JP2009138028A - Catechin-containing antioxidation and preservability improvement formulation excellent in storage stability and method for producing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an oily liquid catechin-containing antioxidation and preservability improvement formulation which contains catechin dissolved in an oily solvent, does not substantially contain a surface-active component such as an emulsifier, and excels in storage stability, whereby it is used for antioxidation or preservability improvement in many fields such as food and drink, cosmetics and pharmaceutical products or is useful as raw material for producing those, and a method for producing the formulation. <P>SOLUTION: The catechin formulation excellent in storage stability contains catechin dissolved in a liquid mixture of a fatty oil and a water-soluble organic solvent and does not substantially contain a surface-active component such as an emulsifier. The method for producing the catechin-containing antioxidation and preservability improvement formulation includes mixing catechin and a water-soluble organic solvent, uniformly dissolving the catechin with ultrasonic waves, mixing the resulting solution and a fatty oil, and uniformly dissolving the fatty oil. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention belongs to the technical field of catechin preparations excellent in storage stability (antibacterial properties), and particularly contains substantially no surface active ingredients such as emulsifiers, and has excellent storage stability, foods and drinks, cosmetics (Cosmetics or materials thereof), catechins that can be used for the purpose of antioxidation or storage stability improvement in many fields such as pharmaceuticals, industrial fuels, industrial products such as lubricants and paints, and are also useful as raw materials for their production The present invention relates to an oily liquid formulation containing

  Catechin is a kind of plant-derived polyphenol contained in green tea, red wine, and the like. Among them, catechin is a flavonoid having a flavone skeleton and a source of astringency. Catechin is classified into about 20 types, and representative ones are catechin (C), epicatechin (EC), gallocatechin (GC), epigallocatechin (EGC), catechin gallate (Cg), epicatechin gallate (ECg). Substances such as gallocatechin gallate (GCg) and epigallocatechin gallate (EGCg) are known.

  It is known that the catechins as described above have a very high antioxidant effect in vivo and in vitro compared with other antioxidants. Its antioxidant capacity is thought to be due to radical scavenging action, and removal of active oxygen in the body is a reference: Buttemeyer R. Philipp AW. Schlenzka L, Mall JW, Beissenhirtz M, Lisdat F Epigallocatechin gallate can significantly decrease free exygen radicals in the reperfusion injury in vivo. Transplant Proc. 35, 3116-3120 (2003) et al. In addition, it is reported to be useful as an antibacterial agent due to its bacteriostatic and bactericidal activity, as reported in References: Different susceptibilities of Staphylococcus and Gram-negative rods to epigallocatechin gallate J Infect Chemother 10, 55-58 (2004). Therefore, it is expected to be applied to many uses such as food and drink, cosmetics and pharmaceuticals.

  However, since catechins having the above effects have a plurality of phenolic hydroxyl groups in the molecule, many of them are easily soluble in aqueous solvents and hardly soluble in oily solvents. In addition, it is easily oxidized by oxygen dissolved in water and oxygen in the air and is relatively unstable. When dissolved in an aqueous solvent, various useful actions such as the active oxygen removal action expected are reduced. In addition, its storage stability is lacking, such as discoloration with oxidation. In addition, it is hardly soluble in oily solvents, and as a result, it is difficult to handle in a liquid state by dissolving in an aqueous solvent or oily solvent, which is a great obstacle to application to foods, cosmetics, pharmaceuticals, etc. ing.

  By the way, several proposals have been made regarding a technique for formulating catechin as described above into an oily liquid preparation using an oily solvent. For example, Patent Documents 1 to 3 listed below disclose techniques for producing catechins and tea leaf extracts as an emulsion using an emulsifier and as an oily solution (oily liquid preparation).

However, the oily liquid preparations disclosed in Patent Documents 1 to 3 below all have a large amount of surface active ingredients such as emulsifiers dissolved in oily solvents, and as they are, as foods, cosmetics, pharmaceuticals, etc. Although used, surface active ingredients such as emulsifiers have skin irritation and cytotoxicity to the living body and often induce skin inflammation (reference: Effendy I, Maibach HI. Surfactants and experimental irritant contact dermatitis. Contact Dermatitis. 33, 217-25. (1995)). There are also concerns about environmental pollution (References: Cserhati T, Forgacs E, Oros G. Biological activity and environmental impact of anionic surfactants. Environ Int. 28, 337-48. (2002)).
Therefore, at present, in consideration of safety to the living body and the environment, development of a so-called “surfactant-free” product that does not use a surfactant, particularly in the field of food and drinks and cosmetics, is desired.

Japanese Patent No. 3463308 (Japanese Patent Laid-Open No. Hei 6-279758) JP 2000-204370 A JP 2002-142673 A

  The inventors of the present invention produce a catechin-containing antioxidant and preservative-improving preparation of an oily liquid that dissolves catechin in an oily solvent and substantially does not contain a surfactant component such as an emulsifier and has excellent storage stability. As a result of diligent research on this matter, surprisingly, using a water-soluble organic solvent as a solubilizing agent, mixing catechin and water-soluble organic solvent, and uniformly dissolving using ultrasound, By mixing fats and oils and sealing them so that the water-soluble organic solvent does not volatilize, they can be dissolved quickly and uniformly, so that water-soluble catechins are contained in the fats and oils even if there are no surface active ingredients such as emulsifiers. Found to dissolve. In the thus obtained preparation, it was found that the storage stability of catechin was improved, and the present invention was completed.

  Therefore, the object of the present invention is substantially free of surface active ingredients such as emulsifiers, is excellent in storage stability, and improves antioxidant or storage stability in many fields such as foods, cosmetics and pharmaceuticals. An object of the present invention is to provide an oily liquid catechin-containing antioxidant and preservative-improving preparation that can be used for the intended purpose and is also useful as a raw material for the production.

  Another object of the present invention is that it is substantially free of surface active ingredients such as emulsifiers and has excellent storage stability, and has improved antioxidant or storage stability in many fields such as food and drink, cosmetics and pharmaceuticals. It is an object of the present invention to provide a method for producing an oily liquid catechin-containing antioxidant and preservative-improving preparation that can be used for the intended purpose and is also useful as a raw material for the production.

The catechin-containing antioxidant and storage stability-improving preparation having excellent storage stability according to the invention described in claim 1,
An interface such as an emulsifier or the like, in which catechin is dissolved in a mixture of fat and water and a water-soluble organic solvent so that the mixing ratio of the fat and water and the water-soluble organic solvent and catechin is in the dissolution region specified in the three-component system diagram. It is characterized by not containing an active ingredient.

In addition, a method for producing a catechin-containing antioxidant and preservative-improving preparation according to the invention described in claim 6,
The fat, water-soluble organic solvent, and catechin are mixed with catechin and water-soluble organic solvent so that the mixing ratio of the dissolution region specified in the ternary system diagram is obtained, and uniformly dissolved using ultrasound. It is characterized in that it is produced by mixing the dissolved solution and the fats and oils, and quickly and uniformly dissolving in a sealed state.

  In the present invention, the catechin used as a raw material is not particularly limited. However, since the production method of the present invention is relatively hardly soluble in an oily solvent, lacks storage stability, and is useful for the formulation of green tea catechins having both antioxidant and antibacterial effects, For example, catechin (C), epicatechin (EC), gallocatechin (GC), epigallocatechin (EGC), catechin gallate (Cg), epicatechin gallate (ECg), gallocatechin gallate (GCg), epigallocatechin gallate (EGCg) etc. can be mentioned.

  The catechin may be a single substance or a mixture of a plurality of substances. Since catechin is used as a raw material for oily liquid preparations for manufacturing raw materials for various uses, epigallocatechin galade (EGCg) is preferably used as a single substance. The reason for this is that catechins in green tea have the largest capacity, have a strong antioxidant effect, and have been reported to have antibacterial and bactericidal effects. Because. Moreover, in what consists of a mixture of a some substance, Preferably, the extract extracted from green tea, containing 50-100% as polyphenol, and containing 30-100% as total catechin is good.

  Next, the fats and oils used as the oily solvent are not particularly limited. The oily solvent herein refers to a solvent that is not arbitrarily mixed with water. For example, glycerin fatty acid ester, hydrocarbon, ester and the like can be mentioned.

  These fats and oils may be composed of a single substance or may be a mixture of a plurality of substances, but should be used as an oily liquid formulation for manufacturing raw materials for various uses. Therefore, according to the study by the present inventors, it shows relatively excellent solubility in water-soluble organic solvents, is excellent in oxidation stability and low-temperature stability, is colorless and odorless, and is a food, drink, cosmetic, pharmaceutical product. Therefore, medium chain fatty acid triglycerides or fatty acid triglycerides mainly composed of these medium chain fatty acid triglycerides are preferable. The medium-chain fatty acid triglyceride herein is a fatty acid triglyceride having 8 to 12 carbon atoms, and particularly preferably a saturated fatty acid triglyceride having 8 to 10 carbon atoms. Further, the medium chain fatty acid triglyceride may be a single component whose carbon number is specified, or may be a mixture of a plurality of components having different carbon numbers.

  Next, the water-soluble organic solvent used as the solvent is not particularly limited, and suitable examples include alcohols, phenols, and carbonyl compounds.

  These water-soluble organic solvents may be composed of a single substance or a mixture of a plurality of substances, but are used as oily liquid preparations for manufacturing raw materials for various uses. Therefore, according to the study by the present inventors, it shows relatively excellent solubility in fats and oils, and is allowed to be used for a wide range of applications such as foods, cosmetics, and pharmaceuticals. Alternatively, a mixed solvent containing ethanol as a main component is preferable.

  In the invention of claim 1, “dissolution” in the case of “dissolving catechin in a mixture of oil and fat and a water-soluble organic solvent” refers to catechin observed with a normal optical microscope of about 15 × 100 times, for example. These particles are substantially not observed and are transparent when observed with the naked eye, and indicate a state where solute molecules are uniformly dispersed in a solvent to form a uniform system.

  Further, in the invention of claim 1, “substantially free of surfactant components such as an emulsifier” means that there is no surfactant component such as an emulsifier consciously added to the catechin preparation of the present invention. is there. Ingredients that inevitably enter these constituents, for example, surfactant components that remain or are not completely separated or mixed in the production process of fatty acid triglycerides or catechins may be included. Specifically, the components that may be included are glycerin, fatty acid, glycerin fatty acid ester, etc. remaining in or mixed in the fatty acid triglyceride during the production process of fatty acid triglyceride, and catechin during the production process of catechin. Ingredients such as proteins and carbohydrates remaining or mixed in can be exemplified.

  Next, when showing an example of the catechin preparation according to the inventions of claims 1 to 5, for example, epigallocatechin as catechin in a mixed solution of fatty acid triglyceride and ethanol mainly composed of medium chain fatty acid triglyceride or medium chain fatty acid triglyceride An oily liquid preparation in which crude catechin extracted from gallate (EGCg) or green tea is dissolved can be mentioned.

In the method for producing a catechin preparation according to the invention of claim 6, a water-soluble organic solvent is used as a solubilizer, specifically, catechin and a water-soluble organic solvent are mixed and dissolved uniformly using ultrasonic waves. Thereafter, the obtained solution and fats and oils are mixed, and in a sealed state so that the water-soluble organic solvent does not volatilize, it is characterized by being rapidly and uniformly dissolved for production.
The mixing ratio of the above catechin, water-soluble organic solvent, and fat / oil basically increases the concentration of catechin that can be dissolved as the concentration of the water-soluble organic solvent increases, and conversely, if the concentration of the water-soluble organic solvent decreases. The solubility of catechins decreases, but the mixing ratio for uniformly dissolving catechins without suspending or precipitating is limited as shown in the ternary diagram shown below.

The range of the mixing ratio is, for example, epigallocatechin gallate (EGCg) powder (trade name: Sunphenon EGCg manufactured by Taiyo Kagaku Co., Ltd.) as catechin, ethanol (manufactured by Nacalai Tesque) as a water-soluble organic solvent, and medium chain fatty acid as fat or oil. When triglyceride (Cognis brand name: DELIOS888, C8 body content 99wt% or more) is used, the ternary system diagram of Fig. 1 below (the ternary system diagram shows the concentration ratio of the three components in equilateral triangle coordinates) The vertex of the triangle is a point where each component is 100%, and one point in the coordinates corresponds to the length of the perpendicular drawn from that point to each side, corresponding to each component (the side where the perpendicular is drawn down) 3 is a diagram showing a three-component ratio with a concentration (mixing fraction) of a component whose apex indicates 100%.) In FIG. Only in the above-mentioned mixing ratio region, dissolution that meets the above definition of [0019] is exhibited. However, in the part other than the hatched part, a phenomenon such as suspension, precipitation or separation was observed, and it was determined that it did not dissolve according to the definition of [0019] above.
Incidentally, FIG. 1 was created as follows. Catechin and a water-soluble organic solvent are mixed in various proportions in which the water-soluble organic solvent is 0 to less than 100 weight parts with respect to 0 to 100 parts by weight of catechin, and obtained after uniformly dissolving using ultrasonic waves. 1 part by weight of the resulting solution and fats and oils are mixed in various proportions ranging from 0 to less than 100%, and rapidly and uniformly mixed in a sealed state so that the water-soluble organic solvent does not volatilize. Therefore, the result of determining the dissolution state was obtained by plotting the mixing ratio of the three components of catechin-water-soluble organic solvent-oil on the ternary system diagram and obtaining the dissolution region in FIG. Is the confirmed range.

  For example, epigallocatechin gallate (EGCg) powder (manufactured by Taiyo Kagaku Co., Ltd .: Sanphenon EGCg) as catechin, ethanol (manufactured by Nacalai Tesque) as a water-soluble organic solvent, and safflower oil (trade name, manufactured by Hayashi Chemical Co., Ltd.) as fats and oils : Safflower oil), dissolution was applied to the definition of [0019] only in the mixing ratio of the shaded area in the ternary diagram of FIG. At mixing ratios other than the shaded area, dissolution that falls within the definition of [0019], such as suspension, precipitation, or separation, cannot be recognized. In the three-component genealogy, the vertex of the triangle is usually a point where each component is 100%. However, in order to make it easier to see, FIG. 2 shows the mixing ratio of the other components except oil and fat (safflower oil) as 100%. Enlarged.

  For example, epigallocatechin gallate (EGCg) powder (trade name: Sanphenon EGCg manufactured by Taiyo Kagaku Co., Ltd.) is used as catechin, 1-butanol (manufactured by Nacalai Tesque) is used as the water-soluble organic solvent, and liquid paraffin (manufactured by Nacalai Tesque) is used as the fat and oil. In the case of using the product name (liquid paraffin), in the three-component system diagram of FIG. 3, only the mixing ratio in the shaded area exhibited dissolution that met the above definition of [0019]. At mixing ratios other than the hatched lines, the suspension does not exhibit dissolution that falls within the definition of [0019], such as suspension, precipitation, or separation. In the three-component genealogy, the vertex of the triangle is usually a point where each component is 100%. However, in order to make FIG. 3 easier to see, the mixing ratio of other components other than the oil and fat (liquid paraffin) being 100% is partially set. Enlarged.

  Depending on the combination of the types of catechins, fats and oils, and water-soluble organic solvents, the range of the mixing ratio of the three components in which catechins are dissolved varies, but in any combination, the range of dissolution is necessarily present, although it is limited.

Furthermore, a treatment method for mixing and dissolving catechin in a water-soluble organic solvent will be described.
Although there is no particular limitation, the dissolution treatment is preferably performed using a method such as mechanical means, shaking using ultrasonic waves, or stirring. There is no particular limitation on the contact treatment between the solution and the oil or fat, but it is preferably performed using a mechanical means, shaking, or a method such as stirring.

  Furthermore, during these dissolution and contact treatments, depending on the type of water-soluble organic solvent used, for example, when the water-soluble organic solvent is easily volatilized such as ethanol, it is preferably quickly sealed in a sealed state. It is better to do it. Since catechin is easily decomposed by oxygen or light in the air, it is preferably carried out under light-shielded conditions and in an inert gas atmosphere. By doing so, catechin can be more efficiently and uniformly dissolved in a mixture of fats and oils and a water-soluble organic solvent, and more accurate and reproducible production conditions can be established.

  The catechin preparation obtained as described above is an oily liquid preparation substantially consisting only of catechin, oil and fat and a water-soluble organic solvent, and water-soluble and easily oxidized catechin is an oil and fat and oil-soluble organic solvent as an oil solvent. It is very stably dissolved in the mixture. Moreover, the obtained catechin preparation has improved storage stability compared to a normal water-soluble preparation, and oxidation of the catechin during the handling of this catechin preparation is prevented as much as possible, resulting in the storage stability of catechin. The property is remarkably improved.

The catechin-containing antioxidant and storage stability improving preparation excellent in storage stability of the present invention is substantially free of surface active ingredients such as emulsifiers, is composed of catechin, fats and oils and a water-soluble organic solvent, and has excellent storage stability. Therefore, it is suitable for uses for the purpose of antioxidation or improvement of storage stability in many fields such as foods and drinks, cosmetics, and pharmaceuticals, and is extremely useful as a raw material for producing them. That is, foods and drinks, cosmetics, pharmaceuticals, industrial fuels, and other industrial products containing the catechin-containing antioxidant and storage-improving preparation of the present invention having excellent storage stability can be provided to the industry.
In addition, according to the method for producing a catechin-containing antioxidant and preservative-improving preparation of the present invention, as described above, a catechin-containing anti-oxidant and preservative-improving preparation that is useful and excellent in storage stability can be easily produced. It can contribute to the development of the world.

The catechin-containing antioxidant and storage stability-improving preparation excellent in storage stability of the present invention comprises fats and oils and a water-soluble organic solvent so that the mixing ratio of the dissolution region specified as the hatched portion in the ternary diagram of FIG. It is a catechin preparation substantially free from surfactant components such as emulsifiers, in which catechin is dissolved in a mixed solution.
The method for producing a catechin-containing antioxidant and preservation-improving preparation of the present invention comprises adding catechin and a water-soluble organic solvent to 1 part by weight of catechin so that the mixing ratio of the dissolution region specified in the ternary diagram of FIG. The water-soluble organic solvent is mixed at a mixing ratio of 1 to less than 100 parts by weight, and is uniformly dissolved using ultrasonic waves. It is characterized by being mixed at a mixing ratio and quickly and uniformly dissolved in a sealed state.

  As a catechin, 1 part by weight of epigallocatechin gallate (EGCg) powder (trade name: Sanphenon EGCg manufactured by Taiyo Kagaku Co., Ltd.), which is one of catechins, is weighed into a sample bottle, and ethanol (Nacalai) is placed in the sample bottle. 4 parts by weight of Tesque) were weighed and mixed, and the sample bottle was immersed in water filled in an ultrasonic cleaner (50 Hz, manufactured by Shindengen Kogyo Co., Ltd.) in a sealed state and dissolved uniformly. Thereafter, 19 parts by weight of medium-chain fatty acid triglyceride (trade name: DELIOS888, C8 body content: 99 wt% or more manufactured by Cognis Co., Ltd.) as an oil is weighed and mixed with 1 part by weight of the resulting solution. Using a stirrer, it was sealed so that ethanol would not volatilize, and in a state where it was shielded from light, the solution was stirred and dissolved under the conditions of 200 rpm and 0.5 hour to prepare liquid sample A (catechin 1% preparation). Immediately after production, according to the above definition of [0019], when observed with an optical microscope, no catechin particles were observed, and it was observed with the naked eye and exhibited a transparent state, confirming that catechin was “dissolved”.

In order to evaluate and confirm the antioxidant effect of the catechin preparation of the present invention (liquid sample A) produced as described above, the CDM test of the “stability test” of the standard fat analysis method (1996) (definition: sample is a reaction vessel) Then, clean air is fed in while heating to 120 ° C. Volatile decomposition products generated by oxidation are collected in water, and the time until the bending point at which the water conductivity changes rapidly is taken as the induction time. ) Was applied mutatis mutandis, and the deterioration start time (induction time) of the oil was measured as follows.
[Measurement 1]

Table 1 shows the results obtained by adding 0.5 parts by weight of liquid sample A of Example 1 (catechin 50 PPM in rapeseed oil) to 100 parts by weight of rapeseed oil (manufactured by Kanto Chemical Co., Ltd.) and measuring the induction time by the CDM test. Shown in
[Measurement 2]

Table 1 shows the results obtained by adding 1 part by weight of liquid sample A of Example 1 above to 100 parts by weight of rapeseed oil (manufactured by Kanto Chemical Co., Ltd.) (catechin 100 PPM in rapeseed oil) and measuring the induction time by the CDM test. .
[Measurement 3]

Table 1 shows the results obtained by adding 2 parts by weight of liquid sample A of Example 1 to 100 parts by weight of rapeseed oil (manufactured by Kanto Chemical Co., Ltd.) (catechin 200 PPM in rapeseed oil) and measuring the induction time by the CDM test.
[Measurement 4]

Table 1 shows the results obtained by adding 4 parts by weight of the liquid sample A of Example 1 to 100 parts by weight of rapeseed oil (manufactured by Kanto Chemical Co., Ltd.) (catechin 400 PPM in rapeseed oil) and measuring the induction time by the CDM test.
[Comparative Example 1]

Table 1 also shows the results of measuring the induction time by the CDM test when the liquid sample A is not added to the same rapeseed oil as in the above measurement 1 (rapeseed oil alone).
[Comparative Example 2]

0.02 parts by weight of dl-α tocopherol (VE) (manufactured by Kanto Chemical Co., Inc.) is added to 100 parts by weight of rapeseed oil as in Measurement 1 (dl-α tocopherol 200 PPM in rapeseed oil), and induced by the CDM test. The results of measuring time are shown in Table 1.
[Comparative Example 3]

  Result of adding 0.02 part by weight of butylhydroxytoluene (BHT) (manufactured by Kanto Chemical Co., Ltd.) to 100 parts by weight of rapeseed oil as in Measurement 1 (BHT is 200 PPM in rapeseed oil) and measuring the induction time by the CDM test Is shown in Table 1.

As is clear from Table 1 above, the catechin preparation (liquid sample A) which is the product of the present invention exhibits an induction time of about twice or more with respect to the oxidative deterioration of the rapeseed oil of Example 1 with no additive, for example. It showed strong antioxidant power. Further, it was clearly shown that the antioxidant power is stronger than those of Comparative Examples 2 and 3 of the same concentration of VE and BHT.

[Antimicrobial confirmation test]
For the catechin preparation of the present invention (liquid sample A) obtained in Example 1 above, the minimal inhibitory concentration (MIC) against Staphylococcus aureus and Escherichia coli was measured using the agar plate dilution method of the Journal of Japanese Society of Chemotherapy (1981). The results are shown in Table 2.

  From Table 2 above, the catechin preparation of the present invention (liquid sample A) showed a strong antibacterial activity against S. aureus and E. coli. Moreover, when the result of the antioxidant property and antibacterial property confirmation test evaluated about the liquid sample A is seen, it turns out that these effects are exhibited depending on the concentration of catechin contained. That is, the antioxidant / antibacterial effect is an effect of catechin, and the other two components, oil and water-soluble organic solvent, are not involved in the effect. Therefore, it is not necessary to perform measurement in all the prescription examples, and the effect can be extrapolated only from the catechin concentration of each prescription.

[Confirmation test for storage stability]
An aqueous solution in which EGCg having the same concentration as the catechin preparation of the present invention (liquid sample A) obtained in Example 1 was dissolved was prepared, and the liquid sample A obtained in Comparative Example 1 was an additive-free sample, and As Comparative Examples 2 and 3, 3 ml each of EGCg concentration 1% body samples (control aqueous solutions 1 to 4) obtained by dissolving EGCg in purified water were put in a test tube, and stored in a light-refrigerated storage, light-shielded room temperature conditions (storage temperature) 15 to 25 ° C), light-shielded at 40 ° C (storage temperature: 40 ° C) and non-light-shielded room temperature for 120 days, sampled on the 14th, 60th, and 120th days, respectively. Table 3 shows the results of measuring the EGCg concentration of the sample by high performance liquid chromatography (HPLC), examining the change with time of the EGCg concentration, and determining the residual ratio of EGCg with respect to the elapsed days.

From Table 3 above, the catechin preparation of the present invention (Liquid Sample A) showed a high residual ratio and high stability compared to the control aqueous solutions 1 to 4 having the same concentration. This is because water has a high diffusion rate due to its low viscosity and a large amount of dissolved oxygen, so that catechin is susceptible to oxidative decomposition. In contrast, the control aqueous solutions 1 to 4, which are a mixture of fats and oils and water-soluble organic solvents, have less dissolved oxygen than water, and have a high viscosity, so the diffusion rate is low, so the decomposition is suppressed. It is done.

  The catechin-containing antioxidant and preservative-improving preparation of the present invention does not substantially contain a surface active component such as an emulsifier, and is excellent in storage stability, so that it can be used in many fields such as food and drink, cosmetics, and pharmaceuticals. It is suitable for use for the purpose of antioxidation or storage stability, and can be used as a very useful raw material for its production.

It is a medium chain triglyceride-ethanol-EGCg ternary system diagram. It is the elements on larger scale of a safflower oil-ethanol-EGCg ternary system diagram. It is the elements on larger scale of a liquid paraffin-1-butanol-EGCg ternary system diagram.

Claims (10)

  An interface such as an emulsifier or the like, in which catechin is dissolved in a mixture of fat and water and a water-soluble organic solvent so that the mixing ratio of the fat and water and the water-soluble organic solvent and catechin is in the dissolution region specified in the three-component system diagram. A catechin-containing antioxidant and storage stability improving preparation excellent in storage stability, characterized by not containing an active ingredient.   The catechin-containing antioxidant and storage stability improving preparation excellent in storage stability according to claim 1, wherein the catechin is crude catechin extracted from epigallocatechin gallate (EGCg) or green tea.   The catechin-containing antioxidant and storage stability-improving preparation excellent in storage stability according to claim 1, wherein the fat is mainly composed of medium-chain fatty acid triglycerides or the medium-chain fatty acid triglycerides.   The catechin-containing antioxidant and storage stability improving preparation excellent in storage stability according to claim 1, wherein the water-soluble organic solvent is ethanol.   Fats and oils are mainly composed of medium chain fatty acid triglycerides or medium chain fatty acid triglycerides, the water-soluble organic solvent is ethanol, and catechin is crude catechin extracted from epigallocatechin gallate (EGCg) or green tea, The catechin-containing antioxidant and storage stability improving preparation excellent in storage stability according to claim 1, wherein catechin is dissolved in a mixed solution of a chain fatty acid triglyceride and ethanol.   The fat, water-soluble organic solvent, and catechin are mixed with catechin and water-soluble organic solvent so that the mixing ratio of the dissolution region specified in the ternary system diagram is obtained, and uniformly dissolved using ultrasound. A method for producing a catechin-containing antioxidant and preservative-improving preparation, characterized in that the solution is mixed with oil and fat and rapidly and uniformly dissolved in a sealed state.   The method for producing a catechin-containing antioxidant and storage stability improving preparation excellent in storage stability according to claim 6, wherein the catechin is epigallocatechin gallate (EGCg) or crude catechin extracted from green tea.   The method for producing a catechin-containing antioxidant and preservative-improving preparation excellent in storage stability according to claim 6, wherein the fat is mainly composed of a medium-chain fatty acid triglyceride or the medium-chain fatty acid triglyceride.   The method for producing a catechin-containing antioxidant and storage stability improving preparation excellent in storage stability according to claim 6, wherein the water-soluble organic solvent is ethanol.   A water-soluble organic solvent is mixed at a mixing ratio of 1 to less than 100 parts by weight with respect to 1 part by weight of catechin, and is uniformly dissolved using ultrasonic waves. The method for producing a catechin-containing antioxidant and storage stability-improving preparation excellent in storage stability according to claim 6, wherein the preparation is mixed at a mixing ratio of less than 100 parts by weight and rapidly and uniformly dissolved in a sealed state.

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