JPH07112913A - Percutaneously absorbable nutriment and cosmetic containing the same - Google Patents

Abstract

PURPOSE:To obtain a percutaneously absorbable nutriment, having properties of permeating into the skin and adsorbed therein and hardly oxidizable and capable of imparting glossy and moist touch to the skin and suppressing emission of fishy smell unfavorable as a cosmetic. CONSTITUTION:This percutaneously absorbable nutriment contains a saponified docosahexaenoic acid and/or a derivative thereof as active mngredients and the cosmetic contains the percutaneously absorbable nutriment. The cosmetic contains a cosmetic ingredient composed of at least one selected from fats and oils, waxes, a hydrocarbon, a higher fatty acid, alcohols, inorganic salts, a dye, a pigment, a perfume, a preservative and an antioxidant and the saponified docosahexaenoic acid and/or derivative thereof so as to provide 0.1-50wt.% content of the saponified docosahexaenoic acid and/or derivative thereof.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a percutaneously absorbable nutrient containing a saponified docosahexaenoic acid and / or its derivative as an active ingredient and a cosmetic containing the same.

[0002]

2. Description of the Related Art Recently, docosahexaenoic acid (hereinafter referred to as DH
Various physiologically active effects possessed by A) have been attracting attention. For example, a therapeutic agent for diabetic complications (JP-A-60-2
48610), a therapeutic agent for hemorrhoids (Japanese Patent Application Laid-Open No. 61-24518).
No.), a lipoxinase metabolism stimulant (JP-A-63-230)
632), an anticancer agent (JP-A-1-153629),
Antiallergic agent (JP-A-2-290812), brain function improving agent (JP-A-1-290625), cystic kidney therapeutic agent (JP-A-2-235811), arrhythmia therapeutic agent (JP-A-4-29928), etc. Is proposed to be applied to.

[0003]

However, DHA is
In particular, when it is oxidized in the air, an unpleasant odor similar to a fishy odor is generated, and thus some people dislike eating it. In addition, since administration by a syringe must be performed in a hospital under the guidance of a doctor, it was difficult to take it in on a daily basis to bring about its effect.

Therefore, an object of the present invention is to provide a percutaneously absorbable nutrient capable of more effectively exerting the physiologically active effect of DHA and a cosmetic containing the same.

[0005]

The present inventors have been conducting research for many years on the use of DHA and / or its derivatives. In the process, it was found that the soap containing DHA and / or its derivative has a therapeutic effect on psoriasis and atopic dermatitis, and has an effect of giving a smooth and moist feeling to the skin. Have already applied for a patent (Japanese Patent Laid-Open No. 6-40887).
No. 6-136393, No. 6-13639.
See No. 4. These applications have not been published before the priority date of the present application).

However, the specification of the above-mentioned application discloses that the saponified product of DHA and / or its derivative has percutaneous absorbability and the use of saponified product of DHA and / or its derivative in cosmetics. It has not been.

As a result of various studies on the function of DHA, the present inventors have found that saponified DHA and / or its derivative has excellent transdermal absorbability, DHA and / or
Or saponification of its derivative makes it less susceptible to oxidation,
The inventors have found that they can be used as cosmetics, and have completed the present invention based on these facts.

That is, one of the present inventions is DHA and / or
Alternatively, the present invention provides a percutaneously absorbable nutrient containing a saponified derivative thereof as an active ingredient.

According to another aspect of the present invention, oils and fats, waxes,
It contains a cosmetic ingredient comprising at least one selected from hydrocarbons, higher fatty acids, alcohols, inorganic salts, dyes, pigments, fragrances, preservatives and antioxidants, and a saponified product of DHA and / or its derivative. , The content of the saponified DHA and / or its derivative relative to the total amount of cosmetics
A cosmetic product characterized by being 0.1 to 50% by weight.

The present invention will be described in more detail below with reference to preferred embodiments. First, the DHA used in the present invention
The type of the derivative and / or its derivative is not particularly limited, and in addition to DHA as a free acid, its ester, glyceride,
Various substances such as phospholipids, choline derivatives, amino acid derivatives, and ascorbic acid derivatives can be used. Further, as DHA or a derivative thereof, not only a highly purified product containing only DHA, but also a purified oil containing other components such as eicosapentaenoic acid (EPA) may be used. . The DHA can be produced, for example, by the method disclosed in Japanese Patent Application Laid-Open No. 4-95048 by the present applicant.

The percutaneously absorbable nutrient of the present invention is prepared by saponifying the above-mentioned DHA and / or its derivative with an alkaline agent, preferably under an atmosphere of an inert gas such as nitrogen. It can be manufactured. As the alkaline agent used for saponification, those conventionally used as a saponifying agent such as sodium hydroxide, potassium hydroxide, calcium hydroxide and triethanolamine can be used.

The reason why saponification is preferably carried out in an atmosphere of an inert gas is to prevent oxidation of DHA and / or its derivative during the saponification reaction as much as possible. As a method for setting the atmosphere of an inert gas, for example, a method of replacing the air existing in the space in the reaction kettle or the reaction tank with an inert gas is preferably adopted.

The temperature of the saponification reaction is 50 to 80 ° C.
Is preferable, and 50-65 degreeC is more preferable. When the reaction temperature is higher than 80 ° C, the oxidation of DHA and / or its derivative is likely to proceed, while when the reaction temperature is lower than 50 ° C, it becomes difficult to produce a saponified product. Furthermore, the time required for the addition of the alkaline agent (the time from the start of the addition of the alkaline agent to the end) is preferably 1 hour or more, and it is most preferable to gradually add it by using the entire saponification time. preferable. The saponification reaction mixture containing the saponified product thus obtained may be neutralized with an organic acid such as citric acid or a mineral acid such as hydrochloric acid, if necessary.

The transdermal absorption nutrient as one of the present invention comprises a saponified product of the above DHA or its derivative as an active ingredient. This nutrient can be dissolved in water or the like so as to have an appropriate concentration and then applied to the skin for use.
It is preferably used by adding to products such as cosmetics that are rubbed into the skin.

A cosmetic product according to another aspect of the present invention is characterized by containing a saponified product of the above-mentioned percutaneously absorbable nutrient, DHA or its derivative. The cosmetics targeted by the present invention include, for example, massage creams, cleansing creams, lotions, emulsions, packs, hair tonics, hair restorers, hair nourishing agents, bath salts and the like.

In the cosmetics of the present invention, the components other than the saponified product of DHA or its derivative include fats and oils, waxes, hydrocarbons, higher fatty acids, alcohols, inorganic salts, dyes,
Ordinary cosmetic ingredients consisting of one or more selected from pigments, fragrances, preservatives and antioxidants are used. However, the content of the saponified product of DHA and / or its derivative in the cosmetic must be 0.1 to 50% by weight, and more preferably 0.2 to 3% by weight, based on the total amount of the cosmetic.

In the above, as the oils and fats, vegetable oils such as olive oil, almond oil and camellia oil, and animal oils such as beef tallow and fish oil are used. As the wax, vegetable wax such as carnauba wax and animal wax such as beeswax and lanolin are used. Paraffin, petrolatum, squalene and the like are used as the hydrocarbon. Linoleic acid or the like is used as the higher fatty acid. As alcohols, lower alcohols such as ethanol, isopropanol and butanol, and polyhydric alcohols such as glycerin, propylene glycol and ethylene glycol are used. As the inorganic salts, sodium carbonate, sodium chloride, sodium sulfate, etc. are used. As the pigment, zinc oxide, titanium oxide, talc, mica, kaolin and the like are used. As the antioxidant, tocophenol, BHA, BHT and the like are used. As the dye, fragrance, and preservative, those generally used in cosmetics can be appropriately used.

[0018]

The transdermal absorption nutrient of the present invention comprises a saponified product of DHA and / or a derivative thereof as an active ingredient, and this saponified product penetrates the skin as shown in Examples described later.
It has the property of being adsorbed. Therefore, when it is added to a product such as cosmetics that is used in contact with the skin and used, DHA and / or its derivative is absorbed into the human body on a daily basis, and various kinds of DHA and / or its derivative have. A physiologically active effect and a therapeutic effect on psoriasis and atopic dermatitis can be expected. Further, DHA and / or its derivative can be absorbed into the skin to give a glossy and moist feeling.

DHA itself has poor transdermal absorbability, and unless it is a saponified product of DHA, the transdermal absorbability is not exhibited. Further, compared to DHA itself, saponified DHA has the advantage that it is less likely to be oxidized by oxygen in the air and has excellent storage stability. For this reason, fish odor due to oxidation hardly occurs, and it can be used for cosmetics that are often applied to the face and the like.

[0020]

【Example】

Example 1 To 600 g of DHA mixed oil (DHA content 23%, manufactured by Tama Seikagaku Co., Ltd.), 270 g of ethanol was added, and the mixture was heated and mixed at 80 ° C. while blowing nitrogen gas in a reaction kettle. Separately, 145 g of sodium hydroxide and 150 g of water
The aqueous solution dissolved in was gradually added dropwise over 30 to 60 minutes, and the saponification reaction was completed while maintaining the temperature at 80 ° C. After the reaction was completed, while maintaining the temperature at 80 ° C., citric acid was added for neutralization to produce a saponified composition containing a saponified product of DHA glyceride.

Comparative Example 1 A surfactant and a thickener were added to the same DHA mixed oil as in Example 1 and the mixture was homogenized to prepare an emulsified composition.

Test Example 1 The saponified composition obtained in Example 1 and the emulsified composition obtained in Comparative Example 1 were evaluated for transdermal absorbability by the following method. Both arms of the panel were washed with commercial toilet soap. It was washed with warm water of 35 to 40 ° C, and the moisture was wiped off with a towel. The saponified composition obtained in Example 1 was applied to the left arm, and the emulsified composition obtained in Comparative Example was applied to the right arm in an amount of 5 ml so as to cover the entire arm. The saponified composition and the emulsified composition were mixed in the same amount of DHA mixed oil. Both arms were covered with wrap film and kept at about 40 ° C. for 1 hour. Both arms were washed with warm water at 35 to 40 ° C to remove each composition, and then washed with commercially available toilet soap. It was washed with warm water of 35 to 40 ° C, and the moisture was wiped off with a towel. Both arms were washed with disinfecting ethanol. Both arms were wiped with gauze soaked in ether to collect fatty acids. After distilling ether off from this gauze, fatty acids were measured by gas chromatography to measure the amount of DHA remaining on the skin.

As a control, the left arm of a person who did not use either the saponified composition or the emulsified composition was washed with ethanol for disinfection and wiped with ether-soaked gauze to recover fatty acids. After distilling ether off from this gauze, fatty acids were measured by gas chromatography to measure the amount of DHA remaining on the skin. The results are shown in Table 1.

[0024]

[Table 1]

From the results shown in Table 1, it was confirmed that saponification of the DHA mixed oil increases the amount of DHA remaining on the skin.

Test Example 2 180 g of ethanol was added to 400 g of DHA mixed oil (DHA content 27%, manufactured by Tama Seikagaku Co., Ltd.), and heated and mixed at 80 ° C. in a reaction vessel under a nitrogen gas atmosphere. Separately, an aqueous solution prepared by dissolving 64 g of sodium hydroxide in 200 g of water was dropped little by little over 30 to 60 minutes,
The saponification reaction was completed while maintaining the temperature at 80 ° C. After the reaction was completed, while maintaining the temperature at 80 ° C., citric acid was added for neutralization to produce a saponified composition.

The above sample was put in a small petri dish, placed in a thermostat at 70 ° C. under which air was refluxed, and POV (peroxide value) was measured with time. In addition, for comparison, the same measurement was performed on a non-saponified DHA mixed oil (DHA content 27%). The results are shown in Table 2.

The POV is a standard oil and fat analysis test method (St
andard methods for the analysisof Oils, Fats and D
Evidatives; The Japan Oil Chemist's Society). For the saponified composition, hydrochloric acid was added, followed by extraction with ether and dehydration to obtain the POV of the fatty acid.

[0029]

[Table 2]

From the results shown in Table 2, it was confirmed that saponification of DHA can suppress the oxidation of DHA by oxygen in the air.

Example 2 (Cleansing Cream) A cleansing cream was prepared according to the formulation shown in Table 3 below. The blending amounts in the following examples are all weight%.
Is. That is, after dissolving borax in purified water, the saponification composition obtained in Example 1 is added and heated to maintain it at 70 ° C. (aqueous phase). The other ingredients are mixed, dissolved by heating, and maintained at 70 ° C (oil phase). The water phase is added to the oil phase, preliminary emulsification is performed, the mixture is uniformly emulsified with a homomixer, and the mixture is stirred while cooling after emulsification. Thus, a cleansing cream containing the percutaneously absorbable nutrient of the present invention was produced.

[0032]

[Table 3]

Example 3 (Lotion) Lotion was prepared with the composition shown in Table 4 below. The saponified composition obtained in Example 1, glycerin, polyethylene glycol and potassium hydroxide are dissolved in purified water at room temperature (water part). On the other hand, a flavor, a preservative and a polyoxyethylene oleyl alcohol ether are dissolved in ethyl alcohol at room temperature (alcohol part). Then, the above alcohol portion was added to the above water portion to solubilize it, and after coloring with a dye, it was filtered to produce a lotion containing the transdermal absorption nutrient of the present invention. The final D in this lotion
HA concentration is 0.3%.

[0034]

[Table 4]

Comparative Example 2 Instead of the saponified composition obtained in Example 1 in Example 3, DHA mixed oil (DHA content 23%) was added so that the final DHA concentration was 0.3%. Others manufactured the lotion with the same composition and method as in Example 3.

Test Example 3 The lotion of Example 3 and the lotion of Comparative Example 2 were used by 7 panelists to evaluate the moisturizing feeling (moist feeling) after use. The evaluation criteria are as shown in Table 5 below. Also,
Table 6 shows the evaluation results.

[0037]

[Table 5]

[0038]

[Table 6]

As described above, the lotion of Example 3 using the saponified DHA is superior to the lotion of Comparative Example 2 containing DHA mixed oil in moisturizing feeling after use.

Example 4 (Cream) A cream was prepared according to the formulation shown in Table 7 below. First, the saponified composition of Example 1 and propylene glycol are added to purified water, and the mixture is heated and kept at 70 ° C. (aqueous phase). On the other hand, other components are mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase is added to the aqueous phase, preliminarily emulsified, uniformly emulsified with a homomixer, and stirred after cooling after emulsification. Thus, a cream containing the transdermal absorption nutrient of the present invention was produced.

[0041]

[Table 7]

Example 5 (Emulsion) An emulsion was prepared according to the formulation shown in Table 8 below. First, the saponified composition of Example 1 and propylene glycol are added to purified water, and the mixture is heated and kept at 70 ° C. (aqueous phase). On the other hand, other components are mixed, heated and melted and kept at 70 ° C. (oil phase). While stirring the oil phase, the aqueous phase is gradually added to this and the mixture is homogenized with a homomixer. After emulsification, cool to 30 ° C with stirring. Thus, an emulsion containing the transdermal absorption nutrient of the present invention was produced. The final DHA concentration in this emulsion is 0.5%
Is.

[0043]

[Table 8]

Comparative Example 3 In place of the saponified composition obtained in Example 1 in Example 5, DHA mixed oil (DHA content 23%) was added so that the final DHA concentration was 0.5%. An emulsion was manufactured by the same composition and method as in Example 5, except for the above.

Test Example 4 The milky lotion of Example 5 and the milky lotion of Comparative Example 3 were stored at a temperature of 70 ° C., and the fish odor after 0 days, 1 day, 4 days, and 7 days was measured by 7 persons. I asked the panelists to evaluate it. The evaluation criteria are as shown in Table 9 below. The results of this evaluation are shown in Table 10. In addition, the numerical value in Table 10 represents the average value of seven panelists.

[0046]

[Table 9]

[0047]

[Table 10]

As described above, it can be seen that the emulsion of Example 5 using the DHA saponified product suppresses the generation of fish odor as compared with the emulsion of Comparative Example 3 using the DHA mixed oil.

Example 6 (pack) A pack was prepared with the formulation shown in Table 11 below. After dispersing and swelling the bean gum in purified water, the saponification composition of Example 1, liquid paraffin, and propylene glycol were added, and zinc white,
Kaolin was added, and then ethyl alcohol in which a flavor and a preservative was dissolved was added, and the mixture was stirred until it became a uniform paste, whereby a pack containing the percutaneously absorbable nutrient of the present invention was produced.

[0050]

[Table 11]

Example 7 (Hair Tonic) A hair tonic having the composition shown in Table 12 below was produced. Purified water, the saponified composition of Example 1, and other components except the dye were added to ethyl alcohol and dissolved, and then purified water and Example 1 were added.
The saponification composition of is added and solubilization is performed. Then, the hair tonic containing the percutaneous absorption nutrient of the present invention was produced by coloring with a dye and then filtering.

[0052]

[Table 12]

Example 8 (Hair Grow Agent) A hair grow agent having the composition shown in Table 13 below was produced. While stirring at room temperature, ethanol-soluble components (from hinokitiol to perfume solubilizer in Table 10) are sequentially added to ethanol and dissolved. On the other hand, after adding and dissolving the saponification composition and propylene glycol described in Example 1 to purified water, this was added to the ethanol phase to make it uniform, and then filtered,
A hair restorer containing the percutaneously absorbable nutrient of the present invention was produced.

[0054]

[Table 13]

Example 9 (Massage Cream) A massage cream having the composition shown in Table 14 below was produced. Formulations A and B are separately heated and melted at 70 to 80 ° C., and filtered. Mix A into B using an emulsifying mixer with vigorous stirring. A fragrance was added at around 45 ° C. to produce a massage cream containing the transdermal absorption nutrient of the present invention. In addition, white beeswax and whale wax adjust the consistency of the cream.

[0056]

[Table 14]

Example 10 (bath salt) To 250 g of DHA mixed oil (DHA content 23%, Tama Seikagaku Co., Ltd.), 112 g of ethanol was added and heated at 80 ° C. in a reaction vessel under a nitrogen gas atmosphere. Mixed. Separately, an aqueous solution prepared by dissolving 40 g of sodium hydroxide in 125 g of water was added dropwise little by little over 30 to 60 minutes.
The saponification reaction was completed while maintaining the temperature at 80 ° C. After the completion of the reaction, the free alkali was adjusted while keeping the temperature at 80 ° C., and then powdered by a spray drying method to obtain a powdery saponified composition.

50 g of the above saponified composition powder, 400 g of sodium sesquicarbonate, 100 g of salt, 493 g of sodium sulfate.
While stirring well with a blender, liquid lanolin 5
g, a pigment 2 g and a fragrance were uniformly added and mixed to prepare a bath salt containing the transdermal absorption nutrient of the present invention.

Example 11 (bath oil) 112 g of ethanol was added to 250 g of DHA mixed oil (DHA content 23%, Tama Seikagaku Co., Ltd.) and heated at 80 ° C. in a reaction vessel under a nitrogen gas atmosphere. Mixed. Separately, an aqueous solution prepared by dissolving 40 g of potassium hydroxide in 125 g of water was added little by little over 30 to 60 minutes to complete the saponification reaction while maintaining the temperature at 80 ° C. After the reaction was completed, the free alkali was adjusted while maintaining the temperature at 80 ° C. to obtain a soft saponified composition.

50 g of the above saponified composition, 300 g of hexadecyl alcohol, 230 of polyethylene glycol
g, polyoxyethylene (40 mol) hydrogenated castor oil 70
g, 400 g of ethyl alcohol, a fragrance, a dye and an ultraviolet absorber were mixed to prepare a bath oil containing the transdermal absorption nutrient of the present invention.

[0061]

As described above, the saponified product of DHA and / or its derivative contained in the percutaneous absorption nutrient of the present invention has excellent transdermal absorbability. Therefore, by incorporating the transdermal nutritional supplement of the present invention into products such as cosmetics which are directly rubbed into the skin, DHA can be easily absorbed into the human body on a daily basis, and DHA and / or The physiological activity of the derivative and the therapeutic effect on psoriasis and atopic dermatitis can be expected. Also,
By incorporating DHA and / or a derivative thereof into a cosmetic product and rubbing it into the skin, it is possible to give the skin a glossy and moist feeling. In addition, since the saponified product of DHA and / or its derivative is not easily oxidized by oxygen in the air and has excellent storage stability, it is possible to suppress the generation of fishy odor when added to cosmetics. it can.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Internal reference number FI Technical display location A61K 7/50 C07C 57/03 9356-4H C11C 1/04 2115-4H (72) Inventor Kazu Takekawa Koto 332-20, Sand, Kawagoe City, Saitama Prefecture (72) Inventor, Tatsuhiko Suga 239-41, Negishi, Sayama City, Saitama Prefecture (72) Inventor, Kazuyoshi Yazawa 571 Unomori, Sagamihara City, Kanagawa Prefecture

Claims (5)

[Claims] 1. A transdermal absorption nutrient containing a saponified product of docosahexaenoic acid and / or a derivative thereof as an active ingredient. 2. The docosahexaenoic acid derivative is an ester, glyceride, phospholipid of docosahexaenoic acid,
The transdermal absorption nutrient according to claim 1, which is one kind selected from a choline derivative, an amino acid derivative and an ascorbic acid derivative. 3. A cosmetic ingredient comprising at least one selected from oils and fats, waxes, hydrocarbons, higher fatty acids, alcohols, inorganic salts, dyes, pigments, fragrances, preservatives and antioxidants, and docosahexaenoic acid and / or Or a saponified derivative thereof, wherein the content of the saponified docosahexaenoic acid and / or derivative thereof is 0.1 to 50% by weight. 4. Massage cream, cleansing cream, lotion, emulsion, pack, hair tonic, hair restorer,
The cosmetic according to claim 3, which is one kind selected from a hair nourishing agent and a bath agent. 5. The derivative of docosahexaenoic acid is an ester of docosahexaenoic acid, a glyceride, a phospholipid,
The cosmetic according to claim 3, which is one kind selected from a choline derivative, an amino acid derivative and an ascorbic acid derivative.