JP2015124180A - External preparation for skin - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an external preparation for skin which penetrates a heat shock protein production-promoting component into the skin sufficiently, improves a physical damage to the skin, and improves skin conditions.SOLUTION: The invention provides an external preparation for skin containing the following component A, B, and C: A) a heat shock protein production-promoting component; B) oligomer ester with one or more kinds of divalent carboxylic acids and polyglycerin whose average polymerization degree calculated from the hydroxyl value is 2-15; and C) one or more kinds selected from the group consisting of glycerin, and polyglycerin with an average polymerization degrees of 2-4. The divalent carboxylic acid is a divalent carboxylic acid comprising a straight chain, branched chain, or ring structure of carbon number 6-22. Preferably the content of oligomer ester with one or more kinds of divalent carboxylic acids and polyglycerin whose average polymerization degree calculated from the hydroxyl value is 2-15 is 0.01-4.0 mass% to the total amount of the external preparation for skin. Further preferably it does not substantially contain an oil solution, and can be used as cosmetics.

Description

  The present invention relates to an external preparation for skin that has an effect of improving the skin condition by promoting the penetration of heat shock protein-producing components into the skin.

Heat shock proteins are a group of proteins that are expressed when cells are exposed to stress such as heat and ultraviolet rays and protect the cells. Each molecule is named according to its molecular weight. For example, HSP60, 70, 90 refers to proteins with molecular weights of 60, 70, and 90 kDa, respectively. With regard to heat shock protein, skin external preparations containing yeast extract that produces heat shock protein and heat shock protein factor protect the skin from external stimuli such as ultraviolet rays and heat, repair damaged skin, Improvement has been reported (for example, see Patent Document 1).
In addition, it has the effect of improving and preventing skin aging and rough skin by improving skin barrier function by repairing and protecting skin cells against external environmental stresses such as ultraviolet rays, drying, heat, and low temperature. Examples of anti-skin stress cosmetics having the following properties include marine plankton and artemia (Artemia)
A technology that can induce the synthesis of stress proteins by using a cosmetic (for example, see Patent Document 2) containing an active extract component extracted with water from a durable egg immediately before hatching of Salina Japanese name: Is known (see, for example, Patent Document 3).

However, skin external preparations containing ingredients that produce heat shock proteins or heat shock protein factors to cope with external environmental stresses have been developed, but these ingredients do not penetrate the skin sufficiently and have sufficient effects However, there has been a demand for a technique that allows sufficient penetration so that the effects of heat shock protein or a component that produces heat shock protein factor can be exerted.

JP 2004-331602 A JP 2004-238297 A JP 2005-508999 A

  The present invention has been made under such circumstances, and provides a skin external preparation that sufficiently penetrates the skin with a heat shock protein production promoting component, improves physical skin damage, and improves the skin condition. Let it be an issue.

The present inventors have advanced research to provide a skin external preparation capable of improving the skin condition, and surprisingly calculated from a heat shock protein production promoting component, one or more divalent carboxylic acids and a hydroxyl value. A skin external preparation containing an oligomeric ester with a polyglycerol having an average polymerization degree of 2 to 15 and one or more selected from the group consisting of glycerol and a polyglycerol having an average polymerization degree of 2 to 4 is a heat shock protein. It has been found that the production promoting component promotes the penetration of the skin into the skin and improves the skin condition, and the present invention has been completed. That is, the present invention is as follows.
<1> A skin external preparation containing the following components A, B and C.
A) Heat shock protein production promoting component B) Oligomer ester of polyglycerin having an average degree of polymerization of 2 to 15 calculated from one or more divalent carboxylic acids and a hydroxyl value C) Glycerin, average degree of polymerization 2 to 4 1 or 2 or more types selected from the group consisting of polyglycerin <2> The divalent carboxylic acid is a divalent carboxylic acid containing a linear, branched or cyclic structure having 6 to 22 carbon atoms. <1> The external preparation for skin <3> The content of oligomer ester of polyglycerol having an average degree of polymerization of 2 to 15 calculated from one or more divalent carboxylic acids and a hydroxyl value is the total amount of external preparation for skin <1> or <2> according to <1> or <2>, characterized in that the content is 0.01 to 4.0% by mass with respect to <1> to <1> to <3> described Hadagaiyo agent <5> characterized in that it is a cosmetic <1> to the skin external preparation according to any one of <4>

  Hereinafter, the skin external preparation of the present invention will be described.

(1) Heat shock protein production promoting component as an essential component of the external preparation for skin of the present invention The external preparation for skin of the present invention contains a heat shock protein production promoting component as its essential component. The heat shock protein production promoting component is not particularly limited as long as it can be used as a heat shock protein production promoting component in a topical skin preparation. Specifically, extraction of turmeric, glaze, white willow, licorice, peach, etc. Plant extracts such as products can be exemplified, and a single part of the root, stem, branch, leaf, seed, whole plant of the plant used as these extracts may be used, or two or more parts may be used. You may use what was grind | pulverized or dried as it is. As the extraction solvent, an extract using a polar solvent can be preferably exemplified. Examples of the extraction solvent include water, ethanol, isopropyl alcohol, butanol, and other polyhydric alcohols such as 1,3-butanediol and polypropylene glycol, acetone, Extracts extracted with one or two or more polar solvents selected from ketones such as methyl ethyl ketone, ethers such as diethyl ether and tetrahydrofuran, and those obtained by drying the extract into powder it can. These pulverized product, extract, dried product and the like can be purified by partitioning between columns and solutions to increase the active ingredients.

  As the turmeric, the extract of the rhizome of Curcuma domestica Val. Of the ginger family, as the glaze, the extract of the root of Paeonia of the department of the button family, and as the white willow, the extract of the leaves of the Salix Alba As the licorice, an extract of the root of Glycyrrhiza of the leguminous licorice genus is particularly preferable, and as the peach, an extract of the leaves of Prunus Persica Batsch of the genus Rosaceae is preferable. Of these, glaze and white willow are particularly preferred because they can be concentrated using the active ingredient as an index to enhance the effect.

  The heat shock protein production promoting component is 0.0001% by mass to 10% by mass, more preferably 0.001% by mass to 5% by mass, and still more preferably 0.015% by mass with respect to the total amount of the external preparation for skin of the present invention. % To 3% by mass is preferable. If this is less than the lower limit, the skin condition improvement effect of the external preparation for skin of the present invention is not exhibited, and if the upper limit is exceeded, the effect reaches its peak, causing problems such as color and odor, and when used as an external preparation for skin This is because the degree of freedom may be lost.

(2) Oligomer ester which is an essential component of the skin external preparation of the present invention The skin external preparation of the present invention has, as its essential component, an average polymerization degree calculated from one or more divalent carboxylic acids and two or more hydroxyl values. 15 oligomer ester with polyglycerin (hereinafter referred to as oligomer ester). Although it does not specifically limit as bivalent carboxylic acid, Since the skin external preparation containing oligomer ester is excellent in a usability | use_condition, C6-C22 linear, branched, or cyclic structure containing divalent carboxylic acid It is preferable that These divalent carboxylic acids include adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, 2,4-diethylpentanedioic acid, undecanedioic acid, dodecanedioic acid, tridecanedioic acid, tetradecanedioic acid, pentadecane. Examples include diacid, hexadecanedioic acid, octadecanedioic acid, 8-ethyloctadecanedioic acid, eicosane diacid, dimethyleicosane diacid, cyclohexanedicarboxylic acid, and the like. The oligomer ester of the present invention may be a single divalent carboxylic acid or may be formed from two or more mixed divalent carboxylic acids.

The oligomer ester, which is an essential component of the external preparation for skin of the present invention, can be prepared, for example, by the method described in JP-A-2007-137847, but there are also commercially available products. Can also be used. As such a commercial item, specifically, “Neosolue-AquaS” (manufactured by Nippon Seika Co., Ltd.) is preferably exemplified.

The content of the oligomer ester in the external preparation for skin of the present invention is preferably 0.01 to 4.0% by mass, and preferably 0.05 to 3.0% by mass with respect to the total amount of the external preparation for skin. More preferred. Below the lower limit, heat shock protein production-promoting components may not sufficiently penetrate the skin and may not be effective. Above the upper limit, the feeling of use of the external preparation for the skin may decrease, or oligomer esters may precipitate due to long-term storage, etc. This is not preferable.

(3) Glycerin and polyglycerin as essential components of the external preparation for skin of the present invention The external skin preparation of the present invention is a kind selected from the group consisting of glycerin and polyglycerin having an average polymerization degree of 2 to 4 as its essential components. Contains two or more. Among these, glycerin and diglycerin are preferable from the viewpoint of improving the solubility of the oligomer ester in water.

The content of one or more selected from the group consisting of glycerin and polyglycerin having an average degree of polymerization of 2 to 4 in the external preparation for skin of the present invention is 0.01 to 50.0% by mass, It is preferable that it is 40.0 mass%. Below the lower limit, the heat shock protein production-promoting component does not sufficiently permeate and the effect is diminished, and the solubility of the oligomer ester may be reduced by long-term storage. On the other hand, if it is more than the upper limit value, the feeling of use at the time of application may be lowered, which is not preferable.

(4) External preparation for skin of the present invention The external preparation for skin of the present invention has, as its essential components, an average polymerization degree of 2 calculated from a heat shock protein production promoting component, one or more divalent carboxylic acids and a hydroxyl value. It contains one or two or more kinds selected from the group consisting of oligomer esters with -15 polyglycerol, glycerol and polyglycerol having an average polymerization degree of 2-4.

The external preparation for skin of the present invention is characterized in that it usually contains substantially no oil used for external preparations for skin. However, in the present invention, it means that it does not contain substantially any oil. This means that the content is 0.5% by mass or less based on the total amount of the external preparation for skin.

Further, the oil agent in the present invention specifically includes macadamia nut oil, avocado oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, liquid lanolin. Oils such as hardened coconut oil, hardened oil, mole, hardened castor oil, beeswax, candelilla wax, carnauba wax, ibotarou, lanolin, reduced lanolin, hard lanolin, jojoba wax, waxes, liquid paraffin, squalane, pristane, ozokerite, paraffin , Hydrocarbons such as ceresin, petrolatum and microcrystalline wax, higher alcohols such as cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, octyldodecanol, myristyl alcohol, cetostearyl alcohol Higher fatty acids such as lauric acid, myristic acid, stearic acid, behenic acid, cetyl isooctanoate, isopropyl myristate, hexyldecyl isostearate, diisopropyl adipate, di-2-ethylhexyl sebacate, cetyl lactate, diisostearyl malate , Ethylene glycol di-2-ethylhexanoate, neopentyl glycol dicaprate, glycerin di-2-heptylundecanoate, glycerin tri-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, triisostearic acid tri Synthetic ester oils such as methylolpropane, penta-2-ethylhexanoic acid pentane erythritol, fatty acid soap (sodium laurate, sodium palmitate, etc.), potassium lauryl sulfate, alkyl Anionic surfactants such as acid triethanolamine ether, cationic surfactants such as stearyltrimethylammonium chloride, benzalkonium chloride, laurylamine oxide, imidazoline-based amphoteric surfactants (2-cocoyl-2-imidazolinium) Hydroxide-1-carboxyethyloxy disodium salt, etc.), betaine surfactants (alkyl betaines, amide betaines, sulfobetaines, etc.), amphoteric surfactants such as acylmethyl taurine, sorbitan fatty acid esters (sorbitan monostears) Rate, sorbitan sesquioleate, etc.), glycerin fatty acids (such as glyceryl monostearate), propylene glycol fatty acid esters (such as propylene glycol monostearate), hardened castor oil derivatives, glycerin alkyl Ether, POE sorbitan fatty acid esters (POE sorbitan monooleate, polyoxyethylene sorbitan monostearate, etc.), POE sorbite fatty acid esters (POE-sorbite monolaurate, etc.), POE glycerin fatty acid esters (POE-glycerin monoiso) Stearates, etc.), POE fatty acid esters (polyethylene glycol monooleate, POE distearate, etc.), POE alkyl ethers (POE2-octyldodecyl ether, etc.), POE alkyl phenyl ethers (POE nonylphenyl ether, etc.), pluronic types, POE / POP alkyl ethers (POE / POP2-decyltetradecyl ether, etc.), Tetronics, POE castor oil / hardened castor oil derivatives (POE castor oil, P E hardened castor oil, etc.), nonionic surfactants such as sucrose fatty acid ester, alkyl glucoside, dimethicone, phenyl dimethicone, polyether modified silicone, polyglycerin modified silicone, silicone such as amino modified silicone, diethylaminohydroxybenzoyl benzoate Examples thereof include UV absorbers such as hexyl acid, t-butylmethoxybenzoylmethane, 2-ethylhexyl paramethoxycinnamate, dimethicodiethylbenzalmalonate, homomenthyl salicylate, and oil-soluble vitamins.

  Furthermore, the external preparation for skin of the present invention can contain optional components other than oils, which are usually used in external preparations for skin, as long as the effects are not impaired. Examples of such optional components include polyethylene glycol having an average molecular weight of less than 2000, polyhydric alcohols of polyethylene glycol having an average molecular weight of more than 5000, moisturizing ingredients such as sodium pyrrolidonecarboxylate, lactic acid, sodium lactate, guar gum, quince seed, and carrageenan. , Galactan, gum arabic, pectin, mannan, starch, xanthan gum, curdlan, methylcellulose, hydroxyethylcellulose, carboxymethylcellulose, methylhydroxypropylcellulose, chondroitin sulfate, dermatan sulfate, glycogen, heparan sulfate, hyaluronic acid, sodium hyaluronate, tragacanth gum, Keratan sulfate, chondroitin, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, Thickeners such as kisstran, keratosulfuric acid, locust bean gum, succinoglucan, caronic acid, chitin, chitosan, carboxymethylchitin, agar, polyvinyl alcohol, polyvinylpyrrolidone, carboxyvinyl polymer, sodium polyacrylate, polyethylene glycol, bentonite , May be surface-treated, mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, anhydrous silicic acid (silica), aluminum oxide, barium sulfate, etc., may be surface-treated, Cobalt oxide, ultramarine, bitumen, zinc oxide inorganic pigments, surface treated, composite pigments such as iron oxide titanium dioxide sintered body, surface treated, average primary particle size of 100 μm or less Fine particle titanium dioxide, fine particle zinc oxide, surface treatment Pearl agents such as titanium mica, fish phosphorous foil, bismuth oxychloride, which may be added, red 202, red 228, red 226, yellow 4, blue 404, yellow, which may be raked Organic dyes such as No. 5, Red No. 505, Red No. 230, Red No. 223, Orange No. 201, Red No. 213, Yellow No. 204, Yellow No. 203, Blue No. 1, Green No. 201, Purple No. 201, Red No. 204 Organic powders such as polyethylene powder, polymethyl methacrylate, nylon powder, organopolysiloxane elastomer, lower alcohols such as ethanol and isopropanol, polyhydric alcohols and / or plant extracts extracted with water .

The external preparation for skin of the present invention can be prepared by treating the above essential components and optional components by a conventional method.

Hereinafter, the present invention will be described in detail with reference to examples, but it goes without saying that the present invention is not limited to such examples.

According to the formulation shown in Table 1, the external preparation for skin of the present invention was prepared.
Ingredient (a) in Table 1 was heated to 60 ° C. with stirring. To this was added the component (b) stirred and mixed at room temperature, and then (c) was added and stirred continuously to obtain a homogeneous solution. Next, the ingredient (e) was added and stirred and mixed, and stirring was continued until it became uniform to obtain a skin external preparation. In addition, the number in component (I)-(E) in a table | surface represents the mass%.

*１）特開２００７−１３７８４７号公報記載の方法により調製

* 1) Prepared by the method described in JP-A-2007-137847

According to the formulation shown in Table 2, the skin external preparation of the comparative example was prepared similarly to the Example. In addition, the number in component (I)-(E) in a table | surface represents the mass%.

*１）特開２００７−１３７８４７号公報記載の方法により調製

* 1) Prepared by the method described in JP-A-2007-137847

<Test Example 1>
(Transdermal absorption test)
Using a Franz-type cell, the percutaneous absorbability of the glaze extract, which is a heat shock protein production promoting component, was examined. That is, using pig skin as a partition wall, the receiver was filled with phosphate buffered saline (pH 7), and 0.1 g of Examples and Comparative Examples were placed on the pig skin and held at 37 ° C. for 6 hours. The amount of paeoniflorin contained in the glaze extract was examined. The amount of paeoniflorin was measured by the HPLC method using an ODS column at the peak of paeoniflorin at 232 nm according to the Japanese Pharmacopoeia paeoniflorin assay. The amount of paeoniflorin in the examples and comparative examples and the concentration of paeoniflorin transferred into the receiver liquid by the percutaneous absorption test were measured. The amount was calculated as a relative ratio (%) and shown in Table 3.

From the results of Table 3, it was revealed that in the examples, the amount of the glaze extract, which is a heat shock protein production promoting component, was higher than that of the comparative example, and the amount of permeation of the heat shock protein production promoting component was increased.
Similarly, similar results were confirmed with the white willow extract.

<Test Example 2>
(Skin injury prevention test)
As one of the usefulness of heat shock protein to the skin, the effect of reducing damage caused by ultraviolet irradiation is known. Therefore, sunburn cells (sunburn cell: sunburn cell) observed in skin damaged by ultraviolet rays.
cell) was used as an index to examine the effect of preventing skin damage.
Fresh human skin tissue (manufactured by BIOPREDIC International) was prepared, and Examples 1 to 4 and Comparative Examples 1 to 2 were applied to the skin surface at a rate of 10 μl per 1 cm 2 on the skin tissue surface. Thereafter, the skin surface was irradiated with ultraviolet rays (UVB) so as to be 100 mJ / cm <sup2>. After fixing the tissue with 10% formalin, a tissue section specimen was prepared and stained with hematoxylin and eosin. The number of sunburn cells per 1 mm length of the tissue section sample was counted, and the number of sunburn cells at the non-application site was defined as 100.

From the results of Table 4, the amount of sunburn cell appeared significantly lower in the examples than in the comparative examples, and the action of reducing damage to the skin caused by ultraviolet irradiation was confirmed by the glaze extract, which is a heat shock protein production promoting component. . Therefore, it was clarified in the Examples that the heat shock protein production promoting component penetrated into the skin tissue, increased the heat shock protein in the skin, and reduced the appearance amount of sunburn cells. Similarly, a similar decrease in the appearance rate of sunburn cells was also confirmed in the white willow extract, and it was confirmed that the examples of the present application enhance the skin damage preventing action.

ADVANTAGE OF THE INVENTION According to this invention, the skin external preparation which improves a skin state can be provided.

Claims (5)

A skin external preparation containing the following components A, B and C.
A) Heat shock protein production promoting component B) Oligomer ester of polyglycerin having an average degree of polymerization of 2 to 15 calculated from one or more divalent carboxylic acids and a hydroxyl value C) Glycerin, average degree of polymerization 2 to 4 One or more selected from the group consisting of polyglycerin The skin external preparation according to claim 1, wherein the divalent carboxylic acid is a divalent carboxylic acid containing a linear, branched or cyclic structure having 6 to 22 carbon atoms. Content of oligomer ester of polyglycerin having an average degree of polymerization of 2 to 15 calculated from one or more divalent carboxylic acids and hydroxyl value is 0.01 to 4.0% by mass with respect to the total amount of skin external preparation. The external preparation for skin according to claim 1 or 2, wherein The skin external preparation according to any one of claims 1 to 3, which does not substantially contain an oil agent. The skin external preparation according to claim 1, which is a cosmetic.