JPH08283122A - Skin cosmetic - Google Patents

Abstract

PURPOSE: To obtain a skin cosmetic, containing a gallic acid ester and an ultraviolet light absorber and/or an ultraviolet light protectant and having suppressing actions on the formation of wrinkles and pigmentation of the skin. CONSTITUTION: This skin cosmetic contains 0.001-10wt.% gallic acid ester of the formula (R is a 1-24C alkyl or alkenyl) and 0.0001-10wt.% ultraviolet light absorber and/or ultraviolet light protectant as active ingredients. The ultraviolet light absorber is selected from a benzoic acid-based, a p-aminobenzoic acid- based, a methoxycinnamic acid-based, a salicylic acid-based compounds, urocanic acid, etc., and one or more selected from titanium oxide, zinc oxide, zirconium oxide, iron oxide and their processed products are used as the ultraviolet light protectant. The active ingredients are suitably blended with other usually used cosmetic ingredients and prepared into an emulsified cosmetic such as an oil-in- water type or a water-in-oil type, a cream, a milky lotion, a toilet lotion, an oily cosmetic, a pack, a foundation, etc. The cosmetic is used as a preventing cosmetic used for formation of wrinkles and pigmentation caused by exposure to ultraviolet light.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a skin cosmetic, and more particularly to a skin cosmetic excellent in the action of suppressing skin wrinkle formation and pigmentation.

[0002]

2. Description of the Related Art In recent years,
Maintaining healthy and beautiful skin has become a serious concern for people of all ages. However, the skin is subtly affected by temperature, humidity, ultraviolet rays, aging, illness, stress, eating habits, etc. Therefore, various troubles such as deterioration of various functions of the skin and aging of the skin occur. A typical example of skin aging is "wrinkles"
Or "stain (pigmentation)" is formed, which is a great cosmetic problem especially for women.

Of these, wrinkles, which are one of the problems in the dermis, are aging of the skin due to aging and sunlight (photoaging).
Caused by. Although the mechanism of aging is not clear, since the skin is located in the outermost layer of the body and plays the role of the front line of biological defense, accumulation of damage due to environmental factors greatly influences the skin aging phenomenon. It is believed that Among the environmental factors, UV light is considered to be the largest environmental factor involved in skin aging and wrinkle formation. It is known that free radicals (especially active oxygen) produced by UV irradiation on the skin not only induce acute inflammation such as sunburn, but also induce photoaging of the skin by repeated UV irradiation. ing. In addition, various free radicals and active oxygen (superoxide, hydroxy radical, singlet oxygen, etc.) produced by ultraviolet rays are damaged by DNA-protein crosslinks (crosslinks) in the dermal component, and protein crosslinks such as collagen and elastin. , Denaturation, inactivation of antioxidant enzymes such as SOD (superoxide dismutase), membrane lipid peroxidation of cell components and consequent deterioration of cell function, etc., and it is thought that wrinkles are formed as a result. (Fragrance Journal, Volume 11, p49-5
4, 1992).

Therefore, in order to prevent / treat the formation of wrinkles, the use of anti-inflammatory agents and antioxidants such as allantoin, glycyrrhizinic acid and vitamin E has been heretofore disclosed (JP-A-61-2).
15309, JP-A-62-263110), utilization of various plant extracts (JP-A-62-61924, JP-A-63-174911, JP-A-6-65043, etc.), collagen and the like extracellular The use of matrix control agents (JP-A-4-74016, JP-A-3-20206), the use of retinoic acid and α-hydroxy acid, etc. have been proposed.

On the other hand, pigmentation such as spots is caused by an increase in the melanin pigment synthesized in the epidermis by melanocytes, and the mechanism of its development includes ultraviolet rays, female hormones and genetic factors. Participation has been pointed out, but it is not yet fully understood. Therefore, drugs for the purpose of suppressing the production of melanin and reducing already-formed melanin have been studied as whitening agents, and arbutin, kojic acid, vitamin C, licorice extract (Japanese Patent Laid-Open No. 63-23809, Special Features). Kaihei 1-149
706), Cuckon (JP-A-64-16709), and hydroxystilbene (JP-A-64-3800).
9), 3-hydroxychromone (JP-A-55-1)
11410, JP-A-55-143908), isoflavones (JP-A-58-225004) and the like have been proposed. However, at present, there are almost no substances that are excellent in actual compoundability and have a high pigmentation-inhibiting effect, and conventional wrinkle-preventing and improving agents and whitening agents are not sufficiently effective.

[0006] Therefore, an object of the present invention is to provide a skin cosmetic which is effective in preventing skin aging, particularly preventing and improving wrinkles and pigmentation.

[0007]

Under these circumstances, as a result of intensive investigations by the present inventor, it was found that cosmetics prepared by combining gallic acid ester with an ultraviolet absorber and / or an ultraviolet protector are excellent. They have found that they have a wrinkle formation suppressing action and a pigmentation suppressing action, and have completed the present invention.

That is, the present invention provides the following general formula (1):

[0009]

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A gallic acid ester represented by the formula [wherein R represents a linear or branched alkyl or alkenyl group having 1 to 24 carbon atoms which may be substituted by a hydroxy group], and an ultraviolet absorber. And / or a skin cosmetic containing an ultraviolet protective agent.

In the gallic acid ester represented by the general formula (1), R represents a linear or branched alkyl group or alkenyl group having 1 to 24 carbon atoms which may be substituted by a hydroxy group. Alkyl groups of the numbers 1 to 10 are preferred. Specific examples of R include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, t-butyl group, n-pentyl group, isopentyl group, neopentyl group, t -Pentyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, isohexyl group,
2-ethylhexyl group, propenyl group, butenyl group, pentenyl group, oleyl group, linoleinyl group, 3,5,5
-Trimethylhexyl group, 3,7-dimethyloctyl group, 3,7,11-trimethyldodecyl group, 3-methyl-2-butenyl group, 3,7-dimethyl-2,6-octadienyl group, cyclohexylmethyl group, cyclohexyl Ethyl group, 2-hydroxypropyl group, 8-hydroxyoctyl group, 10-hydroxydecyl group, 11-hydroxyundecyl group, 12-hydroxydecyl group, 12-
A hydroxy octadecyl group etc. can be mentioned. In the present invention, of these, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group and a decyl group are preferable. That is, methyl gallate, ethyl gallate, propyl gallate, butyl gallate, pentyl gallate, hexyl gallate, heptyl gallate, octyl gallate, nonyl gallate, and decyl gallate are preferred as gallic acid esters.

The amount of gallic acid ester of the formula (1) is not particularly limited, but it should be 0.001 to 10% by weight in the skin cosmetic of the present invention from the viewpoint of color and the like at the time of compounding. Is preferable, and 0.1 to 5% by weight is particularly preferable.

The UV absorber used in the present invention is 2
-Hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, sodium hydroxymethoxybenzophenonesulfonate, dihydroxymethoxybenzophenone, sodium dihydroxymethoxybenzophenonesulfonate,
Benzophenone-based compounds such as tetrahydroxybenzophenone; para-aminobenzoic acid-based compounds such as para-aminobenzoic acid, ethyl para-aminobenzoate, glyceryl para-aminobenzoate, amyl para-dimethylaminobenzoate, octyl para-dimethylaminobenzoate; isopropyl para-methoxycinnamate , Methoxycinnamic acid compounds such as ethyl paramethoxycinnamate, octyl methoxycinnamate, 2-ethoxyethyl 4-methoxycinnamate, potassium paramethoxycinnamate, sodium paramethoxycinnamate; octyl salicylate , Phenyl salicylate, homomenthyl salicylate, ethylene glycol salicylate, dipropylene glycol salicylate, myristyl salicylate, salicylic acid-based compounds such as methyl salicylate; urocanic acid, urocani Ethyl, and the like methyl anthranilate is. These may be used alone or in combination of two or more. In the present invention,
Of these, p-aminobenzoic acid ester acid, methoxycinnamic acid esters, and oxybenzone are preferable.

The blending amount of the ultraviolet absorber is not particularly limited, but it is preferably 0.0001 to 10% by weight in the external preparation for skin of the present invention from the viewpoint of efficacy, feel, safety and stability. , 0.01 to 5% by weight is particularly preferable.

Examples of the ultraviolet protective agent used in the present invention include titanium oxide, zinc oxide, zirconium oxide and iron oxide. It is preferable to use those that have been subjected to fine particle formation, surface treatment with silicon, zirconia-alumina, or the like, or a composite treatment in order to enhance their UV protection ability.

The blending amount of the ultraviolet protective agent is not particularly limited, but from the viewpoint of efficacy, feel and stability, it is preferably 0.0001 to 10% by weight in the external preparation for skin of the present invention, and 0. It is particularly preferable to set it to 0.01 to 5% by weight.

The skin cosmetic composition of the present invention comprises, in addition to the above essential components,
By adding known anti-inflammatory agents such as allantoin and glycyrrhizic acid, the effect of suppressing the formation of wrinkles and spots can be improved. In addition, oils commonly used as cosmetic ingredients, moisturizers such as hyaluronic acid and ceramide, alcohols, chelating agents, pH adjusters, preservatives, thickeners, pigments, fragrances and the like may be combined in any combination. be able to.

The skin cosmetic of the present invention is not limited to general skin cosmetics, but includes quasi drugs, medicated cosmetics and the like. The skin cosmetic of the present invention can be used in various forms and applications, for example, oil / water type, water / oil type emulsified cosmetics, creams, lotions, lotions, oily cosmetics, packs, foundations and the like. .

[0019]

The skin cosmetic of the present invention has an excellent effect of suppressing the formation of wrinkles and pigmentation (spots) caused by irradiation with ultraviolet rays, and is therefore useful as a cosmetic for preventing wrinkles and pigmentation.

[0020]

The present invention will be described below with reference to examples, but the present invention is not limited to these examples.

Test Example 1 Wrinkle formation inhibition test by hairless mouse: The hairless mouse (HR / ICR, 6 weeks old at the start of the experiment) was provided with the gallic acid ester shown in Table 1 and an ultraviolet absorber and / or an ultraviolet protective agent. Creams each containing 1% were prepared and applied. After 1 hour, a health line lamp (Toshiba, S
Six pieces of E20) were prepared, UV-B light irradiation was carried out by adjusting the irradiation amount once to 1 MED or less, and irradiation was carried out 5 times a week for 9 weeks. The amount of irradiation energy is UV-Radiometer (TOKYO OPTIC
UVR-305 / 365D manufactured by AL) was used for the measurement. As a control, a sample coated with only ethanol was tested in the same manner as the sample. After the test was completed, the frequency of the wrinkles formed was visually evaluated by the following criteria (wrinkle index). The results are shown in Table 1.

Wrinkle index 0: No wrinkle formation. 1: Wrinkles are slightly formed. 2: Trace formation of wrinkles. 3: Some wrinkles formed. 4: Wrinkles are strongly formed.

[0023]

[Table 1]

Test Example 2 UV-on the back of a brown guinea pig
Effect of B on pigmentation: The back hair of a brown guinea pig was carefully shaved with a hair clipper and a shaver, and then the hair was divided into 8 pieces of 1.5 cm square. The same cream as in Test 1 was applied to each site, the cream was applied again 2 hours later, and the ultraviolet rays in the UV-B region were irradiated with twice the minimum erythema dose (MED). The above operation was repeated for 3 days and the amount of pigmentation was examined after 2 weeks. As a control, a sample coated with only ethanol was tested in the same manner as the sample.

A color difference meter (CMS-12, manufactured by Murakami Color Co., Ltd.) was used for evaluation.
00) was used for measurement, and L was calculated from the obtained Munsell value.
^{* The} value was calculated, ΔL ^* was calculated according to the following formula, and the degree of pigmentation was compared. The larger the value of −ΔL ^*, the stronger the degree of pigmentation. Table 2 shows the results.

[0026]

## EQU1 ## ΔL ^* = (L ^* value 2 weeks after UV-B irradiation)-(L ^* value before UV-B irradiation)

[0027]

[Table 2]

From Tables 1 and 2, when gallic acid ester is used in combination with an ultraviolet absorber and / or an ultraviolet protector,
It was confirmed that the effect of suppressing wrinkles and the effect of suppressing pigmentation were superior to the case of using gallic acid ester alone.

The cosmetics shown in Examples 1 to 4 were prepared by a conventional method.

Example 1 Cream:

[Table 3] (Components) (% by weight) Pentyl gallate 0.2 2-Hydroxy-4-methoxybenzophenone 0.1 Cholesterol 0.5 Cholesterol isostearate 1 Polyether-modified silicone 1.5 Cyclic silicone 20 Methylphenylpoly Siloxane 2 Methylpolysiloxane 2 Magnesium sulphate 0.5 55% Ethanol 5 Carboxymethyl chitin 0.5 Allantoin 1 Fragrance, pigment Trace amount Purified water Remaining amount

Example 2 Skin lotion:

[Table 4] (Components) (wt%) Octyl gallate 1 Para-aminobenzoic acid 0.3 Glycerin monostearate 1 Ethanol 15 Propylene glycol 4 Isopropyl palmitate 3 Lanolin 1 Methyl paraoxybenzoate 0.1 Perfume, Dye Purified water Remaining amount

Example 3 Cream:

(Component) (wt%) Pentyl gallate 0.2 2-Hydroxy-4-methoxybenzophenone 0.2 Titanium oxide 1 Cholesterol 0.5 Cholesterol isostearate 1 Polyether-modified silicone 1.5 Cyclic silicone 20 Methylphenyl polysiloxane 2 Methyl polysiloxane 2 Magnesium sulphate 0.5 55% Ethanol 5 Carboxymethyl chitin 0.5 Allantoin 1 Fragrance, pigment Trace amount of purified water Remaining amount

Example 4 Cream

[Table 6] (Components) (wt%) 2-hydroxypropyl gallate 0.2 4-methoxyethyl cinnamate 2-ethoxyethyl 0.2 cholesterol 0.5 cholesteryl isostearate 1 polyether modified silicone 1.5 Cyclic silicone 20 Methylphenylpolysiloxane 2 Methylpolysiloxane 2 Magnesium sulfate 0.5 55% Ethanol 5 Carboxymethylchitin 0.5 Purified water Remaining amount

 ─────────────────────────────────────────────────── ─── Continued Front Page (72) Inventor Ichiro Tokimitsu 89-28 Takebayashi-cho, Utsunomiya City, Tochigi Prefecture

Claims (3)

[Claims] 1. The following general formula (1): [In the formula, R represents a linear or branched alkyl group or alkenyl group having 1 to 24 carbon atoms which may be substituted by a hydroxy group], a gallic acid ester represented by the formula, an ultraviolet absorber, and / or A skin cosmetic containing an ultraviolet protective agent. 2. The ultraviolet absorber is one or more selected from benzophenone compounds, para-aminobenzoic acid compounds, methoxycinnamic acid compounds, salicylic acid compounds, urocanic acid, ethyl urocanate and methyl anthranilate. The skin cosmetic according to claim 1. 3. The ultraviolet protective agent is titanium oxide, zinc oxide,
The skin cosmetic according to claim 1, which is one or more selected from zirconium oxide, iron oxide and processed products thereof.