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WO2014112219A1 - Préparation à usage externe pour la peau - Google Patents

Préparation à usage externe pour la peau Download PDF

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Publication number
WO2014112219A1
WO2014112219A1 PCT/JP2013/082378 JP2013082378W WO2014112219A1 WO 2014112219 A1 WO2014112219 A1 WO 2014112219A1 JP 2013082378 W JP2013082378 W JP 2013082378W WO 2014112219 A1 WO2014112219 A1 WO 2014112219A1
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WO
WIPO (PCT)
Prior art keywords
external preparation
cation
skin
water
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2013/082378
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English (en)
Japanese (ja)
Inventor
田代　朋子
荒河　純
幹永 森
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Fujifilm Corp
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Fujifilm Corp
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Priority to JP2014557349A priority Critical patent/JP5931223B2/ja
Priority to CN201380057961.XA priority patent/CN104768527B/zh
Publication of WO2014112219A1 publication Critical patent/WO2014112219A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/63—Steroids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair

Definitions

  • the present invention relates to an external preparation for skin.
  • Triterpene compounds are broadly classified into triterpene compounds such as danmarans, hopanes, onoselans, lanostanes, oleananes, and cycloartanes, depending on the ring bonding mode.
  • oleanane triterpene compounds are known as components that exhibit functions such as anti-inflammation, moisturizing, whitening, anti-wrinkle, antibacterial and the like by blending in a skin external preparation.
  • oleanane triterpene compounds that are pentacyclic and have a carboxyl group as a substituent are known to have particularly useful functions as cosmetics (Shingo Tanaka, triterpenes and triterpene saponins, revised natural product chemistry) 6th edition, Nanedo (1985), p130-p140).
  • glycyrrhetinic acid As such an oleanane triterpene compound having a pentacyclic group and a carboxyl group, glycyrrhetinic acid and the like are known. Glycyrrhetinic acid is widely blended in various compositions such as a composition for scalp as an oil-soluble drug having an anti-inflammatory effect (Patent Document 1).
  • triterpene compounds such as glycyrrhetinic acid are excellent in functionality, they are generally poorly soluble in water and poorly soluble in oil. Therefore, glycyrrhetinic acid is blended in the composition by solubilization using a sufficient amount of ethanol.
  • carotenoids such as xanthophylls including astaxanthin are known to have an anti-dandruff action and an anti-itch action.
  • astaxanthin is known to have excellent hair nourishing and hair restoring effects (Japanese Patent Application Laid-Open Nos. 2009-179628 and 2008-273874).
  • an object of the present invention is to provide an external preparation for skin which contains both glycyrrhetinic acid and carotenoid with good stability and does not become cloudy.
  • the present invention is as follows. [1] A skin external preparation containing glycyrrhetinic acid, carotenoid, 30% by mass or more of ethanol, and a water-soluble polymer having a cation moiety, and having a pH of 4.5 or more and 7.2 or less. [2] The skin external preparation according to [1], wherein the water-soluble polymer having a cation moiety includes a water-soluble polymer including a partial structure having a quaternary ammonium cation.
  • the water-soluble polymer having a cation moiety is selected from the group consisting of a dimethyldiallylammonium cation, a glycidyltrimethylammonium cation, a dimethylaminoalkylammonium methacrylic acid cation, a methacrylamide dimethylaminoalkylammonium cation, and an acrylamidopropyltrimethylammonium cation.
  • the skin external preparation according to [1] or [2] which has at least one cation moiety.
  • the content of the water-soluble polymer having a cation moiety is any one of [1] to [6], which is 1 to 1000 times by mass with respect to the carotenoid content.
  • Skin external preparation [8] The external preparation for skin according to any one of [1] to [7], which has a pH of 4.5 to 6.0. [9] The external preparation for skin according to any one of [1] to [8], wherein the carotenoid contains astaxanthin. [10] The external preparation for skin according to any one of [1] to [9], further containing at least one selected from the group consisting of ascorbic acid compounds and tocopherol compounds. [11] The external preparation for skin according to any one of [1] to [10], which is a cosmetic for scalp.
  • an external preparation for skin that contains both glycyrrhetinic acid and carotenoid with good stability and does not become cloudy.
  • the skin external preparation of the present invention contains glycyrrhetinic acid, carotenoid, 30% by mass or more of ethanol, and a water-soluble polymer having a cation moiety, and has a pH of 4.5 or more and 7.2 or less. It is an external preparation.
  • the present invention in addition to glycyrrhetinic acid, carotenoid, and 30% by mass or more of ethanol with respect to the total mass of the composition, the aqueous polymer having a cation part is contained, and the pH is 4.5 or more.
  • the ratio By setting the ratio to 7.2 or less, precipitation of glycyrrhetinic acid is suppressed and carotenoid decomposition is suppressed.
  • both glycyrrhetinic acid and carotenoid are contained with good stability, and an external preparation for skin without turbidity can be provided.
  • the carboxy group of glycyrrhetic acid dissolved using a predetermined amount of ethanol is a water solution having a cation part under liquidity in the range of pH 4.5 or more and 7.2 or less. It is presumed that precipitation or turbidity of glycyrrhetinic acid is suppressed by interacting with the cation of the conductive polymer. Further, in the external preparation for skin of the present invention, the carotenoid is caused by the carotenoid even in the presence of the carotenoid-containing oil agent by coexisting with the water-soluble polymer having a cation part at pH 4.5 or more and 7.2 or less.
  • the turbidity of the carotenoid itself is suppressed.
  • the present invention is not bound by this theory.
  • “stability” for glycyrrhetinic acid means that precipitation or turbidity of glycyrrhetinic acid with time is suppressed
  • “stability” for carotenoid means that carotenoid is decomposed with time. It means being suppressed.
  • a numerical range indicated by using “to” indicates a range including the numerical values described before and after “to” as the minimum value and the maximum value, respectively.
  • the amount of each component in the composition means the total amount of the plurality of substances present in the composition unless there is a specific notice when there are a plurality of substances corresponding to each component in the composition.
  • the term “process” is not limited to an independent process, and is included in the term if the intended purpose of this process is achieved even when it cannot be clearly distinguished from other processes. .
  • the expression “relative to the total mass of the composition” used when expressing the content of each component means that the content is relative to the total mass of the external preparation for skin.
  • the external preparation for skin contains at least glycyrrhetinic acid, carotenoid, 30% by mass or more of ethanol, a water-soluble polymer having a cation part, and other components as required, and has a pH of 4 It is a skin external preparation which is 0.5 or more and 7.2 or less.
  • each component will be described.
  • Glycyrrhetinic acid is one of oleanane-based pentacyclic triterpene compounds obtained by hydrolyzing glycyrrhizic acid, which is a component contained in licorice root, for example. Glycyrrhetinic acid can be blended in cosmetics or quasi-drugs for anti-aging care and the like in anticipation of anti-inflammatory action, antioxidant action and anti-aging action in the cosmetics field.
  • glycyrrhetinic acid is said to have a remarkable effect on acute or chronic dermatitis, and has effects such as anti-inflammatory effect, anti-allergic action, and bacterial (such as Staphylococcus aureus, Diphtheria, Salmonella) growth inhibition It has been known. Moreover, glycyrrhetinic acid is excellent in effects such as reducing skin inflammation and suppressing sebum secretion, and is used in many skin care products, lipsticks and the like. In addition, glycyrrhetinic acid is also used in scalp care products because it has an effect of preventing hair loss, suppressing dandruff or itching.
  • Glycyrrhetinic acid may be an extract from a natural product or a purified product thereof, or may be a synthetic product synthesized according to a known synthesis method. Glycyrrhetinic acid is also available as a commercial product, and examples of commercially available products include ⁇ -glycyrrhetinic acid manufactured by Maruzen Pharmaceutical Co., Ltd., Alps Pharmaceutical, and Kaneka. Glycyrrhetinic acid may be used individually by 1 type, and may be used in combination of 2 or more type.
  • the content of glycyrrhetinic acid in the external preparation for skin of the present invention is preferably 0.0001% by mass to 0.5% by mass, and preferably 0.001% by mass to 0% from the viewpoint of obtaining the effect expected for the inclusion of glycyrrhetic acid. More preferably, it is more preferably 0.005% by mass to 0.2% by mass.
  • Carotenoids are pigments of yellow to red terpenoids, and examples thereof include those derived from plants, algae, and bacteria. Further, the carotenoid is not limited to those derived from nature, and any carotenoid may be used as long as it is obtained according to a conventional method.
  • carotenoid in the present invention examples include lycopene, ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, actinioerythrol, bixin, canthaxanthin, capsorubin, ⁇ -8′-apo-carotenal ( Apocarotenal), ⁇ -12′-apo-carotenal, xanthophylls (for example, astaxanthin, fucoxanthin, lutein, zeaxanthin, capsanthin, ⁇ -cryptoxanthin, violaxanthin, etc.), and hydroxyl or carboxyl derivatives thereof.
  • carotenoids may be used alone or in combination of two or more.
  • the carotenoid in the present invention is preferably a carotenoid having an effect of removing active oxygen from the viewpoint of suppressing the generation of lipid peroxide, such as lycopene, ⁇ -carotene, astaxanthin, and the like. More preferably it is.
  • Astaxanthin includes at least one of derivatives such as astaxanthin and esters of astaxanthin. In the present invention, unless otherwise specified, these are collectively referred to as “astaxanthin”. Astaxanthin may be contained in the skin external preparation of the present invention as a component in an astaxanthin-containing oil that is an extract separated or extracted from a natural product containing astaxanthin. Astaxanthin may be obtained by appropriately purifying, as necessary, an extract separated or extracted from a natural product. Astaxanthin may be a synthetic product.
  • Astaxanthin can be used as long as it is obtained according to a conventional method in addition to those obtained from natural products such as plants, algae, crustaceans and bacteria.
  • natural astaxanthin include red yeast faffia, hematococcus algae, marine bacteria, and krill.
  • astaxanthin include extracts from natural product cultures, and extracts extracted from Haematococcus algae (also referred to as Haematococcus algae extract), and krill-derived pigments, It is particularly preferable from the viewpoint of quality or productivity.
  • a widely commercially available Haematococcus alga extract may be used as the astaxanthins.
  • hematococcus algae extracts examples include ASTOTS-S, ASTOTS-2.5 O, ASTOTS-5 O, and ASTOTS-10 O manufactured by Takeda Paper Instruments Co., Ltd. 50F, Asteryl Oil 5F, etc., such as BioAstin SCE7 manufactured by Toyo Enzyme Chemical Co., Ltd.
  • a krill extract Astax ST and the like can be obtained.
  • the content of astaxanthin as a pure pigment content in the krill extract or Haematococcus alga extract that can be used in the present invention is preferably 0.001% by mass to 50% by mass from the viewpoint of handling during production of the composition. More preferably, the content is 0.01% by mass to 25% by mass.
  • the content of the carotenoid in the external preparation for skin is preferably 0.000001% by mass to 0.01% by mass, and preferably 0.00001% by mass to 0.0075% by mass from the viewpoint of obtaining the effect expected to contain carotenoids. More preferred is 0.0001% by mass to 0.005% by mass. If it is 0.000001 mass%, the active oxygen removal effect tends to be sufficiently obtained, and it is preferably 0.01 mass% or less from the viewpoint of appearance at the time of using the external preparation for skin.
  • (C) Ethanol The skin external preparation contains 30% by mass or more of ethanol with respect to the total mass of the composition. Ethanol must be contained in an amount sufficient to dissolve glycyrrhetinic acid, that is, 30% by mass or more based on the total mass of the composition. When the content of ethanol is less than 30% by mass with respect to the total mass of the composition, precipitation of glycyrrhetic acid cannot be sufficiently suppressed.
  • the content of ethanol is more preferably 40% by mass or more, and further preferably 45% by mass or more with respect to the total mass of the composition.
  • (D) Water-soluble polymer having a cation moiety suppresses the precipitation of glycyrrhetinic acid in the present invention, and also causes turbidity of an external preparation for skin caused by oil-soluble components when carotenoids are blended Can be suppressed.
  • the low molecular weight compound generally means a compound having a molecular weight of 3000 or less.
  • the cation moiety in the water-soluble polymer having a cation moiety includes any partial structure as long as it can interact with the carboxy group of glycyrrhetinic acid and exhibits a cationic property in the external preparation for skin.
  • the partial structure that can interact with the carboxy group of glycyrrhetinic acid and is cationic in the external preparation for skin has the ability to solubilize oil-soluble components in a wide pH range.
  • the external preparation for skin of the present invention containing a water-soluble polymer having a cation moiety can suppress the occurrence of turbidity due to oil-soluble components when carotenoids are blended.
  • One type of water-soluble polymer having a cation moiety may be used alone, or two or more types may be used in combination.
  • Examples of the partial structure exhibiting cationic property in the external preparation for skin include a partial structure having a quaternary ammonium cation.
  • the water-soluble polymer having a cation moiety is preferably a water-soluble polymer having a partial structure having a quaternary ammonium cation.
  • the partial structure having a quaternary ammonium cation in the water-soluble polymer causes a gentle interaction with glycyrrhetinic acid.
  • the precipitation of glycyrrhetic acid can be more easily suppressed by containing a water-soluble polymer containing a partial structure having a quaternary ammonium cation.
  • the partial structure having a quaternary ammonium cation may be contained in the main chain of the water-soluble polymer, or may be contained in the side chain.
  • the partial structure having a quaternary ammonium cation may form a cyclic structure containing a nitrogen cation.
  • the water-soluble polymer having a cation moiety is a dimethyldiallylammonium cation, a glycidyltrimethylammonium cation, a dimethylaminoalkylammonium methacrylate cation, a methacrylamide dimethylaminoalkylammonium cation, And a dimethyldiallylammonium cation, a glycidyltrimethylammonium cation, a dimethylaminoalkylammonium methacrylate cation, and a methacrylamide dimethylaminoalkylammonium cation.
  • the cation part of the water-soluble polymer containing the quaternary ammonium cation is quaternary ammonium salt obtained by adding dimethyldiallylammonium chloride (DADMAC) or glycidyltrimethylammonium chloride, dimethylaminoalkylammonium methacrylate, methacrylic acid.
  • DMDMAC dimethyldiallylammonium chloride
  • glycidyltrimethylammonium chloride dimethylaminoalkylammonium methacrylate, methacrylic acid.
  • ammonium salt obtained by adding an ammonium salt of dimethylaminoalkylamide or acrylamidopropyltrimethylammonium chloride, and obtained by adding dimethyldiallylammonium chloride (DADMAC) or glycidyltrimethylammonium chloride 4 Of quaternary ammonium salt, dimethylaminoalkylammonium methacrylate, or dimethylaminoalkylamide methacrylate More preferably derived from the ammonium salt.
  • DADMAC dimethyldiallylammonium chloride
  • glycidyltrimethylammonium chloride 4 Of quaternary ammonium salt, dimethylaminoalkylammonium methacrylate, or dimethylaminoalkylamide methacrylate More preferably derived from the ammonium salt.
  • the water-soluble polymer having a cation moiety is preferably a combination of the partial structure having the cation moiety described above and another partial structure, and the combination is not particularly limited.
  • the partial structure other than the cation portion of the water-soluble polymer having a cation portion is not particularly limited.
  • partial structures include partial structures derived from polysaccharides, partial structures derived from proteins, partial structures derived from acrylic acid, partial structures derived from acrylic amides, partial structures derived from methacrylic acid, methacrylic acid amides Partial structure derived from vinyl, partial structure derived from vinylpyrrolidone, partial structure derived from 2-amidopropylacrylamide sulfone chain, partial structure derived from dimethylaminepropylamine (DMAPA), partial structure derived from acryloylethylbetaine, acrylic Examples thereof include a partial structure derived from acid PEG-9.
  • polysaccharides that can constitute other partial structures include cellulose, hydroxyethyl cellulose, methyl cellulose, maltodextrin, inulin, gum arabic, xanthan gum, chitosan, and the like.
  • proteins that can constitute other partial structures include gelatin, water-soluble collagen, and casein. From the viewpoint of suppressing precipitation of glycyrrhetinic acid, the water-soluble polymer having a cation portion preferably has at least a dimethylallyl ammonium cation, and more preferably has a partial structure derived from dimethylallyl ammonium and cellulose.
  • the water-soluble polymer having a cation part may be a copolymer of a monomer containing a cation part as described above and one or more monomers not containing a cation part.
  • the molecule may be cationized using a cationizing agent.
  • a cationizing agent that can be used for obtaining a water-soluble polymer having a cation moiety
  • dimethyldiallylammonium chloride, dimethylaminoethyl methacrylate, methacrylamidopropyltrimethylammonium chloride, methacryloyl are preferable from the viewpoint of preventing precipitation of glycyrrhetinic acid.
  • examples thereof include ethyl trimethyl ammonium chloride and glycidyl trimethyl ammonium chloride.
  • a cationizing agent may be used individually by 1 type, and may be used in combination of 2 or more type.
  • a polysaccharide that can be cationized using a cationizing agent cellulose or the like is preferable from the viewpoint of preventing precipitation.
  • water-soluble polymer having a cation moiety examples include a copolymer of acrylamide and ⁇ -methacryloxyethyltrimethylammonium; a polymer of dimethyldiallylammonium chloride; a polymer of acrylic acid amide and dimethyldiallylammonium chloride; Polymer of quaternary ammonium salt obtained by adding glycidyltrimethylammonium chloride to styrene; copolymer of vinylpyrrolidone (VP) and dimethylaminoethyl methacrylate; copolymer of dimethyldiallylammonium chloride and acrylic acid; vinylpyrrolidone ( VP) and dimethylaminopropylamide methacrylate copolymer; copolymer of acrylic acid amide and trimethyl methacrylate methacrylate; acrylic acid, diallyldimethylammonium chloride, and Polymer of silylamide; copolymer of acrylamide, acrylamidepropyltrimethyl
  • the water-soluble polymer having a cation moiety described above is also available as a commercial product.
  • Examples of commercially available products include polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, and polyquaternium-22.
  • a polymer of dimethyldiallylammonium chloride for example, polyquaternium-6
  • a copolymer of acrylic acid amide and dimethyldiallylammonium chloride for example, polyquaternium-7
  • Polymer of quaternary ammonium salt obtained by adding glycidyltrimethylammonium chloride to hydroxyethyl cellulose (for example, polyquaternium-10); copolymer of vinylpyrrolidone (VP) and dimethylaminoethyl methacrylate (for example, polyquaternium-11)
  • a copolymer of dimethyldiallylammonium chloride and acrylic acid eg, polyquaternium-22
  • a copolymer of vinylpyrrolidone (VP) and dimethylaminopropylamide methacrylate eg, Quaternium-28
  • the water-soluble polymer having a cation moiety is preferably 0.001% by mass or more and 1.0% by mass or less, based on the total mass of the external preparation for skin, from the viewpoint of preventing precipitation of glycyrrhetic acid, and 0.001% by mass. % To 0.8% by mass, more preferably 0.02% to 0.5% by mass.
  • the content of the water-soluble polymer having a cation portion is preferably 0.1 to 100 times by mass with respect to the content of glycyrrhetic acid from the viewpoint of preventing precipitation of glycyrrhetic acid. More preferably, the amount is 0.2 times to 50 times.
  • the content of the water-soluble polymer having a cation moiety is 1 to 3 times the mass ratio of the carotenoid content from the viewpoint of preventing turbidity of the external preparation for skin caused by the oil-soluble component when the carotenoid is blended. The amount is preferably 1000 times, more preferably 2 to 500 times.
  • the skin external preparation may contain any other components as needed in addition to the components (a) to (d).
  • the external preparation for skin can contain an antioxidant from the viewpoint of improving the stability of carotenoids.
  • examples of the antioxidant include ascorbic acid compounds, dibutylhydroxytoluene, tocopherol compounds and the like.
  • the antioxidant is more preferably at least one selected from the group consisting of an ascorbic acid compound and a tocopherol compound in that the stability of carotenoid is remarkably improved, and the ascorbic acid compound and the tocopherol compound are combined. More preferably, it is used.
  • ascorbic acid compounds include ascorbic acid, sodium ascorbate, magnesium ascorbate, magnesium ascorbate sulfate, sodium ascorbate sulfate, magnesium ascorbate phosphate, sodium ascorbate phosphate, glucoside ascorbate, and ascorbyl palmitate. It is done.
  • Examples of the tocopherol compound include compounds selected from a compound group consisting of tocopherol and its derivatives, and a compound group consisting of tocotrienol and its derivatives.
  • the antioxidant selected from these compound groups may be used individually by 1 type, or may be used in combination of multiple types. Moreover, you may use combining the compound respectively selected from the compound group which consists of a tocopherol and its derivative (s), and the compound group which consists of a tocotrienol and its derivative (s).
  • the compound group consisting of tocopherol and its derivatives includes dl- ⁇ -tocopherol, dl- ⁇ -tocopherol, dl- ⁇ -tocopherol, dl- ⁇ -tocopherol, dl- ⁇ -tocopherol acetate, nicotinic acid-dl- ⁇ -tocopherol Linoleic acid-dl- ⁇ -tocopherol, succinic acid dl- ⁇ -tocopherol and the like.
  • dl- ⁇ -tocopherol, dl- ⁇ -tocopherol, dl- ⁇ -tocopherol, dl- ⁇ -tocopherol, and a mixture thereof (mixed tocopherol) are more preferable.
  • tocopherol derivatives carboxylic acid esters of these tocopherols, particularly acetate esters, are preferably used.
  • the compound group consisting of tocotrienol and derivatives thereof includes ⁇ -tocotrienol, ⁇ -tocotrienol, ⁇ -tocotrienol, ⁇ -tocotrienol, and the like, and a group of compounds derived from these tocotrienols.
  • carboxylic acid esters of these tocotrienols, particularly acetates are preferably used.
  • the content of the antioxidant in the external preparation for skin can be 0.00001 mass% to 10 mass%, preferably 0.00005 mass% to 5 mass%, based on the total mass of the external preparation for skin. Can do.
  • the external preparation for skin can contain an oil.
  • the oil agent may be known as a functional oil component that can be expected to have various physiological activities.
  • the oil agent can also be used as a solubilizer for carotenoids.
  • oil agents include, for example, ceramides such as natural ceramides and sugar-modified ceramides; fats and oils such as olive oil, camellia oil, macadamia nut oil, castor oil and coconut oil; ubiquinones such as coenzyme Q10; EPA, DHA ⁇ -3 oils and fats such as linolenic acid; hydrocarbons such as liquid paraffin, paraffin, petrolatum, ceresin, microcrystalline wax and squalane; waxes such as carnauba wax, candelilla wax, beeswax and lanolin; isopropyl myristate, myristic acid 2 -Esters such as octyldodecyl, cetyl 2-ethylhexanoate, diisostearyl malate; fatty acids such as palmitic acid, stearic acid, isostearic acid; cetyl alcohol, stearyl alcohol, isostearyl alcohol, 2-octty
  • the external preparation for skin can contain various extracts from natural products expected to exhibit various biological functions.
  • various extracts include carrot extract, assembly extract, aloe extract, arnica extract, nettle extract, Dutch mustard extract, mulberry bark extract burdock extract, kizuta extract, garlic extract, pine extract, rosemary extract.
  • Onionis extract Roman chamomile extract, Altea extract, Onionis extract, Achillea millefolium extract, Paulownia leaf extract, Celery extract, Thyme extract-2, Salamander extract, Japanese cypress poppy extract, Hop extract, Chimp extract Melissa extract, Sage extract, Eucalyptus extract, Examples include twilight extract, hypericum extract, chamomile extract, horsetail extract, salamander extract, peonies extract, loquat leaf extract and the like.
  • those having a biological function other than the extract may include nicotinic acid amide acetic acid DL- ⁇ -tocopherol pantotenyl ethyl ether benzyl nicotinate ⁇ -glycyrrhetinic acid 1-menthol and the like.
  • additive ingredients usually used for external preparations for skin particularly for external preparations for scalp may be appropriately added to the external preparation for skin according to the present invention.
  • additive components include, for example, polyhydric alcohols such as 1,3-butylene glycol; copper carrageenan, locust bean gum, guar gum, hydroxypropyl guar gum, xanthan gum, caraya gum, tamarind seed polysaccharide, gum arabic, tragacanth gum, hyaluronic acid, Monosaccharides or polysaccharides such as sodium hyaluronate, sodium chondroitin sulfate, dextrin; sugar alcohols such as sorbitol, mannitol, maltitol, lactose, maltotriitol, xylitol; vitamin B1 compounds such as thiamine; vitamin B2 compounds such as riboflavin; Vitamin B3 compounds such as nicotinic acid and nicotinic acid amide; vitamin B5 compounds such as niacin, pantothenic acid and pantothenyl ethyl ether, pyridoxine and
  • the external preparation for skin may contain other additive components based on its function, for example, as a functional component, an excipient, a viscosity modifier, a radical scavenger and the like.
  • additive components based on its function, for example, as a functional component, an excipient, a viscosity modifier, a radical scavenger and the like.
  • various other medicinal ingredients, emulsifiers, pH adjusters, pH buffering agents, ultraviolet absorbers, preservatives, fragrances, colorants, and other other additives that are usually used for the purpose are used.
  • various other medicinal ingredients emulsifiers, pH adjusters, pH buffering agents, ultraviolet absorbers, preservatives, fragrances, colorants, and other other additives that are usually used for the purpose are used.
  • emulsifiers for example, various other medicinal ingredients, emulsifiers, pH adjusters, pH buffering agents, ultraviolet absorbers, preservatives, fragrances, colorants, and other other additives that are usually
  • the external preparation for skin has a pH in the range of 4.5 to 7.2. If the pH is less than 4.5, precipitation of glycyrrhetinic acid is not suppressed. On the other hand, if the pH exceeds 7.2, carotenoids are likely to be decomposed, and stability during storage is impaired.
  • the pH of the external preparation for skin is preferably pH 4.5 to 6.0, more preferably pH 5.0 to 6.0 from the viewpoint of improving the stability of both glycyrrhetinic acid and carotenoid. .
  • the pH can be adjusted by adjusting the amount of a component having pH adjusting ability such as various pH adjusting agents.
  • the external preparation for skin can be obtained by blending the above-described components according to a conventional method. Specifically, glycyrrhetinic acid is mixed with ethanol and dissolved to obtain an ethanol solution containing glycyrrhetinic acid.
  • a skin external preparation can be obtained by stirring and mixing an ethanol solution containing glycyrrhetinic acid in combination with other components.
  • Carotenoids may be combined with other components directly with an ethanol solution containing glycyrrhetinic acid, or from the viewpoint of carotenoid stability, after being solubilized with an oil or the like, combined with an ethanol solution containing glycyrrhetinic acid. It is preferable.
  • the external preparation for skin of the present invention contains both glycyrrhetinic acid and carotenoid with good stability, and has no turbidity.
  • the stability of glycyrrhetinic acid is evaluated based on the presence or absence of precipitation of glycyrrhetic acid over time. Suppression of precipitation or turbidity of glycyrrhetinic acid over time is carried out by conducting visual observation and turbidity measurement at the time of storage immediately after preparation of the external preparation for skin and the external preparation for skin after storage. Can be evaluated.
  • the storage condition for evaluating the precipitation of glycyrrhetinic acid is preferably a temperature condition of 4 ° C. and at least 5 days.
  • Precipitation of glycyrrhetinic acid is evaluated as being present when white crystals are deposited using visual evaluation.
  • a state in which the precipitate accumulates at the bottom of the evaluation sample is referred to as “precipitation”, and a state in which the precipitate is dispersed throughout the evaluation sample to cause turbidity is referred to as “turbidity”.
  • the stability of glycyrrhetinic acid can be evaluated based on the presence or absence of occurrence of at least one of precipitation and turbidity.
  • Carotenoid stability is evaluated based on the degree of carotenoid degradation over time. Carotenoid degradation over time is evaluated by conducting visual observation and turbidity measurement at the time of storage immediately after preparation of the skin external preparation for the skin external preparation immediately after preparation and the skin external preparation after storage. be able to.
  • the storage conditions for evaluating carotenoid degradation are preferably 50 ° C. and at least 5 days.
  • the degradation of carotenoid is evaluated based on the carotenoid residual rate calculated from the absorbance of carotenoid using a UV spectrophotometer.
  • the turbidity of the external preparation for skin is evaluated based on the transparency of the external preparation for skin immediately after preparation. Transparency evaluates that turbidity has arisen in the skin external preparation immediately after preparation, when it can be judged that turbidity increased using a UV spectrophotometer, or when it can be judged visually that turbidity increased.
  • the skin external preparation of the present invention is particularly preferably used as a scalp cosmetic.
  • a scalp cosmetic in addition to the components described above, for example, an emollient agent, a treatment agent, a lubricant, a moisturizer, a hair restorer, a hair nourishing agent, a hair growth agent, an anti-whitening agent, Antibiotics, bactericides, anti-inflammatory agents, anti-allergic agents, anti-aging agents, fragrances, pigments, antiperspirants, cooling sensates, cooling agents, warming sensates and the like can be further added.
  • Example 1 Dissolve glycyrrhetinic acid (manufactured by Maruzen Pharmaceutical) in ethanol and astaxanthin (ASTAX ST, manufactured by Itano Frozen) in hydrogenated castor oil so that the content (mass%) shown in Table 1 is obtained.
  • cationized cellulose (Sensormer 10, manufactured by Nalco), citric acid, nicotinic acid amide, pantothenyl ethyl ether, carrot extract (manufactured by Maruzen Pharmaceutical), assembly extract (Manufactured by Maruzen Pharmaceutical Co., Ltd.), hydrogenated castor oil PEG-60 (manufactured by Nikko Chemicals), water-soluble collagen (manufactured by Nitta Gelatin), and tocopherol (manufactured by Riken Vitamin Co., Ltd.) are added and mixed to obtain a test composition. It was. Thereafter, the obtained test composition was adjusted to pH 5.5 with sodium hydroxide to obtain a skin external preparation according to Example 1.
  • Examples 2 to 9 and Comparative Examples 1 to 5 The skin external preparations of Examples 2 to 9 and Comparative Examples 1 to 5 were the same as Example 1 except that the types and contents of the additive components were changed as shown in Tables 1 and 2. Got.
  • PQ-7 means polyquaternium-7 (Mercoat 2200, manufactured by Nalco)
  • PQ-22 means polyquaternium-22 (Mercoat 280, manufactured by Nalco).
  • the content of each component indicates mass% (total amount: 100 mass%).
  • the skin external preparation of this invention shows favorable stability about both glycyrrhetic acid and a carotenoid, and is a skin external preparation without turbidity.
  • the external preparation for skin of the present invention is applied to a scalp cosmetic, a stable effect of both glycyrrhetinic acid and carotenoid can be expected.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une préparation à usage externe pour la peau, laquelle préparation présente un pH de 4.5 à 7.2 et contient de l'acide glycyrrhétinique, un caroténoïde, 30% en masse ou plus d'éthanol, et un polymère hydrosoluble comprenant une fraction cationique.
PCT/JP2013/082378 2013-01-21 2013-12-02 Préparation à usage externe pour la peau Ceased WO2014112219A1 (fr)

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JP2014557349A JP5931223B2 (ja) 2013-01-21 2013-12-02 皮膚外用剤
CN201380057961.XA CN104768527B (zh) 2013-01-21 2013-12-02 皮肤外用剂

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018052914A (ja) * 2016-09-23 2018-04-05 小林製薬株式会社 口腔用組成物
JP2019131549A (ja) * 2018-02-01 2019-08-08 株式会社コーセー 組成物
JP2019131550A (ja) * 2018-02-01 2019-08-08 株式会社コーセー カロテノイドの安定化方法

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110368317A (zh) * 2019-08-20 2019-10-25 广州珈纳生物科技有限公司 一种虾青素抗氧化精华液
CN114246875B (zh) * 2021-12-15 2024-05-10 亿利耐雀生物科技有限公司 一种抗炎祛斑的复方烟酰胺组合物及其应用

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02166161A (ja) * 1988-12-19 1990-06-26 Lion Corp 液状組成物
JP2002284627A (ja) * 2001-03-27 2002-10-03 Lion Corp 外用組成物
JP2002370942A (ja) * 2001-06-18 2002-12-24 Kureha Chem Ind Co Ltd 発毛促進剤及び発毛促進方法
WO2003105791A1 (fr) * 2002-06-15 2003-12-24 Cognis Deutschland Gmbh & Co. Kg. Utilisation d'astaxanthine
JP2008150294A (ja) * 2006-12-14 2008-07-03 Lion Corp 育毛剤組成物
JP2008247754A (ja) * 2007-03-29 2008-10-16 Shiseido Co Ltd 外用組成物
JP2009179628A (ja) * 2009-01-16 2009-08-13 Tsujido Chemical Corp 養毛・育毛剤
JP2011016729A (ja) * 2009-07-07 2011-01-27 Kao Corp 水性頭皮外用剤

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02166161A (ja) * 1988-12-19 1990-06-26 Lion Corp 液状組成物
JP2002284627A (ja) * 2001-03-27 2002-10-03 Lion Corp 外用組成物
JP2002370942A (ja) * 2001-06-18 2002-12-24 Kureha Chem Ind Co Ltd 発毛促進剤及び発毛促進方法
WO2003105791A1 (fr) * 2002-06-15 2003-12-24 Cognis Deutschland Gmbh & Co. Kg. Utilisation d'astaxanthine
JP2008150294A (ja) * 2006-12-14 2008-07-03 Lion Corp 育毛剤組成物
JP2008247754A (ja) * 2007-03-29 2008-10-16 Shiseido Co Ltd 外用組成物
JP2009179628A (ja) * 2009-01-16 2009-08-13 Tsujido Chemical Corp 養毛・育毛剤
JP2011016729A (ja) * 2009-07-07 2011-01-27 Kao Corp 水性頭皮外用剤

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2018052914A (ja) * 2016-09-23 2018-04-05 小林製薬株式会社 口腔用組成物
JP2019131549A (ja) * 2018-02-01 2019-08-08 株式会社コーセー 組成物
JP2019131550A (ja) * 2018-02-01 2019-08-08 株式会社コーセー カロテノイドの安定化方法

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CN104768527B (zh) 2019-05-07
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JPWO2014112219A1 (ja) 2017-01-19

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