JP2012092042A - Dentifrice composition and stability improving method of berberine therein - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a dentifrice composition which contains berberine and is excellent in astringent effect occurring from berberine, stability of berberine, use feelings after storage, and appearance stability; and a stability improving method of berberine in the dentifrice composition.SOLUTION: The dentifrice composition containing berberine is prepared by compounding calcium carbonate as an abrasive. The dentifrice composition includes 10-45 mass% of sorbitol, which contains <0.045 mass% of direct reducing sugar, in terms of pure component sorbitol. In the stability improving method of berberine in the dentifrice composition, sorbitol of 10-45 mass%, which contains <0.045 mass% of direct reducing sugar, is compounded in terms of pure component sorbitol with the dentifrice composition containing berberine and calcium carbonate as the abrasive.

Description

  The present invention relates to a dentifrice composition containing berberine and blended with calcium carbonate as an abrasive. More specifically, the storage stability of berberine is improved, the convergence effect is excellent, and the feeling of use after storage. The present invention relates to a berberine-containing dentifrice composition having excellent appearance stability and excellent berberine stability in a dentifrice composition.

  Berberine is a kind of alkaloid having a unique astringent feeling, and is known to have an astringent anti-inflammatory effect and an antibacterial effect against oral bacteria. Conventionally, in order to effectively exhibit or improve the effects of periodontal disease prevention effect, caries prevention effect, tooth floss formation prevention effect in the oral cavity, etc., for dentifrice compositions, such as amber containing berberine It is known that a citrus family plant extract or a buttercup family plant extract such as auren is blended as an active ingredient (Patent Documents 1 to 6: JP-A-57-56415, 58-39615, 58). -57320, 61-36215, 62-155209, JP-A-2001-97837).

  Calcium carbonate is an abrasive widely used in dentifrices, and when calcium carbonate is blended, the appearance of the kneaded preparation is generally excellent.

  However, it is difficult to stabilize berberine in combination with calcium carbonate, which is widely used as a polishing agent in dentifrices, and the astringency unique to berberine may be impaired, especially as a wetting agent for dentifrices. When the sorbitol was formulated into a formulation, the storage stability of berberine was not sufficient, and when it was stored for a long period of time, the remaining rate of berberine was lowered, and a problem of having a taste after storage occurred. Therefore, it has been difficult to stably add berberine while maintaining good appearance stability such as kneaded skin, and to suppress the appearance of off-flavors.

Examples of the technique relating to the problem of decreasing the residual rate of berberine include the following.
First, the berberine residual rate decreases due to the presence of aldehyde fragrance blended in the fragrance composition blended in the oral composition for the purpose of fragrance. It is disclosed that a product and / or a buttercup family plant extract can be stabilized and blended (Patent Document 7: JP-A-63-63608).
In general, natural fragrances such as peppermint oil and spearmint oil contain a small amount of aldehyde-based fragrance that causes deterioration, and it has been found that the residual rate of berberine gradually decreases. As a means for solving deterioration due to such a cause, a method of blending modified mint oil (Patent Document 8: Japanese Patent Laid-Open No. 2000-72617) has been proposed.

  In addition, a technique for preventing a decrease in the residual rate of berberine due to iron ions by blending a linear polyphosphate has been proposed (Patent Document 9: JP-A-2005-187329).

  Furthermore, it is disclosed that polyoxyethylene hydrogenated castor oil is effective for stabilizing berberine in a calcium carbonate-containing berberine-containing oral composition (Patent Document 10: Japanese Patent Application Laid-Open No. 08-175941).

  However, these technologies for reducing the residual rate and improving the stability of berberine have a combination of berberine and calcium carbonate. It was difficult to obtain a preparation that suppresses the above and has a good usability. Therefore, technology that can stably compound berberine while maintaining good appearance stability such as kneaded skin, especially the decrease in residual rate after storage of berberine, which is the main active ingredient, a decrease in unique astringency derived from berberine, and after storage A new technology that can solve all the problems such as off-taste is desired.

  On the other hand, sorbit is a kind of sugar alcohol, and it is blended as a wetting agent in dentifrice compositions. Many dentifrice compositions on the market are used for the purpose of improving the feeling of use of dentifrice formulations, preventing drying of the formulations, and suppressing liquid separation. It is a component blended in the product.

  Sorbit is obtained by reducing monosaccharides such as glucose, fructose and sorbose, and is known to contain a small amount of reducing sugar as an unreacted raw material in the production process. Regarding the influence of the amount of reducing sugar in a dentifrice formulation, for example, in a composition for oral cavity containing a copper compound, sugar alcohol is contained in an amount of 20 to 60% by mass, and the content of reducing sugar in the composition is 0.03% by mass or less. It is disclosed that the change in color tone of the copper compound-containing composition can be suppressed in some cases (Patent Document 11: Japanese Patent No. 2798298).

  Moreover, in the dentifrice composition containing ε-aminocaproic acid and / or tranexamic acid, when the content of the direct reducing sugar in the composition is less than 0 to 0.060% by mass, the color tone change of the dentifrice composition (Patent Document 12: Japanese Patent Laid-Open No. 2006-182655).

  Furthermore, in the dentifrice composition containing linear water-soluble polyphosphate, 20-45 mass% of sorbites having a direct reducing sugar content of less than 0.030 mass% are contained, and the direct reducing sugar in the composition It is disclosed that discoloration can be almost suppressed even when stored for a long period of time when the content of C is less than 0.0060% by mass (Patent Document 13: JP-A-2009-155286).

  However, from these conventional techniques, a technique for stabilizing berberine in a composition in which calcium carbonate is used in combination with berberine cannot be predicted.

  In addition, as a technique for improving the appearance of the kneaded skin after storage, there are two types of etherification degrees of 0.5 to 0.8 and 1.0 to 1.5 together with ethyl alcohol, polyphosphoric acid metal salt and polyethylene glycol. Of a carboxymethyl cellulose alkali metal salt in a weight ratio of 1: 2 to 2: 1 (Patent Document 14: Japanese Patent Laid-Open No. 03-336416), a dentifrice composition containing sodium hydrogen carbonate, xanthan gum, carrageenan and A technique (Patent Document 15: Japanese Patent Laid-Open No. 11-1418) in which one or more water-soluble polymer compounds selected from sodium alginate and polyethylene glycol are blended has been proposed. However, these techniques cannot always improve the appearance of the kneaded skin after storage in a dentifrice composition containing calcium carbonate.

In addition, a technique (Patent Document 16: JP 2010-111648 A) containing calcium carbonate having an average particle size of 3 to 7 μm, precipitated silica having a BET specific surface area of 300 to 450 m ² / g, and fatty acid amidopropyl betaine is proposed. However, this is a technique for improving the appearance of the kneaded skin after storage at low temperature, and does not improve the appearance of the kneaded skin after storage at room temperature and high temperature for a long period of time.

JP-A-57-56415 JP 58-39615 A JP 58-57320 A JP-A-61-36215 JP 62-155209 A JP 2001-97837 A JP 63-63608 A JP 2000-72617 A JP 2005-187329 A Japanese Patent Application Laid-Open No. 08-175941 Japanese Patent No. 2798298 JP 2006-182655 A JP 2009-155286 A Japanese Patent Laid-Open No. 03-336416 Japanese Patent Application Laid-Open No. 11-1418 JP 2010-111648 A

  The present invention has been made in view of the above circumstances, and solves the above problems in a dentifrice composition containing berberine and containing calcium carbonate as an abrasive, and exhibits an excellent astringent effect derived from berberine. Providing a berberine-containing dentifrice composition with excellent storage stability, suppression of off-taste after storage, good usability, and good appearance stability, and a method for improving berberine stability in dentifrice compositions The purpose is to do.

  As a result of intensive studies to achieve the above object, the inventors of the present invention have a direct reducing sugar content of less than 0.045% by mass in a dentifrice composition containing berberine and blended with calcium carbonate as an abrasive. By blending sorbitol in a range where the content of pure sorbitol is 10 to 45% by mass of the total composition, the stability of berberine is unexpectedly improved and an excellent convergence effect derived from berberine is exhibited. In addition, the storage stability of berberine is excellent, the appearance of off-taste after storage is suppressed, and the appearance of the kneaded skin during storage can be maintained well, so that berberine can be blended sufficiently stably while maintaining good appearance stability. The inventors have found that a good feeling of use can be secured, and have made the present invention.

  The applicant proposed in Patent Document 10 that the storage stability of berberine can be improved by blending polyoxyethylene hydrogenated castor oil into an oral composition containing calcium carbonate as an abrasive and blending berberine. This technology eliminates the decrease in the residual rate of berberine due to calcium carbonate by adding polyoxyethylene hydrogenated castor oil, but there is still room for improvement in the stable compounding of berberine. The astringency of berberine may be affected by the addition of castor oil.

Therefore, the present inventors further examined a new technology for improving the stabilization of berberine in a dentifrice composition. When sorbite was formulated into a berberine and calcium carbonate composition, the berberine was stabilized. However, the berberine residual rate decreases with time, and there is a problem that the taste of use is reduced due to berberine-derived taste. When blended appropriately, all the above problems in the composition blended with berberine and calcium carbonate could be solved. According to the present invention, the excellent convergence effect peculiar to berberine is exhibited, berberine can be stably blended over a long period of time by effectively suppressing a decrease in the residual rate of berberine over time, and derived from berberine after storage. It has been found that a good feeling of use can be obtained without causing off-taste and that the kneaded skin can be well maintained.
In addition, in berberine-containing dentifrice compositions, reducing the amount of calcium carbonate as an abrasive or reducing the amount of sorbit will not only adversely affect the appearance stability of kneaded skin, but is also unique to berberine. Although it is not possible to satisfactorily eliminate the astringency of the cerebellum, the decrease in the residual rate of berberine and the appearance of off-flavors, the present invention can satisfactorily improve the stability of berberine while maintaining good appearance stability such as kneaded skin. Can be suppressed.

  When berberine is combined with calcium carbonate and further formulated with sorbitol, it is not clear about the mechanism that berberine's astringent effect decreases, the amount of berberine remaining after long-term storage decreases, and the taste after storage However, it is speculated that the direct reaction of the carbonyl group of the reducing sugar in sorbite reacts with berberine and interacts under alkaline conditions where calcium carbonate is present. According to the present invention, the reaction can be suppressed by reducing the direct reducing sugar content in sorbit to a very small amount, the astringent effect can be maintained satisfactorily, the storage stability of berberine can be improved, and the taste control after storage can be suppressed. Is estimated to be possible.

In the present invention, the mass ratio of pure sorbitol / berberine is preferably 350 to 70,000 for the expression of effects.
Further, in the present invention, by adding polyoxyethylene hydrogenated castor oil together with the above specific sorbit, it is possible to further improve the storage stability and the taste-inhibiting effect after storage without affecting the astringency of berberine. And the effect of the present invention is more effectively exhibited.

Accordingly, the present invention provides the following dentifrice composition and a method for improving the stability of berberine in the dentifrice composition.
Claim 1:
A dentifrice composition containing berberine and blended with calcium carbonate as an abrasive is directly blended with 10 to 45% by mass of sorbitol having a reducing sugar content of less than 0.045% by mass as pure sorbitol. Dentifrice composition characterized.
Claim 2:
The dentifrice composition according to claim 1, wherein the mass ratio of sorbitol / berberine is 350 to 70,000.
Claim 3:
The dentifrice composition according to claim 1 or 2, wherein the content of direct reducing sugar in the composition is less than 0.012% by mass.
Claim 4:
The dentifrice composition according to claim 1, 2 or 3, wherein the amount of calcium carbonate is 5 to 50% by mass.
Claim 5:
Furthermore, the dentifrice composition of any one of the Claims 1 thru | or 4 which mix | blended the polyoxyethylene hydrogenated castor oil whose average added mole number of ethylene oxide is 5-80 mol.
Claim 6:
Into the dentifrice composition containing berberine and calcium carbonate as an abrasive, the sorbitol having a direct reducing sugar content of less than 0.045% by mass is formulated as 10-45% by mass as pure sorbitol, A method for improving the stability of berberine in the dentifrice composition.

  According to the present invention, berberine can be stably blended while maintaining the appearance stability of kneaded skin, etc., has a high astringent effect derived from berberine, is excellent in storage stability of berberine, and has no off-taste expression after storage A berberine-containing dentifrice composition having excellent usability can be provided.

  Hereinafter, the present invention will be described in more detail. The dentifrice composition of the present invention contains berberine and a dentifrice composition in which calcium carbonate is blended as an abrasive, and a sorbite having a reducing sugar amount directly below a specific value is blended with (A ) Berberine, (B) a sorbite having a direct reducing sugar content of less than 0.045% by mass, and (C) calcium carbonate.

  The berberine as the component (A) used in the present invention can be formulated as a solvent extract of a plant containing berberine, in particular, a solvent extract of a citrus family plant such as a buckwheat or a buttercup family plant such as abalone. In addition, well-known things can be used as these plant extracts. As such a berberine-containing plant extract, a commercially available product may be used, and for example, it can be obtained under the product names of “Obaku extract” manufactured by Ogi Seiyaku Co., Ltd. and “Ouren extract” manufactured by Alps Pharmaceutical Co., Ltd. Moreover, these plant extracts may be used individually by 1 type, and may use 2 or more types together.

  The blending amount of the berberine-containing plant extract is preferably 0.0005 to 0.05% (mass%, the same applies hereinafter) of the whole composition in terms of pure content as berberine, and in particular, the astringent effect and the storage stability of berberine. 0.001% or more is preferable from the aspect of the above, and 0.02% or less is preferable from the viewpoint of the taste after storage and the appearance of the kneaded skin during storage. If it is less than 0.0005%, the astringent effect may not be obtained satisfactorily or the storage stability of berberine may be inferior. If it exceeds 0.05%, the taste after storage may not be suppressed, and the appearance of the kneaded skin after storage may be deteriorated when a plant extract is blended.

(B) As a sorbit of a component, the content of direct reducing sugar is less than 0.045%, preferably less than 0.030% with respect to pure sorbitol. If the direct reducing sugar content exceeds 0.045%, the astringent effect is reduced, the residual amount of berberine after storage is reduced, and a nasty taste occurs over time after storage, and the object of the present invention cannot be achieved.
In addition, sorbit is normally used as an aqueous solution containing 60 to 70% pure sorbitol from the viewpoint of usability, and in the present invention, sorbitol indicates an aqueous solution containing sorbitol.
The above-mentioned direct reducing sugar content can be measured according to the method for measuring the amount of sorbite direct reducing sugar in JIS K1509.

  As such a sorbit, what is marketed by the product name of NEOSORB70 / 02SB made from Rocket Japan, etc. can be used, for example.

The blending amount of the sorbit is 10 to 45% of the whole composition as pure sorbitol, and particularly preferably 15 to 35%. By blending in this range, the appearance of the kneaded skin after storage is sacrificed. And excellent converging effect, storage stability of berberine, and taste-inhibiting effect after storage. If the blending amount is less than 10%, the drying resistance of the dentifrice composition is lowered, and the appearance of the kneaded skin after storage is deteriorated. If the blending amount exceeds 45%, the amount of direct reducing sugar in the entire composition increases, and the astringent effect Decreases, or the storage stability of berberine is poor, and the expression of off-taste after storage cannot be suppressed.
In the present invention, only the sorbitol having the above-mentioned direct reducing sugar amount is blended as the sorbite, and the other sorbits may not be blended.

  The mixing ratio of pure sorbitol / berberine is 350 to 70,000, particularly 700 to 40,000, particularly 2,000 to 30,000, and most preferably 5,000 to 25,000 in mass ratio. Mixing in such a ratio is more effective for the expression of effects, and can improve the astringent feeling, storage stability of berberine, suppression of off-taste after storage, and the appearance of kneaded skin after storage. When the blending ratio is less than 700, the taste after storage and the appearance of the kneaded skin after storage may not be sufficiently improved, and when it exceeds 70,000, the astringent feeling and storage stability of berberine may not be sufficiently improved. .

(C) The calcium carbonate which is a component is mix | blended as an abrasive | polishing agent, Although it will not specifically limit if it is used for a dentifrice composition, Heavy calcium carbonate is suitable.
As such calcium carbonate, a commercially available product can be used, and examples thereof include heavy calcium carbonate (product names: Softon 1000, Softon 1200, Softon 1500, Softon 1800) manufactured by Bihoku Powder Chemical Co., Ltd.

  The blending amount of calcium carbonate is preferably 5 to 50%, particularly 10 to 40%, especially 15 to 35% of the whole composition. If it is less than 5%, the appearance of the kneaded skin after storage may be deteriorated. If it exceeds 50%, the astringent effect is reduced, the storage stability of berberine is lowered, and the taste after storage is caused. The goal may not be achieved.

  The composition of the present invention can further contain (D) polyoxyethylene hydrogenated castor oil, which can further improve the storage stability of berberine and the taste-inhibiting effect after storage.

  As the polyoxyethylene hydrogenated castor oil, an average added mole number of ethylene oxide of 5 to 80 moles, particularly 10 to 60 moles is preferable from the viewpoint of storage stability of berberine and suppression of taste after storage. If it is less than 10 mol, the storage stability of berberine may not be sufficiently improved, and if it exceeds 60 mol, the storage stability of berberine and the taste-inhibiting effect after storage may not be sufficiently improved.

  A commercial item can be used for such polyoxyethylene hydrogenated castor oil, for example, NIKKOL HCO-5 (polyoxyethylene (5) hydrogenated castor oil, manufactured by Nikko Chemicals Co., Ltd.), NIKKOL HCO-20 (poly Oxyethylene (20) hydrogenated castor oil, manufactured by Nikko Chemicals Co., Ltd., NIKKOL HCO-10 (polyoxyethylene (10) hydrogenated castor oil, manufactured by Nikko Chemicals Co., Ltd.), NIKKOL HCO-20 (polyoxyethylene (20) cured) Castor oil, manufactured by Nikko Chemicals Co., Ltd., NIKKOL HCO-30 (polyoxyethylene (30) hydrogenated castor oil, manufactured by Nikko Chemicals Co., Ltd.), NIKKOL HCO-40 (polyoxyethylene (40) hydrogenated castor oil, Nikko Chemicals Co., Ltd.) Made by company), NIKKOL HC -60 (polyoxyethylene (60) hydrogenated castor oil, manufactured by Nikko Chemicals Co., Ltd.) NIKKOL HCO-80 (polyoxyethylene (80) hydrogenated castor oil, manufactured by Nikko Chemicals Co., Ltd.).

  (D) When mix | blending polyoxyethylene hydrogenated castor oil, the compounding quantity is 0.3 to 5% of the whole composition, and 0.8 to 3% is especially suitable. If the blending amount is less than 0.3%, the storage stability of berberine and the taste-inhibiting effect after storage may not be sufficiently enhanced. If it exceeds 5%, the astringent feeling is inferior, or the appearance of the kneaded skin after storage In some cases, a sufficient blending effect cannot be obtained.

  The dentifrice composition of the present invention can be prepared and applied as a toothpaste, liquid dentifrice, etc., in particular, as a toothpaste, and other appropriate known ingredients in addition to the above ingredients depending on the dosage form. Can be blended. Optional components include, for example, (B) humectants other than sorbit, (C) abrasives other than calcium carbonate, (A) active ingredients other than berberine, surfactants, binders, fragrances, pH adjusters, preservatives, A sweetening agent, a coloring agent, etc. are mentioned, It can mix | blend in the range which does not interfere with the effect of this invention. The composition of the present invention can be produced by mixing these components and water by an ordinary method.

  As the wetting agent, in addition to the sorbitol of component (B), sugar alcohol such as glycerin, polyethylene glycol, propylene glycol, ethylene glycol, 1,3-butylene glycol, reduced starch saccharified product, one or two of polyhydric alcohol More than one species can be blended. The blending amount of the wetting agent is preferably 10 to 70% in the case of a toothpaste and 20 to 90% in the case of a liquid dentifrice with respect to the entire composition.

  As the abrasive, in addition to the calcium carbonate of component (C), silica-based abrasives such as silica gel, aluminosilicate, zirconosilicate, dicalcium phosphate dihydrate, dihydrate dicalcium phosphate, calcium pyrophosphate, etc. Phosphate-based abrasives, aluminum hydroxide, alumina, titanium dioxide, crystalline zirconium silicate, polymethyl methacrylate, insoluble calcium metaphosphate, magnesium carbonate, tribasic magnesium phosphate, zeolite, zirconium silicate, tribasic calcium phosphate, hydroxy One type or two or more types of apatite, fluoroapatite, calcium deficient apatite, tricalcium phosphate, fourth calcium phosphate, eighth calcium phosphate, and synthetic resin-based abrasive can be used. The blending amount is usually 5 to 50%, especially 10 to 40% of the total amount of the toothpaste, and 5 to 30%, particularly 7 to 15% of the total amount of the liquid dentifrice. It is.

  As various active ingredients, in addition to the berberine of the component (A), other active ingredients such as fluorine compounds such as sodium fluoride, sodium monofluorophosphate and tin fluoride, enzymes such as dextranase and mutanase, Water-soluble phosphate compounds such as potassium salt and sodium salt of phosphate, tranexamic acid, epsilon-aminocaproic acid, allantoin, allantochlorohydroxyaluminum, hinokitiol, sodium lauroylsarcosine, ascorbic acid and its salt, dl-α-tocopherol acetate, Nicotinic acid dl-α-tocopherol, dihydrocholesterol, α-bisabolol, chlorhexidine salts, azulene, azulene sulfonate, glycyrrhizic acid and its salts, glycyrrhetinic acid, copper chlorophyllin sodium, chloro , Chelating phosphate compounds such as glycerophosphate, copper compounds such as copper gluconate, hydroxamic acid and its derivatives, sodium tripolyphosphate, zeolite, methoxyethylene maleic anhydride copolymer, polyvinylpyrrolidone, epidihydrocholesterin, Examples thereof include extracts of cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, dihydrocholesterol, trichlorocarbanilide, zinc citrate, sugar beet extract, chamomile, clove, rosemary, oxon, safflower and the like. In addition, the compounding quantity of these active ingredients can be made into an effective quantity in the range which does not prevent the effect of this invention.

  As the surfactant, in addition to the polyoxyethylene hydrogenated castor oil as component (D), other surfactants usually used in dentifrice compositions can be blended. Examples of anionic surfactants include sodium alkyl sulfates such as sodium lauryl sulfate and sodium myristyl sulfate, acyl sarcosine salts such as sodium lauroyl sarcosine and sodium myristoyl sarcosine, sodium dodecylbenzenesulfonate, hydrogenated coconut fatty acid sodium monoglyceride monosulfate, lauryl Examples include sodium sulfoacetate, N-acyl glutamate such as sodium N-palmitoyl glutamate, sodium N-methyl-N-acyl taurate, sodium N-methyl-N-acylalanine, sodium α-olefin sulfonate, and the like. Nonionic surfactants include, for example, polyoxyethylene alkyl ether, sucrose fatty acid ester, alkylol amide, polyoxyethylene sorbitan monostearate, polyoxyethylene polyoxypropylene glycol, alkyl glucoside, polyglycerin fatty acid ester, etc. It is done. Examples of the amphoteric surfactant include lauryl dimethylaminoacetic acid betaine, N-coconut oil fatty acid acyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, coconut oil fatty acid amidopropyldimethylaminoacetic acid betaine, and coconut oil fatty acid. Amidopropyl betaine or the like is used. The blending amount of these surfactants is such that the total blending amount including the component (D) is usually in the range of 0.3 to 5%.

  As binder, cellulose binder such as sodium carboxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, hydroxymethylethylcellulose, methylcellulose, xanthan gum, carrageenan, guar gum, sodium alginate, cationized cellulose, montmorillonite, gelatin , Sodium polyacrylate and the like can be mentioned, and these can be used alone or in combination of two or more. A compounding quantity is 0.1 to 5% normally with respect to the composition whole quantity.

  Perfumes include peppermint oil, spearmint oil, anise oil, eucalyptus oil, winter green oil, cassia oil, clove oil, thyme oil, sage oil, lemon oil, orange oil, peppermint oil, cardamom oil, coriander oil, mandarin oil, Lime oil, grapefruit oil, coconut oil, sweetie oil, lavender oil, rosemary oil, laurel oil, camomil oil, caraway oil, marjoram oil, bay oil, origanum oil, pine needle oil, neroli oil, rose oil, jasmine oil , Patchouli oil, iris concrete, absolute peppermint, rose absolute, orange flower absolute, vanilla absolute, mango absolute, patchouli absolute, ginger oleoresin, pepper oleoresin, capsicum ole Resins, natural fragrances such as pepper extract, and fragrances processed with these natural fragrances (front cut, rear cut, fractional distillation, liquid-liquid extraction, essence, powder fragrance, etc.) and menthol , Carboxyl, Anethole, Cineol, Methyl salicylate, Ethyl salicylate, Cynamic aldehyde, Eugenol, 3-l-menthoxypropane-1,2-diol, Thymol, Linalol, Linalyl acetate, Limonene, Menthone, Menthyl acetate, Menthyl lactate , Phenoxyethyl isobutyrate, methyl jasmonate, N-substituted paramentane-3-carboxamide, pinene, octylaldehyde, pregon, carbyl acetate, anisaldehyde, ethyl acetate, ethyl butyrate, ethyl lactate, hexyl Acetate, isoamyl acetate, allyl hexanoate, allyl cyclohexane propionate, methyl cinnamate, methyl anthranilate, ethyl methyl phenyl glycidate, linalyl acetate, vanillin, gamma and delta lactones having 4 to 12 carbon atoms, yonon, caron , Propyl alcohol, butanol, benzyl alcohol, maltol, phenylethyl alcohol, isoamyl alcohol, n-hexenol, cis-3-hexenol, cis-6-nonenol, α-terpineol, ambretolide, dimethyl sulfide, cycloten, furaneol, ethyl Cyclopentenolone, furfural, trimethylpyrazine, 2-methylbutyric acid, propionic acid, ethylthioacetate, mono Single fragrances such as ntil succinate, linalool oxide, vanillyl butyl ether, isopulegol, spirantol, strawberry flavor, apple flavor, banana flavor, pineapple flavor, grape flavor, mango flavor, butter flavor, milk flavor, ume flavor, orange Known perfume materials used in dentifrice compositions such as flavors, lemon flavors, fruit mix flavors, tropical fruit flavors, tea flavors, and other flavoring solvents such as ethyl alcohol, propylene glycol, triacetin, and glycerin fatty acid esters Can be used in combination. Although the compounding quantity of these fragrance | flavor raw materials is not specifically limited, It is preferable to use 0.000001 to 1% in a composition. Moreover, as a fragrance | flavor for perfume using the said fragrance | flavor raw material, it is preferable to use 0.1 to 2.0% in a composition.

  Examples of pH adjusters include phthalic acid, phosphoric acid, citric acid, succinic acid, acetic acid, fumaric acid, malic acid, pyrophosphoric acid, glycerophosphoric acid and carbonic acid, and potassium salts, sodium salts and ammonium salts thereof, ribonucleic acid and salts thereof. Furthermore, sodium hydroxide etc. are mentioned, These 1 type (s) or 2 or more types can be normally added in the range which does not interfere with the effect of this invention.

Examples of the preservative include paraoxybenzoic acid esters such as butylparaben, propylparaben, ethylparaben and methylparaben, benzoic acid such as sodium benzoate or a salt thereof, potassium sorbate and the like.
Examples of the sweetener include saccharin sodium, xylitol, erythritol, maltitol, lactitol, aspartame, neotame, stevioside, sucralose, monelin, neohesperidin, stevia extract, paramethoxycinnamic aldehyde, neohesperidyl dihydrochalcone and the like.
As colorants, in addition to dyes defined by legal dyes such as Blue No. 1, Yellow No. 4 and Red No. 106, Spirulina Blue Dye, Gardenia Blue, Casamas Yellow, Crotin, Casa Mashed, Beat Red, Cochineal Dye Natural pigments such as ultramarine, natural pigments such as ultramarine, bitumen, and bengara can be used.
In addition, the compounding quantity of these arbitrary components can be made into a normal quantity in the range which does not prevent the effect of this invention.

  In the dentifrice composition of the present invention, the amount of direct reducing sugar in the composition is preferably less than 0.012%, particularly preferably less than 0.008%. When the amount of direct reducing sugar is 0.012% or more, the effects of the present invention may not be achieved with respect to storage stability of berberine and suppression of off-flavor after storage.

  As a container, the material of the container to accommodate is not restrict | limited in particular, Usually, the container used for a toothpaste composition and a liquid dentifrice composition can be used.

In the present invention, the dentifrice composition containing berberine and calcium carbonate as an abrasive is directly blended with sorbitol having a reducing sugar content of less than 0.045% as pure sorbitol in an amount of 10 to 45%. Thus, the stability of berberine in the dentifrice composition can be effectively improved.
Furthermore, the said effect can be improved more by mix | blending the polyoxyethylene hydrogenated castor oil whose average added mole number of ethylene oxide is 5-80 mol.
In this case, other configurations such as the mass ratio of pure sorbitol / berberine and the content of direct reducing sugar in the composition can be the same as described above.

  Hereinafter, although an example and a comparative example are shown and the feature and effect of the present invention are explained concretely, the present invention is not restricted to the following examples. In the following examples,% is mass% unless otherwise specified.

Examples and comparative examples
Using the sorbite solution shown in Table 1, dentifrice compositions having the compositions shown in Tables 2 to 4 were prepared by the following production methods and evaluated by the following methods. The results are shown in Tables 2-4.
(Production method)
(I) A phase was prepared by mixing and dissolving water-soluble components (excluding binder and propylene glycol) such as saccharin and sorbite in purified water at room temperature.
(Ii) A phase B in which a plant extract containing berberine in propylene glycol and a binder was dispersed at room temperature was prepared.
(Iii) B phase was added and mixed in A phase under stirring, and C phase was prepared.
(Iv) In the C phase, ingredients other than water-soluble components such as fragrances, abrasives and anionic surfactants are mixed at room temperature using a 1.5 L kneader (manufactured by Ishiyama Shoten), and degassed by depressurization (pressure) 4 kPa) to obtain 1.5 kg of a dentifrice composition.

  For the preparation of these dentifrice compositions, amber extract (berberine content 6.0%, manufactured by Ogi Seiyaku Co., Ltd.), calcium carbonate (Softon 1500 manufactured by Bihoku Flour Industry Co., Ltd.), polyoxyethylene hydrogenated castor oil ( NIKOL HCO-5 (manufactured by Nikko Chemicals Co., Ltd.), NIKKOL HCO-20 (manufactured by Nikko Chemicals Co., Ltd.), NIKKOL HCO-40 (manufactured by Nikko Chemicals Co., Ltd.), NIKKOL HCO-80 (manufactured by Nikko Chemicals Co., Ltd.)) It was. In addition, the outside standard (standard product quasi-drug) standard product was used for sodium lauryl sulfate, silicic anhydride, sodium carboxymethylcellulose, propylene glycol, sodium saccharin, and purified water. About sorbit, it is as showing in Table 1, and sorbite pure part is 70% in all. In Tables 2 to 4, pure sorbitol content and direct reducing sugar content are shown. The direct reducing sugar content is a value measured according to the method for measuring the amount of sorbite direct reducing sugar in JIS K1509.

＊ソルビット液はいずれも純分のソルビトールが７０％のものである（以下、同様。）。

* All sorbitol liquids contain 70% pure sorbitol (the same applies hereinafter).

The dentifrice composition thus obtained was a laminate tube (LDPE55 / PET12 / LDPE20 / white LDPE60 / EMAA20 / AL10 / EMAA30 / LDPE20 / LLDPE30, thickness 26 mm, inner diameter layer made of linear low-density polyethylene and having an inner diameter of 8 mm. 257 μm (Dai Nippon Printing Co., Ltd.) was filled with 50 g.
The abbreviations and names in the layer structure of the laminated tube used are as follows, and the numbers following the abbreviations indicate the thickness (μm) of each layer.
LDPE: Low density polyethylene White LDPE: White low density polyethylene LLDPE: Linear low density polyethylene AL: Aluminum PET: Polyethylene terephthalate EMAA: Copolymer resin of ethylene / methacrylic acid

  The astringent effect of the dentifrice composition, the storage stability of berberine, the absence of taste after storage, and the appearance of the kneaded preparation after storage were evaluated by the following methods.

(1) Evaluation method of convergence effect After 10 g of a sample dentifrice composition (immediately after preparation) was brushed for 3 minutes on a commercial toothbrush by 10 subjects, sensory evaluation of the convergence effect after use was performed with the following scores: . The convergence effect during use was evaluated from the average score of 10 people according to the following evaluation criteria.

(Score)
4 points: Feeling the feeling of tightening the gums very strongly 3 points: Feeling the feeling of tightening the gums 2 points: Feeling the feeling of tightening the gums slightly 1 point: No feeling of tightening the gums (evaluation criteria)
◎: Average point is 3.5 points or more and 4.0 points or less ○: Average point is 3.0 points or more and less than 3.5 points Δ: Average point is 2.0 points or more and less than 3.0 points ×: Average score less than 2.0

(2) Storage stability of berberine Immediately after preparing the dentifrice composition and storing it in a container, and after storing at 50 ° C. for 3 months, the berberine content was determined and evaluated by the following method.
An internal standard solution (quinoline yellow SS in methanol) and a mobile phase were added to the dentifrice composition and dispersed uniformly, and then filtered using a liquid chromatography filter (0.45 μm) to obtain a sample solution. Centrifugation was performed after uniform dispersion as necessary. Separately, standard berberine chloride was dissolved in methanol, diluted with a mobile phase according to the berberine concentration of the composition, and then the internal standard solution was accurately added to obtain a standard solution. A 20 μL sample solution and a standard solution were tested by liquid chromatography under the following conditions. QT (ratio of the peak area of berberine of the sample solution to the peak area of the internal standard substance) and QS (standard with respect to the peak area of the internal standard substance) The ratio of the peak area of berberine in the solution) was determined, the berberine content was determined by the following formula, and the berberine residual ratio was calculated.

Berberine content (ppm) =
WS × (100-D) × (353.37 / 371.81) × (QT / QS) × (K / WT)
WS: Standard amount of berberine chloride (g)
WT: Sample amount (g)
D: Moisture content of standard berberine chloride (%)
K: Constant (set by dilution concentration, etc.)
353.37: Molecular weight of berberine 371.81: Molecular weight of berberine chloride

Internal standard substance Quinoline Yellow SS methanol solution operating conditions Detector: UV absorption photometer (measurement wavelength: 345 nm)
Column: ODS column Column temperature: Room temperature Mobile phase: Water / acetonitrile / methanol = 2/2/1
(Add appropriate amount of sodium lauryl sulfate and tartaric acid)
Flow rate: Adjusted so that the retention time of berberine is about 20 minutes

Berberine remaining rate (%) =
[(Berberine content at the tube mouth after storage at 50 ° C. for 3 months) / (initial berberine content)] × 100

The storage stability of berberine was evaluated according to the following criteria.
(Evaluation criteria)
◎: Berberine remaining rate of 95% or more ○: Berberine remaining rate of 90% or more and less than 95% △: Berberine remaining rate of 85% or more and less than 90% ×: Berberine remaining rate of less than 85%

(3) Evaluation method of tastelessness after storage It was evaluated by a sensory test using 10 expert panelists. About 1 g of the dentifrice after 3 months storage at 50 ° C. is placed on a commercial toothbrush and brushed for 3 minutes. The taste that was felt during use was compared with the control product (the product stored at −5 ° C. for 3 months in Example 1). In comparison, the evaluation was made in the following 4 stages, and the average score of 10 people was evaluated according to the following criteria. In addition, the comparative product was evaluated using the product stored at −5 ° C. of Example 1 for 3 months (having no taste) as a control product.

(Score) No taste after storage (control product: -5 ° C of Example 1, product stored for 3 months)
4 points: no nasty taste compared to the control product 3 points: almost no nasty taste and no problem compared to the control product 2 points: nasty taste compared to the control product 1 point: compared to the control product There was a stronger taste (evaluation criteria)
◎: 3.5 points to 4.0 points ○: 3.0 points to less than 3.5 points △: 2.0 points to less than 3.0 points ×: Less than 2.0 points

(4) Appearance of the toothpaste formulation after storage The dentifrice composition is filled in a laminate tube, each of the three compositions is stored at 50 ° C. for 3 months, and the toothpaste composition is immediately extruded on a straw half paper by 15 cm. As the evaluation of the smoothness of the surface state of the preparation, gloss, crushing, wrinkle and uniformity were evaluated according to the following criteria.
(Evaluation criteria)
4 points: glossy surface, no crushing, wrinkles, etc., and kneaded surface is uniform and smooth 3 points: crushing and slight wrinkles are observed in the surface state, but the kneaded surface is almost uniform and smooth 2 points: crushing or wrinkles are observed in the surface state, and there is no uniformity in the kneaded surface 1 point: crushing or wrinkles are observed in the surface state, the kneading surface is not uniform and there is no continuity (score) Determining the average value of three evaluation points, determining the degree of surface condition based on the following criteria, and excellent dentifrice that does not cause deterioration of the appearance of the kneaded preparation after storage (surface roughness) It was judged to be a composition.
◎: 3.5 points or more and 4.0 points or less ○: 3.0 points or more and less than 3.5 points △: 2.0 points or more and less than 3.0 points ×: Less than 2.0 points

＊；オウバクエキス（小城製薬社製 水乾燥エキス ベルベリン含有量６．０％）を使用した（以下、同様。）。
＊＊；ポリオキシエチレン（ＰＯＥ）硬化ヒマシ油はＮＩＫＫＯＬ ＨＣＯ−２０を使用した。

*: Oubak extract (water dried extract berberine content 6.0% manufactured by Ogi Pharmaceutical Co., Ltd.) was used (the same applies hereinafter).
**; NIKKOL HCO-20 was used as polyoxyethylene (POE) hydrogenated castor oil.

  From the results of Tables 2 to 4, the dentifrice composition (Example) of the present invention is excellent in the astringent effect derived from berberine, excellent in storage stability of berberine, and has an excellent feeling of use with a reduced taste after storage. In addition, it was found that the appearance of the kneaded skin after storage can be satisfactorily maintained.

表中、部はいずれも質量部である（以下、同様。）。

In the table, all parts are parts by mass (the same applies hereinafter).

Claims (6)

  A dentifrice composition containing berberine and blended with calcium carbonate as an abrasive is directly blended with 10 to 45% by mass of sorbitol having a reducing sugar content of less than 0.045% by mass as pure sorbitol. Dentifrice composition characterized.   The dentifrice composition according to claim 1, wherein the mass ratio of sorbitol / berberine is 350 to 70,000.   The dentifrice composition according to claim 1 or 2, wherein the content of direct reducing sugar in the composition is less than 0.012% by mass.   The dentifrice composition according to claim 1, 2 or 3, wherein the amount of calcium carbonate is 5 to 50% by mass.   Furthermore, the dentifrice composition of any one of the Claims 1 thru | or 4 which mix | blended the polyoxyethylene hydrogenated castor oil whose average added mole number of ethylene oxide is 5-80 mol.   Into the dentifrice composition containing berberine and calcium carbonate as an abrasive, the sorbitol having a direct reducing sugar content of less than 0.045% by mass is formulated as 10-45% by mass as pure sorbitol, A method for improving the stability of berberine in the dentifrice composition.