JP2004131500A - Skin aging inhibitor or improver - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a skin aging inhibitor or improver having an excellent effect of inhibiting or improving the skin aging caused by ultraviolet rays, and to provide a cosmetic containing the same. <P>SOLUTION: This skin aging inhibitor or improver contains (a) one, two or more kinds of extracts from plants containing isoflavone or its glycoside and (b) one, two or more kinds of extracts selected from a group comprising extracts from plants containing apigenin or its glycoside and/or plants containing procyanidin. The cosmetic contains the inhibitor or improver. An extract from soybeans, alfalfa leaves, red clover flowers, pueraria mirifica roots or white lupine seeds is exemplified as the extract from the plant containing the isoflavone or its glycoside. An extract from grapefruit seeds, perilla seeds or chamomile flowers is exemplified as the extract from the plant containing the apigenin or its glycoside. An extract from grape, apple, strawberry or cranberry fruits or seeds thereof is exemplified as the extract from the plant containing the procyanidin. <P>COPYRIGHT: (C)2004,JPO

Description

The present invention relates to an agent for improving skin aging containing a specific combination of plant extracts, and a cosmetic useful for improving skin aging. More specifically, the present invention relates to an extract of a plant containing isoflavone or its glycoside, an extract of a plant containing apigenin and / or its glycoside, and / or a plant containing procyanidin or its glycoside. A skin aging improver containing two or more extracts selected from the group consisting of an extract having an excellent effect of suppressing cell damage due to ultraviolet rays and an effect of synthesizing collagen, useful for improving skin aging against ultraviolet rays, and a cosmetic composition containing the same. About charges.

In recent years, with increasing awareness of health, it has been widely recognized that ultraviolet rays promote skin aging such as wrinkles and spots on the skin. For example, ultraviolet rays having a relatively long wavelength region (UVA) having a wavelength of 320 to 400 nm reach the dermis layer of the skin, damage collagen fibers, and reduce skin firmness and elasticity. Many external preparations for skin that improve the firmness and elasticity of the skin by promoting the synthesis of collagen for damaged collagen have been studied. As an example, isoflavone is called phytoestrogen, which is known as a substance having a female hormone-like action, and is known to exhibit a collagen synthesizing action (for example, see Patent Document 1). However, when considering the effect of improving aging with respect to ultraviolet rays, it is difficult to say that a sufficient effect of improving aging can still be exerted only by the effect of improving aging of the dermis layer of the skin.

On the other hand, ultraviolet rays having a wavelength in the range of 290 to 320 nm (UVB) damage the epidermal cells of the skin and cause suntan, which is a pigmented skin condition, and sunburn, which is an inflamed skin condition. In order to suppress damage to epidermal cells due to these ultraviolet rays, excellent anti-inflammatory agents and pigmentation improving agents have been developed. As an example of an anti-inflammatory agent, apigenin, a kind of flavonoid, is known to have a high histamine release inhibitory effect and an excellent inflammatory effect (for example, see Non-Patent Document 1). As a pigmentation improving agent, a whitening cosmetic containing procyanidin, a kind of proanthocyanidin, is known (for example, see Patent Document 2). However, in each case, the effect of suppressing damage to epidermal cells by ultraviolet rays can only be expected, and is not sufficient as an effect of improving skin aging caused by ultraviolet rays.
JP 2001-39849 A Japanese Patent No. 2528087 Arzneimittelforschung 1993 Mar; 43 (3): 370-2

The present invention provides a skin aging preventive or improving agent which has an excellent effect of improving skin aging against ultraviolet rays, maintains firm skin, and has an action of preventing and improving skin aging such as wrinkles and sagging, and cosmetics containing the same. The purpose is to provide fees.

The present inventors have conducted intensive studies in order to solve the above-described problems, and as a result, those containing a specific plant extract show an excellent anti-aging effect on skin, and further improve wrinkles due to ultraviolet rays. The present invention was found to have an effect, and the present invention was completed.

That is, the present invention is an invention having the following contents as its gist.
(1) (a) Extraction of one or more plant extracts containing isoflavones or glycosides thereof, and (b) Extraction of plants containing apigenin or glycosides thereof and / or plants containing procyanidins A skin aging preventive or ameliorating agent comprising one or more plant extracts selected from the group consisting of:
(2) The agent for preventing or improving skin aging according to the above (1), wherein the isoflavone or its glycoside is selected from the group consisting of daidzein, genistein, glycitein, soybean, genistin, and glycitin. Agent.
(3) a plant extract containing isoflavones or glycosides thereof is a soybean seed extract, alfalfa leaf extract, red clover flower extract, Pueraria mirifica root extract, and The agent for preventing or improving skin aging according to the above (1) or (2), which is selected from the group consisting of extracts of seeds of Sirovanalpinus.
(4) The extract of a plant containing apigenin or its glycoside is selected from the group consisting of grapefruit seed extract, perilla seed extract, and chamomile flower extract. The skin aging preventive agent or the improving agent according to any one of the above (1) to (3), which is characterized by the following.
(5) The above-mentioned (1) to (4), wherein the plant extract containing procyanidin is an extract extracted from grape, apple, strawberry, cranberry fruits and / or seeds thereof. The skin aging preventive agent or the improving agent according to any one of the above.
(6) (a) Extraction of one or more plant extracts containing isoflavones or glycosides thereof, and (b) Extraction of plants containing apigenin or glycosides thereof and / or plants containing procyanidins Cosmetics containing a skin aging inhibitor or improver containing one or more plant extracts selected from the group consisting of products.

The skin aging preventive agent and the ameliorating agent containing the plant extract containing isoflavones or glycosides thereof of the present invention, and the plant extract containing apigenin and glycosides and / or the plant extract containing procyanidin are provided. Further, it is possible to provide a composition which has an effect of suppressing skin damage due to ultraviolet rays and promoting collagen synthesis, and which is useful for preventing skin aging and preventing skin wrinkles and sagging.

Hereinafter, the present invention will be described in detail.
As described above, the skin anti-aging agent or the improving agent of the present invention includes (a) one or more plant extracts containing isoflavones or glycosides thereof, and (b) apigenin or glycosides thereof. It is necessary to contain an extract of a specific plant, such as one or more extracts selected from the group consisting of plant-containing plants and / or procyanidin-containing plant extracts. By applying such a specific plant extract to the skin as a composition, the damage to the skin due to ultraviolet rays is suppressed, the synthesis of collagen is promoted, and spots and wrinkles due to ultraviolet rays are promoted. Has been shown to be able to improve the formation of and prevent aging of the skin.

The isoflavones used in the present invention include daidzein, genistein, glycitein and the like, and the glycosides thereof include soybean, genistin, glycitin and the like.
The basic skeleton of such an isoflavone compound has a chemical structure represented by the following chemical formula (1). Regarding the locations in plants that are the raw materials for these, typical examples are legumes and irises. Family, Rosaceae, has been identified in plants such as mulberry, but for the purposes of the present invention, from soybean seeds, alfalfa leaves, red clover flowers, Pueraria mirifica roots, and seeds of Sylvanalpinus Extract can be used.
(Basic skeleton of isoflavone compound)

The soybean used to obtain the isoflavones of the present invention refers to soybeans of the legume family and is preferably soybeans produced in Japan (Glycine max Merrill (Leguminosae)). The soybean seeds or their crushed products are extracted by adding a solvent. To obtain isoflavones. Alfalfa used to obtain the isoflavones of the present invention, also called lusan, is a member of the legume family Medicago sativa L., Medicago media Pers., Medicago falcata. Any of the varieties such as L.) may be used, and isoflavone is obtained by adding a solvent to the dried or fresh grass of alfalfa, followed by extraction. Similarly, red clover refers to red clover (Trifolium pratense L.) of the legume family, and a solvent is added to the petals of red clover to extract the isoflavones. Similarly, Pueraria mirifica is a plant that grows in Southeast Asia and refers to Kwaao Khruea (Leguminosae), which is obtained by adding a solvent to the tuber of Kuao Klua or a crushed product thereof to obtain isoflavones. Similarly, the term “Shirovanalpinas” used in the present invention refers to “Lupinus albus” of the family Leguminosae, and is extracted by adding a solvent to the seeds of peanut or a pulverized product thereof to obtain isoflavones.

イ ソ The isoflavone used in the present invention can be obtained by solvent extraction from the soybean seed, alfalfa leaf, red clover flower, Pueraria mirifica root, and Sirovanalpinus seed. In order to obtain this isoflavone, as an extraction solvent, alcohols such as methanol, ethanol, and propanol; ketones such as acetone and methyl ethyl ketone; nitriles such as acetonitrile; ethers such as tetrahydrofuran and diethyl ether; and dichloromethane and chloroform. Halogenated hydrocarbons, esters such as ethyl acetate and ethyl formate, hexane, water and the like are used. In the case of isoflavones, it is preferable to extract with a water-miscible solvent such as ethanol, and then perform liquid-liquid extraction with an organic solvent immiscible with water and water such as butanol at an arbitrary ratio. Further, the extraction temperature is 0 to 100 ° C, preferably 5 to 50 ° C. The amount of the extraction solvent is 1 to 100 times, preferably 5 to 10 times the extract. Further, hydrolysis may be performed by adding a proteolytic enzyme at the time of extraction.

As such plant extracts containing isoflavones or glycosides thereof used in the present invention, commercially available ones can also be used. For example, as a commercially available product, "Flavosterone" manufactured by Ichimaru Falcos Co., Ltd. (Product name).

Apigenin used in the present invention is a kind of flavonoid belonging to flavones, and examples of glycosides thereof include apigenin-7-glucoside. Such apigenin or its glycoside is extracted from grapefruit seeds. , Perilla seed extract and chamomile flower extract.
The grapefruit used to obtain the apigenin or the glycoside thereof of the present invention refers to grapefruit of the family Rutaceae (Citrus paradisi Macf.), But it also includes Kinukawa, a yellow citrus fruit of the same primary citrus subgenus, Zapon district, Zapong intermediate subdivision. (C.glaberrima Hort.exTanaka), (C.flavicarpa Hort.ex Tanaka), Hiroshima Manatsupants (C.hiroshimanaHort.ex Y.Tanaka), Mitsuharu (C.mitsuharu Hort.ex Y.Tanaka), Omikanto (C. varieties such as .omikanto Hort.ex Y.Tanaka), (C.pseudoparadisi Hort.ex Y.Tanaka), Tosa Asahi (C.tosa-asahi Hort.ex Y.Tanaka), (C.aurantiaca Hort.ex Tanaka) Any of these may be used, and a solvent is added to the grapefruit seed or its crushed product and extracted to obtain apigenin or its glycoside.

Perilla used to obtain the apigenin or the glycoside thereof of the present invention refers to Perilla frutescens Britton var. Acuta Kudo, which is extracted by adding a solvent to a perilla seed or a crushed product thereof, and extracting apigenin or a glycan thereof. Obtain the glycoside. Similarly, chamomile refers to Asteraceae chamomile (Matricaria chamomilla), and extracts apigenin or its glycoside by extracting a chamomile flower or its crushed product by adding a solvent.

Apigenin or its glycoside used in the present invention can be obtained by solvent extraction from grapefruit seeds, perilla seeds, and chamomile flowers. In order to obtain this apigenin or its glycoside, as an extraction solvent, methanol, ethanol, alcohols such as propanol, ketones such as acetone and methyl ethyl ketone, nitriles such as acetonitrile, ethers such as tetrahydrofuran and diethyl ether, Halogenated hydrocarbons such as dichloromethane and chloroform, esters such as ethyl acetate and ethyl formate, hexane, water and the like are used. In the case of apigenin, it is preferable that after extraction with alcohol, partition with ethyl acetate and water, and extract and extract the ethyl acetate layer. Further, the extraction temperature is 0 to 100 ° C, preferably 5 to 50 ° C. The amount of the extraction solvent is 1 to 100 times, preferably 5 to 10 times the extract. Further, hydrolysis may be performed by adding a proteolytic enzyme at the time of extraction.
As the apigenin or a plant extract containing the glycoside thereof used in the present invention, commercially available ones can also be used. For example, as a commercially available product, "Apigenin" (manufactured by Monte-Roder, Inc.) (Trade name) and “Kamotsure extract” (trade name) manufactured by Maruzen Pharmaceutical Co., Ltd.

The procyanidin used in the present invention is a compound that is linked by condensation or polymerization using a flavan-3-ol derivative or the like as a structural unit. Examples of the flavan-3-ol derivative include catechin, epicatechin, gallocatechin, and epigallocatechin. , Afzeletin, epiafuzeletin and the like. Such procyanidins can be obtained by solvent extraction from grape, apple, strawberry, cranberry fruits and / or their seeds.

Grapes used to obtain the procyanidins of the present invention refer to American grapes (Vitis labrusca L.), European grapes (Vitis vinifera L.), and wild grapes (Vitis coiguetiae Pulliat) in the grape family. In addition, extraction yields procyanidins. The apple used to obtain the procyanidins of the present invention refers to Rosaceae apples (Malus pumila Miller var. Domestica Schneider), and extracts berries or seeds thereof by adding a solvent thereto to obtain procyanidins. Similarly, strawberry (also called strawberry) refers to a strawberry of the family Rosaceae (Fragaria ananassa Duch.), Which is obtained by adding a solvent to fruits or their seeds and extracting them to obtain procyanidins. Similarly, cranberry refers to cranberry (Vaccinum macrocarpon Ait.) Of the ericaceae family, which is extracted by adding a solvent to a fruit or its seed to obtain procyanidin.

The procyanidin used in the present invention can be obtained from the grape, apple, strawberry and cranberry fruits and / or their seeds by solvent extraction. In order to obtain this procyanidin, as an extraction solvent, alcohols such as methanol, ethanol and propanol, ketones such as acetone and methyl ethyl ketone, nitriles such as acetonitrile, ethers such as tetrahydrofuran and diethyl ether, dichloromethane and chloroform, etc. Halogenated hydrocarbons, esters such as ethyl acetate and ethyl formate, hexane, water and the like are used. In the case of procyanidins, a method using a two-phase solvent partitioning method or a partition high-performance chromatography method is preferred. As the two-phase solvent distribution method, a method of extracting and removing oil-soluble components and dyes with hexane after alcohol extraction, or a method of distributing a solvent such as butanol or methyl ethyl ketone, which is hardly miscible with water, from the above-mentioned extract solution and water to form a solvent. A method for recovering procyanidins into the phase is preferred. As the distribution high performance chromatography, a method using a reverse phase column using octadecyl silica or the like and a normal phase column using silica gel or the like is preferable. Further, the extraction temperature is 0 to 100 ° C, preferably 5 to 50 ° C. The amount of the extraction solvent is 1 to 100 times, preferably 5 to 10 times the extract. Further, hydrolysis may be performed by adding a proteolytic enzyme at the time of extraction.
As such plant extracts containing procyanidins used in the present invention, generally available ones can also be used. For example, commercially available products include "KPA-CU" (trade name) manufactured by Kikkoman Corporation. Is mentioned.

As described above, the plant extract used in the present invention can be obtained by selecting an extraction solvent suitable for the characteristics of each component, and extracting and determining the extraction temperature and other extraction conditions. Other treatment methods and purification methods may be basically performed according to known methods. For example, after removing insolubles by filtration, centrifugation or decantation, if necessary, an adsorbent such as activated carbon, activated clay, silica gel, activated alumina synthetic resin or the like may be used for the purpose of decolorization and deodorization. It can be fractionated, purified or concentrated using a fraction, a reverse osmosis membrane, an ion exchanger or the like. The obtained extract can be powdered as it is in a liquid form or by a method such as concentration under reduced pressure, spray drying or freeze drying.

The skin anti-aging agent or the improving agent of the present invention is a liquid dosage form obtained by dissolving or suspending these plant extracts as they are or in an organic solvent such as water or ethanol, or with wax or oils and fats. Mix and use as ointment form. In the case of the liquid form, the amount of the plant extract in the skin aging inhibitor or the improving agent is preferably about 0.0001 to 10% by mass, depending on various conditions such as the dosage form to be used and the object to be used. , Can be suitably set in a wide range up to 100% by mass. The anti-aging agent or the improving agent of the present invention can be administered not only transdermally but also orally to the skin. The anti-aging agent or the improving agent for skin of the present invention does not show toxicity even in an amount sufficiently exceeding a usual application amount.

化粧 Further, the skin aging preventive agent or the improving agent of the present invention can be blended with various components generally used in cosmetics as described below to prepare cosmetics. When the cosmetic of the present invention is used, the blending amount of the plant extract which is an antiaging agent or an improving agent for skin is preferably about 0.001 to 5% by mass. Depending on the conditions, the compounding amount can be appropriately set in a wide range from 0.0001 to 10% by mass.

The cosmetic composition of the present invention includes fats and oils such as vegetable oils, higher fatty acids, higher alcohols, silicones, anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, preservatives, and saccharides. , A sequestering agent, a polymer substance such as a water-soluble polymer, a thickener, a powder component, an ultraviolet absorber, an ultraviolet blocker, a humectant, a fragrance, a pH adjuster, a desiccant and the like. it can. Furthermore, vitamins, skin activators, blood circulation promoters, resident bacteria control agents, active oxygen scavengers, anti-inflammatory agents, whitening agents, bactericides and other medicinal components and physiologically active components can also be contained.

Examples of fats and oils include liquid oils such as camellia oil, evening primrose oil, macadamia nut oil, olive oil, rapeseed oil, corn oil, sesame oil, jojoba oil, germ oil, wheat germ oil, trioctanoic acid glyceride; cocoa butter, coconut oil, hardened Solid oils and fats such as coconut oil, palm oil, palm kernel oil, molle, molle kernel oil, hydrogenated oil, hydrogenated castor oil and the like; beeswax, candelilla wax, cotton wax, bran wax, lanolin, lanolin acetate, liquid lanolin, sugarcane wax and the like Waxes.
Examples of the hydrocarbons include liquid paraffin, squalene, squalane, and microcrystalline wax.

Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA) and the like.
Examples of the higher alcohol include straight-chain alcohols such as lauryl alcohol, stearyl alcohol, cetyl alcohol, and cetostearyl alcohol; and branched-chain alcohols such as monostearyl glycerin ether, lanolin alcohol, cholesterol, phytosterol, and octyl dodecanol. .
Examples of the silicone include dimethylpolysiloxane and methylphenylpolysiloxane as chain polysiloxanes, and decamethylcyclopentasiloxane as a cyclic polysiloxane.

Examples of the anionic surfactant include fatty acid salts such as sodium laurate; higher alkyl sulfates such as sodium lauryl sulfate; alkyl ether sulfates such as POE lauryl sulfate triethanolamine; N-acyl sarcosine acid, sulfosuccinic acid And N-acyl amino acid salts.
Examples of the cationic surfactant include an alkyltrimethylammonium salt such as stearyltrimethylammonium chloride; benzalkonium chloride, benzethonium chloride and the like.
Examples of the amphoteric surfactant include betaine surfactants such as alkyl betaine and amido betaine.
Examples of the nonionic surfactant include sorbitan fatty acid esters such as sorbitan monooleate, and hydrogenated castor oil derivatives.
Examples of the preservative include methyl paraben, ethyl paraben and the like.

Examples of the sequestering agent include edetates such as disodium ethylenediaminetetraacetate, edetic acid, and edetic acid sodium salt.
Examples of high molecular substances include gum arabic, tragacanth gum, galactan, guar gum, carrageenan, pectin, agar, quince seed, dextran, pullulan, carboxymethyl starch, collagen, casein, gelatin, methylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, Examples include vinyl polymers such as sodium carboxymethylcellulose (CMC), sodium alginate, and carboxyvinyl polymers (such as CARBOPOL).
Examples of the thickener include carrageenan, tragacanth gum, quince seed, casein, dextrin, gelatin, CMC, hydroxyethylcellulose, hydroxypropylcellulose, guar gum, xanthan gum, bentonite and the like.

As the powder component, talc, kaolin, mica, silica, zeolite, polyethylene powder, polystyrene powder, cellulose powder, inorganic white pigment, inorganic red pigment, titanium oxide coated mica, titanium oxide coated talc, colored titanium oxide coated mica, etc. Organic pigments such as pearl pigments, Red No. 201 and Red No. 202 can be exemplified.

Examples of the ultraviolet absorber include paraaminobenzoic acid, phenyl salicylate, isopropyl paramethoxycinnamate, octyl paramethoxycinnamate, and 2,4-dihydroxybenzophenone.
Examples of the ultraviolet blocking agent include titanium oxide, talc, carmine, bentonite, kaolin, zinc oxide and the like.

As humectants, polyethylene glycol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, 1,2-pentanediol, glycerin, diglycerin, polyglycerin, xylitol, maltitol, maltose, sorbitol, glucose, fructose, Examples include chondroitin sulfate sodium, sodium hyaluronate, sodium lactate, pyrrolidone carboxylic acid, cyclodextrin, amino acids such as L-serine and L-threonine, and hypotaurine.

Pharmaceutical components include vitamin A such as vitamin A oil and retinol; vitamin B2 such as riboflavin; B6 such as pyridoxine hydrochloride; L-ascorbic acid, L-ascorbic acid phosphate, and L-ascorbic acid monopalmitin. Acid C, vitamin Cs such as L-ascorbic acid dipalmitate, L-ascorbic acid-2-glucoside; pantothenic acids such as calcium pantothenate; vitamin Ds such as vitamin D2 and cholecalciferol; α-tocopherol; Vitamins such as vitamin Es such as tocopherol acetate and DL-α-tocopherol nicotinate can be mentioned.
Further, whitening agents such as placenta extract, glutathione, saxifrage extract, kudin extract, hydrolyzed sorghum extract, buttonpix extract, mulberry extract; skin activators such as royal jelly, bunno tree extract; capsaicin, zingerone, canthari tincture, itctamol, Blood circulation promoters such as caffeine, tannic acid and γ-oryzanol; anti-inflammatory agents such as glycyrrhizic acid derivatives, glycyrrhetinic acid derivatives and azulene; amino acids such as arginine, serine, leucine and tryptophan; maltose sucrose as a control agent for resident bacteria Condensate; lysozyme chloride;

Furthermore, as long as the effects of the present invention are not impaired, extracts from other plants or seaweeds other than the plant extract used in the present invention can be added. Such extracts include, for example, wisteria tea extract, chamomile extract, wine yeast extract, grapefruit extract, honeysuckle extract, rice extract, grape extract, hop extract, rice bran extract, loquat extract, ouba extract, yokinin extract, assembly extract, melilot extract , Birch extract, licorice extract, peonies extract, bonsai extract, loofah extract, capsicum extract, lemon extract, gentian extract, perilla extract, aloe extract, rosemary extract, sage extract, thyme extract, tea extract, seaweed extract, cucumber extract, Various extracts such as a clove extract, a carrot extract, a horse chestnut extract, and a hamamelis extract can be given.

The composition containing the plant extract of the present invention includes, for example, aqueous solutions, oils, emulsions, liquids such as emulsions, semisolids such as gels and creams, powders, granules, capsules, microcapsules, and solids such as solids. Applicable in form. Prepared in these forms by conventionally known methods, lotions, emulsions, gels, creams, ointments, plasters, haptics, aerosols, suppositories, injections, powders, granules, tablets, pills , Syrups, troches and the like. These can be applied to the body by application, sticking, spraying, drinking, and the like. In particular, among these dosage forms, lotions, emulsions, creams, ointments, plasters, cataplasms, aerosols and the like are suitable for external preparations for the skin.

As cosmetics, skin cosmetics such as lotion, milky lotion, cream, pack, etc .; makeup cosmetics such as makeup base lotion, makeup cream, emulsion or creamy or ointment type foundation, lipstick, eye color, cheek color Materials: body cosmetics such as hand cream, leg cream, body lotion, etc .; bath salts, oral cosmetics, and hair cosmetics. Usually, these dosage forms can be produced according to the formulation method used in cosmetics.

Next, the present invention will be described with reference to examples, but the present invention is not limited to these examples. Further,% in the examples is% by mass unless otherwise specified.

Using a soybean seed extract (soybean isoflavone), a grapefruit seed extract, and a grape seed extract obtained by the method described below as a plant extract, lotion having the composition shown in Table 1 (the present invention) Examples 1 to 3 and Comparative Examples 1 to 4) were prepared.

<Preparation of plant extract>
(i) Soybean seed extract:
Ethanol was added to the soybean seeds, which were crushed and extracted at room temperature for 2 days. After filtration, the resulting filtrate was added with butanol sufficiently hydrated in water, stirred, and then separated. The supernatant layer was taken out, washed with water three times, and concentrated under reduced pressure to obtain soy isoflavone.

(ii) Grapefruit seed extract:
Grapefruit seeds were pulverized, and the pulverized product was refluxed with hexane, and the residue was extracted with ethanol and stirred at room temperature for 2 days to obtain an ethanol extract. The solvent was distilled off from the obtained extract, and the mixture was partitioned between ethyl acetate and water. After separating the ethyl acetate layer and the aqueous layer, the solvent in the ethyl acetate layer was distilled off to obtain an ethyl acetate partition. The extract was subjected to silica gel column chromatography (chloroform: methanol = 10: 1), and the fraction eluted first was fractionated and purified by high performance liquid chromatography to concentrate the apigenin fraction, and the grapefruit seed extract was purified. Obtained.

(iii) Grape seed extract:
Grape seeds were pulverized, ethanol was added as a solvent to the pulverized material, and the mixture was stirred at room temperature for 2 days to perform an extraction treatment. The solvent was distilled off from the obtained extract, and this extract was treated with octadecyl silica in a reversed-phase column, which is a selective adsorbent for procyanidin, to concentrate the procyanidin fraction to obtain a grape seed extract.

<Evaluation of skin aging improvement effect>
(i) Inflammation suppression effect by ultraviolet rays:
The back of 10 males in their late thirties as test subjects was irradiated with ultraviolet rays, and subsequently, a lotion was applied continuously for 4 weeks, and the effect was evaluated. That is, the back of the subject was irradiated with medium wavelength ultraviolet light (UVB) 1.2 times the minimum erythema amount (1.2 MED). Here, the minimum erythema amount refers to the amount of ultraviolet light when the skin is irradiated with ultraviolet light until it becomes red, and is expressed as 1.0 MED. In addition, 1.0 MED is 10 to 25 mJ / cm 2 although it varies depending on the subject. Approximately 0.5 g each of the lotions of Invention Examples 1 to 3 and Comparative Examples 1 to 4 was applied to the site irradiated with the ultraviolet light once a day, immediately after the ultraviolet irradiation and before the application of the lotion for 4 weeks. After completion of the test, the skin color was measured to evaluate the effect of suppressing inflammation. The skin color was measured using a spectrophotometer CM-508d manufactured by Minolta.
The inflammation-suppressing effect was determined from the average value of 10 subjects using the following formula.

(ii) Collagen synthesis promoting effect:
Ultraviolet rays were irradiated to the backs of 10 middle-aged subjects, and then the lotion was applied continuously for 4 weeks, and the effect was evaluated. That is, a long wavelength ultraviolet ray (UVA) of 20 mJ / cm2 was applied to the back of the subject. Approximately 0.5 g each of the lotions of Inventive Examples 1 to 3 and Comparative Examples 1 to 4 was applied to the site irradiated with the ultraviolet light once a day, and 4 weeks before the start of the application of the lotion. The amount of collagen after completion was determined, and the effect of promoting collagen synthesis was evaluated. The amount of collagen is measured using a fluorescence spectrophotometer Spix Skin Skan of Horiba Joban Yvon, under the condition of excitation wavelength Ex = 280-420 nm, and measuring the absorbance at fluorescence wavelength Em = 440 nm, and promoting collagen synthesis by the following formula. The effect was investigated. Specifically, the method was based on the method described in the following document.
Kollias et al., J. Invest. Dermatol., 1998, Nov., 111 (5): 776-780.

(iii) The effect of improving wrinkles by ultraviolet rays:
Ultraviolet light was applied to the back of 10 males in their late 30s as subjects, and then the lotion was continuously applied to the back for 4 weeks, and the effect was evaluated. That is, the subject's back was irradiated with ultraviolet light UVB of medium wavelength 1.2 times the minimum erythema amount (1.2 MED) every other day for 3 consecutive days using a solar simulator manufactured by SolarLight. After the end of the ultraviolet irradiation, about 0.5 g of each of the lotions of Examples 1 to 3 of the present invention and Comparative Examples 1 to 4 was applied to each part of the subject once a day. A replica of the skin was collected by applying a two-component mixed replica skin cast made by Yamada Co., Ltd. to the back before and after applying the lotion for 4 weeks. By observing the state of the skin after the ultraviolet irradiation and before the application of the lotion and after the application for 4 weeks with a microscope, the state of the wrinkles was determined according to the following criteria.

(Criteria of wrinkle improvement effect)
Significant effect: Remarkable decreasing tendency of deep wrinkles is observed.
Effective: Some wrinkles have a decreasing tendency.
Somewhat effective: Shallow wrinkles tend to decrease.
Ineffective: No decrease in wrinkles is observed, or increase in wrinkles is observed.
(Judgment criteria)
：: 8 or more subjects exhibiting significant efficacy and effectiveness ：: 5 to 7 subjects exhibiting significant efficacy and efficacy △: Percentage of subjects exhibiting significant efficacy and efficacy × = 2 to 4 ×: Table 1 shows the evaluation results when the proportion of the test subjects showing significant effect and effectiveness was 0 to 1 or more.

From these results, when three types of plant extracts of soybean seed extract (soybean isoflavone), grapefruit seed extract, and grape seed extract were blended (Example 1 of the present invention), grapefruit seed extraction was performed together with soybean isoflavone. , Or those containing grape seed extract (Examples 2 and 3 of the present invention) also show excellent inflammation-suppressing effects, collagen synthesis-promoting effects, and wrinkle-improving effects. In the case where no substance is contained (Comparative Example 1) or in the case where only one of these substances is contained (Comparative Examples 2 to 4), sufficient inflammation suppressing effect, collagen synthesis promoting effect, and wrinkle improving effect may not be obtained. Understand.

Lotion mass%
1.3-butylene glycol 8.5
Glycerin 1.5
Soybean seed extract 1.0
Grapefruit seed extract 0.5
Grape seed extract 0.5
Purified Water Residue According to the above-mentioned lotion formulation, each component was stirred and dissolved at room temperature to obtain a lotion of the present invention. The lotion obtained in Example 2 had a high effect of suppressing skin aging caused by ultraviolet rays, further exhibited a collagen improving effect, and was excellent in skin aging improving effect.

Emulsion mass%
(A) Dipropylene glycol 7.0
Glycerin 9.0
Xanthan gum 0.2
Sirovanalpinus seed extract 0.5
Perilla seed extract 0.1
Apple fruit extract 0.1
Purified water residue (B) Jojoba oil 1.5
Cross-linked cross polymer 12.0
Highly polymerized methyl polythyroxane 9.0
Cyclic dimethyl siloxane 5.0
Dimethylsiloxane copolyol crosspolymer 3.0
Meadowfoam oil 1.0
(C) Ascorbyl aminopropyl phosphate 0.1
Potassium hydroxide 0.05
In the above emulsion formulation, the aqueous phase component belonging to (A) and the oil phase component belonging to (B) are each dissolved by heating, the oil phase component is mixed with the aqueous phase component, and emulsified by an emulsifier. After the emulsion was cooled to room temperature, the components belonging to (C) were mixed to obtain an emulsion of the present invention. The emulsion obtained in Example 3 also had a high effect of suppressing skin aging due to ultraviolet rays, further exhibited an effect of improving collagen, and was excellent in an effect of improving skin aging.

Eight female panelers aged 28 to 41 years old evaluated the effect using the lotion of the formulation of Example 2 and the emulsion of the formulation of Example 3. That is, the lotion of the formulation of Example 2 and the emulsion of the formulation of Example 3 were applied once daily to the face of the subject and used continuously for one year. The state of the skin before the start of use and one year after the start of use was evaluated by the following method.
(i) Water content of the stratum corneum Using SKICON-200EX manufactured by IBS, the skin conductance (electrical conductivity) of the cheek of each subject was measured four times before starting the test, and the average value was obtained. The skin conductance of the cheeks of each subject after one year had passed 30 minutes after face washing was measured in the same manner, and the respective average values were determined. When the average value of the skin conductance of eight subjects was determined, it was 219 (μS) before the start of use and 311 (μS) one year later. FIG. 1 shows the results in a graph.
From these results, it was confirmed that the use of the lotion and the emulsion of the present invention for one year increased the water content of the stratum corneum of the cheek.

(ii) Skin Elasticity The skin elasticity of each subject was measured before and after one year from the use of each subject using Courage + Kuzaka's CutoMeter in the same manner as in (i). That is, after sucking the skin of the cheek of each subject, the return rate after 2 seconds was measured twice, and the average value was obtained. The average value of the measurement results of the skin return rates of the eight subjects was 78.9 (%) before the start of use and 82.2 (%) after one year.
From these results, it was confirmed that the use of the lotion and the emulsion of the present invention for one year increased skin elasticity.
The horny layer moisture and elasticity of the skin decrease with aging, but such an increase in the horny layer moisture and elasticity of the skin indicates an improvement in skin function and improves skin aging. The effect can be expected.

皮膚 The anti-aging agent or the improving agent of the present invention has an effect of suppressing skin inflammation due to ultraviolet rays, and also has an effect of maintaining moisture and elasticity of the skin. Therefore, this skin aging inhibitor or improving agent can be blended into a milky lotion or a lotion to be used as a cosmetic.

14 is a graph showing the measurement results of the conductance of the skin of Example 4. 14 is a graph illustrating a measurement result of a skin return rate in Example 4.

Claims (6)

(a) one or more plant extracts containing isoflavones or glycosides thereof, and (b) an extract of plants containing apigenin or glycosides and / or plants containing procyanidins A skin aging preventive or ameliorating agent, comprising one or more plant extracts selected from the group. The skin aging inhibitor or ameliorating agent according to claim 1, wherein the isoflavone or its glycoside is selected from the group consisting of daidzein, genistein, glycitein, soybean, genistin, and glycitin. Extracts of plants containing isoflavones or glycosides thereof are soybean extract, alfalfa leaf extract, red clover flower extract, Pueraria mirifica root extract, and white banana lupine. The agent for preventing or improving skin aging according to claim 1 or 2, wherein the agent is selected from the group consisting of a seed extract. An extract of a plant containing apigenin or its glycoside is selected from the group consisting of an extract of grapefruit seeds, an extract of perilla seeds, and an extract of chamomile flowers. An antiaging agent or an improving agent for skin according to any one of claims 1 to 3. The extract of a plant containing procyanidins is an extract extracted from grape, apple, strawberry, cranberry fruits and / or seeds thereof, characterized in that it is an extract extracted from grape, apple, strawberry, cranberry fruits and / or seeds thereof. Anti-aging or improving agent for skin. (a) one or more plant extracts containing isoflavones or glycosides thereof, and (b) an extract of plants containing apigenin or glycosides and / or plants containing procyanidins Cosmetics containing a skin aging inhibitor or improver containing one or more plant extracts selected from the group.

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