JP2023140651A - Bowel movement improving composition, method for producing bowel movement improving composition, and method for improving bowel movement - Google Patents

Abstract

To provide a composition in which novel action of plant-derived resorcinol type lipid is utilized, and to provide a method for producing the composition.SOLUTION: A bowel movement improving composition contains a resorcinol type lipid such as alkylresorcinol derived from plant such as gramineous plant. The method for producing bowel movement improving composition includes a step of extracting resorcinol type lipid from a resorcinol type lipid-containing plant with solvent. The method for improving bowel movement includes a step of causing an animal to ingest the bowel movement improving composition.SELECTED DRAWING: None

Description

The present invention relates to a composition for improving bowel movements, a method for producing a composition for improving bowel movements, and a method for improving bowel movements.

In recent years, as health consciousness has increased, consideration has been given to the effective use of grains such as wheat and rye, which are rich in nutrients such as dietary fiber, vitamins, and minerals. Cereals contain alkylresorcinol lipids. Alkylresorcinol lipids are compounds that are extracted from the seed coats of grasses and nuts, and are compounds that are synthesized from the 2nd, 4th, 5th, and 4th positions of the aromatic ring of resorcinol (1,3-dihydroxybenzene). It has an alkyl group in at least one of the 6-positions. Alkylresorcinol lipids have been reported to have effects on humans such as oral antibacterial, immunosuppressive, antidiabetic, anti-inflammatory, intestinal flora regulation, anticholesterol, antiobesity, sleep improvement, anti-aging, and circadian rhythm regulation. ing. Patent Document 1 describes that alkylresorcinol is localized in a region close to the aleurone layer of the wheat husk.

On the other hand, Patent Document 2 states that an alcoholic extract of a grass family plant contains alkylresorcinol as an active ingredient, and that when the alcoholic extract is ingested by mice for two months or more, the ability to adjust intestinal flora is confirmed. Are listed.

International Publication No. 2021/065869 Japanese Patent Application Publication No. 2015-218130

In recent years, a new effect of plant-derived resorcinol lipids other than the above-mentioned effect on humans has been discovered, and a composition that utilizes this new effect has been desired, but such a composition has not been provided. Ta. The problem to be solved by the present invention is to provide a composition that utilizes the new effect and a method for producing the composition.

The present inventors have conducted repeated studies in view of the above-mentioned problems, and have discovered that plant-derived resorcinol lipids have a bowel movement improving effect. The present invention has been completed based on these findings.
Note that adjusting intestinal flora does not necessarily improve bowel movements.

The present invention is a composition for improving bowel movement containing a plant-derived resorcinol lipid.
The resorcinol lipid preferably includes an alkylresorcinol.
The resorcinol lipid is preferably derived from a plant belonging to the Poaceae family.
The resorcinol lipid is more preferably derived from at least one of wheat bran, rye bran, whole wheat grain, and whole rye grain.
The composition for improving bowel movements of the present invention is preferably provided as at least one of food and drink products, food additives, pharmaceuticals, supplements, and animal feed.
The method for producing a composition for improving bowel movements of the present invention includes the step of extracting resorcinol lipids from a plant containing the resorcinol lipids using a solvent.
The solvent is preferably at least one of oils and fats, alcohols, ethers, esters, ketones, hexane, and chloroform.
The solvent is preferably ethanol and/or hexane.
The method for improving bowel movements of the present invention includes the step of causing an animal to ingest the composition for improving bowel movements of the present invention.

The present invention can provide a composition that utilizes the newly discovered defecation-improving effect of plant-derived resorcinol lipids, a method for producing the composition, and a method for improving defecation.

Graph showing an increase in the frequency of defecation due to eating ARs-containing crackers. Graph showing improvement in stool quality by eating ARs-containing crackers. An explanatory diagram of stool properties.

The present invention will be explained in more detail.
[Composition for improving bowel movements]
<Improvement of bowel movement>
Defecation improvement in the present invention means that when an animal described later ingests the composition for improving defecation of the present invention, compared to when the animal described below does not ingest the composition for improving defecation of the present invention. This means that the frequency of bowel movements increases and the quality of the stool approaches that of healthy stool.

<Plant-derived resorcinol lipids>
The composition for improving bowel movements of the present invention contains a plant-derived resorcinol lipid. As mentioned above, resorcinol lipids are lipophilic substances having alkyl groups at the 2-position, 4-position, 5-position, and/or 6-position of the aromatic ring of resorcinol (1,3-dihydroxybenzene). In nature, it is often found in plants belonging to the Anacardiaceae, Ginkgoaceae, Proteaceae, Arboraceae, Primulaceae, Iridaceae, Iridaceae, Araceae, Fabaceae, Poaceae, etc., and mugwort of the Asteraceae. Among these plants, gramineous plants such as wheat and rye contain relatively abundant resorcinol lipids in their edible parts (seeds), so they can be used as raw materials for the resorcinol lipids used in the present invention. It can be suitably used as For example, the bran and whole grains of edible parts (seeds) of wheat, rye, etc. contain about 0.015 to 0.3% by mass of an alkylresorcinol compound represented by the following formula (I). In addition, fermented products such as miso made from wheat or rye can also be exemplified as preferred raw materials for the resorcinol lipid used in the present invention.
Examples of the resorcinol lipids include 4-butylresorcinol (Rucinol), 4-hexylresorcinol, phenylethylresorcinol, 1-(2,4-dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylphenyl)- Examples include alkylresorcinols such as propane.

The resorcinol lipid used in the present invention typically includes an alkylresorcinol compound represented by the following formula (I).

In formula (I), R1 represents a saturated or unsaturated linear or branched alkyl group. The number of carbon atoms in the alkyl group represented by R1 is not limited, but is preferably 1 to 237, more preferably 3 to 27, even more preferably 5 to 27.

In formula (I), R1 is preferably a saturated or unsaturated straight chain alkyl group, more preferably a saturated straight chain alkyl group. Examples of the saturated straight-chain alkyl group represented by R1 include methyl, n-propyl, n-pentyl, n-heptyl, n-nonyl, n-undecyl, n-tridecyl, n-pentadecyl, n-heptadecyl, n- -nonadecyl, n-henicosyl, n-tricosyl, etc.

In formula (I), the position and number of unsaturated bonds in the unsaturated straight chain alkyl group represented by R1 are not particularly limited. Examples of the unsaturated straight-chain alkyl group include the above-mentioned saturated straight-chain alkyl group having an unsaturated bond at any position on the carbon chain.
In formula (I), the position and number of branches of the saturated or unsaturated branched alkyl group represented by R1 and the position and number of unsaturated bonds are not particularly limited.

Preferred examples of the compound of formula (I) include the following.
5-pentylresorcinol [olivetol or 1,3-dihydroxy-5-n-pentylbenzene (C5:0)]
5-heptylresorcinol [or 1,3-dihydroxy-5-n-heptylbenzene (C7:0)]
5-nonylresorcinol [or 1,3-dihydroxy-5-n-nonylbenzene (C9:0)]
5-Undecylresorcinol [or 1,3-dihydroxy-5-n-undecylbenzene (C11:0)]
5-Tridecylresorcinol [or 1,3-dihydroxy-5-n-tridecylbenzene (C13:0)]
5-pentadecylresorcinol [or 1,3-dihydroxy-5-n-pentadecylbenzene (C15:0)]
5-heptadecylresorcinol [or 1,3-dihydroxy-5-n-heptadecylbenzene (C17:0)]
5-nonadecylresorcinol [or 1,3-dihydroxy-5-n-nonadecylbenzene (C19:0)]
5-henicosylresorcinol [or 1,3-dihydroxy-5-n-henicosylbenzene (C21:0)]
5-tricosylresorcinol [or 1,3-dihydroxy-5-n-tricosylbenzene (C23:0)]
5-pentacosylresorcinol [or 1,3-dihydroxy-5-n-pentacosylbenzene (C25:0)]
5-heptacosylresorcinol [or 1,3-dihydroxy-5-n-heptacosylbenzene (C27:0)]

<Form of composition for improving bowel movements>
The composition for improving bowel movements of the present invention may be a solid such as a powder, a gel-like body gelled with a gelling agent, or a liquid body dissolved in a solvent. Furthermore, the composition for improving bowel movement of the present invention can be used in tablets (orally disintegrating tablets, chewable tablets, effervescent tablets, troches, jelly drops, etc.), pills, granules, fine granules, powders, and hard capsules. It may be provided as a bowel movement improving agent such as a tablet, soft capsule, dry syrup, liquid (suspension, syrup, etc.), or jelly. That is, by containing the above-mentioned plant-derived resorcinol fats and oils as a part of each form, it is possible to make it into a form that is easy to ingest.

On the other hand, the composition for improving liver function according to the present invention may be substantially composed of the above-mentioned plant-derived resorcinol fats and oils. Therefore, for example, the content of resorcinol fat in any form is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and still more preferably 1.0% by mass. % or more. Further, the content is preferably in a range of 100% by mass or less, more preferably in a range of 90% by mass or less, and even more preferably in a range of 80% by mass or less.

<Other ingredients>
The composition for improving bowel movements of the present invention may contain other components used for the above-mentioned purposes. Other ingredients include, for example, bases, carriers, solvents, dispersants, emulsifiers, buffers, stabilizers, excipients, binders, disintegrants, lubricants, thickeners, colorants, fragrances, chelating agents, Examples include various vitamins, minerals, and crude drugs.

<Applications of the composition for improving bowel movements>
The composition for improving bowel movements of the present invention can be provided as at least one of foods and drinks, food additives, pharmaceuticals, supplements, and animal feed for improving constipation.
Typical food and drink forms include tea drinks such as green tea, oolong tea, and black tea, coffee drinks, soft drinks, jelly drinks, sports drinks, milk drinks, carbonated drinks, fruit juice drinks, lactic acid bacteria drinks, fermented milk drinks, and powdered drinks. , cocoa drinks, alcoholic drinks, drinks such as mineral water, spreads such as butter, jam, furikake, margarine, mayonnaise, shortening, cream, dressings, bread, rice, noodles, pasta, miso soup, tofu, milk, Examples include yogurt, soup, sauces, confectionery (eg, biscuits, cookies, chocolate, candy, cake, ice cream, chewing gum, tablets), and the like.

[Method for producing a composition for improving bowel movements]
The plant-derived resorcinol lipid used in the present invention may be used, for example, as a commercially available product, or may be extracted from plants by a conventional method. For example, the above-mentioned compound of formula (I) can be purchased commercially from ReseaChem GmbH, SIGMA-ALDRICH, and the like.
The plant-derived resorcinol lipid used in the present invention may be extracted from plants. Examples of the extraction method from plants include a method in which the raw material is immersed in an extraction solvent at room temperature or at a temperature under normal pressure or pressure, with stirring as necessary, a reflux extraction method, and the like. The raw material may be subjected to at least one of cutting, crushing, squeezing, and drying as necessary before being added to the extraction solvent.

<Extraction solvent for resorcinol lipids>
As the solvent used in the present invention,
Alcohols such as lower alcohols such as methanol, ethanol, n-propanol, isopropanol, n-butanol, polyhydric alcohols such as 1,3-butylene glycol, propylene glycol, and glycerin;
Ethers such as diethyl ether and propyl ether,
Esters such as butyl acetate and ethyl acetate,
Ketones such as acetone and methyl ethyl ketone,
Examples include organic solvents such as fats and oils, hexane, and chloroform. One or more of these organic solvents may be used. Among the above solvents, alcohols that are liquid at room temperature, such as lower alcohols having 1 to 4 carbon atoms, are preferred from the viewpoint of operability and environmental impact, and ethanol is more preferred from the viewpoint of safety due to residual solvent. .

The fats and oils include medium chain fatty acid (MCT) oil, salad oil, palm oil, palm olein, palm stearin, lard, beef tallow, milk fat, coconut oil, palm kernel oil, rapeseed oil, soybean oil, corn oil, rice oil, cottonseed oil, Oils and fats commonly used in the food field include sunflower oil, sesame oil, olive oil, their fractionated oils, hydrogenated oils, and transesterified oils. These fats and oils may be used alone or in combination of two or more.

The proportion of at least one of oil, fat, ethanol, and hexane in the total amount of organic solvents in the extraction solvent used in the present invention is preferably 80% by mass or more, more preferably 90% by mass or more, and Preferably it is 100% by mass.

Examples of the extraction solvent include water-containing organic solvents in which the organic solvent further contains an aqueous component. From the viewpoint of maintaining high extraction efficiency, the content of the aqueous component in the water-containing organic solvent is usually 50% by volume or less, preferably 30% by volume or less, and more preferably 20% by volume or less. The water-containing organic solvent is preferably a water-containing alcohol in which an aqueous component is contained in an alcohol that is liquid at room temperature as described above, and more preferably water-containing ethanol.

Conditions such as temperature and time for extraction can be set as appropriate depending on the type of extraction solvent used and extraction conditions, but it is preferable that the extraction temperature is 2 to 100°C and the extraction time is about 30 minutes to 60 hours. . The amount of extraction solvent may preferably be about 200 to 2,000 parts by mass based on 100 parts by mass of the raw material. Further, after the extraction process, the mixture containing the extract and the residue may be subjected to filtration or centrifugation, if necessary, to remove solid components that are the residue. Furthermore, the removed solid components can be subjected to an extraction operation using an extraction solvent again, and this operation may be repeated several times. The obtained extract may be further purified by liquid chromatography or the like to prepare a highly purified extract containing resorcinol lipids. When purified in this way, the degree of purification is such that the content of the above plant-derived resorcinol oil in any form is preferably 1% by mass or more, more preferably 3% by mass or more. The amount is more preferably 5% by mass or more.
The obtained extract is used in the present invention as it is, or after being further subjected to treatments such as concentration, freeze drying, hot air drying, pulverization, pulverization, classification, dilution, and mixing with water if necessary.

[How to improve bowel movements]
The method for improving bowel movements of the present invention includes the step of causing an animal to ingest the composition for improving bowel movements. The "animal" may be an animal including a human or an animal excluding a human. By ingesting the composition for improving bowel movement of the present invention, the frequency of defecation increases and the quality of the stool also improves. The effective dosage of the composition for improving bowel movements of the present invention (including when it is administered to humans) may be changed as appropriate depending on the species, symptoms, age, sex, etc. of the individual to whom it is applied. The dosage for humans is usually 0.01 to 10 g per adult per day in terms of alkylresorcinol. The daily dose may be administered once or divided into several doses. Moreover, it is more preferable to administer orally. Note that the application target is not limited to humans, but can also be applied to animals such as dogs and cats.

EXAMPLES Hereinafter, the present invention will be explained in more detail based on Examples, but the present invention is not limited thereto.

[Preparation of alkylresorcinol]
99% by weight ethanol was added to the rye bran in an amount 5 times the amount by weight, and the mixture was stirred and extracted at 500 rpm for 2 hours at room temperature. After filtering this extract to remove unnecessary substances and recovering an ethanol extract, ethanol was distilled off from the extract to obtain an ethanol extract of rye bran.

[Analysis of alkylresorcinol by high performance liquid chromatography]
The amount of alkylresorcinol in the dried product obtained in the preparation of the alkylresorcinol was determined by an analysis method using high performance liquid chromatography. In addition, hereinafter, alkylresorcinol may be referred to as "ARs" or "AR".
Specifically, Inertsil ODS4 manufactured by GL science was used as the analytical column, and the analytical conditions were a flow rate of 1 mL/min, a detection wavelength of 275 nm, a column temperature of 40°C, and a mobile phase (89 v/v% methanol → (5 (25 minutes) → 92 v/v% methanol → (25 minutes) → 100% methanol gradient). As a standard alkylresorcinol, commercially available olivetol (AR having a linear alkyl chain with 5 carbon atoms: Sigma-Aldrich) was used. For the quantification of ARs with different alkyl chain lengths than olivetol, the elution position is specified in advance, and for the actually measured peak area, the value obtained by dividing each molecular weight by the molecular weight of olivetol is used as a coefficient, and multiplied by that coefficient. Therefore, it was converted.
As a result, it was confirmed that 1 g of the ethanol extract obtained in the above preparation contained 35 mg of ARs.

[Improvement of bowel movements by taking alkylresorcinol]
Crackers containing the above ethanol extract were manufactured to contain about 36 mg of ARs per cracker. In addition, as a placebo, a placebo cracker was produced in which the same amount of shortening as the above-mentioned ethanol extract was blended into the cracker raw material. Thirty-eight men and women with a BMI of 23 or higher ate two ARs-containing crackers or two placebo crackers for 40 days, and compared the number of defecations before, during, and after the experiment with eating the ARs-containing crackers or placebo crackers (Figure 1). The stool properties (Figure 2) were investigated. The average score for stool quality was calculated by assigning 4 points to type 4 shown in Figure 2, 3 points to type 3 and type 5, 2 points to type 2 and type 6, and 1 point to type 1 and type 7. Figure 3 shows an explanation of types 1 to 7 flights. In FIG. 1, "*" indicates that there is a significant difference when the risk rate p<0.05, and "**" indicates that there is a significant difference when the risk rate p<0.01.

Eating ARs-containing crackers increased the frequency of defecation and improved stool quality. Furthermore, the effect was maintained even after the experiment ended. From the above results, it was confirmed that ingestion of ARs improved defecation.

Claims (9)

A composition for improving bowel movement containing a plant-derived resorcinol lipid. The composition for improving bowel movement according to claim 1, wherein the resorcinol lipid contains an alkylresorcinol. The composition for improving bowel movement according to claim 1 or 2, wherein the resorcinol lipid is derived from a grass family plant. The composition for improving bowel movement according to any one of claims 1 to 3, wherein the resorcinol lipid is derived from at least one of wheat bran, rye bran, wheat whole grain, and rye whole grain. The composition for improving bowel movements according to any one of claims 1 to 4, which is provided as at least one of food and drink products, food additives, pharmaceuticals, supplements, and animal feed. A method for producing a composition for improving bowel movement, which comprises a step of extracting a resorcinol lipid from a plant containing the resorcinol lipid using a solvent. 7. The method for producing a composition for improving bowel movement according to claim 6, wherein the solvent is at least one of oils and fats, alcohols, ethers, esters, ketones, hexane, and chloroform. The method for producing a composition for improving bowel movement according to claim 7, wherein the solvent is ethanol and/or hexane. A method for improving bowel movements, comprising the step of causing an animal to ingest the composition for improving bowel movements according to any one of claims 1 to 5.

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