JP2017214349A - Cosmetic and Oral Composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a novel skin external or oral functional material that has excellent biological safety and effectiveness and is composed of natural components.SOLUTION: The present invention provides a skin cosmetic, a hair cosmetic or an oral composition that contains an immature fruit extract containing a pericarp of a plant of Rutaceae, Citrus, as an active ingredient.EFFECT: The extract has antioxidant effects (DPPH radical scavenging effect, SOD-like activity), melanin synthesis inhibitory action, and the like.SELECTED DRAWING: None

Description

  The present invention provides a cosmetic and an oral composition containing a plant extract excellent in biological safety as an active ingredient.

  Skin has internal factors such as inactivation of cell growth / differentiation with age, decreased hormone secretion, quantitative decrease in extracellular matrix components, active oxygen induced by sunlight (ultraviolet rays), air pollutants Chemical substances such as environmental hormones, allergens such as pollen, and external factors such as environmental stress are intertwined in complex ways, resulting in aging, poor physical condition, rough skin, and changes in skin and hair color.

  For example, ultraviolet rays, chemical substances, and allergens, which are external factors, damage living cells, tissues, and cells, alter the components in the cells, or generate active oxygen, thereby causing imperfections in the living body. Causes soundening (inflammation, disease, etc.) and aging phenomenon, and further induces abnormal deposition of melanin pigment in the skin to cause spots, buckwheat, liver spots and the like.

  In order to prevent and maintain the unhealthy and aging of the living body as described above, the use of various active ingredients has been proposed in the past, and cosmetics and oral compositions containing these active ingredients have been put on the market. For example, kojic acid and linoleic acid are known as antioxidants such as vitamin C, vitamin E, and catalase, and substances that suppress the occurrence of pigmentation such as stains, buckwheat, and melasma. It is used.

  However, conventional antioxidants and whitening agents have problems in terms of safety to the skin and the like, and in fact, effectiveness in application to the skin or taking. Therefore, there is a demand for functional materials with improved points.

  In view of the problems of the prior art, the present inventors have conducted intensive research to find new functional materials derived from natural products. As a result, an immature fruit of a plant belonging to the genus Citrus has a antioxidant effect, a moisturizing effect and a whitening effect, a hair quality improving effect and a hair-growth effect, and an excellent composition for external skin use. And found that oral compositions can be provided.

Conventionally, it has been described in Patent Documents 1 to 4, for example, that extracts of mature fruits and pericarp of plants belonging to the genus Citrus are available for cosmetics. Moreover, it was known by patent document 5 that the immature fruit of Satsuma mandarin has a whitening effect and a hair growth effect, for example. However, it has not been known that the immature fruit of a plant belonging to the genus Citrus (except Satsuma mandarin) has an antioxidant effect and a whitening effect, as well as a hair quality improving effect and a hair-growth effect.
JP 08-295621 A JP 2002-356413 A JP2002-068956 JP 2006-089452 JP 2007-153740

The present invention is a skin cosmetic comprising as an active ingredient an extract of an immature fruit of a plant belonging to the genus Citrus mandarin (excluding Wenzhou mandarin).
The present invention is also a hair cosmetic comprising as an active ingredient an extract of an immature fruit of a plant belonging to the genus Citrus mandarin (excluding Satsuma mandarin).
Moreover, this invention is an oral composition which uses the extract of the immature fruit of the plant (except Satsuma mandarin) which belongs to the citrus family Citrus genus as an active ingredient.

  The present invention is a cosmetic comprising, as an active ingredient, an extract of an immature fruit of a plant belonging to the genus Citrus mandarin (excluding Wenzhou mandarin), and according to the present invention, the antioxidant effect and It is possible to provide a cosmetic or oral composition that exhibits a whitening effect, a hair quality improving effect, and a hair growth effect.

Hereinafter, preferred embodiments of the present invention will be described in detail.
In the present invention, examples of plants belonging to the genus Citrus mandarin used in the present invention include, for example, Yuzu (Citrus junos Sieb. Ex Tanaka), Hassaku (Citrus hassaku Hort. Ex Tanaka), grapefruit (Citrus paradisi Macfadyen [Rutaceae])) , Banpeille (Citrus grandis (syn. Citrus maxima), Lemon (Citrus limon Burm.), Iyokan (Citrus iyo Hort. Ex Tanaka), Orange (Citrus sinensis Osbeck), Kavos (Citrus sphaerocarpa Hort. Ex Tanaka :), Zabon ( Citrus grandis Osbeck, Citrus depressa Hayata, Sudachi (Citrus sudachi Hort. Ex Shirai), Daidai (Citrus aurantium L.), Tachibana (Citrus tachibana Tanaka), Navel (Citrus sinensis Osbeck var. Brasiliensis Tanaka) Examples include Citrus hanayu Hort. Ex Shirai, Citrus tamurana Hort. Ex Tanaka, and Ponkan (Citrus reticulata Blanco).

  In the present invention, the immature fruit (including skin and pulp) refers to a product that is suitable for edible pre-ripening period and preferably contains more flavonoids such as hesperidin and naringin than that of the mature stage. For example, in the cultivation of the fruit of the mandarin genus plant, it is possible to use a fruit that is thinned out before the harvest period.

  The plant extract is prepared by subjecting the site of use (immature fruit) to an extraction solvent by an appropriate means such as a dipping method or a countercurrent extraction method after pre-washing, pulverizing, drying, etc. as necessary. This can be done by contacting. Further, a supercritical extraction method or a steam distillation method may be used. Moreover, you may use the mixture of any 2 or more of the extract of each plant, a steam distillate, and an essential oil. In the present invention, it is also possible to use a juice of immature fruit. In such a case, the pre-washed immature fruit can be used as it is or after being crushed, and then subjected to a squeezing process with a squeezing machine or the like, and the juice obtained by the process can be used.

  As an extraction solvent, water; lower alcohols such as methanol, ethanol and propanol; polyhydric alcohols such as ethylene glycol, 1,3-butylene glycol, 1,3-propanediol and glycerin; ethyl acetate, butyl acetate and propion Esters such as methyl acid; Ketones such as acetone and methyl ethyl ketone; Ethers such as ethyl ether and isopropyl ether; Hydrocarbon solvents such as n-hexane, toluene and chloroform, and the like. A mixture of the above is used.

  Among these extraction solvents, the effectiveness of the obtained extract, and also from the viewpoint of skin irritation, and also from the viewpoint that it can be widely applied to cosmetics and the like, in the present invention, water, lower Hydrophilic solvents such as alcohols or polyhydric alcohols are preferred. Preferable examples when using this hydrophilic solvent include, for example, water, lower alcohols (for example, ethanol), or polyhydric alcohols (for example, 1,3-butylene glycol, 1,3-propanediol, glycerin). Use alone or a mixed solvent of water and lower alcohols (especially ethanol), or a mixed solvent of water and polyhydric alcohols (for example, 1,3-butylene glycol, 1,3-propanediol, glycerin) Among them, use of water or a polyhydric alcohol alone, or a mixed solvent of water and 1,3-butylene glycol or 1,3-propanediol is particularly preferable.

  When using a mixed solvent, the mixing ratio is, for example, a mixed solvent of water and 1,3-butylene glycol or 1,3-propanediol. In the case of a mixed solvent of ethanol and ethanol, it is preferably in the range of 1:10 to 25: 1, and in the case of a mixed solvent of water and glycerin, the range is 1: 1 to 20: 1.

  The weight ratio of each plant part to the extraction solvent is preferably in the range of 1: 1 to 1:80, more preferably in the range of 1: 5 to 1:50.

  In preparing the extract, the pH is not particularly limited, but it is generally preferably in the range of 3-9. In this sense, if necessary, the extraction solvent is blended with an alkaline adjusting agent such as sodium hydroxide, sodium carbonate or potassium hydroxide, or an acidic adjusting agent such as citric acid, hydrochloric acid, phosphoric acid or sulfuric acid. You may adjust so that it may become pH of.

  Extraction conditions such as extraction temperature and extraction time vary depending on the type and pH of the solvent used. For example, water or alcohols (polyhydric alcohol, lower alcohol, etc.), or a mixture of water and alcohols is used as a solvent. In some cases, the extraction temperature is generally in the range of 0 ° C. to 90 ° C., and the extraction time is generally in the range of 0.5 hour to 7 days.

  In addition, each extract is adsorbed with a synthetic adsorbent such as activated carbon treatment or non-ion exchange resin for the purpose of improving stability or removing unwanted impurities as a component of cosmetics or oral compositions. Processing may be performed. Furthermore, for the purpose of concentrating each extract or a component contained in the extract, a concentration treatment with a synthetic adsorbent such as an activated carbon treatment or an ion exchange resin may be performed.

  Activated carbon is not only plant materials such as pine trees, bamboo, coconut shells, walnut shells, etc., but also carbonaceous, petroleum, etc. as raw materials, and high temperature carbonization using gas such as water vapor, carbon dioxide, air etc. as those raw materials Any of activated carbon obtained by applying a physical method such as a chemical method or a chemical method such as zinc chloride and then heating and heating to a porous chemical method may be used.

  Examples of the ion exchange resin include a cation exchange resin or an anion exchange resin. For example, a strong acid cation exchange resin, a weak acid cation exchange resin, and the like are strong basic anion exchange resins, weak basic anions. Exchange resin etc. are mentioned. As the treatment method, the extract solution may be in contact with the ion exchange resin. For example, the ion exchange resin is put into the extract solution and stirred, and the obtained non-adsorbed fraction is used. An example is a method in which an extract or an aqueous solution of an extract is passed through a column packed with a resin and the resulting non-adsorbed fraction is used.

  Moreover, you may perform a hydrolysis process to an extraction site | part as needed prior to the extraction process of this invention, or in parallel with an extraction process. This may improve the storage stability of the extract.

  When the enzyme is hydrolyzed to the extract, examples of the enzyme include proteolytic enzymes such as actinase, papain, and pepsin, amylolytic enzymes such as glucoamylase, α-amylase, and β-amylase, cellulase, hemicellulase, and pectinase. One or two or more selected from the enzyme group of any one of fibrinolytic enzymes and lipolytic enzymes such as lipase may be used, but one or more selected from each of these enzyme groups It is more preferable to use a combination of these enzymes.

  The amount of the enzyme added is preferably in the range of 0.001 to 50% by weight based on the solid content of the immature fruit.

  The extract prepared as described above may generally be adjusted to a pH of 3 to 9 and used as it is, or may be used as a desired concentration by vacuum concentration or the like. In addition, the extract may be dried by a conventional method such as spray drying.

  In addition, the extract prepared as described above may be stored after refrigeration for a certain period of time in order to enhance storage stability and the like, and then the supernatant may be used.

  Cosmetics (including quasi-drugs) containing the extract according to the present invention include, for example, emulsion, cream, lotion, essence, pack, lipstick, foundation, liquid foundation, makeup press powder, cheek red, white powder, Facial cleansers, slimming agents, body shampoos, hair shampoos, soaps, and the like are also included, and hair restorers and further bath agents and the like are included, but of course not limited thereto. Oral compositions include beverages such as beauty drinks, nutrition drinks, sports drinks, near water, vitamin drinks, mineral drinks, alcoholic drinks; various soups (including powdered soups), dairy products, jelly, candy, tablets Foods such as confectionery and gums; can be formulated into tablets, liquids, granules or jelly-like health foods and beverages, etc., but the present invention is not limited to this, and can be incorporated into foods and drinks that can be taken orally Can do.

  The blending amount of the extract of the present invention in cosmetics is generally 0.0002 to 1.0% by weight (solid content% by weight, the same shall apply hereinafter) in the case of basic cosmetics, preferably 0 as the solid content of the extract. In the case of makeup cosmetics, generally in the range of 0.0002 to 1.0% by weight, preferably in the range of 0.002 to 0.2% by weight. The case is generally in the range of 0.0002 to 10.0% by weight, preferably 0.002 to 7.0% by weight. In the case of hair cosmetics, the solid content of the extract is generally 0.0001 to 5.0% by weight, preferably 0.001 to 3.0% by weight. Moreover, the compounding quantity of the extract of this invention in an oral composition has the preferable range of 0.01-15 weight% as solid content of an extract.

  For cosmetics, in addition to extracts that are essential ingredients, ingredients usually used in cosmetics and oral compositions such as oily ingredients, surfactants (synthetic and natural products), moisturizers, thickeners, An antiseptic / bactericidal agent, a powder component, an ultraviolet absorber, an antioxidant, a pigment, a fragrance and the like can be appropriately blended as necessary. Moreover, as long as the effectiveness and characteristics of the extract are not impaired, there may be no combination of other physiologically active ingredients.

  Here, as the oil component, for example, lotus oil, olive oil, jojoba oil, castor oil, soybean oil, rice oil, rice bran oil, rice germ oil, palm oil, chamomile oil, palm oil, cacao oil, meadow foam oil, rose Oils derived from plants such as hip oil, lambender oil, sheer butter, tea tree oil, avocado oil, macadamia nut oil, plant-derived squalane; oils derived from animals such as mink oil and turtle oil; beeswax, carnauba wax, rice wax , Waxes such as lanolin; hydrocarbons such as liquid paraffin, petrolatum, paraffin wax, squalane; fatty acids such as myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, eicosenoic acid; lauryl alcohol, cetanol, stearyl Higher alcohols such as alcohol; isopropyl myristate , Isopropyl palmitate, butyl oleate, 2-ethylhexyl glycerides, synthetic esters and synthetic triglycerides such as higher fatty acid octyldodecyl (octyl stearate dodecyl and the like), and the like.

  Examples of the surfactant include polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene Nonionic surfactants such as oxyethylene sorbitol fatty acid esters; fatty acid salts, alkyl sulfates, alkylbenzene sulfonates, polyoxyethylene alkyl ether sulfates, polyoxyethylene fatty amine sulfates, polyoxyethylene alkyl phenyl ether sulfates, Anions such as polyoxyethylene alkyl ether phosphates, α-sulfonated fatty acid alkyl ester salts, polyoxyethylene alkyl phenyl ether phosphates Surfactant; quaternary ammonium salt, primary to tertiary fatty amine salt, trialkylbenzylammonium salt, alkylpyridinium salt, 2-alkyl-1-alkyl-1-hydroxyethylimidazolinium salt, N, Cationic surfactants such as N-dialkylmorphonium salts and polyethylene polyamine fatty acid amide salts; N, N-dimethyl-N-alkyl-N-carboxymethylammoniobetaine, N, N, N-trialkyl-N-alkylene Amphoteric surfactants such as ammoniocarboxybetaine and N-acylamidopropyl-N ′, N′-dimethyl-N′-β-hydroxypropylammoniosulfobetaine can be used.

  Examples of emulsifiers or emulsifiers include stevia derivatives such as enzyme-treated stevia, saponins or derivatives thereof, casein or salts thereof (sodium, etc.), sugar-protein complexes, sucrose or esters thereof, lactose, soybean-derived water-soluble Polysaccharides, soy-derived protein and polysaccharide complex, lanolin or derivatives thereof, cholesterol, stevia derivatives (stevia enzyme-treated products, etc.), silicates (aluminum, magnesium, etc.), carbonates (calcium, sodium, etc.), saponins and their Derivatives, lecithin and derivatives thereof (hydrogenated lecithin, etc.), lactic acid bacteria fermented rice, lactic acid bacteria fermented rice, lactic acid bacteria fermented cereals (wheat, legumes, millet, etc.) and the like can also be blended.

  Examples of the humectant include glycerin, propylene glycol, dipropylene glycol, 1,3-butylene glycol, polyethylene glycol, sorbitol, xylitol, sodium pyrrolidone carboxylate, and sugars such as trehalose, mucopolysaccharides (for example, hyaluron). Acid and derivatives thereof, chondroitin and derivatives thereof, heparin and derivatives thereof, elastin and derivatives thereof, collagen and derivatives thereof, NMF related substances, lactic acid, urea, higher fatty acid octyldodecyl, seaweed extract, silane root (white and white) Examples include extracts, various amino acids, and derivatives thereof.

  Examples of the thickener include brown algae such as alginic acid, agar, carrageenan and fucoidan, green algae or red algae-derived components; silane root (white) extract; pectin, locust bean gum, aloe polysaccharides, alkaligenes-producing polysaccharides, etc. Polysaccharides; gums such as xanthan gum, tragacanth gum and guar gum; cellulose derivatives such as carboxymethylcellulose and hydroxyethylcellulose; synthetic polymers such as polyvinyl alcohol, polyvinylpyrrolidone, carboxyvinyl polymer and acrylic acid / methacrylic acid copolymer; hyaluronic acid And its derivatives; polyglutamic acid and its derivatives.

  Examples of the antiseptic / bactericidal agent include urea; paraoxybenzoates such as methyl paraoxybenzoate, ethyl paraoxybenzoate, propyl paraoxybenzoate, and butyl paraoxybenzoate; phenoxyethanol, dichlorophene, hexachlorophene, chlorhexidine hydrochloride, benzaza chloride Plants such as Luconium, Salicylic acid, Ethanol, Undecylenic acid, Phenols, Jamal (Imidazodenyl urea), Polyphosphoric acid, Propanediol, 1,2-Pentanediol, Various essential oils, Bark distillate, Radish fermentation liquor, Sugar cane Origin of ethanol or 1,3-butylene glycol.

  Examples of powder components include sericite, titanium oxide, talc, kaolin, bentonite, zinc oxide, magnesium carbonate, magnesium oxide, zirconium oxide, barium sulfate, silicic anhydride, mica, nylon powder, polyethylene powder, silk powder, and cellulose. System powder, cereal (rice, wheat, corn, millet, etc.) powder, legume (soybean, red bean, etc.) powder, and the like.

  Examples of the ultraviolet absorber include ethyl paraaminobenzoate, ethylhexyl paradimethylaminobenzoate, amyl salicylate and derivatives thereof, 2-ethylhexyl paramethoxycinnamate, octyl cinnamate, oxybenzone, 2,4-dihydroxybenzophenone, 2-hydroxy-4 -Methoxybenzophenone-5-sulfonate, 4-tertiarybutyl-4-methoxybenzoylmethane, 2- (2-hydroxy-5-methylphenyl) benzotriazole, urocanic acid, ethyl urocanate, aloe extract, etc. .

  Antioxidants include, for example, butylhydroxyanisole, butylhydroxytoluene, propyl gallate, murasakixibub extract, silane root extract, peony extract, vitamin E and its derivatives (eg, vitamin E nicotinate, vitamin E linoleate, etc. ) Etc.

  Examples of whitening agents include t-cycloamino acid derivatives, kojic acid and derivatives thereof, ascorbic acid and derivatives thereof, hydroquinone or derivatives thereof, ellagic acid and derivatives thereof, nicotinic acid and derivatives thereof, resorcinol derivatives, tranexamic acid and derivatives thereof, 4 -Methoxysalicylic acid potassium salt, magnolignan (5,5'-dipropyl-biphenyl-2,2'-diol), hydroxybenzoic acid and its derivatives, vitamin E and its derivatives, α-hydroxy acid, AMP (adenosine monophosphate) , Adenosine monophosphate), and these may be blended singly or in combination.

  Examples of the kojic acid derivative include kojic acid esters such as kojic acid monobutyrate, kojic acid monocaprate, kojic acid monopalmitate, kojic acid dibutyrate, kojic acid ethers, kojic acid sugar derivatives such as kojic acid glucoside, etc. However, as the ascorbic acid derivatives, for example, L-ascorbic acid-2-phosphate sodium, L-ascorbic acid-2-phosphate magnesium, L-ascorbic acid-2-sulfate sodium, L-ascorbic acid-2 -Ascorbic acid ester salts such as magnesium sulfate, L-ascorbic acid-2-glucoside, L-ascorbic acid-5-glucoside, ascorbyltocopherylmaleic acid, ascorbyltocopherylphosphate K, myristyl 3-glyceryl ascorbic acid, Ascorbic acid sugar derivatives such as prillyl 2-glyceryl ascorbic acid, 6-position acylated products of these ascorbic acid sugar derivatives (acyl groups are hexanoyl group, octanoyl group, decanoyl group, etc.), L-ascorbic acid tetraisopalmitate, L -L-ascorbic acid tetrafatty acid esters such as ascorbyl tetralaurate, 3-O-ethylascorbic acid, L-ascorbic acid-2-phosphate-6-O-palmitate sodium, glyceryl ascorbic acid or acyl thereof Derivatives, ascorbyl glycerin derivatives such as bisglyceryl ascorbic acid, aminopropyl phosphate L-ascorbate, hyaluronic acid derivatives of L-ascorbic acid, 3-OD lactose-L-ascorbic acid, isostearyl ascorbyl Examples of hydroquinone derivatives include arbutin (hydroquinone-β-D-glucopyranoside) and α-arbutin (hydroquinone-α-D-glucopyranoside), and tranexamic acid derivatives include tranexamic acid esters (for example, tranexam). Acid lauryl ester, tranexamic acid hexadecyl ester, tranexamic acid cetyl ester or a salt thereof), amides of tranexamic acid (for example, tranexamic acid methylamide) and the like. Examples of resorcinol derivatives include 4-n-butylresorcinol, Examples of 2,5-dihydroxybenzoic acid derivatives such as 4-isoamylresorcinol include 2,5-diacetoxybenzoic acid, 2-acetoxy-5-hydroxybenzoic acid, and 2-hydroxy-5-propionyloxy. Cibenzoic acid and the like, nicotinic acid derivatives include, for example, nicotinic acid amide and benzyl nicotinate, and α-hydroxy acids include lactic acid, malic acid, succinic acid, citric acid, α-hydroxyoctanoic acid, and the like. .

  Examples of the physiologically active component include placenta extract, Sakuhakuhi extract, Yukinoshita extract, perilla extract, rice bran extract or hydrolyzate thereof, white coconut extract or hydrolyzate thereof, fermented white coconut, peony Extract or hydrolyzate thereof, lactic acid bacteria fermented rice, murasakixikib extract, lotus seed extract or hydrolyzate thereof, lotus seed fermented product, party extract or hydrolyzate thereof, pearl hydrolyzate, pearl seed fermented product, Royal jelly fermented product, sake lees extract or ceramide contained therein, sake lees fermented product, Pandanus amaryllifolius Roxb. Extract, Arcangelicia flava Merrilli extract, chamomile extract, etc. It is done. Also, coral grass extract, rice leaf extract or hydrolyzate thereof, eggplant (lotus, long eggplant, Kamo eggplant, rice eggplant etc.) extract or hydrolyzate thereof, apricot fruit extract, catamen giraffe, etc. Seaweed extract of sea urchin, extract of marine flowering plant such as sea cucumber, fermented soymilk, jellyfish water, rice extract or hydrolyzate thereof, rice fermented extract, germinated rice extract or hydrolyzate thereof, germinated rice fermented Products, black bean extract or hydrolyzate thereof, damask rose flower extract, bamboo shoot peel extract, linoleic acid and its derivatives or processed products (eg liposomal linoleic acid, etc.), animal or fish collagen and Derivatives thereof, elastin and derivatives thereof, glycyrrhizic acid and derivatives thereof (dipotassium salts, etc.), t-cycloamino acid derivatives, vitamin A and derivatives thereof, allantoin, diisopropyl Pyramine dichloroacetate, γ-amino-β-hydroxybutyric acid, gentian extract, licorice extract, carrot extract, ginseng extract or fermented product thereof, red ginseng extract, beetroot extract, loofah extract, anaasa extract , Peach extract, peach extract, kiwi extract, sunflower extract, Zizyphus joazeiro extract, paudarco bark extract, dairy lily extract or ferment, hibiscus flower extract or ferment, hagoromogusa Extract, Cherimoya extract, Mango extract, Mangosteen extract, Funori extract, Oolong tea extract, Benifu extract, Silane extract, Extract of yam peel or seed coat or hydrolysate, Safflower flower extract, Casablanca Extract, sweet potato extract or fermented product thereof, guava leaf extract, dokudami extract, aloe extract , Fig flower extract, apple extract, there is a white asparagus extract or the like.

  Next, the present invention will be described more specifically with reference to production examples, formulation examples, and test examples, but the present invention is not limited thereto. In the following, all parts are parts by weight, and all percentages are% by weight.

Production Example 1 Preparation of yuzu extract (1)
After adding 200 g of 1,3-butylene glycol to 40 g of a pulverized product obtained by drying and crushing an immature fruit of a citron, extraction was performed at 80 ° C. for 3 hours. After extraction, it was filtered to obtain 168 g of a yellowish brown transparent extract solution (solid content concentration 1.67%).

Production Example 2 Preparation of yuzu extract (2)
A mixed solvent of 1,3-propanediol (mixing ratio of purified water and 1,3-propanediol is 7: 3) is mixed with 30 g of pulverized product obtained by drying and pulverizing immature fruit of Yuzu. After the addition, extraction was performed at 40 ° C. for 4 hours. After extraction, the mixture was filtered to obtain 283 g of a yellowish brown transparent extract solution (solid content concentration 2.01%).

Production Example 3 Preparation of Hassaku extract (1)
After adding 200 g of 1,3-butylene glycol to 40 g of the pulverized product obtained by pulverizing the immature fruit of Hassaku, extraction was performed at 80 ° C. for 3 hours. After extraction, 153 g of a yellowish brown transparent extract solution was obtained (solid content concentration 5.77%).

Production Example 4 Preparation of Hassaku extract (2)
450 g of 1,3-propanediol was added to 300 g of the pulverized product obtained by pulverizing the immature fruit of Hassaku, and then extracted at 40 ° C. for 4 hours. After extraction, it was filtered to obtain 162 g of a yellowish brown transparent extract solution (solid content concentration 5.15%).

Production Example 5 Preparation of grapefruit extract (1)
450 g of 1,3-butylene glycol was added to 300 g of a pulverized product obtained by pulverizing an immature fruit of grapefruit, followed by extraction at 80 ° C. for 2 hours. After extraction, 544 g of a yellowish brown transparent extract solution was obtained (solid concentration 3.77%).

Production Example 6 Preparation of grapefruit extract (2)
450 g of 1,3-propanediol was added to 300 g of a pulverized product obtained by pulverizing an immature fruit of grapefruit, followed by extraction at 80 ° C. for 2 hours. After extraction, filtration was performed to obtain 532 g of a yellowish brown transparent extract solution (solid content concentration 3.52%).

Production Example 7 Preparation of Banpeille extract (1)
The immature fruit of Bampeiille was dried and pulverized, and 300 g of 1,3-butylene glycol was added to 30 g of the pulverized product, followed by stirring and extraction at 80 ° C. for 3 hours. After extraction, it was filtered to obtain 217 g of a yellowish brown transparent extract solution (solid content concentration: 2.45%).

Production Example 8 Preparation of Banpeille extract (2)
The immature fruit of Bampeiille was dried and pulverized, and 500 g of 1,3-propanediol was added to 50 g of the pulverized product, followed by stirring and extraction at 80 ° C. for 2 hours. Extraction was performed at 80 ° C. for 2 hours. After extraction, it was filtered to obtain 478 g of a yellowish brown transparent extract solution (solid content concentration 2.77%).

Formulation Example 1 Lotion [Ingredients] part Jojoba oil 1.0
Polyoxyethylene (5.5) cetyl alcohol 5.0
Butylparaben 0.1
Extract of Production Example 1 5.0
Glycerin 5.0
1,3-butylene glycol 5.0
Potassium hydroxide appropriate amount Purified water Amount to make 100 parts in total Perfume Appropriate amount

Formulation Example 2 Lotion Toner lotion was obtained in the same manner as in Formulation Example 1, except that 5.0 parts of the extract of Production Example 2 was used instead of the extract of Production Example 1 contained in Formulation Example 1.

Formulation Example 3 Lotion Toner lotion was obtained in the same manner as in Formulation Example 1, except that 5.0 parts of the extract of Production Example 3 was used instead of the extract of Production Example 1 contained in Formulation Example 1.

Formulation Example 4 Lotion Toner lotion was obtained in the same manner as in Formulation Example 1, except that 5.0 parts of the extract of Production Example 4 was used instead of the extract of Production Example 1 contained in Formulation Example 1.

Formulation Example 5 Lotion Toner lotion was obtained in the same manner as in Formulation Example 1, except that 5.0 parts of the extract of Production Example 5 was used instead of the extract of Production Example 1 contained in Formulation Example 1.

Formulation Example 6 Lotion Toner lotion was obtained in the same manner as in Formulation Example 1, except that 5.0 parts of the extract of Production Example 6 was used instead of the extract of Production Example 1 contained in Formulation Example 1.

Formulation Example 7 Lotion Toner lotion was obtained in the same manner as in Formulation Example 1, except that 5.0 parts of the extract of Production Example 7 was used instead of the extract of Production Example 1 contained in Formulation Example 1.

Formulation Example 8 Lotion Toner lotion was obtained in the same manner as in Formulation Example 1, except that 5.0 parts of the extract of Production Example 8 was used instead of the extract of Production Example 1 contained in Formulation Example 1.

Formulation Example 9 Emulsion [Ingredients] part Liquid paraffin 6.0
Hexalan 4.0
Jojoba oil 1.0
Lotus essential oil 0.025
Polyoxyethylene (20) sorbitan monostearate 1.0
Lipophilic glyceryl stearate 1.0
Hydrogenated soybean lecithin 1.5
Extract of Production Example 1 3.0
L-ascorbic acid-2-glucoside 2.0
Potassium hydroxide 0.5
Glycerin 3.0
1,3-butylene glycol 2.0
Carboxymethylcellulose 0.3
Sodium hyaluronate 0.01
Water-soluble collagen 0.1
Purified water Total amount of 100 parts Perfume Appropriate amount

Formulation Example 10 Lotion Toner lotion was obtained in the same manner as in Formulation Example 9, except that 5.0 parts of the extract of Production Example 2 was used instead of the extract of Production Example 1 contained in Formulation Example 9.

Formulation Example 11 Lotion Toner lotion was obtained in the same manner as in Formulation Example 9, except that 5.0 parts of the extract of Production Example 3 was used instead of the extract of Production Example 1 contained in Formulation Example 9.

Formulation Example 12. Lotion Toner lotion was obtained in the same manner as in Formulation Example 9, except that 5.0 parts of the extract of Production Example 4 was used instead of the extract of Production Example 1 contained in Formulation Example 9.

Formulation Example 13 Lotion Toner lotion was obtained in the same manner as in Formulation Example 9, except that 5.0 parts of the extract of Production Example 5 was used instead of the extract of Production Example 1 contained in Formulation Example 9.

Formulation Example 14. Lotion Toner lotion was obtained in the same manner as in Formulation Example 9, except that 5.0 parts of the extract of Production Example 6 was used instead of the extract of Production Example 1 contained in Formulation Example 9.

Formulation Example 15. Lotion Toner lotion was obtained in the same manner as in Formulation Example 9, except that 5.0 parts of the extract of Production Example 7 was used instead of the extract of Production Example 1 contained in Formulation Example 9.

Formulation Example 16. Lotion Toner lotion was obtained in the same manner as in Formulation Example 9, except that 5.0 parts of the extract of Production Example 8 was used instead of the extract of Production Example 1 contained in Formulation Example 9.

Formulation Example 17. Emulsion In the ingredients of Formulation Example 9, the emulsion was prepared in the same manner as Formulation Example 9, except that 2.0 parts of tranexamic acid was used instead of 2.0 parts of L-ascorbic acid-2-glucoside and 0.5 parts of potassium hydroxide. Obtained.

Formulation Example 18. Emulsion In the ingredients of Formulation Example 9, an emulsion was obtained in the same manner as Formulation Example 9 except that 3.0 parts of arbutin was used instead of 2.0 parts of L-ascorbic acid-2-glucoside and 0.5 parts of potassium hydroxide. It was.

Formulation Example 19. Emulsion In the same manner as in Formulation Example 9, except that 2.0 parts of L-ascorbic acid-2-glucoside and 0.5 parts of potassium hydroxide are used instead of 2.0 parts of L-ascorbic acid-2-glucoside Got.

Formulation Example 20. Emulsion In the ingredients of Formulation Example 9, with the exception of using 2.0 parts of L-ascorbic acid-2-glucoside and 0.5 parts of potassium hydroxide, a hydrolyzate of rice bran extract and Formulation Example 9 An emulsion was obtained in the same manner.

Formulation Example 21. Emulsion [Ingredients] part squalane 3.0
Behenyl alcohol 3.0
Hexalan 4.0
Jojoba oil 1.0
Polyoxyethylene (20) sorbitan monostearate 1.0
Glycerin fatty acid ester 1.0
Soy lecithin 1.5
Extract of Production Example 5 5.0
L-ascorbic acid-2-glucoside 2.0
Potassium hydroxide 0.5
Dipotassium glycyrrhizinate 1.0
Glycerin 3.0
1,3-butylene glycol 2.0
Water-soluble collagen 0.1
Sodium hyaluronate 0.01
Amount of purified water totaling 100 parts

Formulation Example 22. Emulsion An emulsion was obtained in the same manner as in Formulation Example 21, except that 1.0 part of tranexamic acid was used instead of 1.0 part of dipotassium glycyrrhizinate in the ingredients of Formulation Example 21.

Formulation Example 23. Lotion [Ingredient] part Extract of Production Example 7 10.0
Ethanol 10.0
Glycerin 3.0
1,3-butylene glycol 2.0
Methylparaben 0.2
Citric acid 0.1
Sodium citrate 0.3
Carboxyvinyl polymer 0.1
Xanthan gum 0.1
Guar gum 0.1
Perfume Appropriate amount Potassium hydroxide Appropriate amount Purified water Amount to make 100 parts in total

Formulation Example 24. Essence [Ingredients] part Ethanol 2.0
Glycerin 5.0
1,3-butylene glycol 5.0
Methylparaben 0.1
Hyaluronic acid 0.1
Hydrolyzed hyaluronic acid solution 0.1
Extract of Production Example 1 5.0
Citric acid 0.3
Sodium citrate 0.6
Amount of purified water totaling 100 parts

Example 25. Liquid foundation [ingredient] part Stearic acid 2.4
Propylene glycol monostearate 2.0
Cetostearyl alcohol 0.2
Liquid lanolin 2.0
Liquid paraffin 3.0
Isopropyl myristate 8.5
Propylparaben 0.05
Extract of Production Example 3 5.0
Sodium carboxymethylcellulose 0.2
Bentonite 0.5
Propylene glycol 4.0
Triethanolamine 1.1
Methylparaben 0.1
Purified water Amount to be 100 parts Titanium oxide 8.0
Talc 4.0
Coloring pigment appropriate amount

Formulation Example 26. Body shampoo [ingredient] part N-lauroylmethylalanine sodium 25.0
Palm oil fatty acid potassium liquid (40%) 26.0
Palm oil fatty acid diethanolamide 3.0
Methylparaben 0.1
Extract of Production Example 5 5.0
1,3-butylene glycol 2.0
Amount of purified water totaling 100 parts

Formulation Example 27. Hair shampoo [ingredient] part N-coconut oil fatty acid methyl taurine sodium 10.0
Polyoxyethylene (3) sodium alkyl ether sulfate 20.0
Lauryldimethylaminoacetic acid betaine 10.0
Palm oil fatty acid diethanolamide 4.0
Methylparaben 0.1
Citric acid 0.1
Extract of Production Example 6 2.0
1,3-butylene glycol 2.0
Amount of purified water totaling 100 parts

Example 28. Hair conditioner [ingredient] part polyoxyethylene (10) hydrogenated castor oil 1.0
Distearyldimethylammonium chloride 1.5
Stearyltrimethylammonium chloride 2.0
Glyceryl 2-ethylhexanoate 1.0
Cetanol 3.2
Stearyl alcohol 1.0
Methylparaben 0.1
Extract of Production Example 7 2.0
1,3-butylene glycol 5.0
Amount of purified water totaling 100 parts

Formulation Example 29. Hair growth cosmetics [ingredients] Part Dipotassium glycyrrhizinate 0.1
Mononitroguaiacol sodium 0.02
Pyridoxine hydrochloride 0.03
l-Menthol 0.8
Japanese cypress raft root extract 0.3
Brown algae extract 0.3
Panax ginseng extract 0.3
Assembly extract 2.0
Extract of Production Example 1 3.5
Trimethylglycine 0.5
Lactic acid 0.2
1,3-butylene glycol 10.0
Phenoxyethanol 0.2
Polyoxyethylene hydrogenated castor oil 0.4
L-arginine appropriate amount ethanol 20.0
Amount of purified water totaling 100 parts

Test Example 1 DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging action evaluation test 2.4 parts of DPPH was dissolved in 20 parts of ethanol, and 20 parts of purified water was added thereto to prepare a DPPH solution. To 24 parts of this DPPH solution, 19.2 parts of 18 v / v% ethanol solution and 4.8 parts of 2M acetic acid-sodium acetate buffer (pH 5.5) were added to prepare a DPPH-added solution. In addition, in order to subtract the effect of the color of the extract itself on the test, a 50 v / v% ethanol solution was used instead of the DPPH solution, and a solution obtained by mixing an 18 v / v% ethanol solution and a 2M acetic acid-sodium acetate buffer solution was used. A control solution was used. Next, each extract solution of Production Examples 1 to 8 was diluted with purified water to prepare a sample solution. Here, as the sample solution, those having two concentrations prepared so that the final concentration (concentration as a solution) of each extract solution with respect to the total amount was 1.0% and 2.0%, respectively, were used. . The sample solution and DPPH added solution or control solution were mixed at a ratio of 1: 3, allowed to stand at room temperature for 10 minutes, and the absorbance at 550 nm when each test solution was mixed with DPPH added solution. The difference in absorbance at 550 nm when this was mixed with the control solution was measured to confirm the residual amount of DPPH radicals. At the same time, instead of the extract solution of Production Example 1 as a control, the same operation as described above was performed using a 50% 1,3-butylene glycol aqueous solution, and each sample was added to the DPPH radical residual rate obtained here. The relative value of the DPPH radical residual rate was determined. Moreover, in order to confirm whether the test system is functioning normally, the same test was also performed when water-soluble vitamin E (final concentration 25 μM) was added as a positive control instead of the sample solution.

[Table 1]

  As shown in Table 1, it was recognized that the extract according to the present invention has a remarkable DPPH radical scavenging action in a concentration-dependent manner. Since water-soluble vitamin E, which is a positive control, showed the same effect, it was confirmed that this test system was performed normally.

Test Example 2 SOD-like activity evaluation test 0.1M mL of 1M Tris-HCl buffer solution, 0.30 mL of 1 mM ethylenediaminetetraacetic acid / disodium salt solution, 0.30 mL of 1 mM xanthine solution, 0.20 mL of 0.75 mM nitrobull-tetrazolium solution, Production Example 1 A test solution was prepared by mixing 0.10 mL of each 8 extract solution and 1.90 mL of purified water. Here, in the test solution, a mixture having the same composition as the above test solution except that 0.10 mL of 50% 1,3-butylene glycol was used instead of 0.10 mL of each of the extract solutions in Production Examples 1 to 8. A liquid (control) was prepared. Here, as the sample solution, one prepared so that the final concentration (concentration as a solution) of each extract solution with respect to the total amount thereof was 1.0% was used. In addition, a mixed solution (positive control) having the same composition as the above test solution was prepared except that 0.10 mL of a 0.875 Unit / mL superoxide dismutase solution was used instead of 0.10 mL of each extract in the test solution. After incubating the above test solution or the sample-free mixed solution at 37 ° C., respectively, 0.05 mL of 1 Unit / mL xanthine oxidase solution was added thereto, and after a certain period of time (5 minutes), each test solution at 570 nm Absorbance (an index of the amount of superoxide anion in the test solution) was measured. As a result, the absorbance of each test solution or the mixture of the positive control (superoxide dismutase [SOD]) when the absorbance of the control mixture was taken as 100% was expressed in%.

[Table 2]

  As shown in Table 2, the extract according to the present invention was found to have a markedly superior SOD-like activity. Moreover, since the same effect | action was recognized also by SOD which is a positive control, it was also confirmed that this test system was performed normally.

Test Example 3 Evaluation of sodium-dependent vitamin C transporter synthesis promotion In this test example, the synthesis ability of vitamin C transporter (SVTC1) present in the cell membrane and involved in the incorporation of vitamin C into cells was evaluated.
Normal human epidermal melanocytes were prepared at 1 × 10 ⁵ cells / mL with DermaLife (registered trademark) “Kurabo Co., Ltd.” containing a growth additive, seeded at 100 μL each in a 96-well microplate, and saturated with 5% carbon dioxide gas. Culturing was performed at 37 ° C. under water vapor. After 24 hours, a culture solution containing the extract according to Production Examples 1 to 8 of the present invention as a sample solution was added and further cultured. Here, the sample solution was prepared so that the final concentration as a solution with respect to the culture solution would be 0.5% and 1.0%. As a control, a control group was set in which a culture solution containing PBS (-) was added instead of the sample solution. In addition, PBS (-) was prepared so that it might become 1.0% of final concentration with respect to the culture solution as a solution similarly to a sample solution. After 48 hours, the culture supernatant was removed, and PBS (-) was added by 200 μL each, and then 50 μL of 10% trichloroacetic acid (Wako Pure Chemical Industries, Ltd.) was added and incubated for 30 minutes at low temperature. Thereafter, the supernatant was removed. The plate was washed with 100 μL of PBS (−), 50 μL of PBS (−) containing 0.2% Triton-X was added, and incubated at room temperature for 1 hour. After removing the supernatant, 50 μL of PBS (−) containing 8% bovine serum albumin (SIGMA) was added and incubated at room temperature for 2 hours. The supernatant was removed, washed with 100 μL of 0.2% Triton-X-containing PBS (−), 50 μL of anti-SVCT mouse monoclonal antibody (Santa Cruz) was added and incubated at cold temperature for 24 hours. The supernatant was removed, and washing was repeated 3 times using 100 μL of 0.2% Triton-X-containing PBS (−). 50 μL of Alexa Fluor 488 anti-mouse secondary antibody (Life Technologies) was added and incubated at room temperature for 2 hours in the dark. The supernatant was removed, and washing was repeated 3 times with 100 μL of 0.2% Triton-X-containing PBS (−), 100 μL of PBS (−) was added, and Ex485 using a fluorescent plate reader (Dainippon Pharmaceutical Co., Ltd.). The fluorescence intensity at / Em520 was measured. The relative value of the fluorescence intensity with respect to the measured value of the control group was defined as the SVCT1 synthesis rate (%).

The results of Test Example 3 are shown in Table 3.
[Table 3]

  As shown in Table 3, the extract according to the present invention was confirmed to have an excellent effect of promoting the synthesis of vitamin C transporter (SVTC1) in a concentration-dependent manner.

Test Example 4 Melanin synthesis inhibitory effect Cultured B16 mouse melanoma cells B16-F10 were seeded in a 24-well microplate at 2.4 × 10 ⁴ cells / hole, and the conditions were 37 ° C. and 5.0% CO _{2 in} RPMI1640 medium containing 10% FBS. Under the pre-culture for 1 day. Then, combined compositions of extracts according to Production Examples 1 to 8 of the present invention, extracts of Production Examples 1, 3, 5, and 7 and ascorbic acid derivatives (ascorbic acid glucosides) (compositions 1 to 4 and respectively in order) The sample solution was diluted with 10% FBS-containing RPMI1640 medium and a theophylline-containing medium adjusted to a final concentration of 1 mM was added and cultured for 2 days under the same conditions. Here, with regard to the extract, the concentration of the sample solution was adjusted so that the final concentration as a solution with respect to 10% FBS-containing RPMI1640 medium containing the extract was 0.5% and 1.0%. The glucoside was prepared to be 0.5% by weight. Next, the culture solution was removed, 200 μL of 1N NaOH / 10% dimethyl sulfoxide solution was added per well, sealed, and incubated at 50 ° C. for 2 hours to lyse the cells. 100 μL of this solution was transferred to another 96-well microplate, and the melanin value was measured at a wavelength of 490 nm using a microplate reader (Model 680, manufactured by Bio-Rad). On the other hand, 5 μL of the same cell lysed solution is transferred to another 96-well microplate, and 200 μL of Dye Reagent Concentrate (BioRad) solution diluted 5-fold with purified water is added to the microplate reader (Model 680, BioRad). The absorbance at a wavelength of 570 nm was measured. Separately, a known amount of bovine serum albumin (manufactured by Sigma) was serially diluted, and the amount of protein equivalent to albumin was measured from a calibration curve obtained in the same manner. The obtained absorbance was divided by the amount of protein to determine the amount of melanin per protein. In the case of no sample (control) added with 50% 1,3-butylene glycol solution instead of the sample solution, the same operation as above was performed, and each sample was added to the amount of melanin per protein obtained here. The relative value of the amount of melanin per protein was determined and taken as the melanin synthesis rate (%). For comparison, the same test was performed for the case where 0.5% ascorbic acid derivative (ascorbic acid glucoside) was added instead of the sample solution (positive control).

[Table 4]

  As shown in Table 4, it was recognized that the extracts 1 to 8 and the compositions 1 to 4 according to the present invention have an excellent melanin synthesis inhibitory effect in a concentration-dependent manner. Moreover, since the same effect | action was recognized also by the ascorbic acid derivative which is a positive control, it was also confirmed that this test system was performed normally.

  As described above, the immature fruit extract of a plant belonging to the genus Citrus according to the present invention has an antioxidant action (DPPH radical scavenging action, SOD-like activity action), SVTC1 synthesis promoting action, and melanin synthesis inhibiting action. Synergistic action improves skin roughness, atopic dermatitis, acne, and skin wrinkles and talmi, and improves skin firmness and gloss. It is possible to provide a cosmetic or an oral composition that exhibits an effect of preventing and improving skin damage (oxidation damage and inflammation damage) due to factors. Furthermore, pore clogging caused by excessive sebum secretion can be improved, and a cosmetic or oral composition for preventing hair growth or hair loss can be provided.

Claims (3)

A skin cosmetic comprising, as an active ingredient, an extract of an immature fruit of a plant belonging to the genus Citrus. A hair cosmetic comprising, as an active ingredient, an extract of an immature fruit of a plant belonging to the genus Citrus mandarin. An oral composition comprising, as an active ingredient, an extract of an immature fruit of a genus Citrus mandarin.