JP2000095641A - Bleaching preparation - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a bleaching preparation exhibiting an excellent melanin generation-suppressing effect caused from a multiplier effect, accelerating ejection of melanin pigment and exhibiting an excellent beauty white effect in a short time by including a specific glucoside and a placenta extract. SOLUTION: This bleaching preparation contains (A) a glucoside [e.g. raspberry ketone-D-glucoside (α-body and β-body)] of the formula (R is a sugar residue selected from monosaccharide and disaccharide) and (B) a placenta extract (e.g. water-soluble placenta extract). Preferably, a formulation amount of the component A is 0.01-10.0 wt.%. preferably, a formulation amount of the component B is 0.01-30 wt.% in a total amount of the cosmetic. Preferably, further N-methyl-L-serine in an amount of 0.001-3 wt.% and water-soluble ascorbic acid derivative in an amount of 0.001-30 wt.%, respectively based on a total amount of the cosmetic are formulated. By the process, an excellent bleaching preparation can be provided.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to cosmetics and quasi-drugs.

[0002]

2. Description of the Related Art Conventionally, whitening cosmetics for the purpose of preventing or treating skin spots and freckles include L-ascorbic acid and its derivatives, hydroquinone derivatives, pyrones of kojic acid, placenta extract and the like. A placenta extract is included.

[0003] These substances have effects such as suppression of melanin production and light-color bleaching action of the produced melanin, and are widely known as substances having a whitening effect. However, when these substances are used alone, for example, L-ascorbic acid and its derivatives are not sufficiently storage-stable and their effects are not sufficiently exerted, and hydroquinone derivatives are not sufficiently effective, for example, due to safety problems. It was not something.

The glycoside represented by the above general formula 1 is known as a highly safe melanin production inhibitor, and a whitening cosmetic containing the same has been proposed (JP-A-10-51).
No. 7462). However, when used alone, it took a long time to obtain a sufficient effect.

[0005] On the other hand, N-methyl-L-serine is a small molecule, and therefore, when applied to the skin, it passes through the epidermal layer and the basement membrane and reaches the dermis layer (connective tissue) where fibroblasts exist. And promotes hyaluronic acid production by cells, which can be used to prevent skin aging or treat diseases associated with abnormal degradation of hyaluronic acid. (Japanese Patent Application Laid-Open No. 6-189780). However, it is not clear whether a whitening effect such as a tyrosinase activity inhibitory effect or a melanin production inhibitory effect can be expected.

[0006]

SUMMARY OF THE INVENTION The present inventors have conducted intensive studies to solve the above-mentioned drawbacks. As a result, a cosmetic containing a specific glycoside and a placenta extract has a superior synergistic effect. The present invention has been found not only to exhibit a melanin production inhibitory effect but also to promote excretion of a melanin pigment and to exhibit an excellent whitening effect in a short time. The present inventors have also found that a cosmetic containing a specific glycoside and N-methyl-L-serine suppresses melanin production due to ultraviolet damage and promotes excretion of melanin pigment, and synergistic whitening effect And completed the present invention. further,
The present inventors have found that a whitening cosmetic containing at least one selected from the group consisting of a specific glycoside and a water-soluble ascorbic acid derivative, the stability of the water-soluble ascorbic acid derivative is dramatically improved by the interaction thereof. The present inventors have found that an excellent whitening effect is exhibited in a short period of time, and completed the present invention.

[0007] An object of the present invention is to provide a whitening cosmetic which not only exhibits an excellent melanin production inhibitory effect but also promotes excretion of melanin pigment and expresses an excellent whitening effect in a short period of time. Another object of the present invention is to provide a whitening cosmetic which suppresses melanin production due to ultraviolet damage and promotes excretion of melanin pigment, and expresses a particularly excellent whitening effect. It is a further object of the present invention to provide a whitening cosmetic which is excellent in storage stability and expresses an excellent whitening effect in a short period of time.

[0008]

According to the first aspect of the present invention, which achieves the above object, the following general formula:

[0009]

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(Where R is a sugar residue selected from monosaccharides and disaccharides) and a whitening cosmetic containing a placenta extract. The present invention according to claim 2, which achieves the above object, is a whitening cosmetic containing the glycoside and N-methyl-L-serine. A third aspect of the present invention, which achieves the above object, is a whitening cosmetic comprising the glycoside and at least one water-soluble ascorbic acid derivative.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION An embodiment of the present invention is a whitening cosmetic. Hereinafter, the configuration of the present invention will be described in detail. Some of the glycosides used in the present invention are known substances (Pharmaceutical Journal: Vol. 93, No. 6, p. 733, 1973, and phytochemistry: Vol. 29, No. 12, p. 3853,
1990).

As a method for obtaining the glycoside of the present invention, there is isolation and purification from natural products. Also, a method already known as a method for synthesizing arbutin (US Pat. No. 3,201,385).
Can be synthesized according to For example, in an organic solvent such as toluene, 4- (p-hydroxyphenyl) -2-butanone (hereinafter abbreviated as raspberry ketone) and acetylated sugar are condensed using trifluorinated boric acid, phosphorus oxychloride or the like as a catalyst, and then alkali-existing. By removing the acetyl group below, the glycoside according to the present invention can be easily obtained as white powdery crystals.

The saccharide residue used in the present invention is a reducing monosaccharide or disaccharide, and specifically, monosaccharides such as glucose, galactose, xylose, mannose and N-acetylglucosamine, maltose, cellobiose and gentibiose. And the like. In the glycoside of the present invention, an isomer having an α bond and a β bond can be used either as a mixture or as a mixture thereof.

Specific glycosides used in the present invention include raspberry ketone-D-glucoside (α and β
), Raspberry ketone-D-galactoside (α and β forms), raspberry ketone-D-xyloside (α and β forms), raspberry ketone-D-maltoside (α and β forms), and the like. Among them, raspberry ketone-D-glucoside (β-form) is most preferred because of its existence in the natural world and availability. The glycoside according to the present invention has already been proposed as a "sustained release fragrance composition for human body" (Japanese Patent Application Laid-Open No. 7-179328).

The specific glycoside of the present invention is incorporated in an amount of 0.01
１10.0% by weight is preferred, but not limited to this.

The placenta extract used in the present invention is known, and examples thereof include a water-soluble placenta extract.

The amount of the placenta extract is preferably 0.01 to 30% by weight, more preferably 0.1 to 10% by weight, based on the total amount of the cosmetic.

N-methyl-L-serine is a known compound. The compounding amount is preferably 0.001 to 3% by weight, more preferably 0.01 to 0.1% by weight, based on the total amount of the cosmetic.

The water-soluble ascorbic acid derivatives used in the present invention include sodium, potassium, magnesium salts of L-ascorbic acid, L-ascorbic acid-2-phosphate and L-ascorbic acid-2-sulfate, respectively. Calcium salt, barium salt, ammonium salt, monoethanolamine salt, diethanolamine salt, triethanolamine salt, monoisopropanolamine salt, triisopropanolamine salt and ascorbic acid glucoside, but are not limited thereto. Absent.

The amount of the water-soluble ascorbic acid derivative is as follows:
The content is preferably from 0.001 to 30% by weight, more preferably from 0.1 to 10% by weight, based on the total amount of the cosmetic.

In the cosmetic of the present invention, in addition to the above-mentioned raw materials,
Dyes, fragrances, preservatives, surfactants, pigments, antioxidants, humectants, ultraviolet absorbers, and the like can be appropriately compounded as long as the object of the present invention is achieved.

The dosage form of the cosmetic of the present invention may be any dosage form generally used for cosmetics, such as creams, emulsions, lotions, packs and the like. Also, this cosmetic, for example, in the case of lotion, such as mixing and dissolving each component,
It can be manufactured by a usual method.

[0023]

The present invention will be described below in detail based on examples and comparative examples. The percentages shown in the examples are percentages by weight. The skin color lightness recovery test method and sensory test (whitening effect) described in the examples are as follows. The methods for preparing glycosides used in the examples below are as follows, but the scope of the present invention is not limited only to these.

(Method for synthesizing raspberry ketone-D-glucoside) 2.76 g (16.
8 mmol) raspberry ketone, 8 g (20 mmol)
1) Glucose pentaacetate and 2 g of molecular sieves were added, and the mixture was stirred at room temperature for about 1 hour. Then, 1 ml of a boron trifluoride-diethyl ether solution was added, and the mixture was further stirred for 3 hours. After adding 20 ml of water, the molecular sieves were filtered off. The filtrate was washed with 1N sodium hydroxide to remove unreacted raspberry ketone. The ethyl acetate layer was washed with purified water and dried over sodium sulfate. After removing sodium sulfate, the organic solvent was removed under reduced pressure to obtain raspberry ketone tetraacetylglucoside.

Raspberry ketone tetraacetylglucoside was deacetylated using sodium methoxide according to a conventional method, and then neutralized using an ion exchange resin (Amberlite). After filtering off the ion exchange resin,
The solvent was removed under reduced pressure to obtain 3.4 g of raspberry ketone-D-glucoside (β form). This structure is 13C-NM
It was confirmed by R spectrum and infrared absorption spectrum.

According to this method, raspberry ketone-D
-Glucoside (α and β forms), raspberry ketone-D
-Galactoside (α and β forms), raspberry ketone-
D-xyloside (α and β forms), raspberry ketone
Other glycosides such as D-maltoside (α and β forms) were obtained.

Prior to specifically describing the present invention by way of examples, an evaluation test method will be described below. (1) Skin color lightness recovery test method The UV light in the UV-B region was irradiated to the back skin of 20 subjects twice as much as the minimum erythema dose, the sample application site and the non-application site were set, and the standard lightness of each skin ( V0 value, V0 ′ value) were measured. Subsequently, the sample was applied twice a day to the application site.
After continuous application for 5 weeks, the lightness (Vn value, Vn) of the skin at the application site and the non-application site after 3, 6, 9, 12, and 15 weeks
n ′ value), and the recovery of skin color was evaluated according to the following criteria. The lightness of the skin (Munsell color system V
Value) was calculated from the X, Y, and Z values obtained by measuring with a high-speed spectral colorimeter. In addition, the evaluation was shown as an average value of the evaluation points after 3 weeks for 20 subjects.

(2) Sensory Test Twenty test subjects evaluated the characteristics of the sample after continuously using the sample for 10 days. The evaluation was shown by the number of respondents who answered that "the whitening effect was felt" to the questionnaire item of the whitening effect.

(3) Storage stability test The sample was stored in a constant temperature bath at 40 ° C for 2 weeks. The state after two weeks was evaluated according to the following criteria.

Examples 1 to 3 and Comparative Examples 1 to 5 Skin creams containing specific glycosides and placenta extract were prepared by the usual preparation method based on the compositions shown in Tables 1 and 2. The above test was performed using these as samples. Table 2 shows the results.

[0031]

[Table 1]

[0032]

[Table 2]

The skin creams of Examples 1 to 3 of the present invention showed good results in the above tests. On the other hand, the skin creams of Comparative Examples 1 to 5 did not show a sufficient effect, and were inferior to the examples of the present invention.

Example 4 (Skin lotion) The skin lotion of the present invention was prepared according to the composition shown in Table 3 by a conventional method.

[0035]

[Table 3]

The skin lotion of Example 4 showed good results in the above tests.

Example 5 (Day Essence) The day essence (daytime serum) of the present invention was prepared according to the composition shown in Table 4 by an ordinary method.

[0038]

[Table 4]

The de-essence of Example 5 showed good results in the above tests.

Examples 6 to 11 and Comparative Examples 6 to 10 (skin creams) Skin creams containing N-methyl-L-serine and glycosides were prepared according to the usual preparation methods based on the compositions shown in Tables 5 and 6. did. The above test was performed using these as samples. Table 6 shows the results.

[0041]

[Table 5]

[0042]

[Table 6]

The skin creams of Examples 6 to 11 of the present invention showed good results in the above tests. On the other hand, the skin creams of Comparative Examples 6 to 10 did not show a sufficient effect, and were inferior to the Examples of the present invention.

Example 12 (Skin lotion) The skin lotion of the present invention was prepared by the usual production method according to the composition shown in Table 7.

[0045]

[Table 7]

The skin lotion of Example 12 showed good results in the above tests.

Example 13 (Day Essence) According to the composition shown in Table 8, the day essence of the present invention (daytime serum) was prepared by a usual production method.

[0048]

[Table 8]

The de-essence of Example 13 showed good results in the above tests.

Examples 14 to 16 and Comparative Examples 11 to 15 (skin creams) A specific glycoside and at least one selected from water-soluble ascorbic acid derivatives are blended in the compositions shown in Tables 9 and 10, and the usual preparation method is used. To prepare a skin cream. The above test was performed using these as samples, and the results are shown in Table 1.
1 is shown.

[0051]

[Table 9]

[0052]

[Table 10]

[0053]

[Table 11]

The skin creams of Examples 14 to 16 of the present invention showed good results in the above tests. on the other hand,
The skin creams of Comparative Examples 11 to 15 did not show a sufficient effect, and were inferior to the examples of the present invention.

Example 17 (Skin lotion) The skin lotion of the present invention was prepared by a usual production method based on the composition shown in Table 12.

[0056]

[Table 12]

The skin lotion of Example 17 showed good results in the above tests.

Example 18 (Day Essence) The day essence (daytime serum) of the present invention was prepared according to the composition shown in Table 13 by a usual production method.

[0059]

[Table 13]

The de-essence of Example 18 showed good results in the above tests.

[0061]

As described above, it is apparent that the present invention provides an excellent whitening cosmetic.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) A61K 7/48 A61K 7/48 // A61P 17/00 31/00 617 C07H 15/203 C07H 15/203 ( 72) Inventor Kozue Hamada 5-3-28 Kotobuki-cho, Odawara-shi, Kanagawa F-Term in Kanebo Cosmetics Research Institute 4C057 BB02 BB03 CC04 DD01 JJ23 4C083 AA071 AA072 AA082 AB242 AC012 AC022 AC102 AC122 AC182 AC242 AC342 AC402 AC422 AC442 AC472 AC482 AC581 AC582 AC662 AC902 AD352 AD391 AD392 AD641 AD642 CC03 EE16

Claims (3)

[Claims] [Claim 1] The following general formula: (Where R is a sugar residue selected from a monosaccharide and a disaccharide). A whitening cosmetic comprising a glycoside represented by the formula (I) and a placenta extract. 2. A whitening cosmetic comprising the glycoside and N-methyl-L-serine. 3. A whitening cosmetic comprising the glycoside and one or more selected from water-soluble ascorbic acid derivatives.