Poorly water-soluble substances contain preservatives

Abstract

To effectively blend a poorly water-soluble component with a low degree of solubility with a water-containing processed food containing water.SOLUTION: The present invention relates to a poorly water-soluble substance-containing preparation in which a water-diluted liquid prepared by diluting using water with a 10-100000-fold dilution factor has an average emulsified particle diameter of 60 nm or less, or a water-diluted liquid prepared by diluting using water with a 10-100000-fold dilution factor has an average dispersed particle diameter of 150 nm or less.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a preparation containing a poorly water-soluble substance, which can be effectively added and blended into processed foods containing water. [Background technology]

[0002] Dietary nutrients, such as vitamins, can be broadly divided into two categories: water-soluble and water-insoluble. While beverages and other processed foods contain a large amount of water, easily incorporating water-soluble ingredients such as vitamin C into them. However, poorly water-soluble ingredients such as vitamin E, coenzyme Q10, curcumin, and astaxanthin, when incorporated directly, tend to float or precipitate, necessitating formulation processing such as emulsification and dispersion. The stability of an emulsion or dispersion is inversely proportional to the square of the particle size of the ingredient, as known as Stokes' equation. Therefore, to stably incorporate poorly water-soluble substances into processed foods, formulations with smaller particle sizes are required. Furthermore, Desai et al. have discussed the effective cellular uptake of small emulsion particles using emulsified bovine serum albumin particles (Non-Patent Document 1), and similar effects are expected for poorly water-soluble substances.

[0003] Regarding the microparticulation of such poorly water-soluble substances, technologies have been published that combine emulsifiers such as polyglycerol fatty acid esters, sugar esters, and lecithin with polyhydric alcohols to microparticulate poorly water-soluble substances such as curcumin and coenzyme Q10. However, the particle sizes specifically disclosed are those of the original solution, which do not reflect the blending state in processed foods, and even in the case of diluted solutions that take blending into consideration, the particle sizes are 100 nm or more in emulsion systems and 200 nm or more in dispersion systems, and neither of these can be considered sufficient microparticulation technologies (Patent Documents 1 to 3).

[0004] Furthermore, a technology has been published in which coenzyme Q10 emulsion particles have been refined to 65.5 nm by combining polyglycerin fatty acid esters, sugar esters, lecithin with monoglycerides (Patent Document 4), and a technology has been published in which curcuminoids have been refined to 190 nm by using thickening polysaccharides such as gum ghatti (Patent Document 5). However, neither of these technologies takes into consideration the incorporation into processed foods, or the stability after incorporation is sufficient, making them insufficient as micronization technologies.

[0005] Furthermore, formulation technologies have been published that solubilize poorly water-soluble substances using amphipathic solvents such as polysorbates, polyethylene glycols, and alcohols, but all of these technologies only mention the particle size of the solubilized formulation and do not take into account incorporation into processed foods, or they have investigated formulations with high concentrations of around 20%, which cannot be considered realistic formulations (Patent Documents 6 to 8). [Prior art documents] [Non-patent literature]

[0006] [Non-Patent Document 1] MP Desai et al, Pharmaceutical Res. 14, 1568 (1997) [Patent documents]

[0007] [Patent Document 1] Japanese Patent Application Laid-Open No. 2009-201371 [Patent Document 2] Special Publication No. 2006-134970 [Patent Document 3] Japanese Patent Application Laid-Open No. 2013-56858 [Patent Document 4] Japanese Patent Application Laid-Open No. 2008-245588 [Patent Document 5] Japanese Patent Application Laid-Open No. 2014-118391 [Patent Document 6] Special Publication No. 2012-510466 [Patent Document 7] Japanese Patent Application Laid-Open No. 2016-505579 [Patent Document 8] Japanese Patent Application Laid-Open No. 2016-34918 Summary of the Invention [Problem to be solved by the invention]

[0008] An object of the present invention is to provide a preparation containing a poorly water-soluble substance that can effectively incorporate a poorly water-soluble component into a processed food containing water. [Means for solving the problem]

[0009] As a result of intensive research conducted by the present inventors to solve the above-mentioned problems, they discovered that poorly water-soluble substances can be effectively incorporated into processed foods containing water, by using a poorly water-soluble substance-containing preparation in which, when the preparation is an emulsion system, the average emulsified particle size of the water-diluted product is 60 nm or less, and when the preparation is a dispersion system, the average dispersed particle size of the water-diluted product is 150 nm or less, and in particular by using a preparation containing one or more emulsifiers having an HLB of 10 to 16 and / or water and a polyhydric alcohol as the continuous phase, and thus completed the present invention.

[0010] That is, the poorly water-soluble substance-containing formulation of the present invention is an emulsion-type poorly water-soluble substance-containing formulation, characterized in that the average emulsified particle size of the water-diluted solution obtained by diluting the formulation with water at a dilution ratio of 10 to 100,000 times is 60 nm or less, and a dispersion-type poorly water-soluble substance-containing formulation, characterized in that the average dispersed particle size of the water-diluted solution obtained by diluting the formulation with water at a dilution ratio of 10 to 100,000 times is 150 nm or less, and particularly relates to a poorly water-soluble substance-containing formulation containing one or more emulsifiers having an HLB of 10 to 16 and / or water and a polyhydric alcohol as a continuous phase, and is superior in appearance to conventional poorly water-soluble substance formulation technologies in terms of incorporation and penetration in processed foods containing water, and is a novel technology characterized by the ability to effectively add and incorporate poorly water-soluble substances in the field of processed foods containing water. [Effects of the Invention]

[0011] The present invention has excellent compatibility and penetration in appearance of processed foods containing water, and can effectively add and blend poorly water-soluble substances in the field of processed foods containing water. DETAILED DESCRIPTION OF THE INVENTION

[0012] The poorly water-soluble substance used in the present invention is not particularly limited in type as long as it is usable as a food or food additive, but examples include curcuminoids, isoprenoid quinones, tocopherols, carotenoids, etc., and one or more of these can be used.

[0013] The content of the poorly water-soluble substance in the poorly water-soluble substance-containing preparation of the present invention is preferably 0.05 to 40% by weight, more preferably 0.1 to 35% by weight, and even more preferably 0.2 to 30% by weight, based on the total weight of the preparation. If the amount is less than 0.05% by weight, the effect of the addition will be insufficient, while if it exceeds 40% by weight, the viscosity of the preparation will increase, which is undesirable.

[0014] One embodiment of the poorly water-soluble substance-containing preparation of the present invention is an emulsion-based poorly water-soluble substance-containing preparation, which is usually diluted before use, and the preparation is diluted with water at a dilution ratio of 10 to 100,000 times, preferably 20 to 50,000 times, to have an average emulsion particle size of 60 nm or less. In the case of an emulsion-based preparation, if the average emulsion particle size exceeds 60 nm, the effectiveness of incorporation into processed foods will decrease, which is undesirable. The average emulsion particle size can be measured by laser light scattering.

[0015] Another embodiment of the poorly water-soluble substance-containing preparation of the present invention is a poorly water-soluble substance-containing dispersion preparation that contains a poorly water-soluble substance and is typically diluted before use. The preparation is diluted with water at a dilution ratio of 10 to 100,000 times, preferably 20 to 50,000 times, to have an average dispersed particle size of 150 nm or less. In the case of a dispersion, a particle size exceeding 150 nm is undesirable because the effect of incorporation into processed foods decreases. The average dispersed particle size can be measured by laser light scattering.

[0016] The emulsifier used in the present invention can be any type that is used in foods. Examples include polyglycerol esters, monoglycerol esters, sugar esters, sorbitan esters, lecithins, thickening polysaccharides, etc. These can be added alone or in combination of two or more types. Among these, emulsifiers with an HLB of 10 to 16 are preferred. Emulsifiers with an HLB of less than 10 or more than 16 may not exhibit sufficient emulsifying and dispersing properties and are therefore not preferred. Here, HLB indicates the hydrophilic-hydrophobic balance used in the field of surfactants, and for example, the following calculation formula (Kawakami formula) can be used. HLB = 7 + 11.7 log(M W / M O ) where M W is the molecular weight of the hydrophilic group, M O is the molecular weight of the hydrophobic group. Alternatively, the HLB value listed in the catalog may be used.

[0017] The content of the emulsifier used in the present invention is preferably 0.01 to 40% by weight, more preferably 0.1 to 35% by weight, and even more preferably 0.5 to 30% by weight, based on the total weight of the formulation. If the amount is less than 0.01% by weight, the emulsifying and dispersing effects will be insufficient, while if it exceeds 40% by weight, problems such as an increased viscosity of the formulation or a limited amount of poorly water-soluble substances will occur, which is undesirable.

[0018] In the preparation containing a poorly water-soluble substance of the present invention, the continuous phase is an aqueous phase component (aqueous solvent), preferably water. In this case, it is preferable to add a polyhydric alcohol to the aqueous phase component for the purposes of adjusting the interfacial tension and assisting the dissolution of the emulsifier.

[0019] The polyhydric alcohol used in the present invention may be any type that is used in foods, such as propylene glycol, glycerin, maltitol, reduced starch syrup, lactitol, palatinite, erythritol, mannitol, sorbitol, etc. These may be added alone or in combination of two or more. Among these, glycerin is most preferred in terms of ensuring the fluidity of the composition.

[0020] The content of the polyhydric alcohol used in the present invention is preferably 0.01 to 70% by weight, more preferably 0.05 to 65% by weight, and even more preferably 0.1 to 60% by weight, based on the total weight of the preparation. If the amount is less than 0.01% by weight, a stable preparation may not be obtained, while if it exceeds 70% by weight, problems such as a limitation on the amount of poorly water-soluble substances that can be added may occur, which is undesirable.

[0021] The preparation containing a poorly water-soluble substance of the present invention can be blended with known food or food additive raw materials as long as the effects of the present invention are not impaired. For example, base components such as oils, alcohols, and waxes can be blended, and additive components such as preservatives, flavorings, chelating agents, antioxidants, specific gravity adjusters, and viscosity adjusters can be blended.

[0022] The machinery used to produce the formulation containing a poorly water-soluble substance of the present invention is not particularly limited, and machines such as mixers, agitators, dispersers, homomixers, homogenizers, high-pressure homogenizers, ultra-high-pressure homogenizers, ball mills, colloid mills, planetary mills, and wet OB mills can be used alone or in combination.

[0023] Although the method for producing the formulation containing a poorly water-soluble substance of the present invention is not necessarily limited, one suitable production method is to first emulsify and disperse the poorly water-soluble substance and other ingredients of the formulation in a continuous phase using a homomixer, homogenizer, ultrasound, etc. (for example, homogenization treatment is performed using a homomixer at 4000-6000 rpm for 30-60 minutes), and then subject the mixture to high-pressure homogenization treatment at 30-70 MPa, repeated 4-10 times. By using this method, it is possible to efficiently produce a formulation containing a poorly water-soluble substance that, when diluted with water, exhibits a dispersed phase with the average particle size specified in the present invention.

[0024] The form of the poorly water-soluble substance-containing preparation of the present invention is not particularly limited as long as it does not impair the effects of the present invention. In typical preparation methods, the preparation is often in the form of a liquid preparation, but it can also be used by mixing an excipient and powdering it by spray drying or freeze drying. [Example]

[0025] The present invention will now be described in detail with reference to examples, but the present invention is not limited to these examples.

[0026] [Example 3, Reference examples 1~3 , Comparative Examples 1 to 4] In the present Examples, Comparative Examples, and Reference Examples, the polyglycerin fatty acid esters used were Decaglyn 1-SV (product name: decaglycerin monostearate), Decaglyn 1-PV EX (product name: decaglycerin monopalmitate), and Decaglyn 1-L (product name: decaglycerin monolaurate), the sorbitan fatty acid esters used were TL-10 (product name: polysorbate 20) and SP-10V (product name: sorbitan monopalmitate) (all manufactured by Nikko Chemicals), and the lecithin used was SLP Paste Lyso (manufactured by Tsuji Oil Mills).

[0027] [Preparation Example: Preparation of Turmeric Extract] 1 kg of dried turmeric rhizome was crushed in a hammer mill, and 10 times the volume of ethanol was added to the crushed rhizome, followed by a 24-hour soaking treatment in a cool, dark place. After soaking, the solution was filtered and the solvent was removed using a rotary evaporator. 10 times the volume of water was added to the resulting extract, which was then thoroughly stirred. The precipitate was then filtered and collected. This precipitate was thoroughly dried in an oven at 70°C and then crushed in a ball mill, yielding 130 g of turmeric extract containing 95% curcuminoids.

[0028] [ Reference example 1 , Comparative Example 1: Turmeric extract preparation] The turmeric extract containing 95% curcuminoid was blended according to the composition shown in Table 1, and homogenized using a homomixer at 6000 rpm for 30 minutes to prepare Comparative Example 1. Reference example 1 Regarding the above, it was further crushed using 2mm zirconia beads, 0.3mm zirconia beads, and 0.03mm zirconia beads in a planetary ball mill, Reference example 1 Thus, a turmeric extract preparation containing the above ingredients was obtained.

[0029] [ Reference example 2. Comparative Example 2: Coenzyme Q10 preparation Coenzyme Q10 (manufactured by Kaneka Corporation) was used to compound the ingredients shown in Table 1, and the mixture was homogenized using a homomixer at 6000 rpm for 30 minutes to prepare Comparative Example 2. Reference example Regarding 2, the sample was further subjected to six high-pressure homogenization treatments under the condition of 60 MPa.

[0030] [Example 3, Comparative Example 3: Mixed Tocopherol Preparation] Mixed tocopherol (manufactured by Mitsubishi Chemical Foods Corporation) containing 70% tocopherol was used to compound the ingredients shown in Table 1, and the mixture was subjected to homogenization treatment at 6000 rpm for 30 minutes using a homomixer to prepare Comparative Example 3. Example 3 was further subjected to high-pressure homogenization treatment four times under conditions of 60 MPa.

[0031] [Reference example 3 , Comparative Example 4: Astaxanthin preparation] The composition shown in Table 1 was prepared using oil containing 12.5% ​​astaxanthin (manufactured by Biogenic Co., Ltd.), and the mixture was homogenized using a homomixer at 6000 rpm for 30 minutes to prepare Comparative Example 4. 3 Regarding the sample, it was further subjected to six high-pressure homogenization treatments under the condition of 60 MPa.

[0032] [Particle size measurement] Example 3, Reference examples 1~3 Each of the preparations of Comparative Examples 1 to 4 was diluted with water to a concentration of 0.1%, and the average particle size (nm) was measured by the laser light scattering method.

[0033] [Dispersion liquid appearance evaluation] Example 3, Reference examples 1~3 The appearance of the water diluted solutions of Comparative Examples 1 to 4 was checked and evaluated according to the following criteria. ⊚: High transparency, preferably very little effect on appearance from water, which is the solvent. Good: Transparent, and little effect on appearance from water as a solvent. Δ: Cloudiness is felt, and the appearance is affected by water, which is the solvent. ×: Clearly cloudy, with a large impact on appearance.

[0034] [Table 1]

[0035] As is clear from Table 1, in the case where the preparation is an emulsion type, the average particle size of the water-diluted product is 60 nm or less, and in the case where the preparation is a dispersion type, the average particle size of the water-diluted product is 150 nm or less. 3 and Reference Examples 1 to 3 had little effect on the clarity of the dilution water and showed good compatibility.

[0036] [Example 5, Comparative Example 5: Evaluation of coloring of takuan] Reference example 1Each formulation of Comparative Example 1 was added at 1% to commercially available lightly pickled vegetables, and these were used as Example 5 and Comparative Example 5, respectively. Then, radishes cut with a knife were soaked in each solution, and the coloring state was visually confirmed. It was clear that Example 5 showed a faster coloring rate and good penetration into the radish tissue.

[0037] [Example 6, Comparative Example 6: Evaluation of coloring of kamaboko] Reference example 3 Each of the formulations of Comparative Example 4 and Comparative Example 4 was diluted with water to 1% to prepare Example 6 and Comparative Example 6, respectively. Then, commercially available white kamaboko was cut with a knife and immersed in each solution, and the coloring state was visually confirmed. It was clear that Example 6 colored faster and showed good coloring properties for the kamaboko.

Claims

1. An emulsion-based poorly water-soluble substance-containing preparation containing a poorly water-soluble substance, the average emulsion particle size of the water-diluted solution obtained by diluting the formulation with water at a dilution ratio of 10 to 100,000 times is 60 nm or less; the poorly water-soluble substance is a tocopherol, the content of the poorly water-soluble substance is 8 to 40% by weight based on the total weight of the preparation; Contains one or more emulsifiers having an HLB of 10 or more and 16 or less, the content of the emulsifier is 0.01 to 40% by weight based on the total weight of the formulation; The formulation contains, as a continuous phase, water and a polyhydric alcohol, The polyhydric alcohol is selected from the group consisting of propylene glycol, glycerin, maltitol, reduced starch syrup, lactitol, palatinit, erythritol, mannitol, and sorbitol; The preparation contains a poorly water-soluble substance, the preparation comprising a medium-chain fatty acid triglyceride.

2. 2. The preparation containing a poorly water-soluble substance according to claim 1, wherein the polyhydric alcohol is glycerin.

3. 3. The preparation containing a poorly water-soluble substance according to claim 1, wherein the content of the polyhydric alcohol is 50 to 60% by weight based on the total weight of the preparation.

4. 3. The preparation containing a poorly water-soluble substance according to claim 1, wherein the emulsifier having an HLB of 10 or more and 16 or less is a polyglycerin fatty acid ester and / or a sorbitan fatty acid ester.

5. A formulation containing a poorly water-soluble substance as described in claim 4, wherein the polyglycerin fatty acid ester is at least one selected from the group consisting of decaglycerin monostearate, decaglycerin monopalmitate, and decaglycerin monolaurate.

6. 5. The preparation containing a poorly water-soluble substance according to claim 4, wherein the sorbitan fatty acid ester is polysorbate 20 or sorbitan monopalmitate.

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