JPWO2006035900A1 - Coenzyme Q10-containing emulsion composition - Google Patents

Abstract

The present invention provides an emulsified composition containing coenzyme Q10 and excellent in storage stability, solubility in water and dispersibility. The present invention also provides an emulsified composition having coenzyme Q10 and excellent absorbability in the body. The emulsified composition of the present invention can be prepared by emulsifying coenzyme Q10 in a specific ratio of water using a specific ratio of medium-chain triglyceride, a surfactant, and a polyhydric alcohol.

Description

The present invention relates to an emulsion composition containing Coenzyme Q _10. More particularly, the present invention is excellent in storage stability, also relates to solubility or excellent coenzyme Q ₁₀ containing emulsion compositions dispersible in water. The invention further bioabsorbable relates excellent Coenzyme Q ₁₀ containing emulsion composition bioabsorbable particularly by oral administration.

The present invention, various products containing such coenzyme Q ₁₀ containing emulsion composition, an aqueous liquid products in particular Coenzyme Q ₁₀ containing emulsion composition is solubilized or dispersed in water. The present invention relates to a method of increasing the systemic absorption of the coenzyme Q _10, and to a method of increasing the body antioxidant capacity.

Coenzyme Q ₁₀ is present more in the mitochondria of eukaryotic cells as ATP indispensable (adenosine triphosphate) production components in vivo, it is said that an essential component of biological energy production.

  In addition, it is known to exhibit an excellent antioxidant function in vivo, and so-called diseases such as myocardial infarction, hypertension, angina pectoris, and cancer, which are considered to be associated with active oxygen in vivo. It is expected to have a preventive effect on diseases called lifestyle-related diseases. Furthermore, it has preventive effects on various diseases such as brain diseases such as Alzheimer, Parkinson's disease, and depression, gingival periodontal disease, and muscular dystrophy, as well as anti-obesity effects and anti-aging effects by promoting metabolism. It is said that there is.

Some of the demand in vivo of coenzyme Q ₁₀ is being covered by the endogenous synthesis, otherwise are taken from food. It is known that the amount of in vivo synthesis decreases with age. Since the amount obtained from food is negligible, the total amount of coenzyme Q ₁₀ to be eventually covered in vivo, and to decrease with age. Therefore, for the purpose of supplementing the amount of synthesis in the body, at present, it is actively taken from outside the body, for example, as a supplement.

Coenzyme _{Q 10} is a material of the oil-soluble. Therefore, sealed or not was present oral dosage form of coenzyme Q ₁₀ supplements on the market are basically the crystal powder of coenzyme Q ₁₀ is dissolved in the dispersion or fat to fat, or a crystalline powder of coenzyme Q ₁₀ in the capsule Most of them have been done. However, even when ingested in such a state, it has been found that the absorption rate into the body, especially the effective utilization rate (bioavailability) in the fasting in the body is very low.

Conventionally, the fat-soluble components such as coenzyme Q _10, water-soluble food, as a method of blending stably pharmaceuticals or cosmetics, the method has been employed that generally emulsification and solubilization. Specifically, a method in which a fat-soluble component is dissolved in an oily solvent such as edible oil, and this is mixed with an aqueous solvent in which a surfactant is dissolved to be emulsified and solubilized can be exemplified.

  As a method of emulsifying or solubilizing a fat-soluble component to obtain a water-soluble preparation, more specifically, for example, a method of high-pressure treatment of a fat-soluble substance together with an emulsifier, a polyhydric alcohol and water (Patent Document 1), A method of solubilizing, emulsifying or dispersing a fat-soluble component (water-insoluble substance) in water or a polyhydric alcohol using a polyglycerin fatty acid ester and a sucrose fatty acid ester (Patent Document 2), a film-forming molecule (phospholipid) ) Is dissolved in an emulsification aid and an oil component, and this is added to an aqueous phase to emulsify (Patent Document 3), and a fat-soluble component (ceramide) is an ester of a fatty acid having 8 to 10 carbon atoms and a polyglycerol. A method of dispersing in a water-based solvent using a fatty acid having 12 to 18 carbon atoms and an ester of polyglycerin (Patent Document 4), plant sterol and / or plant sterol fatty acid ester The oil phase is emulsified in an aqueous phase using enzyme-treated egg yolk as an emulsifier (Patent Document 5), and a fat-soluble component (water-insoluble substance) is mixed with polyglycerin fatty acid ester, polyhydric alcohol and water. Examples include solubilization methods (Patent Document 6) and fat-soluble components emulsified using an oil phase component, a polyhydric alcohol and an emulsifier (Patent Documents 7 and 8).

However, there are various types of fat-soluble components, including solubility in water, and their properties and characteristics vary depending on the types of fat-soluble components. Therefore, it is necessary to specifically examine the emulsification / solubilization method in accordance with the properties and characteristics of the target fat-soluble component, and to establish a suitable method for each fat-soluble component. In addition, when the fat-soluble component has a physiological activity, in addition to the solubility in water, in order to make maximum use of the physiological activity of the fat-soluble component, the absorbability into the living body is improved and improved. It is also necessary to let them.
JP 2000-212066 A JP 2003-284510 A JP-T-2002-514394 JP 2003-113393 A JP 2002-171931 A Japanese Patent Laid-Open No. Sho 62-250941 JP 2003-238396 A JP 2003-300870 A

The present invention is excellent in storage stability, and also aims to provide a coenzyme Q ₁₀ containing emulsion composition excellent in solubility or dispersibility in water. Further, the present invention aims to provide an absorbent, coenzyme Q ₁₀ containing emulsion composition particularly excellent in oral absorption into the living body. The present invention aims at providing a liquid product of various products, particularly aqueous, containing the coenzyme Q ₁₀ stably. Furthermore, the present invention is, for coenzyme Q _10, a method of improving improve the solubility or dispersibility in the emulsion stability and water, a method of improving improve bodily absorbability, and a method for improving the in-vivo antioxidant capacity The purpose is to provide.

The present inventors have had extensive studies in order to achieve the above object, relative coenzyme Q _10, a specific amount of medium chain triglyceride, a surfactant, it was prepared by blending together the polyhydric alcohol and water It has been found that the emulsified composition is excellent in compatibility with water and dissolves or disperses with high transparency when mixed with water. Furthermore, the emulsified composition was excellent in storage stability, and it was confirmed that the above effect was stably maintained even after long-term storage. The present inventors have found that the above-described a composition coenzyme Q ₁₀ containing emulsion composition, bioabsorbable, excellent in vivo absorbability particularly by oral administration, has been found to work effectively in the body antioxidant. The present invention has been completed based on these findings.

  That is, the present invention includes the following aspects.

(1) Emulsion composition Item 1. Water containing coenzyme Q ₁₀ , medium chain triglyceride, surfactant, polyhydric alcohol and water, 1-10 parts by weight of medium chain triglyceride to 10 parts by weight of coenzyme Q ₁₀ , 100% by weight of composition The emulsion composition whose ratio is 10 to 40 weight%.
Item 2. Item 5. The emulsion composition according to Item 1, wherein the ratio of water to 10 parts by weight of Coenzyme Q ₁₀ is 10 to 40 parts by weight.
Item 3. The medium chain triglyceride is at least one selected from the group consisting of caproic acid triglyceride, caprylic acid triglyceride, capric acid triglyceride, lauric acid triglyceride, caproic acid / caprylic acid mixed triglyceride, and caproic acid / caprylic acid / lauric acid mixed triglyceride Item 3. The emulsion composition according to Item 1 or 2, wherein
Item 4. Item 4. The surfactant according to any one of Items 1 to 3, wherein the surfactant is at least one selected from the group consisting of glycerin fatty acid ester of HLB 10 or higher, sucrose fatty acid ester, lecithin, enzymatically decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin. Emulsified composition.
Item 5. Item 5. The emulsion composition according to any one of Items 1 to 4, wherein the ratio of the surfactant to 10 parts by weight of Coenzyme Q ₁₀ is 5 to 20 parts by weight.
Item 6. Item 6. The surfactant according to any one of Items 1 to 5, wherein the surfactant is a combination of at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin and a glycerin fatty acid ester of HLB 10 or more. Emulsified composition.
Item 7. A term containing at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin in a total amount of 0.01 to 5% by weight and glycerin fatty acid ester in a proportion of 5 to 20% by weight 6. The emulsion composition according to 6.
Item 8. Item 8. A solid emulsion composition prepared by solidifying the emulsion composition according to any one of Items 1 to 7.

(2) Item 9 containing an emulsified composition Item 10. A product containing the emulsion composition according to any one of Items 1 to 8.
Item 10. Item 10. The product according to Item 9, which is an aqueous product prepared by solubilizing or dispersing the emulsion composition according to any one of Items 1 to 8.
Item 11. Item 11. The product according to Item 9 or 10, wherein the product is any one of food, pharmaceuticals, quasi drugs, cosmetics, and feed.
Item 12. Item 11. The product according to Item 9 or 10, which is a food, drug or quasi drug used for humans.

(3) a method of Coenzyme Q ₁₀ is solubilized or dispersed in a transparent state in water in claim 13. The emulsified composition according to any one of claim 1 to 8, characterized in that solubilized or dispersed in water, a method for solubilizing or dispersing the coenzyme Q ₁₀ in a transparent state in water.

(4) The method claim 14 to increase the systemic absorption of coenzyme _{Q 10.} In oral compositions containing Coenzyme Q _10, a medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and water were blended, 1-10 weight ratio of medium-chain triglycerides for coenzyme Q _{10 10} parts by weight the parts, a method of enhancing the absorbability of coenzyme Q ₁₀ in the body of an oral dosage composition containing a coenzyme Q _10.
Item 15. Said orally administered composition, the medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and oral compositions containing water, in which further the solid by solid process, claim 14, wherein Method.
Item 16. Oral dosage compositions are an oral dosage composition for use in humans, a method of increasing the absorption of coenzyme Q ₁₀ in human body, the method described in claim 14 or 15.
Item 17. The medium chain triglyceride is at least one selected from the group consisting of caproic acid triglyceride, caprylic acid triglyceride, capric acid triglyceride, lauric acid triglyceride, caproic acid / caprylic acid mixed triglyceride, and caproic acid / caprylic acid / lauric acid mixed triglyceride Item 17. The method according to any one of Items 14 to 16, wherein
Item 18. Item 18. The surfactant according to any one of Items 14 to 17, wherein the surfactant is at least one selected from the group consisting of glycerin fatty acid ester of HLB 10 or more, sucrose fatty acid ester, lecithin, enzymatically decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin. how to.
Item 19. Item 19. The method according to any one of Items 14 to 18, wherein the ratio of the surfactant to 10 parts by weight of Coenzyme Q ₁₀ is 5 to 20 parts by weight.
Item 20. Item 20. The surfactant according to any one of Items 14 to 19, wherein the surfactant is a combination of at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin and a glycerol fatty acid ester of HLB 10 or higher. how to.
Item 21. A term containing at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin in a total amount of 0.01 to 5% by weight and glycerin fatty acid ester in a proportion of 5 to 20% by weight The method according to any one of 14 to 20.

(5) The method claim 22 to increase the body antioxidant capacity of coenzyme _{Q 10.} In oral compositions containing Coenzyme Q _10, a medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and water were blended, 1-10 weight ratio of medium-chain triglycerides for coenzyme Q _{10 10} parts by weight characterized in that the parts, a method of increasing the body antioxidant capacity for oral compositions containing coenzyme Q _10.
Item 23. Said orally administered composition, the medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and oral compositions containing water, in which further the solid by solid process, claim 22, wherein Method.
Item 24. Item 24. The method according to Item 22 or 23, wherein the composition for oral administration is an composition for oral administration used for humans, which is a method for enhancing antioxidant power in the human body.

(6) Use of medium chain triglyceride, surfactant, polyhydric alcohol and water 25. In the manufacture of solubility and high dispersibility coenzyme Q ₁₀ containing emulsion composition in water, medium chain triglycerides, surfactants, use of a polyhydric alcohol and water.
Item 26. In the manufacture of the body highly absorbent coenzyme Q ₁₀ containing emulsion composition, medium chain triglycerides, surfactants, use of a polyhydric alcohol and water.
Item 27. Item 27. The use according to Item 26, wherein the absorbability in the body is absorbability in the human body.

(7) Antioxidant Item 28. The antioxidant which uses the emulsion composition in any one of Claims 1 thru | or 8 as an active ingredient.

According to coenzyme Q ₁₀ containing emulsion composition of the present invention, the compatibility with water is high, the water was well dissolved or dispersed, can be prepared a clear aqueous solution containing Coenzyme Q _10. Further coenzyme Q ₁₀ containing emulsion composition of the present invention is excellent in storage stability, it is maintained for a long period of time the effect. The Coenzyme Q ₁₀ containing emulsion composition of the present invention is characterized of excellent absorption into the living body. Further coenzyme Q ₁₀ containing emulsion composition of the present invention, since an excellent absorption into the living body, has a characteristic that exhibits an excellent body antioxidant activity.

Thus, coenzyme Q ₁₀ containing emulsion composition of the present invention, for example, foods containing water, cosmetics, pharmaceuticals, without adversely affecting the properties and quality of the products in aqueous products such as quasi-drugs and feed , Can be used stably. Further, since the composition is enhanced bioabsorbable of coenzyme Q _10, food, cosmetics, pharmaceuticals, in quasi-drugs and feed, can be sufficiently exhibited physiologically active having a coenzyme Q ₁₀ It becomes.

Emulsion composition (Example 6: - ● -, Comparative Example 6: - △ -) and shows the results of measured over time serum coenzyme Q ₁₀ concentration when administered orally (ng / ml) in rats (Experiment Example 3). CoQ ₁₀ 30 mg-containing beverage (test food 1) (Group A:-●-), CoQ ₁₀ 60 mg-containing beverage (test food 2) (Group B:-▲-), CoQ ₁₀ 100 mg-containing capsule (test food 3) (C group: - ■ -), and _{Co 10} free beverages (test food 4) (D group: - ◆ -) and when was ingested into the human, serum coenzyme _{Q 10} concentration (mg / L) over time The measurement results are shown (Experimental Example 4). CoQ ₁₀ 30 mg-containing beverage (test food 1) (Group A:-▲-), CoQ ₁₀ 60 mg-containing beverage (test food 2) (Group B:-●-), and CoQ ₁₀ 100 mg-containing capsule (Test food 3) ( The result of having measured the antioxidant power (microEq / L) in serum at the time of ingesting C group:-■-) to a human is shown (Experimental example 4).

(1) coenzyme Q ₁₀ emulsion composition containing the emulsion composition present invention, in addition to coenzyme Q _10, comprising medium chain glycerides, surfactants, polyhydric alcohol and water.

Here Coenzyme Q ₁₀ is a ubiquinones 2,3-dimethoxy-5-methyl-6-polyprenyl-1,4-isoprenoid chains of the side chains of Ben'okinon (n) is 10, also known as ubidecarenone, coenzyme It is a fat-soluble component also called Q ₁₀ , CoQ ₁₀ , or coenzyme UQ ₁₀ .

Its origin and production method as long Coenzyme Q ₁₀ used in the present invention is a dose or edible coenzyme Q ₁₀ as a pharmaceutical or food is not limited in any way. For example, it can be produced by the method described in JP-A No. 54-122955 or JP-A No. 55-19006.

The proportion of coenzyme _{Q 10} contained in the emulsion composition 100 wt% of the present invention, mention may be made of 1 to 50 wt%. Preferably it is 2-20 weight%, More preferably, it is 5-15 weight%, More preferably, it is 8-12 weight%, Most preferably, it is 9-11 weight%.

If the ratio of coenzyme Q ₁₀ occupied in the emulsion composition becomes too much beyond 50% by weight, storage stability, water was when solubility and dispersibility of the additive (transparent), as well as to bioabsorbable The blending ratio of other components necessary for obtaining the effect of the present invention, such as improvement, may be relatively lowered, and the intended emulsion composition may not be obtained. On the other hand, when the ratio of coenzyme Q ₁₀ is too less than 1 wt%, in order to obtain the desired function of the coenzyme Q _10, a large amount of problem emulsified composition is required occurs.

  Medium chain triglycerides used in the present invention have 6 to 12 carbon atoms such as caproic acid, caprylic acid, capric acid and lauric acid, preferably 6 to 10 carbon atoms such as caproic acid and caprylic acid. Triacylglycerol consisting of medium chain fatty acids. Here, all three fatty acids constituting the triglyceride may be the same (simple triglyceride), or may be a mixture of different fatty acids (mixed triglyceride). In addition, these can also be used combining 1 type (s) or 2 or more types arbitrarily. Examples of simple triglycerides include caproic acid triglyceride, caprylic acid triglyceride, capric acid triglyceride, and lauric acid triglyceride. Caproic acid triglyceride and caprylic acid triglyceride are preferable. Examples of mixed triglycerides include caproic acid / caprylic acid mixed triglyceride containing caproic acid and caprylic acid as fatty acids, and caproic acid / caprylic acid / lauric acid mixed triglyceride containing caproic acid, caprylic acid and lauric acid as fatty acids. . The medium chain triglyceride is preferably a mixed triglyceride, particularly a caproic acid / caprylic acid mixed triglyceride.

In order to sufficiently exhibit the storage stability, water solubility and dispersibility (transparency), and absorbability to the living body, which are the effects of the present invention, such a medium chain triglyceride is contained in the emulsion composition of the present invention. The coenzyme Q ₁₀ is preferably used at a ratio of 1 to 10 parts by weight with respect to 10 parts by weight of the aforementioned coenzyme Q ₁₀ . More preferred is 1 to 5 parts by weight, still more preferred is 1 to 4 parts by weight, and most preferred is 2 to 4 parts by weight.

  The surfactant used in the present invention is not particularly limited as long as it is widely used as an emulsifier or a dispersant in the fields of food, medicine and cosmetics. Preferably, glycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester, propylene glycol fatty acid ester, organic acid monoglyceride, polyglycerin fatty acid ester; phospholipid such as lecithin, fractionated lecithin, enzymatically decomposed lecithin, enzyme-treated lecithin; kiraya extract Saponins such as Enjusaponin, Soy Saponin, Enzyme-treated Soy Saponin, Tea Seed Saponin, Yucca Foam Extract; Polysorbate (Polysorbate 20, 60, 65, 80); Arabic gum; Modified starch, soy dietary fiber, xanthan gum, etc. can do. Glycerin fatty acid ester, sucrose fatty acid ester, phospholipid, saponin, polysorbate, or gum arabic is preferable. More preferred are glycerin fatty acid esters, sucrose fatty acid esters, or phospholipids. In addition, these can also be used combining 1 type (s) or 2 or more types arbitrarily, For example, the combination of glycerol fatty acid ester and phospholipid can be mentioned suitably as a combination aspect.

  Here, the glycerin fatty acid ester and the sucrose fatty acid ester are not particularly limited, but those having HLB of 10 or more are desirable, and examples thereof include those having HLB of 10 to 16. As the glycerin fatty acid ester, preferably a polyglycerin fatty acid ester having 12 to 22 carbon atoms and a polymerization degree of 5 or more, specifically decaglycerin lauric acid ester, decaglycerin myristic acid ester, decaglycerin palmitic acid ester, decaglycerin stearin Examples include acid esters, decaglycerin oleic acid esters, decaglycerin linoleic acid esters, decaglycerin linolenic acid esters, decaglycerin arachidic acid esters, decaglycerin eicosenoic acid esters, and decaglycerin behenic acid esters. Preferred are decaglycerin stearic acid ester, decaglycerin oleic acid ester, decaglycerin myristic acid ester, or decaglycerin palmitic acid ester, and more preferred are decaglycerin stearic acid ester or decaglycerin oleic acid ester.

  Specific examples of sucrose fatty acid esters include sucrose monopalmitate, sucrose monostearate monoester, and sucrose monooleate.

  Preferred examples of the phospholipid include enzyme-treated lecithin, enzyme-decomposed lecithin, lecithin, and fractionated lecithin. More preferred are enzymatically degraded lecithin and lecithin, and most preferred is enzymatically degraded lecithin. Here, the enzyme-treated lecithin is obtained by allowing phospholipase D to act on a mixture of “plant lecithin” or “egg yolk lecithin” and glycerin, and includes phosphatidylglycerol as a main component. The enzymatically decomposed lecithin was obtained by adjusting the pH of “plant lecithin” or “egg yolk lecithin” with water or an alkaline aqueous solution, followed by enzymatic decomposition at room temperature to warm temperature, and then extracting with ethanol, isopropyl alcohol or acetone. Is. Contains lysolecithin and phosphatidic acid as main components.

  Preferred examples of saponins include Kiraya extract, Enjusaponin, soybean saponin, enzyme-treated soybean saponin, tea seed saponin, beet saponin, and yucca extract.

  Specifically, polysorbate 20, polysorbate 60, polysorbate 65, and polysorbate 80 are known as polysorbates, and are generally commercially available. In the present invention, these may be used alone or in combination of two or more.

The proportion of the surfactant used to prepare the emulsified composition was mixed with coenzyme Q ₁₀ in the present invention, a limit that the effects of the present invention is not particularly limited, the type of surfactant It can be adjusted as appropriate according to the conditions. Usually, the surfactant can be used at a ratio of 3 parts by weight or more with respect to 10 parts by weight of Coenzyme Q ₁₀ contained in the emulsion composition of the present invention. From the viewpoint of sufficiently exhibiting storage stability, solubility in water and dispersibility (transparency), and absorbability to living bodies, which are the effects of the present invention, the lower limit is preferably 5 parts by weight or more, more The ratio is preferably 8 parts by weight or more, more preferably 10 parts by weight or more, and the upper limit is preferably 20 parts by weight or less, more preferably 15 parts by weight or less, and even more preferably 12 parts by weight or less. be able to.

As an example, when a glycerin fatty acid ester and a phospholipid are used in combination, the ratio of the glycerin fatty acid ester to 10 parts by weight of coenzyme Q ₁₀ contained in the emulsified composition of the present invention is preferably 5 to 20 parts by weight. 5 to 15 parts by weight, more preferably 8 to 15 parts by weight, and most preferably 8 to 12 parts by weight.

In this combination, the lower limit of the ratio of phospholipid to 10 parts by weight of Coenzyme Q ₁₀ contained in the emulsion composition of the present invention is preferably 0.01 parts by weight or more, more preferably 0.1 parts by weight. More preferably, the ratio is 0.2 parts by weight or more, most preferably 0.3 parts by weight or more, and the upper limit is preferably 20 parts by weight or less, more preferably 10 parts by weight or less, and still more preferably 1 It can be used in a proportion of not more than parts by weight, most preferably not more than 0.5 parts by weight.

  Examples of the polyhydric alcohol in the present invention include glycerin, diglycerin, triglycerin, polyglycerin, propylene glycol, dipropylene glycol, 1,3-butylene glycol, ethylene glycol, and polyethylene glycol, as well as sorbitol, xylitol, and maltitol. , Sugar alcohols such as erythritol, and mannitol, and sugars such as xylose, glucose, lactose, mannose, oligotose, fructose glucose liquid sugar, and sucrose. Preferred are glycerin, propylene glycol, sorbitol, mannitol, glucose, lactose, oligotose, fructose glucose liquid sugar and sucrose, and more preferred are glycerin and fructose glucose liquid sugar. These can be used singly or in combination of two or more.

The proportion of the polyhydric alcohol used to prepare the emulsified composition was mixed with coenzyme Q ₁₀ in the present invention, a limit that the effects of the present invention is not particularly limited, the polyhydric alcohol type It can be adjusted as appropriate according to the conditions. Usually, polyhydric alcohols may be used in a proportion of 30 to 80 parts by weight relative to Coenzyme Q _{10 10} parts by weight contained in the emulsion composition of the present invention. From the viewpoint of sufficiently exhibiting storage stability, water solubility and dispersibility (transparency), and absorbability to the living body, which are the effects of the present invention, the lower limit is preferably 40 parts by weight or more. The ratio is preferably 43 parts by weight or more, more preferably 45 parts by weight or more, and the upper limit is preferably 70 parts by weight or less, more preferably 60 parts by weight or less, and even more preferably 55 parts by weight or less. be able to. For example, when glycerin is used alone, a proportion of 40 to 50 parts by weight is preferred, and when glycerin and fructose-glucose liquid sugar are combined, a proportion of 45 to 60 parts by weight is preferred.

By making these components into an emulsified composition together with water using a known emulsification method, the emulsified composition of the present invention can be obtained. Although it does not restrict | limit especially as a ratio of the water in an emulsion composition, Usually, 10 to 40 weight%, Preferably it is 15 to 35 weight%, More preferably, 15 to 25 weight% can be mentioned. Further, as the ratio of water to Coenzyme _Q 10 10 parts by weight contained in the emulsified composition is usually 10 to 40 parts by weight, preferably may be mentioned 15 to 35 parts by weight.

  The emulsified composition of the present invention includes an antioxidant, a chelating agent, a dye, a fragrance, a sweetener, an inorganic acid or an organic acid, or a thickening agent, in addition to the above components, within a range that does not interfere with the effects of the present invention. Polysaccharides can be blended.

  Although not limited, as an antioxidant, for example, extracted tocopherol such as mixed tocopherol, vitamin C, water-soluble polyphenol and the like; as a chelating agent, for example, polymerized phosphate, phytic acid, etc .; as a pigment, β-carotene, Fat-soluble pigments such as lycopene or water-soluble pigments; as perfumes, citrus oils such as oranges, grapefruits, lemons, and synthetic perfumes; as sweeteners, sweeteners such as sugar and high-intensity sweeteners; inorganic acids and Organic acids include citric acid, malic acid, tartaric acid, lactic acid, phytic acid, phosphoric acid, succinic acid, acetic acid, gluconic acid, glutamic acid, hydrochloric acid, and polyphosphoric acid; thickening polysaccharides include dextrin, cyclodextrin, and gum arabic , Xanthan gum, guar gum and the like. Among these, addition of an antioxidant is preferable, and addition of extracted tocopherol can be mentioned as a suitable example.

As described above, coenzyme Q ₁₀ containing emulsion composition of the present invention, in addition to coenzyme Q _10, a medium chain glyceride, a surfactant, characterized by containing a polyhydric alcohol and water. Specific preferred combinations thereof are listed below.

(1) Coenzyme Q ₁₀ , medium chain triglyceride, surfactant, polyhydric alcohol and water are contained, and the ratio of medium chain triglyceride to 10 parts by weight of coenzyme Q ₁₀ is 1 to 10 parts by weight, contained in 100% by weight of the composition An emulsified composition, wherein the proportion of water is from 10 to 40% by weight.
(2) The emulsion composition according to the above (1), wherein the ratio of water to 10 parts by weight of Coenzyme Q ₁₀ is 10 to 40 parts by weight.
(3) The medium chain triglyceride is selected from the group consisting of caproic acid triglyceride, caprylic acid triglyceride, capric acid triglyceride, lauric acid triglyceride, caproic acid / caprylic acid mixed triglyceride, and caproic acid / caprylic acid / lauric acid mixed triglyceride The emulsion composition according to (1) or (2), which is at least one kind.
(4) The emulsion composition according to (3), wherein the medium chain triglyceride is a caproic acid / caprylic acid mixed triglyceride.
(5) The emulsion composition according to the above (4), wherein the ratio of caproic acid / caprylic acid mixed triglyceride to 10 parts by weight of coenzyme Q ₁₀ is 1 to 3 parts by weight.

(6) The emulsion composition according to (4), wherein the ratio of caproic acid / caprylic acid mixed triglyceride to 10 parts by weight of coenzyme Q ₁₀ is 3 parts by weight.
(7) The emulsified composition according to any one of (1) to (6), wherein the surfactant is at least one selected from the group consisting of glycerin fatty acid ester, sucrose fatty acid ester, and phospholipid. object.
(8) The emulsion composition according to the above (7), wherein the surfactant is a glycerin fatty acid ester and a phospholipid.
(9) The surfactant is a combination of at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin and a glycerin fatty acid ester of HLB 10 or more. Emulsified composition.
(10) The emulsified composition according to any one of (7) to (9), wherein the phospholipid is enzyme-decomposed lecithin.

(11) The emulsion composition according to the above (10), wherein the glycerin fatty acid ester is decaglycerin monooleate.
(12) The emulsion composition according to the above (7), wherein the surfactant is a glycerin fatty acid ester.
(13) The emulsion composition according to (12), wherein the glycerin fatty acid ester is decaglycerin monostearate.
(14) The emulsion composition according to any one of (7) to (13) above, wherein the ratio of the surfactant to 10 parts by weight of Coenzyme Q ₁₀ is 5 to 20 parts by weight.
(15) Contains at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin in a total amount of 0.01 to 5% by weight and glycerin fatty acid ester in a proportion of 5 to 20% by weight The emulsion composition according to (9) above.

(16) Any of (8) to (11) above, wherein the ratio of glycerin fatty acid ester to 10 parts by weight of coenzyme Q ₁₀ is 5 to 15 parts by weight and the ratio of phospholipid is 0.1 to 1 part by weight The emulsified composition according to one.
(17) The ratio of glycerin fatty acid ester to 10 parts by weight of coenzyme Q ₁₀ is 8 to 15 parts by weight, and the ratio of phospholipid is 0.1 to 0.5 parts by weight. The emulsified composition as described in any one.
(18) The ratio of glycerin fatty acid ester to 10 parts by weight of coenzyme Q ₁₀ is 8 to 12 parts by weight, and the ratio of phospholipid is 0.2 to 0.5 parts by weight. The emulsified composition as described in any one.
(19) The emulsion composition according to the above (11), wherein the ratio of decaglycerin monooleate to 10 parts by weight of coenzyme Q ₁₀ is 12 parts by weight and the ratio of enzymatically decomposed lecithin is 0.3 parts by weight.
(20) The emulsion composition according to (12) or (13) above, wherein the ratio of glycerin fatty acid ester to 10 parts by weight of coenzyme Q ₁₀ is 5 to 15 parts by weight.

(21) The emulsion composition according to (12) or (13) above, wherein the ratio of the glycerin fatty acid ester to 10 parts by weight of coenzyme Q ₁₀ is 8 to 15 parts by weight.
(22) The emulsion composition according to the above (12) or (13), wherein the ratio of the glycerin fatty acid ester to 10 parts by weight of coenzyme Q ₁₀ is 8 to 12 parts by weight.
(23) The emulsion composition according to the above (13), wherein the ratio of decaglycerin monostearate to 8 parts by weight of coenzyme Q ₁₀ is 8 parts by weight.
(24) The emulsion composition according to any one of (1) to (23), wherein the polyhydric alcohol is at least one selected from the group consisting of glycerin and fructose-glucose liquid sugar.
(25) The emulsion composition according to the above (24), wherein the polyhydric alcohol is glycerin and fructose-glucose liquid sugar.

(26) The emulsion composition according to (24) or (25) above, wherein the ratio of the polyhydric alcohol to 10 parts by weight of Coenzyme Q ₁₀ is 40 to 70 parts by weight.
(27) The emulsion composition according to (24) or (25) above, wherein the ratio of the polyhydric alcohol to 10 parts by weight of coenzyme Q ₁₀ is 43 to 60 parts by weight.
(28) The emulsion composition according to (24) or (25) above, wherein the ratio of the polyhydric alcohol to 10 parts by weight of Coenzyme Q ₁₀ is 47 to 60 parts by weight.
(29) The emulsified composition according to any one of (26) to (28), wherein the ratio of glycerin and fructose-glucose liquid sugar to 10 parts by weight of coenzyme Q ₁₀ is an equal part.
(30) The emulsion composition according to the above (29), wherein the ratio of glycerin and the ratio of fructose-glucose liquid sugar to 10 parts by weight of coenzyme Q ₁₀ are both 27 parts by weight.
(31) The emulsion composition according to the above (24), wherein the polyhydric alcohol is glycerin.
(32) The emulsion composition according to the above (31), wherein the ratio of glycerin to 10 parts by weight of Coenzyme Q ₁₀ is 43 to 48 parts by weight.

(33) An emulsion composition in which an antioxidant is further added to the emulsion composition according to any one of (1) to (32) above.
(34) The emulsion composition according to the above (33), wherein the antioxidant is extracted tocophenol.
(35) The emulsion composition according to the above (34), wherein the ratio of the extracted tocophenol to 10 parts by weight of coenzyme Q ₁₀ is 0.1 parts by weight.
(36) The emulsion composition according to any one of (1) to (35) above, wherein the proportion of water contained in 100% by weight of the composition is 15 to 35% by weight.
(37) The emulsion composition according to any one of (1) to (35) above, wherein the proportion of water contained in 100% by weight of the composition is 15 to 25% by weight.
(38) A solid state emulsion composition prepared by solidifying the emulsion composition according to any one of (1) to (37) above.

(39) coenzyme _{Q 10} emulsion composition absorption intensity at 720nm of coenzyme _{Q 10} containing liquid obtained by the 1g were added to ion-exchanged water 100ml is characterized in that 0.10 or less.
(40) The emulsion composition according to the above (39), wherein the absorbed light intensity at 720 nm is 0.09 or less.
(41) The emulsion composition according to the above (39), wherein the absorbed light intensity at 720 nm is 0.08 or less.
(42) The emulsion composition according to the above (39), wherein the absorbed light intensity at 720 nm is 0.04 or less.

An example of a method for preparing an emulsified composition is as follows: Coenzyme Q ₁₀ , medium chain triglyceride, and surfactant are mixed and dissolved by heating, and then this solution is mixed with polyhydric alcohol and water for emulsification treatment. Do. Here, the melting temperature is usually 50 to 150 ° C, preferably 50 to 100 ° C. For the emulsification treatment, an ordinary emulsification apparatus, for example, a paddle mixer, an azimuth homomixer, a colloid mill, a high-pressure emulsifier, a high-pressure homogenizer, or a homojetter can be used without limitation. The temperature during the emulsification treatment is usually from room temperature to 80 ° C. Preferably it is 15-60 degreeC, More preferably, it is 15-40 degreeC. The pressure range in the case of performing emulsification under high pressure, but are not limited, usually 100~5000kg / cm ^2, preferably 500~2000kg / cm ^2, more preferably be mentioned 500~1000kg / cm ² .

Emulsion composition of the present invention as thus to manufacture, contains a coenzyme Q _10, stably with uniformly emulsified state. The emulsified composition of the present invention has excellent storage stability and high compatibility with water, so that it can be dissolved or dispersed well when added to water and mixed to obtain an optically transparent aqueous solution. it can. Furthermore, the emulsified composition of the present invention has a feature that it is excellent in in vivo absorption when administered orally, particularly in in vivo absorption in humans.

  The shape of the emulsified composition of the present invention is not particularly limited. For example, the solution state (milky solution state) produced above may be used, or the solution may have the form of a capsule encapsulated in a capsule base such as a soft capsule or a hard capsule. Further, it may be in a solid state that is solid-molded (solidified) into an arbitrary form such as powder or granule. The solidification method is not particularly limited, but the emulsion composition (emulsion) in the solution state produced above is dried and powdered according to a conventional method such as spray drying or freeze drying, or adsorbed on an excipient. Or the method of making it carry | support and solidifying to a powder or granule etc. can be mentioned. The former method is preferred. Here, the excipient may be any excipient as long as it does not interfere with water compatibility (solubility, dispersibility), which is a feature of the emulsion composition of the present invention. For example, powdered lactose, microcrystalline cellulose, corn starch, dextrin , Β-cyclodextrin, monosaccharides, oligosaccharides, sugar alcohols, finely divided silicon dioxide, and other conventionally known excipients that can be taken orally. In addition, these powder or granular emulsion compositions may be further encapsulated in a capsule base to prepare a capsule, or tableted to prepare a tablet.

Incidentally, the emulsified composition of the present invention, depending on the other components of physical conditions or co employed in the course of the processing, as coenzyme Q _10, containing reduced coenzyme Q ₁₀ resulting from oxidized coenzyme Q ₁₀ May be.

(2) coenzyme Q ₁₀ containing emulsion composition of the present invention obtained as various products described above containing Coenzyme Q ₁₀ is a food, cosmetics, pharmaceuticals, various products such as quasi-drugs and feed, in particular the water feed the product prepared as a product comprising water or to a water soluble products (these products referred to as "aqueous products"), imparts the function of the coenzyme Q ₁₀ (physiological activity), stably It can be used effectively for the purpose of holding.

Therefore, the present invention provides a variety of products containing coenzyme Q _10, specifically, provides food, cosmetics, pharmaceuticals, quasi-drugs, and feed. Preferred are foods, cosmetics, pharmaceuticals, and quasi drugs used for humans.

These products may be one consisting of coenzyme Q ₁₀ containing emulsion composition present invention, also the coenzyme Q ₁₀ containing emulsion composition of the present invention, together with other ingredients, which include as one of the raw materials It may be.

  Examples of foods targeted by the present invention include milk drinks, lactic acid bacteria drinks, carbonated drinks, fruit drinks (including fruit juice drinks, fruit juice soft drinks, fruit juice carbonated drinks, fruit drinks), vegetable drinks, vegetable / fruit drinks, Beverages such as alcoholic beverages, coffee beverages, powdered beverages, sports beverages and supplement beverages; tea beverages such as tea beverages, green tea and blended tea (hereinafter referred to as “beverages”); custard pudding, milk pudding, fruit pudding Desserts such as puddings such as jelly, bavaroa and yogurt; Ice cream and soft ice cream containing fruit juice, soft ice cream, ice candy and other confectionery; Gums such as chewing gum and bubble gum (plate gum, sugar-coated gum ); Coated chocolate such as marble chocolate, strawberry chocolate, blueberry chocolate Chocolates such as chocolate with flavor such as rate and melon chocolate; hard candy (including bonbon, butterball, marble, etc.), soft candy (including caramel, nougat, gummy candy, marshmallow, etc.), drop, toffee, etc. Caramels; hard biscuits, cookies, rice cakes, rice crackers and other baked confectionery (all desserts to baked confectionery are referred to as “confectionery”); consommé soups, potage soups, etc .; shallow Pickles, soy sauce pickles, pickles, salt pickles, miso pickles, pickled pickles, pickled pickles, pickled pickles such as pickled pickles, pickled pickles, shizu pickles, ginger pickles, pickled plums; separate dressing, non-oil dressing, ketchup Sauces, sauces, sauces, etc .; Strawberry Jams such as jam, blueberry jam, marmalade, apple jam, apricot jam, prasab; fruit wine such as red wine; fruit for processing cherries of syrup, apricots, apples, strawberries, peaches; ham, sausage, grilled pork, etc. Processed meat products; fish ham, fish sausage, fish surimi, salmon, bamboo rings, hampen, fried Satsuma, Date roll, whale bacon, etc .; dairy and fat products such as butter, margarine, cheese, whipped cream; udon , Noodles such as cold wheat, somen, buckwheat, Chinese noodles, spaghetti, macaroni, rice noodles, harsame and wonton; various other prepared foods and various processed foods such as rice cake and rice bran.

As described above, coenzyme Q ₁₀ containing emulsion composition of the present invention is excellent in solubility and dispersibility upon addition to water mixture, since the further excellent absorbability into a living body, water as a raw material It can be used effectively for so-called aqueous foods that are prepared, contain water or are water-soluble. From this viewpoint, among the above foods, for example, water-based foods belonging to beverages, confectionery, pickles, sauces and jams are preferable. More preferred are beverages, confectionery with fruit juice, pickles, sauces with fruit juice, and jams.

Foods containing Coenzyme Q ₁₀ of the present invention may be at any step of the manufacturing, prepared by blending a coenzyme Q ₁₀ containing emulsion composition of the present invention as one of raw materials. If this process is excluded, it can manufacture according to the conventional manufacturing method regarding various foodstuffs. Therefore, the food of the present invention is industrially useful because it is not necessary to set a special production apparatus or production conditions in the production.

The mixing ratio of the coenzyme Q ₁₀ containing emulsion composition of the present invention in the production of coenzyme Q ₁₀ containing food is not particularly limited as long as it is an amount that would produce the desired coenzyme Q ₁₀ function by conventional amounts ingested the food . Usually, the range of 0.00001% by weight as a percentage of Coenzyme _{Q 10} in food in 100 wt%, can be appropriately set according to the type of food.

Coenzyme Q ₁₀ containing food to which the present invention is directed, tablet form, pills, powders, granules, capsules shape, and a supplement having various formulation forms such as liquid (drink). Such a supplement preparation may be the above-mentioned emulsion composition in the solution state (emulsion state) of the present invention or a drink in which this is dispersed in an aqueous solvent such as water, or the emulsion composition in the solution state (emulsion state) of the present invention. It may be a capsule preparation in which the product is enclosed in a capsule base such as a soft capsule or a hard capsule. Furthermore, even if the emulsion composition in the solution state (emulsion state) of the present invention is spray-dried or freeze-dried, or solidified by adsorbing or supporting it on an excipient, it is also possible to apply this. It may be a tablet, a tablet or pill prepared by compression, or a capsule preparation enclosed in a capsule base.

Also in the coenzyme Q ₁₀ containing foods include functional foods which are prepared by combining the coenzyme Q ₁₀ containing emulsion composition and optional ingredients. As the component used in combination with coenzyme _{Q 10} containing emulsion composition, for example, various nutrients, various vitamins (vitamin A, vitamin B1, vitamin B2, vitamin B6, vitamin C, vitamin D, vitamin E, vitamin K, etc.) , Various minerals (magnesium, zinc, iron, sodium, potassium, selenium, etc.), dietary fiber, polyunsaturated fatty acids (arachidonic acid, docosahexaenoic acid, eicosapentaenoic acid, docosapentaenoic acid, etc.), conjugated fatty acids (conjugated) Linole, conjugated linolenic acid, etc.), phospholipids (lecithin, lysolecithin, phosphatidic acid, phosphatidylserine, phosphatidylethanolamine, phosphatidylcholine, phosphatidylcholine, phosphatidylinositol, phosphatidyl DHA, etc.), glycolipids (Cere Broside, etc.), carotenoids (β-carotene, lycopene, astaxanthin, β-cryptoxanthin, etc.), flavonoids (quercetin, luteolin, isoflavone, etc.), xanthophylls (capsanthin, lutein, zeaxanthin, etc.), amino acids (glycine, serine) , Alanine, glutamine, valine, leucine, isoleucine, lysine, arginine, aspartic acid, glutamic acid, tryptophan, phenylalanine, histidine, proline, methionine, cysteine, etc., other nutrients (carnitine, sesamin, α-lipoic acid, inositol, D -Kairinositol, pinitol, taurine, glucosamine, chondroitin sulfate, S-adnosylmethionine, curcumin, γ-oryzanol, glutathione, γ-aminobutyric acid, Furin, pyrroloquinoline quinone, catechin, capsaicin, etc.), dispersants, stabilizers such as emulsifiers, sweeteners, taste ingredients (citric acid, malic acid, etc.), flavors, royal jelly, propolis, agaricus, etc. Two or more components can be mentioned. Moreover, you may mix | blend herbs, such as peppermint, bergamot, camomile meal, and lavender. Moreover, you may mix | blend with raw materials, such as theanine, dehydroepiandosterone, and melatonin. Preferably, one or more components selected from vitamin E, selenium, phosphatidylinositol, astaxanthin, β-cryptoxanthin, lutein, zeaxanthin, carnitine, and α-lipoic acid are added, and vitamin E, astaxanthin, β -More preferably, one or more components selected from cryptoxanthin, lutein, zeaxanthin, carnitine, and α-lipoic acid are blended, and one or more selected from vitamin E, carnitine, and α-lipoic acid It is more preferable to blend two or more components, and it is particularly preferable to blend one or more components selected from vitamin E and carnitine.

The proportion of these supplements (food) and functional coenzyme Q ₁₀ containing emulsion composition of the present invention to be formulated into foods, the amount that would produce the desired coenzyme Q ₁₀ functions by the usual amounts consumed the supplement If it is, it will not be restrict | limited. More specifically, during the supplement amount administered per day for adults, coenzyme _{Q 10} is 0.01～5000Mg, preferably it can be adjusted so as to be contained at a rate of 0.1 to 2000 mg.

Also as coenzyme Q ₁₀ containing cosmetics to which the present invention is directed, facial cosmetics, skin cosmetics (lotion, milky lotion, a cream or the like), sunscreen cosmetics, make-up cosmetics (foundation, lipstick, etc.), cleaning cosmetics (shampoo, rinse, and body shampoo), scalp cosmetics (hair tonic, to Arikiddo and tonic); the coenzyme Q ₁₀ containing a medicament (including tablets coated with a coating agent) tablets, capsules (hard capsules , including soft capsules), powders, granules, drinks, lozenges, mouthwashes, ointments, creams and the like; coenzyme Q ₁₀ containing as the quasi-drug dentifrice, mouth fresheners, mouth odor preventive agent the; the various Pettofu such cat food and dog Tsu hood as coenzyme Q ₁₀ containing diet For example, food for aquarium fish, aquarium fish or farmed fish can be mentioned, but the present invention is not limited to these.

Coenzyme Q ₁₀ containing emulsion composition of the present invention, since it is excellent in solubility and dispersibility upon addition to water mixture, or preferably is prepared using water as a raw material, or comprises water or water, It can be effectively used for so-called aqueous cosmetics, pharmaceuticals, quasi-drugs, or feed. In this respect, for the above cosmetics, preferably skin cosmetics (lotions, emulsions, creams, etc.), scalp cosmetics (hair tonics, hair liquids, hair nourishing agents, etc.); for pharmaceuticals, preferably drinks, gargles, ointments , Creams, powders, granules, etc .; Examples of quasi-drugs include toothpastes, mouth fresheners, and bad breath prevention agents.

Moreover, coenzyme Q ₁₀ containing emulsion composition of the present invention, the body absorbent when administered orally, in particular because it is excellent in systemic absorption of when orally administered to a human, effective for oral administration drugs Can be used for From this point, among drugs, drugs for oral administration can be mentioned as suitable.

Also these products, like food, can be at any step of the manufacturing, prepared by blending a coenzyme Q ₁₀ containing emulsion composition of the present invention as one of raw materials. If this process is excluded, it can manufacture in accordance with the conventional manufacturing method regarding various products.

The mixing ratio of various products coenzyme Q ₁₀ containing emulsion composition of the present invention in the production of, not particularly limited as long as it is an amount that would produce the desired coenzyme Q ₁₀ functions by conventional amounts using the product. Usually, the range of 0.00001% by weight as a percentage of Coenzyme _{Q 10} contained in the product in 100% by weight, can be appropriately set according to the type of product. The proportion of coenzyme _{Q 10} containing emulsion composition of the present invention inter alia be formulated into pharmaceutical, specifically, in the pharmaceuticals of the amount to be administered per day for adults, coenzyme _{Q 10} is 0.01～5000Mg, preferably It can adjust so that it may be contained in the ratio of 0.1-2000 mg.

(3) Coenzyme Q water-soluble and water-dispersible improvement and enhancement The present invention ₁₀ also improves the water solubility and water-dispersible coenzyme Q ₁₀ is a fat-soluble component, a method for improving.

Such methods include a method of preparing a coenzyme Q ₁₀ in the form of an emulsion composition of the present invention. Because the emulsified composition of the present invention has a high compatibility with water, coenzyme Q _10, was prepared in the form of an emulsion composition of the present invention, when added to and blended into water in the state of the emulsified composition, excellent in water dissolved or dispersed in, it is possible to obtain an aqueous solution containing an optically transparent (clear) a coenzyme Q _10. Although not limited, the maximum solubility in water of coenzyme Q ₁₀ in this case (saturation concentration) can be exemplified about 20 wt%.

(4) Method for Improving and Improving Coenzyme Q _{10 in} the Body Furthermore, the present invention provides a method for improving and improving the in-vivo absorbability of coenzyme Q ₁₀ which is a fat-soluble component.

Such methods include a method of preparing a coenzyme Q ₁₀ in the form of an emulsion composition of the present invention. Emulsion composition of the present invention, absorption into a living body, particularly because of high absorption on oral administration, coenzyme Q _10, was prepared in the form of an emulsion composition of the present invention, the state or emulsion of the emulsified composition When ingested or administered in comprising the composition, high systemic absorption property is obtained, it is possible to receive functions of coenzyme Q ₁₀ (the operational effect) more effectively.

(5) Coenzyme Q ₁₀ in vivo antioxidant capacity improving method and antioxidant Further, the present invention provides a method for improving coenzyme Q ₁₀ in vivo antioxidant capacity.

Such methods include a method of preparing a coenzyme Q ₁₀ in the form of an emulsion composition of the present invention. Emulsion composition of the present invention, absorption into a living body, particularly because of high absorption on oral administration, coenzyme Q _10, was prepared in the form of an emulsion composition of the present invention, the state or emulsion of the emulsified composition When ingested or administered in comprising the composition, can exhibit a higher body antioxidant activity, it is possible to receive the anti-oxidation function of coenzyme Q ₁₀ (the operational effect) more effectively.

  For this reason, the emulsion composition of this invention can also be used as an antioxidant. Preferably, it is used as an antioxidant for living bodies. Therefore, the present invention provides an antioxidant, preferably an antioxidant for a living body, comprising the above-described emulsion composition of the present invention as an active ingredient. In terms of preventing oxidative action in the living body, prevention of aging, prevention of cancer, arteriosclerosis, diabetes, allergy, rheumatic diseases, AIDS, Parkinson's disease, Alzheimer's dementia, diabetic retinopathy, cataract, myocardial disease, It can be effectively used for prevention of cerebral infarction, hypertension, gastric ulcer, ischemic enteritis, chronic pancreatitis, renal failure and the like.

  In addition, evaluation of the body antioxidant ability tea can be normally performed by measuring serum antioxidant power. For example, the antioxidant power of serum can be measured by measuring the reducing ability of antioxidant substances in serum to give electrons to active oxygen / free radicals and stop the oxidation reaction. Specifically, it can be easily measured by using a commercially available test kit (for example, BAP Test manufactured by Wismer Laboratories Inc.), or request measurement from an external organization (for example, Chiyoda Paramedical Care Center). Can also be done.

In order to clarify the structure and effects of the present invention, experimental examples and examples are described below. However, the present invention is not limited to these experimental examples.
According to the formulation and the following methods are shown in addition effect Table 1 of Example 1 in the chain triglyceride, coenzyme Q ₁₀ containing emulsion composition according to the present invention was prepared. In addition, caprylic acid / caproic acid mixed triglyceride (trade name: ODO, manufactured by Nisshin Oilio Co., Ltd.) was used as the medium chain triglyceride.

<Preparation method>
Coenzyme Q ₁₀ , medium chain triglyceride (but not added in Comparative Example 1, safflower oil in Comparative Example 3 instead of medium chain triglyceride (triglyceride containing palmitic acid, stearic acid, oleic acid and linoleic acid as main constituent fatty acid) , And a mixture of decaglycerin monostearate fatty acid ester (HLB15) heated to 100 ° C. and dissolved, this solution was added to glycerin at room temperature, and polytron (Polytoron PT-3000, manufactured by KINEMATICA AG) at a solution temperature of 40 ° C. rpm 15,000rpm in), and mixed for 10 minutes, further adding water thereto and mixed to obtain a coenzyme Q ₁₀ containing emulsion composition.

<Evaluation of solubility and dispersibility in water>
Coenzyme _{Q 10} containing emulsion composition prepared in the above (Examples 1 to 3, Comparative Examples 1 to 3) and 1g, to prepare a coenzyme _{Q 10} containing aqueous solution was added to ion-exchanged water 100 ml. To evaluate the solubility or dispersibility in water of coenzyme Q _10, the in absorbance measured 720nm in the aqueous solution, were compared transparency. The results are shown in Table 2. The smaller the absorbance, the higher the transparency of the aqueous solution (the higher the solubility and dispersibility in water).

As apparent from the results, dissolution and dispersibility in water of the emulsion composition according to the formulation ratio of coenzyme Q ₁₀ of the medium-chain triglyceride (transparency of the aqueous solution) was found to be different. The emulsified composition (Examples 1 to 3) containing 1 to 10 parts by weight of medium chain triglyceride with respect to 10 parts by weight of Coenzyme Q ₁₀ has high solubility and dispersibility in water and high transparency. Had. Moreover, from the result of Comparative Example 3 in which safflower oil was blended in the same amount as in Example 2 instead of medium chain triglyceride as fat, the solubility / dispersibility in water (transparency of aqueous solution) differs depending on the type of fat used. There was found. From these results, from the viewpoint of solubility or dispersibility in water, medium-chain triglycerides are optimal as fats and oils, and it is preferable to use them at a ratio of 1 to 10 parts by weight with respect to 10 parts by weight of Coenzyme Q _10. I understood.

Experimental example 2
According to the formulation and methods described below are shown in Table 3, the coenzyme Q ₁₀ containing emulsion composition according to the present invention was prepared. In addition, caprylic acid / caproic acid mixed triglyceride (trade name: ODO, manufactured by Nisshin Oilio Co., Ltd.) was used as the medium chain triglyceride. In this experiment, enzymatically degraded lecithin was used as an example of phospholipid, and decaglycerol monostearate (HLB15) was used as an example of glycerol fatty acid ester of HLB10 or higher.

<Preparation method>
A mixture of coenzyme Q ₁₀ , medium chain triglyceride (without addition of Comparative Examples 4 and 5), decaglycerin monostearic acid fatty acid ester (HLB15), and enzymatically decomposed lecithin (but without addition of Comparative Example 4) at 100 ° C. This was dissolved by heating, and this dissolved solution was added to glycerin at room temperature, and mixed at a liquid temperature of 40 ° C. with a Polytron (Polytoron PT-3000, manufactured by KINEMATICA AG) at a rotation speed of 15,000 rpm for 10 minutes. To this was further added water and mixed to obtain a coenzyme Q ₁₀ containing emulsion composition.

<Evaluation of solubility / dispersibility in water and storage stability>
Each Coenzyme _{Q 10} containing emulsion composition 1g obtained above, was added immediately to the ion exchanged water 100 ml, to prepare a coenzyme _{Q 10} containing aqueous solution. Then, in order to evaluate the solubility or dispersibility in water of coenzyme Q _10, the in absorbance measured 720nm in the aqueous solution, were compared transparency.

Moreover, coenzyme Q10-containing emulsion composition, after storage for 3 days at 60 ° C., and the and the emulsified composition 1g after storage in the same manner were added to ion-exchanged water 100ml was prepared coenzyme Q ₁₀ containing aqueous solution, the 720nm The absorbance was measured.

  The results are shown in Table 4. The smaller the absorbance, the higher the transparency of the aqueous solution and the higher the solubility / dispersibility in water. Further, the smaller the difference between the absorbance of the aqueous solution using the emulsified composition immediately after preparation (absorbance immediately after preparation) and the absorbance of the aqueous solution using the emulsion composition after storage (absorbance after storage), the more the emulsion composition becomes. It shows excellent storage stability.

From the above results, by adding coenzyme Q ₁₀ , medium chain triglyceride, polyhydric alcohol, water and surfactant (glycerin fatty acid ester and phospholipid) (Examples 4 and 5), only the emulsified composition immediately after preparation In addition, it was revealed that the emulsion composition after storage at 60 ° C. for 3 days was also excellent in solubility and dispersibility in water, and an aqueous solution with high transparency could be prepared. From this, it was confirmed that the emulsion composition of the present invention has high storage stability.

According to the formulation and the following description are shown in bioabsorbable comparison table 5 using Experimental Example 3 animals, coenzyme Q ₁₀ containing emulsion composition according to the present invention was prepared. A caprylic acid / caproic acid mixed triglyceride (trade name: Coconut MT, manufactured by Kao Corporation) was used as the medium chain triglyceride. In this experiment, enzymatically degraded lecithin was used as an example of phospholipid, and decaglycerol monooleate (HLB12) was used as an example of glycerol fatty acid ester of HLB10 or higher.

<Preparation method>
Coenzyme Q ₁₀ , medium chain triglyceride, decaglycerin monooleate (HLB12), enzymatically decomposed lecithin and extracted tocopherol were added to water and dissolved by heating at 100 ° C. This was added to glycerin at room temperature, mixed at 15,000 rpm for 10 minutes with Polytoron PT-3000 (manufactured by KINEMATICA AG) at a product temperature of 40 ° C., and further mixed with water. Next, using a high-pressure homogenizer, uniform treatment was performed at 48 Mpa (490 kgf / cm ² ) to obtain an emulsified composition. When the average particle size (weight average particle size by dynamic light scattering method) of this emulsified composition was measured using a light scattering photometer DLS-7000 (manufactured by Otsuka Electronics Co., Ltd.), it was 55 nm (Example 6) and 42 nm, respectively. (Comparative Example 6).

The emulsion composition (Example 6 and Comparative Example 6), rats respectively according to the conditions of the following (Slc: SD, male, 7 weeks old, n = 3) in oral administration, blood over time the coenzyme Q ₁₀ by measuring the concentration, it was evaluated in the body absorption of coenzyme Q _10. For administration, rats that had been fasted for 15 to 20 hours in advance were used.

Specifically, by diluting 10-fold the emulsion composition (Example 6 and Comparative Example 6) in water for injection at a dose of 100 mg / kg as a coenzyme Q _10, was forcibly administered orally to rats. At 1 hour, 3 hours, and 6 hours after administration, rats were sacrificed and blood was collected, and serum was prepared from the collected blood by a conventional method. Serum was stored at −40 ° C. until the start of measurement. Measurements of coenzyme Q ₁₀ content in serum from the serum to the n- extracting coenzyme Q ₁₀ in hexane, coenzyme Q ₁₀ content in the extract (ng / ml) was analyzed by LC-MS method. The results are shown in Table 6 and FIG.

  <Measurement results>

When Example 6 and Comparative Example 6 were compared, the emulsion composition of Example 6 containing medium chain glyceride compared to the emulsion composition of Comparative Example 6 not containing medium chain glyceride, and coenzyme from an early stage after administration. Q ₁₀ has been absorbed into the body, they tend to exhibit a high absorption in a short period of time after the intake was observed.

  In general, a method of reducing the particle size is used to improve the absorbability of the emulsion composition. On the other hand, the emulsion composition of Example 6 of the present invention was superior in absorbability to the living body despite the larger particle size than the emulsion composition of Comparative Example 6. The reason for this is not clear, but it is thought to be largely due to the inclusion of medium chain triglycerides.

Experimental Example 4 Comparison of Bioabsorbability Utilizing Human (Human Absorption Test of Beverage Containing CoQ ₁₀ Containing Emulsion Composition)
(1) Preparation of test sample
(1-1) CoQ _10- containing emulsion composition-containing beverage Coenzyme Q _10- containing emulsion composition was prepared according to Example 6 above, diluted with purified water, and a beverage containing 30 mg of Coenzyme Q ₁₀ (test food 1) And a beverage (test food 2) containing 60 mg.

(1-2) CoQ _10- containing soft capsule 200 g of Coenzyme Q ₁₀ was added to 400 g of olive oil, dissolved at about 60 ° C., stirred uniformly, and then cooled to obtain a Coenzyme Q _10- containing material. Gelatin 70% by weight and glycerin 30% by weight were mixed and swollen to prepare a dissolved gelatin sheet. This as an internal solution in gelatin sheets filled with the Coenzyme _{Q 10} containing material such that the contents of 300mg per capsule, dried, and 1 capsule per Coenzyme _{Q 10} was obtained soft capsules (test food 3) containing 100mg .

In the formulation of the emulsion composition of (1-3) _{CoQ 10} free beverages above Example 6 (Table 5), was not added coenzyme _{Q 10,} coenzyme _{Q 10} free emulsion composition the diversion increased 10g prepared was prepared was diluted coenzyme Q ₁₀ free beverages (test food 4) this.

(2) Human absorption test
The test sample 1-4 by ingested by humans, to evaluate the absorbability of coenzyme Q ₁₀ from a change of the coenzyme Q ₁₀ concentration in the blood. The test was conducted on registered volunteers (24 subjects, men) who met the criteria from the health check data. Based on the Declaration of Helsinki, the investigator will fully explain the study in advance and obtain the subject's voluntary cooperation (informed consent) and register it in the consent form for participation in the study. I was asked to.

The subjects (24) were the test food 1 (CoQ ₁₀ 30 mg-containing beverage) intake group (Group A), the test food 2 (CoQ ₁₀ 60 mg-containing beverage) intake group (Group B), the test food prepared by the above preparation method. 3 groups (CoQ ₁₀ 100 mg-containing capsule) intake group (Group C) and test food 4 (CoQ ₁₀ non-containing beverage) intake group (Group D) were divided into 4 groups (6 persons each).

  Breakfast was common to all subjects and each test food was ingested immediately after breakfast (9:00 am). Blood sampling should be done before taking the test food and 2, 4, 6, 8, 10, 12 hours after taking the test food (9 am, 11 am, 1 pm, 3 pm, 5 pm, 7 pm ), And 24 hours later (9 am the next day), a total of 7 times. The collected blood was subjected to serum separation immediately after blood collection, and the serum was stored frozen at -30 ° C.

Using sera were bled A~D group subjects, serum coenzyme Q ₁₀ concentration, and serum antioxidant force (BAP) was measured. The measurement of serum coenzyme Q ₁₀ concentration Nikken rope Co., measurement of serum antioxidant capacity (reducing power measurements for copper ions) were performed by requesting the Chiyoda paramedic care center.

The measurement results of serum coenzyme Q ₁₀ concentration in FIG. 2 shows the results of measurement of serum antioxidant capacity in FIG. In addition, a test result is shown by a test subject's average value. A t-test was used for comparison between the groups, and a two-sided significance probability of 5% or less (p <0.05) was considered significant, and a case of 10% or less (p <0.1) was considered to have a tendency.

As shown in FIG. 2, for the test food 4 _{(CoQ 10} free beverages) subjects (D group) who had ingested the serum coenzyme _{Q 10} concentration there was no change. For coenzyme Q _{subjects 10} ingested test food 1-3 containing (A through C group), coenzyme Q ₁₀ concentration in the serum peaked at about 6 hours after the test food intake. Test foods with high coenzyme Q ₁₀ absorption rates as evaluated from serum coenzyme Q ₁₀ concentration are, in order, beverages containing 60 mg of coenzyme Q ₁₀ (test food 1) and beverages containing 30 mg of coenzyme Q ₁₀ (test food 2). ), and the coenzyme _{Q 10} is a soft capsule containing 100 mg (test foods 3), it has been found absorptivity of the present invention coenzyme _{Q 10} containing beverage is very good.

As also shown in FIG. 3, serum antioxidant capacity was peaked coenzyme Q ₁₀ containing beverage (Test foods 1 and 2) ingested the group of (A and group B) in the intake after 8 hours. Group Coenzyme Q ₁₀ was consumed beverages containing 60mg is significant difference was observed compared to before ingestion, beverages coenzyme Q ₁₀ containing 60mg was found to be improved serum antioxidant power.

Example 7 Coenzyme Q _10- containing food (soft drink)
As Coenzyme _{Q 10-containing} foods, to prepare a coenzyme _{Q 10} containing soft drink in accordance with the following recipe. Here, although using the emulsion composition prepared in Example 2 as a coenzyme Q ₁₀ containing emulsion composition, it can be used any of Examples 1-6.

<Preparation method>
After dissolving sugar, citric acid, trisodium citrate in water, coenzyme Q ₁₀ containing emulsion composition was added grapefruit flavors. 100 ml of this beverage was filled into 120 ml brown glass bottle containers and capped. Furthermore, after sterilization at an internal temperature of 70 ° C. 20 min in a water bath, and cooled with water to obtain a soft drink containing a coenzyme Q ₁₀ at a ratio of 100 mg / 120 g.

Example 8 Coenzyme Q _10- containing food (jelly)
Coenzyme Q ₁₀ as containing foods, to prepare a coenzyme Q ₁₀ containing jelly according to the formulation of the following (in the following formulation, * means the products manufactured by San-Ei Gen FFI Co., Ltd.). Here, although using the emulsion composition prepared in Example 2 as a coenzyme Q ₁₀ containing emulsion composition, it can be used any of Examples 1-6.

<Preparation method>
While stirring water, add a powder mixture of sugar, powdered syrup, and gel-up WM-100, and dissolve by heating at 80 ° C. for 10 minutes. Moreover, it added fruit juice, citric acid, brandy, carotene base, coenzyme Q ₁₀ containing emulsion composition. The fragrance is then added and mixed uniformly. Fill the jelly cup, capping and sterilize at an internal temperature of 85 ° C for 30 minutes. It was cooled to room temperature in a water bath to solidify to obtain a jelly containing coenzyme Q ₁₀ at a ratio of 50 mg / 100 g.

It was prepared coenzyme Q ₁₀ containing tablets according to the formulation of Example 9 Tablets below. Here, using the emulsion composition prepared in Example 2 as a coenzyme Q ₁₀ containing emulsion composition. However, any of Examples 1 to 6 can be used.

＜製法＞
成分１〜４に水を適量加えてよく混練し、押出し造粒機にて造粒後、乾燥して顆粒を得る。次いで成分５を加えてよく混和したのち打錠（３００ｍｇ／錠）成形し錠剤を得た。当該錠剤中を１日３回３錠ずつ摂取することで、補酵素Ｑ１０（ユビキノン）を２７ｍｇ／日摂取できる。

<Production method>
An appropriate amount of water is added to components 1 to 4 and kneaded well. After granulation with an extrusion granulator, the granules are dried to obtain granules. Next, component 5 was added and mixed well, and then tableted (300 mg / tablet) to form tablets. By ingesting 3 tablets 3 times a day, the coenzyme Q10 (ubiquinone) can be ingested 27 mg / day.

It was prepared coenzyme Q ₁₀ containing cream according to the formulation of Example 19 Cream below. Here, although using the emulsion composition prepared in Example 2 as a coenzyme Q ₁₀ containing emulsion composition, it can be used any of Examples 1-6.

<Production method>
Stearic acid is dissolved by heating at 70 to 80 ° C., and potassium hydroxide and glycerin are separately added to water and heated to the same temperature. Stirring and mixing both solution while, then slowly cooled after mixing added coenzyme Q ₁₀ containing emulsion composition, to give a coenzyme Q ₁₀ containing cream.

Claims (28)

Water containing coenzyme Q ₁₀ , medium chain triglyceride, surfactant, polyhydric alcohol and water, 1-10 parts by weight of medium chain triglyceride to 10 parts by weight of coenzyme Q ₁₀ , 100% by weight of composition The emulsion composition whose ratio is 10 to 40 weight%. The emulsion composition according to claim 1, wherein the ratio of water to 10 parts by weight of Coenzyme Q ₁₀ is 10 to 40 parts by weight.   The medium chain triglyceride is at least one selected from the group consisting of caproic acid triglyceride, caprylic acid triglyceride, capric acid triglyceride, lauric acid triglyceride, caproic acid / caprylic acid mixed triglyceride, and caproic acid / caprylic acid / lauric acid mixed triglyceride The emulsion composition according to claim 1, wherein   The emulsion composition according to claim 1, wherein the surfactant is at least one selected from the group consisting of glycerol fatty acid esters having HLB of 10 or more, sucrose fatty acid esters, lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin. Coenzyme ratio of surfactant to Q _{10 10} parts by weight 5 to 20 parts by weight, claim 1 emulsified composition.   The emulsified composition according to claim 1, wherein the surfactant is a combination of at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin and a glycerol fatty acid ester of HLB 10 or more.   It contains at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin in a total amount of 0.01 to 5% by weight and glycerin fatty acid ester in a proportion of 5 to 20% by weight. Item 7. The emulsion composition according to Item 6.   A solid state emulsion composition prepared by solidifying the emulsion composition according to claim 1.   A product comprising the emulsion composition of claim 1 or claim 8.   The product according to claim 9, which is an aqueous product prepared by solubilizing or dispersing the emulsion composition of claim 1 or claim 8 in water.   The product according to claim 9, wherein the product is any one of food, medicine, quasi-drug, cosmetics and feed.   The product according to claim 9, which is a food, medicine or quasi drug used for humans. Method of an emulsified composition according to claim 1 or claim 8, characterized in that solubilized or dispersed in water, solubilized or dispersed coenzyme Q ₁₀ in a transparent state in water. In oral compositions containing Coenzyme Q _10, a medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and water were blended, 1-10 weight ratio of medium-chain triglycerides for coenzyme Q _{10 10} parts by weight the parts, a method of enhancing the absorbability of coenzyme Q ₁₀ in the body of an oral dosage composition containing a coenzyme Q _10. Said orally administered composition is obtained by the solid medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and an oral administration composition containing water, by further solidification process, according to claim 14, wherein the method of. Oral dosage compositions are an oral dosage composition for use in humans, a method of increasing the absorption of coenzyme Q ₁₀ in human body, The method of claim 14, wherein.   The medium chain triglyceride is at least one selected from the group consisting of caproic acid triglyceride, caprylic acid triglyceride, capric acid triglyceride, lauric acid triglyceride, caproic acid / caprylic acid mixed triglyceride, and caproic acid / caprylic acid / lauric acid mixed triglyceride 15. The method of claim 14, wherein   The method according to claim 14, wherein the surfactant is at least one selected from the group consisting of glycerol fatty acid esters having HLB of 10 or more, sucrose fatty acid esters, lecithin, enzymatically decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin. Coenzyme ratio of surfactant to _Q 10 10 parts by weight 5 to 20 parts by weight The method of claim 14, wherein.   The method according to claim 14, wherein the surfactant is a combination of at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin and a glycerol fatty acid ester of HLB 10 or more.   It contains at least one selected from the group consisting of lecithin, enzyme-decomposed lecithin, fractionated lecithin, and enzyme-treated lecithin in a total amount of 0.01 to 5% by weight and glycerin fatty acid ester in a proportion of 5 to 20% by weight. Item 15. The method according to Item 14. In the manufacture of solubility and high dispersibility coenzyme Q ₁₀ containing emulsion composition in water, medium chain triglycerides, surfactants, use of a polyhydric alcohol and water. In the manufacture of the body highly absorbent coenzyme Q ₁₀ containing emulsion composition, medium chain triglycerides, surfactants, use of a polyhydric alcohol and water.   The use according to claim 23, wherein the absorbability in the body is absorbability in the human body.   The antioxidant which uses the emulsion composition of Claim 1 as an active ingredient. In oral compositions containing Coenzyme Q _10, a medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and water were blended, 1-10 weight ratio of medium-chain triglycerides for coenzyme Q _{10 10} parts by weight characterized in that the parts, a method of increasing the body antioxidant capacity for oral compositions containing coenzyme Q _10. Said orally administered composition, the medium chain triglyceride to the coenzyme Q _10, a surfactant, a polyhydric alcohol and oral compositions containing water, in which further the solid by solid process, according to claim 26, wherein the method of.   27. The method according to claim 26, wherein the composition for oral administration is an composition for oral administration used for humans, and is a method for enhancing antioxidant power in the human body.

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