JP2002255781A - Skin care preparation for amelioration and prophylaxis of wrinkle - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a skin care preparation reconstituting a dermal collagen fiber bundle structure, i.e., used for the amelioration of a wrinkle and the prophylaxis of the wrinkle. SOLUTION: The skin care preparation comprises one or more kinds selected from ursolic acid and derivatives thereof and one or more kinds selected from eugenol and derivatives thereof.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to an external preparation for skin such as cosmetics, which is suitable for improving wrinkles and preventing wrinkles.

[0002]

2. Description of the Related Art Human form changes with age.
Show signs of aging. One such sign on the skin is the formation of wrinkles, and suppression of the formation of such sign is a major theme of cosmetics. Regarding the formation of such wrinkles, the mechanism of occurrence includes 1) loss of elasticity due to rupture or fragmentation of skin elastic fibers such as elastin, and 2) collapse of dermis collagen fiber bundle structure or disorder of its structure. It is said that. Among them, 1) countermeasures such as replenishment of elastin and suppression of disconnection of elastin by soybean protein etc. are mentioned for the loss of elasticity due to rupture and fragmentation of skin elastic fibers such as elastin, 2) With respect to the collapse of the dermis collagen fiber bundle structure or the disorder of the structure, only ursolic acid and its derivatives are known to have the effect of reconstructing the dermis collagen fiber bundle, and the dermal collagen fiber bundle structure is restored. To construct,
Development of a new dermis collagen fiber bundle remodeling agent has been desired.

On the other hand, eugelanol, a clove extract, and its derivatives isoeugenol, desmethyleugenol, desmethylisoeugenol, eugenol acetate, and salts thereof are used as fragrance components in cosmetics and the like. It is not known at all that compounds have the dermal collagen fiber bundle remodeling action.

However, when one or more selected from ursolic acid and its derivatives and one or more selected from eugenol and its derivatives are combined and contained in an external preparation for skin, both of them are used. It has not been known at all that synergistically improving the dermal collagen fiber bundle structure and improving or preventing wrinkles as compared with a skin external preparation containing the same.

[0005]

SUMMARY OF THE INVENTION The present invention has been made under such circumstances, and it is an object of the present invention to provide a skin external preparation for reconstructing a dermal collagen fiber bundle structure, that is, for improving wrinkles and preventing wrinkles. As an issue.

[0006]

In view of such circumstances, the present inventors have conducted intensive research efforts for a topical skin preparation for improving wrinkles and preventing wrinkles, and as a result, one of ursolic acid and derivatives thereof has been selected. The present inventors have found that a skin external preparation having such an action can be obtained by incorporating at least two or more kinds and one or two or more kinds selected from eugenol and its derivatives into a skin external preparation, and completed the invention. . That is, the present invention relates to the following technology. (1) characterized by containing one or more selected from ursolic acid and derivatives thereof and one or more selected from eugenol and derivatives thereof,
External preparation for skin. (2) The skin external preparation according to (1), wherein the eugenol is derived from a clove extract containing eugenol. (3) The clove extract is an extract of a polar solvent comprising one or two or more kinds selected from leaves, stems, roots, and whole plants containing eugenol of clove or a solvent-extracted product thereof. The external preparation for skin according to (1) or (2). (4) The external preparation for skin according to (1) to (3), wherein the ursolic acid and its derivative are benzyl ursolic acid. (5) (1) to (4) characterized by being for beautiful skin
2. The external preparation for skin according to item 1. (6) The external preparation for skin according to (1) to (5), which is used for improving wrinkles and / or preventing wrinkles. (7) The skin external preparation for improving or preventing wrinkles according to (6), wherein the wrinkles are caused by collapse of the dermis collagen fiber bundle or disorder of the structure. Hereinafter, the present invention will be described in more detail focusing on embodiments.

[0007]

DETAILED DESCRIPTION OF THE INVENTION (1) Ursolic acid as dermis collagen fiber bundle remodeling agent of the present invention The dermis collagen fiber bundle restructuring agent of the present invention is one or more selected from ursolic acid and derivatives thereof. It is characterized by containing. Birch, persimmon crab, and moray eel contain triterpene-based ursolic acid and have an anti-inflammatory, analgesic, anti-inflammatory, and antitussive effect. In addition, ursolic acid, a kind of triterpenes, has an effect of improving photoaged skin and an effect of improving the structure of denatured collagen fiber bundles. In addition, treatment of physiologically active substances (such as retinoids) whose effects on collagen metabolism have been reported in hairless mouse photoaging model, or diseases associated with degeneration of collagen fiber structure such as pulmonary fibrosis and cirrhosis It is known as a drug and herbal medicine whose effects have been reported. It is known that when ursolic acid is applied to the skin, it has an effect of improving skin elasticity, wrinkles and texture. In addition, application of retinoic acid, which is currently approved as a pharmaceutical for wrinkle improvement (only in Europe and the United States), to the skin shows a marked wrinkle improvement effect, but a recovery in collagen fiber bundle structure and a recovery in elasticity and texture. However, the mechanism is different from ursolic acid. Further, the present inventors have found that the amount of glycosaminoglycans that inhibit the rearrangement of collagen fibers in the skin of a photoaging model of a hairless mouse decreases. However, with retinoic acid, glycosaminoglycans increased. In this respect, the mechanism of anti-skin aging seems to be different. It was revealed that the addition of heparin, a kind of glycosaminoglycan, inhibited the rearrangement of collagen fibers in a concentration-dependent manner. In addition, ursolic acid reduces the number of heparin-producing mast cells, reduces heparin (glycosaminoglycan), which inhibits the rearrangement of collagen fibers, and works to restore the fiber bundle structure in photoaged skin. Have been found by the present inventors. Here, as a derivative of ursolic acid, used as a dermis collagen fiber bundle reconstruction agent,
If it is easily derived from ursolic acid, it belongs to the derivative of the present invention, and examples thereof include salts with alkalis, esters with alcohols, amides with amines, and the like. Can be preferably exemplified. Examples of ursolic acid esters include methyl ursolic acid, ethyl ursolic acid, propyl ursolic acid,
Particularly preferred examples include butyl ursoleate and benzyl ursoleate. Among these, more preferred is benzyl ursolic acid. This is because the effect and stability are excellent. Also, as salts of these compounds,
Any physiologically acceptable one can be used without any particular limitation. For example, alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium salt and magnesium salt, ammonium salt, triethylamine Organic amine salts such as salts and triethanolamine salts,
Examples thereof include basic amino acid salts such as arginine salts and lysine salts. These ursolic acids and / or their derivatives (especially esters and salts) reconstitute and disrupt the structure of the disrupted dermal collagen fiber bundle structure, thereby reducing wrinkles caused by the disruption of the structure. Has the effect of improving. Such a dermis collagen fiber bundle reconstruction agent of the present invention can be used alone or in combination of two or more. The preferable content of the dermis collagen remodeling agent of the present invention in the skin external preparation is 0.01 to 10% by weight, more preferably 0.05 to 10% by weight, based on the total amount of the skin external preparation. 5% by weight. This means that even if the content is too large, the effect peaks out,
May impair the freedom of prescribing, and too little
This is because the dermal collagen fiber bundle structure reconstruction action may not be exerted.

The esters of ursolic acid are prepared by converting ursolic acid into a salt with an alkali such as triethylamine and treating the corresponding alcohol with a halogenating agent such as thionyl chloride to form a halide. It can be manufactured by doing. Hereinafter, a production example of the ursolic acid ester will be described.

(Production Example 1) 1 part by weight of ursolic acid was added to 30 parts by weight.
The mixture was dissolved in 30 parts by weight of triethylamine and 30 parts by weight of dimethylformamide, and 1 part by weight of ethyl bromide was added thereto. The mixture was stirred at room temperature for 72 hours, concentrated under reduced pressure, and subjected to silica gel chromatography (elution solvent: chloroform: methanol = 100: 0 to 100: 0). 80:20) to give ethyl ursoleate.

(Production Example 2) 1 part by weight of ursolic acid was added to 30 parts by weight
1 part by weight of thionyl chloride was added to 4 parts by weight of isooctanol, stirred for 10 minutes, concentrated, dissolved in 10 parts by weight of dimethylformamide, and added.
The mixture was stirred at room temperature for 72 hours, concentrated under reduced pressure, and subjected to silica gel chromatography (elution solvent: chloroform: methanol =
(100: 0 to 80:20) to obtain isooctyl ursoleate.

(Production Example 3) 1 part by weight of ursolic acid was added to 30 parts by weight.
Dissolve in 30 parts by weight of triethylamine and 30 parts by weight of dimethylformamide, add 1 part by weight of thionyl chloride to 5 parts by weight of lauryl alcohol, stir for 10 minutes, concentrate, dissolve in 10 parts by weight of dimethylformamide, and add at room temperature. The mixture was stirred for 72 hours, concentrated under reduced pressure, and purified by silica gel chromatography (elution solvent: chloroform: methanol = 100: 0 to 80:20) to obtain lauryl ursolic acid.

(Production Example 4) 1 part by weight of ursolic acid was added to 30 parts by weight
Dissolve in 30 parts by weight of triethylamine and 30 parts by weight of dimethylformamide, add 1 part by weight of thionyl chloride to 4 parts by weight of benzyl alcohol, stir for 10 minutes, concentrate, dissolve in 10 parts by weight of dimethylformamide, and add at room temperature. The mixture was stirred for 72 hours, concentrated under reduced pressure, and purified by silica gel chromatography (elution solvent: chloroform: methanol = 100: 0 to 80:20) to obtain benzyl ursolic acid.

(2) Eugenol as 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 one or more selected from eugenol and derivatives thereof. It is preferable that such eugenols be based on a clove extract containing eugenol, or be derived from it as a raw material. Clove extract and eugenol containing eugenol have been known since ancient times for their anticonvulsant, analgesic, anesthetic and scar-forming effects.
Here, the extract of the family Myrtaceae (Syzygium aromaticum L.MERR. Et PERRY) as referred to in the present invention is a plant itself, a processed product obtained by drying, shredding, pulverizing, etc. It is a generic term for solvent extracts obtained by adding a solvent to the body or its processed product, solvent-extracted extracts obtained by removing the solvent from the extract, and purified products obtained by purifying them by column chromatography or liquid-liquid extraction. I do. As the cloves applied to the extract of the present invention, eugenol can be used without particular limitation as long as it contains eugenol and can be classified as a clove in the Chinese medicine classification. Derivatives of eugenol include cinnamon (bark, leaves), jasmine And eugenol can also be used as the source plant. As a part of a plant body used for preparing the extract of the present invention, any part of the plant body can be used, but it differs depending on the plant species. In a butterfly, a fruit, in cinnamon, bark and leaves, in jasmine, a flower, rock rose Now, flowers are preferred. This is because this site contains many components for reconstructing the dermal collagen fiber bundle. As the essence of the present invention, a polar solvent extract or a solvent-removed product thereof can be particularly preferably exemplified. Examples of the polar solvent include alcohols such as ethanol and methanol, esters such as ethyl acetate and methyl formate, acetone and methyl ethyl ketone. And at least one selected from ketones such as, for example, ethers such as diethyl ether and tetrahydrofuran, halogenated hydrocarbons such as chloroform and methylene chloride, and water. Of these, particularly preferred are one or more selected from water and alcohol. Such an extract or a solvent-removed product thereof is prepared by adding a 1 to 10-fold amount of a solvent to a plant or a processed product thereof and immersing it for several days at room temperature or several hours at a temperature near the boiling point. I just need. The solvent can be removed by evaporation to dryness, concentration under reduced pressure, or freeze drying. Most preferred are vacuum concentration and lyophilization. On the other hand, as a representative derivative of eugenol, an ester is preferable, for example, eugenol, eugenol acetate, isoeugenol, desmethyleugenol or desmethylisoeugenol can be exemplified. Particular preference is given to using eugenol which has been used. These clove extracts or derivatives have the effect of reconstructing the dermis collagen fiber bundle structure in which the structure has been disturbed, arranging the structure, and thereby improving the wrinkles caused by the disturbance in the structure. In the external preparation for skin of the present invention, these dermis collagen fiber bundle remodeling agents may contain only one kind, or may contain two or more kinds.
10 to 10% by weight, more preferably 0.05 to 5% by weight. This is because if the amount is too small, the effect may not be exhibited, and if the amount is too large, the effect may reach a plateau and the flexibility of prescription may be impaired. The dermis collagen fiber bundle remodeling agent of the present invention reconstructs a dermal collagen fiber bundle that has collapsed due to aging, light, or the like, and has an effect of returning to a normal structure and an effect of preventing the dermal collagen fiber bundle structure from being collapsed by light or aging. It has the effect of improving wrinkles and suppressing the formation of wrinkles by such an action. The wrinkles exerted by the dermis collagen fiber bundle reconstituting agent of the present invention are preferably applied to those caused by collapse of the dermal collagen fiber bundles or structural disorder.

(3) External preparation for skin of the present invention The external preparation for skin of the present invention comprises one or more selected from ursolic acid and its derivatives and one or two or more selected from eugenol and its derivatives. It is characterized by containing. In this way, by containing one or more selected from ursolic acid and its derivatives and one or more selected from eugenol and its derivatives in combination, each of them alone reconstructs the dermal collagen fiber bundle. Rather than containing the agent in the external preparation, by combining the two in the external preparation, the dermal collagen fiber bundle reconstruction functions synergistically and significantly.
As the external preparation for skin of the present invention, cosmetics, a pharmaceutical composition for external use on skin and the like can be preferably exemplified, and it is particularly preferable to apply to cosmetics. This is because the action of the dermis collagen fiber bundle remodeling agent of the present invention is moderated, and in addition, the safety is extremely high, so that it is suitable for long-term continuous use. The external preparation for skin of the present invention exerts an excellent effect on improvement and prevention of wrinkles caused by collapse of the dermal collagen fiber bundle or structural disorder due to the effect of the dermis collagen fiber bundle reconstruction agent contained therein. In addition, even if wrinkles do not occur, it also has the effect of improving or preventing the reduction of texture caused by the same mechanism. In other words, it has the effect of preventing or improving various unfavorable biological events caused by the collapse of the dermal collagen fiber bundle structure or the disorder of the structure, and embodying beautiful skin. Use in such applications is preferred in the skin external preparation of the present invention. What is noteworthy is the effect on wrinkles caused by the collapse of the dermal collagen fiber bundle and the disorder of the structure. Such wrinkles are generated by prolonged exposure to ultraviolet light that does not cause inflammation. Skin external preparations that exert an effect on wrinkles are extremely rare. Therefore, the skin external preparation of the present invention is preferably applied to wrinkles caused by such a mechanism. The external preparation for skin of the present invention may contain, in addition to the agent for reconstructing dermal collagen fiber bundles of the present invention, optional components usually used in external preparations for skin. Such optional components include, for example, hydrocarbons such as squalane, petrolatum, microcrystalline wax, jojoba oil, carnauba wax, esters such as octyldodecyl oleate, triglycerides such as olive oil, tallow, coconut oil, dimethicone, and the like. Femethicone,
Silicones such as amodimethicone; fatty acids such as stearic acid, oleic acid and ritinoleic acid; higher alcohols such as oleyl alcohol, stearyl alcohol and octyl dodecanol; anionic surfactants such as sulfosuccinates and sodium polyoxyethylene alkyl sulfate. , Amphoteric surfactants such as alkyl betaine salts, cationic surfactants such as dialkylammonium salts, sorbitan fatty acid esters, fatty acid monoglycerides, their polyoxyethylene adducts, polyoxyethylene alkyl ethers, polyoxyethylene fatty acid esters, etc. Nonionic surfactants, polyhydric alcohols such as polyethylene glycol, glycerin and 1,3-butanediol, xanthan gum, guar gum, carboxyvinyl polymer, and cation Cellulose ethers, thickening-gelling agents such as cationized guar gum, antioxidants, ultraviolet absorbers, perfumes, coloring materials, preservatives, powders and the like can be preferably exemplified. The external preparation for skin of the present invention can be produced by treating these optional and essential components according to a conventional method.

[0015]

EXAMPLES 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 only these Examples.

<Example 1> (Creation of photoaging model of UVB-irradiated hairless mouse and its efficacy test) The back of a hairless mouse (Hos: HR1, female, 5 weeks old) was irradiated with UVB (50 mJ) on the first week. / cm2) three times a week (every other day), and at the 2nd to 10th weeks, 100 mJ / cm2 was irradiated three times a week (every other day). Then, apply the test substance to each animal.
100 ul (80% ethanol, 0.2% by weight of benzyl ursoleate (UAB) and 1% by weight of clove extract were applied for 6 weeks (once a day, 5 times a week). Replicas of the surface morphology from the back center to the tail of the animals were collected by SILFLO, and finally, the structure of wrinkles and collagen fiber bundles was evaluated as follows: The replicas were not distorted in a glass plate with Bascoke After attaching and fixing the optical fiber light (Ol
ympus LGPS) and captured gray images. The obtained image was subjected to automatic level adjustment with Adobe Photoshop 5.5, and after removing large undulations with a high-pass filter radius of 250 mm, printed at 35% and used for evaluation. On the other hand, the collagen fiber bundle structure was observed using SEM (scanning electron microscope). FIG. 1 shows a photograph of a replica to which only the vehicle is added (a substitute for a drawing), and FIG. 2 shows a photograph of a replica to which UAB is added (a substitute for a drawing). FIG. 3 shows a photograph (replacement photograph of a drawing) of a replica with the addition of a clove extract. FIG. 4 shows the UA
A photograph (replacement photograph of drawing) of a replica to which B + clove extract was added is shown. In the above FIGS. 1 to 4, the vehicle, the clove extract, the UAB, the clove extract + UAB, in this order:
From the replica, it can be seen that the wrinkle state is most improved by the combination addition of Clove Extract + UAB. FIG.
Fig. 6 shows a photograph of a dermal collagen fiber bundle structure (vehicle as a substitute for a drawing) to which only a vehicle was added, and Fig. 6 shows a photograph of a dermal collagen fiber bundle structure to which UAB was added (a photograph as a substitute for a drawing). FIG. 7 shows a photograph (a photograph as a substitute for a drawing) of the dermal collagen fiber bundle structure to which the clove extract was added. FIG. 8 shows a photograph (a photograph as a substitute for a drawing) of the dermal collagen fiber bundle structure to which UAB + clove extract was added. In the above FIGS. 5 to 8, in the order of vehicle, clove extract, UAB, and clove extract + UAB,
From the replicas, it can be seen that the collagen fiber bundle structure is reconstructed and regularly improved when the combination of Clove Extract + UAB is added.

<Examples 2 to 4> In the same manner as in Example 1, the action of reconstructing the dermal collagen fiber bundle structure by the combination of the eugenol derivative and UAB was examined. As Example 2,
Example 3 as an addition system of isoeugenol + UAB
Desmethyl eugenol + UAB addition system, as Example 4, desmethyl isoeugenol + UAB addition system
As Comparative Example 1, a system containing only isoeugenol was used, and as Comparative Example 2, a system containing only UAB was used. The experiments were performed three times and averaged. In other words, when the dermal collagen fiber bundle remodeling effect of the isoeugenol-added system of Comparative Example 1 and the UAB-added system of Comparative Example 2 was set to score 2, the effect was slightly inferior but the effect was observed, but score 1 was not observed. A score of 0 was judged as score 3 when a somewhat excellent effect was observed, and a score 4 when a clearly excellent effect was observed.
The results were as follows: the addition system of isoeugenol + UAB of Example 2: 3.5, desmethyleugenol + UA of Example 3
B addition system: 3.9, desmethylisoeugenol UAB of Example 4 addition system: 4.2, and the combination of eugenol derivative and UAB showed that the dermal collagen fiber bundle remodeling action was independently administered. It can be seen from the graph that synergistic improvement was achieved.

Example 5 A cosmetic (lotion) for preventing or improving wrinkles due to the collapse of the dermal collagen fiber bundle or the disorder of the structure of the present invention was prepared according to the following formulation. That is, the prescription component was heated, stirred, solubilized at 70 ° C., and stirred and cooled to obtain a lotion. Benzyl ursolic acid 0.1 part by weight Clove extract 0.1 part by weight Glycerin 5 parts by weight 1,2-pentanediol 4 parts by weight Polyphosphatidyloxyethyl methacrylate 0.1 part by weight Phenoxyethanol 0.1 parts by weight Ethanol 5 parts by weight POE ( 60) Hardened castor oil 0.1 parts by weight Water 85.5 parts by weight

Example 6 According to the following formulation, a cosmetic (lotion) for preventing or improving wrinkles caused by the collapse of the dermal collagen fiber bundle or the disorder of the structure of the present invention was prepared. That is, the prescription component was heated, stirred, solubilized at 70 ° C., and stirred and cooled to obtain a lotion. Benzyl ursoleate 0.1 part by weight Eugenol 0.1 part by weight Glycerin 5 parts by weight 1,2-pentanediol 4 parts by weight Polyphosphatidyloxyethyl methacrylate 0.1 part by weight Phenoxyethanol 0.1 parts by weight Ethanol 5 parts by weight POE (60 ) Hardened castor oil 0.1 parts by weight Water 85.5 parts by weight

<Embodiment 7> The lotion of Embodiment 6 described above,
The lotion of Comparative Example 3 in which benzyl ursoleate of Example 5 was replaced with water and the lotion of Comparative Example 4 in which eugenol of the lotion of Example 5 was replaced with water were 1 group per group.
Long-term continuous test (3) using 0 wrinkled panelists
Months), and the improvement of wrinkles was evaluated in three stages: significant, effective, and no effect. In the test group used in Example 5, 9 subjects were significantly effective and 1 had an effect. In Comparative Examples 3 and 4, only one person had an effect. From this, it was determined that the skin lotion, which is an external preparation for skin of the present invention, is effective in improving wrinkles.

Example 8 An emulsion according to the present invention was prepared according to the following formulation. That is, the components (a), (b) and (c) were each heated to 70 ° C., (b) was neutralized by adding (b) to the mixture, and (c) was gradually added thereto to emulsify. This was stirred and cooled to prepare an emulsion as the external preparation for skin of the present invention. A four-week actual use test was conducted on this panel for 10 panelists.
The remarkable improvement of the texture was observed in 7 persons, and the remarkable improvement in firmness was recognized in 2 persons. Also, there is one panelist who does not or hardly recognize such an effect, and that the mechanism of roughening and reduction of firmness of these panelers is not caused by collapse of the dermal collagen fiber bundle structure or structural disorder. Was speculated. A, 1,2-pentanediol 5 parts by weight isoprene glycol 4 parts by weight acrylic acid / alkyl methacrylate polymer 0.6 parts by weight phenoxyethanol 0.1 parts by weight water 30 parts by weight b 10% aqueous solution of potassium hydroxide 3 parts by weight water 39. 7 parts by weight Husqualane 5 parts by weight Jojoba oil 5 parts by weight Olive oil 5 parts by weight Ethyl ursoleate 0.2 parts by weight Isoeugenol 0.2 parts by weight

Example 9 A pack cosmetic was prepared according to the following formulation. That is, the prescription components were stirred and homogenized to obtain a pack cosmetic. This was effective for improving texture, firmness and wrinkles. Vinyl acetate emulsion 40 parts by weight 1,3-butanediol 5 parts by weight Glycerin 5 parts by weight 1,2-pentanediol 5 parts by weight Methyl ursoleate 0.2 parts by weight Desmethyleugenol 0.2 Phenoxyethanol 0.2 parts by weight Ethyl paraben 0.1 parts by weight Water 34.3 parts by weight

Example 10 According to the following formulation,
Created a pack cosmetic. That is, the prescription components were stirred and homogenized to obtain a pack cosmetic. This was effective for improving texture, firmness and wrinkles. Vinyl acetate emulsion 40 parts by weight 1,3-butanediol 5 parts by weight Glycerin 5 parts by weight 1,2-pentanediol 5 parts by weight butyl ursoleate 0.2 parts by weight Eugenol acetate 0.2 parts by weight Phenoxyethanol 0.2 parts by weight ethyl Paraben 0.1 parts by weight Water 35.1 parts by weight

Example 11 According to the following formulation,
Created a pack cosmetic. That is, the prescription components were stirred and homogenized to obtain a pack cosmetic. This was effective for improving texture, firmness and wrinkles. Vinyl acetate emulsion 40 parts by weight 1,3-butanediol 5 parts by weight Glycerin 5 parts by weight 1,2-pentanediol 5 parts by weight propyl ursoleate 5 parts by weight Isoeugenol 0.2 parts by weight Phenoxyethanol 0.2 parts by weight Ethyl paraben 0 3.1 parts by weight Water 39.5 parts by weight

[0025]

According to the present invention, it is possible to reconstruct the dermal collagen fiber bundle structure and to provide an external preparation for skin which is suitable for improving and preventing wrinkles.

[Brief description of the drawings]

FIG. 1 shows a replica of addition of vehicle only. (Drawing substitute photo)

FIG. 2 is a diagram showing a replica with addition of UAB. (Drawing substitute photo)

FIG. 3 is a view showing a replica to which a clove extract is added. (Drawing substitute photo)

FIG. 4 is a view showing a replica obtained by adding UAB + clove extract. (Drawing substitute photo)

FIG. 5 is a diagram showing a dermal collagen fiber bundle structure in which only a vehicle is added. (Drawing substitute photo)

FIG. 6 is a diagram showing a dermal collagen fiber bundle structure with addition of UAB. (Drawing substitute photo)

FIG. 7 is a diagram showing a dermal collagen fiber bundle structure to which a clove extract is added. (Drawing substitute photo)

FIG. 8 is a view showing a dermal collagen fiber bundle structure to which UAB + clove extract is added. (Drawing substitute photo)

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) A61K 31/235 A61K 31/235 35/78 35/78 C A61P 17/00 A61P 17/00 (72) Invention Person Ai Oba 560 Kashio-cho, Totsuka-ku, Yokohama-shi, Kanagawa Prefecture Inside the Tokazuka Research Laboratories, Ltd. (72) Inventor Yutaka Ota 560 Kashio-cho, Kashio-cho, Totsuka-ku, Yokohama-shi, Kanagawa Pref. (72) Inventor Takayoshi Gomi 560 Kashio-cho, Totsuka-ku, Yokohama-shi, Kanagawa Prefecture F-term in the Toka Research Laboratories of POLA CHEMICAL INDUSTRIES, LTD. 4C083 AA111 AA112 AA122 AB032 AC022 AC102 AC122 AC172 AC231 AC341 AC342 AC432 AC471 AC482 AD092 CC04 CC05 CC07 DD22 DD33 EE12 EE13 4C088 AB57 AC01 AC05 AC11 BA08 BA32 MA02 MA63 ZA89 4C206 AA01 AA02 CA27 DA13 DB11 DB54 MA02 MA04 MA83 ZA89

Claims (7)

[Claims] 1. An external preparation for skin, comprising one or more selected from ursolic acid and derivatives thereof and one or more selected from eugenol and derivatives thereof. 2. The eugenol is derived from a clove extract containing eugenol.
2. The external preparation for skin according to item 1. 3. A clove extract containing eugenol,
Myrtaceae (Syzygium arom)
aticum L. MERR. Et PERRY) is an extract or a solvent-free product of one or two or more polar solvents selected from leaves, stems, roots, and whole plants containing eugenol. The external preparation for skin according to claim 1 or 2, wherein 4. The ursolic acid and a derivative thereof are benzyl ursolic acid.
2. The external preparation for skin according to item 1. 5. The external preparation for skin according to claim 1, which is for beautiful skin. 6. The external preparation for skin according to claim 1, which is used for improving wrinkles and / or preventing wrinkles. 7. The method according to claim 7, wherein the wrinkles are caused by disruption of the dermal collagen fiber bundle or structural disorder.
An external preparation for skin for improving or preventing wrinkles according to claim 6.