JP7054325B2 - Antibacterial and antiviral compositions - Google Patents

Description

The present invention relates to antibacterial and antiviral compositions.

In facilities that manufacture, process, and cook food such as food factories and restaurants, it is required to prevent the occurrence of food poisoning due to pathogenic Escherichia coli, norovirus, and the like. For this reason, it is common practice to disinfect the hands and fingers with an alcohol preparation before manufacturing the food, or to apply the alcohol preparation to the machinery / equipment for manufacturing the food. Then, in such a preparation, various preparations in which a component derived from a natural product, which is relatively safe for the human body, is blended as an active ingredient for inactivating bacteria and viruses have been studied.

For example, an antibacterial composition containing a Benibana extract and an Izayoi rose extract and one or more solvents selected from 1,3-butylene glycol, 3-methyl-1,3-butanediol and ethanol (patented). Documents 1), (A) 40 to 60% by mass of ethanol, (B) 0.05 to 0.5% by mass of organic acid salt, and (C) 0.05 to 0.5% by mass of eucalyptus extract. Phloroglucinolicide composition (Patent Document 3), which comprises an antiviral agent (Patent Document 2), 0.002% by weight to 0.1% by weight of proanthocyanidin in a 43% by weight to 52% by weight ethanol aqueous solution. ), A seaweed extract containing a phloroglucinol polymer, and ethanol, wherein the phloroglucinol polymer is a compound obtained by polymerizing 7 or more molecules of phloroglucinol (patented patent). Document 4) and the like are known.

However, these formulations contain ethanol as well as natural product-derived components. Ethanol is irritating to the skin and its use in disinfecting fingers can cause rough hands. Therefore, there is a demand for antibacterial and antiviral compositions that contain natural product-derived ingredients as active ingredients, are less irritating to the skin, and have excellent antibacterial performance and inactivating effects against bacteria and viruses. Was there.

Japanese Unexamined Patent Publication No. 2007-145784 Japanese Unexamined Patent Publication No. 2009-179577 Japanese Unexamined Patent Publication No. 2013-047196 Japanese Patent No. 6053241

An object of the present invention is to provide an antibacterial and antiviral composition having an ingredient derived from a natural product as an active ingredient, having less irritation to the skin, and having excellent antibacterial performance and inactivating action against bacteria and viruses. That is.

As a result of diligent research to solve the above-mentioned problems, the present inventors have solved the above-mentioned problems by using a composition containing an extract from a certain seaweed while using a dihydric alcohol instead of ethanol. It was found that it could be solved, and the present invention was made based on this finding.

That is, the present invention comprises (A) an Ascophyllum nodsum extract and (B) an antibacterial and antiviral composition comprising (B) a dihydric alcohol and no ethanol. ..

The antibacterial and antiviral composition of the present invention is less irritating to the skin and has excellent antibacterial performance and inactivating action against various bacteria and viruses.

The Ascophyllum nodosum extract used as the component (A) in the present invention is extracted from the brown alga Fucales, a seaweed belonging to the family Fucales, Ascophyllum nodsum.

Any portion of Ascophyllum nodosum can be used to prepare the Ascophyllum nodosum extract. For example, whole algae or leaf stems can be used, preferably leaf stems.

Further, for the preparation of the Ascophyllum nodosum extract, a processed product obtained by using the Ascophyllum nodosum as it is or a processed product thereof can be used. As a processed product of Ascophyllum nodosum, raw Ascophyllum nodosum algae are cut, shredded or ground, further dried, the algae are dried, and further cut, shredded or Examples thereof include crushed ones, preferably dried and crushed algae (ascophyllum nodosum dry powder). The drying method is not particularly limited, and examples thereof include known methods such as sun drying, ventilation drying, vacuum drying, and vacuum freeze drying.

The extraction solvent used for the preparation of the ascophyllum nodosum extract can be appropriately selected from the organic solvents usually used for the extraction of this kind of seaweed. Examples of the organic solvent include lower alcohols having 1 to 4 carbon atoms such as methanol, ethanol, propanol, isopropanol, n-butanol, isobutanol, sec-butanol or tert-butanol, dimethyl ketone, methyl ethyl ketone, acetone or methyl isobutyl ketone. Examples thereof include polar organic solvents such as ketones such as, and non-polar organic solvents such as methyl acetate, ethyl acetate, butyl acetate or diethyl ether, preferably polar organic solvents, more preferably methanol, ethanol or acetone. Only one kind of these organic solvents may be used alone, or two or more kinds may be used in any combination.

The organic solvent may be hydrous (hydrous organic solvent). As the organic solvent used for the water-containing organic solvent, a polar organic solvent is preferable, and methanol, ethanol or acetone is more preferable.

The water content in the water-containing organic solvent is not particularly limited, but when a polar organic solvent is used, the polar organic solvent / water is 5/95 to 99/1 (v / v). When methanol is used, methanol / water is 5/95 to 99/1 (v / v), preferably 30/70 to 70/30 (v / v). When ethanol is used, ethanol / water is 5/95 to 99/1 (v / v), preferably 30/70 to 70/30 (v / v). When acetone is used, the amount of acetone / water is 5/95 to 99/1 (v / v), preferably 30/70 to 80/20 (v / v). These ratios are preferably determined in consideration of the extraction efficiency, the amount of the extract, the enzyme inhibitory activity of the extract, and the like.

There is no limitation on the extraction method in the preparation of the ascophyllum nodosum extract, and an extraction method known per se, such as extraction by immersion, heat extraction, continuous extraction or supercritical extraction, can be used.

The extraction conditions are not particularly limited, but the extraction temperature is preferably in the range of room temperature to the boiling point of the extraction solvent under normal pressure from the viewpoint of work efficiency, and the extraction time is 5 minutes to 7 days, preferably 15 minutes to 24 minutes. The time, more preferably 30 minutes to 12 hours. The amount of the extraction solvent used is preferably 1/100 to 1/2 (w / v) for ascophyllum nodosum (dry matter equivalent) / extraction solvent, more preferably 1/10 to 1/5 (w / v). preferable.

As an example of the extraction procedure, ascophyllum nodosum is dried, and 200 mL to 10 L of an ethanol aqueous solution containing 30/70 to 70/30 (v / v) of ethanol / water as an extraction solvent is added to 100 g of the ascophyllum nodosum dry powder. Extraction is preferably carried out at 20 to 50 ° C. for 30 minutes to 5 hours using 500 mL to 5 L and standing still or gently stirring.

The obtained Ascophyllum nodosum extract is preferably further concentrated, purified and / or dried to prepare a liquid, paste or powder for use. Examples of the purification method include ultrafiltration, adsorption resin treatment, molecular chromatography, partition chromatography, liquid-liquid extraction and the like. Examples of the drying method include thermal drying and freeze-drying. In particular, when ethanol or an aqueous ethanol solution is used as the extraction solvent in the preparation of the ascophyllum / nodosum extract, it is preferable to carry out the above drying to remove ethanol so as not to impair the effect of the present invention.

The dihydric alcohol used as the component (B) in the present invention is a general term for alcohols having two hydroxyl groups in the molecule, and is, for example, ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butane. Glycol, 1,3-butanediol, 1,4-butanediol, 1,2-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, 1,2-heptane Glycols such as diols, 1,7-heptane diols, 1,2-octane diols and 1,8-octane diols; polyalkylene glycols such as diethylene glycols, dipropylene glycols, polyethylene glycols, polypropylene glycols and polyethylene-polypropylene block copolymers. , Hexyl glyceryl ether, heptyl glyceryl ether, octyl glyceryl ether, 2-ethylhexyl glyceryl ether, nonyl glyceryl ether, decyl glyceryl ether, lauryl glyceryl ether, cetyl glyceryl ether, stearyl glyceryl ether, isostearyl glyceryl ether, oleyl glyceryl ether and the like. Glyceryl ethers, hexanoic acid monoglycerides, heptanic acid monoglycerides, capric acid monoglycerides, octanoic acid monoglycerides, capric acid monoglycerides, lauric acid monoglycerides, palmitic acid monoglycerides, stearic acid monoglycerides, isostearic acid monoglycerides, oleic acid monoglycerides, etc. These are preferably 1,3-butanediol, 2-ethylhexylglyceryl ether, and capric acid monoglyceride. Only one kind of these dihydric alcohols may be used alone, or two or more kinds may be used in any combination.

The antibacterial and antiviral compositions of the present invention contain the above components (A) and (B) and do not contain ethanol.

The content of the components (A) and (B) in 100% by mass of the antibacterial and antiviral composition of the present invention is not particularly limited, but the component (A) (dry matter equivalent) is usually 0.1 to 30% by mass. %, preferably 1 to 20% by mass, and the component (B) is usually 70 to 99.9% by mass, preferably 80 to 99% by mass. The mass ratio [(A) / (B)] of the components (A) (dry matter equivalent) and (B) is usually 0.001 to 0.5, preferably 0.01 to 0.25. be.

Here, the antibacterial and antiviral composition of the present invention improves the antibacterial performance and inactivating action against fungi and viruses by using the components (A) and (B) in combination, and does not contain ethanol. Regardless, it exerts antibacterial and antiviral effects on a wider range of fungi and viruses. Furthermore, since the antibacterial and antiviral compositions of the present invention do not contain ethanol, they are less irritating to the skin. In addition, the fact that the composition for antibacterial and antiviral of the present invention does not contain ethanol means that it contains or contains a trace amount of ethanol that does not affect the irritation to the skin. More specifically, it means that the content of ethanol in 100% by mass of the antibacterial and antiviral composition is usually 1.0% by mass or less, preferably 0.5% by mass or less.

The antibacterial and antiviral compositions of the present invention may contain, for example, water, oily components, thickeners, preservatives, as components other than the components (A) and (B), as long as the effects of the present invention are not impaired. Add moisturizers, fragrances, pigments, emulsifiers, pH regulators, ceramides, sterols, antioxidants, single oxygen scavengers, UV absorbers, whitening agents, anti-inflammatory agents, antibacterial agents, antiviral agents, etc. You may.

The form of the antibacterial and antiviral composition of the present invention is not particularly limited, but it is preferably a uniform liquid from the viewpoint of usability and antibacterial and antiviral effects.

The method for producing the antibacterial and antiviral composition of the present invention is not particularly limited. For example, the dihydric alcohol constituting most of the composition is first charged, and then the components are converted into the dihydric alcohol in no particular order. After addition, it can be stirred until uniform.

The antibacterial and antiviral compositions of the present invention are used for disinfecting the hands and fingers of employees in food processing facilities such as food factories and restaurants, disinfecting food processing equipment or cooking utensils, doctors, nurses, inpatients in medical facilities, etc. It can be used in any place / target where disinfection is required, such as disinfection of fingers of outpatients, disinfection of medical equipment, equipment or instruments, and disinfection of fingers in general households.

Further, in order to prevent infections caused by bacteria and viruses, the antibacterial and antiviral compositions of the present invention can be used as sanitary materials such as masks, disposable gloves, disposable cloths, tissue papers, and wet tissues. Can be imparted with antibacterial and antiviral effects. The method of use thereof is not particularly limited, but for example, the antibacterial and antiviral compositions of the present invention can be appropriately diluted and contained in sanitary materials.

The present invention will be described below with reference to examples, but this is merely an explanation of the present invention and does not limit the present invention.

[Production example: Preparation of Ascophyllum nodosum extract]
To 800 g of Ascophyllum dry powder, 8 L of a 50% by volume ethanol aqueous solution was added, and the mixture was extracted for 1 hour with gentle stirring at room temperature. The obtained extract was transferred to a centrifuge tube and separated into a supernatant and a precipitate by centrifugation. This precipitate was collected, 8 L of a 50% by volume ethanol aqueous solution was added, and the mixture was extracted for 1 hour with gentle stirring at room temperature. The obtained extract was transferred to a centrifuge tube and separated into a supernatant and a precipitate by centrifugation. The supernatant obtained by a total of two extractions and centrifugation was suction-filtered to obtain a total of about 16 L of extract as a filtrate. This extract is ultrafiltered using an ultrafiltration membrane (trade name: FB02-VC-FUSO181; Daisen Membrane Systems Co., Ltd.) having a fractionation molecular weight of 10,000, and when the concentrated liquid volume reaches 5 L, 5 L of water is used. The filtration was continued, and the ultrafiltration was terminated when the amount of the concentrated liquid reached 5 L again. The concentrate was concentrated at about 60 ° C. under reduced pressure using a rotary evaporator, and then the concentrate was freeze-dried to obtain about 73 g of Ascophyllum nodosum extract (prototype) in the form of a dark brown powder.

[Manufacturing of antibacterial and antiviral compositions]
(1) Raw materials 1) Ascophyllum nodosum extract (prototype)
2) 1,3-Butanediol (manufactured by Wako Pure Chemical Industries, Ltd.)
3) 2-Ethylhexyl glyceryl ether (manufactured by LG Household & Healthcare)
4) Capric acid monoglyceride (trade name: Poem M-200; manufactured by RIKEN Vitamin Co., Ltd.)
5) Ethanol (manufactured by Wako Pure Chemical Industries, Ltd.)

(2) Formulation of Antibacterial and Antiviral Compositions Table 1 shows the composition of the antibacterial and antiviral compositions 1 to 6 prepared using the above raw materials. Of these, the antiviral compositions 1 to 3 are examples according to the present invention, and the antiviral compositions 4 to 6 are comparative examples thereof.

(3) Method for producing antibacterial and antiviral composition

Based on the composition of the raw materials shown in Table 1, antibacterial and antiviral compositions 1 to 6 were prepared. Of these, since the composition 5 for antibacterial and antiviral has only one kind of raw material, the raw material itself is used as the composition for antibacterial and antiviral. On the other hand, the antibacterial and antiviral compositions 1 to 4 and 6 were prepared by the following methods.

That is, all the raw materials shown in Table 1 were weighed in a 100 mL beaker and stirred with a glass rod until uniform to obtain antibacterial and antiviral compositions 1 to 4 and 6.

[Evaluation of antibacterial and antiviral compositions]
In order to evaluate the antibacterial and antiviral compositions 1 to 6, each of the following tests (1) to (5) was carried out using these as samples. The results are shown in Table 2.

(1) Feline calicivirus inactivation test Feline calicivirus F-9 ATCC VR-782 (feline calicivirus) was used in the test as an alternative to norovirus. Each 0.1 g of the sample was weighed, purified water was added thereto, diluted, and the volume was adjusted to 100 mL. 1 mL of this solution was inoculated with 0.1 mL of virus suspension, stored at room temperature for 5 minutes, and then the virus infectivity was measured. In the measurement, 0.1 mL each of CrFK (cat kidney-derived cells) grown on a 6-well plastic plate was infused with a 10-fold step-diluted solution of the above-mentioned solution after storage, adsorbed at 34 ° C. for 1 hour, and then adsorbed. TCID ₅₀ (50% tissue culture infection amount) was calculated by adding agar medium to the mixture and culturing at 34 ° C. for 3 days and counting the plaques, which was converted into the virus infection titer per 1 mL of the test solution. Results were symbolized according to the following criteria.
◯: logTCID ₅₀ / mL ≤ 2.5 (with sufficient inactivating effect)
×: logTCID ₅₀ / mL> 2.5 (weak inactivating effect)

(2) Escherichia coli antibacterial test Escherichia coli NBRC 3972 (Escherichia coli) was inoculated into an SCD liquid medium and cultured at 37 ° C. for 24 hours to prepare a preculture solution, which had a final concentration of 1 × 10 ⁵ CFU / mL. Diluted to be. Next, in each well of the 48-well microplate, add 890 μL of SCD liquid medium, 100 μL of diluted preculture, and 10 μL of a solution in which the sample was serially diluted with 100% methanol to a final concentration of 3600-62.5 ppm. It was poured and statically cultured at 37 ° C. for 24 hours. After culturing, the growth of bacteria in each well was visually confirmed as liquid turbidity, and the minimum inhibitory concentration (MIC) was determined. Results were symbolized according to the following criteria.
◯: MIC ≤ 1000ppm (with sufficient antibacterial effect)
×: MIC> 1000ppm (weak antibacterial effect)

(3) Black mold antibacterial test Aspeguillus brasiliensis NBRC 9455 (black mold) was suspended in physiological saline containing 0.05% by mass of polysorbate, and a suspension containing about 1 × 10 ⁸ CFU / mL spores was added. After preparation, hyphae were removed from this suspension with sterile gauze to prepare a spore suspension. The spore suspension was diluted to a final concentration of ¹ × 105 CFU / mL. Next, in each well of the 48-well microplate, 890 μL of SCD liquid medium, 100 μL of diluted spore suspension, and 10 μL of a solution in which the sample was serially diluted with 100% methanol to a final concentration of 3600-62.5 ppm. Was dispensed and statically cultured at 25 ° C. for 6 days. After culturing, the growth of hyphae in each well was visually confirmed, and the minimum inhibitory concentration (MIC) was determined. Results were symbolized according to the following criteria.
◯: MIC ≤ 1000ppm (with sufficient antibacterial effect)
×: MIC> 1000ppm (weak antibacterial effect)

(4) Test for imparting antibacterial properties to fibers Immerse a 5 x 5 cm cotton sterile gauze in a solution diluted to 0.1% by mass with 100% methanol for 5 seconds to completely remove methanol at room temperature. It was used as a test cloth. For this test cloth, the antibacterial activity against Escherichia coli was measured based on the quantitative test method (bacterial solution absorption method) of JIS L1902 (antibacterial test method / antibacterial effect of textile products). Results were symbolized according to the following criteria.
◯: Bacteriostatic activity value ≧ 2.0 (with sufficient antibacterial effect)
×: Bacteriostatic activity value <2.0 (weak antibacterial effect)

(5) Skin irritation test A 1% by mass aqueous solution of each sample was prepared, and 100 μL of the aqueous solution was applied to the forearms of 5 male and female subjects with a patch test adhesive plaster having a diameter of 1 cm for 24 hours. The presence or absence was evaluated. Results were symbolized according to the following criteria.
○: 1 or less subjects showing erythema ×: 2 or more subjects showing erythema

From the results in Table 2, the antibacterial and antiviral compositions 1 to 3 of the examples were evaluated as "○" in all the evaluation items, were less irritating to the skin, and were excellent against bacteria and viruses. It had antibacterial performance and inactivating effect. On the other hand, the antibacterial and antiviral compositions 4 to 6 of the comparative example were evaluated as "x" in any of the evaluation items, and were inferior to those of the example.

Claims (1)

(A) Ascovirus nodsum extract (dry matter equivalent) and (B) dihydric alcohol contents are 0.1 to 30% by mass and 70 to 99.9% by mass, respectively , and contain ethanol. Antibacterial and antiviral compositions characterized by not containing (however, excluding those containing a compound represented by the following general formula (1)).

(In the formula, R is an alkyl group having 3 to 7 carbon atoms, m and n are independently integers of 0 to 5, and 1 ≦ m + n ≦ 5).