JPS6248611A - External preparation for skin - Google Patents

Abstract

PURPOSE:An external preparation for the skin having actions to provide the skin with smoothness and a wetting feeling and to make the skin with luster, fineness and beauty and improving effects on blood circulation of the skin, containing an anthocyanin and/or anthocyanidin. CONSTITUTION:An external preparation for the skin providing the skin with a smooth feeling in use, humectant effect, softening effect and activating effects, increasing an amount of hyaluronic acid, providing the akin with tension and luster, extremely useful for preventing and improving chapped skin, containing 0.0001-30wt%, especially 0.005-20wt% anthocyanin and/or an anthocyanidin as its aglycone, especially chrysanthemin and/or cyandine obtained from a culture cell of preferably a higher plant, especially a plant of the genus Euphorbia, especially HANAKIRIN, and preferably an ultraviolet light absorber and/or an antioxidant. The essential component is used as a coloring matter for foods and has high safety.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to an external preparation for skin containing anthocyanins and/or their aglycones, andocyanidins.

The skin external preparation according to the present invention is a novel skin external preparation that has the effect of making the skin smooth and moisturized, making the skin glossy, firm, fine-grained, and beautiful, and also has the effect of improving skin blood circulation. It is a drug.

BACKGROUND OF THE INVENTION Andocyanins and their aglycones, anthocyanidins, are both known substances contained in natural plants, and are used, for example, as food coloring agents.

Conventionally, anthocyanins were obtained by extracting and purifying the flowers or fruits of plants, but with recent advances in plant cell culture technology, it has become possible to obtain products of a certain quality industrially. In addition, anthocyanins obtained from natural products contain many contaminants that are undesirable from the standpoint of stability and safety, and it requires a large amount of cost to remove such contaminants and purify anthocyanins. However, the andocyanin obtained by the above-mentioned culture method is extremely pure and excellent in this respect.

Problems to be Solved by the Invention The present inventors have conducted intensive research to obtain natural substances that have characteristic efficacy or usefulness for the skin, such as improving rough skin and improving keratin. , anthocyanins and their aglycones, anthocyanidins,
It has been found that the above object can be achieved by incorporating these into the base of an external skin preparation.

Furthermore, among anthocyanins and anthocyanidins,
It has been discovered that chrysanthemine and/or its aglycone cyanidin obtained by cell culture of the Euphorbia genus Hanakirin have particularly excellent effects, and they have also been formulated with ultraviolet absorbers and/or antioxidants that can be used as external preparations for the skin. As a result, they succeeded in improving the light resistance and completed the present invention.

According to the present invention, at least one member selected from the group of anthocyanins and anthocyanidins which are aglycones thereof,
Particularly preferably, 0.0001 to 30% by weight, preferably o, oos, of chrysanthemine and/or cyanidin obtained from cultured cells of Euphorbia plant Hanakirin
A skin external preparation containing ~20% by weight is provided.

As described above, the skin external preparation according to the present invention preferably contains 0.0001 to 30% by weight of anthocyanins or their aglycones, anthocyanidins, as described in the following examples. It has the effect of imparting smoothness and moisture to the skin, making the skin glossy, firm, fine-textured and beautiful, and also has the effect of improving skin blood circulation.

Examples of the anthocyanins used in the present invention include chrysanthemine, belargonin, cyanin, mecocyanin, delphinin, and betunin, and examples of the andocyanidins include cyanidin, belargonidin, delphinidin, beonidin, betunidin,
Examples include malvidin.

As these anthocyanins and anthocyanidins, for example, chrysanthemine and cyanidin obtained from cultured cells of Hanakirin, a plant belonging to the genus Euphorbia, which belongs to higher plants, can be suitably used. 1977
It can be produced by the methods described in JP-A-2696, JP-A-57-2697, JP-A-57-14653, JP-A-57-18983, and the like.

Anthocyanins and/or compounded in the skin external preparation of the present invention
The amount of anthocyanidins to be blended is not particularly limited, but as mentioned above, it is preferably blended in an amount of 0.0001 to 30% by weight. If the amount of anthocyanins and/or anthocyanidins is too small, the effect of the present invention cannot be obtained, which is undesirable.On the other hand, if the amount is too large, it is difficult to formulate it as an external preparation for the skin, and it may not be suitable for skin, clothing, etc. It is not preferred because the coloration is significant.

In addition to the above-mentioned essential ingredients, the external skin preparation of the present invention may contain an ultraviolet absorber. Such ultraviolet absorbers include, for example, 2-hydroxy 4-methoxybenzophenone 5-sulfonate sulfonate (ASL-243).
, methyl p-dimethylaminobenzoate (S-Riki Roll 5
06) Ultraviolet absorbers that can be used in external skin preparations include urocanic acid, 2-hydroxy-4-methoxybenzophenone, and 2,2'-dihydroxy-4,41-dimethoxybenzophenone. There is no particular limitation on the amount of the ultraviolet absorber used, but it is preferably from 0.001 to
It can be contained in an amount of 5% by weight, more preferably 0.1 to 2% by weight.

The skin external preparation according to the present invention may further contain an antioxidant. Such antioxidants include:
For example, antioxidants that can be used in external skin preparations include vitamin E1 tannic acid, gallic acid, butylated hydroxyanisole, and erythorbic acid. There is no particular limitation on the amount of these antioxidants, but it is preferably 0.
．． 0.001 to 5% by weight, more preferably 0.001 to 5% by weight. 1 to 2% by weight of O can be blended.

The external skin preparation of the present invention may further contain oil, water, surfactants, humectants, etc., depending on the type of external skin preparation, if necessary.
Ingredients commonly used in external skin preparations such as lower alcohols, thickeners, fragrances, chelating agents, pigments, and antiseptic agents can be blended.

Further, the dosage form of the present invention is arbitrary, and may be a solution type, an oil type, an emulsion type, a powder dispersion type, a water-oil two-layer system, a water-oil one-powder three-layer system, etc. .

Furthermore, the use of the skin external preparation of the present invention is arbitrary, and it can be used as a lotion,
It can be used not only in facial cosmetics such as emulsions, creams, and packs, and hair cosmetics such as hair tonics and hair liquids, but also in makeup cosmetics and body cosmetics such as foundations, lipsticks, and eye shadows.

EXAMPLES Hereinafter, the present invention will be explained in more detail according to examples.
It goes without saying that the technical scope of the present invention is not limited to these.

In addition, in the following examples, the blending amount indicates weight %.

Example 1 (Formulation) Ingredients % Glycerin 5.0 Citric acid
0.03■Sodium citrate 0.05■Allantoin 0.1■Ethanol (95%) 10.0■POE
(15 mol) Oleyl ether 1.0 ■ Chrysanthemine $1 0.5 ■ ASL-2
430,3 ■Fragrance O0 ■[Phase] Preservative 0.10 Colorant Usage @ Purified water
Remaining *1 JP-A-57-
Chrysanthemine obtained by the methods described in JP-A-2696, JP-A-57-2697, JP-A-57-14653 and JP-A-57-18983. In the following examples, chrysanthemine obtained in the same manner was used.

(Production method) Mix and dissolve the above components ■, ■, ■ and [phase] at room temperature,
Similarly, the components mixed and melted at room temperature■,■,■,■,■,
A lotion was obtained by stirring and adding to the contents of ①, ② and @.

On the other hand, a lotion of Comparative Example 1 was obtained in the same manner as in Example 1 except that (1) chrysanthemin was removed from the formulation of Example 1 above.

(Evaluation Test) (1) A use test was conducted on the lotions of Example 1 and Comparative Example 1 by a panel of 20 women. In other words, the lotion moss 0.5 of Example 1 and Comparative Example 1 was applied to the inside of the left and right forearms twice a day for three months, and a questionnaire survey was conducted on a panel to determine the effect. The panel asked them to rate their feelings on a three-point scale: effective, somewhat effective, and ineffective.

The results were as shown in Table 1.

(2) Regarding skin gloss and firmness, the elastic modulus of the panel skin (example 1 common area) was measured and compared in the same manner as that of the comparative example.

The results were as shown in Table 2.

(3) Regarding the skin blood flow in the application area, the skin lotion application area of Example 1 and the application area of Comparative Example 1 of the panel were measured and compared using a laser Doppler blood flow needle.

The results were as shown in Table 3.

(4) Animal experiment The hair on the back of a mouse (ICR-JCL male, weight 21-24 g) was shaved, and the lotions of Example 1 and Comparative Example 1 were applied at 0.00%.
It was applied to the back skin continuously for 2 to 7 days for 2 months.

24 hours after the end of application, the back skin was collected and the amount of hyaluronic acid therein was measured (Mucopolysaccharide Experimental Method (I),
1972, pp. 31-125).

The results were as shown in Table 4.

(Margin below) Table 1 Evaluation Item Example 1 Comparative Example 1 Skin smoothness effective 15/20 1/20 Slightly effective 5/20 2/20 Ineffective
0/ 20 1.7/ 20 Moist skin effect effective 16/ 20 0/ 20 Slightly effective 4/ 20 3/ 20 Ineffective
0/20 17/20 From the above results, it was confirmed that the skin condition at the site where Example 1 was applied was clearly improved. There were no cases where the skin condition worsened.

(Margin below) Table 2 Panel Elastic modulus γ (dyne (2) ×
10°) Example 1 Comparative Example 1 Control (Nondrive, age, common site, common site, treated site) 12
0 2.4 3.1 3.1231
2.5 2.6 2.7336
3.0 3.3 3.3424 1.
7. 1゜81.8522 1.6 1
．． 7 1.6624 1°? 2.1
2.1?381.7 1°81.7 840 3.3 3.4 3.694
5 1.6 1.8 1.91042
2.0 2.1 2.11!29
1.3 1.4 1.41235
1.4 1.5 1.51334
2.6 3゜13.01438 3.0
3.4 3.21521 1.6
1.7 1.71627
2.2 2.3 2.2173
6 2.3 2.6 2
．． 71B20 1.2 1.3
1.21937 2.5
3.0 3.02040 3.4
3.5 3.5 average value 2
．． 17 2.38 2.37 As is clear from the above results, the skin elastic modulus of the area where the lotion of Example 1 was applied decreased, and it was confirmed that the firmness of the skin increased.

Table 3 Example 1 Common area / Comparative example 1 / Affected age Control area x 100 Control x 100
Mean±SD 112.5±9.1 98.9
As is clear from the results of ±4.3 or more, it was confirmed that the skin blood flow in the area where the lotion was applied in Example 1 was increased compared to the area where the lotion was applied in Comparative Example 1. The cause of this was thought to be the vasodilatory effect of the essential ingredient chrysanthemine. Furthermore, chrysanthemin actually showed a dilating effect on isolated rabbit arteries.

Hyaluronic acid amount (%) Sample Hyaluronic acid/Total mucopolysaccharides x 10゜n=
10 Standard deviation above the mean Control (untreated) 38.0 Soil 5.2 Example 1 45.3 ± 2.5 Comparative example 1
As is clear from the results of 39.1±2.8 or more, the lotion of Example 1 was better than the control (untreated) and Comparative Example 1.
It was found that the amount of hyaluronic acid in the skin was significantly increased (tested) with a risk rate of 1% or less.

When considered together with the results in Tables 1 to 3, an increase in the amount of hyaluronic acid in the skin is considered to be one of the reasons why the favorable effects on the skin regarding skin smoothness, moist feeling, and skin elasticity were revealed.

Although the mechanism for increasing the amount of hyaluronic acid is not clear, the present inventors have confirmed that chrysanthemin, one of the essential ingredients of the present invention, has an inhibitory effect on hyaluronic acid degrading enzymes. It was speculated that this may be a factor.

Next, an experimental example will be shown to improve the stability against light of chrysanthemine, which is an element of the present invention.

The sample was irradiated with light using a xenon lamp in an environment of 50°C for 461 x 104 J/rd>, 5 hours and 30
After a period of time, the absorbance at the maximum absorption wavelength (λa+ax) was measured.

The results are shown in Table 5.

(Left below) Table 5 Absorbance sample at λ+max Remaining rate %Ohr
5 hr 30hr ■Chrysandemi 20.5% aqueous solution 100
42.6 8.0 ■ Chrysanthemine 0.5% 〇C0-
60 (1%') 100 24.7 2.4 ■ ■
+ASL-24S (0.3%”) 100
90.9 73.4 ■ ■ Ten Escarole 506
(0.5%) 100 91.4 75.7■
■+ASL-24S (0.3%”) 10
0 90.5 54.1■ ■ Ten gallic acid (1%)
100 65.8 47.1■ ■ Ten gallic acid (1%) 100 56.1
32.4■ ■+ASL-243 (0.3%) +
100 95.4 80.7 Gallic acid (1%) ■ ■+A S L-243 (0.3%') +
100 92.7 76.1 Galvanic acid (1%) As mentioned above, samples with chrysanthemin alone or with surfactant added showed significant discoloration, but by adding ultraviolet absorber and/or antioxidant, The fading caused by light could be improved very well.

Example 2 (Formulation) Ingredients % Glycerin 5.00 Polyethylene glycol (molecular weight 400) 2.0 Glycyrrhizic acid monoammonium salt 0.1 Allantoin
0.10 chrysanthemine
1.0 ■ Setanol
4.00 Squalane
5.0 ■ Stearic acid
1.0 ■ Beeswax
1.0 [phase] Vaseline
1.0 POE (25 mol) Cetyl ether 2.00 Glyceryl monostearate 1.50 Preservative
0.10 fragrance
0.15@AsL-24S
f), 3 [phase] gallic acid
1.00 purified water
Residue (manufacturing method) Components (1) to [phase] were mixed and dissolved, and stirred and mixed into components (2), (2), (2), (2), and (2), which were also mixed and dissolved, to emulsify. Emulsified particles were prepared using a homogenizer, and then cooled to room temperature using a heat exchanger to obtain W10 type cream.

Example 3 (Formulation) Ingredients % ■ Polyvinyl alcohol 10.0 ■ Polyethylene glycol (molecular weight 400) 0.4 ■ Glycerin 3.0 ■ Ethanol (95%) 8. O ■Cyanidin *i o, s
■ASL-24S O,
5■Preservative 0.1
■Fragrance 0.1
■Oval water residual *1
: Cyanidin obtained by hydrolyzing chrysanthemine with an acid (for example, 10% hydrochloric acid).

(Manufacturing method) Mix and dissolve ingredients ■～■ at room temperature, and add this to ingredients ■, ■, ■
After stirring and adding (1) and (2) into a mixture and melt at 80°C,
A bag was obtained by cooling to room temperature.

Example 4 (Formulation) Ingredients % ■ Squalane 5.0 ■ Vaseline 2.0 ■ Beeswax 0.5 ■ Sorbitan sesquioleate 0.80 POE (
20 mol) Oleyl ether 1.2 ■ Propylene glycol 5.0 ■ Chrysanthemine 0.5 ■ Escarol 506 0.2 ■ Tannic acid 0.3 [stock] Ethanol 10.00 Fragrance Usage ■ Preservative
Volume 0 oval water
Residue (manufacturing method) The above components (■, ■, ■, ■, ■, and @) were stirred and dissolved at 70°C to obtain an oil phase. On the other hand, components (1), (2), (2) and (2) were dissolved in component (2) to form an aqueous phase and maintained at 70°C.

Immediately before, component (1) was mixed into the aqueous phase, and then the oil phase was further mixed to obtain an emulsion.

Example 5 (Composition) Ingredients % ■ Castor oil 20.0 ■ Cetyl alcohol 20.0 ■ Beeswax 5.0 ■ Candelilla wax 30.0 ■ Chrysanthemine 2.0 ■ ASL
-24S O, 5■
Squalane 13.0 ■ Carnauba wax 5.0 ■
Pigment 5・O [phase] Fragrance amount (
Manufacturing method) Ingredients (1) to [phase] were mixed and dissolved at 80°C, poured into a mold, allowed to cool to room temperature, and then taken out from the mold to obtain a lipstick stick.

Effects of the Invention The skin external preparation of the present invention provides a smooth feeling of use, a moisturizing effect, a softening effect, and a revitalizing effect on the skin, increases the amount of hyaluronic acid in the skin, gives firmness and luster to the skin, and reduces rough skin. Extremely useful for prevention and improvement.

Furthermore, anthocyanins such as chrysanthemine, which are one of the essential components of the present invention, or anthocyanidins, which are aglycones thereof, are natural pigments and are highly safe external preparations for skin.

Claims (1)

[Scope of Claims] 1. An external preparation for skin containing at least one member selected from the group consisting of anthocyanins and anthocyanidins which are anthocyanins and their aglycones. 2. The external preparation for skin according to claim 1, wherein the amount of anthocyanins and/or anthocyanidins is 0.0001 to 30% by weight. 3. The external preparation for skin according to claim 1, which contains an ultraviolet absorber and/or an antioxidant. 4. The skin external preparation according to claim 1, wherein the anthocyanins and/or anthocyanidins are obtained from cultured cells of higher plants. 5. The skin external preparation according to claim 1, wherein the anthocyanins and/or anthocyanidins are obtained from cultured cells of a plant of the genus Euphorbia. 6. The skin external preparation according to claim 1, wherein the anthocyanins and/or anthocyanidins are obtained from cultured cells of Hanakirin, a plant of the genus Euphorbia. 7. The skin external preparation according to claim 1, wherein the anthocyanin is chrysanthemin obtained from cultured cells of Hanakirin, a plant of the genus Euphorbia. 8. The skin external preparation according to claim 1, wherein the anthocyanidin is cyanidin obtained from cultured cells of Hanakirin, a plant of the genus Euphorbia.