as "X," the product is deemed "Fail."

[0104] [Table 1]

[0105] In Table 1, the units of the composition of the antiviral agent are mass %. The concentration of each component is the concentration of the active ingredient. Components that are not included are indicated by "-".

[0106] As is clear from the results shown in Table 1, the antiviral agent of the present invention exhibits excellent virus inactivation effect in the presence of proteinaceous soil, and also suppresses skin irritation and sulfur odor, demonstrating excellent safety and usability.

Claims

1. An antiviral agent having the following compositions (1) to (4), a pH of 4.1 to 5.5, and further containing a glycerin fatty acid ester, which inactivates non-enveloped viruses. (1) 0.001% by mass to 0.5% by mass of sulfur-containing reducing inorganic salt (2) Acid agent content: 0.1% by mass to 2.5% by mass (3) A base agent (excluding sodium hydroxide) is 0.01% by mass to 0.9% by mass. (4) 0.001% by mass to 0.5% by mass of plant-derived polyphenols (provided that the plant extract containing the plant-derived polyphenols includes at least one selected from the group consisting of grape seed extract, apple extract (apple polyphenols), walnut extract (walnut polyphenols), mangosteen extract, peanut seed coat extract, Mallotus japonicus extract, lychee extract, pomegranate extract, evening primrose extract, cat's claw extract, and seaweed extract).

2. 2. The antiviral agent according to claim 1, wherein the sulfur-containing reducing inorganic salt is at least one selected from the group consisting of sodium sulfite, sodium pyrosulfite, sodium hydrogensulfite, sodium hyposulfite, potassium sulfite, and potassium pyrosulfite.

3. 3. The antiviral agent according to claim 1, wherein the acid agent is at least one selected from the group consisting of citric acid, lactic acid, malic acid, phosphoric acid, fumaric acid, ascorbic acid, succinic acid, and gluconic acid.

4. The antiviral agent according to any one of claims 1 to 3, wherein the base agent is at least one selected from the group consisting of a metal salt of the acid agent, and an alkali metal hydroxide, carbonate, and pyrophosphate.

5. The antiviral agent according to any one of claims 1 to 4, wherein the plant-derived polyphenol is at least one selected from the group consisting of flavanols, gallotannins, ellagitannins, and phlorotannins.

6. The antiviral agent according to any one of claims 1 to 5, further comprising 30% by mass to 80% by mass of ethanol.

7. The antiviral agent according to any one of claims 1 to 6, wherein the non-enveloped virus is feline calicivirus.

8. A disinfectant comprising the antiviral agent according to any one of claims 1 to 7.

9. A cleaning agent comprising the antiviral agent according to any one of claims 1 to 7.

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