JPH08268870A - Dermal preparation for external use - Google Patents

Abstract

PURPOSE: To obtain a new dermal preparation for external use, containing an ingredient selected from a protein and its hydrolyzate and a specific glycoside and capable of making the metabolism of the skin active, increasing the elastic ity of the skin and manifesting excellent effects on protection of the skin and moisture retention. CONSTITUTION: This dermal preparation for external use is obtained by blending (A) an ingredient selected from a protein and its hydrolyzate (e.g., soybean protein, globulin or pepsin) with (B) a glycoside of a hydroxysalicylic acid and/or an aliphatic ester glycoside of the hydroxysalicylic acid of formula I, II or III [R<1> is H or a 1-20C (un)saturated hydrocarbon; R<2> is a saccharide residue]. The amounts of the ingredients used based on the total amount of the dermal preparation are preferably 0.1-10wt.% ingredient (A) and 0.1-7wt.% ingredient (B) and the amount of the ingredient (B) used is preferably 0.1-60 pts.wt. per 1 pt.wt. ingredient (A). Furthermore, the ingredient (B) is preferably obtained by reacting the hydroxysalicylic acid or its aliphatic ester with an acetylated or an acetobrominated saccharide in the presence of an acidic catalyst. For example, 3-β-D-glucopyranosyloxysalicylic acid is cited as the ingredient (B).

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a new external preparation for skin, which aims to activate skin metabolism, increase skin elasticity, protect skin and retain water. It is intended to provide a skin external preparation having an effect.

[0002]

2. Description of the Related Art When the skin is analyzed histologically, it is said that collagen fibers and elastic fibers form a mesh in the dermis, which gives the elasticity and tensile strength of the skin. In recent years, collagen and elastin obtained by solubilizing these fibers obtained from animals by scientific treatment or extracting soluble fiber molecules from these fibers have been incorporated into skin external preparations as skin protection and moisturizers. Came. From the same point of view, gelatin, casein,
Blending of soy protein etc. has also been proposed.

[0003]

However, when these proteins are added alone to the external preparation for skin, the expected action and effect thereof are not yet sufficient, and therefore the stability of the external preparation for skin is increased by increasing the amount of addition. It had drawbacks such as adverse effects and stickiness.

In view of the above circumstances, the inventors of the present invention have conducted diligent research and as a result, one or more kinds selected from the group consisting of proteins and proteolytic products and a specific glycoside of hydroxysalicylic acid or hydroxysalicylic acid aliphatic A skin external preparation containing one or more selected from the group consisting of ester glycosides synergistically increases water retention, smoothes the skin, and imparts a proper "moisturizing" and "swelling". The present invention has been completed based on this finding.

[0005]

That is, the invention of claim 1 is represented by one or more kinds selected from the group consisting of proteins and proteolytic products and the following general formulas 4, 5 and 6. The external preparation for skin is characterized by being blended with one or more selected from the group consisting of glycosides of hydroxysalicylic acid and / or glycosides of aliphatic hydroxysalicylic acid.

[0006]

[Chemical 4]

[0007]

Embedded image

[0008]

[Chemical 6]

[Wherein R ₁ is a hydrogen atom or a carbon number 1
To 20 saturated or unsaturated hydrocarbon groups,
The hydrocarbon group may be linear or branched. One of R _{2 and} R ₃ is a sugar residue, and the other represents a hydrogen atom. ]

According to the invention of claim 2, the general formulas 4 and 5 are used.
Alternatively, in the chemical formula 6, one of R _{2 and} R ₃ is a glucose residue, and the other is a hydrogen salicylate glycoside and / or a hydroxy salicylate aliphatic ester glycoside. It is a skin external preparation. According to the invention of claim 3, in the general formula 4, the chemical formula 5, or the chemical formula 6, R ₁ is a saturated hydrocarbon group or an unsaturated hydrocarbon group having 1 to 4 carbon atoms (the hydrocarbon group is linear or branched). The external preparation for skin is a glycoside of hydroxysalicylic acid aliphatic ester. The invention according to claim 4 is a glycosyl ester of hydroxysalicylic acid, wherein R ₁ is a hydrogen atom in the general formula 4, the chemical formula 5, or the chemical formula 6 above. Is. The invention of claim 5 is the external preparation for skin, which is a glycoside of hydroxysalicylic acid aliphatic ester in which R ₁ is a methyl group in the general formula 4, the chemical formula 5, or the chemical formula 6. The invention of claim 6 has a content of one or two or more kinds selected from the group consisting of glycosides of hydroxysalicylic acid and / or glycosides of hydroxysalicylic acid aliphatic ester in an amount of 0.001 to 1 in the total amount of the external preparation for skin. 20% by weight of the external preparation for skin. The invention of claim 7 is
The content of one kind or two or more kinds selected from the group consisting of a glycoside of hydroxysalicylic acid and / or a glycoside of hydroxysalicylic acid aliphatic ester is 0.
The external preparation for skin is characterized by being 1 to 7% by weight. The invention according to claim 8 is characterized in that the content of one or more selected from the group consisting of proteins and protein degradation products is 0.01 to 20% by weight in the total amount of the skin external preparation. Is. The invention of claim 9 is characterized in that the content of one or more selected from the group consisting of proteins and protein degradation products is 0.01 to 10% by weight based on the total amount of the skin external preparation. Is. The invention of claim 10 is such that the compounding ratio of one or more selected from the group consisting of glycosides of hydroxysalicylic acid and / or glycosides of hydroxysalicylic acid aliphatic ester is from the group consisting of proteins and proteolytic products. The external preparation for skin is characterized by being 0.1 to 60 parts by weight with respect to 1 part by weight of one kind or two or more kinds selected.

The structure of the present invention will be described in detail below. Proteins and protein degradation products used in the present invention, soybean protein, wheat protein, glutelin, glucagon, collagen,
Gelatin, elastin, egg white lysozyme, amylase,
Fipurinogen, myosin, enolase, chymotrypsinogen, histone, fish meat protein, apidine, pepsin, globulin, casein, succinylated casein, and salts thereof.

The external preparation for skin according to the present invention is appropriately selected and blended with one or more of these. The content of protein and protein degradation product is 0.0 in the external preparation for skin of the present invention.
It is 1 to 20% by weight, preferably 0.01 to 10% by weight. If the content is less than 0.01%, the moisturizing effect on the skin is unlikely to appear, and conversely if the content exceeds 20%, no increase in the effect can be expected, and problems such as stickiness may occur, which is not preferable.

The glycoside of hydroxysalicylic acid or the glycoside of hydroxysalicylic acid aliphatic ester according to the present invention can be easily synthesized by the method of Arch. Pharm., 291 (1958).

That is, hydroxysalicylic acid or a hydroxysalicylic acid aliphatic ester is reacted with an acetylated product of a sugar such as pentaacetyl glucose (or an acetobrominated product of sugar such as acetobromoglucose) in the presence of an acid catalyst. A glycoside of salicylic acid or a glycoside of hydroxysalicylic acid aliphatic ester can be obtained.

Specific examples of substance names include 3-β-D
-Glucopyranosyloxysalicylic acid, 3-β-D-methyl glucopyranosyloxysalicylate, 3-β-D-
Ethyl glucopyranosyloxysalicylate, 3-β-D
-Propyl glucopyranosyloxysalicylate, 3-β
-Isopropyl D-glucopyranosyloxysalicylate, 4-β-D-glucopyranosyloxysalicylate,
Methyl 4-β-D-glucopyranosyloxysalicylate, ethyl 4-β-D-glucopyranosyloxysalicylate, propyl 4-β-D-glucopyranosyloxysalicylate, 4-β-D-glucopyra Isopropyl nosyloxysalicylate, 5-β-D-glucopyranosyloxysalicylate, methyl 5-β-D-glucopyranosyloxysalicylate, 5-β-ethyl D-glucopyranosyloxysalicylate, 5-β Propyl-D-glucopyranosyloxysalicylate, isopropyl 5-β-D-glucopyranosyloxysalicylate, 6-β-D-glucopyranosyloxysalicylate, 6-β-D-glucopyranosyloxysalicylate Methyl, ethyl 6-β-D-glucopyranosyloxysalicylate, 6-β-D-glucopyranosyloxysalicylate Pills, 6-β-D- glucopyranosyloxy salicylic acid isopropyl, 2-beta-
D-glucopyranosyloxy-3-hydroxybenzoic acid, methyl 2-β-D-glucopyranosyloxy-3-hydroxybenzoate, 2-β-D-glucopyranosyloxy-3-hydroxybenzoic acid Ethyl, propyl 2-β-D-glucopyranosyloxy-3-hydroxybenzoate, isopropyl 2-β-D-glucopyranosyloxy-3-hydroxybenzoate, 2-β-D-glucopyranosyl Oxy-4-hydroxybenzoic acid, methyl 2-β-D-glucopyranosyloxy-4-hydroxybenzoate, ethyl 2-β-D-glucopyranosyloxy-4-hydroxybenzoate, 2-β- Propyl D-glucopyranosyloxy-4-hydroxybenzoate, 2-β-D-
Glucopyranosyloxy-4-hydroxybenzoic acid isopropyl, 2-β-D-glucopyranosyloxy-5-
Hydroxybenzoic acid, methyl 2-β-D-glucopyranosyloxy-5-hydroxybenzoate, ethyl 2-β-D-glucopyranosyloxy-5-hydroxybenzoate, 2-β-D-glucopyra Examples include propyl nosyloxy-5-hydroxybenzoate, isopropyl 2-β-D-glucopyranosyloxy-5-hydroxybenzoate and the like.

The content of the glycoside of hydroxysalicylic acid or the glycoside of hydroxysalicylic acid aliphatic ester contained in the external preparation for skin according to the present invention is not particularly limited,
Generally, 0.001 to 20% by weight, preferably 0.1 to 7% by weight, is added to the total amount of the external preparation for skin. If this content is less than 0.001% by weight, the skin metabolism of the external preparation for skin is activated, the elasticity of the skin is increased, and the effect of excellent protection and moisture retention of the skin tends to be poor. If the amount is more than 20% by weight, an increase in the effect cannot be expected substantially, and it tends to be difficult to compound it in the external skin preparation. The relative ratio between the amount of the glycoside of hydroxysalicylic acid or the glycoside of hydroxysalicylic acid aliphatic ester and the amount of the above-mentioned protein and protein hydrolyzate is not particularly limited, but it activates the metabolism of the skin. In order to increase the elasticity of the skin, to protect the skin and to retain water, it is preferable to add 0.1 to 60 parts by weight of hydroxysalicylic acid glycoside or hydroxysalicylic acid fat to 1 part by weight of protein and protein degradation product. It is preferable to incorporate a glycoside of a group ester.

In addition to the above essential components, the external preparation for skin of the present invention may optionally contain other components usually used in the fields of pharmaceuticals and cosmetics, such as sodium salt of ethylenediaminetetraacetic acid (EDTA) and citric acid. sodium,
Sequestering agents such as sodium metaphosphate, butylhydroxyanisole (BHA), butylhydroxytoluene (BHT), propyl gallate, antioxidants such as dl-α-tocopherol, surfactants, pH adjusters, UV absorbers , Fragrance, water, alcohols such as ethanol and isopropanol, oil, resin, thickener, colorant, powder, drug, organic acid such as citric acid and malic acid, inorganic acid such as phosphoric acid it can. Of course, these components must be used within a qualitative and quantitative range that does not impair the effects of the present invention. The dosage form of the external preparation for skin of the present invention is arbitrary, and it may be a solution system, a solubilization system, an emulsion system, a powder dispersion system,
Any formulation such as water-two-layer system or water-oil-powder three-layer system may be used. Further, the application of the external preparation for skin of the present invention is also arbitrary, and it is for external use for facials such as lotion, emulsion, cream, pack, or external preparation for body and hair tonic, hair cream, shampoo, hair external preparation for hair. Can be used for.

[0018]

EXAMPLES Next, the present invention will be specifically described with reference to Examples and Comparative Examples. The present invention is not limited to this. The blending amount is% by weight.

Example 1 Lotion A lotion was prepared by a conventional method according to the prescription. Ethanol 8.0 Sodium 2-pyrrolidone-5-carboxylate 2.0 Polyoxyethylene (20 mol) oleyl alcohol ether 1.8 Methyl 4-β-D-glucopyranosyloxysalicylate 0.1 Collagen 0.5 Pullulan 0.05 Jojoba oil 0.5 Caustic potash 0.015 EDTA-3Na 0.01 Fragrance 0.1 Ion-exchanged water Residual amount

Example 2 Cream A cream was produced by a conventional method according to the following formulation. 1,3-butylene glycol 5.0 polyethylene glycol 4000 1.0 glycerin 2.0 squalane 20.0 petrolatum 5.0 cetostearyl alcohol 3.0 polyoxyethylene (20 mol) oleyl alcohol ether 1.5 glyceryl monostea Rate 1.5 5-β-D-glucopyranosyloxysalicylic acid 20.0 Elastin 10.0 Sodium lactate 2.0 Xanthan gum (Celtrol trade name) 0.05 Methylparaben 0.1 Ethylparaben 0.2 Caustic potash 0.0. 01 EDTA-3Na 0.01 Fragrance 0.2 Ion-exchanged water Remaining amount

Example 3 Emulsion An emulsion was prepared by a conventional method according to the following formulation. Glycerin 2.0 Squalane 5.0 Vaseline 1.0 Cetostearyl alcohol 0.3 Polyoxyethylene (20 mol) oleyl alcohol ether 1.5 Glyceryl monooleate 1.5 3-β-D-glucopyranosyloxysalicylic acid Isopropyl 7.0 Sodium polyacrylate 0.03 Ethylparaben 0.2 Gelatin 7.0 Caustic potash 0.1 EDTA-3Na 0.03 Fragrance 0.2 Ion-exchanged water Residual amount

Example 4 Pack A pack was produced by a conventional method according to the following formulation. Propylene glycol 2.0 Polyethylene glycol 4000 3.0 Glycerin 15.0 Ethanol 10.0 Methyl 2-β-D-glucopyranosyloxy-5-hydroxybenzoate 15.0 Polyvinyl alcohol 10.0 Olive oil 3.0 Milk Acid 1.0 Casein 10.0 Carboxymethylcellulose 0.07 Methylparaben 0.1 Ethylparaben 0.1 Caustic potassium 0.02 EDTA-3Na 0.01 Perfume 0.1 Ion-exchanged water Residual amount

Example 5 Hair Cream A hair cream was produced by a conventional method according to the following formulation. Beeswax 3.0 Vaseline 15.0 Liquid paraffin 42.0 Polyoxyethylene (5 mol) stearic acid ester 3.0 Polyoxyethylene (6 mol) oleyl alcohol ether 2.0 Polyoxyethylene (6 mol) cetyl alcohol ether 1 0.0 Butyl 2-β-D-glucopyranosyloxy-4-hydroxybenzoate 7.0 Elastin 5.0 Purified water Residual fragrance Suitable amount Preservative Suitable amount

The effects of the present invention were tested by a usage test. In the use test, 30 women were divided into 3 groups, respectively, and used as a panel. To the first group, the lotion of Example 1 was added.
The cream of Example 2 was used in the second group, and Example 3 was used in the third group.
The emulsion was tested for use. It was carried out by applying an appropriate amount of the cosmetics after washing the face to the face twice a day in the morning and at night for two weeks. The evaluation evaluated the effectiveness of the following three items.

[0025]

[Table 1]

[0026]

[Table 2]

[0027]

[Table 3]

As is clear from Tables 1 to 3, the cosmetics of the present invention can give the skin moisture, firmness and moisture on the next morning. Also, in the pack of Example 4 obtained in the present invention, in the same effect use test as that performed in Examples 1 to 3, the moisture of the skin, the firmness of the skin and the moisture of the next morning were felt.

[0029]

[Effects of the Invention] One or more selected from the group consisting of proteins and proteolytic products according to the present invention, and one selected from the group consisting of a glycoside of hydroxysalicylic acid or a glycoside of hydroxysalicylic acid aliphatic ester. Or, an external preparation for skin mixed with two or more kinds activates the metabolism of the skin, increases the elasticity of the skin, synergistically increases the water retention of the skin, makes the skin smooth, and has an appropriate "moisturizing". It is a highly safe external preparation for skin that gives a "baldness".

Claims (10)

[Claims] 1. A glycoside of hydroxysalicylic acid and / or a hydroxysalicylic acid fat represented by the following general formula 1, chemical formula 2 or chemical formula 1, and one or more kinds selected from the group consisting of proteins and proteolytic products. A skin external preparation characterized by containing one or more selected from the group consisting of glycosides of group ester. Embedded image Embedded image Embedded image [In the formula, R ₁ represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms or an unsaturated hydrocarbon group, and the hydrocarbon group may be linear or branched. R ₂ represents a sugar residue. ] 2. The external preparation for skin according to claim 1, wherein R ₂ in the general formula 1, chemical formula 2 or chemical formula 3 is a glucose residue. 3. In the above general formula 1, chemical formula 2 or chemical formula 3, R ₁ is a saturated hydrocarbon group or unsaturated hydrocarbon group having 1 to 4 carbon atoms (whether the hydrocarbon group is linear or branched). Absent)
The external preparation for skin according to claim 1 or 2. 4. The external skin preparation according to claim ₁ , wherein R ₁ in the general formula 1, chemical formula 2 or chemical formula 3 is a hydrogen atom. 5. The external preparation for skin according to any one of claims ₁ to 3, wherein R ₁ in the general formula 1, chemical formula 2 or chemical formula 3 is a methyl group. 6. The content of one or more selected from the group consisting of a glycoside of hydroxysalicylic acid and / or a glycoside of hydroxysalicylic acid aliphatic ester is 0.001 to 20% by weight based on the total amount of the skin external preparation. % Of claim 1 to 5
The external preparation for skin according to any one of 1. 7. The content of one or more selected from the group consisting of a glycoside of hydroxysalicylic acid and / or a glycoside of hydroxysalicylic acid aliphatic ester is 0.1 to 7% by weight in the total amount of the external preparation for skin. %, The external preparation for skin according to any one of claims 1 to 6. 8. The content of one or more selected from the group consisting of proteins and protein degradation products is 0.01 to 20% by weight in the total amount of the external preparation for skin. The external preparation for skin according to. 9. The content of one or more selected from the group consisting of proteins and protein degradation products is 0.01 to 10% by weight in the total amount of the external preparation for skin. The external preparation for skin according to. 10. The compounding ratio of one or more selected from the group consisting of glycosides of hydroxysalicylic acid and / or glycosides of aliphatic hydroxysalicylic acid is selected from the group consisting of proteins and proteolytic products. The external preparation for skin according to any one of claims 1 to 9, which is 0.1 to 60 parts by weight with respect to 1 part by weight of one kind or two or more kinds.