JP2018201344A - Water-soluble powder containing plant extract - Google Patents

Abstract

To provide a powder configuration highly containing a poorly water-soluble physiological active substance extracted from plant and having sufficient water-dispersibility and dispersion stability when added to a beverage.SOLUTION: Plant extract-containing water-soluble powders of this invention include: a plant extract containing a poorly water-soluble component (A); an enzyme treated matter (B); and a surface-active agent having an HLB of 13 or more (C), in which a content of the enzyme treated substance (B) relative to the plant extract (A) is 0.5-120 in weight ratio and a content of the surface-active agent having an HLB of 13 or more (C) relative to the plant extract (A) is 0.1-15 in weight ratio. Enzyme treated rutin, enzyme treated stevia, or enzyme treated hesperidin is preferable as the enzyme treated substance (B).SELECTED DRAWING: None

Description

  The present invention relates to a plant extract containing a poorly water-soluble component that can be used for foods and drinks such as health foods and health function foods (specific health foods, nutritional function foods), pharmaceuticals, quasi drugs, cosmetics, and the like. The present invention relates to a water-soluble powder comprising

  When a physiologically active substance extracted from a plant is sparingly water-soluble, it is often difficult to add the physiologically active substance to foods such as beverages. For example, a licorice hydrophobic component extracted from a licorice or licorice water extraction residue with an organic solvent or the like has many useful properties such as an antioxidant action, an antibacterial action, an enzyme inhibitory action, an antitumor action, an antiallergic action, and an antiviral action. It has been confirmed to show an action. However, this licorice hydrophobic component does not dissolve in water and is not only difficult to add to water-based foods as it is, but also hardly dissolves in general oils, and further solidifies as an organic solvent extract. It has properties that are difficult to use for foods and beverages, such as being easily colored.

  On the other hand, Patent Document 1 discloses a licorice polyphenol-containing oil-in-water emulsion composition containing a polyglycerin fatty acid ester composed of a fatty acid residue having 14 or more carbon atoms. Usually, a homogenization treatment under a high pressure condition of 50 MPa or more is necessary. Further, Patent Document 2 describes a bioactive substance-containing water-soluble preparation containing licorice extract, chrysanthemum flower extract, etc. containing two types of polyglycerin fatty acid esters having oil and fat and a specific HLB value. Is a viscous liquid and not a powder, so its range of use is limited. Furthermore, Patent Document 3 reports an emulsified powder composed of a licorice extract, fats and oils, a water-soluble polymer, an emulsifier and a saccharide, but requires many components to achieve both powdering and water dispersibility. .

  On the other hand, in Patent Document 4, for example, a plant extract is water-solubilized using one or more solubilizers selected from stevia extract, enzyme-treated stevia extract, enzyme-treated rutin, and enzyme-treated hesperidin. To obtain water-soluble foods and drinks. However, if the amount of each solubilizer added to the plant extract is small, turbidity occurs when dispersed in water, or precipitation occurs during storage, and the dispersibility and dispersion stability required when added to beverages. Sex is not enough.

  In Patent Document 5, as a method for solubilizing a poorly water-soluble substance, at least one enzyme-treated product selected from enzyme-treated hesperidin and enzyme-treated stevia, a nonionic surfactant, an anionic surfactant, and a cationic surfactant A method of mixing at least one surfactant selected from the group consisting of agents is described. However, surfactants that are actually used are surfactants that cannot be used in food or have limited use such as sodium dodecyl sulfate, sodium taurocholate, dodecylmethylammonium bromide, Tween 80, etc. As the plant extract is not listed, its effectiveness is unknown.

WO2007 / 097412 WO2012 / 105551 WO2006 / 022187 JP-A-2005-168458 JP2012-240949

  As described above, when a physiologically active substance extracted from a plant is poorly water-soluble, the conventional method has sufficient dispersibility and dispersion stability required when added to a beverage, and the physiologically active substance is The content was high, and it did not sufficiently satisfy the condition that it was easy to use for foods other than beverages.

  In the present invention, a slightly water-soluble physiologically active substance extracted from a plant is made into a powder form having a high content of physiologically active substance and sufficient water dispersibility and dispersion stability when added to a beverage. Is an issue.

  As a result of intensive studies in view of the above circumstances, the present inventors have found that organic solvent extracts containing poorly water-soluble physiologically active substances extracted from plants, enzyme-treated stevia extract, enzyme-treated rutin, enzyme-treated hesperidin, etc. A stable water-soluble powder can be easily prepared by mixing an enzyme-treated product and a water-soluble solution containing a specific surfactant, and removing the solvent from the mixed solution. The present invention was completed by finding that it is a self-emulsifying preparation that forms a microemulsion simply by contacting with the emulsion.

  That is, a plant extract (A) containing a poorly water-soluble component, an enzyme-treated product (B), and a surfactant (C) having an HLB of 13 or more, and an enzyme-treated product (B) for the plant extract (A) ) Is 0.5 to 120 (weight ratio), and the content of the surfactant (C) having an HLB of 13 or more with respect to the plant extract (A) is 0.1 to 15 (weight ratio). The present invention relates to an extract-containing water-soluble powder.

  Preferably, the enzyme-treated product (B) is an enzyme-treated rutin, enzyme-treated stevia, or enzyme-treated hesperidin, which is a water-soluble powder containing a plant extract, and preferably a surfactant having a HLB of 13 or more (C ) Is a water-soluble powder containing a plant extract, which is a sucrose fatty acid ester or a polyglycerin fatty acid ester. Preferably, the plant extract is one or more kinds of plants selected from the group consisting of licorice and chrysanthemum flowers. A plant extract-containing water-soluble powder, which is an extract.

  The present invention also includes a plant extract (A) containing a poorly water-soluble component, an enzyme-treated product (B), and a surfactant (C) having an HLB of 13 or more, and an enzyme treatment for the plant extract (A). The content of the product (B) is 0.5 to 120 (weight ratio), the content of the surfactant (C) having an HLB of 13 or more with respect to the plant extract (A) is 0.1 to 15 (weight ratio) The present invention also relates to a method for producing a physiologically active substance-solubilized aqueous solution, characterized in that a plant extract-containing water-solubilized powder is added to an aqueous solvent, followed by heat treatment and / or acid treatment.

  According to the present invention, a high-concentration and stable water-soluble powder of a plant extract containing a hardly water-soluble component can be easily produced. Further, the water-solubilized powder of the present invention can easily diffuse into an aqueous medium such as water to form a microemulsion excellent in acid resistance and heat resistance, and the obtained microemulsion has high storage stability. . Moreover, since it is a powder form, it is easy to develop into beverages and foods.

  The present invention is described in detail below.

  The water-solubilized powder of the present invention contains a plant extract (A) containing a sparingly water-soluble component, an enzyme-treated product (B), and a surfactant (C) having an HLB of 13 or more, and the plant extract (A) The content of the enzyme-treated product (B) with respect to the amount of 0.5 to 120 (weight ratio), the content of the surfactant (C) with an HLB of 13 or more with respect to the plant extract (A) is 0.1 to 15 (weight) It is a water-soluble powder containing a plant extract characterized by

  The plant extract (A) containing the hardly water-soluble component of the present invention is not particularly limited as long as it is a plant extract having fat-soluble or sparingly water-soluble physiological activity as its component, and is generally used for food. Hydrophobic plant extracts obtained by extraction from plants and processed products using organic solvents can be used. For example, licorice, chrysanthemum flower, turmeric, perilla, clove, cinnamon, ginger, lemongrass, peppermint, dokudami, yokuinin, rice bran, cornflower, fennel, wolfberry, salamander, nasturtium, san yak, sanyo, kinkakulan, amacha eel, sakuhakuyou, hakutou , Parsley, onion, nutmeg, wild rice, gluten feed, konjac flying powder, paprika, horseradish, lemon, chili, sesame, spearmint, marigold, pine bark, hematococcus algae and high vegetable, etc. It is a hydrophobic extract obtained by extraction using an organic solvent such as ethanol, acetone, hexane and the like, and contains, for example, polyphenols, terpenes, carotenes and the like as active ingredients. Among them, a preferred plant extract is a hydrophobic extract of licorice or chrysanthemum, and more preferably a licorice ethanol extract or chrysanthemum ethanol extract.

  In the water-solubilized powder of the present invention, a mixture of the above plant extract and fats and oils can also be used. Here, it is preferable that the mixture of the plant extract (A) and the fats and oils can be uniformly mixed visually. However, since the use of fats and oils tends to require more enzyme-treated product (B) to obtain a water-solubilized powder with good dispersibility, the plant extract (A) is not mixed with the fats and oils. More preferably it is used.

  Although it does not restrict | limit especially as fats and oils mixed with said plant extract (A), For example, the natural fats and oils from animals and plants may be sufficient, and synthetic fats and processed fats and oils may be sufficient. More preferably, it is acceptable for food, cosmetics or medicine. Examples of vegetable oils include palm oil, palm oil, palm kernel oil, linseed oil, camellia oil, brown rice germ oil, rapeseed oil, rice oil, peanut oil, corn oil, wheat germ oil, soybean oil, sesame oil, cottonseed oil, Sunflower seed oil, kapok oil, evening primrose oil, shea fat, monkey fat, cocoa butter, sesame oil, safflower oil, olive oil, pomegranate oil, bitter gourd oil, etc. Examples of animal fats include pork fat and milk fat , Fish oil, beef tallow, etc., each having 6 to 12, preferably 8 to 12 medium chain fatty acid triglycerides (MCT) of fatty acids, and further processed by fractionation, hydrogenation, transesterification, etc. Oils and fats (eg, hardened oils) and their partial glycerides. Needless to say, a mixture of these may be used. Among these, medium-chain fatty acid triglycerides are most preferable from the viewpoints of being able to efficiently dissolve the plant extract and, in addition, ease of handling and oxidation stability.

  In the water-solubilized powder of the present invention, the mixing ratio of the plant extract (A) and fats and oils is appropriately selected depending on the nature of the physiologically active substance in the plant extract and the type of fats and oils used. For example, when licorice ethanol extract or chrysanthemum ethanol extract is used as plant extract (A) and medium chain fatty acid triglyceride is used as fat or oil, licorice ethanol extract or chrysanthemum ethanol extract is 10 to 50% by weight. And medium chain fatty acid triglyceride is preferably used in a proportion of 50 to 90% by weight, licorice ethanol extract or chrysanthemum ethanol extract is 20 to 40% by weight, and medium chain fatty acid triglyceride is a proportion of 60 to 80% by weight. It is more preferable that

  In the water-solubilized powder of the present invention, the content of the plant extract (A) containing a poorly water-soluble component in the water-solubilized powder is not particularly limited, but is usually in the range of 0.1 to 50% by weight, It is preferably in the range of 35% by weight and most preferably in the range of 5-20% by weight. If the content of the plant extract (A) containing a hardly water-soluble component is too small, it is necessary to ingest a large amount of the composition when orally administering a predetermined amount of the physiologically active substance, When there is too much content of the plant extract (A) containing a sex component, stability when it adds to an aqueous medium will become inadequate.

  The enzyme-treated product (B) used in the water-solubilized powder of the present invention means a glycoside in which saccharides are bound to terpenoids or polyphenols such as flavonoids using a glycosyltransferase. The enzyme-treated product (B) in the present invention is not particularly limited as long as it is a glycoside obtained by treatment with the above-mentioned glycosyltransferase. Enzyme-treated polyphenol is preferred, and more preferred specific examples thereof include enzyme-treated stevia and enzyme. Treated hesperidin, enzyme treated rutin.

  The enzyme-treated stevia that can be used in the present invention includes one or more steviols selected from stevioside, rebaudioside A, rebaudioside C, zulcoside A, rubusoside, steviolside or rebaudioside B. It is preferably an enzyme-treated stevia obtained by adding a sugar donor to a saccharide and allowing glucose transferase to act to transfer sugar (glucose) from the sugar donor to steviol glycosides, more preferably stevia. It is obtained by adding glucose to the extract using α-glucosyltransferase or the like. Such an enzyme-treated stevia has a solubility of 2000 g / water L or more in neutral water at room temperature. This enzyme-treated stevia contains 80.0% by weight or more of the total amount of α-glucosyl steviol glycoside and unreacted steviol glycoside in the dried product, and α-glucosyl steviol glycoside 65 Including 0.0% by weight or more. In addition, since unreacted stevia is usually included in the enzyme-treated stevia, the enzyme-treated stevia may be a mixture of a stevia extract and a substance obtained by adding glucose to the stevia extract.

  The enzyme-treated stevia used in the present invention may be enzyme-treated stevia alone, or may be a diluted product (liquid, powder, granule, etc.) using an enzyme-treated stevia together with a diluent, excipient or the like. . Moreover, you may use a commercial item as an enzyme treatment stevia. Examples of such commercially available products include “αG sweet PX”, “αG sweet P”, “αG sweet PA”, “αG sweet H” (manufactured by Toyo Seika Co., Ltd.), and the like.

The enzyme-treated hesperidin (α-glucosyl hesperidin) that can be used in the present invention is, for example, as shown in the following formula (I), one or more glucoses bonded to the glucosyl group in the rutinose unit of hesperidin by α1 → 4 bond. It has a solubility of 10 g / 100 g or more, preferably 50 g / 100 g or more of water in neutral water at room temperature. Among these, one in which only one glucose is bonded (one in the following formula (I) where n is 0) is called monoglucosyl hesperidin.

(In the above formula (I), n is 0 or an integer of 1 or more.)
In the above formula (I), hesperetin is an aglycon and hesperidin is a poorly water-soluble flavonoid glycoside. In the present invention, an enzyme-treated hesperidin obtained by adding a sugar donor to hesperidin, hesperetin-7-glucoside or hesperetin as an enzyme-treated hesperidin, and transferring sugar (glucose) from the sugar donor by acting glucose transferase. It is preferable that

  For example, glycosyltransferases such as cyclodextrin glucanotransferase (CGTase, EC 2.4.1.19) and other enzymes having the same action in the presence of α-glucosyl sugar compounds (cyclodextrin, partially degraded starch, etc.) It is manufactured by reacting. By this enzyme treatment, one or a plurality (about 2 to 20) of glucose is bound per molecule of hesperidin.

  In addition, monoglucosyl hesperidin reacts with α-glucosyl hesperidin to which two or more glucoses are bonded with a sugar hydrolase such as glucoamylase (EC 3.2.1.3) or other enzyme having the same action, thereby producing glucosyl in a rutinose unit. It can also be produced by leaving only one glucose directly bonded to the group and cleaving the other α1- → 4-bonded glucose.

  In addition, enzyme-treated hesperidin is usually an aggregate of monoglucosyl hesperidin and other enzyme-treated hesperidin with different numbers of bound glucose, and is generally produced by enzyme treatment as described above. Therefore, it exists as a mixture with unreacted hesperidin and other derivatives.

  The effects of improving the water solubility in the present invention are exhibited regardless of whether the enzyme-treated hesperidin is monoglucosyl hesperidin or other. In addition, the ratio of monoglucosyl hesperidin in α-glucosyl hesperidin can be adjusted by methods known to those skilled in the art, such as the above-described enzyme treatment conditions (such as reaction time) with glucoamylase.

  In the present invention, commercially available products such as “αG Hesperidin H” and “αG Hesperidin PA” (Ezaki Glico Co., Ltd., Toyo Seika Co., Ltd.) may be used as the enzyme-treated hesperidin.

As shown in the following formula (2), the enzyme-treated rutin used in the present invention uses quercetin as an aglycone, and L-rhamnosyl- (α 1 → 6) -glucose is β-linked to the hydroxyl group at the 3-position. Flavonol glycoside.

  Α-Glucosylated rutin, which is a derivative with improved rutin solubility, is also included in the enzyme-treated rutin of the present invention.

  In the present invention, commercially available enzyme-treated rutin can be used. For example, “αG Rutin P” TM manufactured by Toyo Seika Co., Ltd. can be used. This “αG rutin P” is water-soluble rutin in which glucose is transferred from the starch, dextrin, etc. to the 4th position of glucose by the transfer action of the enzyme glucosidase, transglucosidase, etc. to the above rutin, and α-glucosylrutin having different glucose numbers It is a mixture of

  In the present invention, when the plant extract (A) containing a poorly water-soluble component is an ethanol extract of licorice, the enzyme-treated product (B) is more preferably an enzyme-treated stevia and contains a poorly water-soluble component. When the plant extract (A) to be processed is an ethanol extract of chrysanthemum, the enzyme-treated product (B) is more preferably enzyme-treated rutin.

  In the water-solubilized powder of the present invention, the content of the enzyme-treated product (B) in the water-solubilized powder is within the range of 0.5 to 120 as a weight ratio with respect to the plant extract (A), that is, 0.5 to 120. Although it will not specifically limit if it is a weight times, It is preferable that it is 0.5-50 weight times, and it is more preferable that it is 1-30 weight times. When the content of the enzyme-treated product (B) with respect to the plant extract (A) in the water-soluble powder is less than 0.5 times by weight, the water dispersibility when added to an aqueous medium becomes unstable and precipitation occurs. When the amount is more than 120 times by weight, it is necessary to ingest a large amount of the composition when orally administering a predetermined amount of the physiologically active substance. In addition, content of the plant extract (A) in this invention means the solid weight part which does not include the weight of the fats and oils mixed and used as needed.

  The surfactant (C) having an HLB value of 13 or more used in the water-solubilized powder of the present invention is not particularly limited as long as the surfactant has an HLB of 13, and polyglycerol fatty acid ester, sucrose fatty acid ester, Sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, lecithin and the like can be used. Among them, polyglycerin fatty acid ester and sucrose fatty acid ester are preferable, sucrose fatty acid ester having a monoester composition of 60% or more is more preferable, and sucrose fatty acid ester having 70% or more is more preferable.

  The constituent fatty acid in the case of using a sucrose fatty acid ester as the surfactant (C) is not particularly limited, and examples of the fatty acid include saturated or unsaturated linear or branched ones or two Used in combination. Although it will not specifically limit as carbon number of a fatty acid if it is C6-C30, C8-C22 is preferable and C18-C18 is more preferable. Examples of saturated fatty acids include caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, and behenic acid. Examples of unsaturated fatty acids include linoleic acid, oleic acid, linolenic acid, erucic acid, and ricinoleic acid.

  In the water-solubilized powder of the present invention, the content of the surfactant (C) having an HLB value of 13 or more in the water-solubilized powder is within a range of 0.1 to 15 as a weight ratio to the plant extract (A). Although it will not specifically limit if it is 0.1-15 weight times, It is preferable that it is 0.1-5 weight times, and it is more preferable that it is 0.5-3 weight times. When the content of the surfactant (C) relative to the plant extract (A) in the water-soluble powder is less than 0.1 times by weight, the water dispersibility when added to an aqueous medium becomes unstable and precipitation occurs. On the other hand, when the amount is more than 15 times by weight, the water dispersibility when added to an acidic aqueous medium becomes unstable and precipitation is likely to occur.

  The water-solubilized powder of the present invention comprises a plant extract (A), an enzyme-treated product (B) containing a sparingly water-soluble component, and a surfactant (C) having an HLB value of 13 or more, as well as alcohol as necessary. , Pigments, anti-aggregation agents, absorption accelerators, thickeners, thickening polysaccharides and other stabilizers, solubilizers, pH adjusters, antioxidants, fragrances, and the like, and are not particularly limited.

  The water-solubilized powder of the present invention comprises a plant extract (A) containing a sparingly water-soluble component, an enzyme-treated product (B), a surfactant (C) having an HLB value of 13 or more, and other additives as necessary. It can manufacture by mixing a component and the manufacturing method in particular is not restrict | limited.

  The water-solubilized powder of the present invention can be produced by merely physically mixing the above components without using a method using a special apparatus such as a spray drying method. Moreover, after dissolving the plant extract (A) containing a hardly water-soluble component in an organic solvent such as ethanol, the enzyme-treated product (B) and a surfactant (C) having an HLB value of 13 or more are added and stirred. The organic solvent is removed by distillation under reduced pressure, or a plant extract (A) containing a hardly water-soluble component in an organic solvent such as ethanol, an enzyme-treated product (B) and a surfactant having an HLB value of 13 or more ( It can also be produced by using a simple method such as dissolving C) in water and then mixing them, and then removing the organic solvent by distillation under reduced pressure or the like. Furthermore, as the plant extract (A) containing a hardly water-soluble component, the organic solvent used for extraction is not distilled off and is used as it is or after further dilution, and the enzyme-treated product (B) and the HLB value are used. After mixing with 13 or more surfactants (C) as appropriate, the extraction solvent and other solvents may be removed to form a powder. In this case, the mixing ratio can be adjusted from the solid component concentration in the extract so that the content of the plant extract (A) containing the poorly water-soluble component in the water-solubilized powder falls within a predetermined range. Further, other additive components may be added at an appropriate location in the above production process, or may be mixed with the obtained water-soluble powder.

  As described above, in the present invention, a water-solubilized powder of a hardly water-soluble component can be produced easily and inexpensively.

  Further, since the water-solubilized powder of the present invention has good dispersibility or solubility in water, the physiologically active substance in the plant extract can be easily solubilized by mixing with an aqueous component such as water. An aqueous solution (an aqueous solution solubilized with a physiologically active substance) can also be prepared.

  As the aqueous component that can be mixed with the water-soluble powder of the present invention, water itself, an aqueous solution in which a water-soluble component is dissolved in water, or a mixture of water and alcohol (hydrous alcohol) is preferably used. It does not specifically limit as alcohol, A polyhydric alcohol other than ethanol, propanol, and butanol may be sufficient. Examples of the polyhydric alcohol in this case include sugars such as liquid sugar and sugar alcohols such as glycerin and sorbitol. In the present invention, water or hydrous ethanol is preferred as the water product. In addition, water-soluble vitamins such as vitamin C, water-soluble components such as organic acids, amino acids, L-carnitine, and various salts can also be added to the aqueous components as long as they do not affect emulsification.

  The upper limit of the addition amount of the water-solubilized powder when producing the physiologically active substance-solubilized aqueous solution using the water-solubilized powder of the present invention is not particularly limited. However, from the viewpoint of versatility of the obtained aqueous solution, water or the like is usually used. The water-soluble powder of the present invention is mixed in an amount of 20 g or less, preferably 10 g or less, more preferably 5 g or less with respect to 100 ml of the aqueous component. When the addition amount of the water-solubilized powder of the present invention is 20 g or more, the water-solubilized powder may not be uniformly diffused, resulting in poor handling properties. Further, the lower limit of the addition amount of the water-solubilized powder of the present invention is not particularly limited, but from the viewpoint of the effective amount of the physiologically active substance contained in the obtained aqueous solution, the water-soluble powder of the present invention is usually added to 100 ml of an aqueous component such as water. 10 mg or more, preferably 30 mg or more, more preferably 50 mg or more of the powdered powder is mixed.

  Since the water-solubilized powder of the present invention has high solubility in water, when mixing uniformly in an aqueous component such as water or an aqueous solution, a magnetic stirrer, a propeller type agitator, an axial flow turbine type agitator, It dissolves easily by simply stirring with an impeller stirrer such as a radial flow turbine stirrer or anchor stirrer. In particular, for emulsification, it is not necessary to use a known emulsifying device such as a stirring homomixer or a high-pressure homogenizer. However, in order to further stabilize the emulsification, these high-pressure emulsification and homogenization treatments may be performed.

  The physiologically active substance solubilized aqueous solution prepared using the water-solubilized powder of the present invention has excellent heat resistance and acid resistance, and is suitable for applications requiring acid resistance and heat resistance, such as drinks. ing. Furthermore, even if transparency and dispersibility are insufficient as it is, dispersibility and transparency can be improved by heat treatment or acid treatment, particularly heat treatment, which is preferable. That is, a plant extract (A), an enzyme-treated product (B) containing a poorly water-soluble component, a surfactant (C) having an HLB of 13 or more, and an enzyme-treated product (B) for the plant extract (A) ) Content of 0.5 to 120 (weight ratio), and the surfactant (C) content of HLB of 13 or more with respect to the plant extract (A) is 0.1 to 15 (weight ratio). A method for producing a physiologically active substance-solubilized aqueous solution, wherein the product-containing water-solubilized powder is added to the aqueous component, followed by heat treatment and / or acid treatment, is also within the scope of the present invention.

  The conditions such as the heating temperature when performing the heat treatment are not particularly limited, but after mixing the water-solubilized powder of the present invention with the aqueous component, the mixture is usually 80 ° C. or higher, preferably 85 ° C. or higher, more preferably Dispersibility and transparency are improved by heating to 90 ° C or higher. The heating time in this case is not particularly limited, but is usually 5 to 30 minutes, more preferably 10 to 30 minutes, and more preferably 15 to 30 minutes. In addition, the acidity in the acid treatment is usually pH 5.0 or less, preferably pH 4.0 or less, more preferably pH 3.0 or less. In addition, as a method for adjusting the acidity, usually, a method for adjusting the obtained physiologically active substance-solubilized aqueous solution to a predetermined pH by adding an acidic substance to the mixed solution of the water-soluble powder and the aqueous component of the present invention. Is common. The acidic substance to be added may be appropriately selected depending on the use application of the physiologically active substance solubilized aqueous solution. For example, an acidic substance (acetic acid, malic acid, ascorbic acid, citric acid, sorbic acid, which is recognized as a food additive for beverage use) , Carbon dioxide, etc.) are preferred.

  Since the water-solubilized powder obtained in the present invention has good solubility in water, it can be dissolved in an aqueous component such as water to form an aqueous solution as described above, and can be used as a drink or cosmetic. It is also possible to mix it with general foods and feeds as they are. In particular, since the solubility in neutral water at room temperature is improved, it can be ingested by mixing with water or any beverage at the time of eating and drinking. The physiologically active substance-containing water-soluble powder of the present invention is a food such as general foods, nutritional functional foods, foods for specified health use, functional labeling foods, nutritional supplements, nutrients, beverages; therapeutic drugs, preventive drugs, animal drugs, etc. Can be used for cosmetics, feed, etc.

  EXAMPLES Next, although this invention is demonstrated further in detail based on an Example, this invention is not limited only to this Example.

(Production Example 1)
The chrysanthemum flower was infiltrated with 93% ethanol aqueous solution heated to 50 ° C. for 3 hours for extraction. Thereafter, the residue was removed by filtration to obtain an extract, and the resulting extract was concentrated under reduced pressure to partially remove the solvent to obtain a chrysanthemum ethanol extract (chrysanthemum-derived solid content = 20% by weight).

  As a plant extract (A) containing a sparingly water-soluble component, 2000 mg of chrysanthemum ethanol extract obtained in Production Example 1 (400 mg in terms of solid content) is added to 60 mL of ethanol, and processed sugar enzyme (B) is used as an enzyme-treated rutin. (Toyo Seika Co., Ltd .; trade name αG rutin P) 2000 mg, surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK ester SS, monoester 100%, HLB = 19) 400 mg was dissolved in 140 mL of distilled water, the obtained aqueous solution and ethanol solution were mixed, and then the solvent was removed by evaporation under reduced pressure using an evaporator to obtain a water-soluble powder.

  As a plant extract (A) containing a hardly water-soluble component, 2000 mg of chrysanthemum ethanol extract (400 mg in terms of solid content) obtained in Production Example 1 was added to 60 mL of ethanol, and enzyme-treated rutin (B) was used as an enzyme-treated product (B). Toyo Seika Co., Ltd .; trade name αG rutin P) 2000 mg, surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK Ester SS, HLB = 19) 200 mg distilled water 140 mL Then, the resulting aqueous solution and ethanol solution were mixed together, and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder.

  As a plant extract (A) containing a hardly water-soluble component, 2000 mg of chrysanthemum ethanol extract (400 mg in terms of solid content) obtained in Production Example 1 was added to 60 mL of ethanol, and enzyme-treated rutin (B) was used as an enzyme-treated product (B). Toyo Seika Co., Ltd .; trade name αG rutin P) 2000 mg, surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK Ester SS, HLB = 19) 40 mg distilled water 140 mL Each was dissolved, and the resulting aqueous solution and ethanol solution were mixed, and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder.

  As a plant extract (A) containing a hardly water-soluble component, 2800 mg (560 mg in terms of solid content) of Kikuhana ethanol extract obtained in Production Example 1 was added to 60 mL of ethanol, and enzyme-treated rutin (B) as an enzyme-treated product (B). 560 mg of Toyo Seika Co., Ltd .; trade name αG rutin PP), 560 mg of sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK Ester SS, HLB = 19) as surfactant (C) 140 mL of distilled water Each was dissolved, and the resulting aqueous solution and ethanol solution were mixed, and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder.

  As a plant extract (A) containing a hardly water-soluble component, 2800 mg of chrysanthemum ethanol extract (solid content of chrysanthemum = 20% by weight) obtained in Production Example 1 was subjected to enzyme treatment in 60 mL of ethanol. As the product (B), enzyme-treated rutin (trade name αG rutin P) 2800 mg, as the surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK Ester F) -140, 60% monoester, HLB = 13) 560 mg was dissolved in 140 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed. A powder was obtained.

(Comparative Example 1)
As a plant extract (A) containing a hardly water-soluble component, 2800 mg (560 mg in terms of solid content) of Kikuhana ethanol extract obtained in Production Example 1 was added to 60 mL of ethanol, and enzyme-treated rutin (B) as an enzyme-treated product (B). Toyo Seika Co., Ltd .; trade name αG rutin P) 2800 mg, surfactant (C), polyglycerin fatty acid ester (Sakamoto Pharmaceutical Co., Ltd .; trade name SY Glister TS-3S, HLB = 4.6) 560 mg Each solution was dissolved in 140 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed. Then, the solvent was removed by evaporation under reduced pressure using an evaporator to obtain a water-soluble powder.

(Comparative Example 2)
As a plant extract (A) containing a hardly water-soluble component, 2800 mg (560 mg in terms of solid content) of Kikuhana ethanol extract obtained in Production Example 1 was added to 60 mL of ethanol, and enzyme-treated rutin (B) as an enzyme-treated product (B). Toyo Seika Co., Ltd .; trade name αG rutin P) 2800 mg, surfactant (C), polyglycerin fatty acid ester (Sakamoto Pharmaceutical Co., Ltd .; trade name SY Glyster MS-3S, HLB = 8.4) 560 mg Each solution was dissolved in 140 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed. Then, the solvent was removed by evaporation under reduced pressure using an evaporator to obtain a water-soluble powder.

(Comparative Example 3)
As a plant extract (A) containing a hardly water-soluble component, 2800 mg (560 mg in terms of solid content) of Kikuhana ethanol extract obtained in Production Example 1 was added to 60 mL of ethanol, and enzyme-treated rutin (B) as an enzyme-treated product (B). Toyo Seika Co., Ltd .; trade name αG rutin PP) 2800 mg, surfactant (C), polyglycerin fatty acid ester (Sakamoto Yakuhin Kogyo Co., Ltd .; trade name SY Glyster MS-5S, HLB = 11.6) 560 mg Each solution was dissolved in 140 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed. Then, the solvent was removed by evaporation under reduced pressure using an evaporator to obtain a water-soluble powder.

(Comparative Example 4)
As a plant extract (A) containing a hardly water-soluble component, 2800 mg (560 mg in terms of solid content) of Kikuhana ethanol extract obtained in Production Example 1 was added to 60 mL of ethanol, and enzyme-treated rutin (B) as an enzyme-treated product (B). 2800 mg of Toyo Seika Co., Ltd .; trade name αG rutin P) was dissolved in 140 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed. After that, the solvent was removed by evaporation under reduced pressure using an evaporator. A powder was obtained.

  The water-soluble powders obtained in Examples 1 to 5 and Comparative Examples 1 to 4 were weighed in each vial so that the solid content was 1 mg / ml, and 30 ml of distilled water was added and dispersed uniformly. This dispersion was heated until the internal temperature reached 95 ° C. to obtain a heat treatment liquid.

  In the same manner as described above, a dispersion was prepared using the water-solubilized powders obtained in Examples 1 to 6 and Comparative Examples 1 to 3, and a small amount of citric acid was added to the dispersion to adjust the pH to 2. It adjusted to 9 and it was set as the acid treatment liquid. Further, this acid treatment liquid was heated until the internal temperature reached 95 ° C. to obtain an acid / heat treatment liquid.

The appearance of the obtained heat treatment liquid and acid treatment liquid was visually confirmed, and the presence or absence of an oil ring or precipitation was examined. Further, the heat treatment solution was stored in a constant temperature bath at 40 ° C./75% RH for 4 weeks, and then the presence or absence of oil ring or precipitation was examined. The results are summarized in Table 1.

(Production Example 2)
The licorice branches and roots were infiltrated with 93% ethanol aqueous solution heated to 50 ° C. for 3 hours for extraction. Thereafter, the residue was removed by filtration to obtain an extract, and the resulting extract was concentrated under reduced pressure to partially remove the solvent to obtain a licorice ethanol extract (licorice-derived solid content = 10% by weight).

  As a plant extract containing a poorly water-soluble component (A), 4000 mg (400 mg in terms of solid content) of the licorice ethanol extract obtained in Production Example 2 was added to 100 mL of ethanol, and the enzyme-treated stevia (B) Toyo Seika Co., Ltd .; trade name αG sweet) 2000 mg, surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK Ester SS, HLB = 19) 400 mg in distilled water 100 mL Each was dissolved, and the resulting aqueous solution and ethanol solution were mixed, and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder.

  As a plant extract containing a poorly water-soluble component (A), 4000 mg (400 mg in terms of solid content) of the licorice ethanol extract obtained in Production Example 2 was added to 100 mL of ethanol, and the enzyme-treated stevia (B) Toyo Seika Co., Ltd .; trade name αG sweet) 4000 mg, surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK Ester SS, HLB = 19) 400 mg in 100 mL of distilled water Each was dissolved, and the resulting aqueous solution and ethanol solution were mixed, and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder.

  As a plant extract containing a poorly water-soluble component (A), 4000 mg (400 mg in terms of solid content) of the licorice ethanol extract obtained in Production Example 2 was added to 100 mL of ethanol, and the enzyme-treated stevia (B) Toyo Seika Co., Ltd .; trade name αG sweet) 8000 mg, surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK Ester SS, HLB = 19) 400 mg in distilled water 100 mL Each was dissolved, and the resulting aqueous solution and ethanol solution were mixed, and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder.

(Comparative Example 5)
As a plant extract containing a poorly water-soluble component (A), 4000 mg (400 mg in terms of solid content) of the licorice ethanol extract obtained in Production Example 2 was added to 100 mL of ethanol, and the enzyme-treated stevia (B) Toyo Seika Co., Ltd .; trade name αG sweet) 2000 mg was dissolved in 100 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed. Got.

(Comparative Example 6)
As a plant extract containing a poorly water-soluble component (A), 4000 mg (400 mg in terms of solid content) of the licorice ethanol extract obtained in Production Example 2 was added to 100 mL of ethanol, and the enzyme-treated stevia (B) Toyo Seika Co., Ltd .; trade name αG sweet) 4000 mg each was dissolved in 100 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed, and then evaporated under reduced pressure using an evaporator to remove the solvent. Got.

(Comparative Example 7)
As a plant extract containing a poorly water-soluble component (A), 4000 mg (400 mg in terms of solid content) of the licorice ethanol extract obtained in Production Example 2 was added to 100 mL of ethanol, and the enzyme-treated stevia (B) 8000 mg manufactured by Toyo Seika Co., Ltd .; trade name αG sweet) was dissolved in 100 mL of distilled water, and the resulting aqueous solution and ethanol solution were mixed. After that, the solvent was removed by evaporation under reduced pressure using an evaporator. Got.

  The water-soluble powders obtained in Examples 7 to 9 and Comparative Examples 5 to 7 were weighed in each vial so that the solid content was about 1 mg / ml, and 20 ml of distilled water was added and dispersed uniformly. This dispersion was heated until the internal temperature reached 95 ° C. to obtain a heat treatment liquid.

  In the same manner as described above, a dispersion was prepared using the water-solubilized powders obtained in Examples 7 to 9 and Comparative Examples 5 to 7, and a small amount of citric acid was added to the dispersion to adjust the pH to 2. It adjusted to 9 and it was set as the acid treatment liquid. Further, this acid treatment liquid was heated until the internal temperature reached 95 ° C. to obtain an acid / heat treatment liquid.

The appearance of the obtained heat treatment liquid and acid treatment liquid was visually confirmed, and the presence or absence of an oil ring or precipitation was examined. Further, the heat treatment liquid was stored in a constant temperature bath of 40 ° C./75% RH for 1 week, and then the presence or absence of an oil ring or precipitation was examined. The results are summarized in Table 2.

  As the enzyme-treated product (B), 20000 mg of enzyme-treated stevia (manufactured by Toyo Seika Co., Ltd .; trade name αG sweet), as the surfactant (C), sucrose fatty acid ester (manufactured by Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK ester) SS, HLB = 19) 400 mg is dissolved in 1000 mL of distilled water, and the resulting aqueous solution and a plant extract (A) containing a hardly water-soluble component are used as a licorice ethanol extract-containing fat (manufactured by Kaneka Corporation; trade name) “Grabonoid”, MCT = 70 wt%, licorice oily extract = 30 wt%) 1333 mg (400 mg in terms of solid content) were mixed and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder. .

  As the enzyme-treated product (B), enzyme-treated stevia (manufactured by Toyo Seika Co., Ltd .; trade name αG sweet) 40000 mg, as the surfactant (C), sucrose fatty acid ester (Daiichi Kogyo Seiyaku Co., Ltd .; trade name DK ester) SS, HLB = 19) 400 mg is dissolved in 1000 mL of distilled water, and the resulting aqueous solution and a plant extract (A) containing a hardly water-soluble component are used as a licorice ethanol extract-containing fat (manufactured by Kaneka Corporation; trade name) “Grabonoid”, MCT = 70% by weight, licorice oily extract = 30% by weight) 1333 mg (40 mg in terms of solid content) were mixed and then evaporated under reduced pressure using an evaporator to remove the solvent to obtain a water-soluble powder. .

(Comparative Example 8)
As an enzyme-treated product (B), 20000 mg of enzyme-treated stevia (manufactured by Toyo Seika Co., Ltd .; trade name αG sweet) is dissolved in 1000 mL of distilled water, and the resulting aqueous solution and a plant extract containing a sparingly water-soluble component (A ) As a licorice ethanol extract-containing fat (manufactured by Kaneka Corporation; trade name “Grabonoid”, MCT = 70% by weight, licorice oily extract = 30% by weight) 1333 mg (400 mg in terms of solid content) The solvent was removed by distillation under reduced pressure to obtain a water-soluble powder.

(Comparative Example 9)
As an enzyme-treated product (B), 40000 mg of enzyme-treated stevia (manufactured by Toyo Seika Co., Ltd .; trade name α G sweet) is dissolved in 2000 mL of distilled water, and a plant extract containing an aqueous solution obtained and a hardly water-soluble component ( As A), licorice ethanol extract-containing fat (manufactured by Kaneka Corporation; trade name “Gravonoid”, MCT = 70% by weight, licorice oily extract = 30% by weight) 1333 mg (400 mg in terms of solid content) was mixed and then the evaporator. Was distilled off under reduced pressure to remove the solvent to obtain a water-soluble powder.

  The water-solubilized powders obtained in Examples 11 to 12 and Comparative Examples 8 to 9 were weighed in each vial so that the solid content was 1 mg / ml, and 3 ml of distilled water was added and dispersed uniformly. This dispersion was heated until the internal temperature reached 95 ° C. to obtain a heat treatment liquid.

The appearance of the obtained heat treatment liquid and acid treatment liquid was visually confirmed, and the presence or absence of an oil ring or precipitation was examined. Further, the heat treatment liquid was stored in a constant temperature bath of 40 ° C./75% RH for 1 week, and then the presence or absence of an oil ring or precipitation was examined. The results are summarized in Table 3.

Claims (11)

A plant extract (A), an enzyme-treated product (B) containing a poorly water-soluble component, and a surfactant (C) having an HLB of 13 or more, and the enzyme-treated product (B) for the plant extract (A) Plant extract whose content is 0.5-120 (weight ratio), and content of surfactant (C) whose HLB with respect to plant extract (A) is 13 or more is 0.1-15 (weight ratio). Contains water-soluble powder. The plant extract-containing water-soluble powder according to claim 1, wherein the enzyme-treated product (B) is enzyme-treated rutin, enzyme-treated stevia, or enzyme-treated hesperidin. The plant extract-containing water-soluble powder according to claim 1 or 2, wherein the surfactant (C) having an HLB of 13 or more is a sucrose fatty acid ester or a polyglycerin fatty acid ester. The plant extract-containing water-soluble powder according to any one of claims 1 to 3, wherein the plant extract is an extract of one or more plants selected from the group consisting of licorice and chrysanthemum flowers. An aqueous solution in which the plant extract-containing water-solubilized powder according to any one of claims 1 to 4 is dispersed or dissolved in an aqueous component. The aqueous solution according to claim 5, wherein the aqueous component is water or hydrous ethanol. A plant extract (A), an enzyme-treated product (B) containing a poorly water-soluble component, and a surfactant (C) having an HLB of 13 or more, and the enzyme-treated product (B) for the plant extract (A) Contains a plant extract with a content of 0.5 to 120 (weight ratio) and a surfactant (C) with an HLB of 13 or more with respect to the plant extract (A) of 0.1 to 15 (weight ratio) A method for producing a physiologically active substance-solubilized aqueous solution, which comprises heat-treating and / or acid-treating after adding a water-solubilized powder to an aqueous component. The method for producing an aqueous solution according to claim 7, wherein the heat treatment is heating the mixture of the plant extract-containing water-soluble powder and the aqueous component to 80 ° C. or higher. The method for producing an aqueous solution according to claim 7, wherein the acid treatment is to adjust the pH of the mixture of the plant extract-containing water-soluble powder and the aqueous component to 4.0 or less. The method for producing an aqueous solution according to any one of claims 7 to 9, wherein the aqueous component is water or hydrous ethanol. A food, cosmetic, pharmaceutical product or feed containing the plant extract-containing water-soluble powder according to any one of claims 1 to 4 or the aqueous solution according to claim 5 or 6.