WO2023166891A1 - Composition for oral cavities - Google Patents

Composition for oral cavities Download PDF

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Publication number
WO2023166891A1
WO2023166891A1 PCT/JP2023/002501 JP2023002501W WO2023166891A1 WO 2023166891 A1 WO2023166891 A1 WO 2023166891A1 JP 2023002501 W JP2023002501 W JP 2023002501W WO 2023166891 A1 WO2023166891 A1 WO 2023166891A1
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Prior art keywords
composition
oil
oral
oily
phase
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PCT/JP2023/002501
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French (fr)
Japanese (ja)
Inventor
和夫 田嶋
洋子 今井
佳那 宮坂
和也 山下
悟 長瀬
Original Assignee
学校法人神奈川大学
悠香ホールディングス株式会社
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Publication of WO2023166891A1 publication Critical patent/WO2023166891A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/14Liposomes; Vesicles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Definitions

  • the present invention relates to an oral composition.
  • biofilms are formed by these multiple oral bacteria. Insufficient care of this biofilm has been found to have adverse effects not only on periodontal disease and bad breath, but also on the whole body. Under these circumstances, it is required to take measures against bacteria and fungi present in the oral cavity.
  • Patent Document 1 one or two selected from menthol (B), thymol (C-1) and carvacrol (C-2) while containing an oil agent (A) that is liquid at 25 ° C.
  • a two-layer separation type liquid obtained by separating two layers, an oil layer containing the above and one or more components (D) selected from rose, lavender, chamomile, jasmine, orris and violet, and an aqueous layer.
  • An oral composition is described.
  • Patent Document 2 discloses an oil phase containing one or more antimicrobial essential oils, a solvent system containing at least one polyol solvent and at least one sugar alcohol solvent, and at least one alkyl sulfate surfactant. , optionally at least one additional surfactant, and an aqueous phase comprising water are described.
  • the ratio of oil phase to solvent system to alkyl sulfate surfactant in the antimicrobial mouthrinse composition is on the order of 1:60:1.5 by weight.
  • closed endoplasmic reticulum of amphiphilic substances formed by spontaneous self-organization and medium-chain fatty acids are added to the aqueous phase. and medium-chain fatty acid monoglyceride, is maintained in an acidic region, and the oil component is maintained in an emulsified state by intervening the closed endoplasmic reticulum at the interface between the aqueous phase and the oil droplet phase of the oil component.
  • Patent Document 3 describes an emulsified acidic composition for livestock that
  • the internal phase is an oil phase
  • the external phase is an aqueous phase
  • a closed vesicle formed by an amphipathic substance that spontaneously forms a closed vesicle or a polymer having a hydroxyl group.
  • Patent Document 4 describes an antiperspirant or deodorant which is of the O/W emulsion type containing condensation polymer particles and which further contains a deodorizing component.
  • the high solubility may reduce the retention of the oral composition.
  • the emulsified acidic composition for livestock of Patent Document 3 is a technique for stably maintaining the emulsified state until it reaches the intestines, because the antibacterial component is directly put into the intestines of livestock, and the antiperspirant of Patent Document 4.
  • a deodorant or deodorant is applied to the skin to improve the feeling of use and the adhesion of deodorant ingredients to the skin. Far away.
  • An object of the present invention is to provide an oral composition that has stable and excellent antibacterial properties, good palatability, and dispersibility and retention in the oral cavity.
  • the oil-based antibacterial component includes alkyl fatty acids having 6 to 16 carbon atoms, lower fatty acid monoglycerides, monoterpene hydrocarbons having a molecular weight of 600 or less, sesquiterpene hydrocarbons, diterpene hydrocarbons, monoterpene alcohols, sesqui from terpene alcohols, diterpene alcohols, phenols, ketones, terpene aldehydes, aliphatic aldehydes, aromatic aldehydes, phenol ethers, lactones, esters, ethers, oxides, carboxylic acids and organic acids
  • the oral composition according to any one of [1] to [3] above, which is one or more antibacterial ingredients selected from the group consisting of:
  • an oral composition that has stable and excellent antibacterial properties, good palatability, and dispersibility and retention in the oral cavity.
  • FIG. 1 is a photograph of the apatite plate stained in Example 7-1 taken with a digital camera.
  • FIG. 2 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-1.
  • FIG. 3 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-2.
  • the present inventors have found that by applying a three-phase emulsification technology that is completely different from the emulsification mechanism of surfactants to emulsify oily antibacterial ingredients, dispersibility and retention in the oral cavity can be improved. , Since emulsified particles (three-phase emulsified particles) containing an oily antibacterial component are stably dispersed in the aqueous phase, excellent antibacterial properties can be stably exhibited for a long period of time. The present inventors have found that palatability can be improved compared to an oral composition using an active agent, and have completed the present disclosure based on this finding.
  • the oral composition of the embodiment includes an oil phase containing an oily antibacterial component, an aqueous phase, and a closed endoplasmic reticulum formed by an amphiphilic substance that spontaneously forms a closed endoplasmic reticulum (hereinafter, also simply closed endoplasmic reticulum and at least one of polycondensation polymer particles having hydroxyl groups (hereinafter also simply referred to as polycondensation polymer particles), and is an O/W emulsion.
  • the oral composition is a composition to which a so-called three-phase emulsification method using closed endoplasmic reticulum or polycondensation polymer particles is applied.
  • At least one of the closed endoplasmic reticulum and polycondensation polymer particles exists around the oil phase containing the oily antibacterial component, and the aqueous phase exists outside of them. That is, at least one of a plurality of closed vesicles and polycondensation polymer particles is present at the interface between the oil phase containing the oily antibacterial component and the water phase, and the water phase is the continuous phase.
  • the oral composition is an O/W emulsion in which an oil phase containing an oily antimicrobial component is dispersed in an aqueous phase.
  • the oral composition contains a large number of emulsified particles (three-phase emulsified particles) in which at least one of the closed endoplasmic reticulum and polycondensation polymer particles exists around a particulate oil phase (hereinafter also referred to as oil droplets). do.
  • An aqueous phase exists around emulsified particles containing an oily antibacterial component, and a large number of emulsified particles are dispersed in the aqueous phase.
  • a closed endoplasmic reticulum formed by an amphiphilic substance that spontaneously forms a closed endoplasmic reticulum has the property of spontaneously forming a closed endoplasmic reticulum in an aqueous component.
  • Particles of closed vesicles and polycondensation polymers are known as particles with so-called three-phase emulsifying ability. Since the surfaces of the closed vesicles and the particles of the polycondensation polymer are hydrophilic, the closed vesicles and the particles of the polycondensation polymer generate mutual repulsion.
  • a large number of closed vesicles and polycondensation polymer particles are present on the surface of the oil phase containing the oily antibacterial component.
  • a repulsive force is generated between the oil phases containing the oily antibacterial component.
  • the repulsive force generated between the oil phases is greater than the attractive force generated between the oil phases. Therefore, aggregation of the oil phase containing the oily antibacterial component in the aqueous phase, in other words, aggregation of the emulsion particles is suppressed, and the dispersibility of the oil phase containing the oily antibacterial component is maintained and improved.
  • a plurality of closed vesicles may be present, only a plurality of polycondensation polymer particles may be present, or a plurality of closed vesicles may be present.
  • Cellular bodies and particles of a plurality of polycondensation polymers may be intermingled.
  • the oily antibacterial component contained in such an oral composition is oily.
  • an oral composition comprising only an oil-based antimicrobial component that is, only an oil-based antimicrobial component is used in the oral cavity
  • the oil-based antimicrobial component does not readily disperse in saliva, and in some cases separates from saliva. Therefore, the antibacterial properties of the oily antibacterial component are not sufficiently exhibited throughout the oral cavity. Furthermore, palatability of an oral composition consisting only of an oily antibacterial component is poor.
  • the oily antibacterial component is dispersed in the aqueous phase in the form of emulsified particles.
  • the oily antibacterial component dispersed in the aqueous phase can maintain good dispersibility even in saliva.
  • the dispersibility of the composition for oral cavity in saliva when gargling is excellent. Therefore, the oral composition can stably have excellent antibacterial properties throughout the oral cavity.
  • the oral composition uses a three-phase emulsification technology that is completely different from the emulsification mechanism by surfactants.
  • the oral composition can contain substantially less surfactant, and in some cases, no surfactant, as compared to compositions using conventional surfactants. That is, it is possible to suppress the decrease in palatability derived from the surfactant. As such, the oral composition can have good palatability.
  • the oral composition contains emulsified particles formed by three-phase emulsification.
  • Emulsified particles formed by three-phase emulsification have a stronger adsorptive power to surfaces of substances such as tooth surfaces and mucosal surfaces than compositions using conventional surfactants. Even if an external force acts on the emulsified particles containing the oily antibacterial component, the emulsified particles are less likely to be detached from the surface of the oral cavity, and the composition for oral cavity is excellent in retention in the oral cavity. Therefore, the oral composition has stable antibacterial properties in the oral cavity for a long period of time. In addition, since the oral composition of the embodiment can coexist with an aqueous antibacterial component, it is excellent in cleaning the oral cavity.
  • the oral composition since the oral composition has excellent dispersibility and retention in the oral cavity, it is difficult for bacteria to propagate in the oral cavity.
  • the composition for oral cavity can suppress the propagation of bacteria in the oral cavity over a long period of time.
  • the oil-based antibacterial component is stably dispersed in the aqueous phase.
  • the amount of alcohol can be significantly reduced, and in some cases alcohol-free, compared to conventional alcohol-containing oral compositions. Therefore, the oral composition of the embodiment can be used satisfactorily even by people with low alcohol tolerance, and can suppress the adverse effect of alcohol on taste and the deterioration of retention of the oral composition.
  • the oil phase in the oral composition contains an oily antibacterial component.
  • the oil phase may consist only of the oily antibacterial component, or may contain other oily components in addition to the oily antibacterial component.
  • the oil-based antibacterial ingredient has antibacterial properties against fungi and bacteria that exist in the oral cavity, regardless of whether they are aerobic or anaerobic.
  • the oleaginous antimicrobial component has antimicrobial properties against Candida and E. coli.
  • oil-based antibacterial ingredients include alkyl fatty acids with 6 to 16 carbon atoms, lower fatty acid monoglycerides, monoterpene hydrocarbons with a molecular weight of 600 or less, sesquiterpene hydrocarbons, diterpene hydrocarbons, mono Terpene alcohols, sesquiterpene alcohols, diterpene alcohols, phenols, ketones, terpene aldehydes, aliphatic aldehydes, aromatic aldehydes, phenol ethers, lactones, esters, ethers, oxides, carvone It is preferably one or more antibacterial ingredients selected from the group consisting of acids and organic acids.
  • Caprylic acid and capric acid are preferable as the alkyl fatty acid having 6 to 16 carbon atoms.
  • Preferred lower fatty acid monoglycerides are caprylic acid glycerides and capric acid glycerides.
  • Preferred monoterpene hydrocarbons having a molecular weight of 600 or less are limonene and terpinene. Farnesene is preferred as the sesquiterpene hydrocarbon. Geranylgeraniol is preferred as the diterpene hydrocarbon.
  • Preferred monoterpene alcohols are menthol and nerol.
  • Preferred sesquiterpene alcohols are nerolidol and patchouli alcohol.
  • the diterpene alcohols are preferably cinnamic alcohols.
  • Preferred ketones are acetophenone and camphor.
  • Preferred terpene aldehydes are citronellal and geranial.
  • Preferred aliphatic aldehydes are n-octal and n-decanal. Cinnamaldehyde is preferred as the aromatic aldehyde.
  • Preferred phenol ethers are anethole and methyl eugenol.
  • As the lactones allan lactone is preferred.
  • Preferred esters are methyl benzoate, ethyl benzoate and methyl salicylate.
  • the ether is preferably glycerin mono-2-ethylhexyl ether.
  • the oxides are preferably cineol.
  • Preferred carboxylic acids and organic acids are cinnamic acid and benzoic acid.
  • the oil phase contains other oily components in addition to the oily antibacterial component
  • the other oily components are not particularly limited, and both solid oil and liquid oil are suitable.
  • Solid oil is oil that is solid at room temperature (25° C.)
  • liquid oil is oil that is liquid at room temperature.
  • the other oily component may be solid oil alone, liquid oil alone, or a mixture of solid and liquid oils.
  • the content ratio of the solid oil and the liquid oil is appropriately selected according to the use of the oral composition.
  • the solid oil is not particularly limited as long as it is a solid oil at room temperature. , waxes, higher alcohols (behenyl alcohol, stearyl alcohol, cetyl alcohol, batyl alcohol, etc.), waxes (carnauba wax, beeswax, etc.), and the like.
  • the liquid oil is not particularly limited as long as it is liquid at room temperature.
  • the other oily component is preferably a medium-chain fatty acid triglyceride from the viewpoint of oral cavity use, solubility, fluidity, and palatability for the oily antibacterial component.
  • the content ratio of the oil phase and the oily antibacterial component contained in the oral composition is appropriately selected according to the use of the oral composition.
  • the content of the oil phase contained in the oral cavity composition is 5.00 ⁇ 10 ⁇ 3 mass % or more and 80.00 mass % or less.
  • the content of the oil phase is within the above range, the dispersibility in the oral cavity is good.
  • the content of the oily antibacterial component in the oral cavity composition is preferably 5.00 ⁇ 10 ⁇ 3 mass % or more, more preferably 1.00 ⁇ 10 ⁇ 2 mass % or more. More preferably, it is 00 ⁇ 10 ⁇ 2 mass % or more. When the content of the oily antibacterial component is 5.00 ⁇ 10 ⁇ 3 mass % or more, the antibacterial properties are good.
  • the content of the oily antibacterial component contained in the oral cavity composition is preferably 10.00% by mass or less, more preferably 5.00% by mass or less, and 1.00% by mass or less. is more preferred. When the content of the oily antibacterial component is 10.00% by mass or less, a decrease in palatability can be suppressed.
  • the average particle size of the oil phase containing the oily antibacterial component is appropriately selected according to the use of the oral composition. Since the oral composition is based on three-phase emulsification, the average particle size of the oil phase containing the oily antibacterial component can be selected within a wider range than conventional emulsified compositions using surfactants. can be done.
  • the average particle size of the oil phase containing the oily antibacterial component is preferably 0.1 ⁇ m or more, more preferably 1.0 ⁇ m or more, and even more preferably 10.0 ⁇ m or more.
  • the average particle size of the oil phase containing the oily antibacterial component is preferably 100.0 ⁇ m or less, more preferably 50.0 ⁇ m or less, and even more preferably 30.0 ⁇ m or less.
  • the average particle size of the oil phase containing the oil-based antibacterial component is 0.1 ⁇ m or more, the oil-based antibacterial component efficiently acts against bacteria such as Candida, resulting in good antibacterial properties of the oral composition. be.
  • the average particle diameter of the oil phase containing the oily antibacterial component is 100.0 ⁇ m or less, the dispersibility of the oil phase is good, so that the composition for oral cavity has good antibacterial properties.
  • the average particle size of the oil phase is a value determined by Contin analysis after measuring by a dynamic light scattering method using a particle size distribution analyzer FPAR (manufactured by Otsuka Electronics Co., Ltd.).
  • the oil phase may contain ingredients such as tea leaves, polyphenols, peptide substances, scrubbing agents, powders, and fragrances in addition to the oily antibacterial ingredients and other oily ingredients.
  • the aqueous phase in the oral composition is an aqueous component and is immiscible with the oil phase.
  • the aqueous phase is the continuous phase and disperses a plurality of emulsified particles.
  • the aqueous phase is preferably water such as purified water, or water containing polyhydric alcohols such as glycerin, butylene glycol, and sorbitol.
  • the total amount of the aqueous phase in the oral composition is appropriately selected according to the use of the oral composition.
  • the total amount of the aqueous phase is preferably 20.000% by mass or more, 30.000% by mass or more, 40.000% by mass or more, and 50.000% by mass or more with respect to the total amount of the oral composition. Increasingly more favorable.
  • the total amount of the aqueous phase is preferably 99.995% by mass or less, 90.000% by mass or less, 80.000% by mass or less, and 70.000% by mass or less with respect to the total amount of the oral composition. Decreasing is more favorable.
  • the oral composition contains an oily antibacterial component in an amount that can antibacterially kill bacteria present in the oral cavity. Good characteristics.
  • the aqueous phase may contain ingredients such as tea leaves, polyphenols, peptide substances, scrubbing agents, powders, flavors, and artificial sweeteners.
  • amphiphilic substance that spontaneously forms the closed endoplasmic reticulum is polyoxyethylene curing represented by the following formula (1) It is preferably a derivative of castor oil.
  • E (E L+M+N+X+Y+Z), which is the average number of added moles of ethylene oxide, is preferably 3 or more and 100 or less.
  • amphiphilic substances include those in which a hydrophobic group and a hydrophilic group are ester-bonded, such as phospholipids and phospholipid derivatives.
  • DLPC with a carbon chain length of 12 (1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-choline), a carbon chain length of 14 DMPC (1,2-Dimyristoyl-sn-glycero-3-phospho-rac-1-choline), DPPC with a carbon chain length of 16 (1,2-Dipalmitoyl-sn-glycero-3-phospho-rac-1-choline ) is preferred.
  • lipids having glycerin or sphingosine as a central skeleton and fatty acids bound thereto and having a phosphate site and a choline site in the structure are preferable.
  • Na salt or NH 4 salt of DLPG (1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-glycerol) having a carbon chain length of 12
  • Na salt or NH4 salt of DMPG with a carbon chain length of 14 (1,2-Dimyristoyl-sn-glycero-3-phospho-rac-1-glycerol)
  • DPPG with a carbon chain length of 16 (1,2-Dipalmitoyl-sn- Na or NH 4 salt of glycero-3-phospho-rac-1-glycerol) is preferred.
  • phospholipids include lecithins such as egg yolk lecithin and soybean lecithin.
  • Suitable examples of amphiphilic substances include fatty acid esters.
  • Suitable fatty acid esters include glycerin fatty acid esters, polyglycerin fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, and propylene glycol fatty acid esters.
  • the polyglycerin fatty acid ester is a straight-chain or branched fatty acid, regardless of whether the fatty acid is saturated or unsaturated, and is preferably an ester of the fatty acid and polyglycerin.
  • sucrose fatty acid ester sucrose laurate, sucrose myristate, sucrose palmitate, sucrose stearate, and sucrose oleate are preferable.
  • the polycondensation polymer having a hydroxyl group may be a natural polymer, a synthetic polymer, or a semi-synthetic polymer. It is appropriately selected according to the use of the composition. Among them, the polycondensation polymer is preferably a natural polymer from the viewpoint of excellent safety and generally inexpensive, and more preferably a sugar polymer from the viewpoint of excellent emulsifying function.
  • Particles of the polycondensation polymer include single particles of the polycondensation polymer and those in which the single particles of the polycondensation polymer are connected to each other. have) are not included.
  • Sugar polymers are polymers with glucoside structures such as cellulose and starch.
  • monosaccharides such as ribose, xylose, rhamnose, fucose, glucose, mannose, glucuronic acid, and gluconic acid, which are produced by microorganisms using some sugars as constituents, xanthan gum, gum arabic, guar gum, karaya gum, and carrageenan , pectin, fucoidan, quinseed gum, tranto gum, locust bean gum, galactomannan, curdlan, gellan gum, fucogel, casein, gelatin, starch, collagen, hyaluronic acid, hyaluronic acid derivatives, natural polymers such as white fungus polysaccharide, methylcellulose , ethylcellulose, methylhydroxypropylcellulose, carboxymethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose, sodium carboxymethylcellulose, propylene glycol alginate,
  • the total amount of the closed endoplasmic reticulum and polycondensation polymer particles contained in the oral composition is preferably 0.001% by mass or more, preferably 0.002% by mass or more, relative to the total amount of the oil phase. is more preferably 0.005% by mass or more, and particularly preferably 0.01% by mass or more.
  • the total amount of the closed endoplasmic reticulum and the particles of the polycondensation polymer is 50% by mass or less, 40% by mass or less, 30% by mass or less, 25% by mass or less, 20% by mass or less, 15% by mass or less with respect to the total amount of the oil phase. % or less and 10% by mass or less.
  • the closed vesicles and polycondensation polymer particles When the total amount of the closed vesicles and polycondensation polymer particles is within the above numerical range, the closed vesicles and polycondensation polymer particles have excellent emulsifying properties, so that the oral composition has antibacterial properties and dispersion in the oral cavity. properties and staying power are further improved.
  • the above amounts are solids contents.
  • the average particle size of the particles of the closed endoplasmic reticulum and the polycondensation polymer is 8 nm or more and 800 nm or less before emulsified particles are formed, but is 8 nm or more and 500 nm or less in the oral composition.
  • the oral composition may contain only closed vesicles, may contain only particles of polycondensation polymer, or may contain closed vesicles and particles of polycondensation polymer. If the oral composition comprises closed vesicles and particles of a polycondensation polymer, for example, separately emulsified emulsions may be mixed to produce the oral composition.
  • the average particle size of the particles of the closed endoplasmic reticulum and polycondensation polymer is a value determined by Contin analysis after measuring by dynamic light scattering using a particle size distribution analyzer FPAR (manufactured by Otsuka Electronics Co., Ltd.).
  • a method for preparing closed vesicles and polycondensation polymer particles having an average particle size within the above numerical range is conventionally known as a method for preparing particles having three-phase emulsifying ability, as disclosed in Japanese Patent No. 3855203 and the like. Therefore, it is omitted here for convenience.
  • the average particle size of the particles of the closed endoplasmic reticulum and the polycondensation polymer present in the mixed solution is, for example, 8 nm or more and 400 nm or less.
  • the closed endoplasmic reticulum and the polycondensation polymer particles are capable of three-phase emulsification.
  • the emulsion contained in the oral composition is observed with an atomic force microscope (AFM) to confirm that at least one of the closed endoplasmic reticulum and the polycondensation polymer particles is attached to the surface of the oil phase.
  • AFM atomic force microscope
  • the oral cavity composition may also contain additional components such as thickeners, preservatives, cleaning agents (abrasives), and caking agents.
  • additional components such as thickeners, preservatives, cleaning agents (abrasives), and caking agents.
  • the content of the additive component contained in the oral composition is preferably 0.01% by mass or more, more preferably 0.10% by mass or more.
  • the content of the additive component contained in the oral composition is preferably 20.00% by mass or less, and more Preferably, it is 10.00% by mass or less.
  • the form of the oral composition is appropriately selected, such as liquid or paste, depending on the use of the oral composition.
  • the form of the oral composition can be adjusted according to the compositional ratio of the oil phase, aqueous phase, closed endoplasmic reticulum, and polycondensation polymer particles.
  • Such oral compositions are liquid, gel, and paste dentifrices and mouthwashes that are required to have stable and excellent antibacterial properties, good palatability, dispersibility and retention in the oral cavity. , wiping sheets, and pastes for sonic toothbrushes and electric toothbrushes.
  • the method for producing an oral composition has a mixing step and an emulsifying step.
  • the mixing step at least one of closed vesicles formed by an amphiphilic substance that spontaneously forms closed vesicles and particles of polycondensation polymer having hydroxyl groups are mixed with an aqueous component to obtain a mixed solution.
  • the mixed solution at least one of the plurality of closed vesicles and the plurality of polycondensation polymer particles are dispersed in the aqueous component.
  • aqueous component such as water
  • a stirrer or the like a predetermined amount of the amphiphile is added. to the aqueous component to form a plurality of closed vesicles and mix the plurality of closed vesicles with the aqueous component.
  • a solution in which closed vesicles are dispersed and a solution in which polycondensation polymer particles are dispersed may be mixed to produce a mixed solution.
  • a medium and particles of polycondensation polymer may be added to the aqueous component to form a mixed solution.
  • the mixed solution obtained in the mixing process and the oily component having a melting point or higher are mixed to obtain an oral composition.
  • the oily component contains an oily antibacterial component.
  • the oral composition comprises a large number of emulsified particles in which the surfaces of oil droplets containing an oily antimicrobial component are coated with at least one of a plurality of closed vesicles and a plurality of polycondensation polymer particles. Emulsified particles containing an oily antimicrobial component are dispersed in an aqueous phase.
  • an oily component having a melting point or higher for example, by adding an oily component having a melting point or higher to the mixed solution while stirring the mixed solution with a stirrer or the like, emulsified particles are formed and an oral composition containing dispersed emulsified particles can be obtained.
  • the temperature of the oily component added to the mixed solution is lower than the melting point, it may be difficult to shear the oily agent, resulting in insufficient formation of emulsified particles. Therefore, when the temperature of the oil component to be added to the mixed solution is below the melting point, it is preferable to heat the oil component to the melting point or higher and then add the oil component having the melting point or higher to the mixed solution.
  • the oral composition by emulsifying the oil-based antibacterial component with the three-phase emulsification technology, the oral composition has stable and excellent antibacterial properties, and is excellent in dispersibility and retention in the oral cavity. , can have good palatability.
  • Examples 1-1 to 1-2 and Comparative Examples 1-1 to 1-4 Cinnamaldehyde (manufactured by Nagaoka Koryo Co., Ltd.), an oil-based antibacterial component, and medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT), which is an oil-based component, are used as the oil phase, and water and particles of a polycondensed polymer having a hydroxyl group are used as the aqueous phase.
  • oral compositions having the composition ratio (% by mass) shown in Table 1 were produced. Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, cinnamaldehyde having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 1-1. Further, while stirring the mixed solution, cinnamaldehyde and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 1-2.
  • an oral composition of Comparative Example 1-2 was obtained by adding stearoxyhydroxypropylmethylcellulose to water at the composition ratio shown in Table 1 while stirring the water.
  • medium-chain fatty acid triglycerides were used as oral compositions of Comparative Examples 1-4.
  • test medium (YPD medium (g/1000 ml), Polypepton 20 g, Yeast extract 10 g, Glucose 20 g) was adjusted to a final concentration of 100 ⁇ g/ml of the oral composition.
  • Candida fungus was added to the YPD medium supplemented with the oral cavity composition so as to be 1.0 ⁇ 10 5 cfu/ml. After that, culture was performed at 36° C. (pseudo temperature in the oral cavity) for 18 hours.
  • the turbidity of the suspension was measured using an absorptiometer (wavelength 620 nm).
  • the turbidity of the culture solution obtained by culturing Candida in YPD medium without adding the oral cavity composition was set to 100, the relative value of turbidity in each example and each comparative example was determined. Table 1 shows the results of relative values.
  • Examples 1-1 and 1-2 in which the oil-based antibacterial component was three-phase emulsified, had good antibacterial properties and were able to suppress the growth of Candida.
  • the oil-based antibacterial ingredient since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility.
  • the oral compositions of Examples 1-1 and 1-2 did not contain a surfactant, they were excellent in palatability.
  • Comparative Example 1-1 in which the oily antibacterial component is not three-phase emulsified, although the oily antibacterial component is contained, it is dissolved in the oily substance, so the dispersibility is poor.
  • Comparative Example 1-2 since no oil-based antibacterial component was contained, there was almost no effect on inhibiting the proliferation of Candida.
  • Comparative Examples 1-3 although the oily substance was three-phase emulsified and dispersible, it did not contain an oily antibacterial component, so it had almost no effect on the inhibition of the growth of Candida.
  • Comparative Example 1-4 contained only oily ingredients and was not three-phase emulsified, resulting in poor dispersibility, and since it did not contain any oily antibacterial ingredients, it had almost no effect on inhibiting the growth of Candida. .
  • Examples 2-1 to 2-2 and Comparative Examples 2-1 to 2-2 As the oil phase, antibacterial capric acid (manufactured by Kao Corporation, Lunac 10-98) and other oil-based medium-chain fatty acid triglycerides (manufactured by Kao Corporation, Coconard MT). Using particles of stearoxyhydroxypropyl methylcellulose (Sunjurose 90L, manufactured by Daido Kasei Kogyo Co., Ltd.) as condensation polymer particles, an oral composition having a composition ratio (% by mass) shown in Table 2 was produced.
  • Example 2-1 a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained.
  • capric acid having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 2-1.
  • capric acid and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 2-2.
  • an oral composition of Comparative Example 2-1 was obtained by mixing capric acid, medium-chain fatty acid triglycerides, and water at the composition ratio shown in Table 2.
  • capric acid was used for the oral cavity composition of Comparative Example 2-2.
  • Example 2-1 to 2-2 The oral compositions obtained in Examples 2-1 to 2-2 and Comparative Examples 2-1 to 2-2 were evaluated for their antibacterial activity against Candida (C. albicans strain NBRC1594) as follows.
  • test medium (YPD medium (g/1000 ml), Polypepton 20 g, Yeast extract 10 g, Glucose 20 g) was adjusted to a final concentration of 100 ⁇ g/ml of the oral composition.
  • Candida fungus was added to the YPD medium supplemented with the oral cavity composition so as to be 1.0 ⁇ 10 5 cfu/ml. After that, culture was performed at 36° C. for 18 hours, 24 hours and 72 hours.
  • the turbidity of the suspension was measured using an absorptiometer (wavelength 620 nm).
  • the turbidity of the culture solution obtained by culturing Candida in YPD medium without adding the oral cavity composition was set to 100, the relative value of turbidity in each example and each comparative example was determined. Table 2 shows the results of relative values.
  • Examples 2-1 and 2-2 in which the oil-based antibacterial component was three-phase emulsified, also had good antibacterial properties, so Candida fungi growth could be suppressed. In addition, even when the oily antibacterial component was capric acid, it exhibited good antibacterial properties. In addition, since the oily antibacterial component was three-phase emulsified, the oral cavity dispersibility and retention of the oily antibacterial component were excellent. Moreover, since the oral compositions of Examples 2-1 and 2-2 did not contain a surfactant, they were excellent in palatability.
  • Comparative Examples 2-1 and 2-2 in which the oily antibacterial component was not three-phase emulsified, the intraoral dispersibility and retention of the oily antibacterial component were inferior. Moreover, in Comparative Example 2-1, there was almost no effect on inhibition of growth of Candida. In addition, the oral cavity composition of Comparative Example 2-2 was poor in palatability because it consisted of only an oily antibacterial component.
  • Examples 3-1 to 3-2 and Comparative Example 3-1 As the oil phase, antibacterial capric acid (Lunac 10-98, manufactured by Kao Corporation) and medium-chain fatty acid triglyceride (Coconard MT, manufactured by Kao Corporation) of other oil components, water as the aqueous phase, spontaneous closure Using a closed endoplasmic reticulum of decaglyceryl monomyristate (manufactured by Taiyo Kagaku Co., Ltd., Sunsoft Q-14S-C) as a closed endoplasmic reticulum formed by amphipathic substances forming the endoplasmic reticulum, the composition shown in Table 3 ratio (mass %) oral compositions were produced.
  • a closed endoplasmic reticulum of decaglyceryl monomyristate manufactured by Taiyo Kagaku Co., Ltd., Sunsoft Q-14S-C
  • Example 3-1 a mixed solution in which a plurality of closed vesicles of decaglyceryl monomyristate are dispersed in water was obtained.
  • capric acid having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 3-1.
  • capric acid and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 3-2.
  • an oral composition of Comparative Example 3-1 was obtained by adding decaglyceryl monomyristate to water at the composition ratio shown in Table 3 while stirring the water.
  • Example 3-1 and 3-2 and Comparative Example 3-1 were evaluated for their antibacterial activity against Candida (C. albicans strain NBRC1594) in the same manner as in Example 1-1. .
  • Table 3 shows the results of relative values.
  • Example 3 As shown in Table 3, similar to the above examples, even in Examples 3-1 and 3-2, in which the oil-based antibacterial component was three-phase emulsified, the growth of Candida was suppressed because of good antibacterial properties. Also, oral compositions stabilized with closed endoplasmic reticulum formed by amphiphiles that spontaneously form closed endoplasmic reticulum showed good antibacterial properties. In addition, since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility. Further, similarly to the above Examples, the oral compositions of Examples 3-1 and 3-2 were excellent in palatability. On the other hand, Comparative Example 3-1, which does not contain an oil-based antibacterial component, had almost no effect on inhibiting the growth of Candida.
  • Examples 4-1 to 4-2 and Comparative Examples 4-1 to 4-2 As the oil phase, the oily antibacterial component thymol (manufactured by Osaka Kasei Co., Ltd., Japanese Pharmacopoeia product thymol) and other oily component medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT), and water and hydroxyl groups as the aqueous phase Using particles of stearoxyhydroxypropyl methylcellulose (Sunjurose 90L, manufactured by Daido Kasei Co., Ltd.) as polycondensation polymer particles, an oral composition having a composition ratio (% by mass) shown in Table 4 was produced.
  • Example 4-1 thymol having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 4-1. Further, while stirring the mixed solution, thymol and medium-chain fatty acid triglycerides having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 4-2.
  • Example 4-1 to 4-2 the antibacterial activity against Candida (C. albicans strain NBRC1594) was evaluated in the same manner as in Example 1-1. evaluated by the method.
  • Table 4 shows the results of relative values.
  • Example 4 As shown in Table 4, similar to the above examples, even in Examples 4-1 and 4-2, in which the oil-based antibacterial component was three-phase emulsified, the growth of Candida was suppressed because of good antibacterial properties. In addition, even when the oily antibacterial component was thymol, it exhibited good antibacterial properties. In addition, since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility. Further, similarly to the above Examples, the oral compositions of Examples 4-1 and 4-2 were excellent in palatability.
  • Comparative Example 4-1 in which the oil-based antibacterial component was not three-phase emulsified, dispersion was poor due to non-three-phase emulsification, so there was almost no effect on the suppression of Candida growth.
  • Comparative Example 4-2 although thymol is inherently antibacterial, it is insoluble in water and thus has little effect on the suppression of Candida growth.
  • the oral cavity composition of Comparative Example 4-2 was poor in palatability because it consisted of only an oily antibacterial component.
  • Example 5-1 and Comparative Example 5-1 As the oil phase, the oily antibacterial component thymol (manufactured by Osaka Kasei Co., Ltd., Japanese Pharmacopoeia product thymol) and other oily component medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT), water as the aqueous phase, polycondensation polymer Using particles of stearoxyhydroxypropyl methylcellulose (manufactured by Daido Kasei Co., Ltd., Sunjurose 90L) as particles, an oral composition having a composition ratio (% by mass) shown in Table 5 was produced.
  • the oily antibacterial component thymol manufactured by Osaka Kasei Co., Ltd., Japanese Pharmacopoeia product thymol
  • other oily component medium-chain fatty acid triglyceride manufactured by Kao Corporation, Coconard MT
  • polycondensation polymer Using particles of stearoxyhydroxy
  • Example 5-1 Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, thymol and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 5-1.
  • Example 5-1 The oral compositions obtained in Example 5-1 and Comparative Example 5-1 were evaluated for their antibacterial activity against E. coli (E. coli strain NBRC3972) as follows.
  • Test medium (NBRC802 medium (g / 100 ml), Polypepton 1.0 g, Yeast extract 0.2 g, MgSO 4 7H 2 O 0.2 g) so that the final concentration of the oral composition is 100 ⁇ g / ml adjusted to Escherichia coli was added to NBRC802 medium supplemented with the oral composition to 1.0 ⁇ 10 6 cfu/ml. After that, culture was performed at 36° C. for 24 hours.
  • the turbidity of the suspension was measured using an absorptiometer (wavelength 620 nm).
  • the turbidity of the culture solution obtained by culturing E. coli in NBRC802 medium without adding the oral cavity composition is set to 100, the relative value of the turbidity of each example and each comparative example was determined. Table 5 shows the results of relative values.
  • Example 5-1 in which the oil-based antibacterial component was three-phase emulsified, had good antibacterial properties, so that in addition to the Candida fungus, the growth of Escherichia coli could be suppressed.
  • the oil-based antibacterial ingredient since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility.
  • the oral cavity composition of Example 5-1 was excellent in palatability.
  • the oral composition of Comparative Example 5-1 contains antibacterial thymol, but since the oil-based antibacterial component is not three-phase emulsified, it is insoluble in water and thus inhibits the growth of E. coli. had little impact on.
  • the oral cavity composition of Comparative Example 5-1 was poor in palatability because it consisted of only an oily antibacterial component.
  • Antibacterial caprylic acid (Lunac 8-98, manufactured by Kao Corporation) or capric acid (Lunac 10-98, manufactured by Kao Corporation) as the oil phase, water as the aqueous phase, spontaneously forming closed endoplasmic reticulum Pentaglyceryl monomyristate (manufactured by Taiyo Kagaku Co., Ltd., Sunsoft A-141E-C) or decaglyceryl monomyristate (manufactured by Taiyo Kagaku Co., Ltd., Sunsoft Q-14S) as a closed endoplasmic reticulum formed by an amphipathic substance -C,) was used to produce an oral composition having a composition ratio (% by mass) shown in Table 6.
  • Candida (C. albicans strain NBRC1594) was adjusted to 1.0 ⁇ 10 2 cfu/ml in each oral preparation and statically cultured at 30° C. for 48 hours. After that, each was applied to a PDA medium by a plate smearing method, allowed to stand and cultured at 30° C. for 48 hours, and the number of bacteria on the medium was counted to confirm the growth of each Candida fungus. Those in which no colonies were observed on the PDA medium were defined as sterilized, and those in which the number of bacteria did not increase were defined as bacteriostatic.
  • Example 7-1 and Comparative Examples 7-1 to 7-2) As the oil phase, antibacterial capric acid (manufactured by Kao Corporation, Lunac 10-98) and medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT) of other oil components, water as the aqueous phase, polycondensation polymer
  • An oral composition having a composition ratio (mass %) shown in Table 7 was produced using particles of stearoxyhydroxypropyl methylcellulose (manufactured by Daido Kasei Co., Ltd., Sunjurose 90L).
  • Example 7-1 Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, capric acid and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 7-1.
  • an oral composition of Comparative Example 7-2 was obtained by using ethanol capable of dispersing capric acid at the composition ratio shown in Table 7 and adding capric acid to ethanol while stirring the ethanol.
  • Example 7-1 The oral compositions obtained in Example 7-1 and Comparative Examples 7-1 and 7-2 were evaluated for their antibacterial action against mycelial Candida in the following manner.
  • a test medium was prepared with oligotrophic medium, FCS (fetal calf serum) 2.5%, RPMI 1640 medium (1/3 dilution) 32.5%, sterile purified water 65.0%.
  • FCS fetal calf serum
  • RPMI 1640 medium 1/3 dilution
  • sterile purified water 65.0%.
  • Candida C. albicans strain NBRC1594
  • shake culture was performed at 36° C. for 8 hours, and mycelium-shaped Candida I got the fungus.
  • the oral composition was applied to one side of a sterilized apatite plate (apatite pellet APP-100, manufactured by Cosmo Bio Co., Ltd.) so that the final concentration of the test medium was 1 mg/ml.
  • FIG. 1 is a photograph of the apatite plate stained in Example 7-1 taken with a digital camera.
  • FIG. 2 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-1.
  • FIG. 3 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-2. The greater the amount of Candida fungi present on the surface of the apatite plate, the darker the color of the apatite plate.
  • Example 7-1 in which the oil-based antibacterial component is three-phase emulsified, it has good antibacterial properties, so the apatite plate has a very light color, and the mycelium-shaped Candida fungus growth could be suppressed.
  • the emulsified particles formed by three-phase emulsification have a strong adsorptive power to the apatite plate and are difficult to desorb, the emulsified particles containing the oily antibacterial component remain on the surface of the apatite plate even after the apatite plate is washed. , could suppress the growth of mycelial Candida on the surface of the apatite plate.
  • Comparative Example 7-1 which does not contain an oily antibacterial component
  • Comparative Example 7-2 which does not include three-phase emulsification
  • the color of the apatite plate is dark and does not affect the inhibition of Candida growth. Ta.
  • the oily antibacterial component was well dispersed in ethanol.
  • the oil-based antibacterial component is molecularly dissolved in ethanol
  • the oil-based antibacterial component was removed together with the ethanol by washing the apatite plate, and did not remain on the apatite plate. It was comparable to Example 7-1.

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Abstract

This composition for oral cavities comprises an oily phase containing an oily antibacterial component, an aqueous phase, and at least one of a closed vesicle formed from an amphipathic substance capable of spontaneously forming a closed vesicle and a particle of a polycondensable polymer having a hydroxyl group, and is in the form of an O/W-type emulsion.

Description

口腔用組成物oral composition
 本発明は、口腔用組成物に関する。 The present invention relates to an oral composition.
 口腔内には、様々な細菌や真菌が存在し、これらの複数の口腔常在菌によりバイオフィルムが形成される。このバイオフィルムのケアが不十分であると歯周病や口臭のみならず、全身に悪影響を及ぼすことが明らかになっている。こうした状況から、口腔内に存在する細菌や真菌への対策を講じることが求められている。 Various bacteria and fungi exist in the oral cavity, and biofilms are formed by these multiple oral bacteria. Insufficient care of this biofilm has been found to have adverse effects not only on periodontal disease and bad breath, but also on the whole body. Under these circumstances, it is required to take measures against bacteria and fungi present in the oral cavity.
 例えば、特許文献1には、25℃で液体である油剤(A)を含有すると共に、メントール(B)、チモール(C-1)およびカルバクロール(C-2)から選ばれる1種または2種以上と、ローズ、ラベンダー、カモミール、ジャスミン、オリスおよびバイオレットから選ばれる1種以上の成分(D)とを含有してなる油層と、水層との2層が分離してなる2層分離型液体口腔用組成物が記載されている。 For example, in Patent Document 1, one or two selected from menthol (B), thymol (C-1) and carvacrol (C-2) while containing an oil agent (A) that is liquid at 25 ° C. A two-layer separation type liquid obtained by separating two layers, an oil layer containing the above and one or more components (D) selected from rose, lavender, chamomile, jasmine, orris and violet, and an aqueous layer. An oral composition is described.
 また、特許文献2には、1つ又は2つ以上の抗菌精油を含む油相と、少なくとも1つのポリオール溶媒及び少なくとも1つの糖アルコール溶媒を含む溶媒系と、少なくとも1つのアルキルサルフェート界面活性剤と、任意に少なくとも1つの追加の界面活性剤と、水を含む水相と、を含む、抗菌口内洗浄剤組成物が記載されている。抗菌口内洗浄剤組成物中の油相と溶媒系とアルキルサルフェート界面活性剤との比は、重量で1:60:1.5程度である。 Further, Patent Document 2 discloses an oil phase containing one or more antimicrobial essential oils, a solvent system containing at least one polyol solvent and at least one sugar alcohol solvent, and at least one alkyl sulfate surfactant. , optionally at least one additional surfactant, and an aqueous phase comprising water are described. The ratio of oil phase to solvent system to alkyl sulfate surfactant in the antimicrobial mouthrinse composition is on the order of 1:60:1.5 by weight.
 また、口腔用途以外では、家畜の腸内に存在する菌類の生育を抑制する目的として、水相に、自発的自己組織化作用で形成される両親媒性物質の閉鎖小胞体並びに、中鎖脂肪酸および中鎖脂肪酸モノグリセリドの少なくとも一方を含む油性成分を含み、酸性域に維持され、閉鎖小胞体が水相と油性成分の油滴相との界面に介在することにより油性成分が乳化状態に維持される家畜用乳化状酸性組成物が特許文献3に記載されている。 In addition to oral use, for the purpose of suppressing the growth of fungi present in the intestines of livestock, closed endoplasmic reticulum of amphiphilic substances formed by spontaneous self-organization and medium-chain fatty acids are added to the aqueous phase. and medium-chain fatty acid monoglyceride, is maintained in an acidic region, and the oil component is maintained in an emulsified state by intervening the closed endoplasmic reticulum at the interface between the aqueous phase and the oil droplet phase of the oil component. Patent Document 3 describes an emulsified acidic composition for livestock that
 また、皮膚に塗布して用いられ、内相は油相であり、外相は水相であり、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体または水酸基を有する重縮合ポリマーの粒子を含むO / W エマルション型であり、さらに、消臭成分を含有する制汗剤またはデオドラント剤が特許文献4に記載されている。 Also, it is used by applying to the skin, the internal phase is an oil phase, the external phase is an aqueous phase, and a closed vesicle formed by an amphipathic substance that spontaneously forms a closed vesicle or a polymer having a hydroxyl group. Patent Document 4 describes an antiperspirant or deodorant which is of the O/W emulsion type containing condensation polymer particles and which further contains a deodorizing component.
特開2014-051445号公報JP 2014-051445 A 特開2012-012394号公報JP 2012-012394 A 特開2015-131769号公報JP 2015-131769 A 特開2016-104713号公報JP 2016-104713 A
 しかしながら、特許文献1のような2層分離型の口腔用組成物では、混ざりにくい成分を混合している。そのため、時間の経過と共に、各成分が分離し、口腔用組成物の作用が低下する。また、特許文献2の抗菌口内洗浄剤組成物では、界面活性剤が用いられている。場合によっては、界面活性剤の含有量は油相の含有量よりも多い。界面活性剤には、刺激が強いなどの問題がある。特に、口腔用組成物は口腔内で使用されるため、口腔用組成物には嗜好性が求められる。また、口腔用組成物が口腔内で長期間に亘って安定した抗菌特性を発揮するためには、口腔内における口腔用組成物の滞留性の向上が求められている。また、口腔用組成物にアルコールが含まれている場合には、アルコール耐性の低い人には不向きであること、アルコールは刺激があるので味覚に悪影響を与えること、抗菌成分や溶剤のアルコールへの高溶解性により口腔用組成物の滞留性が低下することなどがある。また、特許文献3の家畜用乳化状酸性組成物は、直接家畜腸内に抗菌成分を入れるため、腸内に届くまでの乳化状態を安定的に維持する技術であり、特許文献4の制汗剤またはデオドラント剤は、皮膚に塗布して、皮膚に対する良好な使用感および消臭成分の皮膚付着性を改善する技術であることから、口腔内で生じる様々な問題を解決する技術分野とは大きくかけ離れている。 However, in a two-layer separated oral composition such as that of Patent Document 1, components that are difficult to mix are mixed. Therefore, with the passage of time, each component separates and the effect of the oral composition is reduced. Further, in the antibacterial mouthwash composition of Patent Document 2, a surfactant is used. In some cases, the surfactant content is higher than the oil phase content. Surfactants have problems such as strong irritation. In particular, since the oral composition is used in the oral cavity, palatability is required for the oral composition. Moreover, in order for the oral composition to exhibit stable antibacterial properties in the oral cavity over a long period of time, it is required to improve the retention of the oral composition in the oral cavity. In addition, if the oral composition contains alcohol, it is unsuitable for people with low alcohol tolerance. For example, the high solubility may reduce the retention of the oral composition. In addition, the emulsified acidic composition for livestock of Patent Document 3 is a technique for stably maintaining the emulsified state until it reaches the intestines, because the antibacterial component is directly put into the intestines of livestock, and the antiperspirant of Patent Document 4. A deodorant or deodorant is applied to the skin to improve the feeling of use and the adhesion of deodorant ingredients to the skin. Far away.
 本発明の目的は、安定して優れた抗菌特性を有すると共に良好な嗜好性ならびに口腔内の分散性および滞留性を有する口腔用組成物を提供することである。 An object of the present invention is to provide an oral composition that has stable and excellent antibacterial properties, good palatability, and dispersibility and retention in the oral cavity.
[1] 油性抗菌成分を含む油相と、水相と、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体および水酸基を有する重縮合ポリマーの粒子の少なくとも一方とを含み、O/W型エマルションであることを特徴とする口腔用組成物。
[2] 前記口腔用組成物中の前記油相の含有割合は、5.00×10-3質量%以上80.00質量%以下である、上記[1]に記載の口腔用組成物。
[3] 前記口腔用組成物中の前記油性抗菌成分の含有割合は、5.00×10-3質量%以上10.00質量%以下である、上記[1]または[2]に記載の口腔用組成物。
[4] 前記油性抗菌成分は、炭素数6以上16以下のアルキル脂肪酸、低級脂肪酸モノグリセリド、分子量600以下のモノテルペン炭化水素類、セスキテルペン炭化水素類、ジテルペン炭化水素類、モノテルペンアルコール類、セスキテルペンアルコール類、ジテルペンアルコール類、フェノール類、ケトン類、テルペンアルデヒド類、脂肪族アルデヒド類、芳香族アルデヒド類、フェノールエーテル類、ラクトン類、エステル類、エーテル類、オキサイド類、カルボン酸類および有機酸類からなる群より選択される1種以上の抗菌成分である、上記[1]~[3]のいずれか1つに記載の口腔用組成物。
[1] An oil phase containing an oily antibacterial component, an aqueous phase, and at least one of closed vesicles formed by an amphipathic substance that spontaneously forms closed vesicles and particles of a polycondensation polymer having a hydroxyl group. and is an O/W emulsion.
[2] The composition for oral cavity according to [1] above, wherein the content of the oil phase in the composition for oral cavity is 5.00×10 −3 mass % or more and 80.00 mass % or less.
[3] The oral cavity according to [1] or [2] above, wherein the content of the oily antibacterial component in the oral cavity composition is 5.00 × 10 -3 mass% or more and 10.00 mass% or less. composition.
[4] The oil-based antibacterial component includes alkyl fatty acids having 6 to 16 carbon atoms, lower fatty acid monoglycerides, monoterpene hydrocarbons having a molecular weight of 600 or less, sesquiterpene hydrocarbons, diterpene hydrocarbons, monoterpene alcohols, sesqui from terpene alcohols, diterpene alcohols, phenols, ketones, terpene aldehydes, aliphatic aldehydes, aromatic aldehydes, phenol ethers, lactones, esters, ethers, oxides, carboxylic acids and organic acids The oral composition according to any one of [1] to [3] above, which is one or more antibacterial ingredients selected from the group consisting of:
 本発明によれば、安定して優れた抗菌特性を有すると共に良好な嗜好性ならびに口腔内の分散性および滞留性を有する口腔用組成物を提供することができる。 According to the present invention, it is possible to provide an oral composition that has stable and excellent antibacterial properties, good palatability, and dispersibility and retention in the oral cavity.
図1は、実施例7-1で染色したアパタイトプレートをデジタルカメラで撮影した写真である。FIG. 1 is a photograph of the apatite plate stained in Example 7-1 taken with a digital camera. 図2は、比較例7-1で染色したアパタイトプレートをデジタルカメラで撮影した写真である。FIG. 2 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-1. 図3は、比較例7-2で染色したアパタイトプレートをデジタルカメラで撮影した写真である。FIG. 3 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-2.
 以下、実施形態に基づき詳細に説明する。 A detailed description will be given below based on the embodiment.
 本発明者らは、鋭意研究を重ねた結果、界面活性剤による乳化機構と全く異なる三相乳化技術を適用して油性抗菌成分を乳化することで、口腔内の分散性および滞留性を向上でき、油性抗菌成分を含む乳化粒子(三相乳化粒子)が水相中に安定して分散するために、優れた抗菌特性を長期間に亘って安定して発揮でき、さらには従来のような界面活性剤を用いた口腔用組成物に比べて嗜好性を向上できることを見出し、かかる知見に基づき本開示を完成させるに至った。 As a result of extensive research, the present inventors have found that by applying a three-phase emulsification technology that is completely different from the emulsification mechanism of surfactants to emulsify oily antibacterial ingredients, dispersibility and retention in the oral cavity can be improved. , Since emulsified particles (three-phase emulsified particles) containing an oily antibacterial component are stably dispersed in the aqueous phase, excellent antibacterial properties can be stably exhibited for a long period of time. The present inventors have found that palatability can be improved compared to an oral composition using an active agent, and have completed the present disclosure based on this finding.
 実施形態の口腔用組成物は、油性抗菌成分を含む油相と、水相と、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体(以下、単に閉鎖小胞体ともいう)および水酸基を有する重縮合ポリマーの粒子(以下、単に重縮合ポリマーの粒子ともいう)の少なくとも一方とを含み、O/W型エマルションである。口腔用組成物は、閉鎖小胞体や重縮合ポリマーの粒子を用いた、いわゆる三相乳化法を適用した組成物である。 The oral composition of the embodiment includes an oil phase containing an oily antibacterial component, an aqueous phase, and a closed endoplasmic reticulum formed by an amphiphilic substance that spontaneously forms a closed endoplasmic reticulum (hereinafter, also simply closed endoplasmic reticulum and at least one of polycondensation polymer particles having hydroxyl groups (hereinafter also simply referred to as polycondensation polymer particles), and is an O/W emulsion. The oral composition is a composition to which a so-called three-phase emulsification method using closed endoplasmic reticulum or polycondensation polymer particles is applied.
 油性抗菌成分を含む油相の周囲には、閉鎖小胞体および重縮合ポリマーの粒子の少なくとも一方が複数存在し、さらにその外側には、水相が存在する。すなわち、油性抗菌成分を含む油相と水相との界面には、閉鎖小胞体および重縮合ポリマーの粒子の少なくとも一方が複数存在すると共に、水相が連続相である。このように、口腔用組成物は、油性抗菌成分を含む油相が水相中に分散されるO/W型エマルションである。 At least one of the closed endoplasmic reticulum and polycondensation polymer particles exists around the oil phase containing the oily antibacterial component, and the aqueous phase exists outside of them. That is, at least one of a plurality of closed vesicles and polycondensation polymer particles is present at the interface between the oil phase containing the oily antibacterial component and the water phase, and the water phase is the continuous phase. Thus, the oral composition is an O/W emulsion in which an oil phase containing an oily antimicrobial component is dispersed in an aqueous phase.
 口腔用組成物は、閉鎖小胞体および重縮合ポリマーの粒子の少なくとも一方が粒子状の油相(以下、油滴ともいう)の周囲に多数存在する、乳化粒子(三相乳化粒子)を多数含有する。油性抗菌成分を含む乳化粒子の周囲には水相が存在し、多数の乳化粒子は水相中に分散される。 The oral composition contains a large number of emulsified particles (three-phase emulsified particles) in which at least one of the closed endoplasmic reticulum and polycondensation polymer particles exists around a particulate oil phase (hereinafter also referred to as oil droplets). do. An aqueous phase exists around emulsified particles containing an oily antibacterial component, and a large number of emulsified particles are dispersed in the aqueous phase.
 自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体は、水性成分中で自発的に閉鎖小胞体を形成する性質を有する。閉鎖小胞体および重縮合ポリマーの粒子は、いわゆる三相乳化能を有する粒子として知られている。閉鎖小胞体および重縮合ポリマーの粒子の表面は親水性であるため、閉鎖小胞体および重縮合ポリマーの粒子は、互いに斥力が発生する。 A closed endoplasmic reticulum formed by an amphiphilic substance that spontaneously forms a closed endoplasmic reticulum has the property of spontaneously forming a closed endoplasmic reticulum in an aqueous component. Particles of closed vesicles and polycondensation polymers are known as particles with so-called three-phase emulsifying ability. Since the surfaces of the closed vesicles and the particles of the polycondensation polymer are hydrophilic, the closed vesicles and the particles of the polycondensation polymer generate mutual repulsion.
 油性抗菌成分を含む油相の表面に閉鎖小胞体や重縮合ポリマーの粒子が多数存在、すなわち油性抗菌成分を含む油相の表面が多数の閉鎖小胞体や重縮合ポリマーの粒子で覆われることで、油性抗菌成分を含む油相同士には斥力が発生する。油相間に発生する斥力は、油相間に発生する引力よりも大きい。そのため、水相中での油性抗菌成分を含む油相同士の凝集、換言すると乳化粒子同士の凝集が抑制され、油性抗菌成分を含む油相の分散性が維持および向上する。 A large number of closed vesicles and polycondensation polymer particles are present on the surface of the oil phase containing the oily antibacterial component. , a repulsive force is generated between the oil phases containing the oily antibacterial component. The repulsive force generated between the oil phases is greater than the attractive force generated between the oil phases. Therefore, aggregation of the oil phase containing the oily antibacterial component in the aqueous phase, in other words, aggregation of the emulsion particles is suppressed, and the dispersibility of the oil phase containing the oily antibacterial component is maintained and improved.
 このような三相乳化法は、閉鎖小胞体や重縮合ポリマーの粒子が、油相と水相との界面に存在して、ファンデルワールス力により油相に付着することで、乳化を可能とするものである。三相乳化機構は、親水性部分および疎水性部分をそれぞれ水相および油相に向け、油水界面張力を下げることで乳化状態を維持する、界面活性剤による乳化機構とは全く異なる(例えば特許3855203号公報参照)。実施形態の口腔用組成物では、上記のように、閉鎖小胞体や重縮合ポリマーの粒子が油性抗菌成分を含む油相を乳化している。 In such a three-phase emulsification method, particles of closed endoplasmic reticulum and polycondensation polymer are present at the interface between the oil phase and the water phase, and adhere to the oil phase by Van der Waals force to enable emulsification. It is something to do. The three-phase emulsification mechanism is completely different from the surfactant-based emulsification mechanism in which the hydrophilic part and the hydrophobic part are directed to the water phase and the oil phase, respectively, and the emulsified state is maintained by lowering the oil-water interfacial tension (for example, Japanese Patent No. 3855203 (see publication). In the oral composition of the embodiment, as described above, the closed endoplasmic reticulum and polycondensation polymer particles emulsify the oil phase containing the oily antibacterial component.
 口腔用組成物では、油相と水相との界面に、複数の閉鎖小胞体のみが存在してもよいし、複数の重縮合ポリマーの粒子のみが存在してもよいし、複数の閉鎖小胞体および複数の重縮合ポリマーの粒子が混在してもよい。 In the oral composition, at the interface between the oil phase and the aqueous phase, only a plurality of closed vesicles may be present, only a plurality of polycondensation polymer particles may be present, or a plurality of closed vesicles may be present. Cellular bodies and particles of a plurality of polycondensation polymers may be intermingled.
 このような口腔用組成物に含まれる油性抗菌成分は油性である。油性抗菌成分のみからなる口腔用組成物、すなわち油性抗菌成分のみを口腔に使用すると、油性抗菌成分は、唾液中で容易には分散せず、場合によっては唾液と分離する。そのため、油性抗菌成分の抗菌特性は、口腔内全体には十分に発揮されない。さらには、油性抗菌成分のみからなる口腔用組成物の嗜好性は悪い。一方で、実施形態の口腔用組成物では、油性抗菌成分が乳化粒子の状態で水相に分散されている。口腔用組成物を口腔に使用しても、水相に分散されている油性抗菌成分は唾液中でも良好な分散性を維持できる。特に、唾液に対する口腔用組成物の含嗽時の分散性が優れている。そのため、口腔用組成物は、口腔内全体で安定して優れた抗菌特性を有することができる。 The oily antibacterial component contained in such an oral composition is oily. When an oral composition comprising only an oil-based antimicrobial component, that is, only an oil-based antimicrobial component is used in the oral cavity, the oil-based antimicrobial component does not readily disperse in saliva, and in some cases separates from saliva. Therefore, the antibacterial properties of the oily antibacterial component are not sufficiently exhibited throughout the oral cavity. Furthermore, palatability of an oral composition consisting only of an oily antibacterial component is poor. On the other hand, in the oral composition of the embodiment, the oily antibacterial component is dispersed in the aqueous phase in the form of emulsified particles. Even when the oral composition is used in the oral cavity, the oily antibacterial component dispersed in the aqueous phase can maintain good dispersibility even in saliva. In particular, the dispersibility of the composition for oral cavity in saliva when gargling is excellent. Therefore, the oral composition can stably have excellent antibacterial properties throughout the oral cavity.
 さらに、口腔用組成物は、界面活性剤による乳化機構と全く異なる三相乳化技術を適用している。口腔用組成物では、従来の界面活性剤を用いた組成物に比べて、界面活性剤の量を大幅に減少でき、場合によっては界面活性剤を含まない。すなわち、界面活性剤由来の嗜好性の低下を抑制できる。そのため、口腔用組成物は、良好な嗜好性を有することができる。 Furthermore, the oral composition uses a three-phase emulsification technology that is completely different from the emulsification mechanism by surfactants. The oral composition can contain substantially less surfactant, and in some cases, no surfactant, as compared to compositions using conventional surfactants. That is, it is possible to suppress the decrease in palatability derived from the surfactant. As such, the oral composition can have good palatability.
 さらに、口腔用組成物は、三相乳化で形成した乳化粒子を含む。三相乳化で形成した乳化粒子は、従来の界面活性剤を用いた組成物に比べて、歯の表面や粘膜の表面など、物質の表面に対する吸着力が強い。油性抗菌成分を含む乳化粒子に外力が働いても、乳化粒子は口腔内の表面から脱着されにくく、口腔用組成物は口腔内の滞留性に優れている。そのため、口腔用組成物は、口腔内で長期間に亘って安定した抗菌特性を有する。また、実施形態の口腔用組成物は、水性抗菌成分とも共存できるため、口腔内の洗浄に優れている。 Furthermore, the oral composition contains emulsified particles formed by three-phase emulsification. Emulsified particles formed by three-phase emulsification have a stronger adsorptive power to surfaces of substances such as tooth surfaces and mucosal surfaces than compositions using conventional surfactants. Even if an external force acts on the emulsified particles containing the oily antibacterial component, the emulsified particles are less likely to be detached from the surface of the oral cavity, and the composition for oral cavity is excellent in retention in the oral cavity. Therefore, the oral composition has stable antibacterial properties in the oral cavity for a long period of time. In addition, since the oral composition of the embodiment can coexist with an aqueous antibacterial component, it is excellent in cleaning the oral cavity.
 また、上記のように、口腔用組成物は口腔内の分散性および滞留性に優れていることから、口腔内では細菌が繁殖しにくい。このように、口腔用組成物は、長期に亘って口腔内における細菌の繁殖を抑制できる。 In addition, as described above, since the oral composition has excellent dispersibility and retention in the oral cavity, it is difficult for bacteria to propagate in the oral cavity. Thus, the composition for oral cavity can suppress the propagation of bacteria in the oral cavity over a long period of time.
 また、エタノールなどのアルコールを用いなくても、油性抗菌成分は水相に安定して分散する。そのため、従来のアルコールを含む口腔用組成物に比べて、アルコールの量を大幅に減少でき、場合によってはアルコールを含まない。そのため、実施形態の口腔用組成物は、アルコール耐性の低い人でも良好に使用できることに加えて、アルコールに起因する味覚への悪影響や口腔用組成物の滞留性の低下などを抑制できる。 In addition, even without using alcohol such as ethanol, the oil-based antibacterial component is stably dispersed in the aqueous phase. As such, the amount of alcohol can be significantly reduced, and in some cases alcohol-free, compared to conventional alcohol-containing oral compositions. Therefore, the oral composition of the embodiment can be used satisfactorily even by people with low alcohol tolerance, and can suppress the adverse effect of alcohol on taste and the deterioration of retention of the oral composition.
 口腔用組成物における油相は、油性抗菌成分を含む。油相は、油性抗菌成分のみからなってもよいし、油性抗菌成分に加えて他の油性成分を含んでもよい。 The oil phase in the oral composition contains an oily antibacterial component. The oil phase may consist only of the oily antibacterial component, or may contain other oily components in addition to the oily antibacterial component.
 油性抗菌成分は、口腔内に存在する好気性、嫌気性問わず、真菌や細菌に対して抗菌特性を有する。好ましくは、油性抗菌成分は、カンジダ菌および大腸菌に対して抗菌特性を有する。油性抗菌成分は、優れた抗菌特性を有する観点から、炭素数6以上16以下のアルキル脂肪酸、低級脂肪酸モノグリセリド、分子量600以下のモノテルペン炭化水素類、セスキテルペン炭化水素類、ジテルペン炭化水素類、モノテルペンアルコール類、セスキテルペンアルコール類、ジテルペンアルコール類、フェノール類、ケトン類、テルペンアルデヒド類、脂肪族アルデヒド類、芳香族アルデヒド類、フェノールエーテル類、ラクトン類、エステル類、エーテル類、オキサイド類、カルボン酸類および有機酸類からなる群より選択される1種以上の抗菌成分であることが好ましい。炭素数6以上16以下のアルキル脂肪酸としては、カプリル酸およびカプリン酸であることが好ましい。低級脂肪酸モノグリセリドとしては、カプリル酸グリセリドおよびカプリン酸グリセリドであることが好ましい。分子量600以下のモノテルペン炭化水素類としては、リモネンおよびテルピネンであることが好ましい。セスキテルペン炭化水素類としては、ファルネセンであることが好ましい。ジテルペン炭化水素類としては、ゲラニルゲラニオールであることが好ましい。モノテルペンアルコール類としては、メントールおよびネロールであることが好ましい。セスキテルペンアルコール類としては、ネロリドールおよびパチュリアルコールであることが好ましい。ジテルペンアルコール類としては、シンナミックアルコールであることが好ましい。フェノール類としては、チモールであることが好ましい。ケトン類としては、アセトフェノン及びカンファーであることが好ましい。テルペンアルデヒド類としては、シトロネラールおよびゲラニアールであることが好ましい。脂肪族アルデヒド類としては、n-オクタールおよびn-デカナールであることが好ましい。芳香族アルデヒド類としては、シンナムアルデヒドであることが好ましい。フェノールエーテル類としては、アネトールおよびメチルオイゲノールであることが好ましい。ラクトン類としては、アラントラクトンであることが好ましい。エステル類としては、安息香酸メチル、安息香酸エチルおよびサリチル酸メチルであることが好ましい。エーテル類としては、グリセリンモノ2-エチルヘキシルエーテルであることが好ましい。オキサイド類としては、シネオールであることが好ましい。カルボン酸類および有機酸類としては、桂皮酸および安息香酸であることが好ましい。 The oil-based antibacterial ingredient has antibacterial properties against fungi and bacteria that exist in the oral cavity, regardless of whether they are aerobic or anaerobic. Preferably, the oleaginous antimicrobial component has antimicrobial properties against Candida and E. coli. From the viewpoint of having excellent antibacterial properties, oil-based antibacterial ingredients include alkyl fatty acids with 6 to 16 carbon atoms, lower fatty acid monoglycerides, monoterpene hydrocarbons with a molecular weight of 600 or less, sesquiterpene hydrocarbons, diterpene hydrocarbons, mono Terpene alcohols, sesquiterpene alcohols, diterpene alcohols, phenols, ketones, terpene aldehydes, aliphatic aldehydes, aromatic aldehydes, phenol ethers, lactones, esters, ethers, oxides, carvone It is preferably one or more antibacterial ingredients selected from the group consisting of acids and organic acids. Caprylic acid and capric acid are preferable as the alkyl fatty acid having 6 to 16 carbon atoms. Preferred lower fatty acid monoglycerides are caprylic acid glycerides and capric acid glycerides. Preferred monoterpene hydrocarbons having a molecular weight of 600 or less are limonene and terpinene. Farnesene is preferred as the sesquiterpene hydrocarbon. Geranylgeraniol is preferred as the diterpene hydrocarbon. Preferred monoterpene alcohols are menthol and nerol. Preferred sesquiterpene alcohols are nerolidol and patchouli alcohol. The diterpene alcohols are preferably cinnamic alcohols. As phenols, thymol is preferred. Preferred ketones are acetophenone and camphor. Preferred terpene aldehydes are citronellal and geranial. Preferred aliphatic aldehydes are n-octal and n-decanal. Cinnamaldehyde is preferred as the aromatic aldehyde. Preferred phenol ethers are anethole and methyl eugenol. As the lactones, allan lactone is preferred. Preferred esters are methyl benzoate, ethyl benzoate and methyl salicylate. The ether is preferably glycerin mono-2-ethylhexyl ether. The oxides are preferably cineol. Preferred carboxylic acids and organic acids are cinnamic acid and benzoic acid.
 油相が油性抗菌成分に加えて他の油性成分を含む場合、他の油性成分は、特に限定されるものではなく、固形油、液状油のいずれも好適である。固形油は常温(25℃)で固体状の油、液状油は常温で液体状の油である。 When the oil phase contains other oily components in addition to the oily antibacterial component, the other oily components are not particularly limited, and both solid oil and liquid oil are suitable. Solid oil is oil that is solid at room temperature (25° C.), and liquid oil is oil that is liquid at room temperature.
 他の油性成分は、固形油のみでもよいし、液状油のみでもよいし、固形油および液状油の混合油でもよい。固形油が多くなると、口腔用組成物の流動性が低くなり、液状油が多くなると、口腔用組成物の流動性が高くなる。口腔用組成物の用途などに応じて、固形油および液状油の含有割合は適宜選択される。 The other oily component may be solid oil alone, liquid oil alone, or a mixture of solid and liquid oils. The more solid oil, the less fluid the oral composition, and the more liquid oil, the more fluid the oral composition. The content ratio of the solid oil and the liquid oil is appropriately selected according to the use of the oral composition.
 固形油としては、常温で固体状の油であれば特に限定されないが、例えば、固形油脂(水添パーム油、パーム油、硬化ヤシ油、カカオバター、ピーナッツバター、ラード、乳脂等)、固形パラフィン、ワックス、高級アルコール(ベヘニルアルコール、ステアリルアルコール、セチルアルコール、バチルアルコール等)、ロウ(カルナウバロウ、ミツロウ等)等が挙げられる。 The solid oil is not particularly limited as long as it is a solid oil at room temperature. , waxes, higher alcohols (behenyl alcohol, stearyl alcohol, cetyl alcohol, batyl alcohol, etc.), waxes (carnauba wax, beeswax, etc.), and the like.
 液状油としては、常温で液体状の油であれば特に限定されないが、例えば、植物油(オリーブ油、アボガド油、ツバキ油、マカデミアナッツ油、月見草油、ナタネ油、卵黄油、ゴマ油、ヒマシ油、サフラワー油、綿実油、大豆油、茶実油、コメヌカ油、小麦胚芽油、胚芽油、落花生油、ヒマワリ油、アーモンド油、タートル油、トウモロコシ油、ミンク油、パーシック油、サザンカ油、アマニ油、エノ油、カヤ油等)、動物油(牛脂、豚脂、乳脂等)、中鎖脂肪酸トリグリセリド、炭化水素油(スクワレン、スクワラン、流動パラフィン等)、エステル油(エチルヘキサン酸セチル、リンゴ酸ジイソステアリル、ミリスチン酸イソプロピル、パルミチン酸エチルヘキシル、パルミチン酸オクチル、イソパルミチン酸オクチル、イソノナン酸イソノニル、イソノナン酸イソトリデシル、ラウリル酸メチルヘプチル、ラウリン酸ヘキシル、トリ(カプリル酸/カプリン酸)グリセリル、トリエチルヘキサノイン、ジカプリン酸ネオペンチルリコール、オクタン酸セチル、ステアリン酸イソセチル、イソステアリン酸イソプロピル、オレイン酸イソデシル、トリ2-エチルヘキサン酸グリセリル、テトラ2-エチルヘキサン酸ペンタエリスリット、コハク酸2-エチルヘキシル、セバシン酸ジエチル等)、ロウ(ホホバ油)、高級アルコール(オクチルドデカノール、オレイルアルコール、イソステアリルアルコール)シリコーン油(シクロペンタシロキサン、デカメチルシクロペンタシロキサン、メチルポリシロキサン、ジメチルポリシロキサン、メチルフェニルポリシロキサン、メチルハイドロジェンポリシロキサン、オクタメチルシクロテトラシロキサン、ドデカメチルシクロヘキサシロキサン等)、フッ素油、等が挙げられる。 The liquid oil is not particularly limited as long as it is liquid at room temperature. oil, cottonseed oil, soybean oil, teaseed oil, rice bran oil, wheat germ oil, germ oil, peanut oil, sunflower oil, almond oil, turtle oil, corn oil, mink oil, persic oil, sasanqua oil, linseed oil, enno oil , kaya oil, etc.), animal oils (beef tallow, lard, milk fat, etc.), medium-chain fatty acid triglycerides, hydrocarbon oils (squalene, squalane, liquid paraffin, etc.), ester oils (cetyl ethylhexanoate, diisostearyl malate, myristin) Isopropyl acid, ethylhexyl palmitate, octyl palmitate, octyl isopalmitate, isononyl isononanoate, isotridecyl isononanoate, methylheptyl laurate, hexyl laurate, caprylic/capric triglyceryl, triethylhexanoin, neo dicaprate Pentyl recall, cetyl octanoate, isocetyl stearate, isopropyl isostearate, isodecyl oleate, glyceryl tri-2-ethylhexanoate, pentaerythrityl tetra-2-ethylhexanoate, 2-ethylhexyl succinate, diethyl sebacate, etc.), wax (jojoba oil), higher alcohol (octyldodecanol, oleyl alcohol, isostearyl alcohol) silicone oil (cyclopentasiloxane, decamethylcyclopentasiloxane, methylpolysiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane) , octamethylcyclotetrasiloxane, dodecamethylcyclohexasiloxane, etc.), fluorine oil, and the like.
 上記のうち、他の油性成分は、口腔用であること、油性抗菌成分に対する溶解性、流動性、嗜好性などの観点から、中鎖脂肪酸トリグリセリドであることが好ましい。 Among the above, the other oily component is preferably a medium-chain fatty acid triglyceride from the viewpoint of oral cavity use, solubility, fluidity, and palatability for the oily antibacterial component.
 口腔用組成物に含まれる油相や油性抗菌成分の含有割合は、口腔用組成物の用途などに応じて適宜選択される。 The content ratio of the oil phase and the oily antibacterial component contained in the oral composition is appropriately selected according to the use of the oral composition.
 例えば、口腔用組成物に含まれる油相の含有割合は、5.00×10-3質量%以上80.00質量%以下である。上記油相の含有割合が上記範囲内であると、口腔内の分散性が良好である。 For example, the content of the oil phase contained in the oral cavity composition is 5.00×10 −3 mass % or more and 80.00 mass % or less. When the content of the oil phase is within the above range, the dispersibility in the oral cavity is good.
 口腔用組成物に含まれる油性抗菌成分の含有割合は、5.00×10-3質量%以上であることが好ましく、1.00×10-2質量%以上であることがより好ましく、5.00×10-2質量%以上であることがさらに好ましい。上記油性抗菌成分の含有割合が5.00×10-3質量%以上であると、抗菌特性が良好である。また、口腔用組成物に含まれる油性抗菌成分の含有割合は、10.00質量%以下であることが好ましく、5.00質量%以下であることがより好ましく、1.00質量%以下であることがさらに好ましい。上記油性抗菌成分の含有割合が10.00質量%以下であると、嗜好性の低下を抑制できる。 5. The content of the oily antibacterial component in the oral cavity composition is preferably 5.00×10 −3 mass % or more, more preferably 1.00×10 −2 mass % or more. More preferably, it is 00×10 −2 mass % or more. When the content of the oily antibacterial component is 5.00×10 −3 mass % or more, the antibacterial properties are good. In addition, the content of the oily antibacterial component contained in the oral cavity composition is preferably 10.00% by mass or less, more preferably 5.00% by mass or less, and 1.00% by mass or less. is more preferred. When the content of the oily antibacterial component is 10.00% by mass or less, a decrease in palatability can be suppressed.
 油性抗菌成分を含む油相の平均粒径は、口腔用組成物の用途などに応じて適宜選択される。口腔用組成物は、三相乳化によるものであるため、界面活性剤を利用した従来の乳化組成物と比較して、油性抗菌成分を含む油相の平均粒径を広い範囲内で選択することができる。例えば、油性抗菌成分を含む油相の平均粒径は、好ましくは0.1μm以上、より好ましくは1.0μm以上、さらに好ましくは10.0μm以上である。また、油性抗菌成分を含む油相の平均粒径は、好ましくは100.0μm以下、より好ましくは50.0μm以下、さらに好ましくは30.0μm以下である。油性抗菌成分を含む油相の平均粒径が0.1μm以上であると、カンジダ菌などの細菌に対して、油性抗菌成分が効率的に作用するため、口腔用組成物の抗菌特性が良好である。また、油性抗菌成分を含む油相の平均粒径が100.0μm以下であると、油相の分散性が良好であるため、口腔用組成物の抗菌特性が良好である。油相の平均粒径は、粒度分布測定装置FPAR(大塚電子(株)社製)を用いて動的光散乱法により測定し、Contin解析により求められる値である。 The average particle size of the oil phase containing the oily antibacterial component is appropriately selected according to the use of the oral composition. Since the oral composition is based on three-phase emulsification, the average particle size of the oil phase containing the oily antibacterial component can be selected within a wider range than conventional emulsified compositions using surfactants. can be done. For example, the average particle size of the oil phase containing the oily antibacterial component is preferably 0.1 µm or more, more preferably 1.0 µm or more, and even more preferably 10.0 µm or more. Also, the average particle size of the oil phase containing the oily antibacterial component is preferably 100.0 μm or less, more preferably 50.0 μm or less, and even more preferably 30.0 μm or less. When the average particle size of the oil phase containing the oil-based antibacterial component is 0.1 μm or more, the oil-based antibacterial component efficiently acts against bacteria such as Candida, resulting in good antibacterial properties of the oral composition. be. Moreover, when the average particle diameter of the oil phase containing the oily antibacterial component is 100.0 μm or less, the dispersibility of the oil phase is good, so that the composition for oral cavity has good antibacterial properties. The average particle size of the oil phase is a value determined by Contin analysis after measuring by a dynamic light scattering method using a particle size distribution analyzer FPAR (manufactured by Otsuka Electronics Co., Ltd.).
 油相は、油性抗菌成分および他の油性成分に加えて、茶葉、ポリフェノール、ペプチド物質、スクラブ剤、粉体、香料などの成分を含んでもよい。 The oil phase may contain ingredients such as tea leaves, polyphenols, peptide substances, scrubbing agents, powders, and fragrances in addition to the oily antibacterial ingredients and other oily ingredients.
 口腔用組成物における水相は、水性成分であり、油相とは混ざり合わない。水相は、連続相であり、複数の乳化粒子を分散させる。水相は、精製水のような水、水にグリセリンやブチレングリコール、ソルビトールのような多価アルコール類が含まれたものなどであることが好ましい。 The aqueous phase in the oral composition is an aqueous component and is immiscible with the oil phase. The aqueous phase is the continuous phase and disperses a plurality of emulsified particles. The aqueous phase is preferably water such as purified water, or water containing polyhydric alcohols such as glycerin, butylene glycol, and sorbitol.
 口腔用組成物中の水相の全量は、口腔用組成物の用途などに応じて適宜選択される。例えば、水相の全量は、口腔用組成物の全量に対して、好ましくは20.000質量%以上であり、30.000質量%以上、40.000質量%以上、50.000質量%以上と増加するにつれてより好ましい。また、水相の全量は、口腔用組成物の全量に対して、好ましくは99.995質量%以下であり、90.000質量%以下、80.000質量%以下、70.000質量%以下と減少するにつれてより好ましい。水相の全量が40.000質量%以上であると、油性抗菌成分を含む油相の口腔での分散性が良好であるため、口腔用組成物の抗菌特性が良好である。また、水相の全量が99.995質量%以下であると、口腔内に存在する細菌を抗菌可能な程度の量の油性抗菌成分が口腔用組成物に含まれるため、口腔用組成物の抗菌特性が良好である。 The total amount of the aqueous phase in the oral composition is appropriately selected according to the use of the oral composition. For example, the total amount of the aqueous phase is preferably 20.000% by mass or more, 30.000% by mass or more, 40.000% by mass or more, and 50.000% by mass or more with respect to the total amount of the oral composition. Increasingly more favorable. Further, the total amount of the aqueous phase is preferably 99.995% by mass or less, 90.000% by mass or less, 80.000% by mass or less, and 70.000% by mass or less with respect to the total amount of the oral composition. Decreasing is more favorable. When the total amount of the aqueous phase is 40.000% by mass or more, the dispersibility of the oil phase containing the oily antibacterial component in the oral cavity is good, so that the oral cavity composition has good antibacterial properties. In addition, when the total amount of the aqueous phase is 99.995% by mass or less, the oral composition contains an oily antibacterial component in an amount that can antibacterially kill bacteria present in the oral cavity. Good characteristics.
 水相は、茶葉、ポリフェノール、ペプチド物質、スクラブ剤、粉体、香料、人工甘味料などの成分を含んでもよい。 The aqueous phase may contain ingredients such as tea leaves, polyphenols, peptide substances, scrubbing agents, powders, flavors, and artificial sweeteners.
 口腔用組成物における閉鎖小胞体について、自発的に閉鎖小胞体を形成する両親媒性物質(以下、単に両親媒性物質ともいう)としては、下記式(1)で表されるポリオキシエチレン硬化ひまし油の誘導体であることが好適である。 Regarding the closed endoplasmic reticulum in the oral composition, the amphiphilic substance that spontaneously forms the closed endoplasmic reticulum (hereinafter simply referred to as amphiphilic substance) is polyoxyethylene curing represented by the following formula (1) It is preferably a derivative of castor oil.
Figure JPOXMLDOC01-appb-C000001
Figure JPOXMLDOC01-appb-C000001
 式(1)中、エチレンオキシドの平均付加モル数であるE(E=L+M+N+X+Y+Z)は、好ましくは3以上100以下である。 In formula (1), E (E=L+M+N+X+Y+Z), which is the average number of added moles of ethylene oxide, is preferably 3 or more and 100 or less.
 両親媒性物質の好適例としては、上記の他に、リン脂質やリン脂質誘導体など、特に疎水基と親水基とがエステル結合したものが挙げられる。 In addition to the above, preferred examples of amphiphilic substances include those in which a hydrophobic group and a hydrophilic group are ester-bonded, such as phospholipids and phospholipid derivatives.
 リン脂質としては、下記式(2)で表される構成のうち、炭素鎖長12のDLPC(1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-choline)、炭素鎖長14のDMPC(1,2-Dimyristoyl-sn-glycero-3-phospho-rac-1-choline)、炭素鎖長16のDPPC(1,2-Dipalmitoyl-sn-glycero-3-phospho-rac-1-choline)が好適である。また、グリセリンやスフィンゴシンを中心骨格として脂肪酸が結合し、構造中にリン酸部位とコリン部位を持つ脂質が好適である。 As the phospholipid, among the structures represented by the following formula (2), DLPC with a carbon chain length of 12 (1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-choline), a carbon chain length of 14 DMPC (1,2-Dimyristoyl-sn-glycero-3-phospho-rac-1-choline), DPPC with a carbon chain length of 16 (1,2-Dipalmitoyl-sn-glycero-3-phospho-rac-1-choline ) is preferred. Further, lipids having glycerin or sphingosine as a central skeleton and fatty acids bound thereto and having a phosphate site and a choline site in the structure are preferable.
Figure JPOXMLDOC01-appb-C000002
Figure JPOXMLDOC01-appb-C000002
 また、下記式(3)で表される構成のうち、炭素鎖長12のDLPG(1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-glycerol)のNa塩またはNH塩、炭素鎖長14のDMPG(1,2-Dimyristoyl-sn-glycero-3-phospho-rac-1-glycerol)のNa塩またはNH塩、炭素鎖長16のDPPG(1,2-Dipalmitoyl-sn-glycero-3-phospho-rac-1-glycerol)のNa塩またはNH塩が好適である。 Further, among the structures represented by the following formula (3), Na salt or NH 4 salt of DLPG (1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-glycerol) having a carbon chain length of 12, Na salt or NH4 salt of DMPG with a carbon chain length of 14 (1,2-Dimyristoyl-sn-glycero-3-phospho-rac-1-glycerol), DPPG with a carbon chain length of 16 (1,2-Dipalmitoyl-sn- Na or NH 4 salt of glycero-3-phospho-rac-1-glycerol) is preferred.
Figure JPOXMLDOC01-appb-C000003
Figure JPOXMLDOC01-appb-C000003
 さらに、リン脂質の好適例としては、卵黄レシチンまたは大豆レシチンなどのレシチンが挙げられる。 Furthermore, preferred examples of phospholipids include lecithins such as egg yolk lecithin and soybean lecithin.
 また、両親媒性物質の好適例としては、脂肪酸エステルが挙げられる。脂肪酸エステルとしては、グリセリン脂肪酸エステル、ポリグリセリン脂肪酸エステル、ショ糖脂肪酸エステル、ソルビタン脂肪酸エステル、プロピレングリコール脂肪酸エステルが好適である。 Suitable examples of amphiphilic substances include fatty acid esters. Suitable fatty acid esters include glycerin fatty acid esters, polyglycerin fatty acid esters, sucrose fatty acid esters, sorbitan fatty acid esters, and propylene glycol fatty acid esters.
 ポリグリセリン脂肪酸エステルとしては、脂肪酸が飽和不飽和を問わず、直鎖脂肪酸または分岐脂肪酸であり、その脂肪酸とポリグリセリンとのエステルであることが好ましく、その中でも、モノミリスチン酸ポリグリセリル、ジミリスチン酸ポリグリセリル、トリミリスチン酸ポリグリセリル、モノパルミチン酸ポリグリセリル、ジパルミチン酸ポリグリセリル、トリパルミチン酸ポリグリセリル、モノステアリン酸ポリグリセリル、ジステアリン酸ポリグリセリル、トリステアリン酸ポリグリセリル、モノイソステアリン酸ポリグリセリル、ジイソステアリン酸ポリグリセリル、トリイソステアリン酸ポリグリセリル、モノオレイン酸ポリグリセリル、ジモノオレイン酸ポリグリセリル、トリモノオレイン酸ポリグリセリルがより好ましく、ミリスチン酸デカグリセリルがさらに好ましい。 The polyglycerin fatty acid ester is a straight-chain or branched fatty acid, regardless of whether the fatty acid is saturated or unsaturated, and is preferably an ester of the fatty acid and polyglycerin. Among them, polyglyceryl monomyristate and dimyristate Polyglyceryl, polyglyceryl trimyristate, polyglyceryl monopalmitate, polyglyceryl dipalmitate, polyglyceryl tripalmitate, polyglyceryl monostearate, polyglyceryl distearate, polyglyceryl tristearate, polyglyceryl monoisostearate, polyglyceryl diisostearate, polyglyceryl triisostearate, More preferred are polyglyceryl monooleate, polyglyceryl dimonooleate, and polyglyceryl trimonooleate, and even more preferred is decaglyceryl myristate.
 ショ糖脂肪酸エステルとしては、ショ糖ラウリン酸エステル、ショ糖ミリスチン酸エステル、ショ糖パルミチン酸エステル、ショ糖ステアリン酸エステル、ショ糖オレイン酸エステルが好ましい。 As the sucrose fatty acid ester, sucrose laurate, sucrose myristate, sucrose palmitate, sucrose stearate, and sucrose oleate are preferable.
 口腔用組成物における重縮合ポリマーの粒子について、水酸基を有する重縮合ポリマー(以下、単に重縮合ポリマーともいう)は、天然高分子、合成高分子、または半合成高分子のいずれでもよく、口腔用組成物の用途に応じて適宜選択される。その中でも、重縮合ポリマーは、安全性に優れ、一般的に安価である点で、天然高分子であることが好ましく、乳化機能に優れる点で、糖ポリマーであることがより好ましい。 Regarding the polycondensation polymer particles in the oral composition, the polycondensation polymer having a hydroxyl group (hereinafter also simply referred to as polycondensation polymer) may be a natural polymer, a synthetic polymer, or a semi-synthetic polymer. It is appropriately selected according to the use of the composition. Among them, the polycondensation polymer is preferably a natural polymer from the viewpoint of excellent safety and generally inexpensive, and more preferably a sugar polymer from the viewpoint of excellent emulsifying function.
 重縮合ポリマーの粒子とは、重縮合ポリマーの単粒子、および重縮合ポリマーの単粒子同士が連なったものを包含する一方で、単粒子化される前の重縮合ポリマーの凝集体(網目構造を有する)は包含しない。 Particles of the polycondensation polymer include single particles of the polycondensation polymer and those in which the single particles of the polycondensation polymer are connected to each other. have) are not included.
 糖ポリマーは、セルロース、デンプンなどのグルコシド構造を有するポリマーである。例えば、リボース、キシロース、ラムノース、フコース、グルコース、マンノース、グルクロン酸、グルコン酸などの単糖類の中からいくつかの糖を構成要素として微生物が産生するもの、キサンタンガム、アラビアゴム、グアーガム、カラヤガム、カラギーナン、ペクチン、フコイダン、クインシードガム、トラントガム、ローカストビーンガム、ガラクトマンナン、カードラン、ジェランガム、フコゲル、カゼイン、ゼラチン、デンプン、コラーゲン、ヒアルロン酸、ヒアルロン酸誘導体、シロキクラゲ多糖体などの天然高分子、メチルセルロース、エチルセルロース、メチルヒドロキシプロピルセルロース、カルボキシメチルセルロース、ヒドロキシメチルセルロース、ヒドロキシプロピルセルロース、カルボキシメチルセルロースナトリウム、アルギン酸プロピレングリコールエステル、セルロース結晶体、デンプン・アクリル酸ナトリウムグラフト重合体、疎水化ヒドロキシプロピルメチルセルロースなどの半合成高分子、ポリビニルアルコール、ポリビニルピロリドン、カルボキシビニルポリマー、ポリアクリル酸塩、ポリエチレンオキシドなどの合成高分子が好ましい。 Sugar polymers are polymers with glucoside structures such as cellulose and starch. For example, monosaccharides such as ribose, xylose, rhamnose, fucose, glucose, mannose, glucuronic acid, and gluconic acid, which are produced by microorganisms using some sugars as constituents, xanthan gum, gum arabic, guar gum, karaya gum, and carrageenan , pectin, fucoidan, quinseed gum, tranto gum, locust bean gum, galactomannan, curdlan, gellan gum, fucogel, casein, gelatin, starch, collagen, hyaluronic acid, hyaluronic acid derivatives, natural polymers such as white fungus polysaccharide, methylcellulose , ethylcellulose, methylhydroxypropylcellulose, carboxymethylcellulose, hydroxymethylcellulose, hydroxypropylcellulose, sodium carboxymethylcellulose, propylene glycol alginate, cellulose crystals, starch-sodium acrylate graft polymer, hydrophobized hydroxypropylmethylcellulose, etc. Molecules, synthetic macromolecules such as polyvinyl alcohol, polyvinylpyrrolidone, carboxyvinyl polymers, polyacrylates, polyethylene oxide are preferred.
 口腔用組成物に含まれる閉鎖小胞体および重縮合ポリマーの粒子の全量は、油相の全量に対して、好ましくは0.001質量%以上であることが好ましく、0.002質量%以上であることがより好ましく、0.005質量%以上であることがさらに好ましく、0.01質量%以上であることが特に好ましい。また、閉鎖小胞体および重縮合ポリマーの粒子の全量は、油相の全量に対して、50質量%以下、40質量%以下、30質量%以下、25質量%以下、20質量%以下、15質量%以下、10質量%以下であってよい。閉鎖小胞体および重縮合ポリマーの粒子の全量が上記数値範囲内であると、閉鎖小胞体および重縮合ポリマーの粒子は優れた乳化特性を有するため、口腔用組成物の抗菌特性ならびに口腔内の分散性および滞留性はさらに向上する。上記の量は、固形分含量である。 The total amount of the closed endoplasmic reticulum and polycondensation polymer particles contained in the oral composition is preferably 0.001% by mass or more, preferably 0.002% by mass or more, relative to the total amount of the oil phase. is more preferably 0.005% by mass or more, and particularly preferably 0.01% by mass or more. In addition, the total amount of the closed endoplasmic reticulum and the particles of the polycondensation polymer is 50% by mass or less, 40% by mass or less, 30% by mass or less, 25% by mass or less, 20% by mass or less, 15% by mass or less with respect to the total amount of the oil phase. % or less and 10% by mass or less. When the total amount of the closed vesicles and polycondensation polymer particles is within the above numerical range, the closed vesicles and polycondensation polymer particles have excellent emulsifying properties, so that the oral composition has antibacterial properties and dispersion in the oral cavity. properties and staying power are further improved. The above amounts are solids contents.
 閉鎖小胞体および重縮合ポリマーの粒子の平均粒子径は、乳化粒子を形成する前では8nm以上800nm以下であるが、口腔用組成物では8nm以上500nm以下である。口腔用組成物は、閉鎖小胞体のみを含んでもよいし、重縮合ポリマーの粒子のみを含んでもよいし、閉鎖小胞体および重縮合ポリマーの粒子を含んでもよい。口腔用組成物が閉鎖小胞体および重縮合ポリマーの粒子を含む場合、例えば、別々に乳化したエマルションを混合して口腔用組成物を製造してもよい。閉鎖小胞体および重縮合ポリマーの粒子の平均粒子径は、粒度分布測定装置FPAR(大塚電子(株)社製)を用いて動的光散乱法により測定し、Contin解析により求められる値である。上記数値範囲内の平均粒子径を有する閉鎖小胞体および重縮合ポリマーの粒子の調製方法は、特許第3855203号などに開示されている通り、三相乳化能を有する粒子の調製方法として従来公知であるため、ここでは便宜上省略する。 The average particle size of the particles of the closed endoplasmic reticulum and the polycondensation polymer is 8 nm or more and 800 nm or less before emulsified particles are formed, but is 8 nm or more and 500 nm or less in the oral composition. The oral composition may contain only closed vesicles, may contain only particles of polycondensation polymer, or may contain closed vesicles and particles of polycondensation polymer. If the oral composition comprises closed vesicles and particles of a polycondensation polymer, for example, separately emulsified emulsions may be mixed to produce the oral composition. The average particle size of the particles of the closed endoplasmic reticulum and polycondensation polymer is a value determined by Contin analysis after measuring by dynamic light scattering using a particle size distribution analyzer FPAR (manufactured by Otsuka Electronics Co., Ltd.). A method for preparing closed vesicles and polycondensation polymer particles having an average particle size within the above numerical range is conventionally known as a method for preparing particles having three-phase emulsifying ability, as disclosed in Japanese Patent No. 3855203 and the like. Therefore, it is omitted here for convenience.
 なお、油性成分の乳化に用いる後述の混合溶液に対して光散乱測定を行い、混合溶液中に存在する閉鎖小胞体および重縮合ポリマーの粒子の平均粒子径が、例えば、8nm以上400nm以下であると、閉鎖小胞体および重縮合ポリマーの粒子は三相乳化可能であると判断できる。さらに、口腔用組成物に含まれるエマルションに対して原子間力顕微鏡(AFM)観察を行い、閉鎖小胞体および重縮合ポリマーの粒子の少なくとも一方が油相の表面に付着していることを確認することで、乳化粒子を確認することができる。 In addition, light scattering measurement is performed on the mixed solution described later used for emulsifying the oily component, and the average particle size of the particles of the closed endoplasmic reticulum and the polycondensation polymer present in the mixed solution is, for example, 8 nm or more and 400 nm or less. , it can be concluded that the closed endoplasmic reticulum and the polycondensation polymer particles are capable of three-phase emulsification. Further, the emulsion contained in the oral composition is observed with an atomic force microscope (AFM) to confirm that at least one of the closed endoplasmic reticulum and the polycondensation polymer particles is attached to the surface of the oil phase. Thus, emulsified particles can be confirmed.
 また、口腔用組成物は、上記成分に加えて、増粘剤、防腐剤、清掃剤(研磨剤)、粘結剤などの添加成分を含んでもよい。添加成分の効果を発揮させる観点から、口腔用組成物に含まれる添加成分の含有量は、好ましくは0.01質量%以上、より好ましくは0.10質量%以上である。また、口腔用組成物の良好な抗菌特性、嗜好性、分散性および滞留性を低下させない観点から、口腔用組成物に含まれる添加成分の含有量は、好ましくは20.00質量%以下、より好ましくは10.00質量%以下である。 In addition to the above components, the oral cavity composition may also contain additional components such as thickeners, preservatives, cleaning agents (abrasives), and caking agents. From the viewpoint of exerting the effect of the additive component, the content of the additive component contained in the oral composition is preferably 0.01% by mass or more, more preferably 0.10% by mass or more. In addition, from the viewpoint of not reducing the good antibacterial properties, palatability, dispersibility and retention of the oral composition, the content of the additive component contained in the oral composition is preferably 20.00% by mass or less, and more Preferably, it is 10.00% by mass or less.
 口腔用組成物の形態は、液体状やペースト状など、口腔用組成物の用途などに応じて適宜選択される。油相、水相、閉鎖小胞体、および重縮合ポリマーの粒子の組成比に応じて、口腔用組成物の形態を調整できる。 The form of the oral composition is appropriately selected, such as liquid or paste, depending on the use of the oral composition. The form of the oral composition can be adjusted according to the compositional ratio of the oil phase, aqueous phase, closed endoplasmic reticulum, and polycondensation polymer particles.
 このような口腔用組成物は、安定して優れた抗菌特性ならびに良好な嗜好性、口腔内の分散性および滞留性が求められている液体状、ジェル状、ペースト状の歯磨剤や洗口液、拭きとり用シート、音波歯ブラシ用や電動歯ブラシ用のペースト剤などに好適である。 Such oral compositions are liquid, gel, and paste dentifrices and mouthwashes that are required to have stable and excellent antibacterial properties, good palatability, dispersibility and retention in the oral cavity. , wiping sheets, and pastes for sonic toothbrushes and electric toothbrushes.
 次に、上記の口腔用組成物の製造方法について説明する。 Next, a method for producing the oral cavity composition will be described.
 口腔用組成物の製造方法は、混合工程と乳化工程とを有する。 The method for producing an oral composition has a mixing step and an emulsifying step.
 混合工程では、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体および水酸基を有する重縮合ポリマーの粒子の少なくとも一方と水性成分とを混合して、混合溶液を得る。混合溶液では、複数の閉鎖小胞体および複数の重縮合ポリマーの粒子の少なくとも一方が水性成分中に分散している。 In the mixing step, at least one of closed vesicles formed by an amphiphilic substance that spontaneously forms closed vesicles and particles of polycondensation polymer having hydroxyl groups are mixed with an aqueous component to obtain a mixed solution. In the mixed solution, at least one of the plurality of closed vesicles and the plurality of polycondensation polymer particles are dispersed in the aqueous component.
 例えば、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体の場合、混合工程において、水などの水性成分を撹拌機などで撹拌しながら、所定量の両親媒性物質を水性成分に添加することによって、複数の閉鎖小胞体が形成され、複数の閉鎖小胞体と水性成分とが混合される。また、水酸基を有する重縮合ポリマーの粒子の場合、混合工程において、水性成分を撹拌機などで撹拌しながら、複数の重縮合ポリマーの粒子を水性成分に添加することによって、複数の重縮合ポリマーと水性成分とが混合される。 For example, in the case of closed vesicles formed by an amphiphilic substance that spontaneously forms closed vesicles, in the mixing step, while stirring an aqueous component such as water with a stirrer or the like, a predetermined amount of the amphiphile is added. to the aqueous component to form a plurality of closed vesicles and mix the plurality of closed vesicles with the aqueous component. In the case of particles of a polycondensation polymer having a hydroxyl group, in the mixing step, while stirring the aqueous component with a stirrer or the like, a plurality of polycondensation polymer particles are added to the aqueous component to obtain a plurality of polycondensation polymers and Aqueous components are mixed.
 閉鎖小胞体および重縮合ポリマーの粒子を用いる場合、閉鎖小胞体が分散している溶液と重縮合ポリマーの粒子が分散している溶液とを混合して混合溶液を製造してもよいし、両親媒性物質および重縮合ポリマーの粒子を水性成分に添加して混合溶液を製造してもよい。 When closed vesicles and polycondensation polymer particles are used, a solution in which closed vesicles are dispersed and a solution in which polycondensation polymer particles are dispersed may be mixed to produce a mixed solution. A medium and particles of polycondensation polymer may be added to the aqueous component to form a mixed solution.
 混合工程の後に行われる乳化工程では、混合工程で得た混合溶液と融点以上の油性成分とを混合することで、口腔用組成物を得る。油性成分は、油性抗菌成分を含む。口腔用組成物は、油性抗菌成分を含む油滴の表面が複数の閉鎖小胞体および複数の重縮合ポリマーの粒子の少なくとも一方で覆われている、乳化粒子を多数含む。油性抗菌成分を含む乳化粒子は、水相に分散している。 In the emulsification process performed after the mixing process, the mixed solution obtained in the mixing process and the oily component having a melting point or higher are mixed to obtain an oral composition. The oily component contains an oily antibacterial component. The oral composition comprises a large number of emulsified particles in which the surfaces of oil droplets containing an oily antimicrobial component are coated with at least one of a plurality of closed vesicles and a plurality of polycondensation polymer particles. Emulsified particles containing an oily antimicrobial component are dispersed in an aqueous phase.
 例えば、混合溶液を撹拌機などで撹拌しながら、混合溶液に融点以上の油性成分を添加することによって、乳化粒子が形成され、分散している乳化粒子を含有する口腔用組成物が得られる。混合溶液に添加する油性成分の温度が融点未満であると、油剤の剪断が困難なため乳化粒子の形成が十分にできない場合がある。そのため、混合溶液に添加する油性成分の温度が融点未満である場合、油性成分を融点以上に加熱して、融点以上の油性成分を混合溶液に添加すると良い。 For example, by adding an oily component having a melting point or higher to the mixed solution while stirring the mixed solution with a stirrer or the like, emulsified particles are formed and an oral composition containing dispersed emulsified particles can be obtained. If the temperature of the oily component added to the mixed solution is lower than the melting point, it may be difficult to shear the oily agent, resulting in insufficient formation of emulsified particles. Therefore, when the temperature of the oil component to be added to the mixed solution is below the melting point, it is preferable to heat the oil component to the melting point or higher and then add the oil component having the melting point or higher to the mixed solution.
 以上説明した実施形態によれば、三相乳化技術で油性抗菌成分を乳化することで、口腔用組成物は、安定して優れた抗菌特性を有し、口腔内の分散性および滞留性に優れ、良好な嗜好性を有することができる。 According to the embodiments described above, by emulsifying the oil-based antibacterial component with the three-phase emulsification technology, the oral composition has stable and excellent antibacterial properties, and is excellent in dispersibility and retention in the oral cavity. , can have good palatability.
 次に、実施例および比較例について説明するが、本発明はこれら実施例に限定されるものではない。 Next, examples and comparative examples will be described, but the present invention is not limited to these examples.
(実施例1-1~1-2および比較例1-1~1-4)
 油相として、油性抗菌成分のシンナムアルデヒド(長岡香料株式会社製)および他の油性成分の中鎖脂肪酸トリグリセリド(花王株式会社製、ココナードMT)、水相として水、水酸基を有する重縮合ポリマーの粒子としてステアロキシヒドロキシプロピルメチルセルロース(大同化成工業株式会社製、サンジュロース90L)の粒子を用いて、表1に示す組成比(質量%)の口腔用組成物を製造した。具体的には、水を撹拌しながら、ステアロキシヒドロキシプロピルメチルセルロースの粒子を水に添加することによって、複数のステアロキシヒドロキシプロピルメチルセルロースの粒子が水中に分散している混合溶液を得た。続いて、混合溶液を撹拌しながら、融点以上のシンナムアルデヒドを混合溶液に添加することによって、実施例1-1の口腔用組成物を得た。また、混合溶液を撹拌しながら、融点以上のシンナムアルデヒドおよび中鎖脂肪酸トリグリセリドを混合溶液に添加することによって、実施例1-2の口腔用組成物を得た。
(Examples 1-1 to 1-2 and Comparative Examples 1-1 to 1-4)
Cinnamaldehyde (manufactured by Nagaoka Koryo Co., Ltd.), an oil-based antibacterial component, and medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT), which is an oil-based component, are used as the oil phase, and water and particles of a polycondensed polymer having a hydroxyl group are used as the aqueous phase. Using particles of stearoxyhydroxypropyl methylcellulose (manufactured by Daido Kasei Kogyo Co., Ltd., Sunjurose 90L) as a powder, oral compositions having the composition ratio (% by mass) shown in Table 1 were produced. Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, cinnamaldehyde having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 1-1. Further, while stirring the mixed solution, cinnamaldehyde and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 1-2.
 また、表1に示す組成比で、シンナムアルデヒドおよび中鎖脂肪酸トリグリセリドを混合することによって、比較例1-1の口腔用組成物を得た。 Also, by mixing cinnamaldehyde and medium-chain fatty acid triglyceride at the composition ratio shown in Table 1, an oral composition of Comparative Example 1-1 was obtained.
 また、表1に示す組成比で、水を撹拌しながら、ステアロキシヒドロキシプロピルメチルセルロースを水に添加することによって、比較例1-2の口腔用組成物を得た。 Further, an oral composition of Comparative Example 1-2 was obtained by adding stearoxyhydroxypropylmethylcellulose to water at the composition ratio shown in Table 1 while stirring the water.
 また、表1に示す組成比で、水を撹拌しながら、ステアロキシヒドロキシプロピルメチルセルロースを水に添加し、さらに中鎖脂肪酸トリグリセリドを添加することによって、比較例1-3の口腔用組成物を得た。 Further, at the composition ratio shown in Table 1, while stirring the water, stearoxyhydroxypropyl methylcellulose was added to the water, and then the medium-chain fatty acid triglyceride was added to obtain an oral composition of Comparative Example 1-3. Ta.
 また、比較例1-4の口腔用組成物は、中鎖脂肪酸トリグリセリドとした。 In addition, medium-chain fatty acid triglycerides were used as oral compositions of Comparative Examples 1-4.
 実施例1-1~1-2および比較例1-1~1-4で得られた口腔用組成物について、酵母形のカンジダ菌(C .albicans NBRC1594株)に対する抗菌作用を以下のようにして評価した。 The oral cavity compositions obtained in Examples 1-1 to 1-2 and Comparative Examples 1-1 to 1-4 were tested for their antibacterial activity against yeast-type Candida (C. albicans strain NBRC1594) as follows. evaluated.
 試験培地(YPD培地(g/1000ml)、Polypepton 20g、Yeast extract 10g、Glucose 20g)に対して、口腔用組成物の終濃度が100μg/mlになるように調整した。カンジダ菌を1.0×10cfu/mlになるように、口腔用組成物を添加したYPD培地に添加した。その後、36℃(口腔内の疑似的温度)、18時間、培養を行った。 The test medium (YPD medium (g/1000 ml), Polypepton 20 g, Yeast extract 10 g, Glucose 20 g) was adjusted to a final concentration of 100 µg/ml of the oral composition. Candida fungus was added to the YPD medium supplemented with the oral cavity composition so as to be 1.0×10 5 cfu/ml. After that, culture was performed at 36° C. (pseudo temperature in the oral cavity) for 18 hours.
 吸光光度計(波長620nm)を用いて懸濁液の濁度を測定した。口腔用組成物を添加せずにカンジダ菌をYPD培地で培養した培養液の濁度を100としたときの、各実施例および各比較例の濁度の相対値を求めた。相対値の結果を表1に示す。 The turbidity of the suspension was measured using an absorptiometer (wavelength 620 nm). When the turbidity of the culture solution obtained by culturing Candida in YPD medium without adding the oral cavity composition was set to 100, the relative value of turbidity in each example and each comparative example was determined. Table 1 shows the results of relative values.
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
 表1に示すように、油性抗菌成分を三相乳化した実施例1-1~1-2では、良好な抗菌特性を有するため、カンジダ菌の増殖を抑制できた。また、油性抗菌成分が三相乳化されているので、油性抗菌成分の口腔内分散性は優れていた。また、実施例1-1~1-2の口腔用組成物は、界面活性剤を含まないため、嗜好性に優れていた。一方で、油性抗菌成分が三相乳化されていない比較例1-1では、油性抗菌成分が含まれているものの、油性物質に溶解されていることから、分散性が悪いため、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。また、比較例1-2では、油性抗菌成分が含まれていないため、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。また、比較例1-3では、油性物質が三相乳化されて分散性はあるものの、油性抗菌成分が含まれていないため、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。比較例1-4では、油性成分のみであり、三相乳化されていないので分散性が悪く、油性抗菌成分も含まれていないため、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。 As shown in Table 1, Examples 1-1 and 1-2, in which the oil-based antibacterial component was three-phase emulsified, had good antibacterial properties and were able to suppress the growth of Candida. In addition, since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility. Moreover, since the oral compositions of Examples 1-1 and 1-2 did not contain a surfactant, they were excellent in palatability. On the other hand, in Comparative Example 1-1, in which the oily antibacterial component is not three-phase emulsified, although the oily antibacterial component is contained, it is dissolved in the oily substance, so the dispersibility is poor. had little effect on the suppression of In Comparative Example 1-2, since no oil-based antibacterial component was contained, there was almost no effect on inhibiting the proliferation of Candida. In Comparative Examples 1-3, although the oily substance was three-phase emulsified and dispersible, it did not contain an oily antibacterial component, so it had almost no effect on the inhibition of the growth of Candida. Comparative Example 1-4 contained only oily ingredients and was not three-phase emulsified, resulting in poor dispersibility, and since it did not contain any oily antibacterial ingredients, it had almost no effect on inhibiting the growth of Candida. .
(実施例2-1~2-2および比較例2-1~2-2)
 油相として、抗菌性を有するカプリン酸(花王株式会社製、ルナック10-98)および他の油性成分の中鎖脂肪酸トリグリセリド(花王株式会社製、ココナードMT)、水相として水、水酸基を有する重縮合ポリマーの粒子としてステアロキシヒドロキシプロピルメチルセルロース(大同化成工業株式会社製、サンジュロース90L)の粒子を用いて、表2に示す組成比(質量%)の口腔用組成物を製造した。具体的には、水を撹拌しながら、ステアロキシヒドロキシプロピルメチルセルロースの粒子を水に添加することによって、複数のステアロキシヒドロキシプロピルメチルセルロースの粒子が水中に分散している混合溶液を得た。続いて、混合溶液を撹拌しながら、融点以上のカプリン酸を混合溶液に添加することによって、実施例2-1の口腔用組成物を得た。また、混合溶液を撹拌しながら、融点以上のカプリン酸および中鎖脂肪酸トリグリセリドを混合溶液に添加することによって、実施例2-2の口腔用組成物を得た。
(Examples 2-1 to 2-2 and Comparative Examples 2-1 to 2-2)
As the oil phase, antibacterial capric acid (manufactured by Kao Corporation, Lunac 10-98) and other oil-based medium-chain fatty acid triglycerides (manufactured by Kao Corporation, Coconard MT). Using particles of stearoxyhydroxypropyl methylcellulose (Sunjurose 90L, manufactured by Daido Kasei Kogyo Co., Ltd.) as condensation polymer particles, an oral composition having a composition ratio (% by mass) shown in Table 2 was produced. Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, capric acid having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 2-1. Further, while stirring the mixed solution, capric acid and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 2-2.
 また、表2に示す組成比で、カプリン酸、中鎖脂肪酸トリグリセリド、および水を混合することによって、比較例2-1の口腔用組成物を得た。 Also, an oral composition of Comparative Example 2-1 was obtained by mixing capric acid, medium-chain fatty acid triglycerides, and water at the composition ratio shown in Table 2.
 また、比較例2-2の口腔用組成物は、カプリン酸とした。 In addition, capric acid was used for the oral cavity composition of Comparative Example 2-2.
 実施例2-1~2-2および比較例2-1~2-2で得られた口腔用組成物について、カンジダ菌(C .albicans NBRC1594株)に対する抗菌作用を以下のようにして評価した。 The oral compositions obtained in Examples 2-1 to 2-2 and Comparative Examples 2-1 to 2-2 were evaluated for their antibacterial activity against Candida (C. albicans strain NBRC1594) as follows.
 試験培地(YPD培地(g/1000ml)、Polypepton 20g、Yeast extract 10g、Glucose 20g)に対して、口腔用組成物の終濃度が100μg/mlになるように調整した。カンジダ菌を1.0×10cfu/mlになるように、口腔用組成物を添加したYPD培地に添加した。その後、36℃、18時間、24時間、72時間、培養を行った。 The test medium (YPD medium (g/1000 ml), Polypepton 20 g, Yeast extract 10 g, Glucose 20 g) was adjusted to a final concentration of 100 µg/ml of the oral composition. Candida fungus was added to the YPD medium supplemented with the oral cavity composition so as to be 1.0×10 5 cfu/ml. After that, culture was performed at 36° C. for 18 hours, 24 hours and 72 hours.
 吸光光度計(波長620nm)を用いて懸濁液の濁度を測定した。口腔用組成物を添加せずにカンジダ菌をYPD培地で培養した培養液の濁度を100としたときの、各実施例および各比較例の濁度の相対値を求めた。相対値の結果を表2に示す。 The turbidity of the suspension was measured using an absorptiometer (wavelength 620 nm). When the turbidity of the culture solution obtained by culturing Candida in YPD medium without adding the oral cavity composition was set to 100, the relative value of turbidity in each example and each comparative example was determined. Table 2 shows the results of relative values.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 表2に示すように、実施例1-1~1-2と同様に、油性抗菌成分を三相乳化した実施例2-1~2-2でも、良好な抗菌特性を有するため、カンジダ菌の増殖を抑制できた。また、油性抗菌成分がカプリン酸でも、良好な抗菌特性を示した。また、油性抗菌成分が三相乳化されているので、油性抗菌成分の口腔内分散性及び滞留性は優れていた。また、実施例2-1~2-2の口腔用組成物は、界面活性剤を含まないため、嗜好性に優れていた。一方で、油性抗菌成分が三相乳化されていない比較例2-1~2-2では、油性抗菌成分の口腔内分散性及び滞留性は劣っていた。また、比較例2-1では、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。また、比較例2-2の口腔用組成物は、油性抗菌成分のみからなるため、嗜好性は劣っていた。 As shown in Table 2, as in Examples 1-1 and 1-2, Examples 2-1 and 2-2, in which the oil-based antibacterial component was three-phase emulsified, also had good antibacterial properties, so Candida fungi growth could be suppressed. In addition, even when the oily antibacterial component was capric acid, it exhibited good antibacterial properties. In addition, since the oily antibacterial component was three-phase emulsified, the oral cavity dispersibility and retention of the oily antibacterial component were excellent. Moreover, since the oral compositions of Examples 2-1 and 2-2 did not contain a surfactant, they were excellent in palatability. On the other hand, in Comparative Examples 2-1 and 2-2, in which the oily antibacterial component was not three-phase emulsified, the intraoral dispersibility and retention of the oily antibacterial component were inferior. Moreover, in Comparative Example 2-1, there was almost no effect on inhibition of growth of Candida. In addition, the oral cavity composition of Comparative Example 2-2 was poor in palatability because it consisted of only an oily antibacterial component.
(実施例3-1~3-2および比較例3-1)
 油相として、抗菌性を有するカプリン酸(花王株式会社製、ルナック10-98)および他の油性成分の中鎖脂肪酸トリグリセリド(花王株式会社製、ココナードMT)、水相として水、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体としてモノミリスチン酸デカグリセリル(太陽化学株式会社製、サンソフトQ-14S-C)の閉鎖小胞体を用いて、表3に示す組成比(質量%)の口腔用組成物を製造した。具体的には、水を撹拌しながら、モノミリスチン酸デカグリセリルを水に添加することによって、複数のモノミリスチン酸デカグリセリルの閉鎖小胞体が水中に分散している混合溶液を得た。続いて、混合溶液を撹拌しながら、融点以上のカプリン酸を混合溶液に添加することによって、実施例3-1の口腔用組成物を得た。また、混合溶液を撹拌しながら、融点以上のカプリン酸および中鎖脂肪酸トリグリセリドを混合溶液に添加することによって、実施例3-2の口腔用組成物を得た。
(Examples 3-1 to 3-2 and Comparative Example 3-1)
As the oil phase, antibacterial capric acid (Lunac 10-98, manufactured by Kao Corporation) and medium-chain fatty acid triglyceride (Coconard MT, manufactured by Kao Corporation) of other oil components, water as the aqueous phase, spontaneous closure Using a closed endoplasmic reticulum of decaglyceryl monomyristate (manufactured by Taiyo Kagaku Co., Ltd., Sunsoft Q-14S-C) as a closed endoplasmic reticulum formed by amphipathic substances forming the endoplasmic reticulum, the composition shown in Table 3 ratio (mass %) oral compositions were produced. Specifically, by adding decaglyceryl monomyristate to water while stirring the water, a mixed solution in which a plurality of closed vesicles of decaglyceryl monomyristate are dispersed in water was obtained. Subsequently, while stirring the mixed solution, capric acid having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 3-1. Further, while stirring the mixed solution, capric acid and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 3-2.
 また、表3に示す組成比で、水を撹拌しながら、モノミリスチン酸デカグリセリルを水に添加することによって、比較例3-1の口腔用組成物を得た。 In addition, an oral composition of Comparative Example 3-1 was obtained by adding decaglyceryl monomyristate to water at the composition ratio shown in Table 3 while stirring the water.
 実施例3-1~3-2および比較例3-1で得られた口腔用組成物について、カンジダ菌(C .albicans NBRC1594株)に対する抗菌作用を実施例1-1と同様の方法で評価した。相対値の結果を表3に示す。 The oral compositions obtained in Examples 3-1 and 3-2 and Comparative Example 3-1 were evaluated for their antibacterial activity against Candida (C. albicans strain NBRC1594) in the same manner as in Example 1-1. . Table 3 shows the results of relative values.
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
 表3に示すように、上記実施例と同様に、油性抗菌成分を三相乳化した実施例3-1~3-2でも、良好な抗菌特性を有するため、カンジダ菌の増殖を抑制できた。また、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体で安定化された口腔用組成物でも、良好な抗菌特性を示した。また、油性抗菌成分が三相乳化されているので、油性抗菌成分の口腔内分散性は優れていた。また、上記実施例と同様に、実施例3-1~3-2の口腔用組成物は、嗜好性に優れていた。一方で、油性抗菌成分が含まれていない比較例3-1では、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。 As shown in Table 3, similar to the above examples, even in Examples 3-1 and 3-2, in which the oil-based antibacterial component was three-phase emulsified, the growth of Candida was suppressed because of good antibacterial properties. Also, oral compositions stabilized with closed endoplasmic reticulum formed by amphiphiles that spontaneously form closed endoplasmic reticulum showed good antibacterial properties. In addition, since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility. Further, similarly to the above Examples, the oral compositions of Examples 3-1 and 3-2 were excellent in palatability. On the other hand, Comparative Example 3-1, which does not contain an oil-based antibacterial component, had almost no effect on inhibiting the growth of Candida.
(実施例4-1~4-2および比較例4-1~4-2)
 油相として、油性抗菌成分のチモール(大阪化成株式会社製、日本薬局方品チモール)および他の油性成分の中鎖脂肪酸トリグリセリド(花王株式会社製、ココナードMT)、水相として水、水酸基を有する重縮合ポリマーの粒子としてステアロキシヒドロキシプロピルメチルセルロース(大同化成工業株式会社製、サンジュロース90L)の粒子を用いて、表4に示す組成比(質量%)の口腔用組成物を製造した。具体的には、水を撹拌しながら、ステアロキシヒドロキシプロピルメチルセルロースの粒子を水に添加することによって、複数のステアロキシヒドロキシプロピルメチルセルロースの粒子が水中に分散している混合溶液を得た。続いて、混合溶液を撹拌しながら、融点以上のチモールを混合溶液に添加することによって、実施例4-1の口腔用組成物を得た。また、混合溶液を撹拌しながら、融点以上のチモールおよび中鎖脂肪酸トリグリセリドを混合溶液に添加することによって、実施例4-2の口腔用組成物を得た。
(Examples 4-1 to 4-2 and Comparative Examples 4-1 to 4-2)
As the oil phase, the oily antibacterial component thymol (manufactured by Osaka Kasei Co., Ltd., Japanese Pharmacopoeia product thymol) and other oily component medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT), and water and hydroxyl groups as the aqueous phase Using particles of stearoxyhydroxypropyl methylcellulose (Sunjurose 90L, manufactured by Daido Kasei Co., Ltd.) as polycondensation polymer particles, an oral composition having a composition ratio (% by mass) shown in Table 4 was produced. Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, thymol having a melting point or higher was added to the mixed solution to obtain an oral composition of Example 4-1. Further, while stirring the mixed solution, thymol and medium-chain fatty acid triglycerides having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 4-2.
 また、表4に示す組成比で、チモール、中鎖脂肪酸トリグリセリド、および水を混合することによって、比較例4-1の口腔用組成物を得た。 Also, by mixing thymol, medium-chain fatty acid triglycerides, and water at the composition ratio shown in Table 4, an oral composition of Comparative Example 4-1 was obtained.
 また、比較例4-2の口腔用組成物は、チモールとした。 In addition, the oral cavity composition of Comparative Example 4-2 was thymol.
 実施例4-1~4-2および比較例4-1~4-2で得られた口腔用組成物について、カンジダ菌(C .albicans NBRC1594株)に対する抗菌作用を実施例1-1と同様の方法で評価した。相対値の結果を表4に示す。 Regarding the oral compositions obtained in Examples 4-1 to 4-2 and Comparative Examples 4-1 to 4-2, the antibacterial activity against Candida (C. albicans strain NBRC1594) was evaluated in the same manner as in Example 1-1. evaluated by the method. Table 4 shows the results of relative values.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
 表4に示すように、上記実施例と同様に、油性抗菌成分を三相乳化した実施例4-1~4-2でも、良好な抗菌特性を有するため、カンジダ菌の増殖を抑制できた。また、油性抗菌成分がチモールでも、良好な抗菌特性を示した。また、油性抗菌成分が三相乳化されているので、油性抗菌成分の口腔内分散性は優れていた。また、上記実施例と同様に、実施例4-1~4-2の口腔用組成物は、嗜好性に優れていた。一方で、油性抗菌成分が三相乳化されていない比較例4-1では、三相乳化していないことから分散が悪いため、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。また、比較例4-2では、本来抗菌性があるチモールにも関わらず、水に不溶性であるので、カンジダ菌の増殖の抑制に対してほとんど影響を及ぼさなかった。また、比較例4-2の口腔用組成物は、油性抗菌成分のみからなるため、嗜好性は劣っていた。 As shown in Table 4, similar to the above examples, even in Examples 4-1 and 4-2, in which the oil-based antibacterial component was three-phase emulsified, the growth of Candida was suppressed because of good antibacterial properties. In addition, even when the oily antibacterial component was thymol, it exhibited good antibacterial properties. In addition, since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility. Further, similarly to the above Examples, the oral compositions of Examples 4-1 and 4-2 were excellent in palatability. On the other hand, in Comparative Example 4-1, in which the oil-based antibacterial component was not three-phase emulsified, dispersion was poor due to non-three-phase emulsification, so there was almost no effect on the suppression of Candida growth. In addition, in Comparative Example 4-2, although thymol is inherently antibacterial, it is insoluble in water and thus has little effect on the suppression of Candida growth. In addition, the oral cavity composition of Comparative Example 4-2 was poor in palatability because it consisted of only an oily antibacterial component.
(実施例5-1および比較例5-1)
 油相として、油性抗菌成分のチモール(大阪化成株式会社製、日本薬局方品チモール)および他の油性成分の中鎖脂肪酸トリグリセリド(花王株式会社製、ココナードMT)、水相として水、重縮合ポリマーの粒子としてステアロキシヒドロキシプロピルメチルセルロース(大同化成工業株式会社製、サンジュロース90L)の粒子を用いて、表5に示す組成比(質量%)の口腔用組成物を製造した。具体的には、水を撹拌しながら、ステアロキシヒドロキシプロピルメチルセルロースの粒子を水に添加することによって、複数のステアロキシヒドロキシプロピルメチルセルロースの粒子が水中に分散している混合溶液を得た。続いて、混合溶液を撹拌しながら、融点以上のチモールおよび中鎖脂肪酸トリグリセリドを混合溶液に添加することによって、実施例5-1の口腔用組成物を得た。
(Example 5-1 and Comparative Example 5-1)
As the oil phase, the oily antibacterial component thymol (manufactured by Osaka Kasei Co., Ltd., Japanese Pharmacopoeia product thymol) and other oily component medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT), water as the aqueous phase, polycondensation polymer Using particles of stearoxyhydroxypropyl methylcellulose (manufactured by Daido Kasei Co., Ltd., Sunjurose 90L) as particles, an oral composition having a composition ratio (% by mass) shown in Table 5 was produced. Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, thymol and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 5-1.
 また、比較例5-1の口腔用組成物は、チモールとした。 In addition, the oral cavity composition of Comparative Example 5-1 was thymol.
 実施例5-1および比較例5-1で得られた口腔用組成物について、大腸菌(E .coli NBRC3972株)に対する抗菌作用を以下のようにして評価した。 The oral compositions obtained in Example 5-1 and Comparative Example 5-1 were evaluated for their antibacterial activity against E. coli (E. coli strain NBRC3972) as follows.
 試験培地(NBRC802培地(g/100ml)、Polypepton 1.0g、Yeast extract 0.2g、MgSO・7HO 0.2g)に対して、口腔用組成物の終濃度が100μg/mlになるように調整した。大腸菌を1.0×10cfu/mlになるように、口腔用組成物を添加したNBRC802培地に添加した。その後、36℃、24時間、培養を行った。 Test medium (NBRC802 medium (g / 100 ml), Polypepton 1.0 g, Yeast extract 0.2 g, MgSO 4 7H 2 O 0.2 g) so that the final concentration of the oral composition is 100 μg / ml adjusted to Escherichia coli was added to NBRC802 medium supplemented with the oral composition to 1.0×10 6 cfu/ml. After that, culture was performed at 36° C. for 24 hours.
 吸光光度計(波長620nm)を用いて懸濁液の濁度を測定した。口腔用組成物を添加せずに大腸菌をNBRC802培地で培養した培養液の濁度を100としたときの、各実施例および各比較例の濁度の相対値を求めた。相対値の結果を表5に示す。 The turbidity of the suspension was measured using an absorptiometer (wavelength 620 nm). When the turbidity of the culture solution obtained by culturing E. coli in NBRC802 medium without adding the oral cavity composition is set to 100, the relative value of the turbidity of each example and each comparative example was determined. Table 5 shows the results of relative values.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
 表5に示すように、油性抗菌成分を三相乳化した実施例5-1では、良好な抗菌特性を有するため、上記カンジダ菌に加えて、大腸菌についても、増殖を抑制できた。また、油性抗菌成分が三相乳化されているので、油性抗菌成分の口腔内分散性は優れていた。また、上記実施例と同様に、実施例5-1の口腔用組成物は、嗜好性に優れていた。一方で、比較例5-1の口腔用組成物は、抗菌性を有するチモールであるが、油性抗菌成分が三相乳化されていないことから、水に不溶であるため、大腸菌の増殖の抑制に対してほとんど影響を及ぼさなかった。また、比較例5-1の口腔用組成物は、油性抗菌成分のみからなるため、嗜好性は劣っていた。 As shown in Table 5, Example 5-1, in which the oil-based antibacterial component was three-phase emulsified, had good antibacterial properties, so that in addition to the Candida fungus, the growth of Escherichia coli could be suppressed. In addition, since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility. Further, similarly to the above examples, the oral cavity composition of Example 5-1 was excellent in palatability. On the other hand, the oral composition of Comparative Example 5-1 contains antibacterial thymol, but since the oil-based antibacterial component is not three-phase emulsified, it is insoluble in water and thus inhibits the growth of E. coli. had little impact on. In addition, the oral cavity composition of Comparative Example 5-1 was poor in palatability because it consisted of only an oily antibacterial component.
(実施例6-1~6-6)
 油相として、抗菌性を有するカプリル酸(花王株式会社製、ルナック8-98)またはカプリン酸(花王株式会社製、ルナック10-98)、水相として水、自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体としてモノミリスチン酸ペンタグリセリル(太陽化学株式会社製、サンソフトA-141E-C)またはモノミリスチン酸デカグリセリル(太陽化学株式会社製、サンソフトQ-14S-C、)の閉鎖小胞体を用いて、表6に示す組成比(質量%)の口腔用組成物を製造した。具体的には、水を撹拌しながら、モノミリスチン酸ペンタグリセリルまたはモノミリスチン酸デカグリセリルを水に添加することによって、複数のモノミリスチン酸ペンタグリセリルの閉鎖小胞体または複数のモノミリスチン酸デカグリセリルの閉鎖小胞体が水中に分散している混合溶液を得た。続いて、混合溶液を撹拌しながら、融点以上のカプリル酸またはカプリン酸を混合溶液に添加することによって、実施例6-1~6-6の口腔用組成物を得た。実施例6-1~6-6で得られた口腔用組成物について、カンジダ菌(C .albicans NBRC1594株)に対する抗菌作用を以下のようにして評価した。
(Examples 6-1 to 6-6)
Antibacterial caprylic acid (Lunac 8-98, manufactured by Kao Corporation) or capric acid (Lunac 10-98, manufactured by Kao Corporation) as the oil phase, water as the aqueous phase, spontaneously forming closed endoplasmic reticulum Pentaglyceryl monomyristate (manufactured by Taiyo Kagaku Co., Ltd., Sunsoft A-141E-C) or decaglyceryl monomyristate (manufactured by Taiyo Kagaku Co., Ltd., Sunsoft Q-14S) as a closed endoplasmic reticulum formed by an amphipathic substance -C,) was used to produce an oral composition having a composition ratio (% by mass) shown in Table 6. Specifically, by adding pentaglyceryl monomyristate or decaglyceryl monomyristate to water while stirring the water, closed endoplasmic reticulum of multiple pentaglyceryl monomyristate or multiple decaglyceryl monomyristate A mixed solution in which the closed endoplasmic reticulum was dispersed in water was obtained. Subsequently, while stirring the mixed solution, caprylic acid or capric acid having a melting point or higher was added to the mixed solution to obtain oral compositions of Examples 6-1 to 6-6. The oral compositions obtained in Examples 6-1 to 6-6 were evaluated for their antibacterial activity against Candida (C. albicans strain NBRC1594) as follows.
 それぞれの口腔製剤にカンジダ菌(C .albicans NBRC1594株)を1.0×10cfu/mlになるように調整し、30℃48時間静置培養した。その後、それぞれをPDA培地に平板塗抹法にて塗布、30℃48時間静置培養し、培地上の菌数を計測することで、それぞれのカンジダ菌の生育を確認した。PDA培地にコロニーを認めないものを殺菌、菌数が増えていないものを静菌と定義した。 Candida (C. albicans strain NBRC1594) was adjusted to 1.0×10 2 cfu/ml in each oral preparation and statically cultured at 30° C. for 48 hours. After that, each was applied to a PDA medium by a plate smearing method, allowed to stand and cultured at 30° C. for 48 hours, and the number of bacteria on the medium was counted to confirm the growth of each Candida fungus. Those in which no colonies were observed on the PDA medium were defined as sterilized, and those in which the number of bacteria did not increase were defined as bacteriostatic.
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
 表6に示すように、表1から表5で行ったいずれの量よりもかなり少ない油性抗菌成分量でも増殖を抑制または死滅させることができた。また、油性抗菌成分が三相乳化されているので、油性抗菌成分の口腔内分散性は優れていた。また、いずれも抗菌成分量が少ないため、嗜好性に優れていた。 As shown in Table 6, it was possible to suppress or kill the growth of the oil-based antibacterial component in an amount considerably smaller than any of the amounts used in Tables 1 to 5. In addition, since the oil-based antibacterial ingredient was three-phase emulsified, the oil-based antibacterial ingredient had excellent intraoral dispersibility. In addition, all of them were excellent in palatability because the amount of the antibacterial component was small.
(実施例7-1および比較例7-1~7-2)
 油相として、抗菌性を有するカプリン酸(花王株式会社製、ルナック10-98)および他の油性成分の中鎖脂肪酸トリグリセリド(花王株式会社製、ココナードMT)、水相として水、重縮合ポリマーの粒子としてステアロキシヒドロキシプロピルメチルセルロース(大同化成工業株式会社製、サンジュロース90L)の粒子を用いて、表7に示す組成比(質量%)の口腔用組成物を製造した。具体的には、水を撹拌しながら、ステアロキシヒドロキシプロピルメチルセルロースの粒子を水に添加することによって、複数のステアロキシヒドロキシプロピルメチルセルロースの粒子が水中に分散している混合溶液を得た。続いて、混合溶液を撹拌しながら、融点以上のカプリン酸および中鎖脂肪酸トリグリセリドを混合溶液に添加することによって、実施例7-1の口腔用組成物を得た。
(Example 7-1 and Comparative Examples 7-1 to 7-2)
As the oil phase, antibacterial capric acid (manufactured by Kao Corporation, Lunac 10-98) and medium-chain fatty acid triglyceride (manufactured by Kao Corporation, Coconard MT) of other oil components, water as the aqueous phase, polycondensation polymer An oral composition having a composition ratio (mass %) shown in Table 7 was produced using particles of stearoxyhydroxypropyl methylcellulose (manufactured by Daido Kasei Co., Ltd., Sunjurose 90L). Specifically, by adding particles of stearoxyhydroxypropylmethylcellulose to water while stirring the water, a mixed solution in which a plurality of particles of stearoxyhydroxypropylmethylcellulose are dispersed in water was obtained. Subsequently, while stirring the mixed solution, capric acid and medium-chain fatty acid triglyceride having a melting point or higher were added to the mixed solution to obtain an oral composition of Example 7-1.
 また、比較例7-1の口腔用組成物は、水とした。 Also, water was used as the oral cavity composition of Comparative Example 7-1.
 また、表7に示す組成比で、カプリン酸を分散可能なエタノールを用い、エタノールを撹拌しながら、カプリン酸をエタノールに添加することによって、比較例7-2の口腔用組成物を得た。 In addition, an oral composition of Comparative Example 7-2 was obtained by using ethanol capable of dispersing capric acid at the composition ratio shown in Table 7 and adding capric acid to ethanol while stirring the ethanol.
 実施例7-1および比較例7-1~7-2で得られた口腔用組成物について、菌糸形のカンジダ菌に対する抗菌作用を以下のようにして評価した。 The oral compositions obtained in Example 7-1 and Comparative Examples 7-1 and 7-2 were evaluated for their antibacterial action against mycelial Candida in the following manner.
 貧栄養培地、FCS(ウシ胎児血清) 2.5%、RPMI 1640培地(1/3希釈) 32.5%、滅菌精製水 65.0%で試験培地を調製した。次に、カンジダ菌(C .albicans NBRC1594株)を終濃度が1.0×10cfu/mlになるように、貧栄養培地に加え、振盪培養を36℃、8時間行い、菌糸形のカンジダ菌を得た。次に、滅菌したアパタイトプレート(コスモ・バイオ株式会社製、アパタイトペレット APP-100)の表面の片面に対して、試験培地に対して終濃度が1mg/mlになるように調整した口腔用組成物150μlを滴下し、5分間放置した。もう一方のアパタイトプレートの表面についても同様の処理を行った。その後、精製水で表面を軽く洗浄した。続いて、菌糸形のカンジダ菌を得た培地に口腔用組成物を処理したアパタイトプレートを設置し、振盪培養を36℃、15時間行った。その後、70%エタノールに1分間浸漬し、精製水で洗浄した。続いて、0.01%のクリスタルバイオレットを用いてアパタイトプレートの表面のカンジダ菌を染色した。次に、アパタイトプレートを精製水で洗浄した。図1は、実施例7-1で染色したアパタイトプレートをデジタルカメラで撮影した写真である。図2は、比較例7-1で染色したアパタイトプレートをデジタルカメラで撮影した写真である。図3は、比較例7-2で染色したアパタイトプレートをデジタルカメラで撮影した写真である。アパタイトプレートの表面に存在するカンジダ菌の量が多いほど、アパタイトプレートの色が濃い。 A test medium was prepared with oligotrophic medium, FCS (fetal calf serum) 2.5%, RPMI 1640 medium (1/3 dilution) 32.5%, sterile purified water 65.0%. Next, Candida (C. albicans strain NBRC1594) was added to the nutrient-poor medium to a final concentration of 1.0×10 5 cfu/ml, shake culture was performed at 36° C. for 8 hours, and mycelium-shaped Candida I got the fungus. Next, the oral composition was applied to one side of a sterilized apatite plate (apatite pellet APP-100, manufactured by Cosmo Bio Co., Ltd.) so that the final concentration of the test medium was 1 mg/ml. 150 μl was added dropwise and left for 5 minutes. The same treatment was performed on the surface of the other apatite plate. After that, the surface was lightly washed with purified water. Subsequently, the apatite plate treated with the oral cavity composition was placed on the medium from which the mycelium-shaped Candida was obtained, and shaking culture was performed at 36° C. for 15 hours. After that, it was immersed in 70% ethanol for 1 minute and washed with purified water. Subsequently, 0.01% crystal violet was used to stain Candida on the surface of the apatite plate. Next, the apatite plate was washed with purified water. FIG. 1 is a photograph of the apatite plate stained in Example 7-1 taken with a digital camera. FIG. 2 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-1. FIG. 3 is a photograph taken with a digital camera of the apatite plate stained in Comparative Example 7-2. The greater the amount of Candida fungi present on the surface of the apatite plate, the darker the color of the apatite plate.
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
 図1~3および表7に示すように、油性抗菌成分を三相乳化した実施例7-1では、良好な抗菌特性を有するため、アパタイトプレートの色が非常に薄く、菌糸形のカンジダ菌の増殖を抑制できた。特に、三相乳化で形成した乳化粒子は、アパタイトプレートに対して、吸着力が強く脱着しにくいため、油性抗菌成分を含む乳化粒子は、アパタイトプレートを洗浄してもアパタイトプレートの表面に残留し、アパタイトプレートの表面における菌糸形のカンジダ菌の増殖を抑制できた。一方で、油性抗菌成分が含まれていない比較例7-1または三相乳化されていない比較例7-2では、アパタイトプレートの色が濃く、カンジダ菌の増殖の抑制に対して影響を及ぼさなかった。特に、比較例7-2では、油性抗菌成分がエタノール中に良好に分散していた。しかしながら、油性抗菌成分がエタノールに分子溶解しているため、油性抗菌成分は、アパタイトプレートの洗浄によって、エタノールと共に排除され、アパタイトプレート上に残留出来なかったために、アパタイトプレートの色の濃さは比較例7-1と同程度であった。 As shown in FIGS. 1 to 3 and Table 7, in Example 7-1, in which the oil-based antibacterial component is three-phase emulsified, it has good antibacterial properties, so the apatite plate has a very light color, and the mycelium-shaped Candida fungus growth could be suppressed. In particular, since the emulsified particles formed by three-phase emulsification have a strong adsorptive power to the apatite plate and are difficult to desorb, the emulsified particles containing the oily antibacterial component remain on the surface of the apatite plate even after the apatite plate is washed. , could suppress the growth of mycelial Candida on the surface of the apatite plate. On the other hand, in Comparative Example 7-1, which does not contain an oily antibacterial component, or Comparative Example 7-2, which does not include three-phase emulsification, the color of the apatite plate is dark and does not affect the inhibition of Candida growth. Ta. In particular, in Comparative Example 7-2, the oily antibacterial component was well dispersed in ethanol. However, since the oil-based antibacterial component is molecularly dissolved in ethanol, the oil-based antibacterial component was removed together with the ethanol by washing the apatite plate, and did not remain on the apatite plate. It was comparable to Example 7-1.

Claims (4)

  1.  油性抗菌成分を含む油相と、
     水相と、
     自発的に閉鎖小胞体を形成する両親媒性物質により形成された閉鎖小胞体および水酸基を有する重縮合ポリマーの粒子の少なくとも一方と
    を含み、O/W型エマルションであることを特徴とする口腔用組成物。
    an oil phase containing an oily antibacterial component;
    an aqueous phase;
    An oral emulsion comprising at least one of closed vesicles formed by an amphiphilic substance that spontaneously forms closed vesicles and particles of a polycondensation polymer having hydroxyl groups, and is an O/W emulsion. Composition.
  2.  前記口腔用組成物中の前記油相の含有割合は、5.00×10-3質量%以上80.00質量%以下である、請求項1に記載の口腔用組成物。 The composition for oral cavity according to claim 1, wherein the content of said oil phase in said composition for oral cavity is 5.00 × 10 -3 mass% or more and 80.00 mass% or less.
  3.  前記口腔用組成物中の前記油性抗菌成分の含有割合は、5.00×10-3質量%以上10.00質量%以下である、請求項1または2に記載の口腔用組成物。 The composition for oral cavity according to claim 1 or 2, wherein the content of said oily antibacterial component in said composition for oral cavity is 5.00 × 10 -3 mass% or more and 10.00 mass% or less.
  4.  前記油性抗菌成分は、炭素数6以上16以下のアルキル脂肪酸、低級脂肪酸モノグリセリド、分子量600以下のモノテルペン炭化水素類、セスキテルペン炭化水素類、ジテルペン炭化水素類、モノテルペンアルコール類、セスキテルペンアルコール類、ジテルペンアルコール類、フェノール類、ケトン類、テルペンアルデヒド類、脂肪族アルデヒド類、芳香族アルデヒド類、フェノールエーテル類、ラクトン類、エステル類、エーテル類、オキサイド類、カルボン酸類および有機酸類からなる群より選択される1種以上の抗菌成分である、請求項1~3のいずれか1項に記載の口腔用組成物。 The oil-based antibacterial ingredients include alkyl fatty acids having 6 to 16 carbon atoms, lower fatty acid monoglycerides, monoterpene hydrocarbons, sesquiterpene hydrocarbons, diterpene hydrocarbons, monoterpene alcohols, and sesquiterpene alcohols having a molecular weight of 600 or less. , diterpene alcohols, phenols, ketones, terpene aldehydes, aliphatic aldehydes, aromatic aldehydes, phenol ethers, lactones, esters, ethers, oxides, carboxylic acids and organic acids An oral composition according to any one of claims 1 to 3, which is one or more selected antimicrobial ingredients.
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010064678A1 (en) * 2008-12-03 2010-06-10 株式会社 資生堂 Oil-in-water cosmetic
JP2010235512A (en) * 2009-03-31 2010-10-21 Kanagawa Univ Antiseptic and antifungal agent emulsion
JP2013087096A (en) * 2011-10-19 2013-05-13 Taiyo Kagaku Co Ltd Antimicrobial composition
JP2016074656A (en) * 2014-10-02 2016-05-12 学校法人神奈川大学 External preparation for skin, and anti-wrinkle agent

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010064678A1 (en) * 2008-12-03 2010-06-10 株式会社 資生堂 Oil-in-water cosmetic
JP2010235512A (en) * 2009-03-31 2010-10-21 Kanagawa Univ Antiseptic and antifungal agent emulsion
JP2013087096A (en) * 2011-10-19 2013-05-13 Taiyo Kagaku Co Ltd Antimicrobial composition
JP2016074656A (en) * 2014-10-02 2016-05-12 学校法人神奈川大学 External preparation for skin, and anti-wrinkle agent

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