JPH0899859A - Skin external agent - Google Patents

Abstract

PURPOSE: To obtain a skin external agent containing a water-soluble rutin and a tyrosinase-activity inhibitor as active components, having excellent beautifying effect, accordingly effective for prevention, improvement, etc., of darkening of skin, spots and freckles caused by sunburn, etc., and excellent in stability and safety. CONSTITUTION: This external agent contains (A) a water-soluble rutin [preferably, α-glycosylrutin of the formula (R is glucose, mannose, etc.); the content of rutin is 10-85wt.%] and (B) a tyrosinase-activity inhibitor [e.g. cysteine, an extract of SOUHAKUHI (bark of Morus bombycis) or an extract of TOUKI (root of Angelica acutiloba)] as active components. The content of the component A is preferably 0.00001-5wt.% in terms of rutin. That of the component B is preferably 0.001-5% in term of dried solid. Further, α-glycosylrutin of the formula is obtained e.g. by mixing rutin with starchiness such as dextrin followed by an enzymatic reaction.

Description

Detailed Description of the Invention

[0001]

The present invention relates to a novel external preparation for skin which contains water-soluble rutin and one or more kinds of tyrosinase activity inhibitors as active ingredients and has an excellent whitening effect and high stability and safety. Regarding

[0002]

2. Description of the Related Art Conventionally, whitening cosmetics have been widely used for the purpose of obtaining beauty effects such as preventing dark skin, stains and freckles on the skin, and ascorbic acid is mainly used as a whitening agent for such whitening cosmetics. , Glutathione, colloidal sulfur, etc. are blended. However, since ascorbic acid is susceptible to oxidation, it is difficult to expect a certain effect to be exerted, and glutathione and colloidal sulfur have a particular offensive odor and precipitation.

For this reason, recently, whitening agents have been widely searched from the natural world, but the whitening effect cannot be said to be sufficiently satisfactory, and a skin external preparation having a higher whitening effect is desired. Has been.

On the other hand, rutin is not only whole buckwheat but also potato, asparagus, apricot, cherry, tomato,
It is a compound widely contained in vegetables and fruits such as figs, citrus fruits and adzuki beans, as well as honey and green tea, and is known to have various actions such as antioxidant, UV absorption, and blood vessel reinforcement, but it is almost soluble in water. Since it was not there, it was not used very often.

Therefore, it has been attempted to enhance the water solubility of rutin and use it in a cosmetic composition (Japanese Patent Laid-Open No. 3-301).
No. 27293, No. 3-58790, No. 3-11529.
No. 2, No. 3-275607, No. 3-275608, etc.).

[0006]

However, it is difficult to sufficiently exert the effect of water-soluble rutin alone, and it is necessary to add a large amount of water-soluble rutin in order to achieve the object.
Coloring with water-soluble rutin sometimes caused a problem in appearance.

[0007]

Means for Solving the Problems As a result of intensive studies, the present inventors have conducted extensive studies in order to provide a skin external preparation that is more stable than the conventional skin external preparation and has a high whitening effect and high stability and safety. If one or more of water-soluble rutin and tyrosinase activity inhibitor are used in combination, the whitening effect is synergistically increased, and a skin external preparation containing these is excellent in stability and safety. The present invention has been completed and the present invention has been completed.

That is, the present invention provides a skin external preparation characterized by containing the following components (A) and (B) (A) water-soluble rutin (B) tyrosinase activity inhibitor as an active ingredient. is there.

The water-soluble rutin which is the component (A) of the present invention is not particularly limited as long as the water solubility of rutin is increased as described above. For example, rutin is a starch substance such as dextrin. Α-glycosyl rutin represented by the general formula 1 in which glucose, maltose, maltotriose, maltotetraose and the like are transferred to rutin by mixing the above-mentioned substances with an enzyme reaction is preferably used. These may be used alone or in combination of two or more, and the rutin content in the component (A) is preferably 10 to 85% by weight.

[0010]

[Chemical 1]

The content of the component (A) (water-soluble rutin) in the cosmetic composition of the present invention is preferably 0.
00001 to 5% by weight (hereinafter simply referred to as "%") (preferably 0.00 as a powder containing unreacted dextrin)
01-10%, more preferably 0.01-5%).

If the content of the component (A) is less than 0.00001%, a sufficient effect may not be obtained, and
Even if the content exceeds 5%, the effect is not further increased.

On the other hand, examples of the tyrosinase activity inhibitor which is the component (B) of the present invention include cysteine and its derivatives (for example, N, N'-diacetylcystine dimethyl) and salts thereof, soybean extract, Toki extract and Ibuki. Tranoo extract, Clara extract, hawthorn extract, white lily extract, hop extract, Neubara extract, Yokuinin extract and the like can be mentioned.

Among the components (B), the Yokuinin extract is a coix lacryma-jobi L.var.ma-y
uen (ROMAN) STAPF) is obtained by extracting from seeds and the like excluding the seed coat.

[0015] The extract of Sohakuhi, Touki, Ibukitoranoo, Clara, Hawthorn, hops, Neubara, and white lily is not particularly limited in the use part of these plants, and leaves, branches, stems, flowers, fruits, roots, etc. Among them, it is preferable to use rhizomes for Ibukitoranoo, roots for Clara, hawthorn and Neubarra for fruits, flowers for hops, and bulbs for white lily, among others.

The extraction method for obtaining the component (B) from each of the above-mentioned plants is not particularly limited, but it can be extracted, for example, using various suitable solvents at room temperature or under heating. Examples of the extraction solvent include water; lower monohydric alcohols such as methyl alcohol and ethyl alcohol; liquid polyhydric alcohols such as propylene glycol and 1,3-butylene glycol; lower alkyl esters such as ethyl acetate; carbonization such as benzene and hexane. Hydrogen; one or more ethers such as ethyl ether may be used. Among these, water or a water-soluble solvent, particularly water, ethyl alcohol, glycerin, 1,3-butylene glycol, or a mixed solvent of two or more thereof is preferable.

The component (B) of plant origin obtained under the above conditions may be used as an extracted solution,
Further, if necessary, those which have been subjected to treatments such as concentration and filtration can be appropriately used and used.

These components (B) can be used alone or in combination of two or more, and the content in the external preparation for skin is 0.0001 to 10%, particularly 0.001 to 5% as a dry solid content. It is preferable to mix them as follows.
If it is less than 0.0001%, a sufficient whitening effect cannot be obtained, and 1
Even if blended in excess of 0%, the effect does not increase, and in some cases, problems such as coloring may occur, such being undesirable.

The external preparation for skin of the present invention can be produced by mixing the above-mentioned essential components (A) and (B) according to a conventional method, and can be used as an emulsion, cream, lotion, pack,
It may be in the form of an ointment, a dispersion, granules, a detergent or the like.

Further, the external preparation for skin of the present invention contains, in addition to the above-mentioned essential components, aqueous components, powders, surfactants, oils, humectants, alcohols, and pH, which are used in usual external preparations for skin. A regulator, an antiseptic, a dye, an antioxidant, a thickener, a fragrance and the like can be appropriately added.

[0021]

The present invention will be described in more detail with reference to Test Examples and Examples, but the present invention is not limited to these.

Test Example 1 Tyrosinase activity inhibition test: The tyrosinase activity inhibition rate of the samples of the components (A) and (B) of the present invention alone or in combination thereof was examined by the following method. That is, to each sample, an enzyme solution [manufactured by Sigma, 28,000 units of tyrosinase 10 mg was added to a 0.1 M phosphate buffer solution (pH 6.
8) Dissolved in 20 ml] 0.1 ml was added, and 0.1 M phosphate buffer (pH 6.8) was further added to 4.0 m.
1 and this was incubated at 25 ° C. for 10 minutes.

Then, the substrate solution [L-DOPA (Tokyo Kasei) 198.0, which was previously kept at 25 ° C., was used.
100 mg of 0.1 M phosphate buffer (pH 6.8)
1.0 ml) was added and reacted for 10 minutes. After the reaction, the absorbance (ODS) at 475 nm was measured. Similarly, the absorbance (ODHE) at the time of reaction using the enzyme deactivated by heating and the absorbance (ODB) at the time when no sample was added were measured, and the activity inhibition rate of tyrosinase activity was calculated from the following formula.

[0024]

[Formula 1] Table 1 shows the results.

[0025]

[Table 1]

As is clear from Table 1, when the water-soluble rutin and the tyrosinase activity inhibitor are combined, the tyrosinase activity inhibitory action is higher than that when the water-soluble rutin or the tyrosinase activity inhibitor is used alone, and a synergistic effect is obtained. It showed a whitening effect.

Example 1 An emulsion having the composition shown in Table 2 was produced and evaluated for its whitening effect. The results are shown in Table 3.

[0028]

[Table 2]

<Production Method> A. (6) to (16), (20) and (21) are mixed by heating and kept at 70 ° C. B. (1) to (5), (17) and (18) are mixed by heating and kept at 70 ° C. C. B is added to A and mixed, and (19) is further added to emulsify uniformly and cooled to 30 ° C. to obtain an emulsion.

<Whitening effect test> Female 45 aged 23 to 44
The name is used as a panel, and the products of the invention products 1 to 8 and the comparative products 1 to 4 are applied to the face in an appropriate amount for 12 weeks each day after washing twice daily in the morning and at night. The test was conducted and evaluated according to the following criteria. Evaluation Criteria: Effective: Spots and freckles disappeared. Slightly effective: Spots and freckles are less noticeable. Ineffective: No change.

[0031]

[Table 3]

As is clear from Table 3, the emulsions of the present invention (Samples 1 to 8) in which the water-soluble rutin and the tyrosinase activity inhibitor were combined in combination were comparative products 1 containing none of them.
Not only when compared with Comparative Examples 2 to 4 in which water-soluble rutin or a tyrosinase activity inhibitor was blended alone, the effect of making spots and freckles inconspicuous was excellent and a remarkable whitening effect was exhibited.

Example 2 Lotion: Lotion was obtained by the following formulation and the following production method. The lotion of the present invention had an excellent whitening effect. <Prescription> (Blending amount)% (1) Glycerin 5.0 (2) 1,3-butylene glycol 6.5 (3) Polyoxyethylene sorbitan 1.2 Monolauric acid ester (20EO) (4) Ethyl Alcohol 8.0 (5) Water-soluble rutin (Note 1) 0.01 (6) Yokuinin extract (Note 2) (as dry solids) 0.05 (7) Preservative proper amount (8) Perfume proper amount (9) Purification Water balance (Note 1) 80% rutin content obtained by transferring one maltose residue to rutin (Note 2) Maruzen Pharmaceutical Co., Ltd.

<Production Method> A. (3), (4), (7) and (8) are mixed and dissolved. B. (1), (2), (5), (6) and (9) are mixed and dissolved. C. A and B were mixed and made uniform to obtain a lotion.

Example 3 Cream: A cream was obtained by the following formulation and the following production method. The cream of the present invention had an excellent whitening effect. <Prescription> (Blended amount)% (1) Beeswax 6.0 (2) Cetanol 5.0 (3) Reduced lanolin 5.0 (4) Squalane 30.0 (5) Glycerin monostearate 4.0 (6) Lipophilic glyceryl monostearate 2.0 (7) Polyoxyethylene sorbitan 2.0 Monolauric acid ester (20 EO) (8) Water-soluble rutin (Note 1) 1.0 (9) Sophoraceae extract (Note 2) ) (As dry solids) 0.2 (10) Preservative 0.3 (11) Perfume 0.05 (12) Purified water Remaining amount (Note 1) Rutin obtained by transferring maltose residue to rutin 40% content (* 2) Maruzen Pharmaceutical Co., Ltd.

<Production Method> A. (1) to (7), (10) and (11) are mixed,
Heat and keep at 70 ° C. B. Mix (8), (9) and (12) and heat to 7
Keep at 0 ° C. C. B was added to A, mixed, and then cooled to obtain a cream.

Example 4 Cleaning Agent: A cleaning agent was obtained by the following formulation and the following production method. The detergent of the present invention had an excellent whitening effect. <Prescription> (Blended amount)% (1) Stearic acid 10.0 (2) Palmitic acid 8.0 (3) Myristic acid 12.0 (4) Lauric acid 4.0 (5) Oleyl alcohol 1.5 (6) ) Purified lanolin 1.0 (7) Perfume 0.1 (8) Preservative 0.2 (9) Glycerin 18.0 (10) Potassium hydroxide 6.0 (11) Water-soluble rutin (Note 1) 0.2 (12) Hop extract (* 2) 0.01 (13) Purified water Remaining amount (* 1) Transferring one glucose residue to rutin, having a rutin content of 80% (* 2) Fragrance Made by Eiko Industry Co., Ltd.

<Production Method> A. (9) to (10) and (13) are mixed and heated to 70 ° C. B. Mix (1) to (6) and (8) and heat to 70 ° C. C. B was added to A and maintained at 70 ° C. for a while, and after the saponification reaction was completed, it was cooled to 50 ° C., (7), (11) and (12) were added and cooled to obtain a cleaning agent.

[0039]

As described above in detail, since the external preparation for skin of the present invention has an excellent whitening effect, it is effective in preventing and improving the blackening of the skin due to sunburn and the like, and the prevention of stains and freckles. Furthermore, since the external preparation for skin of the present invention is stable and safe, it can be used with confidence. that's all

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Office reference number FI Technical indication location A61K 31/70 ADA 35/78 C 8217-4C N 8217-4C J 8217-4C H 8217-4C V 8217-4C E 8217-4C

Claims (3)

[Claims] 1. A skin external preparation containing the following components (A) and (B) (A) water-soluble rutin (B) tyrosinase activity inhibitor as an active ingredient. 2. The external preparation for skin according to claim 1, wherein the water-soluble rutin is α-glycosyl rutin. 3. A tyrosinase activity inhibitor comprises cysteine and its derivatives and salts thereof, sophoraceae extract, adzuki bean extract, ibukitrano extract, clara extract, hawthorn extract, syringa lichen extract, hop extract, and Neubara extract. The external preparation for skin according to claim 1, which is selected from the extract and Yokuinin extract.