JP3407446B2 - Liquid oral composition - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a liquid oral composition derived from nonionic surfactants which does not give off taste, stickiness or irritation and gives a good refreshing feeling. 2. Description of the Related Art
An oil-soluble flavor component represented by peppermint oil or l-menthol is added to the liquid oral cavity composition for the purpose of imparting a refreshing feeling. In this case, when the oil-soluble flavor component is blended in a pharmaceutical system, it is general to use a nonionic surfactant as a solubilizing agent. [0003] Nonionic surfactants have higher solubilizing ability of oil-soluble substances and lower foaming power than anionic surfactants, and are characterized by their use as a mouthwash or spray. It is a suitable surfactant for the product. [0004] However, nonionic surfactants have a unique oily aftertaste and stickiness, which is a major problem in taste. In addition, the stimulation of nonionic surfactants to the oral mucosa is weaker than that of anionic surfactants, which tend to cause protein denaturation, but nonionic surfactants are applied only to oral mucosa, which is extremely sensitive to irritation. Stimulation reduction is desired. On the other hand, with respect to the improvement of flavor, some proposals have recently been made regarding the flavor improving effect of glycosides, in addition to conventional methods such as addition of sweeteners or amino acids. For example, in an oral composition, the following general formula (2)
Of the β-D-glucopyranoside derivative represented by the following formula (JP-A-3-294218) in which after-stimulation of alcohol is alleviated, and the following general formula (3) in food and drink. Of a novel glucopyranoside derivative to improve a straight or stimulating rounded salty, sour, sweet or flavour-like flavor into a rounded, mild, full-bodied and highly palatable flavor (Japanese Patent Publication No. -48 publication). [0006] [0007] However, the present inventor has studied the incorporation of the glycosides represented by the general formulas (2) and (3) into a liquid oral composition containing a nonionic surfactant. No satisfactory improvement effect was obtained on stickiness and irritation to the oral mucosa derived from the system surfactant. In addition, after use, the glycosides represented by the general formulas (2) and (3) are decomposed by oral enzymes,
The release of the alcohol in the aglycone part produces an alcoholic odor, and rather enhances the unique oily aftertaste derived from nonionic surfactants, and is suitable for improving the flavor of nonionic surfactants. Did not. [0008] The present invention has been made in view of the above circumstances,
It is an object of the present invention to provide a liquid oral composition which does not have off-flavor, stickiness or irritation derived from a nonionic surfactant and gives a good refreshing feeling. In order to achieve the above object, the present inventors have studied the formulation of various glycosides in a liquid oral cavity composition containing a nonionic surfactant, focusing on various glycosides. As a result, it was found that by using the menthol glycoside represented by the following general formula (1), stickiness derived from a nonionic surfactant was suppressed, and irritation to the oral mucosa was reduced. . Furthermore, after use, the menthol glycoside of the above formula (1) is decomposed by an enzyme in the oral cavity, and menthol is gradually released to develop a sustained cool feeling (Japanese Patent Publication No. 51-105, JP-A-51-105; Showa 48-33069
Japanese Patent Application Laid-Open No. H11-157, pp., Pp. 163-64, and found that this persistent cool sensation can reduce the unique oily aftertaste and realize a good feeling of use, and have accomplished the present invention. [0010] Accordingly, the present invention provides a liquid characterized by blending one or more menthol glycosides represented by the following general formula (1) with a liquid oral composition containing a nonionic surfactant. An oral composition is provided. [0011] (In the formula, R represents a residue of a monosaccharide or oligosaccharide.) Hereinafter, the present invention will be described in more detail. The liquid oral composition of the present invention comprises a mouthwash, a mouthwash, and a dental rinse. It is prepared as a liquid mouth freshener such as a mouse spray and contains a nonionic surfactant. Here, the nonionic surfactant includes:
Polyoxyethylene hydrogenated castor oil, polyoxyethylene stearyl ether, polyoxyethylene cetyl ether, polyoxyethylene, polyoxypropylene glycol, myristic diethanolamide, sorbitan monooleate, polyoxyethylene sorbitan monooleate, poly monopalmitate Examples include oxyethylene sorbitan, sorbitan monolaurate, polyoxyethylene sorbitan monolaurate, coconut oil fatty acid diethanolamide, lauric acid diethanolamide, and the like. One of these can be used alone, or two or more can be used in combination. The amount of the nonionic surfactant is not particularly limited, but may be 0.001 to 5% of the total composition.
(% By weight, the same applies hereinafter), more preferably 0.01 to 3
%, More preferably 0.05 to 2%. If the amount of the nonionic surfactant is too small, the solubilization of the oil-soluble fragrance component is insufficient, so that a problem may occur in the stability of the agent.If the amount is too large, the menthol glycoside may have a bad taste, stickiness and irritation. May not be masked. According to the present invention, a menthol glycoside represented by the following general formula (1) is blended into the liquid oral composition containing the nonionic surfactant as described above. Embedded image (In the formula, R represents a residue of a monosaccharide or oligosaccharide.) The monosaccharide and oligosaccharide include, for example, glucose, galactose, mannose, N-acetylglucosamine, N-acetylgalactosamine, Monosaccharides such as ribose, arabinose, xylose, and rhamnose; and disaccharides such as maltose, lactose, isomaltose, cellobiose, and gentiobiose.
Of these, maltose is particularly preferred. The glycosides include α and β disaccharide isomers (anomers). Each of the above-mentioned glycosides used in the present invention may be either α-type or β-type, or may be any of them. May be used as a mixture. The amount of the menthol glycoside represented by the above formula (1) is 0.05 to 3.5%, preferably 0.1 to 3.5% of the whole composition.
1-3% is preferred. If the amount is less than 0.05%, the off-taste, stickiness and irritation derived from the nonionic surfactant may not be sufficiently masked. If the amount exceeds 3.5%, a bitter taste specific to menthol glycoside may be produced. This, on the contrary, may cause a decrease in palatability. In the liquid oral composition of the present invention, in addition to the above essential components, for example, alkylpyridinium salts such as triclosan, hinokitiol, biosol, benzethonium chloride, cetylpyridinium chloride, benzalkonium chloride, and cetyltrimethylammonium chloride Quaternary ammonium salt-type fungicides such as mono-long chain alkyltri-short chain alkylammonium salts, etc., amidines and their salts which are substituted guanidines such as chlorohexidine and alexidine, and hexetidine which is an amino-hexahydro-pyrimidine derivative and its salts , Nα-Cocoil-
Amino acid-based cationic surfactants such as L-arginine ethyldister DL-pyrrolidonecarboxylic acid and salts thereof, organic acids or organic acid salts such as tranexamic acid, glycyrrhizin salt, dextranase, amylase, protease, mutanase, lysozyme , Enzymes such as Litech enzyme, alkyl metal monofluorophosphates such as sodium monofluorophosphate, sodium fluoride,
Water-soluble phosphate compounds such as fluorides and stannous compounds such as stannous fluoride, epsilon aminocaproic acid, aluminum chlorohydroxyallantoin, dihydrocholesterol, sodium chloride, potassium phosphate and orthophosphate, copper gluconate , Azulene, vitamins and the like. In addition, the compounding quantity of the said active ingredient can be made into a normal quantity in the range which does not prevent the effect of this invention. Further, the composition of the present invention can be prepared by a usual method by adding, as other optional components, appropriate components according to the dosage form. For example, when preparing a mouthwash, a thickener, a sweetener, a pH adjuster, a preservative, a solvent, and the like are used. As the thickener, sorbitol, glycerin, propylene glycol, 1,3-butylene glycol, One or more of polyoxyethylene glycol, xylit, maltitol, lactit and the like may be blended. As a sweetener, one or more of stevioside, stevia extract, rebaudioside, neohesperidyl dihydrochalcone, acesulfame, thaumatin, glycyrrhizin, glycyrrhizin monogluconide, hernanzurutin, perillartin, saccharin, saccharin sodium and the like, Examples of the pH adjusting agent include citric acid and its salts, phosphoric acid and its salts, malic acid and its salts, organic acids such as acetic acid and its salts, and one or more of them, preservatives such as methylparaben, and ethanol. It can be produced by mixing and mixing a solvent such as water and water, and other components. The liquid oral composition of the present invention further contains an oil-soluble flavor such as peppermint oil, spearmint oil, menthol, anethole, eugenol, methyl salicylate, linalool, limonene, cineol, cinamic aldehyde and the like. obtain. The blending amount is appropriately selected, but is 0.01 to 3% of the whole composition, particularly 0.1%.
~ 1.5%. In addition, a water-soluble flavor may be added. Further, other liquid oral compositions can be produced using components according to the type. EFFECT OF THE INVENTION The liquid oral composition of the present invention has a unique refreshing feeling without a unique oily aftertaste, stickiness or irritation to the oral mucosa derived from nonionic surfactants. And can be used widely. EXAMPLES Hereinafter, the present invention will be described specifically with reference to experimental examples and examples, but the present invention is not limited to the following examples. EXPERIMENTAL EXAMPLE A liquid oral composition having the formulation shown in Table 1 was prepared, and used in combination with a nonionic surfactant and a usability improver shown in Table 2 to mask unpleasant taste, stickiness and oral mucosa. Was evaluated according to the criteria shown in Table 3. Table 4 shows the overall evaluation based on the evaluation results of three items: masking of off-flavor, improvement of stickiness, and reduction of irritation to the oral mucosa.
The evaluation was performed according to the following criteria Table 1 shows the results. From the results shown in Table 1, it was confirmed that the liquid oral composition of the present invention did not have a unique oily aftertaste or stickiness derived from a nonionic surfactant, and furthermore it was less irritating. [Table 1] Fragrance A Menthol 20.0% Heapmint oil 50.0 Spearmint oil 10.0 Anethole 8.0 Orange oil 0.5 Ethanol 11.5% ─── Total 100.0% [Table 2] [Table 3] A weighted average was calculated by the following five-step evaluation method using ten specialized panels. Evaluation score: 5 masking of off-flavor: Completely masked off-flavor. 4 points: The off-flavor is slightly masked. 3 points: Slight taste is masked. 2 points: No unpleasant taste is masked. 1 point: The taste is rather increasing. Improvement of stickiness 5 points: The stickiness has been greatly improved. 4 points: The stickiness is slightly improved. 3 points: Stickiness is slightly improved. 2 points: Stickiness is not improved at all. 1 point: The stickiness is rather increasing. Stimulus reduction 5 points: Stimulation is greatly reduced. 4 points: Stimulation is slightly reduced. 3 points: Stimulation is slightly reduced. 2 points: Stimulation is not reduced at all. One point: Rather the stimulation is increasing. [Table 4] Next, examples will be shown. The compositions of the fragrances B to D used in the following examples are as follows. Fragrance B Menthol 2.0 parts Peppermint essence 70.0 Spearmint essence 10.0 Anethole 0.5 Ethanol (95%) 7.5） ─────── Total 90.0 parts Fragrance C Menthol 18.0 parts Peppermint oil 1.0 Anethole 2.0 Cineol 1.0 Eugenol 1.0 Thymol 1.0 Methyl salicylate 25.0 Orange oil 2.0 Ethanol (95%) 9.0 Total 60.0 parts Fragrance D Menthol 25.0 parts Cassia oil 5.0 Cardamom oil 0.5 Caraway oil 1.0 Strawberry compound 1.0 Mixed fruit compound 2.0 Spirantol 0.1 Vanilla essence 5.0 Etano (95%) 20.4 Total 60.0 parts [Example 1] Dental rinse Cetylpyridinium chloride 0.05% Polyoxyethylene hydrogenated castor oil (60EO) 0.05 Glycerin (85%) 10.0 Perfume B 0.2 1-Mentyl-β-D-glucopyranoside 0.1 Ethanol (95%) 12.0 Stevioside 0.2 Purified water residue ─────────────────────────────────── Example 2 Dental rinse Benzethonium chloride 0.01% Polyoxypropylene glycol (70) 0.02 Fragrance B 0.05 l-menthyl-β-D-maltoside 0.15 Purification Water left ───────────── [Example 3] Mouthwashing agent Copper gluconate 0.1% Polyoxyethylene cured castor Oil (60EO) 0.8 Glycerin (85%) 10.0 Fragrance C 0.4 1-Mentyl-α-D-glucopyranoside 0.3 Ethanol (95%) 12.0 Saccharin sodium 0.05 Purified water [Remaining amount] 100.0% [Example 4] Washing Oral Dextranase 0.1% Polyoxyethylene hydrogenated castor oil (60E. O. ) 0.5 Glycerin (85%) 10.0 Fragrance C 0.2 1-Mentyl-β-D-maltoside 0.5 Ethanol (90%) 2.0 Purified water residue [Example 5] Mouthwash Polyoxyethylene cetyl ether 1.5% Perfume C 0.5 1-menthyl-β-D-maltoside 1.0 Ethanol (95%) 20.0 Stevioside 0.1 Purified water residue ───────────────── [Example 6] Oral freshener (liquid) Glycerin (85%) 15.0% Polyoxyethylene cured Castor oil (60EO) 3.0 Fragrance D 3.0 1-Mentyl-β-D-mal Sid 2.0 Ethanol 40.0 Saccharin sodium 0.2 Purified water residue ─────────────────────────────────── 100.0% in total

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-6-179609 (JP, A) JP-A-4-139117 (JP, A) JP-A-48-33069 (JP, A) JP-A-7-79 133213 (JP, A) JP-A-6-329528 (JP, A) JP-A-62-283992 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A61K 7/16

Claims (1)

(57) [Claim 1] One or more menthol glycosides represented by the following general formula (1) are blended with a liquid oral composition containing a nonionic surfactant. A composition for a liquid oral cavity, characterized in that: Embedded image (In the formula, R represents a monosaccharide or oligosaccharide residue.)