JP3534933B2 - External composition for skin - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention can exhibit and impart an anti-aging effect (effect of improving rough skin, effect of improving keratin, effect of increasing turnover speed) and beautiful skin effect. It relates to a composition for external use on the skin. 2. Description of the Related Art Aged skin becomes rough and dry without smoothness, and keratinocyte exfoliation is observed. It is said that the aging skin has a slow turnover speed, and that when the antiaging effect is exerted and imparted to the skin, the turnover speed of the skin increases. Conventionally, various cosmetics that provide an appropriate moist feeling and flexibility on the skin surface have been proposed,
For example, JP-A-4-99707 proposes a skin cosmetic containing R-(-) mevalonic acid. But,
These cosmetics did not have a sufficient effect on the prevention of skin aging as described above. [0003] The object of the present invention is to provide an excellent antiaging effect (effect of improving rough skin, effect of improving keratin, effect of increasing turnover speed), and excellent skin effect that can exhibit and impart a beautiful skin effect. It is to provide a skin external composition. [0004] The above objects SUMMARY In order to achieve the above, one or more selected from (a) mevalonic acid, mevalonic acid lactone
It is achieved by a skin external composition containing 0.001 to 10% by weight and (b) 0.001 to 3.0% by weight of one or more selected from ceramide , galactosylceramide and sphingomyelin. DETAILED DESCRIPTION OF THE INVENTION The mevalonic acid used as the component (a) in the present invention is also called burned acid (molecular formula: C ₆ H ₁₂ O ₄ ), Lactobaci
lulus homeochichi, and L. et al. hetero
ohiochi), and lactic acid bacteria (L.
A substance discovered as a growth promoting factor of C. acidophilus, and is used as a precursor for biosynthesis of isoprenoid compounds such as sterols, or as a raw material for chemically or enzymatically synthesizing various optically active substances. Mevalonic acid has two isomers [R (-)-mevalonic acid, S
(+)-Mevalonic acid], and naturally occurring R
Although (-)-mevalonic acid can be used in the present invention, R (-)-mevalonic acid, which is easily available, is preferable. R (-)-mevalonic acid is disclosed in, for example,
216484, JP-A-63-216485, JP-A-63-216486, JP-A-63-216487, and the like. Or racemic form (mixture of isomers) by chemical synthesis
And can be separated as isomers. In addition, mevalonate lactone (molecular formula: C ₆ H), which is a derivative of mevalonic acid used as the component (b) in the present invention.
₁₀ O ₃ ) is a compound having the property of easily changing to mevalonic acid by hydrolysis. On the other hand, ceramide , galactosylceramide and sphingomyelin used as component (b) in the present invention are human, pig, and cow. A compound which is present in a trace amount in the epidermis of mammals such as horses, sheep, etc., and is referred to as Biochemistry and Physiology of the Skin, pp. 363-381.
Page (Biochemistry and Psysiol)
ogy of the Skin, Oxford Un
inverse Press, Inc. , 1988,
New York), and Journal of Lipid Research, Vol. 24, 1983, pp. 131-1.
Page 40 (Journal of Lipid Rese
arch) and the like.
For example, it can be manufactured by the following method. That is, after the bovine brain as a raw material is minced, homogenate is prepared using a polytron to which acetone has been added. After removing impurities by filtration, chloroform: methanol (2: 1) is added, and the mixture is left overnight, and the extract is dried under reduced pressure. Next, the extract is suspended in cold acetone and left at 4 ° C. overnight to obtain a precipitate. A precipitate is obtained in the same manner with cold ether. And silica column chromatography (chloroform: methanol =
According to 2: 1), galactosylceramide can be obtained. Further, sphingomyelin can be obtained by separating the above galactosylceramide and then changing the solvent to chloroform: methanol (1: 2). This was dissolved in ether: ethanol (98: 2), and then dissolved in 100 mM Tris-HCl buffer and phospholipase C.
(Manufactured by Sigma) and shaken at 30 ° C. for 3 hours. Thereafter, chloroform: methanol (2: 1) is added, the mixture is stirred, centrifuged, and the lower layer is dried under reduced pressure. Silica column chromatography (chloroform: methanol =
9: 1) to obtain ceramide separately. The component (b) used in the present invention may be obtained by a chemical synthesis method other than the above method, or may be obtained from a mammal, a plant, or a microorganism.
Lipid mixtures containing one or more of the components also include (b) the invention.
Can be used as an ingredient. [0008] One or more of the amount of the mevalonic acid lactone mevalonate component (a) to the skin external composition of the present invention, based on the total amount of the external composition for skin, 0.00
1 to 10% by weight (hereinafter abbreviated as wt%). The component (b) of the ceramide, galactosylceramide, the amount of one or more of sphingomyelin 0.001
It is within the range of 3.0 wt%. The dosage form of the composition for external application to the skin of the present invention is not particularly limited, and the dosage form of a normal external composition for skin such as cream, emulsion, lotion, ointment, powder and the like can be applied. can do. In the external composition for skin of the present invention, as other components, an emulsifier, an oily substance, a humectant, a fragrance, a preservative, an antioxidant, a coloring agent and the like can be appropriately compounded within a range that achieves the object of the present invention. . Hereinafter, the present invention will be described in detail based on examples and comparative examples. In the examples, (1) the method for measuring the turnover speed of the stratum corneum, (2) the method for measuring the effect of improving rough skin, (3) the method for measuring the effect of improving stratum corneum, and (4) the sensory test are as follows. . (1) Method for measuring the turnover speed of the stratum corneum Dansyl chloride, a fluorescent dye, was added to white vaseline in an amount of 5 wt.
% Ointment was prepared and applied to the skin of the forearm of 20 subjects by occlusion for 24 hours, and dansyl chloride was osmotically bonded to the stratum corneum. Thereafter, the test sample was applied to the same site twice a day (morning and evening), and the fluorescence of dansyl chloride was examined every day.
The number of days until the fluorescence disappeared was defined as the skin stratum corneum turnover speed. The measurement results were shown as an average of the number of days for each subject. In addition, the normal skin stratum corneum turnover is 1
4-16 days, but extends to around 18 days in aged skin. On the other hand, when the anti-aging effect appears, 12
It will be shortened to around days. (2) Method of Measuring the Effect of Improving Rough Skin The effect of continuous application for four weeks was examined on 20 middle-aged and elderly subjects having rough skin on the lower leg. That is, the test sample was applied twice a day (morning and evening) to the left lower leg test site of the subject, and the skin condition before and after the test was determined according to the criteria shown in Table 1 below. The lower leg on the right side was used as a control without applying the test sample. [Table 1] [0014] Then, comparing the judgment results of the test site and the control site before and after the test, if the degree of dryness of the skin is improved by two or more stages (for example: + →-, ++ → ±), “effective” is improved by one stage. In the case where there was no change, it was regarded as "slightly valid", and in the case where there was no change, it was regarded as "invalid". The test results were indicated by the number of subjects who became “effective” and “slightly effective”. (3) Method for measuring the effect of improving keratin (enhancing the exfoliative properties of keratinocytes) A scotch tape (Nichiban Mending Tape) was adhered to the skin of the test part before and after the start of the above-described measurement test for measuring rough skin, and When this was peeled off, the state of the keratinocytes attached to the tape was examined in detail by a scanning electron microscope,
The stratum corneum cell exfoliation was classified according to the criteria shown in Table 2 below, and the keratin improving effect was determined. [Table 2] Judgment is made when the difference between the evaluation point of the test site and that of the control site after continuous application for 4 weeks is 2 or more points is “valid”, 1 point or more is “slightly effective”, and 0 point is "Invalid". The test results were indicated by the number of subjects who became “effective” and “slightly effective”. (4) Sensory test (Beauty skin effect test) Female subjects complaining of rough skin, fine lines, dry skin, etc.
Test sample twice a day (morning and evening) for 20 persons 3
The coating was applied for 1 month, and the effect after 1, 2 and 3 months was evaluated.
In the test results, for each item of skin wettability, smoothness, and elasticity, the respondents answered that "skin was moistened", "skin became smooth", and "skin became taut" Indicated by the number of people. Examples 1-4, Comparative Examples 1-6 (skin cream) One or more components selected from the group consisting of (a) mevalonic acid and lactone mevalonate, and (b) ceramide, glucosylceramide, galactosylceramide and sphingo. One kind selected from myelin was blended as shown in Table 4, each skin cream was prepared with the composition shown in Table 3, and the above-described experiments were performed. (1) Composition Table 3 (2) Preparation Method After the above components (A) and (B) are uniformly heated and melted to a temperature of 80 ° C., the component (A) is poured into the component (B), followed by stirring and mixing. Next, the temperature was cooled to 30 ° C. while stirring to prepare a skin cream. It is considered that R (-)-mevalonic acid lactone blended in the skin cream coexists with R (-)-mevalonic acid by hydrolysis. (3) Characteristics Tables 4 and 5 show the results of various tests conducted on each skin cream. [Table 4] [Table 5] As shown in Tables 4 and 5, skin creams containing only (a) component mevalon or mevalonate lactone or (b) component ceramide, glucosylceramide, galactosylceramide and sphingomyelin in Comparative Examples 1 to 6 Does not provide sufficient effects in various properties. However, in Examples 1-4 of the present invention, (a) one or more of mevalonic acid and mevalonate lactone, and (b) component ceramide, glucosylceramide, galactosylceramide, A skin cream that is used in combination with one or more sphingomyelins has a remarkable effect on improving rough skin, improving keratin, and increasing the turnover speed, that is, the effect of preventing skin aging. In addition, in the sensory test, two months after the application, it exhibited a beautiful skin effect excellent in expression and impartation of smoothness and elasticity in addition to wettability. Example 5, Comparative Examples 7 to 9 (Nourishing Oil) Various nourishing oils were prepared according to the compositions shown in Table 6 below, and various tests were conducted. (1) Composition (2) Preparation Method Nourishing oil was prepared by stirring and uniformly dissolving the components shown in Table 6 above. (3) Characteristics Table 7 shows the results of a sensory test conducted on each of the nourishing oils. [Table 7] As is clear from Table 7, the nourishing oil of the example exhibited a good skin effect two months after application. In addition, excellent skin aging prevention effect (rough skin improvement effect,
Keratin-improving effect, effect of increasing turnover speed). Example 6, Comparative Examples 10 to 12 (Skin Lotion) Each skin lotion was prepared according to the composition shown in Table 8 below, and various tests were carried out. (1) Composition (2) Preparation Method The components shown in Table 8 above were stirred and uniformly dissolved to prepare a skin lotion. (3) Characteristics Compared with Comparative Examples 10 to 12, the skin lotion of Example 6 has a superior skin effect and an effect of preventing skin aging (effects of improving rough skin, keratin, and increasing turnover speed). Indicated. Example 7 (Skin cream) A skin cream was prepared according to the composition shown in Table 9 below. [Table 9] (2) Preparation method The components (A) and (B) described in Table 9 were uniformly heated and dissolved to a temperature of 80 ° C. Next, after injecting and emulsifying the component (B) in the component (A), the mixture is stirred at 30 ° C.
Until cooled. Example 8 (Makeup Base) A makeup base was prepared according to the composition shown in Table 10 below. (1) Composition (2) Preparation method The components (A) and (B) shown in Table 10 were uniformly heated and dissolved to a temperature of 80 ° C. Next, the component (A) was injected and emulsified while stirring the component (B) with a homomixer, and then cooled to 30 ° C. Example 9 (Skin milk) Skin milk was prepared according to the composition shown in Table 11 below. (1) Composition (2) Preparation method The components (A) and (B) described in Table 11 were uniformly heated and dissolved to a temperature of 80 ° C. Next, after injecting and emulsifying the component (B) in the component (A), the mixture is stirred at 30 ° C.
Until cooled. The above Examples 7 to 9 exhibited excellent skin aging prevention effects (rough skin improvement effect, keratin improvement effect, effect of increasing turnover speed), and beautiful skin effect. EFFECT OF THE INVENTION As described above, the present invention is a useful external composition for skin which is excellent in skin aging prevention effect (rough skin improvement effect, keratin improvement effect, and turnover speed increase effect) and skin beautiful effect. It is clear that

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Claims (1)

(57) [Claims 1] (a) 0.001 to 10% by weight of at least one selected from mevalonic acid and lactone mevalonate;
(B) 0.001 to 3.0 weight of at least one selected from ceramide , galactosylceramide and sphingomyelin.
% Of the composition for external use on the skin, characterized in that: