JP3182044B2 - Cosmetic composition containing an ingredient extracted from brown sugar - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic composition containing a component extracted from brown sugar, and has an object of high safety on the skin, excellent skin activation, and prevention of spots, acne, rash and the like. An object of the present invention is to provide a cosmetic composition that is effective for preventing rough skin.

[0002]

2. Description of the Related Art Since ancient times, it has been found that brown sugar has a skin whitening effect, and soaps and the like using brown sugar have been used as cosmetics. However, if this brown sugar is used as it is, the sugar component in the brown sugar will precipitate out and the surface of the soap will be rough, so the amount of the brown sugar will be limited, and it will not be possible to obtain an effective cosmetic. It was enough. In view of such circumstances, Japanese Patent Application Laid-Open No. 57-88107 discloses a technique of blending a sugar dye extracted from crude sugar into a cosmetic. That is, instead of blending the raw sugar in the cosmetic as it is, by extracting the pigment component contained in the raw sugar and adding this to the cosmetic base material, the sugar component is not affected by the sugar component. It has been found that the cosmetics can exhibit the desired effects.

[0003]

However, cosmetics containing the pigment component extracted from the crude sugar may cause allergic damage to the skin to a very small extent, which is not sufficient in terms of safety. There were challenges.

[0004]

According to the present invention, general formula 2 is used.
2,5-dimethoxyphenyl-4 ′ represented by the following formula (2)
By providing a cosmetic composition containing a component extracted from brown sugar, characterized by containing -OD-glucose, the above conventional problems are completely solved.

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That is, the inventor of the present invention has conducted intensive studies on the pigment component contained in brown sugar, and found that a specific phenylglucose (3,4,6-trimethoxyphenyl-4) of phenylglucose constituting the pigment component was used. '
-OD-glucose and 2,4,5-trimethoxyphenyl-4'-OD-glucose) have the potential to cause skin allergies. Moreover, conventionally, it has been recognized that the pigment component contained in brown sugar is effective in preventing rough skin, but the present inventor has found that only a specific phenylglucose compound constituting the pigment component of brown sugar has an effect on skin activation. Were found to be extremely effective in preventing skin roughness such as spots, acne, and rashes, and a cosmetic composition containing only this specific compound as an active ingredient was created.

[0006]

[Action] By extracting and separating a specific compound from pigment components extracted from crude sugar and blending it into a cosmetic, there is no danger of causing skin allergy, and the skin activation is extremely excellent. It can be a cosmetic composition effective for preventing skin roughness such as spots, acne, itching and the like.

[0007]

DETAILED DESCRIPTION OF THE INVENTION Hereinafter, the composition of a cosmetic composition containing components extracted from brown sugar according to the present invention will be described in detail.
In the present invention, 2,5-dimethoxyphenyl-4′-OD-glucose represented by the general formula 3 (formula 3) is contained as an essential component.

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As a method for obtaining the specific phenylglucose compound, there are a natural product extraction method and a synthetic method.
First, a method of extracting from natural products will be described. As a raw material, for example, a method of extracting from brown sugar (crude sugar) is exemplified. In other words, raw materials such as crude (so-called unrefined sucrose) are prepared and prepared from sugar or bean curd,
This crude sugar is dissolved in an appropriate amount of water, and the dissolved sugar is brought into contact with an adsorbent to adsorb the dye component, washed with water to sufficiently remove the sugar, and then extracted and eluted by eluting the adsorbed dye component with a solvent. To separate. Usually, this operation is carried out using a column of an adsorbent and flowing down water and a solvent. in this case,
As the adsorbent to be used, non-polar polystyrene-based adsorption resins such as Amberlite XAD-1, Amberlite XAD-2 (trade name, manufactured by Rohm and Haas) and Selvachrome XAD-2 (trade name, Selva Corporation) Is preferred. In terms of yield, Selvachrome XAD
-2 is preferred, but there is no particular limitation. The amount of the adsorbent used is preferably 30 to 300 times (weight), more preferably 50 to 200 times (weight) the amount of the dye component contained. When eluting the adsorbed dye component, it is preferable to wash with water before elution to sufficiently remove sugars until the washing liquid has no sweetness. The elution of the dye component is preferably performed with a lower alcohol having a concentration of 20% or more, for example, methanol or ethanol.

In practice, it is preferable to first elute with 20 to 30% lower alcohol, and then to elute with 95 to 99% high-concentration lower alcohol after coloring of the flowing liquid is hardly recognized. The reason for this is that elution with only a low concentration of lower alcohol reduces the yield of the dye component,
This is because it is not preferable. In addition, the removal of sugar is incomplete,
If sweetness remains in the eluent, the evaporation residue can be mixed with pure lower alcohol such as pure ethanol, insoluble sugars can be removed by filtration, and the dye component can be recrystallized from the filtrate. It is preferable to obtain a highly pure dye component.

In addition to the above-mentioned method for obtaining the above-mentioned pigment component, crude brown sugar is directly cold-immersed or digested in a pure lower alcohol such as methanol or pure ethanol, and the insoluble sugar is removed by a method such as filtration. Thereafter, a method of evaporating the remaining liquid to dryness to obtain a dye component can also be used. The pigment component of such crude brown sugar is 0.05 to
It can be obtained in a yield of about 0.3% by weight, is a light brown hygroscopic powder, has a slightly burnt smell, and has a slightly bitter taste.

The eluate (dye component) thus obtained is evaporated to dryness, and then purified and separated on a silica gel column, whereby a specific oligosaccharide contained in the dye component can be obtained. The specific oligosaccharide contains about 40% of a phenylglucose compound. That is,
Specific oligosaccharides include 3,4 represented by the general formula 4
-Dimethoxyphenyl-4'-OD-glucose;
3,4,6-Trimethoxyphenyl-4′-OD-glucose represented by the general formula 5 (Chemical formula 5), 2,5-dimethoxyphenyl-4′-O represented by the general formula 6 (Chemical formula 6)
-D-glucose, 2, represented by the general formula 7
4,5-trimethoxyphenyl-4′-OD-glucose is contained respectively.

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In the present invention, among the above-mentioned specific phenylglucose, 2,5-dimethoxyphenyl-4′-OD-glucose represented by the general formula 8 (formula 8) is used as an essential component.

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As described above, only the specific phenylglucose is used because the inventors of the present invention have conducted intensive studies on the pigment component of brown sugar, and found that the specific oligosaccharide contained in the pigment component of brown sugar was used. Specific phenylglucose (3,4,6-trimethoxyphenyl-4'-OD-
Glucose and 2,4,5-trimethoxyphenyl-
4'-OD-glucose), although it has a low appearance rate, has been found to sometimes stimulate a sensitive person. The reason for this is not clear, but presumably the number of methoxy substituents has some effect on the skin. In addition, the inventor of the present invention discovered that 2,5-dimethoxyphenyl-
It has been found that 4'-OD-glucose has no skin irritation and is extremely safe, and that this specific phenylglucose remarkably exerts an activity on the skin and an effect of preventing skin roughness. It has been found that by blending this as an essential component, an extremely excellent cosmetic composition can be obtained.

The specific phenylglucose compound can also be obtained by a synthetic method. That is, C2
And 2,5-dimethoxyphenyl-4'-O- synthesized by a method of ether-bonding a 2,5-methoxyphenyl group substituted at the C5 position to a glucose group.
D-glucose can also be used as an essential component of the present invention.

Such 2,5-dimethoxyphenyl-
4'-OD-glucose is blended in the cosmetic composition at least 0.001 part by weight. The reason for this is
When the compounding amount of -dimethoxyphenyl-4'-OD-glucose is less than 0.001 part by weight, the remarkable skin activation and skin roughening prevention effect aimed at by the present invention are not sufficiently exhibited, and it is preferable. Because there is no.

In the present invention, the essential components described above include:
Although it can be used as it is in a cosmetic composition, it can be mixed with known excipients and diluents or any other compounding materials to prepare a dosage form such as granules, emulsions, solutions and suspensions. Can also be used. Furthermore, in the cosmetic composition of the present invention, in addition to the essential components, as long as the effects of the present invention are not impaired, vitamins, humectants such as sodium hyaluronate, thickeners, surfactants, wetting agents, fragrances, Known cosmetic compositions such as pigments, preservatives, ultraviolet absorbers, antioxidants, amino acids, various animal and plant extracts, and placenta extracts can be appropriately combined and combined.

Specific cosmetics include basic cosmetics such as lotions, emulsions, cleansing creams, massage creams, creams such as emollient creams, packs, etc., or makeup cosmetics such as foundations, lipsticks, blushers, eye shadows, towels, etc. Is exemplified as a preferred embodiment. It can also be prepared as a soap, face wash cream, body lotion, bath salt and the like. In such cosmetics, the specific phenylglucose compound may be blended at any stage of the manufacturing process.

[0018]

EXAMPLES The effects of the cosmetic composition containing components extracted from brown sugar according to the present invention will be described below with reference to examples. However, the present invention is not limited at all by the following examples.

(1) Preparation of Sample Extracted from Crude Brown Sugar 5 kg of brown sugar produced in Okinawa is dissolved in 25 liters of water, and polystyrene resin (Amberlite XAD, 2500 g) is dispersed in 1 liter of water and filled with an inner diameter of 8 cm. Inject into the column,
It was allowed to flow down at a rate of 20 ml / min to adsorb the pigment component of brown sugar. Next, the mixture was allowed to flow down and washed with water until the sweetness was completely eliminated to sufficiently remove the sugar, 20% methanol was injected, and the mixture was allowed to flow down at a rate of 10 ml / min to elute the dye from the adsorbent. Continue flowing down until the flowing liquid is no longer colored, mix the effluent, and
Evaporate to dryness under reduced pressure, brown residue with no sweetness about 16
g. This was dissolved in 2 liters of pure ethanol by heating, and after cooling, the precipitated turbid substance was separated by filtration, concentrated at 60 ° C or lower under reduced pressure, and the residue was dried at 60 ° C or lower to obtain a brown powder having no sweetness at all. Obtained. The resulting brown powder was further purified and separated by the following silica gel column to obtain four fractions. The structure of the purified powder was identified by Rf value of thin layer chromatography and GC-MS analysis.
4′-OD-glucose, 2,5-dimethoxyphenyl-4′-OD-glucose, 3,4,6-trimethoxyphenyl-4′-OD-glucose, 2,
It was confirmed to be 4,5-trimethoxyphenyl-4′-OD-glucose.

[0020]

[Test Example] 3,4-dimethoxyphenyl-4'-OD-glucose, 2,2 extracted and separated from the brown sugar
5-dimethoxyphenyl-4′-OD-glucose,
3,4,6-trimethoxyphenyl-4'-OD-
Glucose, 2,4,5-trimethoxyphenyl-
The following test was performed using 4'-OD-glucose.

A) Water Sensitivity Test (Test Using Rat Skin)
Experiment) About 10 ml per day of 3 × 3 cm ² of each of the samples was applied to the back surface of Wistar rats of about 4 weeks of age (five groups of five rats were prepared).
This operation was performed for four consecutive weeks. Next, the rat skin was peeled off, cut into 3.5 cm diameters, and dried in a large desiccator adjusted to 0% relative humidity with concentrated sulfuric acid until the skin became constant weight. Thereafter, a weighing bottle having an inner diameter of 3 cm and a depth of 3 cm, which was separately filled with physiological saline at a height of 1 cm, was covered with the treated skin and fixed. Furthermore, relative humidity adjusted with concentrated sulfuric acid and water prepared separately 20, 55,
90% of each desiccator (effective diameter 25cm) for each 5
The skin set in a weighing bottle was quickly placed therein, the upper part of the desiccator was sealed, and the weight change of each sample after 48 hours was measured and compared. Table 1 shows the results.

B) Elasticity test (test using rat skin)
Experiment) The skin of a 0.5 mm-thick rat treated with the specimen in the same manner as in the above experiment A) was cut into a size of 1 × 2 cm, and a tensile test of these skins was performed using an improved tensilon meter. Table 1 shows the results. (The values in Table 1 are the area of the hysteresis curve drawn when the skin is stretched to the median value of the first yield point and the second yield point, and then contracted, when the control (untreated skin) is taken as 100. It shows the ratio.
Therefore, a smaller value indicates higher elasticity). The experiments using rat skin described above were all performed in 2
The test was performed in a constant temperature and humidity room at 0 ° C. and a relative humidity of 50%. Furthermore, the numerical values in the results are all average values.

[0023]

[Table 1]

As is clear from the results in Table 1, 3, 4, 6
-Trimethoxyphenyl-4'-OD-glucose and 2,4,5-trimethoxyphenyl-4'-OD-
Skin treated with 3,4-dimethoxyphenyl-4′-OD-glucose and 2,5-dimethoxyphenyl-4′-OD-glucose is more effective than skin treated with glucose. It can be seen that the performance is extremely excellent. In addition, it can be seen that excellent water-filling ability is exhibited even in a low humidity environment. Furthermore, according to the results of the skin tension test, 3,4-dimethoxyphenyl-4′-OD-
Glucose and 2,5-dimethoxyphenyl-4′-O
-It turns out that D-glucose has an excellent elasticity developing effect.

C) Sensory Test The lotions of Examples 1 to 3 and Comparative Examples 1 to 4 were prepared according to the prescription shown in Table 2 using the samples.

[0026]

[Table 2]

To 50 panelists (girls aged 20 to 45 years) who are apt to cause acne, spots and rash symptoms, apply the lotions of Examples 1 to 3 and Comparative Examples 1 to 4 for three months every morning and evening in winter. It was applied continuously to the face, and the effects of each symptom onset, skin “gloss”, “gloss”, and makeup glue were examined. Table 3 shows the results.

[0028]

[Table 3]

As is evident from the results in Table 3, when the lotion of the example was applied, no acne, spots, or rash were observed, indicating that it was effective in preventing rough skin. Furthermore, it can be seen that when the lotion of the example is used, “scalp” and “gloss” are expressed on the skin, and the makeup is also good. Also, 3,4-dimethoxyphenyl-4 ′
It can be seen that even if -OD-glucose is blended, the effect is not so significant if the blending amount is small (Comparative Example 1). Further, 3,4,6-trimethoxyphenyl-4′-OD
-Glucose or 2,4,5-trimethoxyphenyl-
It can be seen that the lotion containing 4′-OD-glucose has a slightly lower effect than the cosmetic of the above-mentioned example.

D) Skin irritation test Hartley guinea pigs about 4 weeks old after birth (5 animals per group
(Two groups were prepared), and the left and right abdomen were shaved and shaved. 5 ml of the lotions of Examples 1 to 3 and Comparative Examples 1 to 4 were taken on a lint part of a bandage for a patch test, which was adhered to each of the left and right abdominal parts of the guinea pig, and closed and fixed with an elastic adhesive bandage for 24 hours. After 24 hours, the patch was removed, and the skin reaction after 4 hours was observed. Skin reaction criteria were determined according to the Draize method. [0: no erythema, 1: very weak erythema (slightly recognized),
2: erythema clear, 3: erythema medium to strong, 4: erythema extremely strong to scab) The results are shown in Table 4.

[Table 4]

As is clear from the results in Table 4, 3, 4, 6
-Trimethoxyphenyl-4'-OD-glucose or 2,4,5-trimethoxyphenyl-4'-OD-
It can be seen that a very weak erythema is observed in the lotion containing glucose.

[0032]

Formulation Examples Hereinafter, the cosmetic composition according to the present invention will be described in more detail by giving formulation examples. (Formulation Example 1) Nutrition cream parts by weight Squalane 4.00 Cetyl isooctanolate 2.50 Cetyl alcohol 1.00 Stearic acid 1.00 Sorbitan monooleate 0.50 Polyoxyethylene stearate ester 2.50 Propylene glycol 8.00 Sorbinol 2.00 Potassium hydroxide 0.10 2,5-Dimethoxyphenyl-4'-OD-glucose 0.01 Perfume Appropriate amount Preservative Appropriate amount Purified water balance 100.0 (Prescription example 2) emulsification Parts by weight of liquid pack Liquid paraffin 5.00 Sorbitan monooleate 1.00 Polyoxyethylene monooleate 1.50 Cetanol 1.00 Ethanol 1.00 Polyvinyl alcohol 14.00 Pyrrolidone carboxylic acid sodium salt 5.00 3,4- Dimethoxyphenyl-4'-O D- glucose 0.01 2,5-dimethoxyphenyl -4 '-O-D- glucose 0.01 Perfume qs anti rot q.s. Purified water balance section 100.0 (Formulation Example 3) medicinal cleansing cream parts Light liquid paraffin 35.00 Beeswax 8.00 Cetyl palmitate 3.00 Lanolin 1.00 Sorbitan sesquioleate 2.00 Polyoxyethylene (20) sorbit beeswax 4.50 Preservative / antioxidant Appropriate amount 70% Sorbitol 4 .00 2,5-dimethoxyphenyl -4 '-O-D-glucose 0.008 perfume qs refining water balance section 100.0

[0033]

As described in detail above, the present invention relates to the general formula 9
2,5-dimethoxyphenyl-4 ′ represented by the following formula (9)
Since it is a cosmetic composition containing a component extracted from brown sugar, which is characterized by containing -OD-glucose, it is excellent on the skin, as is clear from the results of the test examples above. Shows safety, and has excellent elasticity, water wrapping, etc., good skin activation, and further acne, spots,
It has an excellent effect of being extremely effective in preventing rough skin such as itching.

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──────────────────────────────────────────────────続 き Continued on front page (58) Field surveyed (Int.Cl. ⁷ , DB name) A61K ^7/ 00-7/50

Claims (1)

(57) [Claims] 1. A 2,5-diene represented by the general formula 1
Containing methoxyphenyl-4′-OD-glucose
Ingredients extracted from brown sugar
Cosmetic composition. Embedded image