JPH06287125A - Composition for oral cavity - Google Patents

Abstract

PURPOSE:To obtain a composition for oral cavity exhibiting excellent controlling effect on plaque by removing microorganisms in the oral cavity by adsorption. CONSTITUTION:A composition for oral cavity is characterized by compounding cross-linked chitosan granules, prepared by cross-linking granular porous chitosan, alone or in a combined state.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oral composition which exhibits an excellent plaque control effect by adsorbing and removing microorganisms in the oral cavity.

[0002]

2. Description of the Related Art It has been clarified that dental caries and periodontal disease are caused by plaque, and plaque is produced by specific bacteria such as Streptococcus mutans using sucrose as a substrate for glucosyltransferase. By its action, glucan, which is a water-insoluble polysaccharide, is produced, and other pathogenic bacteria (periodontal pathogenic bacteria) including Streptococcus mutans are involved in the formation of glucan. Also, Streptococcus mutans and the like produce acids from various sugars, which decalcify the tooth enamel surface. In addition, bacteria such as Porphyromonas gingivalis and Fusobacterium nucleatum produce enzymes that destroy periodontal tissues, and act as a cause of periodontal disease.

Therefore, suppressing and preventing the formation of dental plaque is effective in preventing dental caries and periodontal disease. Examples of means for suppressing plaque formation include a method of decomposing the glucan formed, a method of using an antibacterial agent, a method of using a bacterial adsorbent, and the like. As a method for degrading glucan, a method using dextranase is well known. Further, as a method of using an antibacterial agent, cetylpyridinium chloride, chlorhexidine and the like are known and their effectiveness has been recognized. However, at present, little research has been done on bacterial adsorbents.

[0004]

Means for Solving the Problems As a result of intensive studies made by the present inventors in view of such circumstances, surprisingly, a crosslinked chitosan granular material obtained by crosslinking granular porous chitosan has oral bacteria and surface layer constituent components or The inventors have found that plaque formation can be effectively suppressed because they are adsorbed with their decomposed products, and have completed the present invention. In addition, Japanese Patent Publication No. 3-156
Although a composition for oral cavity in which at least one kind of chitin and chitosan is mixed with 04 is disclosed, it is needless to say that the effect is low and cannot be substituted because it is not a cross-linking type compound as in the present invention.

That is, the present invention provides an oral composition characterized by containing a crosslinked chitosan granular material as an active ingredient. The present invention will be specifically described below.

The oral composition of the present invention efficiently removes the microorganisms in the oral cavity and the surface layer constituents or their decomposition products, and prevents the accumulation and calcification of the products thereof, thereby providing an excellent plaque control effect. Indicates.

The crosslinked chitosan granules are prepared by first dispersing an acidic chitosan aqueous solution in a hydrophobic dispersion medium and evaporating the water with stirring to produce granular porous chitosan. The obtained granular porous chitosan is washed with a solvent that dissolves a dispersion medium or an azeotropic compound such as ethanol and acetone, and then is washed with an alkali. Then, it is obtained by adding a crosslinking agent such as epichlorohydrin, glutaraldehyde, organic diisocyanates and the like in a suitable solvent to carry out a crosslinking treatment. A typical example of this cross-linked product is KURIMO from Kurita Water Industries Ltd.
It is commercially available under the name VER2.

The oral composition of the present invention contains the crosslinked chitosan thus obtained in an amount of about 0.01 based on the total amount of the composition.
It is prepared by blending in a proportion of -50% by weight, preferably 0.1-10% by weight. If the blending amount is less than 0.01% by weight, a sufficient effect of adsorbing microorganisms cannot be exhibited,
On the other hand, when it is more than 50% by weight, the properties of the composition become unstable.

The oral composition of the present invention may be prepared by a conventional method such as toothpaste (eg toothpaste, powder toothpaste, water toothpaste), mouthwash, irrigator liquid, paste composition (eg ointment, cream). It may be in the form of chewing gum or the like, and in addition to the above components, the following components may be appropriately blended depending on the form of the composition.

For example, as the nonionic surfactant, a fatty acid ester of sugar or sugar alcohol, wherein the fatty acid residue has 12 to 18 carbon atoms and the average degree of esterification is 1.1 to 2.5, preferably The thing of 1.2-1.9 can be used. Examples of the fatty acid ester of sugar or sugar alcohol include sucrose fatty acid ester, maltose fatty acid ester, maltitol fatty acid ester, maltotriitol fatty acid ester, maltotetriitol fatty acid ester, maltopentitol fatty acid ester,
Examples thereof include maltohexaitol fatty acid ester, maltoheptitol fatty acid ester, sorbitan fatty acid ester, lactose fatty acid ester, and lactitol fatty acid ester. Further, as the nonionic surfactant, in addition to this, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monostearate and other polyoxyethylene sorbitan fatty acid esters, polyoxyethylene hydrogenated castor oil, polyoxyethylene fatty acid esters , Fatty acid monoglyceride, polyoxyethylene higher alcohol ether, polyoxyethylene polyoxypropylene fatty acid ester and the like can also be used.

As the anionic surfactant, for example, a water-soluble salt of a higher alkyl sulfate ester having an alkyl group having 8 to 18 carbon atoms such as sodium lauryl sulfate and sodium myristyl sulfate, α-olefin sulfonate, and higher fatty acid salt. Sodium monoglyceride monosulfate, sodium-N-methyl-N-palmityl tauride, sodium-N-lauroyloo β-alanine, lauroyl sarcosinate, sodium-N-long-chain acyl basic amino acid and the like are used.

Further, as the amphoteric surfactant, for example, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, alkyldiaminoethylglycine hydrochloride, lauryldimethylaminoacetic acid betaine and the like are used.

These surfactants may be used alone or in combination of two or more. In addition, the content of the surfactant is usually 0.01 to 20% by weight, preferably 0.05 to 10% by weight, based on the entire composition.

The oral composition of the present invention further includes menthol, carboxylic acid, anethole, eugenol, methyl salicylate, limonene, ocimene, n-decyl alcohol, citronellol, α-terbineol, methyl acetate, citronellyl acetate, methyl eugenol, Cineol, linalool, ethyl linalool, vanillin, thymol, spearmint oil, peppermint oil, lemon oil, orange oil, sage oil, rosemary oil, cinnamon oil, pimento oil, diatom oil, perilla oil, winter green oil, clove oil, eucalyptus oil. Fragrances such as oils can be blended alone or in combination in an amount of 0.1 to 10% by weight, preferably 0.5 to 5% by weight, based on the entire composition. Also, 0.01 to 1% by weight, preferably 0.01 to 1% by weight, of a sweetener such as saccharin sodium, acesulfame potassium, stevioside, neohesperidyl dihydrochalcone, glycyrrhizin, perillartin, thaumatin, asparatyl phenylalanine methyl ester, and p-methoxycinnamic aldehyde. Is from 0.05
0.5% by weight can be blended.

For example, in the case of a paste composition such as an ointment, an anionic cellulose derivative such as sodium carboxymethyl cellulose or sodium carboxymethyl hydroxylethyl cellulose is used as a binder.
Alkali metal alginates such as sodium alginate, propylene glycol alginate, xanthan gum, tragacanth gum, gums such as karaya gum, arabic gum, carrageenan, polyvinyl alcohol, sodium polyacrylate, carboxyvinyl polymer, synthetic binders such as polyvinylpyrrolidone, silica gel, One or more kinds of inorganic binders such as aluminum silica gel, bee gum and laponite may be blended. The blending amount of these is usually 0.3 to 5% by weight.

Further, in the production of a paste-like or liquid oral composition, sorbit, glycerin,
One kind or two or more kinds of ethylene glycol, propylene glycol, 1,3-butylene glycol, polyethylene glycol, polypropylene glycol, xylit, maltite, lactit and the like may be blended. The blending amount of these is usually 10 to 70% by weight.

In the case of toothpaste, dibasic calcium phosphate dihydrate and anhydride, monobasic calcium phosphate, tribasic calcium phosphate, calcium carbonate, calcium pyrophosphate, aluminum hydroxide, alumina, silicic anhydride, silica gel, One or more of aluminum silicate, insoluble sodium metaphosphate, tribasic magnesium phosphate, magnesium carbonate, calcium sulfate, polymethylmethacrylate, bentonite, zirconium silicate, synthetic resin and the like can be blended, and can be blended. The amount is usually 5-9
It is 0% by weight, and in the case of toothpaste, it is 5 to 60% by weight.

In the present invention, as the active ingredient, further, cetylpyridinium chloride, chlorhexidine salts, bactericides such as triclosan, dextranase,
Amylase, protease, mutanase, lysozyme,
Enzymes such as lytic enzymes (Litech Enzyme), alkali metal monofluorophosphates such as sodium monofluorophosphate, potassium monofluorophosphate, sodium fluoride, fluorides such as stannous fluoride, tranexamic acid, epsilon aminocaproic acid, aluminum Chlorhydroxylantalin, dihydrocholesterol, glycyrrhizin salts, glycyrrhetinic acid, glycerophosphate, chlorophyll, sodium chloride, caropeptide,
One type or two or more types of active ingredients such as a water-soluble inorganic phosphate compound may be blended.

Further, this component can be used alone or in combination, and can be used by kneading it into a filament such as a toothbrush, an interdental brush, a dental floss or a cloth, or by surface-coating it. Alternatively, it can be used by soaking it in a cotton swab or cotton.

[0020]

EXAMPLES Next, the present invention will be described more specifically by showing experimental examples and examples, but the present invention is not limited thereto. In addition, "%" is% by weight. Experimental example 1. Bacterial fluid preparation method Staphylococcus aureus
occus aureus) ATCC 6538, Streptococcus mutans
us mutans) ATCC 25175, Fusobacterium nucretum (Fusobacterium)
nucleatum) ATCC 25586, Porphyromonas
Gingivalis) FDC381 is used as a test strain, and each test strain is cultured in a Brain Heart Infusion liquid medium at 37 ° C. for 20 hours, and then centrifuged (7,000 rpm, 10 minutes) to collect the cells, and then sterilized physiological saline. The cells were washed with and the bacterial concentration was about 10 ⁶ cells / ml (OD ₅₆₀ =
The test bacterial solution was suspended in sterilized physiological saline so as to obtain 0.02). The three strains except Staphylococcus aureus were cultured under anaerobic conditions (nitrogen 85%, hydrogen 10%, carbon dioxide 25%). 2. Evaluation method of microbial removal ability The shake flask method was used to evaluate the microbial removal ability. 1
Put a specified amount of sample in a 00 ml Erlenmeyer flask and use sterile water 3
6 ml was added and well dispersed. Replace the Erlenmeyer flask with 37
Place in a constant temperature bath at ℃, add 4 ml of the test bacterial solution,
Shake for 3 minutes at 0 strokes / minute. After shaking, remove the Erlenmeyer flask from the thermostat and let it stand for a while, then take 1 ml of the supernatant and dilute it with sterile physiological saline.
ml was smeared on a Brain Heart Infusion agar plate, incubated at 37 ° C. for 48 hours, and the number of colonies formed was counted. This makes it possible to calculate the viable cell count after contact with the sample for 3 minutes. The microbial removal rate (%) was calculated according to the following formula, and 90% or more was determined to have an excellent microbial removal effect.

[Equation 1]

The adsorption effect was examined using Polyphilomonas gingivalis as a test bacterium. The results are shown in Table 1.

[Table 1] As is clear from the results in Table 1, Japanese Patent Publication No. 3-15604
The crosslinked chitosan granules of the present invention clearly show a high microbial removal rate even when compared with the chitosan (trade name REGITEX) described in US Pat.

Next, in order to investigate the effect of the crosslinked chitosan granules for removing microorganisms in more detail, the difference due to the difference in bacterial species was examined. The results are shown in Table 2.

[Table 2] As is clear from the results in Table 2, the crosslinked chitosan granules are
Streptococcus mutans ATCC 2517 over Staphylococcus aureus ATCC 6538
5, Fusobacterium nucleatum ATCC2558
6. Adsorbs oral bacteria such as Porphyromonas gingivalis FDC381 well. In particular, the adsorption removal rate of Fusobacterium nucleatum ATCC25586 and Porphyromonas gingivalis 381 is almost 100%.
It was found that it is effective in removing periodontopathic bacteria.

Example 1 A toothpaste was produced according to a conventional method according to the following formulation. Ingredient name Blending amount (%) Dibasic calcium phosphate dihydrate 50 Glycerin 20 Sodium carboxymethyl cellulose 1.0 Fragrance 1.0 Lauroyl sarcosinate 1.0 Crosslinked chitosan granules 1.0 Sodium saccharin 1.0 Sodium fluoride 1 0.0 Allantoin 1.0 Water balance When the dentifrice thus obtained was evaluated for the effect of removing microorganisms by the above method, a good effect of removing microorganisms and an excellent feeling of use were obtained.

Example 2 A toothpaste was produced according to a conventional method according to the following formulation. Ingredient name Amount (%) Xanthan gum 3.0% Glycerin 30.0 Saccharin sodium 0.1 Perfume 1.0 Chlorhexidine gluconate 0.01 Ethanol 3.0 Polyoxyethylene hydrogenated castor oil 1.0 Crosslinked chitosan granules 0.5 Methyl paraoxybenzoate 0.06 Water balance The microbial removal effect of the resulting water toothpaste was evaluated by the above method. As a result, a good microbial removal effect and an excellent feeling of use were obtained.

Example 3 A gingival massage cream was produced according to the following formulation. Ingredient name Blend amount (%) White petrolatum 8.0% Propylene glycol 4.0 Dextranase 1.0 Stearyl alcohol 8.0 Polyethylene glycol 4,000 25.0 Polyethylene glycol 400 37.0 Sucrose stearate ester 5 Crosslinked chitosan granules 2.0 Methyl paraoxybenzoate 0.1 Water balance The microbial removal effect of the obtained gingival massage cream was evaluated by the above method. As a result, a good microbial removal effect and an excellent feeling of use were obtained. .

Example 4 A mouthwash was produced according to a conventional method according to the following formulation. Ingredient name Blending amount (%) Ethanol 10% Sodium saccharin 0.05 Perfume 1.0 Sodium monofluorophosphate 0.1 Chlorhexidine hydrochloride 0.01 Crosslinked chitosan 0.5 Sucrose palmitate 0.5 Methyl paraoxybenzoate 0. 06 Water balance The microbial removal effect of the obtained mouthwash was evaluated by the above method. As a result, a good microbial removal effect and an excellent feeling of use were obtained.

Example 5 A chewing gum was produced according to a conventional method according to the following formulation. Gum Base (100 g) Natural Chicle 20 Vinyl Acetate Resin 30 Ester Gum 10 Wax 15 Emulsifier 5 Crosslinked Chitosan Granules 20 The microbial removal effect of the obtained chewing gum was evaluated by the above method, and a good microbial removal effect and excellent usability were obtained. was gotten.

[0028]

EFFECTS OF THE INVENTION According to the present invention, there is provided a composition for oral cavity containing a crosslinked chitosan granular material and having an excellent microbial removal effect.

Claims (2)

[Claims] 1. A composition for oral cavity, which comprises a crosslinked chitosan granular material obtained by crosslinking granular porous chitosan alone or in combination. 2. The method according to claim 1, wherein an acidic aqueous solution of chitosan is dispersed in a hydrophobic dispersion medium, and water is evaporated with stirring.
Oral composition described