JPH09278642A - Preparation for external use for skin - Google Patents

Abstract

PROBLEM TO BE SOLVED: To prepare a preparation for external use for the skin, capable of exhibiting and imparting an excellent effect on the prevention of the skin from getting older and a skin beautifying effect by using one or more kinds selected from mevalonic acids and its specific derivatives with a specific polyhydric alcohol in combination. SOLUTION: This external preparation is obtained by compounding one or more kinds selected from mevalonic acids and mevalonic acid lactone compounds with one or more kinds selected from a group consisting of polyhydric alcohols having OH groups of >=4 in a molecule and glucopyranoside derivatives of the formula (R is a 2-8C alkyl). As the mevalonic acid, R(-)- mevalonic acid, which is easily available, is preferable. Further, mevalonic acid lactone is easily converted into mevalonic acid by hydrolysis. As an example of the polyhydric alcohol, diglycerin, glucose, trehalose, etc., is cited. As an example of the glucopyranoside derivative of the formula, ethyl glucoside or propyl glycoside is cited. The external preparation is composed of mevalonic acid, etc., in an amount of about 0.01-2.0wt.% and a polyhydric alcohol, etc., in an amount of about 0.01-3.0wt.%.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to an external preparation for skin, and more particularly, to an excellent skin aging prevention effect (rough skin improvement effect, keratin improvement effect, effect of increasing turnover speed), and beautiful skin effect. The present invention relates to an external preparation for skin which is excellent in application.

[0002]

2. Description of the Related Art Aged skin becomes rough and dry without smoothness, and keratinocyte exfoliation is observed. It is said that aging skin has a slow turnover speed, and that when the antiaging effect is exerted and imparted to the skin, the turnover speed of the skin increases. Conventionally, various cosmetics that impart a suitable moist feeling and flexibility to the skin surface have been proposed. For example, in Japanese Patent Application Laid-Open No. 4-99707, R-
(-) Skin cosmetics containing mevalonic acid have been proposed. In addition, propylene glycol, 1,3-butylene glycol, glycerin, polyglycerin, and the like have been added as a humectant in skin cosmetics to give a moist feeling to the skin. Has a drawback that stickiness is caused because these humectants are incorporated in a large amount of 5% by weight or more. In addition, the skin cosmetics and the like act on the epidermis of the skin tissue, but rarely act on the dermis, which is a tissue below the epidermis, and thus have a sufficient effect on the prevention of skin aging as described above. There was nothing.

[0003]

The object of the present invention is to provide an external preparation for the skin which imparts and imparts an anti-aging effect (rough skin improving effect, keratin improving effect, turnover speed increasing effect), beautiful skin effect, and a feeling of use. To provide.

[0004]

[Means for Solving the Problems] The above objects are (a) one or more selected from mevalonic acid and mevalonic acid lactone, and (b) a polyhydric alcohol having four or more hydroxyl groups in the molecule, the following general formula: This is achieved by a skin external preparation containing one or more selected from the group consisting of glucopyranoside derivatives represented by (i).

[0005]

Embedded image

(In the formula, R represents an alkyl group having 2 to 8 carbon atoms.)

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The mevalonic acid used as the component (a) in the present invention is also referred to as pyroclastic acid (molecular formula: C ₆ H ₁₂ O ₄ ), which is true pyroclastic bacteria (Lactobacillus) mixed in sake.
lulus homeochichi and L. et al. hetero
chichi), and lactic acid bacteria (L. a.
Cidophilus), a substance found as a growth-promoting factor, and is used as a biosynthesis precursor for isoprenoid compounds such as sterols, or as a raw material for chemically or enzymatically synthesizing various optically active substances. Mevalonic acid has two isomers [R (-)-mevalonic acid, S (+)
-Mevalonic acid] and R (-)
-Mevalonic acid, any of which can be used in the present invention, but R (-)-mevalonic acid, which is easily available, is preferable. R (-)-mevalonic acid is disclosed in, for example, JP-A-63-2
No. 16484, JP-A-63-216485,
JP-A-63-216486, JP-A-63-216
It can be produced by the microbial fermentation method described in Japanese Patent No. 487, etc. Alternatively, it can be produced as a racemate (mixture of isomers) by a chemical synthesis method and can be isolated into each isomer, and any of them can be used in the present invention. Further, mevalonic acid lactone, which is a derivative of mevalonic acid used as the component (a) in the present invention (molecular formula: C ₆
H ₁₀ O ₃₎ is a compound having the property of changing easily mevalonate by hydrolysis.

On the other hand, examples of the polyhydric alcohol having 4 or more hydroxyl groups in the molecule used as the component (b) in the present invention include polyglycerin such as diglycerin, triglycerin and tetraglycerin, glucose, maltose, Maltitol, fructose, xylitol, sorbitol, maltotriosethreitol, pentaerythritol, trehalose, sucrose, starch-reducing sugar reducing alcohol and the like can be mentioned.

The glucopyranoside derivative represented by the general formula (i) is a known substance which is present in a very small amount in brewed sake, and there are numerous reports on its synthesis method (for example, Rocznikikichemi, Vol. 49, No. 12).
No., 2113 to 2115, 1975), and can be obtained inexpensively and easily according to this method. Specific examples of the glucopyranoside derivative include, for example, ethyl glucoside, propyl glycoside, butyl glucoside, isobutyl glucoside, pentyl glucoside, 3-methylbutyl glucoside, hexyl glucoside, methyl pentyl glucoside, heptyl glycoside,
4-methylhexyl glucoside, 5-methylhexyl glucoside, 4-ethylpentyl glucoside, octyl glucoside, 6-methyl heptyl glucoside, 5-methyl heptyl glucoside, 5,5-dimethyl hexyl glucoside, etc. are mentioned. The glucopyranoside derivative used in the present invention can be used in either an α-form or a β-form.

In the external preparation for skin of the present invention, the preferred compounding amount of one or more of mevalonic acid and lactone mevalonic acid as the component (a) is preferably 0.001 to 10% by weight based on the total amount of the external preparation for skin. (Hereinafter abbreviated as wt%.)
And particularly preferably 0.01 to 2.0 wt%. Further, the blending amount of one or more selected from the group consisting of polyhydric alcohols having 4 or more hydroxyl groups in the molecule of component (b) and glucopyranoside derivatives is preferably 0.0
01 to 3.0 wt%, and particularly preferably 0.01
~ 3.0 wt%. Furthermore, it is preferable to mix the component (b) in an amount of 0.1 to 5 times (weight) that of the component (a).

The dosage form of the external preparation for skin of the present invention is not particularly limited, and may be cream, emulsion, lotion, or the like.
Ointments, powders, etc. of ordinary pharmaceuticals, quasi-drugs,
It can be applied to the dosage form of cosmetics. In the external preparation for skin of the present invention, as other components, an emulsifier, an oily substance, a moisturizer, a thickener, a fragrance, an antiseptic, an antioxidant, a colorant and the like are appropriately added within a range to achieve the object of the present invention. It may be blended.

[0012]

The present invention will be described below in detail based on examples and comparative examples. In the Examples, (1) the method for measuring the turnover speed of the stratum corneum, (2) the method for measuring the effect of improving rough skin, (3) the method for measuring the effect of improving stratum corneum, and (4) the sensory test are as follows. .

(1) Method for measuring the turnover speed of the stratum corneum 5 wt% of dansyl chloride, a fluorescent dye, was added to white petrolatum.
% Ointment was prepared and occluded and applied to the skin of the forearm of 20 subjects for 24 hours, and dansyl chloride was osmotically bonded to the stratum corneum. Thereafter, the test sample was applied to the same site twice a day (morning and evening), and the fluorescence of dansyl chloride was examined every day.
The number of days until the fluorescence disappeared was defined as the skin stratum corneum turnover speed. The measurement results were shown as an average of the number of days for each subject. The normal skin stratum corneum turnover is 1
4-16 days, but extends around 18 days in aged skin. On the other hand, when the anti-aging effect appears, 12
It is shortened to around days.

(2) Method of Measuring the Effect of Improving Rough Skin The effect of continuous application for four weeks was examined on 20 middle-aged and elderly subjects having rough skin on the lower leg. That is, a test sample is applied to the left lower leg test site of the subject twice a day (morning and evening),
The skin condition before and after the test was evaluated according to the criteria shown in Table 1 below. The lower leg on the right side was used as a control without applying the test sample.

[0015]

[Table 1]

The results of the judgment of the test site and the control site before and after the test are compared, and when the degree of dryness of the skin is improved by two or more stages (for example: + → −, ++ → ±), “effective” is improved by one stage. The case was evaluated as "Slightly valid", and the case without any change was regarded as "Invalid". The test results are shown by the number of subjects who were “effective” and “somewhat effective”.

(3) Method of measuring the effect of improving keratin (enhancing the anti-peeling properties of keratinocytes) A scotch tape (Nichiban Mending Tape) was adhered to the skin of the test part before and after the start of the above-mentioned measurement test for measuring rough skin, and When this was peeled off, the state of the keratinocytes attached to the tape was examined in detail by a scanning electron microscope,
The stratum corneum exfoliating property was classified according to the criteria shown in Table 2 below, and the effect of improving the keratin was determined.

[0018]

[Table 2]

Judgment is made when the difference between the evaluation point of the test site and that of the control site after continuous application for 4 weeks is 2 or more points is “valid”, 1 point or more is “slightly effective”, and 0 point is "Invalid". The test results are shown by the number of subjects who were “effective” and “somewhat effective”.

(4) Sensory Test (Beautiful Skin Effect) Female subjects complaining of rough skin, fine lines, dry skin, etc.
Test sample twice a day (morning, evening) for 20 persons 3
The coating was applied for 1 month, and the effect after 1, 2 and 3 months was evaluated.
The test results are shown by the number of people who responded that "the skin was moisturized" and "the skin became smooth" for each of the items of wettability, smoothness, and elasticity of the skin.

Examples 1 to 4, Comparative Examples 1 to 7 (skin cream) (a) component mevalonic acid, mevalonic acid lactone, (b)
Ingredients diglycerin, triglycerin, trehalose,
Ethyl glucoside was blended as shown in Table 4, each skin cream was prepared with the composition of Table 3, and the above-mentioned various experiments were carried out.

(1) Composition

[0023]

[Table 3]

(2) Preparation Method The raw material (A) in Table 3 above was melted at 70 ° C., mixed with the raw material (B), and then heated to 78 ° C. Next, this was gradually added to the raw material (C) heated to 75 ° C. while stirring, and preliminarily emulsified. Thereafter, the mixture was completely emulsified with a homogenizer, cooled to 50 ° C., added with the raw material (D), and cooled to 30 ° C. to prepare a skin cream. The R (-)-mevalonic acid lactone blended as the component (a) is considered to be present in the skin cream in equilibrium with R (-)-mevalonic acid.

(3) Characteristics Various tests were carried out on each of the above skin creams, and the results are shown in Tables 4 and 5.

[0026]

[Table 4]

[0027]

[Table 5]

As shown in Tables 4 and 5, Comparative Example 1 in which mevalonic acid or mevalonic acid lactone as the component (a) and diglycerin, triglycerin, trehalose or ethyl glucoside as the component (b) was not blended or was blended alone. Although the skin creams Nos. 7 to 7 do not provide sufficient effects in various properties, (a) mevalonic acid and mevalonic acid lactone of the present invention,
The skin creams of Examples 1 to 4 in which the component (b), diglycerin, triglycerin, trehalose, and ethyl glucoside were used in combination, had rough skin improving effects, keratin improving effects, and faster turnover speed effects, that is, skin aging. A remarkable effect was observed in the preventive effect, and a sensory test showed wettability, smoothness, and elasticity two months after application.

Example 5, Comparative Examples 8 to 10 (Skin Lotion) Each skin lotion was prepared according to the composition shown in Table 6 below, and various tests were carried out. The polyglycerin used as component (b) in Table 6 was # 500 manufactured by Sakamoto Yakuhin.

(1) Composition

[0031]

[Table 6]

(2) Preparation Method Each raw material in Table 6 was stirred and uniformly dissolved to prepare a skin lotion. (3) Characteristics The skin lotion of Example 6 had excellent skin beautiful effects and skin aging prevention effects (rough skin improving effect, keratin improving effect, effect of accelerating turnover speed) as compared with Comparative Examples 8 to 10. .

Example 7 (Skin Cream) A skin cream having the composition shown in Table 7 below was prepared.

[0034]

[Table 7]

(2) Preparation method The raw material (A) and the raw material (B) shown in Table 7 were uniformly heated and melted to bring the temperature to 80 ° C. Then, during (A),
After injecting and emulsifying (B), it was cooled to 30 ° C. with stirring to prepare a skin cream.

Example 8 (makeup base) A makeup base having the composition shown in Table 8 below was prepared. (1) Composition

[0037]

[Table 8]

(2) Preparation method The raw material (A) and the raw material (B) shown in Table 8 were uniformly heated and melted to a temperature of 80 ° C. Next, while stirring the liquid (B) with a homomixer, the liquid (A) was injected and emulsified, and then cooled to 30 ° C. to prepare a makeup base.

Example 9 (Skin milk) A skin milk having the composition shown in Table 9 below was prepared. (1) Composition

[0040]

[Table 9]

(2) Preparation method The raw material (A) and the raw material (B) shown in Table 9 were uniformly heated and dissolved to bring the temperature to 80 ° C. Then, in the (A) liquid,
After injecting and emulsifying the liquid (B), it was cooled to 30 ° C. with stirring to prepare skin milk.

The above Examples 7 to 9 showed excellent effects of preventing skin aging (effect of improving rough skin, effect of improving keratin, effect of accelerating turnover speed) and beautiful skin effect.

[0043]

As described above, the present invention provides a useful skin external preparation excellent in skin aging prevention effect (rough skin improvement effect, keratin improvement effect, effect of increasing turnover speed), and beautiful skin effect. Is clear.

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Claims (1)

[Claims] 1. From (a) one or more selected from mevalonic acid and mevalonic acid lactone, (b) a polyhydric alcohol having four or more hydroxyl groups in the molecule, and a glucopyranoside derivative represented by the following general formula (i): An external preparation for skin characterized by being blended with one or more selected from the group consisting of Embedded image (In the formula, R represents an alkyl group having 2 to 8 carbon atoms.)