JPH0538358A - Deodorant - Google Patents

Abstract

PURPOSE:To realize a deodorant which has the superior deodorizing effect due to the deodorizing effective component which is obtained through the extraction of mushroom, as a main component. CONSTITUTION:The deodorant effective component of a deodorizer which is obtained through the extraction of a mushroom is a steroid compound in the metabolite of the mushroom basidiocarp. The effective component can be effectively extracted from the acidic warm aqueous extraction liquid of the mushroom basidiocarp, by the organic solvent which is insoluble or slightly soluble into water.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION The present invention relates to a malodorous substance such as amines, mercaptans and fatty acids generated in humans or animals, or a malodorous substance generated in a room, a car, a refrigerator, a toilet, a barn, a fish tank or the like. The present invention relates to a deodorant that removes substances.

[0002]

2. Description of the Related Art As this type of deodorant, those which can be taken orally have been proposed by the present inventors (Japanese Patent Laid-Open No. Hei 2).
-277456). This deodorant has a component extracted from mushrooms as an active ingredient, is extracted with water or a hydrophilic solvent, and is used by diluting or concentrating the extract with water or the like.

[0003]

However, as disclosed in the above publication, the deodorant active ingredient in the deodorant thus obtained is not specified. Therefore, the extract does not always contain deodorant active ingredients. In some cases, these components cause putrefaction, precipitation, and the like, which may adversely affect the shelf life of the product.

In view of this point, the object of the present invention is to clarify the deodorant active ingredient in the deodorant obtained by extracting from mushrooms, and to use the deodorant having such an active ingredient as a main component and having an excellent deodorant effect. To realize the odorant.

[0005]

Means for Solving the Problems The present inventors have found that the deodorant active ingredient of the deodorant obtained by extracting from mushrooms is a steroid compound in the metabolite of mushroom fruiting body. .. The active ingredient can be effectively extracted from an acidic hot water extract of mushroom fruiting body with an organic solvent insoluble or slightly soluble in water.

When further separation and purification of the active ingredient is required, the distribution of the acid / alkali aqueous solution and the organic solvent may be repeated, or the active ingredient may be separated by a silica gel column or a thin layer chromatograph.

The mushroom fruiting body used in the present invention can be used as a whole, but it is preferable that the fruiting body is fresh when the umbrella is not opened very much.

Further, the content of the active ingredient varies depending on the site of the mushroom fruiting body. For example, it is present more in the handle than in the umbrella, and more in the stone portion (root) than in the handle.

[0009] Acidic hot water extraction is carried out by adding 0.05 to 0.30% aqueous solution of an organic acid such as malic acid or citric acid to 100 to 500 parts by weight of mushroom fruiting body to 100 to 500 parts by weight from room temperature. It may be heated gradually to 70 degrees. In the extraction process, the hydroxyl group of the steroid compound contained in the mushroom is oxidized by the enzyme, or the carboxyl group is added.

Separation and extraction of the active ingredient from the thus obtained extract is carried out by distributing about 50 to 150 parts by weight of an organic solvent to 100 parts by weight of acidic hot water extracted water filtered using a filter, After that, the extraction solvent layer is taken out and the solvent is distilled off to obtain crystals containing the deodorant active ingredient.

The organic solvent that can be used in the present invention is one that is insoluble or slightly soluble in water. Particularly, a low boiling organic solvent slightly soluble in water is preferable. Examples of such a low boiling point organic solvent include the following.

Ethers: ethyl ether, isopropyl ether, dimethyl dioxane, etc. Ketones: methyl ethyl ketone, methyl-n-propyl ketone, diethyl ketone, methyl isobutyl ketone, cyclohexanone, etc. Esters: ethyl formate, butyl formate, ethyl acetate, acetic acid n -Propyl, butyl acetate, etc. Monohydric alcohols: n-butyl alcohol, iso-butyl alcohol, n-amyl alcohol, etc. Halogenated hydrocarbons: methylene chloride, chloroform,
Carbon tetrachloride, trichlene, etc.

[0013]

As described above, the deodorant active ingredient of the deodorant of the present invention is a steroid compound contained in the metabolite of mushroom fruiting body, whereby the deodorant effect of malodor can be obtained.
That is, among these compounds, the steroid acid having a carboxyl group undergoes a neutralization reaction with alkaline malodorous components such as ammonia and amines. Further, for an acidic malodorous component such as a mercaptan, an addition reaction is performed on the cholestane bone nucleus A and B rings having an α, β-unsaturated ketone group.

Further, in the deodorant of the present invention, spoilage peculiar to mushroom water extract components or contaminants causing precipitation are removed by solvent extraction. As a result,
The deodorant active ingredient has a high purity, exhibits an excellent deodorizing effect, and avoids the occurrence of putrefaction and precipitation.

[0015]

[Example] Fresh mushroom fruiting body (white)
1 kg was prepared and the whole was cut into a width of about 3 mm.
Next, 2 kg of 0.1% citric acid aqueous solution was added to the cut material, and the temperature was raised from 20 degrees Celsius to 70 degrees Celsius at a rate of 1 degree for 1 minute. 1% after reaching 70 degrees Celsius
The citric acid was added so that it became, and it filtered with the filter and the extract liquid 2.5kg was obtained.

After cooling the extract, 2.0 kg of ethyl acetate was added thereto, and the mixture was shaken vigorously for distribution. The aqueous layer was removed, the ethyl acetate solution was dried over anhydrous sodium sulfate, and the solvent was distilled off to obtain 0.3 g of yellowish brown crystals.

Using the crystals of this example thus obtained, soft drinks (33 ml each) of Table 1 were produced.

[0018]

Further, using the crystals of this example, the tablet confectionery (1
Tablets 1700 mg) were produced.

[0020]

Furthermore, the crystals of this example were used to produce the candy of Table 3 (3000 mg each).

[0022]

Furthermore, the tablets of Table 4 (250 mg per tablet) were produced using the crystals of this example.

[0024]

Next, the aerosol of Table 5 (180 ml each) was produced using the crystals of this example.

[0026]

Furthermore, the deodorant stock solutions of Table 6 were prepared using the crystals of this example.

[0028]

Test Example 1 The halitosis removal effect of Samples 1 to 6 and the fecal odor removal effect of Samples 7 and 8 were examined using 6 panelists.

As the garlic odor, 5 gyoza containing 0.1 g of garlic were eaten and after 5 minutes each sample was taken to examine the deodorizing effect. The results are shown in Table 9
It is shown in.

The evaluation method was performed by the sensory function of two professional inspectors, and the evaluation was shown in five levels in Table 7.

[0032]

As an acetaldehyde odor, whiskey 150 was taken after taking each sample of this example 30 minutes before drinking.
Two hours after drinking ml, the balloon was inflated, and acetaldehyde discharged as exhaled breath was measured by a detector tube (Kitagawa type). The results are shown in Table 10.

As the fecal odor, after taking 20 tablets of Samples 7 and 8 of this example for 20 days per day for 2 days, the feces were collected in a glass container (1,300 cc) and the mercaptan concentration was detected by a detector tube (Komei Rikagaku). (Manufactured by the company). The results are shown in Table 11. The doses of each sample and the control product are shown in Table 8. The control is not shown in this table but is identical to the corresponding sample.

[0035]

[0036]

[0037]

[0038]

(Test Example 2) Samples 9 and 10 were directly sprayed on a refrigerator, a kitchen, a toilet, etc., and the deodorizing effect against these odors was examined. The amount of spray was 2 to 3 seconds per time. The evaluation method was performed according to the sensory evaluation of the panel itself according to Table 7. The results are shown in Table 12.

For sample 11, its deodorizing effect on methyl mercaptan was measured by gas chromatography (manufactured by Shimadzu Corporation, GC-14A). The results are shown in Table 13. The test method was as follows.

(1) The pH of sample 11 of this example was adjusted to 6.5 with 1N NaOH in 155 ml of vial.
Then, 8 ml of the product prepared in step 1 was added. As a control product, pH adjusted water (dl / malic acid 10% aqueous solution
H3.5 and adjusted to pH 6.5 with 1N NaOH) 8 ml was added.

(2) Cover with a silicon stopper and seal with an aluminum cap, take out from an ampoule of methyl mercaptan standard solution manufactured by Wako Pure Chemical Industries, Ltd., content: 1 microgram / microliter (benzene solution). Immediately, 2 microliters of methyl mercaptan was added.
As a blank, 2 microliters of methyl mercaptan was added. The initial concentration of each was adjusted to 6 ppm.

(3) Methyl mercaptan was weighed out with a microsyringe, put in a vial bottle, stirred with a touch mixer for 20 seconds, and air was blown with a gas tight syringe to 1
After injecting milliliter, after pouring, 1 milliliter of the head space was extracted, and the peak area of methyl mercaptan was measured by gas chromatography.

The measurement was carried out immediately, after 30 minutes, after 60 minutes, and after 12 minutes.
After 0 minutes, 1 ml of air was injected from the same vial bottle with a microsyringe, and 1 ml of headspace gas was taken out after the pouring and measured.

(4) Column: Polyphenyl e
ther (5rings) 10% Shimalite
TAP 60-80 mesh glass column 3m x
3 mmΦ

(5) Column temperature: 50 degrees Celsius

(6) Carrier gas: N ₂ (nitrogen gas)

[0048]

[0049]

As is clear from the tables showing the results of the above sensory evaluation test, when the sample of this example was used,
It can be seen that an excellent deodorizing effect can be obtained. It is also understood that the deodorant of the present invention can be diluted with an organic solvent such as water or alcohol and used as a drink, a gel, an aerosol and the like. In this case, the compounding amount of the deodorant of the present invention with respect to various products is generally about 0.
It is 001 to about 1% by weight, particularly preferably about 0.001 to about 0.1% by weight.

[0051]

As described above, the deodorant of the present invention comprises a compound containing a steroid compound as a main component, which is extracted from an acidic hot water extract of mushroom fruiting body with an organic solvent insoluble or slightly soluble in water. As an active ingredient. Therefore, since the deodorant of the present invention contains a large amount of the deodorant active ingredient, it exhibits an excellent deodorant effect. In addition, since the active ingredient is concentrated in this way, especially gum, candy,
There is also an effect that it is suitable for use in products such as tablets that can be added in a small amount in quantity. Furthermore, since the deodorant of the present invention is obtained by solvent extraction, this solvent extraction removes spoilage and pesticides peculiar to mushroom water extract components, and It also has the advantage that it can eliminate the adverse effects such as the deterioration of odorants and the generation of precipitates, and can be applied to cosmetics and pharmaceuticals.

Claims (3)

[Claims] 1. A deodorant containing a compound as a main component, which is extracted from an acidic hot water extract of mushroom fruiting bodies with a low boiling organic solvent which is insoluble or slightly soluble in water. 2. The deodorant according to claim 1, which contains a steroid compound. 3. The deodorant composition according to claim 1, which contains a steroid compound having at least one α, β-unsaturated ketone group in the carboxyl group and the A and B rings of the cholestane bone nucleus. Agent.