JP5426156B2 - Defecation promoting composition - Google Patents

Description

  The present invention relates to a defecation promoting composition. More specifically, the present invention relates to a defecation promoting composition containing a specific compound.

  In recent years, the number of people suffering from symptoms of constipation has increased with changes in diet, chronic lack of exercise, and increased social stress associated with the Westernization of eating habits. Constipation is common in women and the elderly, and its elimination is highly expected. The main methods for relieving constipation include a dietary improvement, a preventive method and an improved method by light exercise, and a therapeutic method using drugs.

On the other hand, aromatherapy is attracting attention because natural essential oils used in aroma preparations have effects such as awakening, sleep, appetite enhancement, and appetite suppression. Patent Document 1 discloses a fragrance composition for promoting convenience which contains a specific essential oil such as patchouli oil. Patent Document 2 discloses an oral composition for promoting defecation containing patchouli oil and dietary fiber.
JP 2003-105371 A JP 2006-273824 A

  In Patent Documents 1 and 2, it is reported that the used essential oil has a physiological function of defecation promotion, but the essential oil itself also has a large effect related to the psychological action due to “fragrance”. Therefore, a functional fragrance having an excellent defecation promoting action is desired.

  An object of the present invention is to provide a defecation promoting composition having a more excellent defecation promoting action.

  As a result of intensive studies to solve the above problems, the present inventor has focused on a physiological phenomenon that facilitates convenience in places where there are old books such as libraries, and by specifying a substance that induces the physiological phenomenon, The inventors have found that a compound having the following structure is excellent in defecation promoting action, and have completed the present invention.

That is, the present invention includes a composition for promoting defecation, comprising at least one compound selected from the group consisting of formula (III), formula (IV), formula (VI), and formula (VII) described later . , Regarding.

  The composition for promoting defecation of the present invention has an excellent effect of being able to promote defecation.

The composition for promoting defecation of the present invention has the formula (I):
R ¹ —X—R ² (I)
[Wherein, R ¹ and R ² are each independently a linear or branched alkyl group having 1 to 8 carbon atoms, and X is a group represented by the formula (II):

(In the formula, Y is a vinylene group or a phenylene group)
Or a phenylene ring.
It has the big characteristic in containing the compound represented by these. In the present specification, the “defecation facilitating composition” is a composition capable of exerting the defecation promoting effect not only by ingesting like a food but also by smelling a fragrance.

R ¹ and R ² in the formula (I) are each independently a linear or branched alkyl group having 1 to 8 carbon atoms, specifically, methyl group, ethyl group, propyl group, butyl group Group, hexyl group, octyl group, isopropyl group, 2-ethylhexyl group, 2-isopropanylpentanyl group, 2,2-diisopropanyl group and the like are exemplified. Of these, a butyl group, a 2-ethylhexyl group, and an octyl group are preferred because of easy availability, and both R ¹ and R ² are a butyl group, a 2-ethylhexyl group, or an octyl group. Is more preferable.

  Preferable examples of the compound represented by the formula (I) include a compound represented by the formula (III):

A compound represented by the formula (dibutylmaleic acid), formula (IV):

A compound represented by the formula (dioctylmaleic acid), formula (V):

[Bis (2-ethylhexyl) fumaric acid] represented by formula (VI):

[1,4-bis (2-ethylhexyl) benzene] represented by the formula (VII):

And a compound represented by the formula [bis (2-ethylhexyl) phthalic acid].

  In the composition for promoting defecation of the present invention, the compounds represented by the above formula (I) can be used alone or in combination of two or more.

  The compound represented by the formula (I) is a known compound or a compound easily derived from a known compound. In addition, the compound represented by the formula (I) can be produced by various known synthesis methods depending on the basic skeleton, the type of substituent, and the like.

  For example, the compound represented by the formula (III) is prepared by adding 6 parts by weight of butanol to 1 part by weight of maleic acid, mixing, and then adding 5% by weight of a dehydration catalyst [concentrated sulfuric acid to the total weight of the mixture. , Phosphoric acid, sulfamic acid, p-toluenesulfonic acid anhydride, ion exchange resin (Lewatit S 100, strong acid type, etc.)] and heating to reflux can be carried out by intramolecular dehydration condensation ( Yield 40-65%).

  In the composition for promoting defecation of the present invention, in addition to the compound represented by the above formula (I), other components that can be used for the same use as the compound, for example, known compounds, as long as the effects of the present invention are not impaired. You may mix | blend the essential oil, synthetic fragrance | flavor, etc. (henceforth a well-known fragrance | flavor component) which has a defecation promotion effect | action. However, in the composition for promoting defecation of the present invention, the composition represented by the formula (I) in the total amount of the compound represented by the formula (I) and a known fragrance component [a fragrance component other than the compound represented by the formula (I)]. The content of the compound to be formed is preferably 1% by weight or more, more preferably 10% by weight or more, and still more preferably substantially 100% by weight.

  The content of the compound represented by formula (I) in the composition for promoting defecation of the present invention is generally determined by the use form of the composition, the degree of expected effect, the sex and age of the user, etc. Usually, it is about 0.1 to 100% by weight.

  The composition of the present invention is not particularly limited as long as it contains the compound represented by the formula (I), and contains other components such as a carrier, a substrate or an additive depending on the form of use. It may be.

  As long as the compound represented by the formula (I) can be inhaled, the composition of the present invention is not particularly limited in its use form. Examples of usage forms of the composition of the present invention include, but are not limited to, fragrances, inhalants, foods, processed wood products and the like.

  The fragrance is preferably used as a toilet fragrance from the viewpoint of promoting defecation. Examples of the product form of the fragrance are solid, semi-solid (jelly, gel, etc.), liquid, aerosol and the like, but are not particularly limited. In addition, the fragrance may be used by spontaneously evaporating the compound represented by the formula (I), or may be used by forcibly evaporating with a fan, and the compound is evaporated by heating. You may let them.

  As long as the fragrance contains the compound represented by the formula (I), it can contain other components such as known bases, carriers, additives and the like used in conventional fragrances. It can be produced by a conventional method. Examples of the base material include water, ethanol, solid or liquid anionic, cationic, nonionic active agent, polymer agent, fat, guar gum, xanthan gum, gum arabic, gellan gum, carrageenan, gelatin, agar, Non-water-soluble solvents such as wax, petrolatum and lanolin can be mentioned.

  The content of the compound represented by the formula (I) in the fragrance is preferably 0.1 to 99.9% by weight, more preferably 1 to 90% by weight.

  The inhalant is a preparation for inhaling the compound represented by the formula (I) by volatilization in the vicinity of the nose or application to the nasal cavity. Specific examples thereof include nasal drops, sprays, and inhalation solutions. And a mask carrying the compound. As long as the inhalant contains the compound represented by the formula (I), it can contain other components such as known bases, carriers, additives and the like used in conventional inhalants. It can be produced by a conventional method. Moreover, when using the gas for inhalation, the gas currently used for the conventional inhalant can be used.

  The dose of the inhalant is appropriately set according to the administration method and the age, weight and symptoms of the patient who is the subject of the inhaler, and is not constant. Further, the administration may be performed once or divided into several times within one day within a desired dose range. The administration period is also arbitrary.

  Examples of the food include health foods, foods for the sick, foods for specified health use, dietary supplements and the like, and are not particularly limited. From the viewpoint of further enhancing the effects of the present invention, the compound represented by the formula (I) That remains in the mouth for a relatively long time and is inhaled through the oral mucosa, or in which the compound represented by formula (I) evaporates and is inhaled through the nasal mucosa before entering the mouth Are preferred. Specifically, gums, teas, beverages, rice cakes, tablets, jelly, gummi and the like can be mentioned. As long as the food contains the compound represented by the formula (I), the food can contain other components such as known bases, carriers and additives used in conventional foods. It can be manufactured by the method.

  Examples of woodwork products include those obtained by coating, impregnating, etc., a solution containing the compound represented by formula (I) onto a woodworking product, and usually used by spontaneously evaporating the compound. Is done.

  EXAMPLES Hereinafter, although an Example is shown and this invention is demonstrated concretely, this invention is not restrict | limited to the following Example.

[Compound Synthesis Example 1] (Dibutylmaleic acid)
After dissolving 5 g (0.043 mol) of maleic anhydride in 100 mL of anhydrous benzene, 9.56 g (0.129 mol) of 1-butanol was added, and 0.97 g of sulfamic acid (NH ₂ SO ₃ H) was further added as an acid catalyst. 0.01 mol) was added and heating to reflux (90-110 ° C.) was carried out for 2 hours. Thereafter, benzene was distilled off under reduced pressure and extracted with ethyl acetate to obtain dibutylmaleic acid (yield 62%). In addition, when using a commercial item, the Tokyo Chemical Industry Co., Ltd. product can be used.

[Synthesis Example 2 of Compound] (Dioctylmaleic acid)
After dissolving 5 g (0.043 mol) of maleic anhydride in 200 mL of anhydrous benzene, 16.80 g (0.129 mol) of 1-octanol was added, and further 1.46 g of sulfamic acid (NH ₂ SO ₃ H) as an acid catalyst ( 0.015 mol) was added and heating to reflux (90-110 ° C.) was carried out for 4 hours. Thereafter, benzene was distilled off under reduced pressure, followed by extraction with ethyl acetate to obtain dioctylmaleic acid (yield 44%). In addition, when using a commercial item, the Tokyo Chemical Industry Co., Ltd. product can be used.

[Compound Synthesis Example 3] [Bis (2-ethylhexyl) maleic acid]
16.80 g (0.129 mol) of 2-ethyl-1-hexanol was added to 5 g (0.043 mol) of maleic anhydride, and 1.72 g (0.01 mol) of p-toluenesulfonic anhydride was added as an acid catalyst. After that, the mixture was heated at 130 to 140 ° C. for 3 hours and extracted with ethyl acetate to obtain bis (2-ethylhexyl) maleic acid (yield 38%). In addition, when using a commercial item, the Tokyo Chemical Industry Co., Ltd. product can be used.

[Compound Synthesis Example 4] [Bis (2-ethylhexyl) phthalic acid]
11.72 g (0.090 mol) of 2-ethyl-1-hexanol was added to 5 g (0.030 mol) of phthalic anhydride, and 1.72 g (0.01 mol) of p-toluenesulfonic anhydride was added as an acid catalyst. Then, the mixture was heated at 130 to 140 ° C. for 4 hours and extracted with ethyl acetate to obtain bis (2-ethylhexyl) phthalic acid (yield 34%). In addition, when using a commercial item, the Sigma-Aldrich company make can be used.

[Preparation of sample solution]
2.5 g of the following samples were dissolved in dipropylene glycol (manufactured by Wako Pure Chemical Industries, Ltd.) to prepare each sample solution to 50 mL [5% (w / v) concentration]. Samples 1 to 3 and 5 were synthesized as described above, and Sample 4 was manufactured by Sigma-Aldrich.
Sample 1: Dibutyl maleate Sample 2: Dioctyl maleate Sample 3: Bis (2-ethylhexyl) maleate Sample 4: 1,4-bis (2-ethylhexyl) benzene Sample 5: Bis (2-ethylhexyl) phthalic acid

[Test animal]
After preparing an 8-week-old male, ddy mouse (manufactured by Kudo Co., Ltd.) and passing through an acclimatization period of about 1 week, 7 samples were assigned to each of Samples 1 to 4 based on body weight. Ten animals were used. In addition, as the Control, a Control group (7 animals) for Samples 1 to 4 and a Control group (10 animals) for Sample 5 were prepared.

[Exposure test]
After scent paper (66.4 cm ² filter paper) was impregnated with 500 μL of the sample solution prepared above to prepare a sample-containing scent paper, the scent paper was attached to the back of the lid of the mouse metabolic cage. Place one mouse at a time, let the mouse naturally inhale (expose) the smell of odor paper in a certain place in the breeding room (22 ° C, RH 50%), and the number of feces excreted in 24 hours, feces The total weight and body weight were measured. Moreover, about the obtained feces, it dried (138 degreeC, 2 hours), the dry weight was measured, and the moisture content and water content contained in feces were computed. In the test, exposure was continuously performed for 5 days, and measurement was performed every morning from 9 to 10 o'clock, and a new sample-containing odor paper was attached. In addition, the odor paper impregnated with 500 microliters of dipropylene glycol was attached to the Control group, and the test was done similarly.

[Data processing]
As the data for each item, the average value of 7 mice for Samples 1 to 4 and the average of 10 mice for Sample 5 were used for the total value of each mouse for 5 days. The results are shown in Tables 1 and 2.

  In addition, for comparison between the Sample group and the Control group, a significant difference test was performed by the Mann-Whitney U test of nonparametric analysis for the total weight, dry weight, water content, water content and number of feces. The results are shown in Tables 3 and 4.

  From the above results, it can be seen that Samples 1 to 5 have a defecation promoting effect compared to Control. Among them, the compounds contained in Samples 1, 3, and 4, ie, dibutylmaleic acid, bis (2-ethylhexyl) maleic acid, and 1,4-bis (2-ethylhexyl) benzene have a superior defecation promoting action. It is suggested.

  The composition for promoting defecation of the present invention is suitably used for prevention, improvement, treatment, etc. of constipation.

Claims (1)

A composition for promoting defecation, comprising one or more compounds selected from the group consisting of the following formulas (III), (IV), (VI), and (VII) .