JPH09157145A - Curcuma longa extract, its production and composition for oral cavity containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a curcuma longa extract having a slight dyeability by extracting a rhizome of Curcuma longa with a hydrocarbon-based solvent and to obtain a composition for an oral cavity by incorporating the resultant Curcuma longa extract into the composition. SOLUTION: This Curcuma longa extract is obtained by extracting a rhizome of Curcuma longa with 1-50wt. times, preferably 2-20wt. times of a hydrocarbon- based solvent (e.g. hexane or petroleum ether) at 0-200 deg.C, preferably from a room temperature to 80 deg.C for 10min-1 month, preferably 1-24hrs, and filtrating or condensing, as necessary. The composition for an oral cavity is obtained by incorporating 0.001-10wt.%, preferably 0.005-5wt.% of the resultant Curcuma longa extract as an active component. The composition for an oral cavity can be prepared to paste dentifrice, tooth powder, liquid-like dentifrice, liquid dentifrice, a mouth-washing agent, a gargle, gingiva massage cream, a troche, a candy and chewing gum, etc. By using the Curcuma longa extract having reduced dyeability, an excellent composition for an oral cavity without dyeing a toothbrush, etc., can be obtained.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a turmeric extract having reduced dyeability, a method for producing the same, and an oral composition containing the turmeric extract.

[0002]

2. Description of the Related Art Conventionally, turmeric extract has been known as turmeric (Curcum).
a longa L.) rhizome was extracted with ethyl acetate, alcohol or water.

[0003] This extract has been used for traditional Chinese medicine preparations for the purpose of bovine action, etc., and has also been used as a coloring material, a curry powder raw material as a flavor, and a Sawaan dyeing agent. Also,
Recently, a turmeric extract has a strong antibacterial activity against caries and periodontal disease bacteria (JP-A-4-5222).
Etc., and has been found to be useful for various applications.

[0004]

However, the conventional extract has a strong dyeing property, and when it is applied to toothpaste, there is a problem that the toothbrush is dyed. In contrast,
A method of reducing the dyeability of a turmeric extract by making a yellow dye water-soluble by liquid separation with an alkali (Japanese Patent Laid-Open No. Hei 4-
However, it was not a method of sufficiently reducing the dyeability. Therefore, an object of the present invention is to provide a turmeric extract having a sufficiently reduced dyeing property and an oral composition containing the same.

[0005]

Means for Solving the Problems In view of such circumstances, the present inventors have conducted diligent research, and as a result, if turmeric rhizomes are extracted with a hydrocarbon solvent, a turmeric extract with less dyeability can be obtained. It was found that an excellent oral composition can be obtained by using this extract without dyeing a toothbrush, and the present invention has been completed.

That is, the present invention provides a hydrocarbon solvent extract of turmeric rhizome and a method for producing the same.

Further, the present invention provides an oral composition containing the hydrocarbon solvent extract.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION To obtain the turmeric extract of the present invention, a method of directly extracting turmeric rhizome with a hydrocarbon solvent and a conventional solvent extract of turmeric rhizome, which is converted with a hydrocarbon solvent, are used. There is a way to dissolve.

The hydrocarbon solvent used in the present invention includes, for example, one or more saturated hydrocarbon solvents selected from pentane, hexane, heptane, nonane and decane, and a mixture such as petroleum ether. To be Of these, hexane and petroleum ether are particularly preferable.

In the direct extraction method, the hydrocarbon solvent is 1 to 50 times by weight, especially 2 to 2 times the weight of the rhizome of turmeric.
It is preferable to use 0 times the weight. The extraction temperature is usually 0 to 200 ° C., preferably room temperature to 80 ° C. The extraction time is usually preferably 10 minutes to 1 month, and particularly preferably 1 to 24 hours.
The extraction operation may be performed according to a conventional method, for example, turmeric rhizome itself or a pulverized product may be added to the hydrocarbon solvent and stirred.

In the above-mentioned phase transfer method, a conventional solvent extract is first obtained from turmeric rhizome. Conventional solvents used here include water, steam, alcohols, glycols, ethyl acetate, carbon dioxide and acetone, and more specifically water, steam, methanol, ethanol, propylene glycol, butylene glycol, ethyl acetate. ,acetone,
Examples include critical carbon dioxide gas or a mixture of two or more thereof. The extraction conditions and the like here are not particularly limited, and may be performed according to a conventional method. The obtained extract may be filtered or concentrated if necessary.

The extract thus obtained is dissolved in a hydrocarbon solvent. The transfer operation may be carried out according to a conventional method, and can be carried out, for example, by adding a hydrocarbon solvent to the turmeric solvent extract and stirring the mixture. Examples of the hydrocarbon solvent used for phase transfer include the above, and the amount used is 0.01 to 50 times by weight the amount of the turmeric extract,
In particular, it is preferably 0.1 to 20 times by weight. The temperature at the time of phase transfer is preferably 0 to 200 ° C, and particularly preferably room temperature to 80 ° C. In addition, the time for transfer is 10 minutes to 1 month, especially 1 to
It is preferably 24 hours.

The oral composition of the present invention contains the hydrocarbon solvent extract of turmeric rhizome obtained as described above. Specific examples of the oral composition include toothpaste, powdered toothpaste, liquid toothpaste, liquid toothpaste, mouthwash, mouthwash, gum massage cream, troche, candy, chewing gum and the like. The content of the turmeric extract in the composition for oral cavity of the present invention may be appropriately determined according to the purpose, but is usually 0.001 to 10% by weight, preferably 0.005 to 5% by weight.

The oral composition of the present invention contains, in addition to the above-mentioned essential components, a component (oral vehicle) usually used in oral compositions, within a range that does not impair the effects of the present invention,
It can be various oral compositions. Examples of such components include abrasives, binders, wetting agents, surfactants, flavors, sweeteners, preservatives, pigments, water, bactericides, water-soluble fluorides and other active ingredients.

Here, as abrasives, calcium hydrogen phosphate for toothpaste, calcium carbonate, calcium pyrophosphate, insoluble sodium metaphosphate, potassium metaphosphate, silicic acid anhydride, hydrous silicic acid, aluminum silicate, zirconium silicate, bentonite, zeolite , Aluminum oxide, aluminum hydroxide, resins and mixtures thereof. Examples of the binder include sodium carboxymethyl cellulose, methyl cellulose, hydroxyethyl cellulose, alginate, carrageenan, gum arabic, polyvinyl alcohol, xanthan gum, tragacanth gum, starch, sodium polyacrylate and the like. Examples of the wetting agent include polyethylene glycol, propylene glycol, sorbitol, glycerin, maltitol, xylitol and the like.

The surfactant is used as a foaming agent or a stabilizer for an oily substance. Examples of preferred surfactants include sodium alkyl sulfate, alkyl phosphate ester, sodium alkylbenzene sulfonate,
Sodium N-acyl sarcosinate, N-acyl glutamate, polyoxyethylene hydrogenated castor oil, polyoxyethylene polypropylene block copolymer (Pluronic type), sucrose fatty acid ester, alkyl glycosides, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester , Alkyl dimethyl amine oxide, alkyl betaines and the like.

As the fragrance, natural fragrances such as spearmint oil, peppermint oil, wintergreen oil, sassafras oil, clove oil, sage oil, eucalyptus oil, mayonnaise oil, cinnamon oil, thyme oil, lemon oil and orange oil; and l-
Synthetic flavors such as menthol, anethole, carvone, eugenol, thymol, methyl salicylate and the like can be mentioned.

Examples of the sweetener include saccharin, saccharin sodium, stevioside, neohesperidyl dihydrochalcone, perraltin, p-methoxycinnamic aldehyde, glycyrrhizinate, aspartame (aspartyl phenylalanine methyl ester) and the like. Preservatives include benzoic acid, sodium benzoate,
Parahydroxybenzoic acid ester, salicylic acid, sodium salicylate, sorbic acid, isopropylmethylphenol and the like can be mentioned. Examples of the bactericide include chlorhexidines, quaternary ammonium salts, triclosan, alkyldiaminoethylglycine hydrochloride and the like. Examples of the water-soluble fluoride include sodium fluoride and sodium monofluorophosphate. Other active ingredients include chlorophyll compounds, sodium chloride, vitamin C, vitamin E, nicotinic acid esters, allantoin chlorohydroxyaluminum, azulene, lysozyme chloride, hinokitiol, β-glycyrrhetinic acid, dipotassium glycyrrhizinate, proteases, and other crude drug extracts. Things etc. are mentioned.

The blending amount of these oral vehicles differs depending on the form of the oral composition, and in the case of a liquid composition, the liquid composition contains all the vehicles except the abrasives among the above-mentioned oral vehicles. Although it can be blended, basically it is preferable to contain 0.05 to 10% by weight of a surfactant, 1 to 30% by weight of a wetting agent, and 50 to 96% by weight of alcohol and water. Here, the ratio of water: alcohol is 1: by weight.
1 to 1: 0, particularly 5: 1 to 1000: 1 are preferred.

In the case of a paste-like composition, all of the above-mentioned oral vehicles can be blended, but basically, the abrasive is 10 to 75% by weight, the binder is 0.5 to 5% by weight, and wet. It is preferable to contain 10 to 85% by weight of the agent and water. Here, the abrasive is 20 to 75% by weight in the case of toothpaste,
In the case of liquid dentifrice, it is preferably 10 to 30% by weight.

Of the vehicle for oral cavity, it is preferable to add 0.01 to 5% by weight of the flavor and the sweetener in total.
The pH of the oral composition of the present invention is 4 to 11, particularly 5 to 1.
It is preferable to be within the range of 0.

[0022]

EXAMPLES The present invention will be described below with reference to examples, but these examples do not limit the scope of the present invention. In the following, "%" means% by weight.

Example 1 (Ethyl acetate extraction → hexane solubilized product) 10 kg of turmeric drug substance (powder) was extracted twice with 100 liters of ethyl acetate at room temperature for 12 hours, filtered and concentrated to obtain an ethyl acetate extract. 620 g were obtained. To 600 g of the extract, 3 liters of hexane was added and stirred for 2 hours, and then the hexane layer was extracted. The above hexane transfer operation was repeated on the residue, and the hexane layer was collected and concentrated to give a hexane transfer material 14
7.9 g were obtained.

Example 2 (Ethanol Extraction → Petroleum Ether Transferred Material) Ethanol was used in 10 kg of turmeric raw material (powder) in the same manner as in Example 1 to obtain 640 g of an ethanol extract. Using petroleum ether in 600 g of the extract, the same procedure as in Example 1 was carried out to obtain 163.7 g of a petroleum ether transfer product.

Example 3 (hexane extract) 2.0 kg of turmeric raw material (powder) was extracted with 2 liters of hexane at room temperature for 12 hours three times, filtered and concentrated to obtain 51.3 g of hexane extract. It was

Example 4 (Petroleum ether extract) 5.0 g of turmeric raw material (powder) was extracted twice with 50 ml of petroleum ether at room temperature for 12 hours twice, filtered and concentrated to give a petroleum ether extract of 0.1%. 36 g were obtained.

Example 5 (Hexane Distillate of Steam Distillate) 90 kg of water was added to 3.0 kg of turmeric raw material (powder), and steam distillation was performed to obtain 50 liters of effluent. 5 liters of hexane was added to this to dissolve the essential oil component, and the organic layer was concentrated to obtain 100 g of a steam distillate.

Comparative Example 1 (Ethyl Acetate Extract) 5.0 g of turmeric drug substance (powder) was extracted twice with 50 ml of ethyl acetate for 12 hours at room temperature, filtered and concentrated to obtain ethyl acetate extract (0.1%). 31 g was obtained.

Comparative Example 2 (Ethanol Extract) Using 5.0 g of turmeric drug substance (powder) and ethanol, the same procedure as in Comparative Example 1 was repeated to obtain 0.32 g of an ethanol extract.

Comparative Example 3 (Alkaline Separation Product) 2.0 g of ethyl acetate extract was dissolved in 100 ml of ethyl acetate, 100 ml of 0.1N NaOH aqueous solution was separated three times, and then the organic layer was concentrated. Thus, 0.83 g of an alkali separated product was obtained.

Example 5 The components having the composition shown in Table 1 and the extract shown in Table 2 were deaerated and mixed,
A paste-like toothpaste was obtained.

[0032]

[Table 1] (Components) (%) Calcium hydrogen phosphate 45.0 Silicic anhydride 2.0 Sodium carboxymethyl cellulose 1.2 Glycerin 7.0 Sorbit solution (70%) 20.0 Sodium saccharin 0.2 Methylparaben 0.1 Sodium lauryl sulfate 1.5 Allantoin chlorohydroxyaluminum 0.1 Extract (Table 2) 0.1 Perfume 0.9 Purified water Fuel gauge 100.0

[0033]

[Table 2]

Each of the above toothpastes was applied to a toothbrush and brushed for about 3 minutes. The dyeability of the toothbrush after that is shown in Table 2.

Test Example 1 (Antibacterial Test) Hemin and menadione-added BHI liquid medium (Difc
(manufactured by O Co., Ltd.) was prepared, and after sterilization, the extract of the present invention and thymol (comparative compound) were serially diluted and added at each concentration. As a test bacterium, Streptococcus mutans JC2
(Sm), Porphyromonas gingivalis ATCC 33227 (Pg), Fus
obacterium nucleatum ATCC 25586 (Fn), Propionibacte
riumacnes ATCC 6919 (Pa), Escherichia coli IFO 3972
(Ec) was selected and inoculated into the test medium at about 10 ⁶ CFU / ml. Sm, Pg, Fn and Pa were cultured in an anaerobic glove box (N ₂ : H ₂ : CO ₂ = 80: 10: 10) at 37 ° C for 2 days, and Ec was aerobically cultured at 37 ° C for 2 days. The minimum concentration (OD ₆₀₀ of 0.1 or less) of the drug in which development was not observed was determined. Table 3 shows the results.

[0036]

[Table 3]

As shown in Table 3, the extract of the present invention was treated with caries,
It had a remarkable antibacterial effect against periodontal disease, halitosis, and acne pathogens, and had little effect on Escherichia coli, a common intestinal bacterium. From these results, it was confirmed that the extract of the present invention has an antibacterial effect while reducing the dyeability.

Example 6 After mixing the components of the following composition, compression molding was carried out in the form of a disk using a tableting machine, and a lozenge agent (mouth freshener) having a diameter of 18 mm and a weight of 1.5 g was prepared for each tablet. Obtained.

[0039]

Table 4 (Components) (%) Xylitol 80.0 Extract of the present invention (Example 1) 0.1 Malic acid 1.8 l-Ascorbic acid 0.2 Sodium hydrogencarbonate 2.0 Acacia 15.8 l -Menthol 0.1 Total 100.0

Example 7 Powdered dentifrice was obtained by mixing the components of the following composition. here,
The adsorbed dextrin in the following table was prepared by dissolving l-menthol in peppermint oil, stirring it with a porous dextrin in a Henschel mixer, and adjusting the particle size while adsorbing. The content of adsorbed dextrin 3.0% includes porous dextrin 2.2%, l-menthol 0.4%,
It is 0.4% of peppermint oil.

[0041]

(Component) (%) Sorbitol 32.38 Mannitol 20.00 Extract of the present invention (Example 2) 0.02 Sodium malate 5.0 Corn starch 5.0 Aluminum hydroxide 30.0 4A type zeolite 2 0.0 myristyl phosphate 1.3 1-arginine 1.0 sodium fluoride 0.2 saccharin sodium 0.1 adsorbed dextrin 3.0 total 100.00

Example 8 Components of the following composition were deaerated and mixed to obtain a liquid dentifrice.

[0043]

[Table 6] (Components) (%) Silicic anhydride 7.5 Carboxymethylcellulose sodium 0.8 Glycerin 3.0 Sorbit solution (70%) 45.0 Saccharin sodium 0.3 Methylparaben 0.1 Sucrose fatty acid ester 1.0 Fluorine Sodium bromide 0.2 Extract of the present invention (Example 4) 0.01 Perfume 0.9 Purified water Fuel gauge 100.0

Example 9 Components of the following composition were mixed with stirring to obtain a mouthwash.

[0045]

Table 7 (Component) (%) Xylitol 10.0 Extract of the present invention (Example 3) 0.01 Ethanol 4.0 Polyoxyethylene hydrogenated castor oil (Emanone CH-60, manufactured by Kao) 0.2 Myristyl Phosphoric acid 0.1 1-Arginine 0.09 Perfume 0.15 Dye Micro- purified water Residual amount meter 100.00

Example 10 Chewing gum was obtained by mixing the respective components of the following composition while heating and dissolving them, and further spreading them into a plate shape, followed by cooling, drying and solidifying.

[0047]

[Table 8] (Component) (%) Xylitol 50.0 Extract of the present invention (Example 5) 0.01 Copper chlorophin sodium 0.01 Gum base 25.0 Corn syrup Remaining medium-chain fatty acid triglyceride (Coconard MT, Kao) (Made by the company) Micro fragrance Micro meter 100.00

Example 11 The following sugar component was dissolved in purified water, boiled down to 145 ° C., cooled to 100 ° C. or lower, and then the following other components were added and solidified by cooling to obtain a candy. It was

[0049]

[Table 9] (Component) (%) (Sugar component) Sucrose 84.6 Reduced maltose starch syrup 15.0 (Other components) Extract of the present invention (Example) 0.1 l-Ascorbic acid 0.1 Caprylic acid mono Diglyceride (Homotex PT, manufactured by Kao Corporation) 0.1 Perfume 0.1 Total 100.00

[0050]

EFFECTS OF THE INVENTION The turmeric extract of the present invention has a reduced dyeing property, so that the oral composition containing it does not stain a toothbrush or the like.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Kazushi Oshino 2606, Akabane Kai, Choga-shi, Haga-gun, Tochigi Prefecture Kao Corporation Stock Research Institute (72) Yasue Eguchi 2606 Akabane, Kai-cho, Haga-gun, Tochigi Research Institute Kao Stock Company

Claims (4)

[Claims] 1. A hydrocarbon-based solvent extract of turmeric rhizome. 2. A method for producing a turmeric extract, which comprises extracting the rhizome of turmeric with a hydrocarbon solvent. 3. Water, steam, alcohol of turmeric rhizome,
A method for producing a turmeric extract, characterized in that an extract with one or more solvents selected from glycols, ethyl acetate, critical carbon dioxide and acetone is dissolved in a hydrocarbon solvent. 4. An oral composition containing the turmeric extract according to claim 1.