JP2008115109A - Skin care preparation containing anti-inflammatory component - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a percutaneous absorption promoting means exhibiting an excellent percutaneous absorption promoting action of an anti-inflammatory component even in a water system or an emulsion system. <P>SOLUTION: The skin care preparation comprises (1) a hydroxylated phospholipid and (2) an anti-inflammatory component. The hydroxylated phospholipid is preferably a hydroxylated lecithin and the anti-inflammatory component is preferably selected from the group consisting of glycyrrhetic acid, an glycyrrhetic acid ester, glycyrrhizinic acid, betulin, betulic acid, ursolic acid, a ursolic acid ester and their salts. The skin care preparation preferably contains further an N-acylamino acid ester. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to an external preparation for skin, and more particularly to an external preparation for skin containing an anti-inflammatory component.

  The present age is an era of chemical inundation, and reflecting this, an increasing number of people are suffering from various skin irritation. In particular, prolonged exposure to low-level stimulants at low concentrations leads to rapid activation of inflammatory factors in the body, triggering the onset of diseases such as chemical hypersensitivity, atopic dermatitis, and systemic lupus erythematosus It can also be. In order to prevent this, it is said to effectively suppress the very weak inflammation at the initial stage and prevent the runaway of inflammatory cytokines. For this purpose, it is said that it is preferable to apply an anti-inflammatory component to an external preparation for skin, which is administered locally to a site where inflammation exists. This is largely because the side effects that can occur with systemic administration of anti-inflammatory components are minimized. However, the skin itself is a protective organ that prevents foreign substances from entering the living body from the outside, and for this reason, the percutaneous administration of anti-inflammatory agents has not achieved the expected results.

  On the other hand, as means for promoting percutaneous absorption of anti-inflammatory agents such as indomethacin, it is already known to use phospholipids such as phosphatidylcholine. (For example, refer to Patent Document 1 and Patent Document 2) Such phospholipids exhibit a very good transdermal absorption promoting effect when alcohols are used as the vehicle, but in aqueous or emulsified vehicles. However, this effect has a drawback that it is significantly reduced. This is considered to be because the phospholipid itself is hardly absorbed percutaneously in the presence of water. For this reason, the promotion of transdermal absorption in the form of liposomes and the like in which the phospholipid itself is in contact with the skin has been studied. There was a drawback that it was difficult to achieve percutaneous absorption.

  On the other hand, hydroxylated phospholipids are compounds in which double bonds existing in the lipid part of phospholipids such as lecithin and phosphatidylglycerol are oxidized and two hydroxyl groups are introduced. Use in cosmetics as an agent is known. (For example, see Patent Document 3, Patent Document 4, Patent Document 5, Patent Document 6, Patent Document 7, Patent Document 8, and Patent Document 9) However, even if such components are aqueous or emulsified, they are anti-inflammatory components. On the other hand, it was not known at all to show excellent promotion of percutaneous absorption. In addition, no external preparation for skin containing 1) hydroxylated phospholipid and 2) an anti-inflammatory component has been known.

JP-A-8-3069 JP-A-7-126190 JP-A-2005-008591 JP-A-2005-008590 JP 2003-146872 A JP 2002-161017 A Japanese Patent Application Laid-Open No. 08-026964 JP-A-06-116116 Special table 2003-533491 gazette

  The present invention has been made under such circumstances, and provides a means for promoting percutaneous absorption that exhibits an excellent percutaneous absorption promoting action of an anti-inflammatory component even in an aqueous or emulsified system. Is an issue.

In view of such circumstances, the present inventors have eagerly studied for a means for promoting percutaneous absorption that exhibits an excellent action for promoting percutaneous absorption of an anti-inflammatory component even in an aqueous or emulsified system. As a result of repeated efforts, the inventors have found that such an action exists in hydroxylated phospholipid, and have completed the invention. That is, the present invention is as follows.
(1) A skin external preparation characterized by comprising 1) a hydroxylated phospholipid and 2) an anti-inflammatory component.
(2) The external preparation for skin according to (1), wherein the hydroxylated phospholipid is hydroxylated lecithin.
(3) The anti-inflammatory component is selected from glycyrrhetinic acid, glycyrrhetinic acid ester, glycyrrhizic acid, betulin, betulinic acid, ursolic acid, ursolic acid ester and salts thereof, The external preparation for skin according to 1) or (2).
(4) The external preparation for skin according to any one of (1) to (3), further comprising an ester of an N-acylamino acid.
(5) The external preparation for skin according to (4), wherein the ester of N-acylamino acid is an ester of N-capryloylglycine.
(6) The external preparation for skin according to any one of (1) to (5), which is in an emulsifier form.

  ADVANTAGE OF THE INVENTION According to this invention, the percutaneous absorption promotion means which shows the percutaneous absorption promotion effect | action of the anti-inflammatory component which was excellent also in the aqueous | water-based thru | or emulsification system can be provided.

(1) Hydroxylated phospholipid which is an essential component of the cosmetics of the present invention The external preparation for skin of the present invention is characterized by containing hydroxyphospholipid as an essential component. The hydroxylated phospholipid referred to in the present invention is obtained by oxidizing the unsaturated bond present in the acyl group of the phospholipid to form a dihydroxy body, and the phospholipid as a base is usually used in cosmetics and the like. For example, lecithin, phosphatidic acid, phosphatidylglycerol, phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, or lysates thereof can be preferably exemplified. The double bond of the acyl group of such phospholipid is defined as an epoxide using an oxidizing agent such as benzoyl peroxide, and then water is added to lead to the dihydroxy form, which is defined as a hydroxylated phospholipid. Such hydroxylated phospholipids already exist in the market, and such commercial products can be purchased and used. Preferable examples of commercially available products include “NIKKOL Resinol SH50” (manufactured by Nippon Surfactant Kogyo Co., Ltd.), which is an equivalent mixture of hydroxylated lecithin and glycerin based on soybean. These hydroxylated phospholipids can contain only one species, or can contain two or more species in combination. Such a component has an action of promoting percutaneous absorption of an anti-inflammatory component described later in an aqueous system or an emulsified system. Such a percutaneous absorption promoting action can be obtained by using a hydroxylated phospholipid alone, but it is particularly remarkable when an ester of N-acylamino acid, which is a preferable component described later, coexists. A form that is blended with such an N-acylamino acid ester in a topical skin preparation is particularly preferable in the case of containing a hydroxylated phospholipid. In order to exert such effects, the phospholipid is preferably contained in a total amount of 0.01 to 2% by mass, more preferably 0.05 to 1% by mass, based on the total amount of the cosmetic.

(2) Anti-inflammatory component which is an essential component of the external preparation for skin of the present invention The external preparation for skin of the present invention is characterized by containing an anti-inflammatory component for which percutaneous absorption is to be promoted. The anti-inflammatory component referred to in the present invention has a broader concept than an “anti-inflammatory agent” that is recognized to have an anti-inflammatory action in medicines and the like, an extract of a herbal medicine exhibiting an anti-inflammatory action, the extract The concept including the active ingredient of In particular, triterpenes such as glycyrrhetinic acid, glycyrrhizic acid, betulin, betulinic acid and ursolic acid, and triterpene derivatives such as esters, which are known as active ingredients of the extract, are poorly soluble. Its effectiveness has been significantly reduced so far, and the effect of the present invention is more apparent, and is particularly preferred as a subject of the anti-inflammatory component of the present invention. Specific examples include those selected from glycyrrhetic acid, glycyrrhetic acid ester, glycyrrhizic acid, betulin, betulinic acid, ursolic acid, ursolic acid ester, and salts thereof. Examples of the ester include alkyl esters, alkenyl esters, and esters having an aromatic group having 1 to 30 carbon atoms, more preferably 6 to 22 carbon atoms. Specifically, benzyl esters and stearyl esters are particularly preferable. it can. Also included in such anti-inflammatory components are herbal extracts containing these ingredients, extracts of Lamiaceae rosemary, betulin if ursolic acid, and birch extracts of birch if betulinic acid. Of course, the effects of the present invention are as follows: , Tenoxicam, ferbinac, tocoltinate, hydrocortisone, prednisolone, methylprednisolone, betamethasone, dexamethasone, triamsilonone, triamsilonone acetonide, flumethasone, fluocinide, beclomethasone, fluocinolone, fluoxycortide, mometaslon, clotetazone, etc. Since the same effect is exerted on the agent, it is also possible to use such an anti-inflammatory agent in the technique of the present invention. Range to belong. In the external preparation for skin of the present invention, the anti-inflammatory component is preferably contained in an amount of 0.005 to 5% by mass, and 0.01 to 2% by mass in terms of an active ingredient (chemical substance). More preferred.

(3) Skin external preparation of this invention The skin external preparation of this invention contains the said component as an essential component, and it is preferable that it is an aqueous | water-based thru | or emulsifier form. Preferred examples of the emulsifier form include an oil-in-water emulsifier form, a water-in-oil emulsifier form, and a composite multilayer emulsifier form thereof, and the oil-in-water emulsifier form is particularly preferred. This is because the effect of the present invention is particularly evident in the oil-in-water emulsifier form. Here, the external preparation for skin in the present invention means a general term for compositions in a form that is externally administered to the skin, and includes cosmetics, external preparations for skin, miscellaneous items for external use, etc. And quasi drugs.

  As described above, the external preparation for skin of the present invention preferably contains an ester of an N-acyl amino acid. As the acyl group constituting the ester of N-acylamino acid, an aliphatic acyl group which may have an unsaturated bond having 8 to 30 carbon atoms can be suitably exemplified, for example, capryloyl group, 2-ethyl More preferred examples include a hexanoyl group, a decanoyl group, a lauroyl group, a myristoyl group, a palmitoyl group, a stearoyl group, a behenoyl group, an isostearoyl group, and an oleoyl group. Particularly preferred is a lauroyl group. Examples of the amino acid to be acylated include acidic amino acids such as aspartic acid and glutamic acid, neutral amino acids such as glycine and alanine, and basic amino acids such as lysine and arginine. Among them, glutamic acid and glycine are preferable, and glycine is particularly preferable. Is preferred. Moreover, the hydrocarbon group which comprises ester can illustrate a cholesteryl group, a behenyl group, an octyldecyl group etc. suitably. Such an N-acyl amino acid ester is preferably a diester if it is an acidic amino acid, and is preferably an N, N'-diacylamino acid ester if it is a basic amino acid. Such an ester of N-acylamino acid can be obtained by reacting an amino acid with acyl chloride under alkaline conditions to derive N-acylamino acid, and then reacting the alkyl halide or alkenyl with a halide in the presence of alkali. . Specific examples of the compound include N-acylglycine esters such as N-capryloylglycine behenyl ester and N-caproylglycine octyldodecyl ester. If N-acylglutamic acid ester is used, N -Lauroyl-L-glutamate di (cholesteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamate di (cholesteryl / octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl / behenyl / octyldodecyl), N- Preferred examples include lauroyl-L-glutamate di (phytosteryl / octyldodecyl). Among these, N-capryloylglycine octyldodecyl ester and N-lauroyl-L-glutamate di (cholesteryl / octyldodecyl) can be particularly preferably exemplified. N-acylamino acid esters can be synthesized as described above, but some of them are already marketed as cosmetic raw materials, and such commercial products can be purchased and used. . Particularly preferred commercially available products are “El Deu PS203” (N-lauroyl-L-glutamate di (phytosteryl / octyldecyl)) and “El Deu CL-301” (N-lauroyl glutamate di (cholesteryl / Behenyl / octyldodecyl)), “Elduu CL-202” (N-lauroylglutamate di (cholesteryl / octyldodecyl)), “Elduu PS-304” (N-lauroylglutamate di (phytosteryl / behenyl / octyldodecyl)), etc. Among them, “El Dew PS203” is particularly preferable. Can be illustrated. These components can be contained alone or in combination of two or more. The preferred content is 0.005 to 5% by mass, more preferably 0.01 to 10% by mass, and more preferably 0.1 to 5% by mass, based on the total amount of the external preparation for skin. . Such a component has an effect of enhancing the percutaneous absorption promoting effect of the anti-inflammatory component of the hydroxylated phospholipid.

  In the cosmetic of the present invention, in addition to the components described so far, optional components usually used in cosmetics can be contained within a range that does not impede the effects of the present invention. Such optional ingredients include, for example, macadamia nut oil, avocado oil, corn oil, olive oil, unhardened rapeseed oil, sesame oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, liquid lanolin , Hardened coconut oil, hardened oil, molasses, hardened castor oil, beeswax, candelilla wax, carnauba wax, ibotarou, lanolin, reduced lanolin, hard lanolin, jojoba wax, oils, waxes; liquid paraffin, squalane, pristane, ozokerite, paraffin Hydrocarbons such as ceresin, petrolatum and microcrystalline wax; higher fatty acids such as oleic acid, isostearic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid and undecylenic acid; cetyl alcohol, stearyl alcohol Higher alcohols such as isostearyl alcohol, behenyl alcohol, octyldodecanol, myristyl alcohol, cetostearyl alcohol; cetyl palmitate, cetyl stearate, cetyl isooctanoate, isopropyl myristate, hexyldecyl isostearate, diisopropyl adipate, sebacic acid Di-2-ethylhexyl, cetyl lactate, diisostearyl malate, ethylene glycol di-2-ethylhexanoate, neopentyl glycol dicaprate, glycerin di-2-heptylundecanoate, trimethylol tri-2-ethylhexanoate Synthetic ester oils such as propane and trimethylolpropane triisostearate; dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane Chain polysiloxane such as Sun; cyclic polysiloxane such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexanesiloxane; amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane Oils such as silicone oil such as modified polysiloxane such as fatty acid soap (sodium laurate, sodium palmitate, etc.), anionic surfactants such as potassium lauryl sulfate, alkylsulfuric triethanolamine ether; stearyltrimethylammonium chloride, Cationic surfactants such as benzalkonium chloride and laurylamine oxide; imidazoline-based amphoteric surfactants (2-cocoyl-2-imidazolinium hydroxide-1- Carboxyethyloxy disodium salt, etc.), betaine surfactants (alkyl betaine, amide betaine, sulfobetaine, etc.), and amphoteric surfactants such as acylmethyl taurine; sorbitan fatty acid esters (sorbitan monostearate, sesquioleic acid) Sorbitan, glycerin fatty acids (glyceryl monostearate, etc.), propylene glycol fatty acid esters (propylene glycol monostearate, etc.), hardened castor oil derivatives, glycerin alkyl ether, POE sorbitan fatty acid esters (POE sorbitan monooleate, Monostearic acid polyoxyethylene sorbitan, etc.), POE sorbite fatty acid esters (POE-sorbite monolaurate, etc.), POE glycerin fatty acid esters (POE-glycerin model) Isostearate, 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, POE hardened castor oil, etc.), sucrose fatty acid ester, alkyl glucoside Nonionic surfactants such as polyethylene glycol, glycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, maltitol, propylene glycol, dipropylene glycol , Diglycerin, isoprene glycol, 1,2-pentanediol, 2,4-hexanediol, 1,2-hexanediol, 1,2-octanediol and other polyhydric alcohols; sodium pyrrolidonecarboxylate, lactic acid, lactic acid Moisturizing ingredients such as sodium; powders such as mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, anhydrous silicic acid (silica), aluminum oxide, barium sulfate, etc., whose surface may be treated; Bengara, yellow iron oxide, black iron oxide, cobalt oxide, ultramarine, bitumen, titanium oxide, zinc oxide inorganic pigments that may be treated on the surface; titanium mica, fish phosphorus that may be treated on the surface Pearls such as foil and bismuth oxychloride; red 202, red 228, red 226, yellow, which may be raked No. 4, Blue 404, Yellow 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 Organic pigments such as red 204, polyethylene powder, polymethyl methacrylate, nylon powder, organopolysiloxane elastomer and other organic powders; paraaminobenzoic acid ultraviolet absorbers; anthranilic acid ultraviolet absorbers; salicylic acid ultraviolet rays Absorber; Cinnamic acid UV absorber; Benzophenone UV absorber; Sugar UV absorber; 2- (2′-hydroxy-5′-t-octylphenyl) benzotriazole, 4-methoxy-4′- UV absorbers such as t-butyldibenzoylmethane; lower alcohols such as ethanol and isopropanol; vitamin A or Derivatives of vitamin B, such as vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate, vitamin B2 or derivatives thereof, vitamin B12, vitamin B15 or derivatives thereof; α-tocopherol, β-tocopherol, γ-tocopherol, Preferred examples include vitamins such as vitamin E acetate, vitamin E, vitamin D, vitamin H, pantothenic acid, panthetin, pyrroloquinoline quinone and the like; and antibacterial agents such as phenoxyethanol. Among these components, particularly preferred are those that are suitable for softening the skin, cause the loss of elasticity of collagen, suppress inflammation, and have an action of increasing the collagen production ability of fibroblasts. Specific ingredients such as hypericum extract, royal jelly extract, cucumber extract, scorpion extract, yarrow extract, camellia extract, mussel extract, pearl extract, soybean extract, clove Extract, Bakumondo extract, Bulberry extract, Koki extract, Sage extract, Ginseng extract, Horse chestnut extract, Oil soluble licorice extract, Vitamin E and its derivatives, Arbutin, Vitamin C and its derivatives and safflower extract It is selected from things. It is preferable that the extract of hypericum contains at least 100 μM of farellol. Royal jelly extract 1) forms a single band in non-denaturing polyacrylamide gel electrophoresis of proteins in royal jelly 2) has a molecular weight measured by SDS-polyacrylamide gel electrophoresis under reducing conditions of about 57 It is preferable to contain 0.001 to 0.1% by mass of protein that is kilodalton (see, for example, Patent Document 6) and contains at least 9% by mass of the total protein. The kujin extract preferably contains at least 0.001% by mass of sophoraflavanone G containing at least 100 μM. It is preferable that the Achillea millefact contains 0.01 to 1% by mass of at least 100 μM centauridine. As a soybean extract, what hydrolyzed soybean protein and soybean isoflavone are preferable, and the preferable content of this component is 0.01-0.2 mass% in total. The mussel extract is preferably extracted from mussel scallop or string glycogen, and the content thereof is preferably 0.001 to 0.2% by mass. The clove extract preferably contains 0.1 to 1% by mass of eugenol, and preferably contains 0.01 to 0.3% by mass of such extract. It is preferable that Bacmondow contains 0.01-0.2 mass% of what contains 0.01-0.1 mass% of ophiopogonanone B. The horse chestnut extract is preferably a fruit extract, and it is preferable to contain 0.01 to 1% by mass of escin. The oil-soluble licorice preferably contains 0.01 to 0.1% by mass of globradine containing 0.01 to 1% by mass. The safflower extract should just contain a Casamin, and it is preferable to contain 0.01-0.2 mass% in conversion of a Casamin content. Vitamin C is preferably contained in an amount of 1 to 5% by mass, and arbutin or a salt thereof is preferably contained in an amount of 1 to 10% by mass. Furthermore, it is preferable to contain 0.1 to 1% by mass of cetyl palmitate in order to improve the feeling after use of the cosmetic and to allow the user to recognize the improvement in skin flexibility.

  More preferable examples include hardened rapeseed oil. Here, the hardened rapeseed oil is obtained by hydrogenating rapeseed oil obtained by extraction or pressing from the seed of Nanohana, in the presence of a catalyst, and has an iodine value of 45 to 15, more preferably 40. ~ 20. This is because even if the iodine value is below or above the lower limit, the skin softening action due to the interaction with the phospholipid is reduced and the effect may not be sufficient. As such hardened rapeseed oil, those already on the market exist, and such commercially available products can be purchased and used. As a preferable commercial item, for example, “rapeseed oil HR-35” (manufactured by Yokoseki Yushi Kogyo Co., Ltd.) can be exemplified. Such an ingredient works together with the phospholipid and N-acylamino acid ester, and has the effect of improving the skin flexibility after using the cosmetic in the emulsifier type cosmetic. . The effect of improving the flexibility of the skin can be grasped as a measurement value by “Venustron” manufactured by AXIOM. This measuring device emits a certain frequency (Hz) from the probe, and evaluates the softness by the frequency difference Δf when it comes in contact with the object. Specifically, when a soft object is touched, the frequency decreases, so Δf becomes negative, and when a hard object touches, the frequency increases, so Δf becomes positive. That is, the value obtained by subtracting the measurement value before the treatment from the measurement value after the treatment is a negative value, and the larger the absolute value, the more the skin flexibility can be identified. As a threshold value of such an effect, −3 is preferable, and −3.5 is more preferable. In order to achieve such an effect, in the cosmetic of the present invention, the hardened rapeseed oil is preferably contained in an amount of 1 to 10% by mass, more preferably 2 to 8%, based on the total amount of the cosmetic. % By mass. This is because if the amount is too small, the above-described effect may not be achieved, and if the amount is too large, the effect reaches a peak and the degree of freedom of prescription may be impaired. By using such a component together with the N-acylamino acid ester and the phospholipid hydroxide, it is possible to transfer the hardened rapeseed oil into the stratum corneum and to obtain a skin external preparation capable of maintaining the flexibility-imparting effect.

  The external preparation for skin of the present invention can be produced by treating the above components according to a conventional method. The skin external preparation of the present invention thus obtained takes the form of an emulsifier excellent in salt resistance. Since it is excellent in salt tolerance, it is excellent in transdermal absorbability of the active ingredient after administration to the skin.

  Hereinafter, the present invention will be described in more 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 below, emulsion 1 (oil-in-water emulsifier type cosmetic), which is an external preparation for skin of the present invention, was produced. That is, the components of A, B, C, D, E and F are heated to 80 ° C., and the dissolved A and B are mixed well, made uniform, cooled once, and then heated and dissolved again. I let you. This was diluted by adding c, and stirred uniformly, and this was added to d to prepare an oil phase. While maintaining the oil phase at 80 ° C., the mixture was gradually added and emulsified with stirring, and the emulsion particles were adjusted with a homogenizer, and then gradually added with stirring to neutralize and increase the viscosity. This was stirred and cooled to obtain an emulsion 1 which is a cosmetic of the present invention. In the same manner, Comparative Example 1 in which “Resinol SH50” was replaced with normal soybean lecithin and Comparative Example 2 in which water was replaced were also prepared.

<Test Example 1>
Three portions of 2 cm × 3 cm are provided on the inner side of the forearm, and 40 μL of latex 1, Comparative Example 1 and Comparative Example 2 are applied to each using a glass rod and left at 20 ° C. for 1 hour, and then the glass rod and skin Was wiped off with a cotton wool impregnated with tetrahydrofuran (THF), this cotton wool was extracted three times with 100 ml of THF, and the recovered amount of stearyl glycyrrhetinate in the extract was quantified by high performance liquid chromatography. The measurement conditions for high performance liquid chromatography were an ODS 4.6 × 150 mm column, the mobile phase was 20% → 80% THF aqueous solution, the detection was performed using an electrochemical detector, the column temperature was 40 ° C., and the flow rate was 1 ml / min. Met. The recovered amount is shown in Table 2 as a percentage. From this, it is understood that the emulsion 1 has a significantly low recovery rate and promotes percutaneous absorption.

  Similarly to the emulsion 1, an emulsion 2, which is a cosmetic of the present invention, was prepared according to the following formulation. When this was evaluated according to a method in which Test Example 1 was modified (electrochemical detection was changed to detection by absorption at an ultraviolet region of 220 nm), the recovery rate of benzyl ursolate was 47%. Comparative Example 3 in which “Resinol SH50” in Emulsion 2 was replaced with normal soybean lecithin was 63%, and the effect of the present invention was confirmed here.

  Similarly to the emulsion 1, an emulsion 3, which is a cosmetic of the present invention, was prepared according to the following formulation. When this product was evaluated according to the method of Test Example 1, the recovery of betulinic acid was 55%. Comparative Example 4 in which “Resinol SH50” in Emulsion 2 was replaced with normal soybean lecithin was 71%, and the effect of the present invention was confirmed here.

  The present invention can be applied to external preparations for skin such as cosmetics.

Claims (6)

A skin external preparation characterized by comprising 1) hydroxylated phospholipid and 2) an anti-inflammatory component. The skin external preparation according to claim 1, wherein the hydroxylated phospholipid is hydroxylated lecithin. The anti-inflammatory component is selected from glycyrrhetinic acid, an ester of glycyrrhetinic acid, glycyrrhizic acid, betulin, betulinic acid, ursolic acid, an ester of ursolic acid, and a salt thereof. The external preparation for skin according to 2. Furthermore, N-acylamino acid ester is contained, The skin external preparation in any one of Claims 1-3 characterized by the above-mentioned. The skin external preparation according to claim 4, wherein the ester of the N-acylamino acid is an ester of N-capryloylglycine. It is an emulsifier form, The skin external preparation in any one of Claims 1-5 characterized by the above-mentioned.