JP3057207B2 - External preparation for skin - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to Sclerocarya caffra Sond (Anacardiaceae).
By incorporating the extract or its active ingredient, 2-hydroxy-4-methoxybenzaldehyde (4-methoxysalicylaldehyde), it has excellent effects on pigmentation, spots, freckles, melasma etc. after sunburn. Agent.

[0002]

2. Description of the Related Art Although there are some unclear points about the mechanism of the occurrence of skin spots and the like, melanin pigments are generally formed due to hormonal abnormalities and stimulation of ultraviolet rays from sunlight. It is believed to be abnormally deposited within. Treatment of such spots and bruises includes substances that suppress the production of melanin, such as a method of administering a large amount of vitamin C, a method of injecting glutathione, etc., or kojic acid,
A method of applying L-ascorbic acid, cysteine, or the like in the form of an ointment, a cream, a lotion, or the like, and topically applying the composition is employed.

In general, hydroquinone preparations are used as pharmaceuticals in Europe and the United States. However, these compounds, except for hydroquinone, exhibit very slow effects, and do not have a sufficient whitening effect. On the other hand, although hydroquinone has been recognized as having an effect, its use is generally restricted due to its sensitizing properties. Attempts have been made to improve the safety of monoesters and alkyl monoethers of higher fatty acids, but esters are not always safe because they are degraded by hydrolyzing enzymes in the body. No such products have been obtained that are sufficiently satisfactory in terms of safety.

In order to solve these problems, the present inventors have conducted intensive studies on the effects of various plant extracts when administered transdermally. , Juice, hot water extract or powder is used as a stomachic, constipation, analgesic, etc., an external preparation for skin containing an extract of sclerocalyca cafra sond, pigmentation after sunburn, spots, freckles, It has excellent effects on lightening and whitening of liver spots and the like, and it has been found that the active ingredient is 2-hydroxy-4-methoxybenzaldehyde, which has led to the completion of the present invention.

[0005]

That is, claim 1 of the present invention relates to an external preparation for skin, which is characterized by containing an extract of Sclerocharya cafra sond. Claim 2
The present invention relates to an external preparation for skin, characterized by containing 2-hydroxy-4-methoxybenzaldehyde represented by the following structural formula 2.

[0006]

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Hereinafter, the configuration of the present invention will be described in detail. Sclerokaliya Kafra Songdo (scientific name) used in the present invention
(Sclerocarya caffra Sond) is a plant belonging to the family Urushi (Anacardiaceae) native to Kenya. The extract used in the present invention is a part other than the flowers and roots of the Sclerocharya cafra sond, mainly leaves and stems are dipped or heated under reflux with an organic solvent such as alcohols such as methanol or ethanol or acetone, and filtered. After that, it is obtained by concentrating the obtained extract. The solvent used for the extraction may be any commonly used solvent. 2-Hydroxy-4-methoxybenzaldehyde used in the present invention is obtained by subjecting the extract of Sclerocharya caphra sond obtained by the method described above to column chromatography using silica gel, and adding it to a solvent such as hexane / ethyl acetate. It can be obtained by elution and fractionation, but is not limited to extracts from natural products, and synthetic products may be used.

In the present invention, sclerokalya kafra
The amount of Songdo extract in the total amount of cosmetics is as dry matter
It is 0.005 to 10% by weight, preferably 0.01 to 5% by weight.
If the content is less than 0.005% by weight, the effects of the present invention cannot be sufficiently exerted, which is not preferable. The blending amount of 2-hydroxy-4-methoxybenzaldehyde is 0.001 to 5 in the total amount of the cosmetic.
%, Preferably 0.005 to 3% by weight.

The external preparation for skin of the present invention may contain, in addition to the above-mentioned essential components, various components generally used in cosmetics, pharmaceuticals, etc., ie, aqueous components and powder components, if necessary, as long as the effects of the present invention are not impaired. , An oil, a surfactant, a humectant, a thickener, a preservative, an antioxidant, a fragrance, a coloring agent, a drug, and the like. The dosage form of the cosmetic of the present invention is arbitrary, and for example, various dosage forms such as a solubilizing system such as a lotion, an emulsifying system such as a milky lotion and a cream, or a foundation and a dispersion can be used.

[0010]

The external preparation for skin of the present invention is particularly excellent in whitening effect such as pigmentation after sunburn, lightening of spots, freckles, and liver spots, and also excellent in safety.

[0011]

Next, the present invention will be described in more detail by way of examples. Note that the present invention is not limited by this. The compounding amount is% by weight. Prior to the examples, the effect test method and the evaluation method of the present invention will be described.

(1) Whitening Effect Test Method Five days after the sun was exposed to the inner skin of the upper arm of 40 subjects who were exposed to the sunlight in summer for 4 hours (2 hours a day for 2 days). Each sample was applied once in the morning and evening for 4 weeks. The panel was divided into 10 groups and divided into 4 groups, and the test was performed according to the following formulation. (Alcohol phase) 95% Ethyl alcohol 55.0 Polyoxyethylene (25 mol) hydrogenated castor oil ether 2.0 Antioxidant / preservatives Appropriate amount Perfume Appropriate amount Chemical (Table 1) 1.0 (Water phase) Glycerin 5.0 Sodium hexametaphosphate Appropriate amount Residue <Production method> After adjusting the aqueous phase and alcohol phase, solubilize. The lightening effect after use of the evaluation method was determined based on the following criteria. <Judgment> ：: When the proportion of the test subject showing significant effect and effectiveness is 80% or more ○: The ratio of the subject showing the significant effect and effectiveness is 50 to 8
0%: △: The proportion of the test subjects showing excellent and effective was 50 to 3
0%: ×: when the proportion of significant and effective among subjects is 30% or less Examples 1 to 6, Comparative Examples 1 to 2 Samples having the composition described in the above test method were prepared, and Table 1 was prepared.
The whitening effects were compared using the indicated agents. The results are shown in Table 1.

[0013]

[Table 1] 量 Formulation amount (% by weight) Effect ─ ────────────────────────────────── Comparative Example 1 No addition-× Comparative Example 2 Hydroquinone 1 △ Example 1 Sclerocharya kafura sond extract 1 ○ Example 2 Sclerocharya kafura sond extract 5 ○ Example 3 Sclerocharya kafura sond extract 0.01 ○ Example 4 2-hydroxy-4-methoxybenzaldehyde 1 ◎ Example 5 2-hydroxy-4 -Methoxybenzaldehyde 3 ◎ Example 6 2-hydroxy-4-methoxybenzaldehyde 0.005 ○ ────────────────────────────── ───

As is clear from Table 1, the effect of the embodiment after exposure to sunlight can be prevented from being excessively melanin pigment deposition and preventing blackening, as compared with the comparative example. Admitted. Example 7 Cream Stearic acid 5.0 Stearyl alcohol 4.0 Isopropyl myristate 18.0 Glycerin monostearate 3.0 Propylene glycol 10.0 Sclerocalyca cafra sond methanol extract 10.0 Caustic potash 0.2 Sodium bisulfite 0.01 Preservatives Appropriate amount Perfume Appropriate amount Ion-exchange water Residue (Preparation method) Add propylene glycol, sclerocalyca cafra sond extract and caustic potash to ion-exchanged water, dissolve and heat to maintain at 70 ° C (aqueous phase). Mix the other ingredients, heat and melt, and keep at 70 ° C (oil phase). Add the oil phase gradually to the water phase,
After the addition, the temperature is maintained for a while to cause the reaction. Thereafter, the mixture is uniformly emulsified with a homomixer and cooled to 30 ° C. while stirring well. Example 8 Cream stearic acid 6.0 sorbitan monostearate 2.0 polyoxyethylene (20 mol) sorbitan monostearate 1.5 propylene glycol 10.0 2-human peroxy-4-methoxybenzene artehuman 0.001 glycerin trioctanoate 10.0 squalene 5.0 sodium bisulfite 0.01 Ethylparaben 0.3 Perfume Appropriate amount Ion-exchanged water Residue (Preparation method) Add propylene glycol to ion-exchanged water and heat to 70 ° C (aqueous phase). Mix the other ingredients, heat and melt, and keep at 70 ° C (oil phase). Add the oil phase to the water phase, pre-emulsify, homogenize with a homomixer, and cool to 30 ° C with good stirring. Example 9 Cream Stearyl Alcohol 7.0 Stearic Acid 2.0 Hydrogenated Lanolin 2.0 Squalane 5.0 2-Octyltodecyl Alcohol 6.0 Polyoxyethylene (25 mol) Cetyl Alcohol Ether 3.0 Glycerin Monostearate 2.0 Propylene Glycol 5.0 Sclerocalyca Kafra Sond Methanol Extract 0.005 Perfume Appropriate amount Sodium bisulfite 0.03 Ethyl paraben 0.3 Ion-exchanged water residue (Preparation method) Add propylene glycol to ion-exchanged water and heat to 70 ° C (aqueous phase). Mix the other ingredients, heat and melt, and keep at 70 ° C (oil phase). Add the oil phase to the water phase, pre-emulsify, homogenize with a homomixer, and cool to 30 ° C with good stirring. Example 10 Cream Solid Paraffin 5.0 Beeswax 10.0 Vaseline 15.0 Liquid Paraffin 41.0 Glycerin Monostearate 2.0 Polyoxyethylene (20 moles) Sorbitan Monolaurate 2.0 Soap Powder 0.1 Borax 0.2 2-Hetoxy-4-methoxybenzene Artificial 0.05 Sclerocalyca Kafra・ Sondo ethanol extract 0.05 Ion-exchanged water Residual perfume Appropriate amount Sodium bisulfite 0.03 Ethylparaben 0.3 (Preparation method) Add soap powder and borax to ion-exchanged water, dissolve by heating and maintain at 70 ° C (aqueous phase). Mix and melt other ingredients
Keep at 70 ° C (oil phase). The oil phase is gradually added to the aqueous phase while stirring to carry out the reaction. After the completion of the reaction, homogenize the mixture uniformly with a homomixer. After the emulsification, cool to 30 ° C while stirring well. Example 11 Emulsion Stearic Acid 2.5 Cetyl Alcohol 1.5 Vaseline 5.0 Liquid Paraffin 10.0 Polyoxyethylene (10 mol) Monooleate 2.0 Polyethylene Glycol 1500 3.0 Triethanolamine 1.0 Sclerocalyca Kafra Sondethanol Extract 0.01 0.01 Sodium Bisulfite 0.01 Ethyl Paraben 0.3 Carboxyvinyl polymer (trade name: Carbopol 941) 0.05 BF Goodrich Chemical company Perfume Appropriate amount Ion exchange water Residue (Preparation method) Dissolve the carboxyvinyl polymer in a small amount of ion exchange water (A phase). Polyethylene glycol 1500 and triethanolamine are added to the remaining ion-exchanged water, dissolved by heating, and kept at 70 ° C. (aqueous phase). The other components are mixed, melted by heating and kept at 70 ° C. (oil phase). Add oil phase to water phase, pre-emulsify, add phase A, emulsify uniformly with homomixer, and after emulsification, cool to 30 ° C with good stirring. Example 12
Emulsion (oil phase) Stearyl alcohol 1.5 Squalene 2.0 Vaseline 2.5 Deodorized liquid lanolin 1.5 Evening primrose oil 2.0 Isopropyl myristate 5.0 Glycerin monooleate 2.0 Polyoxyethylene (60 mol) hydrogenated castor oil 2.0 Tocopherol acetate 0.05 Ethyl paraben 0.2 Butyl paraben 0.1 2- Hydroxy-4-methoxybenzaldehyde 10.0 Perfume Appropriate amount (aqueous phase) Sodium bisulfite 0.01 Glycerin 5.0 Sodium hyaluronate 0.01 Carboxyvinyl polymer 0.2 (Product name: Carbopol 941) BF Goodrich Chemical company Potassium hydroxide 0.2 Purified water Residue (Preparation method) Dissolve the oil phase at 70 ° C.
Dissolve in, mix the oil phase with the aqueous phase, emulsify with an emulsifier, and cool to 30 ° C with a heat exchanger. Example 13 Emulsion Microcrystalline Wax 1.0 Beeswax 2.0 Lanolin 20.0 Liquid Paraffin 10.0 Squalane 5.0 Sorbitan Sesquioleate 4.0 Polyoxyethylene (20 mol) Sorbitan Monooleate 1.0 Propylene Glycol 7.0 Sclerocaryca Kafra Sond Acetone Extract 10.0 Ethyl Paraben 0.3 Sodium bisulfite 0.01 Perfume Appropriate amount Ion-exchanged water Residue (Preparation method) Add propylene glycol to ion-exchanged water and heat to 70 ° C (aqueous phase). Mix and heat other components and keep at 70 ° C (oil phase). While stirring the oil phase, the aqueous phase is gradually added thereto, and the mixture is uniformly emulsified with a homomixer. After emulsification, cool to 30 ° C while stirring well. Example 14
Jelly 95% ethyl alcohol 10.0 dipropylene glycol 15.0 polyoxyethylene (50 mol) oleyl alcohol ether 2.0 carboxyvinyl polymer (trade name: Carbopol 940) 1.0 BF Goodrich Chemical company caustic soda 0.15 L-arginine 0.1 2-hydroxy-4-methoxy Benzaldehyde 0.005 2-Hydroxy-4-methoxybenzophenone sodium sulfonate 0.05 Methyl paraben 0.2 Ethylenediaminetetraacetate / Trisodium / 2 water 0.05 Perfume Appropriate amount Ion exchange water Residue (Preparation method) Carbopol 940 is uniformly dissolved in ion exchange water, while 95 % 2-Hydroxy-4-methoxybenzaldehyde and polyoxyethylene (50 mol) oleyl alcohol ether are dissolved in ethanol and added to the aqueous phase.
Then, after adding other components, the mixture is neutralized with caustic soda and L-arginine to increase the viscosity. Example 15 Essence (phase A) Ethanol (95%) 10.0 polyoxyethylene (20) octyldodecanol 1.0 methyl paraben 0.15 pantothenyl ethyl ether 0.1 sclerocalyca cafra sondacetone extract 0.05 (phase B) potassium hydroxide 0.1 ( Phase C) Glycerin 5.0 Dipropylene glycol 10.0 Sodium bisulfite 0.03 Carboxyvinyl polymer 0.2 (Product name: Carbopol 940) BF Goodrich Chemical company Purified water Residue (Production method) Dissolve A phase and C phase uniformly, and dissolve into C phase A
Add phases and solubilize. Then, after adding the phase B, filling is performed. Example 16 pack (phase A) dipropylene glycol 5.0 polyoxyethylene (60 mol) hydrogenated castor oil 5.0 (phase B) 2-hydroxy-4-methoxybenzaldehyde 1.0 olive oil 5.0 tocopherol acetate 0.2 ethyl paraben 0.2 flavor 0.2 (phase C) Sodium bisulfite 0.03 Polyvinyl alcohol 13.0 (degree of saponification 90, degree of polymerization 2,000) Ethanol 7.0 Purified water Residue (Production method) A phase, B phase, and C phase are uniformly dissolved, and A
Add phase B to phase and solubilize. Then, after adding this to the phase C, filling is performed. Example 17 Pack with Powder (Alcohol Phase) 95% Ethanol 10.0 Propylene Glycol 5.0 2-Hydroxy-4-methoxybenzaldehyde 9.0 Sclerocalyca Kafra Sond Methanol Extract 1.0 Perfume Appropriate Coloring Material Appropriate Quantity (Water Phase) Zinc Flower 25.0 Kaolin 20.0 Methylparaben 0.3 Glycerin 5.0 Ion-exchange water residue (Preparation method) Adjust the aqueous phase uniformly at room temperature. Then, the alcohol phase adjusted at room temperature is added and mixed uniformly. The skin external preparations obtained in Examples 7 to 13 were excellent in whitening effect and safe for the skin.

──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor, Keiichi Uehara 1050, Nippa-cho, Kohoku-ku, Yokohama-shi, Kanagawa Pref. Investigator, Shiseido Research Institute, Inc. Naoko Tsukanaka (56) References JP-A-60-109544 (JP, A JP-A-50-135236 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A61K 7/48 A61K 7/00 A61K 35/78

Claims (2)

(57) [Claims] (1) An external preparation for skin, comprising an extract of Sclerocarya caffra Sond (Anacardiaceae), a plant belonging to the family Urushiaceae. 2. An external preparation for skin, comprising 2-hydroxy-4-methoxybenzaldehyde (4-methoxysalicylaldehyde) represented by the following structural formula 1. Embedded image