JPH07285820A - Antifungal composition - Google Patents

Abstract

PURPOSE:To prepare the safe antifungal composition maintaining its effect over a long period and exhibiting the excellent effect against fungi. CONSTITUTION:1. An antifungal composition prepared by dissolving or dispersing polygodial or a polygonum extract containing the polygodial in water. 2. An antifungal composition prepared by dissolving or dispersing the polygodial or the polygonum extract containing the polygodial in water in the presence of a cationic, anionic or amphoteric surfactant. 3. An antifungal composition prepared by carrying the polygodial or the polygonum extract containing the polygodial on a carrier having adsorbability. 4. An antifungal resin product containing the polygodial.

Description

Detailed Description of the Invention

[0001]

The present invention relates to foods, fruits such as citrus fruits, wood products and materials thereof, paper products and materials thereof, resin products and materials thereof, various culture media such as mushrooms, lawns and various water areas. The present invention relates to a textile product such as a place and clothing, and its composition, ink, paint, cutting or processing oil, and a composition for use in antifungal treatment in food factory facilities.

[0002]

2. Description of the Related Art Conventionally, as synthetic preservatives for foods, chemically synthesized preservatives such as sodium dehydroacetate, calcium propyleneate and propyl p-oxybenzoate, which have been recognized as food additives, have been used. However, chemical synthetic preservatives are said to have problems in terms of toxicity and the like, and recently there is a tendency to try to suppress their use as much as possible.

The present inventor has previously reported that polygodial (M. TANIGUTI et al: Agri) has been reported to exert a growth inhibitory effect against a wide range of low concentrations on fungi such as mold and yeast.
c.Biol.Chem., 52 (6), 1409-1414 (1988)) and the above-mentioned chemical synthetic preservatives are combined to achieve an excellent preservative effect while reducing the amount of synthetic preservatives used. (Japanese Patent Laid-Open No. 2-154676). However,
Although the amount used has decreased, there are some problems in using chemically synthesized preservatives.

Therefore, in some fields, ethanol, which is a natural product, is used in large amounts as a disinfectant preservative improving agent in place of a chemically synthesized preservative. However, ethanol has problems that it volatilizes within a short period of time and loses its preservation effect, and that it has little effect on fungi such as mold and yeast.

Furthermore, in fields other than food related fields,
It has been pointed out that the chemically synthesized fungicides are toxic or harmful, and the regulations for their use are gradually strengthened.

[0006]

Therefore, the main object of the present invention is to provide a fungicidal composition which is safe, maintains its effect for a long time, and exerts an excellent effect on fungi. And

[0007]

In view of the problems of the above-described food preservation technology and the fungicidal technology in other fields, the present inventor further provides a natural product, polygodial, or a polyphenol extract containing polygodial. We advanced the research to make effective use of it. However, Polygodial is a crystalline solid, and Polygonal Radix Polygonum extract is a viscous liquid or solid, and since they are all sparingly soluble in water, they can be directly added to foods, or other When applied directly to the material or product of
It was found that the desired antifungal effect or preservation effect was not achieved.

As a result of further research, the inventor of the present invention has found that when polygodial or a polygonial extract containing polygodial is used in a state of being dispersed in water, it can be uniformly dispersed in foods or various materials or products. It has been found that it becomes easy to uniformly apply and the desired antifungal effect or preservation effect is remarkably improved.

Further, it has been found that, when polygodial or a polygonial extract containing polygodial is supported on a material having adsorptivity, a desired antifungal effect can be maintained for a long period of time.

That is, the present invention provides the following antifungal composition; A mildew-proofing composition comprising water-dispersed polygodial or a horse mackerel extract containing polygodial.

2. An antifungal composition comprising a polygodial or a polygonial extract containing polygodial dispersed in water in the presence of at least one of a cationic, anionic and amphoteric surfactant.

3. A fungicide composition comprising a carrier having an adsorptive property and a polygodial or a Japanese horse mackerel extract containing polygodial.

4. Antifungal resin product containing Polygodial.

In the following, the inventions of the above items 1 to 4 are referred to as the first invention to the fourth invention of the present application, respectively, and they are collectively referred to as the present invention.

I. 1st invention of the present application Polygonal radix extract containing polygodial is a highly safe natural product obtained from a plant that humans eat as described in "Handbook of Natural Products". Polygonum as an extraction raw material is not particularly limited, but is
It is preferable to use safflower, red sardine, or swordfish. Upon extraction, the whole plant or leaf of Polygonum soybean is soaked in a non-polar organic solvent such as diethyl ether, hexane, toluene or acetone or a polar organic solvent such as methanol or ethanol according to a conventional method, and then the obtained extract is dried. To obtain a green crude extract.

In the present invention, the crude extract containing the polygodial may be used as it is, or a known method (organic solvent extraction method, countercurrent distribution method, thin layer chromatography, column chromatography, HPLC method, etc.). )
According to the above, a purified extract obtained by increasing the purity of polygodial may be used, or the polygodial itself finally obtained by purification may be used.

In the first invention of the present application, the polygodial or the polyphenol extract containing polygodial obtained as described above is directly dispersed in water to give a fungicide.

The present invention relates to Saccharomyces cerevisiae, Schizosaccharomyces pombe, and Hansenula.
Anamara, Candida Uchiris, Mucor Musedo,
It is effective in controlling the development and growth of a wide variety of fungi such as Lysopaths kinesis, Aspergillus niger, Penicillium crustosum.

The concentration of polygodial (as polygodial in the case of soybean extract) in the composition of the first invention of the present application is not particularly limited, but is usually 0.00
It is about 01% (1 ppm) to 50%, more preferably about 0.01% to 10%.

When using the composition according to the first aspect of the present invention, the concentration may be appropriately adjusted depending on the field of use.

For example, when it is added to food, its concentration is not particularly limited, but it is usually about 0.1 to 100 ppm, more preferably about 1 to 50 ppm as polygodial. If necessary, dilute and use. However, since polygosial itself is harmless, there is no danger to the human body even if it is blended in an excessive amount. In the following, the use mainly in foods and related fields will be described as a representative example, but the composition according to the present invention is also used in various fields other than foods, in an appropriate mode according to each use. It is clear from the description of the examples that it can be used as an antifungal agent.

The food to which the first invention of the present application is directed includes
It is not particularly limited, but meat products such as ham, sausage and kamaboko, noodles such as udon, buckwheat and spaghetti, side dishes, confectionery such as jelly, pickles, sea urchin, soy sauce, soy sauce,
Examples thereof include sauces, seasonings such as miso, processed beans, bread, bento and the like. The antifungal composition of the first invention of the present application may be added to a food material or an intermediate product in the process of producing a food, or may be added to the food itself, depending on the type and form of the food.

II. Second invention of the present application In the second invention of the present application, as a fungicide in a state of being dispersed in water in the presence of at least one of a cationic, anionic and amphoteric surfactant, a polygodial or a polygonial extract containing polygodial. use.

The second invention of the present application is substantially the same as the first invention of the present application except that a surfactant is used. The use of the surfactant can increase the concentration of polygodial or the polygonial extract containing polygodial in the dispersion, and also achieve the effect of inhibiting the growth of bacteria.

Examples of the surfactant used in the second invention of the present application are as follows.

A. Cationic surfactant: Aliphatic ammonium salt type, aliphatic amine type, pyridinium salt type, etc.

B. Anionic surfactants: carboxylate-based, sulfonate-based, sulfate ester-based, phosphate ester-based, etc.

C. Amphoteric surfactant: Aminocarboxylate type, carboxybetaine type, etc.

The concentration of the surfactant in the fungicide is
Although not particularly limited, it is usually about 0.1 to 10%, more preferably about 1 to 5%.

When the antifungal agent according to the second invention of the present application is used for antifungal agents such as foods, fruits and culture media of mushrooms, a surfactant which is acceptable as an edible additive is used at an acceptable concentration. Needless to say, it should be used.

III. Third Invention of the Present Application The antifungal agent according to the third invention of the present application is obtained by adsorbing polygodial or a Japanese horseradish extract containing polygodial to a substance having an adsorbing ability, and has a powdery or granular form.

The material having an adsorptive capacity used in the third invention of the present application is not particularly limited. Examples of such a material include activated carbon, activated carbon fiber, silicon resin, acid clay, diatomaceous earth, silica gel, and ion exchange resin, which are known as adsorbents or carriers.

The amount of adsorption to the adsorbent is not particularly limited, and may be appropriately determined depending on the adsorbability of the adsorbent and the antifungal performance determined according to the application.

The antifungal agent according to the third aspect of the present invention can be produced by immersing the carrier in a solution or dispersion containing polygodial or a polygonial extract containing polygodial and then drying. As the solvent or dispersion medium,
Water, alcohols such as methanol and ethanol, organic solvents such as acetone, hexane and ether can be used.

The powdery and mildew-proofing agent according to the third invention of the present application is
Since it has the property of gradually releasing polygodial, which is an antifungal component, it is suitable for use in fields where a sustained effect or sustained release effect is required for a long period of time. For example, when spraying on a lawn in a golf course, a park, a garden, etc., the lawn can be protected for a long period of time while reducing the number of times of spraying.

IV. Fourth Invention of the Present Application The antifungal resin according to the fourth invention of the present application can be produced by various methods.

For example, a resin film or sheet can be formed by adding a polygodial or a polygonal extract containing polygodial to a resin solution and uniformly mixing the mixture, followed by developing into a thin film and drying according to a conventional method. it can.

Alternatively, the powdery or granular antifungal agent according to the third aspect of the present invention can be used as a filler (extrinsic pigment or the like) in a resin film or sheet, or as a part thereof or together with the filler.

The antifungal agent and the antifungal resin according to the present invention are used for a wide variety of products or application sites as described below, depending on their respective forms. However,
The fields of use of the antifungal agent and antifungal resin according to the present invention are not limited to these products or application sites.

1) Foods and related fields; fresh foods (vegetables, meat, mushrooms, etc.), processed foods (side dishes, kamaboko, etc.), fruits (citrus fruits, bananas, strawberries, etc.), grains, food containers (Paper packs, cardboard boxes, trays, etc.),
Food packaging materials (films, sheets), etc.

2) Agricultural or horticultural fields: lawns, planting beds for ornamental plants, culture media for edible mushrooms, wood, wood products, agricultural or horticultural films or sheets, etc.

3) Industrial materials and product fields; leather, plastic raw materials, plastic films or sheets, photographic photosensitive liquids, paints, printing inks, electric and electronic parts, oils and fats for metal working or machine operation (cutting oil, lubricant, baking) Filling oil, cooling oil, sealing agent, etc.), adhesive, cooling tower, water tank, etc.

4) House or interior field; bathroom, kitchen, toilet, tatami, wallpaper, furniture, carpet, clothing, bedding, painting,
Figurines, shoes, slippers, etc.

[0044]

EFFECTS OF THE INVENTION According to the present invention containing polygodial as an active ingredient, it is possible to suppress the generation or growth of mold over a long period of time without causing a safety problem.

[0045]

EXAMPLES Examples will be shown below to further clarify the features of the present invention.

Example 1 100 g of diatomaceous earth was dipped in 500 cc of an alcoholic solution containing 1 g of polygodial obtained by extracting the leaves of willow radish by a conventional method, and then dried to obtain a powdery antifungal composition having a polygodial content of 10000 ppm. I got a thing.

Next, soil 1 for plant cultivation placed in a flowerpot
1 to 10 g of the above powdery or granular antifungal composition per kg
Was sprayed and left outdoors, and the occurrence of mold in the natural environment was investigated.

The results are shown in Table 1. For comparison, Table 1 also shows the results when the antifungal agent was not sprayed.

The criteria in Table 1 are as follows: + Mold formation was confirmed by the naked eye.

-Mold formation was not confirmed by the naked eye.

[0051]

[Table 1]

From the results shown in Table 1, the excellent effect of the fungicide according to the present invention is clear.

Example 2 A solution obtained by dissolving vinyl chloride resin 50 in 1000 ml of a mixed solution containing 20% DMF, 60% MEK and 20% toluene was further added to a polyphenol extract (polygodial content 2).
5%) 0.2 g was dissolved.

Then, the above vinyl chloride resin liquid was thinly spread on a flat plate and dried to obtain a resin film, and then the diameter of
A circular test piece of cm was cut out, immersed in 200 ml of water at 20 ° C. for 18 hours, air-dried at room temperature for 2 hours, and dried at 80 ° C. for 2 hours.

Next, the above-mentioned circular test piece was prepared in a Petri dish, and an agar plate medium (4% glucose, 1% peptone,
5 kinds of mixed spore suspensions (Aspergius niger, Penicillium pheniculosum, Cladripollium cladrisporioides, Aureobasidium vullans and Glioclaziupi lance) are placed on the surface of the medium and on the medium. After spraying the test piece, the Petri dish was covered with a lid, and the culture was performed in a 28 ° C. incubator.

The mold growth condition on the test piece after the lapse of a predetermined number of days was examined.

The results are shown in Table 2. For comparison, Table 2 also shows the results when no antifungal agent was used.

The criteria in Table 2 are as follows: 3 The area of the hypha developing portion found on the test piece exceeds 1/3 of the total area.

2 The area of the growing part of hyphae observed on the test piece does not exceed 1/3 of the total area.

1 No hyphal growth was observed on the test piece.

[0061]

[Table 2]

The results shown in Table 2 also demonstrate the excellent effect of the fungicide according to the present invention.

Example 3 A fungus tree such as Trichoderma was found to be infested, and an aqueous dispersion (concentration as polygodial = 50 ppm) of Polygonum edodes extract was added to Hodagi, which is expected to lower the survival rate of shiitake mushrooms. Quantitative spraying was performed to determine the growth rate of the number of grown shiitake mushrooms. Table 2 shows the relative values when the growth rate of the group showing the maximum growth number is 100%.

[0064]

[Table 3]

From the results shown in Table 3, the excellent effect of the fungicide according to the present invention is clear.

Claims (4)

[Claims] 1. A mildew-proofing composition comprising polygodial or a polygonial extract containing polygodial dispersed in water. 2. An antifungal composition comprising a polygodial or a polygonial extract containing polygodial dispersed in water in the presence of at least one of a cationic, anionic and amphoteric surfactant. 3. An antifungal composition comprising a carrier having an adsorptive property and a polygodial or a polyphenol extract containing polygodial. 4. An antifungal resin product containing polygodial.