JP2009215183A - Agent for oral cleaning containing tea extract - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an agent for oral cleaning having excellent preservation stability even containing tea polyphenol in high concentration by solving the problems of conventional agents for the oral cleaning containing the tea polyphenol proposed because it is well known that the tea polyphenol has various physiological effects such as anticariogenic effects, anti-periodontal effects, antiviral effects and deodorant effects. <P>SOLUTION: The agent for the oral cleaning contains the tea extract regulated so that the ratio of caffeine/total catechin may be ≤0.015, and the ratio of oxalic acid/total catechin may be ≤0.002. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention provides an oral cleanser having excellent storage stability despite containing a high concentration of tea polyphenols.

  Tea polyphenols are known to have various physiological effects such as an anti-cariogenic effect, an anti-periodontal disease effect, an anti-viral effect, and a deodorizing effect (see, for example, Patent Documents 1, 2, and 3). For this reason, oral cleansing agents containing tea polyphenols have been proposed. However, since tea polyphenols have the property of being easily altered chemically, the oxidation and polymerization of tea polyphenols progresses during storage, reducing the physiological effects caused by tea polyphenols, and causing turbidity and precipitation. There was a problem that it was likely to occur. Therefore, as a method of stabilizing the polyphenol in the mouth washes, a plaque remover and a calculus precipitation inhibitor whose pH is adjusted to 3 to 4, a tea extract-containing mouthwash that contains a surfactant and an organic acid, etc. Has been proposed (see, for example, Patent Documents 4 and 5). However, when the pH is set to 4 or less, there is a problem that the stimulation by the acid is too strong, and in order to stabilize the tea polyphenol by adding a surfactant and an organic acid, the surfactant is 1 of the tea polyphenol. In the case of an oral cleanser containing a high concentration of tea polyphenol, there is a limit to the amount of surfactant and organic acid added, and the surfactant itself is There is a problem in that the taste and odor possessed have an adverse effect on the oral cleaning agent.

Patent No. 1738909 (pages 1 to 5) Japanese Patent No. 2727471 (pages 1 to 5) Japanese Patent No. 3501815 (pages 1-7) Japanese Patent Publication 8-13738 (first page) JP 7-258054 (2nd page)

  The present invention provides an oral cleanser having excellent storage stability despite containing a high concentration of tea polyphenols.

  As a result of the study by the present inventors, a tea extract in which caffeine / total catechin in the tea extract is 0.015 or less and oxalic acid / total catechin is 0.002 or less is used. Tea polyphenol is 20% by weight or more, water is 100 parts by weight or less with respect to 100 parts by weight of tea polyphenol, or tea polyphenol in the mouth cleaning agent is 20% by weight or more, and the water content in the mouth cleaning agent is 20% by weight. It has been found that even if it is an oral cleanser containing tea polyphenols at a high concentration, it is stable during long-term storage by keeping the tea extract to less than 10% and dispersing or dissolving the tea extract in a certain amount of wetting agent. The invention has been completed.

  That is, the tea extract in this case has a caffeine / total catechin of 0.015 or less, preferably 0.01 or less, and more preferably 0.005 or less. Further, the oxalic acid / total catechin in the tea extract is 0.002 or less, preferably 0.0015 or less, and more preferably 0.001 or less. The tea polyphenol content in the tea extract is 20% by weight or more, more preferably 20% by weight to 80% by weight, still more preferably 20% by weight or more and 50% by weight. On the other hand, 80 to 390 parts by weight of a wetting agent and 0 to 100 parts by weight of water, preferably the content of tea polyphenol in the oral cleaning agent is 20% by weight or more, and 80 to 390 parts by weight of the wetting agent with respect to 100 parts by weight of tea polyphenol. And 0 to 25 parts by weight of water, more preferably a tea polyphenol content in the mouth cleanser of 20% by weight or more, and 80 to 390 parts by weight of a wetting agent and 0 parts by weight of water with respect to 100 parts by weight of tea polyphenol. A contained mouth washes are provided.

  The oral cleanser produced by the present invention contains a specific tea extract in a high concentration, has a physiological effect attributable to tea polyphenols, and is excellent in long-term storage stability. Further, even when a surfactant or an organic acid is added, a small amount that is not affected by the taste and smell of these additives can be added.

The tea extract-containing oral cleanser of the present invention may be of a type that is diluted as it is used, as well as a type that is used as it is. In the case of dilution at the time of use, the dilution ratio can be appropriately diluted depending on the content of tea polyphenol in the tea extract-containing oral cleanser. As a container for dilution, a dripping container, a pump container, a spray container, etc. are mentioned.
The tea extract-containing oral cleaner of the present invention can be provided in the form of mouthwash, oral rinse, oral spray and the like.

  The tea extract used in the present invention may be a tea leaf containing tea polyphenol, an extract obtained by extraction from tea leaf with water, hot water, an organic solvent, a water-containing organic solvent, or a mixture thereof. . In addition, an extract obtained by extraction from tea leaves with water, hot water, an organic solvent, a water-containing organic solvent, or the like can be further purified to a desired level using an organic solvent fraction, an adsorption resin, or the like. “Sunphenon BG-3” or “Sunphenon EGCg” manufactured by Taiyo Kagaku Co., Ltd. may be used as a purified product of tea polyphenol. The tea polyphenol content was measured using the iron tartrate method.

  The tea polyphenol in the present invention is the sum of total catechins and other polyphenols. Moreover, (+)-catechin, (-)-epicatechin, (-)-gallocatechin, (-)-catechin gallate, (-)-epicatechin gallate, (-)-gallocatechin gallate, (-) as total catechin -Non-polymerized catechins such as epigallocatechin gallate, (-)-epigallocatechin and their derivatives, stereoisomers and their polymers, and theaflavin monogallate A, theaflavin monogallate B, theaflavin digallate, free as other polyphenols The type theaflavin can be mentioned. In the present invention, these tea polyphenols can be used alone or in a mixture of two or more. In addition, the main component of tea polyphenol derived from green tea is (−)-epigallocatechin gallate. Moreover, in order to measure the total catechin in a tea extract, although it does not specifically limit, well-known methods, such as a high performance liquid chromatography method, can be used.

In addition, the measurement of the total catechin in this invention was performed with the following method.
About 30 mg of sample (tea extract) was weighed (weighed as Wsam), dissolved in 0.1% aqueous phosphoric acid solution, made up to 100 mL, filtered through a 0.45 μm hydrophilic PTFE filter and adjusted. (Concentration: about 0.3 mg / mL) was obtained. As an internal standard solution, 10 mg of ethyl gallate was weighed, made up to 100 ml, and then filtered through a 0.45 μm hydrophilic PTFE filter to obtain an adjusted solution. The obtained filtrate and internal standard solution are mixed in equal amounts, and the sample solution is measured by high performance liquid chromatography. The detector is ultraviolet absorption (measurement wavelength 280 nm), the column temperature is 40 ° C., the mobile phase is methanol / water / phosphoric acid: 17/83 / 0.5 (v / v / v), and the flow rate is 0.8 ml / min. it can.

  The method for measuring oxalic acid in the tea extract used in the present invention is not particularly limited, but high performance liquid chromatography is preferred from the viewpoint of measurement sensitivity. The detector is ultraviolet absorption (measurement wavelength 220 nm), the column temperature is 40 ° C., the mobile phase is a 0.5% phosphoric acid solution, and the flow rate of the mobile phase is 0.7 ml / min.

  Although it does not specifically limit in measuring caffeine in a tea extract, Well-known methods, such as a high performance liquid chromatography method, can be used.

In addition, the measurement of caffeine in this invention was performed with the following method.
About 30 mg of sample (tea extract) was weighed (weighed as Wsam), dissolved in 0.1% aqueous phosphoric acid solution, made up to 100 mL, filtered through a 0.45 μm hydrophilic PTFE filter and adjusted. (Concentration: about 0.3 mg / mL) was obtained. As an internal standard solution, 10 mg of ethyl gallate was weighed, made up to 100 ml, and then filtered through a 0.45 μm hydrophilic PTFE filter to obtain an adjusted solution. The obtained filtrate and internal standard solution are mixed in equal amounts, and the sample solution is measured by high performance liquid chromatography. The detector is ultraviolet absorption (measurement wavelength 280 nm), the column temperature is 40 ° C., the mobile phase is methanol / water / phosphoric acid: 17/83 / 0.5 (v / v / v), and the flow rate is 0.8 ml / min. it can.

  The wetting agent in the present invention is not particularly limited as long as the tea extract can be dispersed or dissolved. For example, glycerin, reduced starch saccharified product, sorbit, ethylene glycol, propylene glycol, 1,3-butylene glycol, polypropylene glycol, polyethylene glycol, xylit, maltite, lactit can be used alone or in combination of two or more. . Preferably, it is glycerol with little influence on taste.

  The tea extract-containing mouth cleansing agent of the present invention can be blended with the following appropriate components in addition to the above components according to the purpose of use, as long as the effects of the present invention are not impaired. For example, the surfactant can be selected from a nonionic surfactant or an amphoteric surfactant. For example, nonionic surfactants include polyoxyethylene hydrogenated castor oil, sugar fatty acid esters such as sucrose fatty acid ester, maltose fatty acid ester, lactose fatty acid ester, fatty acid alkanolamides, sorbitan fatty acid ester, fatty acid monoglyceride, polyoxyethylene addition coefficient Is a polyoxyethylene alkyl ether type having a carbon number of 8 to 10 and an alkyl group of 13 to 15, or a polyoxyethylene alkyl phenyl ether type nonion having a polyoxyethylene addition coefficient of 10 to 18 and a carbon number of an alkyl group of 9 Surfactant etc. are mentioned. As the zwitterionic surfactant, N-alkyldiaminoethylglycine such as N-lauryldiaminoethylglycine and N-myristyldiethylglycine, N-alkyl-N-carboxymethylammonium betaine, 2-alkyl-1hydroxyethylimidazoline betaine sodium Can be given. These surfactants can be blended alone or in combination of two or more. The compounding quantity is 0.001-0.5 times amount with respect to tea polyphenol, Preferably it is 0.01-0.1 times amount. When the amount is more than 0.5 times the amount of tea polyphenol, there is a problem that the taste and smell of the surfactant itself adversely affects the oral cleaning agent.

  As a viscosity reducing agent, ethanol can be blended at a ratio of about 0.01 to 20% by weight with respect to the total amount of the tea extract-containing mouth cleaning agent.

  As a flavoring agent, menthol, anethole, eugenol, methyl salicylate, limonene, ocimene, n-decyl alcohol, citronell, α-terpineol, methyl acetate, citronenyl acetate, methyl eugenol, cineol, linalool, ethyl linalool, thymol, Perfume such as spearmint oil, peppermint oil, lemon oil, orange oil, sage oil, rosemary oil, cinnamon oil, perilla oil, winter green oil, clove oil, eucalyptus oil, pimento oil or a combination of two or more. It can be blended at a ratio of about 0.01 to 5% by weight, preferably about 0.05 to 1% by weight, based on the total amount of the tea extract-containing oral cleanser.

  As sweetness, sugar alcohols such as xylitol, erythritol, sorbitol, maltitol, mannitol, sucralose, sodium saccharin, acesulfame potassium, stevioside, neohesperidyl dihydrochalcone, glycyrrhizin, perilartine, thaumatin, asparatylphenylalanyl methyl ester , Ρ-methoxycinnamic aldehyde, etc. may be blended at a ratio of 0.01 to 1% by weight, preferably 0.05 to 0.5% by weight, based on the total amount of the tea extract-containing oral cleanser. it can.

  In addition, the tea extract-containing oral cleansing agent of the present invention has, as a medicinal component, vitamin E such as dl-α-tocopherol acetate, tocopherol succinate or tocopherol nicotinate, cetylpyridinium chloride, chlorhexidine hydrochloride, benzethonium chloride, etc. Cationic fungicides, amphoteric fungicides such as dodecyldiaminoethylglycine, nonionic fungicides such as triclosan and isopropylmethylphenol, enzymes such as dextranase, amylase, protease, mutanase, lysozyme, and lytic enzyme , Tranexamic acid, epsilon aminocaproic acid, aluminum chlorohydroxyl allantoin, dihydrocholesterol, glycyrrhizin salts, glycyrrhetinic acid, glycerophosphate, chlorophyll, sodium chloride, The Ropeputaido like, it can be blended alone or in combination of two or more.

  The present invention will be described in further detail by the following examples, but the present invention is not limited to these examples.

The evaluation method is shown below.
(Stability evaluation test-1)
Test samples having the compositions shown in Table 2 were prepared by a conventional method. As the tea extract, Sanphenon BG-3 (tea polyphenol content 90.6% by weight, manufactured by Taiyo Kagaku Co., Ltd.) was used. The composition of Sanphenon BG-3 is shown in Table 1. Each test sample was evaluated at the time of production at 40 ° C. for 3 months and after 6 months according to the following criteria.
The results are shown in Table 2.

Evaluation during production <Muddyness>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 3 months <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 6 months <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Small amount of precipitation, △: Slight precipitation, ×: Precipitation Overall evaluation ◎: Excellent, ○: Good, △: Acceptable, ×: Not acceptable

  As is apparent from Table 2, the test samples of Examples 1 to 4, which were made 100 g by adding a wetting agent to 20.02 g to 50.01 g of tea polyphenol, were compared to 60.07 g to 80.00 g of tea polyphenol. Compared to the test samples of Examples 5 to 7 in which a wetting agent was added to make 100 g, the stability after standing for 3 months and after standing for 6 months is extremely excellent.

(Stability evaluation test-2)
Test samples having the compositions shown in Table 4 were prepared by a conventional method. As the tea extract used in the comparative test, Camellia extract 30S (tea polyphenol content 35.7% by weight, manufactured by Taiyo Kagaku Co., Ltd.) was used. Table 3 shows the components of Camellia Extract 30S. The condition after leaving each test zone at 40 ° C. for 1 month or 3 months was evaluated according to the following criteria.
The results are shown in Table 4.

Evaluation during production <Muddyness>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 1 month <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 3 months <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Small amount of precipitation, △: Slight precipitation, ×: Precipitation Overall evaluation ◎: Excellent, ○: Good, △: Acceptable, ×: Not acceptable

  As shown in Table 4, when the caffeine / total catechin of the tea extract is 0.015 or more and the oxalic acid / total catechin is 0.002 or more, it is clear that precipitation and turbidity are likely to occur. .

(Stability evaluation test-3)
Test samples having the compositions shown in Table 6 were prepared by a conventional method. As the tea extract used in the comparative test, Sanphenon 90S (tea polyphenol content 92.3% by weight, manufactured by Taiyo Kagaku Co., Ltd.) was used. The components of Sanphenon 90S are shown in Table 5. The condition after leaving each test zone at 40 ° C. for 1 month or 3 months was evaluated according to the following criteria.
The results are shown in Table 6.

Evaluation during production <Muddyness>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 1 month <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 3 months <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Small amount of precipitation, △: Slight precipitation, ×: Precipitation Overall evaluation ◎: Excellent, ○: Good, △: Acceptable, ×: Not acceptable

  As shown in Table 6, it is clear that when caffeine / total catechin in the tea extract is 0.015 or more, precipitation and turbidity are likely to occur.

(Stability evaluation test-4)
Test samples having the compositions shown in Table 8 were prepared by a conventional method. Camellia extract DCF (tea polyphenol content 28.0% by weight, manufactured by Taiyo Kagaku Co., Ltd.) was used as the tea extract used in the comparative test. The components of Camellia extract DCF are shown in Table 7. The condition after leaving each test zone at 40 ° C. for 1 month or 3 months was evaluated according to the following criteria.
The results are shown in Table 8.

Evaluation during production <Muddyness>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 1 month <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 3 months <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Small amount of precipitation, △: Slight precipitation, ×: Precipitation Overall evaluation ◎: Excellent, ○: Good, △: Acceptable, ×: Not acceptable

  As shown in Table 8, it is clear that precipitation and turbidity are likely to occur when the oxalic acid / total catechin is 0.002 or more.

(Stability evaluation test-5)
Test samples having the compositions shown in Table 9 were prepared by a conventional method. Each test sample was evaluated at the time of production at 40 ° C. for 3 months and after 6 months according to the following criteria.
The results are shown in Table 9.

Evaluation during production <Muddyness>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 3 months <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Trace amount of precipitation, △: Slight precipitation, ×: Precipitation Evaluation after standing for 6 months <About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <About precipitation>
◎: No precipitation, ○: Small amount of precipitation, △: Slight precipitation, ×: Precipitation Overall evaluation ◎ Excellent, ○: Good, △: Acceptable, ×: Not acceptable

  As is clear from Table 9, the test samples of Examples 8 to 11 having 100 parts by weight or less of water with respect to 100 parts by weight of tea polyphenol are comparative examples in which water is more than 100 parts by weight with respect to 100 parts by weight of tea polyphenol. Compared to 7-10 test samples, the stability after standing for 3 months and after standing for 6 months is very excellent.

(Stability and sensory evaluation test-6)
Test samples having the compositions shown in Table 10 were prepared by a conventional method. The state at the time of manufacture was evaluated for each test sample according to the following criteria. Amamiru (manufactured by Towa Kasei Kogyo Co., Ltd.) was used as the reduced starch saccharified product.
The results are shown in Table 10.

<About turbidity>
○: No turbidity, △: Slightly turbid, ×: Turbidity <Taste of surfactant>
Each 500 mg was dissolved in 50 ml of water and evaluated.
○: I do not feel, △: I feel a little, ×: I feel very much Overall evaluation ○: Good, △: Acceptable, ×: Impossible

  As can be seen from Table 10, when the tea polyphenol content is low (Comparative Example 11 containing tea polyphenols (Comparative Examples 12 and 13)), the surfactant is used to the same extent as the tea polyphenol. Although the turbidity of the surfactant was suppressed, the taste of the surfactant was felt, and in the case of Comparative Example 14, the taste of the surfactant was not so much felt, but the occurrence of turbidity was observed. There was no occurrence of turbidity, and the taste of the surfactant was not felt.

Example 11
According to the following formulation, a diluted mouthwash was produced according to the following method, and filled in a dropping container. About 500 mg of this mouthwash is dissolved in 50 ml of water and used.
Ingredient name Compounding amount (g)
Sanphenon BG-3 25
(Tea polyphenol content 90% by weight)
Glycerin 73.5
Sucralose 1
Mint flavor 0.5
About the obtained mouthwash, when said stability evaluation was performed, the outstanding stability was shown. Moreover, the astringency derived from tea polyphenols remaining after use had a refreshing feeling in the mouth and the usability was good.

Example 12
According to the following formulation, a diluted mouthwash was produced according to the following method, and filled in a dropping container. About 500 mg of this mouthwash is dissolved in 100 ml of water and used.
Ingredient name Compounding amount
Sanphenon EGCg 40
(Tea polyphenol content 99% by weight, ingredients are shown in Table 11.)
Glycerin 58.5
Sucralose 1
Mint flavor 0.5
About the obtained mouthwash, when said stability evaluation was performed, the outstanding stability was shown. Moreover, there was a refreshing feeling in the mouth and the feeling of use was good.

  As described above, the present invention can provide an oral cleaning agent excellent in storage stability despite containing a high concentration of tea polyphenol, and contributes greatly to the industry.

Claims (4)

An oral cleaning agent containing a tea extract having caffeine / total catechin of 0.015 or less and oxalic acid / total catechin of 0.002 or less The tea extract-containing oral cleanser according to claim 1, which is an oral cleanser containing 20% by weight or more of tea polyphenol, and contains 80 to 390 parts by weight of a wetting agent and 0 to 100 parts by weight of water with respect to 100 parts by weight of tea polyphenol. Agent. The humectant is glycerin and / or sugar alcohol, and the tea extract-containing oral cleanser according to claim 1 or 2. The tea extract-containing oral cleanser according to any one of claims 1 to 3, which is diluted at the time of use.