JP3479822B2 - Oral composition - Google Patents

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a composition for oral cavity, which has an excellent effect of suppressing the adhesion and growth of microorganisms in the oral cavity on the tooth surface and effectively suppresses the formation of plaque.

[0002]

2. Description of the Related Art Conventionally, technical development for preventing dental caries and periodontal diseases, which are two major dental diseases, by adding an antibacterial agent to oral compositions such as dentifrices has been developed. Has been conducted, and several oral compositions containing an antibacterial agent have been put on the market. It is known that an antibacterial agent reduces the total number of bacteria in the oral cavity due to its effect and suppresses plaque formation which causes a disease. However, many of the antibacterial agents used in these oral compositions, especially non-cationic antibacterial agents, the retention in the oral cavity is low, it is difficult to obtain a satisfactory bactericidal effect, from this anionic as an antibacterial enhancer. A combination use with a polymer having a group has been proposed (Japanese Patent Laid-Open No. 6-192060), but an oral composition having high marketability has not been completed yet.

The present invention has been made in view of the above circumstances.
A composition for oral cavity that improves retention of an antibacterial agent in the oral cavity, suppresses adhesion and growth of microorganisms on the tooth surface, and effectively inhibits plaque formation that is involved as an important factor in oral diseases. For development purposes.

[0004]

Means for Solving the Problem and Modes for Carrying Out the Invention As a result of intensive studies to achieve the above object, the present inventor has found that a cationic polymer and a noncationic antibacterial agent are used in combination. The composition for the oral cavity has a high retention property on the tooth surface, suppresses the adhesion and proliferation of microorganisms on the tooth surface, exhibits the effect of preventing plaque formation, which is involved as an important factor in diseases, and also improves the fluoride content. The effect is further increased by blending it, and therefore, by incorporating the above-mentioned cationic polymer and a non-cationic antibacterial agent in the oral composition, and further incorporating a fluoride therein, the formation of plaque is suppressed. As a result, they have found that an oral composition effective for the prevention of oral diseases (the prevention of dental caries and the prevention of periodontal diseases) can be obtained, and the present invention has been completed.

The present invention will be described in more detail below. The oral composition of the present invention is characterized by comprising a cationic polymer and a noncationic antibacterial agent.

Here, as the cationic polymer, one or two or more of those having a plurality of quaternary ammonium groups or salts thereof can be used. For example, a homopolymer of dimethylammonium chloride or dimethyldiallyl chloride. A copolymer of ammonium and a polymerizable monomer having at least one ethylenically unsaturated hydrocarbon bond, cationized cellulose, cationized polyvinylpyrrolidone, cationized polyamide, cationized methacrylate, cationized polyacrylamide, and cationized methacrylate. Copolymer with acrylamide, Copolymer with cationized methacrylate and methacrylate, Polyethyleneimide, Cationized starch, Cationized amylose, Cationized guar gum, Cationized roasted bee gum, Cationized Of polymer selected from such as heaven 1
Examples include species or a mixture of two or more species. Among these, polymers containing dimethyldiallylammonium chloride (homopolymers of dimethylammonium chloride, copolymers of dimethyldiallylammonium chloride and at least one polymerizable monomer having an ethylenically unsaturated hydrocarbon bond), cationized cellulose Is preferred.

As the dimethyldiallylammonium chloride-containing polymer, a homopolymer obtained by polymerizing dimethyldiallylammonium chloride represented by the following structural formula (1), or this dimethyldiallylammonium chloride and ethylene represented by the following structural formula (2) It is preferably a copolymer obtained by copolymerizing at least one kind of a polymerizable monomer having a polyunsaturated hydrocarbon group.

[0008]

[Chemical 1] (However, in the formula R ₁Is a COOH group or CONH₂Indicates a group.
R ₂Is a lower atom having 1 to 5 carbon atoms such as a hydrogen atom or a methyl group.
It is a rukyll group. )

As the polymerizable monomer having an ethylenically unsaturated hydrocarbon group of the above formula (2), acrylic acid, methacrylic acid, acrylamide and the like are suitable.

As such a dimethyldiallylammonium chloride-containing polymer, specifically, Mergon (trade name) manufactured by Calgon Co., Ltd. can be preferably used. For example, Mercoat 100, which is a homopolymer of dimethyldiallylammonium chloride, and dimethyldiallylammonium chloride. Mercoat 280 which is a copolymer with acrylic acid, Mercoat 550 which is a copolymer of dimethyldiallylammonium chloride and acrylamide, and Mercoat 3330 which is a three-component copolymer of dimethyldiallylammonium chloride and acrylic acid and acrylamide (see the structural formula below), etc. Is mentioned.

[0011]

[Chemical 2]

As the cationized cellulose, those having a cationization degree of 0.01 to 1 are preferable, and specifically, Leoguard G, Leoguard KG, Leogard MGP, Leogard MPL, Union Carbide Corporation manufactured by Lion Corporation. Manufactured by JR-125, polymer J
R-400, polymer JR-30M and the like can be used.

As the cationized polyvinylpyrrolidone, G.I. A. GAFQUAT 74 made by F Corporation
3, GAFQUAT 745, cationized polyamide is Kyoritsu Organic Co., Ltd. Hymoloc Q-101, and cationized polymethacrylate is Sumitomo Chemical Co., Ltd. Sumifloc FC-A and Sumifloc FC-B. As, Sanyo Chemical Co., Ltd. San Flock C-450, Sun Flock C-454,
Kyoritsu Organic Co., Ltd. Hymoloc M-966, Sumitomo Chemical Co., Ltd. Sumifloc FC-L, Kyoritsu Organic Co., Ltd. Hymoloc MP-373, Sumitomo Chemical Co., Ltd. Sumifloc FC-373, Sumifloc FC-20
0, Sumifloc FC-C, Sumifloc FC-E manufactured by Sumitomo Chemical Co., Ltd. as a copolymer of cationized methacrylate and methacrylate, and Epomin P-1000 manufactured by Nippon Shokubai Chemical Industry Co., Ltd. as polyethylene imide.
Etc. can be used.

On the other hand, examples of the non-cationic antibacterial agent include halogenated diphenyl ether, halogenated salicylanilide, halogenated carbanilide or a mixture thereof.

As the halogenated diphenyl ether, triclosan (2,4,4'-trichloro-2'-hydroxydiphenyl ether) is most preferable.

The amount of the above-mentioned cationic polymer compounded in the oral composition of the present invention is preferably 0.0001 to 5% by weight, more preferably 0.001 to 1% by weight, based on the total weight of the composition.
If the amount is less than 01% by weight, a sufficient effect may not be obtained, and if the amount exceeds 5% by weight, the viscosity becomes high and the usability may be deteriorated. The content of the non-cationic antibacterial agent is 0.0001 to 5% by weight, preferably 0.001 to 1% by weight, and more preferably 0.0001% by weight based on the whole composition.
If it is less than the above, a sufficient effect may not be obtained.

The mixing ratio of the above-mentioned cationic polymer and the above-mentioned non-cationic antibacterial agent is appropriately selected, but 0.5-99.5 parts by weight of the cationic polymer, especially 5-95 parts by weight, the non-cationic antibacterial agent. It is preferably 99.5 to 0.5 parts by weight, and particularly preferably 95 to 5 parts by weight.

The composition for oral cavity of the present invention preferably further contains a fluoride, whereby the effect of the present invention can be further enhanced. In this case, as the fluoride, sodium monofluorophosphate, potassium monofluorophosphate, sodium fluoride, ammonium fluoride,
Stannous fluoride and the like can be mentioned, and the compounding amount of these fluorides is 0.0001 to 0.5% by weight, particularly preferably 0.001 to 0.2% by weight, as fluorine.

In addition to the above components, the oral composition of the present invention may contain any appropriate component depending on the dosage form. Specifically, toothpaste such as toothpaste includes crystalline silica as a polishing agent, amorphous silica, other silica-based polishing agents, aluminosilicate, aluminum oxide, aluminum hydroxide, insoluble sodium metaphosphate, insoluble metaphosphate. Potassium phosphate, titanium oxide, dicalcium phosphate
Dihydrate, heavy calcium carbonate, light calcium carbonate (usually 3 to 99% by weight), as a binder, carrageenan, carboxymethyl cellulose, methyl cellulose,
Cellulose derivatives such as sodium hydroxymethyl cellulose and carboxymethyl hydroxymethyl cellulose, alkali metal alginates such as sodium alginate, propylene glycol alginate ester, xanthan gum, tragacanth gum, gums such as karaya gum and gum arabic, polyvinyl alcohol, sodium polyacrylate, carboxyvinyl polymer , A synthetic binder such as polyvinylpyrrolidone, an inorganic binder such as gelling silica, gelled aluminum silica, veganto and laponite (usually 0.5 to 10% by weight), sorbit as a thickener, glycerin, Ethylene glycol, propylene glycol, 1,3-butylene glycol, polyethylene glycol, polypropylene glycol, xylit, maltite, lacquer Tsu DOO etc. (usually amount 1 to 50% by weight) can be blended.

As the surfactant, for example, sodium lauryl sulfate, sodium dodecylbenzene sulfonate, sodium lauryl sulfoacetate, sodium N-lauroyl sarcosinate, N-acyl glutamate, sucrose fatty acid ester, polyoxyethylene hardened castor. Examples thereof include oils, polyoxyethylene polyoxypropylene block copolymers, alkyl glycosides, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, and alkyldimethylamine oxide, and the compounding amount thereof is usually 0 to 5% by weight.

Further, as optional ingredients, for example, saccharin sodium, stevioside, neohesperidyl hydrochalcone, glycyrrhizin, perillartin, thaumatin,
Asparatyl phenylalanine methyl ester, p-methoxycinnamic aldehyde, sucrose, fructose, sweeteners such as sodium saccharinate, spearmint oil, peppermint oil, wintergreen oil, sassafras oil, clove oil, eucalyptus oil, sage oil, maya oil. , Thyme oil, lemon oil, orange oil, 1-menthol, carvone, anethole, fragrances such as methyl salicylate, bactericides such as quaternary ammonium salts, epsilon aminocaproic acid, tranexamic acid, dextranase, amylase,
Proteases, mutanases, lysozymes, lytic enzymes, enzymes such as retechenzymes, chlorhexidine salts, dihydrocholesterol, glycyrrhetin salts, glycyrrhetinic acid, chlorophyll, caropeptides, vitamins, azulene, lysozyme chloride, anticalculus agents, antiplaque agents, potassium nitrate, Aluminum lactate or the like can be added. In addition, the addition amount of these optional components can be a normal amount as long as the effects of the present invention are not impaired.

[0022]

INDUSTRIAL APPLICABILITY The composition for oral cavity of the present invention has an excellent effect of inhibiting the attachment and growth of microorganisms on the tooth surface and can effectively prevent the formation of plaque, and is effectively used for the prevention of oral diseases. be able to.

[0023]

EXAMPLES The present invention will be specifically described below by showing experimental examples and examples, but the present invention is not limited to the following examples.

[Experimental example] As an experiment for suppressing the adhesion and growth of microorganisms on the tooth surface, the components shown in Table 1 were used for Streptococcus sanguis A on saliva-coated hydroxyapatite plates.
The adhesion suppression effect of TCC10558 was evaluated by the following method. The results are shown in Table 1. (1) A hydroxyapatite piece (manufactured by Asahi Optical Co., Ltd.) was used as a tooth model and immersed in human filtered saliva at 37 ° C. for 2 hours. (2) After dipping in the sample of Table 1 for 30 minutes, it was washed with distilled water. (3) 0.05 M · KCl, 1 mM · KH ₂ PO ₄ , 0.
P consisting of 1 mM CaCl ₂ and 0.1 mM MgCl ₂
The above bacterial solution dispersed in a H7.0 buffer solution (OD ₅₅₀ =
It was immersed in 0.001) at 37 ° C. for 4 hours. (4) Liquid medium (Brain Heart Infus
Ion) for 12 hours, washed with distilled water, stained with fuchsin, and the cell adhesion area was calculated by image analysis. (5) The bacterial cell attachment / growth inhibition rate relative to the control was calculated by the following formula.

[0025]

[Equation 1]

[0026]

[Table 1]

From the results shown in Table 1, by incorporating the cationic polymer according to the present invention and a non-cationic antibacterial agent, it is possible to suppress plaque formation and prevent oral diseases (prevent dental caries and periodontal diseases). It was confirmed that an effective oral composition was obtained.

Example 1 Toothpaste Aluminum hydroxide 45% by weight Sorbit 30 Sodium laurate 0.8 Sodium alginate 0.6 Xanthan gum 0.3 Sodium saccharin 0.1 Diethanolamine myristate 1.6 Propylene glycol 5 Perfume 1.3 Cationized cellulose (Leoguard G) 0.05 Triclosan 0.03 Water Residual 100.0% by weight

Example 2 Toothpaste Dicalcium Phosphate Dihydrate 50% by Weight Solbit 30 Sodium Laurate 0.8 Sodium Alginate 0.6 Xanthan Gum 0.3 Sodium Saccharin 0.1 Diethanolamine Myristate 1.6 Propylene glycol 5 Perfume 1.3 Sodium monofluorophosphate 0.05 Triclosan 0.02 Mercoat 280 0.05 Water Residual 100.0% by weight

[Example 3] Toothpaste Silica 20% by weight Sorbit 60 Sodium lauryl sulfate 0.9 Sodium saccharin 0.15 Polyoxyethylene hydrogenated castor oil 1.5 Propylene glycol 5 Perfume 1.5 Xanthan gum 0.5 Sodium fluoride 0 .1 Polyoxyethylene glycol # 4000 0.5 Mercoat 100 0.02 Triclosan 0.02 Water Balance 100.0% by weight

[Example 4] Liquid dentifrice Silica 18% by weight Sorbit 55 Sodium lauryl sulfate 1 Sodium saccharin 0.1 Diethanolamine myristate 1.2 Propylene glycol 2 Perfume 1.4 Glycerin 18 Xanthan gum 0.1 Decaglyceryl laurate 0.5 Sodium sulfate (anhydrous) 0.3 Sodium monofluorophosphate 0.1 Mercoat 280 0.05 Triclosan 0.05 Water Residual 100.0% by weight

[Example 5] Mouthwash Denatured ethanol 1.6% by weight Polyoxyethylene hydrogenated castor oil 2 Citric acid 0.01 Trisodium citrate 0.3 Saccharin sodium 0.1 Cationized cellulose (Leogard G) 0. 05 Triclosan 0.01 Fragrance 0.5 Glycerin 10 Water Residual 100.0% by weight

[Example 6] Mouthwash Ethanol 10% by weight Saccharin sodium 0.05 Chlorhexidine gluconate 0.01 Dye 0.01 Sodium benzoate 0.05 Antioxidant 0.01 Perfume 0.3 Sodium lauryl sulfate 0. 3 Sodium monofluorophosphate 0.05 Mercoat 280 0.05 Triclosan 0.03 Water Residual 100.0% by weight

[Example 7] Mouthwash 90% Ethanol 20% by weight Polyoxyethylene (80 mol) Sorbitan monotaurate 0.5 Perfume 1.5 Sodium monofluorophosphate 0.05 Mercoat 100 0.02 Triclosan 0. 05 Water 100.0% by weight

[Example 8] Chewing gum Gum base 20% by weight Flavor 1 Calcium carbonate 2 Syrup 15 Sugar 58 Sodium monofluorophosphate 0.05 Merquat 100 0.05 Triclosan 0.01 Water Residual 100.0% by weight

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI A61P 31/04 A61P 31/04 // (A61K 31/785 A61K 31: 085 31: 085) 33:42 (A61K 31/785 31 (085 33:42) (58) Fields surveyed (Int.Cl. ⁷ , DB name) A61K ^7/ 00-7/18

Claims (2)

(57) [Claims] 1. A homopolymer of dimethylammonium chloride, dimethyldiallylammonium chloride and at least 1
A copolymer with a polymerizable monomer having at least one ethylenically unsaturated hydrocarbon bond, cationized cellulose,
Cationized polyvinylpyrrolidone, cationized polyamide, cationized methacrylate, cationized polyacrylamide, cationized methacrylate / acrylamide copolymer, cationized methacrylate / methacrylate copolymer, polyethylene imide, cationized starch, cationized amylose, cationized guar gum , One or more cationized polymers selected from cationized roasted bean gum and cationized agar, and a non-cationic antibacterial agent selected from halogenated diphenyl ether, halogenated salicylanilide and halogenated carbanilide. An oral composition for suppressing plaque formation, which is contained as an active ingredient for suppressing the adhesion and proliferation of the above on the tooth surface. 2. The composition for oral cavity according to claim 1, which contains a fluoride.