Oral components

Abstract

To provide an oral composition that has a high astringent effect and high storage stability of berberine. [Solution] An oral composition comprising (A) component: berberine, (B) component: hinokitiol, and (C) component: isopropylmethylphenols, wherein the content of component (B) is 0.001 to 0.5% by mass relative to the total mass of the oral composition, and the ratio of the mass of component (C) to the mass of component (B), expressed as component (C) / component (B), is 0.01 to 10.

Description

Technical Field

[0001] The present invention relates to an oral composition.

Background Art

[0002] For oral compositions aimed at preventing periodontal disease, a tightening feeling (astringency) in the oral cavity is required. Users can actually feel the prevention of periodontal disease based on the astringency after cleaning the oral cavity. The astringency can be imparted by blending a compound having astringency (astringent) into the oral composition. Patent Document 1 discloses an oral composition containing berberine as an astringent.

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] Patent Document 1 discloses an oral composition containing berberine as an astringent, but there is a demand for further improvement in the astringency of the oral composition. As a result of intensive studies by the present inventors, it was found that by adding hinokitiol to an oral composition containing berberine, the astringency of the oral composition can be further improved. However, in an oral composition containing berberine and hinokitiol, a new problem was discovered that the storage stability of berberine decreases and the berberine content decreases. An object of the present invention is to provide an oral composition having a high astringency and high storage stability of berberine.

Means for Solving the Problems

[0005] The present invention has the following aspects. [1] Component (A): Berberine, and (B) Components: Hinokitiol and (C) Components: Contains isopropylmethylphenols, Oral composition. [2] The content of component (B) is 0.001 to 0.5% by mass relative to the total mass of the oral composition. The oral composition described in [1]. [3] The ratio of the mass of component (C) to the mass of component (B), as shown by component (C) / component (B), is between 0.01 and 10. The oral composition described in [1] or [2]. [4] The above (C) component is isopropylmethylphenol, An oral composition as described in any one of [1] to [3]. [5] An oral composition according to any one of [1] to [4], which is a toothpaste. [Effects of the Invention]

[0006] According to the present invention, it is possible to provide an oral composition that has a high astringent sensation and high storage stability of berberine. [Modes for carrying out the invention]

[0007] The following describes specific embodiments of the present invention, but the present invention is not limited to the following embodiments and can be implemented with various modifications within the scope of its gist.

[0008] In this specification and in the claims, a numerical range represented by "~" means a numerical range that includes the numbers before and after "~" as the lower and upper limits, respectively. For example, A~B is synonymous with A or greater and B or less.

[0009] <Oral composition> The oral composition of this disclosure comprises the following components (A), (B), and (C).

[0010] [(A) component] (A) Component is berberine. By including component (A) in the oral composition, the astringent sensation of the oral composition can be enhanced. Berberine and berberine compounds can be used as the berberine. Examples of berberine compounds include berberine chloride and berberine sulfate. Commercially available berberine products may also be used. For example, berberine chloride hydrate manufactured by Alps Pharmaceutical Co., Ltd. can be used as the berberine.

[0011] (A) The component may be added to the oral composition as a solvent extract of a plant containing berberine (hereinafter sometimes referred to as "plant extract").

[0012] Examples of plants containing berberine include the bark of Phellodendron amurense Ruprecht or Phellodendron chinense Schneider (Rutaceae) or other plants of the same genus, with the periderm removed. Hydrophilic solvents can be used for extracting plants containing berberine, including lower monohydric alcohols such as water, ethanol, and propanol, as well as polyhydric alcohols such as 1,3-butylene glycol and propylene glycol. These hydrophilic solvents may be used individually or as a mixed solvent in combination of two or more. Water and ethanol are preferred, water is more preferred, and hot water is even more preferred. Conventional methods can be used for extraction conditions and post-treatment.

[0013] Furthermore, known plant extracts containing berberine can be used. These plant extracts may be used individually or in combination of two or more.

[0014] The state of the plant extract containing berberine is not particularly limited, and it may be, for example, a liquid state, a dried solid state, a powdered powder extract, etc. For example, it includes the extract of Phellodendron bark described in the Pharmaceutical Excipient Standards 2021 and the powder of Phellodendron bark described in the 18th revised Japanese Pharmacopoeia.

[0015] As the plant extract containing berberine, commercially available products may be used. Examples of the plant extract containing berberine include, for example, the extract of Phellodendron bark manufactured by Kojima Pharmaceutical Co., Ltd., the extract of Coptis chinensis manufactured by Alps Pharmaceutical Industry Co., Ltd., Phellodendron liquid B manufactured by Ichimaru Pharcos Co., Ltd., the extract of Phellodendron bark BG-J manufactured by Maruzen Pharmaceutical Co., Ltd., and the extract of Phellodendron bark BG manufactured by Koei Kogyo Co., Ltd., which can be obtained under these product names.

[0016] There is no particular limitation on the content of berberine contained in the oral composition. It is preferably 0.001 to 0.005% by mass, more preferably 0.0015 to 0.004% by mass, and even more preferably 0.002 to 0.003% by mass based on the total mass of the oral composition. When the content of berberine contained in the oral composition is not less than the above lower limit value, the astringency of the oral composition can be enhanced. When the content of berberine contained in the oral composition is not more than the above upper limit value, the unpleasant taste of the oral composition can be more suppressed.

[0017] When the component (A) contained in the oral composition is a plant extract containing berberine, there is no particular limitation on the content as long as the content of berberine contained in the plant extract is within the above preferred range. The content of the plant extract containing berberine in the oral composition is preferably 0.02 to 0.1% by mass, more preferably 0.04 to 0.08% by mass, and even more preferably 0.04 to 0.05% by mass based on the total mass of the oral composition. When the content of the plant extract containing berberine contained in the oral composition is not less than the above lower limit value, the astringency of the oral composition can be further enhanced. When the content of the plant extract containing berberine contained in the oral composition is not more than the above upper limit value, the unpleasant taste of the oral composition can be more suppressed.

[0018] [Component (B)] Component (B) is hinokitiol. By including Component (B) in the oral composition, the astringency of the oral composition can be further enhanced. Commercially available products may be used as hinokitiol. For example, hinokitiol can be obtained under the product name "Hinokitiol" manufactured by Takasago Chemical Co., Ltd.

[0019] Component (B) may be added to the oral composition as a plant extract containing hinokitiol. Examples of plants containing hinokitiol include hinoki and hiba. As these plant extracts containing hinokitiol, known ones can be used. Also, any one of these plant extracts may be used alone, or two or more of them may be used in combination.

[0020] Commercially available products may be used as the plant extract containing hinokitiol. For example, the plant extract containing hinokitiol can be obtained under the product name "Hiba Oil" manufactured by Eikodo Honten Co., Ltd.

[0021] There is no particular limitation on the content of Component (B) contained in the oral composition. Preferably, it is 0.001 to 0.5% by mass, more preferably 0.005 to 0.3% by mass, and even more preferably 0.01 to 0.2% by mass based on the total mass of the oral composition. When the content of Component (B) contained in the oral composition is at least the above lower limit value, the astringency of the oral composition can be further enhanced. When the content of Component (B) contained in the oral composition is at most the above upper limit value, the storage stability of berberine can be better maintained and an unpleasant taste can be more suppressed.

[0022] There is no particular limitation on the content when Component (B) contained in the oral composition is a plant extract containing hinokitiol, as long as the content of hinokitiol contained in the plant extract is within the above preferred range. The content of the plant extract containing hinokitiol in the oral composition is preferably 0.002 to 1.0% by mass, more preferably 0.01 to 0.6% by mass, and even more preferably 0.02 to 0.4% by mass, relative to the total mass of the oral composition. If the content of the plant extract containing hinokitiol in the oral composition is above the lower limit, the astringent sensation of the oral composition can be further enhanced. If the content of the plant extract containing hinokitiol in the oral composition is below the upper limit, the decrease in astringent sensation and the unpleasant taste can be further suppressed.

[0023] [(C) component] Component (C) is an isopropylmethylphenol. The inclusion of component (C) in the oral composition enhances the storage stability of the berberine contained in the oral composition.

[0024] There are no particular limitations on the type of isopropylmethylphenols included in the oral composition. Examples include isopropylmethylphenol (e.g., manufactured by Osaka Chemical Industries, Ltd., trade name "Biozol®"), thymol, carvacrol, etc. Component (C) is preferably isopropylmethylphenol and thymol, with isopropylmethylphenol being more preferred. These isopropylmethylphenols may be used individually or in combination of two or more.

[0025] There are no particular limitations on the amount of component (C) contained in the oral composition, but it is preferably 0.001 to 0.5% by mass, more preferably 0.01 to 0.2% by mass, and even more preferably 0.02 to 0.1% by mass relative to the total mass of the oral composition. If the amount of component (C) contained in the oral composition is above the lower limit, the storage stability of the berberine contained in the oral composition can be further enhanced. If the amount of component (C) contained in the oral composition is below the upper limit, unpleasant tastes can be further suppressed.

[0026] There are no particular limitations on the total mass of component (A) and component (B) contained in the oral composition, but 0.002 to 0.6% by mass is preferred, 0.006 to 0.3% by mass is more preferred, and 0.012 to 0.2% by mass is even more preferred. If the total mass of component (A) and component (B) contained in the oral composition is above the lower limit, the astringent sensation of the oral composition can be further enhanced. If the total mass of component (A) and component (B) contained in the oral composition is below the upper limit, the storage stability of berberine can be better maintained, and unpleasant tastes can be further suppressed.

[0027] There are no particular limitations on the ratio of the mass of component (A) to the mass of component (B) in the oral composition (A / B ratio), but 0.005 to 5 is preferred, and 0.025 to 2.5 is more preferred. If the A / B ratio is above the lower limit, the storage stability of berberine can be better maintained. If the A / B ratio is below the upper limit, the astringent feeling of the oral composition can be further enhanced.

[0028] There are no particular limitations on the ratio of the mass of component (C) to the mass of component (B) in the oral composition (C / B ratio), but it is preferably 0.01 to 10, more preferably 0.02 to 8, and even more preferably 0.05 to 5. If the C / B ratio is above the lower limit, the storage stability of berberine contained in the oral composition can be further enhanced. If the C / B ratio is below the upper limit, the decrease in astringency can be further suppressed.

[0029] [Optional ingredients] The oral composition may further contain components other than those described above (A), (B), and (C) (hereinafter sometimes referred to as "optional components"). The optional components can be appropriately selected from known components, taking into consideration the form and method of use of the oral composition. Examples of optional components include abrasives, surfactants, humectants, medicinal ingredients, fragrances, sweeteners, oily components, preservatives, binders, pH adjusters, colorants (pigments), and solvents. The total amount of components (A), (B), (C), and the optional components mentioned above shall not exceed 100% by mass.

[0030] (Abrasive) The abrasive can be either an inorganic abrasive or an organic abrasive. Examples of inorganic abrasives include abrasive silica (e.g., anhydrous silicic acid, zeolite, precipitated silica, aluminosilicate, zirconosilicate, crystalline zirconium silicate, titanium-bonded silica, silica gel, etc.), calcium phosphate compounds (e.g., discalcium phosphate dihydrate or anhydrous, monocalcium phosphate, discalcium phosphate dihydrate or anhydrous, insoluble calcium metaphosphate, tricalcium phosphate, tetracalcium phosphate, octacalcium phosphate, calcium pyrophosphate, etc.), and calcium carbonate abrasives (e.g., calcium carbonate (light, heavy) Examples of abrasives include calcium-based abrasives (e.g., calcium hydroxide, calcium sulfate, calcium oxide, etc.), silicate-based abrasives (e.g., anhydrous silica, zeolite, zirconium silicate, etc.), magnesium-based abrasives (e.g., magnesium carbonate, trimagnesium phosphate, etc.), apatite-based abrasives (e.g., hydroxyapatite, fluoroapatite, calcium-deficient apatite, etc.), titanium-based materials (e.g., titanium dioxide, titanium mica, titanium oxide, etc.), aluminum-based materials (e.g., aluminum hydroxide, aluminum oxide), minerals (e.g., bentonite, etc.), etc.

[0031] Examples of organic abrasives include polymethyl methacrylate and synthetic resin-based abrasives. Inorganic abrasives are preferred as abrasives in oral compositions, and abrasive silica is more preferred.

[0032] The abrasive silica is preferably abrasive particles with an average particle size of 1 to 40 μm, and the BET specific surface area of ​​the abrasive silica is preferably 80 to 250 square meters per gram. Here, the average particle size of the abrasive silica is the volume-based median diameter (D50) measured by laser diffraction-scattering.

[0033] There are no particular limitations on the RDA (Radioactive Dentine Abrasion Values) of the abrasive, but it is preferably between 50 and 200.

[0034] The abrasive may be in the form of granules. Examples of granules include particles obtained by granulating water-insoluble powders (e.g., silica gel, precipitated silica). Particles containing pigments such as Red No. 202, No. 205, Red No. 226, Orange No. 203, and Yellow No. 205 may be included. When granulating into granules, any suitable conventionally known binder may be used.

[0035] The abrasives described above may be used individually or in combination of two or more types. There are no particular limitations on the amount of abrasive contained in the oral composition, but it is preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less, relative to the total mass of the oral composition. In addition, in the present invention, from the standpoint of achieving the effect, the abrasive may not be included (amount 0% by mass), and the composition may be abrasive-free composition.

[0036] (Surfactants) As the surfactant, any surfactant known for use in oral compositions can be used. Examples of surfactants include nonionic surfactants, anionic surfactants, amphoteric surfactants, cationic surfactants, and the like.

[0037] Examples of nonionic surfactants include polyoxyethylene alkyl ethers (e.g., polyoxyethylene stearyl ether), polyoxyethylene hydrogenated castor oil, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters (e.g., polyoxyethylene sorbitan monostearate), fatty acid alkylolamides (e.g., lauric acid mono or diethanolamide), polyoxyethylene fatty acid esters, polyoxyethylene alkenyl ethers, (poly)glycerin fatty acid esters (e.g., polyglyceryl monolaurate), sucrose fatty acid esters (e.g., sucrose stearate, sucrose palmitate), sugar alcohol fatty acid esters (e.g., maltitol fatty acid ester, lactitol fatty acid ester), alkyl glucosides, polyoxyethylene polyoxypropylene copolymers, and polyoxyethylene polyoxypropylene fatty acid esters.

[0038] The number of carbon atoms in the alkyl chain of polyoxyethylene alkyl ether is preferably 10 to 26, and the average number of moles of ethylene oxide added is preferably 2 to 50 moles. The average number of moles of ethylene oxide added to polyoxyethylene hydrogenated castor oil is preferably 5 to 100 moles, and more preferably 5 to 60 moles. The number of carbon atoms in the fatty acid of sorbitan fatty acid ester is preferably 10 to 18. The number of carbon atoms in the fatty acid of polyoxyethylene sorbitan fatty acid ester is preferably 12 to 18. The average number of moles of ethylene oxide added is preferably 10 to 40 moles. The number of carbon atoms in the alkyl chain of alkylolamide is preferably 12 to 14.

[0039] Preferred nonionic surfactants for oral compositions include polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid esters, and polyoxyethylene alkyl ethers. The inclusion of nonionic surfactants in oral compositions can further suppress liquid separation of the formulation.

[0040] Examples of anionic surfactants include lauroyl methyl taurate salt, lauroyl glutamate salt, alkyl sulfate, acyl amino acid salt, acyl taurate salt, α-olefin sulfonate, hydrogenated coconut fatty acid monoglyceride monosulfate, and lauryl sulfoacetate. The alkyl and acyl groups of the anionic surfactant may be linear or branched, saturated or unsaturated, and preferably have 10 to 20 carbon atoms. The salt can be selected from pharmacokinetically acceptable salts. Examples of pharmacokinetically acceptable salts include base addition salts and amino acid salts. Specifically, examples include inorganic base salts (e.g., sodium salt, calcium salt, magnesium salt, ammonium salt, etc.), organic base salts (e.g., triethylammonium salt, triethanolammonium salt, pyridinium salt, diisopropylammonium salt, etc.), and basic amino acid salts (e.g., arginine salt, etc.). As anionic surfactants included in oral compositions, inorganic base salts are preferred, alkali metal salts (e.g., sodium salts) or ammonium salts are more preferred, and sodium salts are even more preferred.

[0041] Examples of lauroyl methyl taurate salts include sodium lauroyl methyl taurate. Examples of lauroyl glutamate salts include sodium lauroyl glutamate. Examples of alkyl sulfates include lauryl sulfate (e.g., sodium lauryl sulfate) and myristoyl sulfate. Examples of acyl amino acid salts include acyl sarcosine salts (e.g., lauroyl sarcosine salt, myristoyl sarcosine salt, etc.), acyl glutamate salts (e.g., myristoyl glutamate salt, palmitoyl glutamate salt, etc.), acyl glycine salts (e.g., N-lauroyl-N-methylglycine salt, cocoyl glycine salt, etc.), acyl alanine salts (e.g., N-lauroyl-β-alanine salt, N-myristyl-β-alanine salt, N-cocoyl-β-alanine salt, N-lauroyl-N-methyl-β-alanine salt, N-myristoyl-N-methyl-β-alanine salt, N-methyl-N-acyl alanine salt, etc.), and acyl aspartate salts (e.g., lauroyl aspartate salt, etc.). Examples of acyl taurine salts include N-methyl-N-acyl taurine salt and N-cocoyl methyl taurine salt. Examples of α-olefin sulfonates include tetradecene sulfonates and other α-olefin sulfonates with 12 to 18 carbon atoms. Other examples of anionic surfactants include hydrogenated coconut fatty acid monoglyceride monosulfate sodium and lauryl sulfoacetate sodium.

[0042] The anionic surfactant contained in the oral composition is preferably one that contains a sulfonic acid group, and alkyl sulfates and α-olefin sulfonates are more preferably. When the oral composition contains the above-mentioned preferred anionic surfactant, the foaming ability and foam quality are further improved.

[0043] Examples of amphoteric surfactants include betaine-type amphoteric surfactants (e.g., alkyldimethylaminoacetic acid betaine, fatty acid amidopropyldimethylaminoacetic acid betaine, etc.), imidazoline-type amphoteric surfactants (e.g., N-fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine salt, coconut oil fatty acid imidazolinium betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, etc.), and alkyl betaines (e.g., lauryldimethylaminoacetic acid betaine, etc.).

[0044] Preferred amphoteric surfactants for oral compositions include coconut fatty acid amidopropyl betaine and coconut oil fatty acid imidazolinium betaine. When an oral composition contains an amphoteric surfactant, the foaming ability and foam quality are further improved.

[0045] Examples of cationic surfactants include alkylammonium salts and alkylbenzylammonium salts.

[0046] Cetylpyridinium chloride and benzalkonium chloride are preferred as cationic surfactants in oral compositions. The inclusion of cationic surfactants in oral compositions can further enhance the preservative effect in the formulation.

[0047] Surfactants may be used individually or in combination of two or more types. There are no particular limitations on the amount of surfactant contained in the oral composition, but it is preferably 0.01 to 10% by mass, more preferably 0.1 to 7% by mass, and even more preferably 0.5 to 5% by mass, based on the total mass of the oral composition.

[0048] (Humectant) Preferred humectants are sugar alcohols and polyhydric alcohols other than sugar alcohols. Examples of sugar alcohols include sorbitol, erythritol, maltitol, lactitol, xylitol, reduced starch syrup, and glycerin. Examples of polyhydric alcohols other than sugar alcohols include ethylene glycol, propylene glycol, dipropylene glycol, butylene glycol, and polyethylene glycol. In oral compositions, sorbitol and glycerin are preferred as sugar alcohols, and propylene glycol is preferred as a polyhydric alcohol. These humectants may be used individually or in combination of two or more.

[0049] There are no particular limitations on the amount of humectant contained in the oral composition, but it is preferably 5 to 98% by mass, more preferably 10 to 75% by mass, and even more preferably 20 to 60% by mass, based on the total mass of the oral composition. If the amount of humectant contained in the oral composition is above the lower limit, solidification of the composition due to drying can be further suppressed. If the amount of humectant contained in the oral composition is below the upper limit, the oral composition can be given an appropriate level of moisture, thereby improving the feel of use.

[0050] (Medicinal ingredients) Medicinal ingredients include, for example, bactericides or antibacterial agents other than hinokitiol and isopropylmethylphenol (e.g., cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, triclosan, thymol, lysozyme chloride, etc.), enzymes (e.g., dextranase, mutanase, amylase, protease, Ritec enzyme, papain, bromelain, etc.), fluorides (e.g., sodium fluoride, sodium monofluorophosphate, etc.), and anti-inflammatory agents (e.g., ε-aminocaproic acid, allantoin, tranexamic acid, glycyrrhizinate). Examples of medicinal ingredients include lysinates, glycyrrhetinic acid, glycyrrhetinates, azulene, dihydrocholesterol, etc.), tartar preventives (e.g., condensed phosphates, ethane hydroxydiphosphonates, etc.), blood flow promoters (e.g., vitamin E, etc.), hypersensitivity inhibitors (e.g., potassium nitrate, aluminum lactate, etc.), coating agents (e.g., hydroxyethylcellulose dimethyldiallylammonium chloride, etc.), amino acids (e.g., alanine, glycine, proline, pyrrolidone carboxylic acid (salt), etc.), and astringents other than components (A) and (B). These medicinal ingredients may be used individually or in combination of two or more. The effective amount of the above medicinal ingredients can be appropriately determined according to conventional methods.

[0051] (fragrance) Fragrances include, for example, natural essential oils such as peppermint oil, spearmint oil, Japanese mint oil, anise oil, cassia oil, clove oil, eucalyptus oil, wintergreen oil, mastic oil, neroli oil (orange blossom oil), lemongrass oil, jasmine oil, rose oil, iris oil, thyme oil, sage oil, cardamom oil, coriander oil, rosemary oil, laurel oil, chamomile oil, caraway oil, basil oil, marjoram oil, lemon oil, orange oil, grapefruit oil, lime oil, mandarin oil, yuzu oil, nutmeg oil, lavender oil, paraclete oil, vanilla oil, cinnamon oil, pimento oil, cinnamon leaf oil, and perilla oil; menthol, menthofran, carvone, cinnamic aldehyde, anethole, 1,8-cineole, methyl salicylate Fragrance components contained in the above natural essential oils, such as phosphate, eugenol, thymol, linalool, limonene, menthone, menthyl acetate, citral, decanal, camphor, borneol, pinene, spiranthol, n-decyl alcohol, citronellol, α-terpineol, linalyl acetate, phenylethyl glycidate, phenylethyl alcohol, allyl hexanoate, octanol, octanal, octyl acetate, caryophyllene, germacrene, viridiflorol, methyl cinnamate, methylheptin carbonate, ionone, ethyl-β-methylthiopropionate, cis-6-nonenol, carone, methyl jasmonate, citronellyl acetate, ethyl linalool, etc.Ethyl acetate, ethyl butyrate, isoamyl acetate, hexanal, hexenal, methyl anthranilate, ethyl methylphenyl glycidate, benzaldehyde, vanillin, ethyl vanillin, furaneol, ethylcyclopentenolone, 3-hydroxy-4,5-dimethylfuran-2-one, cyclotene, 2-methylbutyric acid, acetate acid, propionic acid, cis-3-hexenol, trans-2-hexenal, undecalactone, decalactone, hexyl acetate, ethyl-2- Examples of fragrance components include methyl butyrate, benzyl alcohol, N-ethyl-p-menthane-3-carboxamide (N-ethyl-2-isopropyl-5-methylcyclohexanecarboxamide), menthyl lactate, ethylene glycol-l-menthyl carbonate, maltol, and ethyl maltol; plant extracts such as chili pepper extract, ginger extract, pepper extract, and Japanese pepper extract; cardamom extract; and various blended flavors such as mint, fruit, and herb, which are created by combining several fragrance components and natural essential oils.

[0052] Fragrances that can also function as cooling agents include, for example, N-ethyl-p-menthane-3-carboxamide (N-ethyl-2-isopropyl-5-methylcyclohexanecarboxamide), N-[(ethoxycarbonyl)methyl)-p-menthane-3-carboxamide, Np-benzeneacetonitrile menthanecarboxamide, N-(2-(pyridine-2-yl)ethyl)-3-p-menthanecarboxamide, N-(2-hydroxy-2-phenylethyl)-2-isopropyl-5,5-dimethylcyclohexane-1-carboxamide, 2-(4-methylphenoxy)-N-(1H-pyrazole-3-yl)-N-(thiophen-2-ylmethyl)acetamide, menthyl lactate, menthyl monosuccinate, vanillyl butyl ether, isopulegol, menthol glycoside ketal, N-(4-cyanomethylphenyl)-p Other examples include menthanecarboxamide, 3-l-menthoxypropane-1,2-diol, menthylglyceryl ether, menthyl succinate, linalool oxide, vanillyl butyl ether, 5-methyl-2-propane-2-yl-N-(2-pyridine-2-ylethyl)cyclohexane-1-carboxamide, 3-(p-menthane-3carboxamide)ethyl acetate, 2-isopropyl-N,2,3-trimethylbutylamide, N-ethyl-2,2-diisopropylbutanamide, N-(1,1-dimethyl-2-hydroxyethyl)-2,2-diethylbutanamide, N-(2-hydroxyethyl)-2,3-dimethyl-2-isopropylbutanamide, menthyl glutarate, 2-(4-methylphenoxy)-N-(1H-pyrazole-yl)-N-(thiophen-2-ylmethyl)acetamide, and isopulegol. As for the fragrance, one of the fragrances exemplified above may be used alone, or two or more may be used in combination.

[0053] When compounding the above fragrances, solvents may be used. Examples of solvents include ethanol, propylene glycol, glycerin fatty acid esters, and triacetin.

[0054] There are no particular limitations on the amount of fragrance contained in the oral composition, but it is preferably 0.0000001 to 5.0% by mass, more preferably 0.00001 to 3.0% by mass, and even more preferably 0.01 to 2.0% by mass, relative to the total mass of the oral composition. If the amount of fragrance contained in the oral composition is above the lower limit, it can better mask the unpleasant taste of other components. If the amount of fragrance contained in the oral composition is below the upper limit, the sensation of stimulation becomes moderately strong, and the user experience is further improved.

[0055] (Sweetener) Examples of sweeteners include saccharin, sodium saccharin, aspartame, stevioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidin dihydrochalcone, perillartin, glycyrrhizin, thaumatin, and aspartylphenylalanine methyl ester. Of these, sodium saccharin is preferred. These sweeteners may be used individually or in combination of two or more.

[0056] There are no particular limitations on the amount of sweetener contained in the oral composition, but it is preferably 0.001 to 10% by mass, more preferably 0.01 to 5% by mass, and even more preferably 0.05 to 3% by mass, relative to the total mass of the oral composition. When the oral composition contains a sweetener, it can better mask the unpleasant taste of other components.

[0057] (Oily components) Examples of oily components include hydrocarbons (e.g., squalane, liquid paraffin, petrolatum, microcrystalline wax, etc.), higher alcohols (e.g., alcohols with 8 to 22 carbon atoms such as lauryl alcohol, cetyl alcohol, cetostearyl alcohol, oleyl alcohol, isostearyl alcohol, etc.), higher fatty acids (e.g., fatty acids with 8 to 22 carbon atoms such as lauric acid, myristic acid, oleic acid, isostearic acid, etc.), vegetable oils (e.g., olive oil, castor oil, coconut oil, etc.), and fatty acid esters (e.g., isopropyl myristate, etc.). These oily components may be used individually or in combination of two or more.

[0058] There are no particular limitations on the amount of oily components contained in the oral composition, but it is preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less, relative to the total mass of the oral composition. When the amount of oily components contained in the oral composition is below the above upper limit, the feeling of use, such as moisturizing and mildness, is further improved. Furthermore, in this invention, in terms of achieving the desired effect, oily components do not need to be included (amount 0% by mass), and the composition may be free of oily components.

[0059] (Preservative) Examples of preservatives include parahydroxybenzoic acid esters (e.g., methyl parahydroxybenzoate, ethyl parahydroxybenzoate, butyl parahydroxybenzoate), sodium benzoate, etc. These preservatives may be used individually or in combination of two or more.

[0060] There are no particular limitations on the amount of preservative contained in the oral composition, but it is preferably 0.001 to 10% by mass, more preferably 0.01 to 5% by mass, and even more preferably 0.1 to 1% by mass, based on the total mass of the oral composition. Including a preservative in the oral composition can further improve its preservative power.

[0061] (Binding agent) Examples of binders include polysaccharides, cellulosic binders (e.g., carboxymethylcellulose (CMC), hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, cationized cellulose, etc.), other polysaccharide thickeners (e.g., xanthan gum, guar gum, gellan gum, tragacanth gum, karaya gum, arabic gum, locust bean gum, carrageenan, sodium alginate, etc.), synthetic water-soluble polymers (e.g., sodium polyacrylate, carboxyvinyl polymer, polyvinylpyrrolidone, polyvinyl alcohol, propylene glycol alginate, etc.), and salts thereof. Furthermore, inorganic binders such as thickening silica, silicates, and anhydrous silicic acid may also be incorporated. Of these, carboxymethylcellulose (e.g., sodium carboxymethylcellulose, etc.) and thickening silica are preferred. These binders may be used individually or in combination of two or more.

[0062] There are no particular limitations on the amount of binder contained in the oral composition, but it is preferably 0.1 to 20% by mass, more preferably 0.5 to 15% by mass, and even more preferably 1 to 10% by mass, relative to the total mass of the oral composition. If the amount of binder contained in the oral composition is above the lower limit, the viscosity can be further improved, and the shape retention and feel can be further improved. If the amount of binder contained in the oral composition is below the upper limit, the oral composition will have an appropriate viscosity, and the shape retention and feel can be further improved.

[0063] (pH adjuster) Examples of pH adjusting agents include organic acids such as phthalic acid, citric acid, succinic acid, acetic acid, fumaric acid, malic acid, and lactic acid, or their salts (sodium citrate); inorganic acids such as phosphoric acid (orthophosphoric acid), or their salts (e.g., sodium salts and ammonium salts); and hydroxides such as sodium hydroxide. Examples of inorganic salts include disodium hydrogen phosphate and sodium dihydrogen phosphate. These pH adjusting agents may be used individually or in combination of two or more.

[0064] The amount of pH adjusting agent contained in the oral composition is not particularly limited, as long as the pH of the oral composition after the addition of the pH adjusting agent is at a value that exhibits buffering capacity. The amount of pH adjusting agent can be appropriately set, for example, so that the pH of the oral composition is preferably 3.0 to 10.0, more preferably 5.0 to 8.5. In this disclosure, the pH value usually refers to the value obtained 3 minutes after the start of measurement at 25°C. The pH value can be measured, for example, using a pH meter (model number Hm-30S) manufactured by Toa Denpa Kogyo Co., Ltd.

[0065] (Coloring agent) Examples of colorants include natural pigments such as safflower red pigment, gardenia yellow pigment, gardenia blue pigment, perilla pigment, red yeast rice pigment, red cabbage pigment, carrot pigment, hibiscus pigment, cocoa pigment, spirulina blue pigment, and tamarind pigment; legally approved colorants such as Red No. 2, Red No. 3, Red No. 104, Red No. 105, Red No. 106, Red No. 227, Yellow No. 4, Yellow No. 5, Green No. 3, and Blue No. 1; riboflavin; and titanium dioxide. These colorants may be used individually or in combination of two or more.

[0066] There are no particular limitations on the amount of coloring agent contained in the oral composition, but it is preferably 0.0000001 to 10% by mass, more preferably 0.000001 to 5% by mass, and even more preferably 0.00001 to 3% by mass, relative to the total mass of the oral composition. When the oral composition contains a coloring agent, discoloration over time can be better masked.

[0067] (solvent) Examples of solvents include water (e.g., purified water) and ethanol, with water being preferred. These solvents may be used individually or in combination of two or more.

[0068] The water content of the oral composition can be appropriately selected depending on the form and dosage form of the oral composition. If the dosage form of the oral composition is, for example, toothpaste, the water content of the toothpaste is preferably, for example, 0.01 to 90% by mass, and more preferably 5 to 70% by mass. If the water content of the toothpaste is above the above lower limit, each water-soluble component can be dissolved.

[0069] When the dosage form of an oral composition is, for example, a mouthwash, the water content of the mouthwash is preferably 50% by mass or more, more preferably 60% by mass or more, and even more preferably 80% by mass or more. If the water content of the mouthwash is above the above lower limit, the user experience can be further improved.

[0070] If the dosage form of the oral composition is, for example, a mouthwash, the water content of the mouthwash is preferably, for example, 0.01 to 99% by mass, and more preferably 5 to 70% by mass. If the water content of the mouthwash is above the lower limit mentioned above, it becomes easier to dissolve each water-soluble component.

[0071] (Other optional components) Other optional components include, for example, polyisobutylene, polybutadiene, urethane, silicone, and natural rubber. The content of the other optional components mentioned above in the oral composition can be appropriately set within a range that does not hinder the effects of the present invention.

[0072] Oral compositions can be adjusted to an appropriate viscosity depending on the dosage form, for example. For oral compositions in paste or gel form, the viscosity at 25°C measured with a BH viscometer is preferably 1 to 300 Pa·s, and more preferably 20 to 150 Pa·s. For oral compositions in liquid form, the viscosity at 25°C measured with a BL viscometer should be 1000 mPa·s or less, and particularly preferably 0.7 to 1000 mPa·s.

[0073] [Form, dosage form] There are no particular limitations on the form of the oral composition; for example, it can be prepared in various forms such as liquid, paste, or solid. There are no particular limitations on the dosage form of oral compositions. Examples include toothpastes (liquid toothpastes, liquid toothpastes, paste toothpastes, moistened toothpastes, powder toothpastes, etc.), mouthwashes, gargles, topical agents, mouth sprays, patches, sheets, oral sustained-release agents, chewing agents, oral dissolving agents, oral disintegrating agents, tongue care agents, mouth fresheners, denture care agents, etc. The dosage form of the oral composition is preferably toothpaste, mouthwash, or gargle.

[0074] [Manufacturing method] The oral compositions of this disclosure can be manufactured by known methods. For example, they can be manufactured by mixing the above-mentioned components (A), (B), (C) and optional components by conventional methods.

[0075] As described above, the oral composition of this disclosure contains components (A), (B), and (C), thereby enhancing the astringent sensation and improving the storage stability of berberine. [Examples]

[0076] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the following description. In these examples, "%" refers to "mass%" unless otherwise specified.

[0077] <Raw materials used> (A) Berberine: Manufactured by Alps Pharmaceutical Co., Ltd., product name "Berberine Chloride Hydrate" (A) Phellodendron bark extract: Manufactured by Ogi Pharmaceutical Co., Ltd., Product name: Phellodendron bark extract S (Berberine content: 5%) (B) Hinokitiol: Manufactured by Takasago Chemical Co., Ltd., product name "Hinokitiol" (C) Isopropylmethylphenol: Manufactured by Osaka Chemical Industries, Ltd., product name "Biozol (registered trademark)" (C) Thymol: Manufactured by Kanto Chemical Co., Ltd., product name "Thymol" (C) Carvacrol: Manufactured by Kanto Chemical Co., Ltd., product name "Carvacrol"

[0078] [Optional ingredients] Abrasive silica: Manufactured by Evonik Industries, product name "Zeodent(registered trademark) 113" Thickening silica: DSL Japan Co., Ltd., product name "Carplex® #67" Xanthan gum: MP Gokyo Food & Chemical Co., Ltd., product name "Xanthan gum" Fragrance compositions A to S: The composition of each fragrance composition is shown in Tables 4 and 5, and the compositions of flavors 1 to 7 and solvents described in Tables 4 and 5 are shown in Tables 6 to 13.

[0079] <Examples 1-15, Comparative Examples 1-6> Toothpaste compositions were prepared by conventional methods according to the compositions shown in Tables 1-3, yielding the toothpaste compositions of Examples 1-15 and Comparative Examples 1-6. The values ​​in Tables 1-3 represent the content (mass %) of each component relative to the total mass of the toothpaste composition for each example. In Tables 1-3, unless otherwise specified, mass percent indicates purity, and if an ingredient is marked with "-", that ingredient is not included. Furthermore, the "balance" listed for purified water indicates the amount at which the total volume of the toothpaste composition in each example becomes 100% by mass. In Tables 1-3, "Berberine (derived from Phellodendron bark extract)" indicates the amount of berberine contained in the Phellodendron bark extract relative to the total mass of the toothpaste composition (mass %).

[0080] <Evaluation Method> The astringency and storage stability of berberine in the toothpaste compositions of Examples 1-15 and Comparative Examples 1-6 were evaluated according to the following evaluation method. The results are shown in Tables 1-3.

[0081] [Convergence] Each toothpaste composition, filled into an 8mm diameter laminate tube, was evaluated by a sensory test conducted by a panel of 10 experts. After applying 1g of the toothpaste composition to a toothbrush (Lion Corporation, Clinica toothbrush, 4-row head, medium) and brushing for approximately 3 minutes, each subject sensory evaluated the degree of astringency in the oral cavity using the following scoring and evaluation criteria. A score of B or higher was considered a pass.

[0082] Rating 4 points: Has a very strong sense of convergence. 3 points: There is a strong sense of convergence. 2 points: There is a slight feeling of convergence. 1 point: There is almost no feeling of astringency.

[0083] Evaluation Criteria A: Average score of 3.5 points or more and 4.0 points or less B: Average score between 3.0 and 3.5 points C: Average score below 3.0

[0084] [Storage stability of berberine] The storage stability of berberine was evaluated by measuring and comparing the berberine content of toothpaste compositions immediately after preparation and after storage at 60°C for one month. The method for measuring the berberine content in toothpaste compositions is shown below. An internal standard solution (methanol solution of quinoline yellow SS (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.)) and a mobile phase were added to the toothpaste composition and uniformly dispersed. The mixture was then filtered using a liquid chromatography filter (0.45 μm) to obtain the sample solution. If necessary, the mixture was centrifuged after uniform dispersion. Berberine chloride was dissolved in methanol, then diluted with the mobile phase to match the berberine concentration of the toothpaste composition, and then the internal standard solution was precisely added to prepare the standard solution. For 20 μL of sample solution and standard solution, testing was performed using liquid chromatography to determine QT (ratio of the peak area of ​​berberine in the sample solution to the peak area of ​​the internal standard) and QS (ratio of the peak area of ​​berberine in the standard solution to the peak area of ​​the internal standard). The berberine content was then calculated using the following formula. The berberine content of the toothpaste composition after storage at 60°C for one month was defined as the berberine retention rate (%), with the berberine content of the toothpaste composition immediately after preparation being set to 100%. A result of B or higher was considered acceptable. Berberine content (ppm) = WS × (100 - D) × (353.37 / 371.81) × (QT / QS) × (K / WT) WS: Standard amount of berberine chloride (g) WT: Sample volume (g) D: Moisture content of standard berberine chloride (%) K: Constant (set according to dilution concentration, etc.) 353.37: Molecular weight of berberine 371.81: Molecular weight of berberine chloride Internal standard substance: Methanol solution of quinoline yellow SS

[0085] Evaluation Criteria A: Berberine retention rate of 95% or more B: Berberine retention rate 90% or more but less than 95% C: Berberine retention rate less than 90% or unmeasurable

[0086] [Table 1]

[0087] [Table 2]

[0088] [Table 3]

[0089] Tables 1-3 show that all of the oral compositions in the examples exhibited excellent evaluations in terms of both astringency and the storage stability of berberine.

[0090] In contrast, the oral compositions of Comparative Example 1, which did not contain component (A), and Comparative Example 2, which did not contain component (B), were shown to have impaired astringency. (B) In the oral composition of Comparative Example 3, which had a high content of component (B), the storage stability of berberine was shown to be impaired. In Comparative Example 4, an oral composition that did not contain component (C), it was shown that the storage stability of berberine was impaired. Comparative Example 5, an oral composition with a high C / B ratio, was shown to have impaired astringency. Comparative Example 6, an oral composition with a low C / B ratio, showed that the storage stability of berberine was impaired.

[0091] <Example prescription> Examples of oral compositions to which the present invention is applied are shown below. In each example, the "%" indicating the content is "mass%". Furthermore, the "balance" indicated for purified water represents the amount that makes the total amount of the oral composition in each example 100% by mass. In the oral compositions of formulation examples 1 to 10 below, both the astringent sensation and the storage stability of berberine were evaluated as excellent.

[0092] [Prescription Example 1: Toothpaste] Berberine 0.003% Hinokitiol 0.1% Isopropylmethylphenol 0.05% Sorbitol solution (70%) 45% Abrasive silica 10% Thickening silica 3.0% Titanium dioxide 0.4% Propylene glycol 4.0% Xanthan gum 1.2% Sodium polyacrylate 0.4% Sodium fluoride 0.32% Sodium lauryl sulfate 1.0% Coconut oil fatty acid amidopropyl betaine solution 1.0% Sodium saccharin 0.1% Fragrance composition A 1.2% Purified water balance Total 100%

[0093] [Prescription Example 2: Toothpaste] Berberine 0.0025% Hinokitiol 0.01% Isopropylmethylphenol 0.1% Sorbitol solution (70%) 55% Thickening silica 5.0% Propylene glycol 5.0% Xanthan gum 1.0% Sodium alginate 0.8% Sodium polyacrylate 0.6% Sodium fluoride 0.32% Sodium lauryl sulfate 1.5% Sodium sulfate 0.5% Sodium saccharin 0.09% Citric acid 0.3% Sodium citrate 0.5% Fragrance composition A 0.98% Purified water balance Total 100%

[0094] [Prescription Example 3: Toothpaste] Phellodendron bark extract (berberine content 5%) 0.05% Hinokitiol 0.01% Isopropylmethylphenol 0.1% Sorbitol solution (70%) 45% Thickening silica 3.0% Propylene glycol 4.0% Xanthan gum 1.0% Sodium alginate 0.8% Sodium polyacrylate 0.6% Sodium fluoride 0.32% Sodium lauryl sulfate 1.0% Sodium sulfate 1.0% Sodium saccharin 0.1% Citric acid 0.3% Sodium citrate 0.5% Fragrance composition A 1.3% Purified water balance Total 100%

[0095] [Prescription Example 4: Toothpaste] Phellodendron bark extract (berberine content 5%) 0.06% Hinokitiol 0.2% Isopropylmethylphenol 0.05% Sorbitol solution (70%) 55% Thickening silica 5.0% Propylene glycol 5.0% Xanthan gum 1.2% Sodium alginate 0.5% Sodium polyacrylate 0.3% Sodium fluoride 0.32% Sodium lauryl sulfate 1.5% Sodium sulfate 0.5% Sodium saccharin 0.1% Citric acid 0.1% Sodium citrate 0.3% Fragrance composition A 1.5% Purified water balance Total 100%

[0096] [Prescription Example 5: Mouthwash] Berberine 0.0025% Hinokitiol 0.01% Isopropylmethylphenol 0.1% Ethanol 8% Sorbitol solution (70%) 7% Propylene glycol 4% Citric acid 0.05% Sodium citrate 0.3% Fragrance composition A 0.2% Purified water balance Total 100%

[0097] [Prescription Example 6: Mouthwash] Berberine 0.003% Hinokitiol 0.1% Isopropylmethylphenol 0.05% Glycerin 8% Propylene glycol 3% Citric acid 0.03% Sodium citrate 0.25% Fragrance composition A 0.1% Purified water balance Total 100%

[0098] [Prescription Example 7: Mouthwash] Phellodendron bark extract (berberine content 5%) 0.05% Hinokitiol 0.1% Isopropylmethylphenol 0.05% Ethanol 8% Sorbitol solution (70%) 5% Propylene glycol 3% Citric acid 0.1% Sodium citrate 0.3% Fragrance composition A 0.2% Purified water balance Total 100%

[0099] [Prescription Example 8: Mouthwash] Phellodendron bark extract (berberine content 5%) 0.06% Hinokitiol 0.01% Isopropylmethylphenol 0.1% 10% Ethanol Sorbitol solution (70%) 7% Propylene glycol 5% Citric acid 0.2% Sodium citrate 0.5% Fragrance composition A 0.3% Purified water balance Total 100%

[0100] [Prescription Example 9: Mouthwash] Berberine 0.0025% Hinokitiol 0.01% Isopropylmethylphenol 0.1% Glycerin 10% Hydroxyethylcellulose 0.3% Propylene glycol 5% Fragrance composition A 0.5% Purified water balance Total 100%

[0101] [Prescription Example 10: Mouthwash] Phellodendron bark extract (berberine content 5%) 0.05% Hinokitiol 0.1% Isopropylmethylphenol 0.05% Glycerin 10% Hydroxyethylcellulose 0.2% Propylene glycol 4% Fragrance composition A 0.1% Purified water balance Total 100%

[0102] Furthermore, when toothpastes or mouthwashes with the same composition as those described in the above formulation examples 1 to 10 were prepared, except that fragrance compositions B to S described in Tables 4 and 5 below were used instead of fragrance composition A, all of them showed excellent evaluations in terms of both astringency and storage stability. The compositions of flavors 1-7 and solvents listed in Tables 4 and 5 below are shown in Tables 6-13. In the table, "a% cut from the forward distillation portion" means that the initial a% is removed during the fractional distillation of the essential oil, and "b% cut from the forward and backward distillation portions" means that the initial b% and the final b% are removed during the fractional distillation of the essential oil.

[0103] [Table 4]

[0104] Table 5

[0105] Table 6

[0106] Table 7

[0107] Table 8

[0108] Table 9

[0109] Table 10

[0110] Table 11

[0111] Table 12

[0112] Table 13

Claims

1. (A) Ingredients: Berberine and (B) Components: Hinokitiol and (C) Ingredients: Contains isopropylmethylphenols, Oral composition.

2. The content of component (B) is 0.001 to 0.5% by mass relative to the total mass of the oral composition. The oral composition according to claim 1.

3. The ratio of the mass of component (C) to the mass of component (B), as shown by component (C) / component (B), is between 0.01 and 10. The oral composition according to claim 1.

4. The above component (C) is isopropylmethylphenol. The oral composition according to claim 1.

5. An oral composition according to any one of claims 1 to 4, which is a toothpaste.

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