Isoflavone absorption enhancer and method for enhancing isoflavone absorption

Abstract

To provide an effective isoflavone absorption promoter which can be safely and daily taken.SOLUTION: To provide a vitamin B1 and / or an absorbefacient for isoflavones containing the vitamin B6. The isoflavone is preferably daidzein and / or genistein. It is also preferable to contain vitamin B1 and vitamin B6. It is also preferable that the content ratio of the vitamin B1 to the vitamin B6 is 1:3 to 3:1 by mass ratio. It is also preferably for oral use.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to an isoflavone absorption enhancer and a method for enhancing isoflavone absorption. [Background technology]

[0002] Isoflavones are a type of polyphenol that have beneficial effects on human health and beauty. Specifically, isoflavones have a structure similar to the female hormone estrogen and are known to be effective in alleviating menopausal symptoms, maintaining bone density, promoting collagen production, and preventing obesity.

[0003] In many foods, isoflavones exist in the form of glycosides. For example, it is known that the isoflavones contained in soybeans, except in fermented foods, rarely exist in the form of the aglycones (non-glycosides) genistein and daidzein, and most exist as glycosides such as genistin and daidzin. Isoflavones cannot be absorbed from the intestinal tract as glycosides, but are hydrolyzed to aglycones by β-glycosidase produced by intestinal bacteria and can be absorbed in the intestinal tract.

[0004] Because isoflavones are nutrients that have functions such as improving skin condition, it is desirable to be able to efficiently absorb ingested isoflavones from the intestinal tract. Therefore, technologies to promote isoflavone absorption have been developed. For example, Patent Document 1 describes an absorption enhancer for isoflavones (daidzin, genistin, etc.) that contains citrate or citric acid as an active ingredient. However, there is concern that adding citric acid to food or beverages increases the sourness, adversely affecting the taste. Therefore, there has been a demand for the development of a new isoflavone absorption enhancer. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2010-037258 Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present invention is to provide a novel isoflavone absorption enhancer. [Means for solving the problem]

[0007] While researching materials that promote the absorption of isoflavones, the inventors discovered that vitamin B1 and / or vitamin B6 promote the absorption of isoflavones, leading to the completion of the present invention.

[0008] That is, the present invention is as follows. [1] An isoflavone absorption enhancer containing vitamin B1 and / or vitamin B6. [2] The isoflavone absorption enhancer according to [1], wherein the isoflavone is daidzein and / or genistein. [3] An isoflavone absorption enhancer according to [1] or [2], which contains vitamin B1 and vitamin B6. [4] The isoflavone absorption enhancer according to [3], which contains vitamin B1 and vitamin B6 in a mass ratio of 1:3 to 3:1. [5] An isoflavone absorption enhancer according to [1] or [2], for oral administration. [6] A method for promoting absorption of isoflavones by ingesting or administering vitamin B1 and / or vitamin B6. [Effects of the Invention]

[0009] According to the present invention, it is possible to provide an isoflavone absorption enhancer that can be safely taken on a daily basis and is highly effective. DETAILED DESCRIPTION OF THE INVENTION

[0010] A preferred embodiment of the present invention will be described below. Hereinafter, the isoflavone absorption enhancer of the present invention will also be simply referred to as "the agent of the present invention."

[0011] Isoflavones are a type of polyphenol, a flavonoid with an isoflavone (3-phenylchromone) as its basic structure. The isoflavones whose absorption is to be promoted in the present invention may be those found in general foods, or may be contained in the agent of the present invention, as described below. Isoflavones are known to be found in large amounts in legumes, and are known to be found in soybeans and kudzu flowers.

[0012] The isoflavones contained in soybeans include the non-glycosides (aglycones) daidzein, genistein, and glycitein, as well as their glycosides, acetylated glycosides, and malonylated glycosides. Examples of the glycosides include daidzin, genistin, and glycitin. Examples of the acetylated glycosides include acetylgenistin, acetyldaidzin, and acetylglycitin. Examples of the malonylated soybean isoflavone glycosides include malonylgenistin, malonyldaidzin, and malonylglycitin.

[0013] The isoflavones contained in kudzu flowers include the non-glycoside (aglycone) tectorigenin and the glycosides tectorigenin-7-O-xylosylglucoside and tectoridin.

[0014] The agent of the present invention is preferably used to promote the absorption of isoflavones, particularly soybean-derived isoflavones, because the use of vitamin B1 and / or vitamin B6 has an excellent absorption-promoting effect. When the agent of the present invention is used to promote the absorption of soybean-derived isoflavones, the health and beauty benefits attributable to soybean-derived isoflavones can be improved.

[0015] In addition, the agent of the present invention is particularly preferably used as an absorption enhancer for non-glycosides (aglycones) of isoflavones, because it has a superior effect of promoting isoflavone absorption.When the agent of the present invention is used as an absorption enhancer for non-glycosides (aglycones), the absorption of isoflavones in the intestine is promoted, which further activates the function of isoflavones in the body, thereby further enhancing the health and beauty benefits attributable to isoflavones.

[0016] The agent of the present invention is preferably used as an absorption enhancer for one or more isoflavones selected from daidzein, genistein, and glycitein from the viewpoint of excellent absorption-enhancing effect, and is particularly preferably used as an absorption enhancer for one or more isoflavones selected from daidzein and genistein. Genistein is known to have female hormone (estrogen)-like effects. Daidzein is also known to be metabolized in the intestine to form equol, a female hormone (estrogen)-like structure. Due to their female hormone (estrogen)-like effects, these isoflavones alleviate menopausal symptoms and inhibit deterioration and maintain the function of tissues such as bones, skin, blood vessels, and hair. Therefore, by using the agent of the present invention to promote the absorption of genistein and / or daidzein, the female hormone (estrogen)-like effects of these components can be effectively exerted.

[0017] The agent of the present disclosure contains vitamin B1 and / or vitamin B6 as active ingredients for promoting the absorption of isoflavones.

[0018] Vitamin B1 includes thiamine or its salts or derivatives. Thiamine salts include thiamine hydrochloride and thiamine nitrate. Thiamine derivatives include thiamine monophosphate, thiamine diphosphate, thiamine triphosphate, octotiamine, shikotiamine, thiamine disulfide, thiamine dicetyl sulfate, bisthiamine nitrate, dicethiamine hydrochloride, fursultiamine hydrochloride, allithiamine, bis-ibuthiamine, bis-bentiamine, fursultiamine, prosultiamine, and benfotiamine. In the present invention, it is particularly preferable to contain thiamine or a salt thereof as vitamin B1, and it is particularly preferable to contain thiamine hydrochloride, because of its excellent effect of promoting isoflavone absorption.

[0019] Examples of vitamin B6 include pyridoxal, pyridoxine, and pyridoxamine. These may be in the form of a salt, for example, pyridoxine may be in the form of a salt, such as hydrochloride, sulfate, nitrate, hydrobromide, or phosphate. Pyridoxal may also be a phosphate ester. In the present invention, it is particularly preferable to contain pyridoxine or a salt thereof as vitamin B6, as it has an excellent effect of promoting isoflavone absorption, and it is particularly preferable to contain pyridoxine hydrochloride.

[0020] The agent of the present invention preferably contains vitamin B1 and vitamin B6, since a synergistic effect of promoting isoflavone absorption can be obtained.

[0021] When the agent of the present invention uses vitamin B1 and vitamin B6 in combination, the content ratio (vitamin B1:vitamin B6) is preferably 1:5 to 5:1 by mass, more preferably 1:3 to 3:1, and most preferably 1:2 to 2:1, in order to obtain a particularly significant synergistic effect of vitamin B1 and vitamin B6.

[0022] The amount of vitamin B1 in the agent of the present invention can be measured using HPLC. For example, the following conditions can be adopted: Column (Imtakt "Unison UK-C18 HT 3μm"), inner diameter 3mm, length 150mm HPLC equipment (Agilent 1260 Infinity II system) Eluent A: Water / acetonitrile / acetic acid mixture (970:30:1) Solution B: Acetonitrile 0.7ml / min UV detector: 245nm ·Injection volume: 5μl Column temperature: 40℃ Eluent gradient conditions

[0023] [Table 1]

[0024] The amount of vitamin B6 in the agent of the present invention can be measured using HPLC. For example, the following conditions can be adopted: Column (Imtakt "Unison UK-C18 HT 3μm"), inner diameter 3mm, length 150mm HPLC equipment (Agilent 1260 Infinity II system) Eluent A: Water / acetonitrile / acetic acid mixture (970:30:1) Solution B: Acetonitrile 0.7ml / min UV detector: 290nm ·Injection volume: 5μl Column temperature: 40℃ Eluent gradient conditions

[0025] [Table 2]

[0026] The agent of the present invention may contain isoflavones. In this case, vitamin B1 and / or vitamin B6 and isoflavones can be ingested at the same time, and the effect of vitamin B1 and / or vitamin B6 in promoting the absorption of isoflavones can be particularly effectively exerted. In this case, examples of isoflavones are the same as those listed above. In addition, when the agent of the present invention contains isoflavone, the preferred isoflavone is the same as those listed above, and soybean-derived isoflavone is preferred, and aglycone isoflavone is preferred.In particular, one or more selected from daidzein, genistein and glycitein are preferred, and among them, one or more selected from daidzein and genistein are preferred.When the agent of the present invention contains one or more selected from daidzein and genistein, it is preferred to contain both daidzein and genistein, because it can promote the absorption of both and thus has excellent effect. When the agent of the present invention contains both daidzein and genistein, the mass ratio of daidzein to genistein is preferably 3:1 to 1:3, more preferably 2:1 to 1:2, in order to further enhance the effect of combining the two.

[0027] When the agent of the present invention contains isoflavones, the total amount of vitamin B1 and vitamin B6 is preferably 0.01 parts by mass or more per 100 parts by mass of isoflavones, as this is particularly excellent in the absorption-promoting effect of isoflavones, and is particularly preferably 0.05 parts by mass or more, and is particularly preferably 0.1 parts by mass or more. Also, when the agent of the present invention contains isoflavones, the total amount of vitamin B1 and vitamin B6 is preferably 40 parts by mass or less per 100 parts by mass of isoflavones, as this is particularly excellent in the absorption-promoting effect of isoflavones, and is particularly preferably 30 parts by mass or less, and is particularly preferably 20 parts by mass or less.

[0028] In this specification, the amount of isoflavones such as daidzein and genistein can be measured by high performance liquid chromatography (HPLC) under the conditions described in the Examples below.

[0029] The agent of the present invention can be used for both oral and parenteral purposes. Examples of parenteral agents include agents administered enterally via the nasal or fistula method. The agent of the present invention is preferably for oral administration, since the isoflavone absorption-promoting effect of the present invention can be easily obtained.

[0030] In the case of oral preparations, specific examples of the use form of the agent of the present invention include so-called health foods such as pharmaceuticals (including quasi-drugs), general foods, foods with nutrient function claims, foods for specified health uses whose efficacy has been approved by a designated organization, and foods with functional claims. Foods that display efficacy are sometimes collectively referred to as "functional foods."

[0031] Examples of the oral dosage form of the agent of the present invention include tablets, capsules, powders, granules, liquids, granules, rods, plates, blocks, solids, pills, pastes, creams, caplets, gels, chewable tablets, sticks, etc. Among these, tablets, capsules, powders, granules, and liquids are particularly preferred.

[0032] Furthermore, when the agent of the present invention is an oral preparation, it may contain other commonly used ingredients in addition to vitamin B1 and / or vitamin B6 and isoflavones, to the extent that the effects of the present invention are not impaired. Such ingredients include water, excipients, binders, glossing agents, lubricants, stabilizers, diluents, bulking agents, thickeners, emulsifiers, antioxidants, pH adjusters, colorants, flavorings, additives, etc. The content of other ingredients can be appropriately selected depending on the form of the agent of the present invention, etc.

[0033] Specific examples of the oral preparation of the present invention include foods as edible compositions. Examples of foods include tea bags, breads, confectioneries, noodles, and other foods, as well as cooked foods. Examples of breads and confectioneries include breads such as white bread, sweet buns, French bread, English bread, muffins, steamed buns, donuts, and waffles; cakes such as butter cake, sponge cake, chiffon cake, and pancakes; frozen desserts such as chocolate, sherbet, and ice cream; jellies; and cookies. Examples of noodles include udon and somen noodles. Examples of cooked foods include soups such as curry, stew, miso soup, and vegetable soup, as well as their bases and seasonings.

[0034] In view of the high effectiveness of the present invention and the ease of continuous intake in daily life, the dosage is preferably approximately 0.01 mg to 10 mg, more preferably 0.03 mg to 5 mg, and particularly preferably 0.05 mg to 3 mg, of the total amount of vitamin B1 and vitamin B6 per day for an adult.

[0035] Furthermore, when the agent of the present invention contains isoflavones, the dosage is preferably approximately 1 mg to 100 mg, more preferably 3 mg to 50 mg, and particularly preferably 5 mg to 30 mg, per day for an adult, in terms of the high effectiveness of the present invention and ease of continuous intake in daily life.

[0036] The amount of vitamin B1 and / or vitamin B6 in the agent of the present invention is not particularly limited, but from the viewpoint of ease of drinking and efficiently exerting the effects of the present invention, the solid content of the agent of the present invention preferably contains vitamin B1 and / or vitamin B6 in total at 0.001% by mass or more, more preferably at 0.003% by mass or more, even more preferably at 0.005% by mass or more, particularly preferably at 0.01% by mass or more, and most preferably at 0.1% by mass or more. There is no particular upper limit for vitamin B1 and / or vitamin B6, and it is preferable that the amount satisfies the above-mentioned daily intake amount for an adult. The solid content refers to the amount of the agent of the present invention excluding water. When the agent of the present invention is used as a capsule, the mass of the capsule is not included in the denominator of the solid content.

[0037] Furthermore, when the agent of the present invention contains isoflavones, from the viewpoint of increasing the amount of isoflavone absorbed, it is preferable that the solid content of the agent of the present invention contains 0.1% by mass or more of isoflavones, more preferably 0.3% by mass or more, even more preferably 0.5% by mass or more, particularly preferably 1% by mass or more, and most preferably 3% by mass or more. Furthermore, from the viewpoint of ease of drinking and ease of continuous oral intake in daily life, the solid content of the agent of the present invention preferably contains 20% by mass or less of isoflavones, more preferably 15% by mass or less, particularly preferably 10% by mass or less, and most preferably 8% by mass or less.

[0038] As described in the Examples below, the agent of the present invention can promote the absorption of isoflavones in the intestines, such as the small intestine, by ingesting it. Due to this effect, the agent of the present invention can improve the effects of isoflavones, such as alleviating menopausal symptoms, maintaining bone density, preventing obesity, and promoting collagen production. In particular, the present invention can alleviate menopausal symptoms and improve the function of maintaining whole-body functions, such as bones, skin, blood vessels, and hair, due to the action of estrogen-like substances such as equol and genistein.

[0039] Furthermore, the agent of the present invention may be provided and sold as a food or drink labeled with a use such as promoting isoflavone absorption, as long as it can be distinguished from other products in terms of use. Such labeling is not particularly limited, and labeling corresponding to the use of the present invention may be established.

[0040] The present disclosure also provides a method for enhancing isoflavone absorption by ingesting or administering vitamin B1 and / or vitamin B6 to a subject. This method is typically a method for ingesting or administering vitamin B1 and / or vitamin B6 to a subject together with the ingestion of isoflavones, and is particularly preferably a method for ingesting or administering isoflavones and vitamin B1 and / or vitamin B6 to a subject simultaneously. The method is intended for the purpose of maintaining beauty and health and is not generally considered a medical procedure. The subject is preferably a human or a non-human mammal. [Example]

[0041] The present invention will be described below based on examples, but the present invention is not limited to the following examples.

[0042] The absorption-enhancing effect of isoflavones was evaluated in an in vitro model using monolayer cultures of the canine renal tubular epithelial cell line MDCK, which is widely known to correlate with in vivo human intestinal absorption.

[0043] <Method for evaluating the promotion of isoflavone absorption using a canine renal tubular epithelial cell line (MDCK-II)> (Examples 1 to 7, Comparative Example 1) Thiamine hydrochloride (Kishida Chemical Co., Ltd.) was used as vitamin B1. Pyridoxine hydrochloride (manufactured by Nacalai Tesque) was used as vitamin B6. (1) In a 37°C, 5% CO2 incubator, 75 cm 2 Canine renal tubule-derived epithelial cell line (MDCK-II) was cultured in flasks in 10% FBS-DMEM. (2) The cells cultured in (1) were suspended by trypsinization and placed on the mucosal side of an insert well (Greiner: ThinCert cell culture insert, 24 wells, 0.4 μm, semi-transparent) in a 24-well plate. 5The cells were seeded at a density of 100 cells / well. 10% FBS-DMEM was added to the basement membrane side. The seeded cells were pre-cultured for 24 hours in a 37°C, 5% CO2 incubator. (3) After 24 hours, the medium was replaced on both the mucosal and basement membrane sides, and the cells were then cultured for 3 days to form a monolayer. (4) The monolayer cells obtained in (3) were washed and replaced with HBSS (Hank's Balanced Salt Solution, 10 mM Hepes pH 7.4) buffer on both the mucosal and basement membrane sides. After 30 minutes of acclimation, electrical resistance was measured to confirm the formation of a monolayer. (5) A sample solution containing the test substance for addition to cells was prepared. The test substance concentration in the sample solution was adjusted to be as shown in Table 4 below (final DMSO concentration: 0.25% by mass). Daidzein and genistein were dissolved in dimethyl sulfoxide (DMSO) and diluted with HBSS buffer. Vitamin B1 and vitamin B6 were dissolved and diluted with HBSS buffer. The sample solution was added to the mucosal side, and the cells were shaken (50 rpm) for 3 hours. (6) After shaking for 3 hours, 0.5 mL of the basement membrane side solution was collected and mixed with 0.5 mL of methanol, and the amounts of daidzein and genistein were analyzed by high performance liquid chromatography (HPLC). The HPLC conditions were as follows: Column (MYC "YMC-Pack ODS AM12S05-2546WT"), inner diameter 4.6 mm, length 250 mm HPLC equipment (Agilent 1260 Infinity II system) Eluent A: Acetonitrile / water / acetic acid mixture (15:85:0.1 v / v / v) Solution B: Acetonitrile / water / acetic acid mixture (35:65:0.1 v / v / v) 1.0ml / min UV detector: 254nm ·Injection volume: 10μl Column temperature: 35℃ Eluent gradient conditions

[0044] [Table 3]

[0045] (7) The amounts of permeated daidzein and genistein were calculated as relative values, with the amount in Comparative Example 1 set at 100. The results are shown in Table 4.

[0046] [Table 4]

[0047] The results in Table 4 show that in an absorption model using MDCK cells, administration of vitamin B1 or vitamin B6 together with genistein and daidzein improved the absorption of genistein and daidzein. Therefore, the isoflavone absorption enhancer of the present invention can improve the health and beauty effects of isoflavones such as genistein and daidzein in the body.

[0048] [Manufacturing powdered drinks] The ingredients were mixed to obtain the contents shown in Tables 5 and 6 to produce the powdered beverages (3 g per packet) described in Examples 8 to 17. The resulting powdered beverages are dissolved in 100 to 150 mL of water or milk and ingested to promote the absorption of isoflavones.

[0049] [Table 5]

[0050] [Table 6] [Industrial Applicability]

[0051] The agent of the present invention can effectively increase the intestinal absorption of isoflavones, and when taken together with isoflavones, the various health and beauty-related effects of isoflavones can be fully exerted in the body, making it industrially useful.

Claims

1. An isoflavone absorption enhancer containing vitamin B1 and / or vitamin B6.

2. 2. The isoflavone absorption enhancer according to claim 1, wherein the isoflavone is daidzein and / or genistein.

3. 3. The isoflavone absorption enhancer according to claim 1, which contains vitamin B1 and vitamin B6.

4. 4. The isoflavone absorption enhancer according to claim 3, which contains vitamin B1 and vitamin B6 in a mass ratio of 1:3 to 3:

1.

5. The isoflavone absorption enhancer according to claim 1 or 2, which is for oral administration.

6. A method for promoting absorption of isoflavones by ingesting or administering vitamin B1 and / or vitamin B6.

Images