JP7450324B2 - Composition containing D-chiro-inositol - Google Patents

Description

The present invention relates to compositions containing D-chiro-inositol. The present invention also relates to an external preparation containing the composition.

Inositol (1,2,3,4,5,6-cyclohexanehexaol) has a structure in which one hydrogen atom on each carbon of cyclohexane is replaced with a hydroxy group, and is known as a vitamin-like substance. There is. Inositol exists in nine stereoisomers depending on the combination of steric configurations of hydroxy groups.

Patent Document 1 discloses a hair growth agent containing inositol as an active ingredient. As in Patent Document 1, "inositol" used in prior documents refers to myo-inositol (cis-1,2,3,5-trans-4 , 6-cyclohexanehexaol) (see, for example, Non-Patent Documents 1 to 3).

Japanese Patent Application Publication No. 2006-28026

Quasi-drug raw material standards 2006 integrated edition, Yakuji Nipposha, p. 318 Pharmaceutical Excipient Standards 2003, Yakuji Nipposha, p. 101-102 Dictionary of Pharmaceutical Additives 2000, Yakuji Nipposha, p. 26

Here, the present inventor found that among the stereoisomers of inositol, D-chiro-inositol is a compound that has water solubility among the isomers of inositol.
However, in order to take advantage of these properties of D-chiro-inositol, research on compositions containing D-chiro-inositol continues, and among the stereoisomers of inositol, D-chiro-inositol is one of the stereoisomers of inositol. It was discovered that there is a tendency to easily generate precipitates. In particular, D-chiro-inositol has very low solubility in solvents other than water, and tends to form precipitates more easily in mixed solutions containing solvents other than water.

Therefore, an object of the present invention is to provide a composition capable of suppressing the precipitation of D-chiro-inositol.

As a result of extensive research to solve the above problems, the present inventors have discovered that a composition containing D-chiro-inositol and a polyhydric alcohol is capable of suppressing the precipitation of D-chiro-inositol. The present invention was completed based on the discovery that it is a composition.

That is, the present invention provides the following inventions.
[1] A composition containing D-chiro-inositol and a polyhydric alcohol.
[2] The composition according to [1], wherein the content of polyhydric alcohol is 0.1 w/v% or more based on the composition.
[3] The composition according to [1] or [2], wherein the content of D-chiro-inositol is 0.001 to 20 w/v% based on the composition.
[4] The composition according to any one of [1] to [3], wherein the polyhydric alcohol is glycerin and/or 1,3-butylene glycol.
[5] The composition according to any one of [1] to [4], further comprising an aqueous solution of a monoalcohol having 1 to 3 carbon atoms.
[6] The composition according to [5], wherein the monoalcohol having 1 to 3 carbon atoms is ethanol.
[7] The composition according to any one of [1] to [6], further comprising a monoterpene.
[8] An external preparation comprising the composition according to any one of [1] to [7].

According to the present invention, a composition capable of suppressing precipitation of D-chiro-inositol is provided.

Hereinafter, the present invention will be clarified by describing the composition of the present invention and specific embodiments thereof. However, the invention is not limited to the specific embodiments described below.

The composition of the present invention is a composition containing D-chiro-inositol and a polyhydric alcohol.

D-chiro-inositol is not particularly limited, but includes, for example, those extracted from naturally occurring buckwheat, beans, citrus fruits, etc., those produced and extracted from leguminous plants by fermentation, chemically synthesized ones, and Commercially available products may be mentioned. Here, the extraction method is not particularly limited, and any known extraction method can be used.

The content of D-chiro-inositol in the composition of the present invention is not particularly limited, but is preferably 0.001 to 20 w/v%, more preferably 0.01 to 20 w/v%, even more preferably is 0.05 to 15 w/v%, even more preferably 1 to 10 w/v%, even more preferably 3 to 7 w/v%.

As used herein, "w/v %" means the weight percentage of D-chiro-inositol relative to the volume of the composition.
Further, in this specification, when it is written as "X to Y", it means that it is greater than or equal to X and less than or equal to Y.

The composition of the present invention can be used as an external preparation. External preparations include, for example, preparations for cracks and chapping, preparations for prickly heat and sores, preparations for corns and calluses, preparations for dryness and roughness, preparations for wrinkles and spots, moisturizers, hair dyes, hair growth agents, shampoos, Examples include rinses, conditioners, lotions, creams, milky lotions, hand creams, medicated soaps, and packs.
By containing D-chiro-inositol, the composition of the present invention can provide a composition with vitamin-like action and hair growth activity, and may be used as a hair growth agent. Furthermore, as shown in the Examples below, the feel of a monoalcohol preparation having 1 to 3 carbon atoms can be improved by including D-chiro-inositol.
Specifically, the hair growth activity is an activity related to hair shaft growth promotion, hair growth, hair loss prevention, etc., and preferably an activity related to hair shaft growth promotion and hair growth.

The composition of the invention includes a polyhydric alcohol. By containing a polyhydric alcohol, it is possible to suppress precipitation of D-chiro-inositol. Furthermore, by including the polyhydric alcohol in the composition of the present invention, it is possible to obtain a composition that has excellent usability when used on human skin, and further has antibacterial properties and moisturizing properties.
Polyhydric alcohol means an alcohol having two or more hydroxyl groups in the molecule.
Examples of polyhydric alcohols include, but are not limited to, glycerin, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol (1,2-propanediol), dipropylene glycol, trimethylolpropane, 1,3-propylene glycol ( 1,3-propanediol), isobutylene glycol (2-methyl-1,2-propanediol), 1,2-butanediol, 1,3-butylene glycol (1,3-butanediol), 1,4-butane Diol, 2-butene-1,4-diol, 1,2-pentanediol, 1,5-pentanediol, 2-methyl-2,4-pentanediol, 1,2-hexanediol, 1,6-hexanediol , 2-ethyl-1,3-hexanediol, 1,7-heptanediol, and 1,8-octanediol. Among these, glycerin and 1,3-butylene glycol are preferred.
One type of polyhydric alcohol may be used alone or two or more types may be used in combination, but it is preferable to use two or more types in combination.

The content of polyhydric alcohol in the composition of the present invention is not particularly limited, but is usually 0.1 w/v% or more, preferably 0.5 w/v% or more, and more preferably 0.5 to 30 w/v%. /v%, more preferably 0.5 to 20 w/v%, even more preferably 0.5 to 15 w/v%.
The content of polyhydric alcohol in the composition of the present invention may be 1 to 5 w/v%.

The composition of the present invention may further contain an aqueous solution of a monoalcohol having 1 to 3 carbon atoms.
By containing an aqueous solution of a monoalcohol having 1 to 3 carbon atoms, the composition of the present invention tends to be able to further suppress precipitation of D-chiro-inositol.

Monoalcohols having 1 to 3 carbon atoms include methanol, ethanol, n-propanol, and isopropanol, with ethanol and isopropanol being preferred, and ethanol being more preferred.
Monoalcohols having 1 to 3 carbon atoms may be used alone or in combination of two or more.

The concentration of the monoalcohol having 1 to 3 carbon atoms in the aqueous solution of the monoalcohol having 1 to 3 carbon atoms in the composition of the present invention is not particularly limited, but the concentration of the monoalcohol having 1 to 3 carbon atoms may be set high. It is possible.
The concentration of the monoalcohol having 1 to 3 carbon atoms in the aqueous solution of monoalcohol having 1 to 3 carbon atoms may be, for example, 60 v/v% or less, 30 to 70 v/v%, or 30 to 60 v/v%. or 30 to 40 v/v%.

As used herein, "v/v%" means the volume percentage of the monoalcohol having 1 to 3 carbon atoms to the volume of the aqueous solution of the monoalcohol having 1 to 3 carbon atoms.
In the present invention, the aqueous solution of monoalcohol having 1 to 3 carbon atoms is composed of a monoalcohol having 1 to 3 carbon atoms and water.
When the composition of the present invention contains water as an aqueous solution of a monoalcohol having 1 to 3 carbon atoms, D-chiro-inositol contained in the composition is water-soluble, so that the effects of the present invention can be more reliably achieved. You tend to be able to get it.
Examples of the water include pure water such as ion-exchanged water, ultrafiltrated water, reverse osmosis water, and distilled water, and water from which ionic impurities have been removed as much as possible, such as ultrapure water.

The composition of the invention may further include a monoterpene. By including a monoterpene, it tends to be possible to obtain a composition that not only imparts a refreshing feeling but also is superior in suppressing the precipitation of D-chiro-inositol.

Monoterpenes include, but are not particularly limited to, monoterpene hydrocarbons such as limonene, pinene, and camphor; monoterpene alcohols such as citronellol, geraniol, linalool, menthol, terpineol, and borneol; and monoterpenes such as citronellal, citral, and safranal. Examples include monoterpene ketones such as menthone, carbomentone, and ionone. Monoterpene alcohols are preferred, and menthol is more preferred. These monoterpenes may be in the d-, l-, or dl-form. These may be used alone or in combination of two or more. In particular, menthol is not particularly limited, but for example, l-menthol and d-menthol are preferable, and l-menthol is more preferable. It may also be used as a mixture of l-menthol and d-menthol.

The content of monoterpene in the composition of the present invention is not particularly limited, but is preferably 0.01 to 10 w/v%, more preferably 0.05 to 2 w/v%, and still more preferably 0.01 to 10 w/v%. It is 1 to 1.0 w/v%, and even more preferably 0.7 to 1.0 w/v%.

The composition of the present invention may further contain additives that are commonly accepted as pharmaceuticals, quasi-drugs, cosmetics, and the like.
Examples of additives include, but are not limited to, excipients, stabilizers, flavoring agents, bases, dispersants, diluents, surfactants, emulsifiers, transdermal absorption enhancers, pH adjusters, preservatives, Colorants, oils (fats, mineral oils, etc.), thickeners, polymers, film-forming agents, ultraviolet absorbers, cell activators, antioxidants, preservatives, coolants, deodorants, pigments, dyes, fragrances, Examples include saccharides, amino acids, vitamins, organic acids, organic amines, plant extracts, and the like.

The composition of the present invention is not particularly limited, and can be manufactured by mixing the components included in the present invention. The order in which the components are mixed is not particularly limited.
Further, the conditions for mixing are not particularly limited, and the composition of the present invention can be prepared according to a conventionally known method.

When the composition of the present invention is used as an external preparation, it can be used as a pharmaceutical, quasi-drug, cosmetic, etc., for example, it can be used in skin cosmetics, hair cosmetics, and scalp cosmetics. . More specifically, it can be in the form of an ointment, poultice, liniment, lotion, external solution, spray, cream, gel, milky lotion, hair tonic, or hair spray.

The method of the invention includes administering to a subject a composition of the invention. The dose of D-chiro-inositol per administration to a subject is not particularly limited, but is preferably 0.005 to 200 mg, more preferably 0.05 to 100 mg, and still more preferably 0.5 to 200 mg. It is 10 mg.

The number of times the composition of the present invention is administered to a subject is not particularly limited, but is preferably 1 to 6 times per day, more preferably 1 to 3 times per day, and even more preferably once per day. ~2 times.

Subjects to whom the composition of the present invention is administered are not particularly limited, but include, for example, humans and animals such as livestock and pets.

EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples.

The components used in this example are as follows.
D-chiro-inositol (manufactured by Wako Pure Chemical Industries, Ltd., hereinafter abbreviated as "DCI")
Ethanol (manufactured by Wako Pure Chemical Industries, Ltd., hereinafter abbreviated as "EtOH")
Glycerin (manufactured by Wako Pure Chemical Industries)
Pure water

Each component was diluted with pure water and mixed to have the composition shown in Tables 1 and 2 below, and each composition was prepared as a preparation.

A. Formulation Stability Test The obtained formulation was evaluated for precipitation of DCI at each glycerin concentration using the following method.
Prepare 3 lots of formulations for each composition, induce precipitation of DCI through a low temperature cycle (incubate at 5℃ for 12 hours, then repeat 12 hours - 20℃ for 14 days), and evaluate visually based on the following indicators: did. The evaluation results are shown in Table 1 (N number is 3).
No precipitation of crystalline substances is observed in all lots ``◎''
Even in 1 lot, a small amount of precipitation of crystalline substances was observed "○"
Even in 1 lot, precipitation of crystalline substances was observed “×”

From the results in Table 1, it can be determined that the precipitation of DCI can be effectively suppressed by blending glycerin. In addition, even if the same procedure as in the case of glycerin is performed using propylene glycol (1,2-propanediol), dipropylene glycol, 1,3-propylene glycol, or 1,3-butylene glycol instead of glycerin, Similar trends were observed in the results.

B. Test for Feeling of Use Regarding the obtained formulation, the feel of the glycerin-containing EtOH preparation upon application (stiffness and spreadability) was evaluated using the following method.
Ten evaluation monitors evaluated the squeaky feeling when applying 0.5 g of the preparation to the hair and the spreading feeling when applying it to the arm. Specifically, the evaluation was made into a score by conducting a questionnaire based on the Visual Analogue Scale. The evaluation results were summarized in Table 2 by averaging the questionnaire results and rounding to the second decimal place (N number is 10).
<Feeling of use>
・Feeling of stiffness
No stiff feeling, no problem in usability "1 point"
10 points: Strong feeling of stiffness and usability problems
・Feeling of spreading
Very easy to apply and spread, no problems in terms of usability ``1 point''
Very difficult to spread and has problems in terms of usability (10 points)

From the results in Table 2, the stiff feeling and spreading feeling caused by the glycerin-containing EtOH formulation were improved by adding DCI. In addition, even if the same procedure as in the case of glycerin is performed using propylene glycol (1,2-propanediol), dipropylene glycol, 1,3-propylene glycol, or 1,3-butylene glycol instead of glycerin, Similar trends were observed in the results.

In addition, the preparation prepared by diluting with water to have DCI 5 w/v%, EtOH 50 v/v%, glycerin 5 w/v%, and l-mentol 1 w/v% had no precipitation of ingredients, and had a stiff and spreadable feeling. The composition was excellent in terms of feel when used.

Claims (5)

Contains D-chiro-inositol and polyhydric alcohol,
A composition that is an external preparation ,
The content of D-chiro-inositol is 5 to 20 w/v% with respect to the composition,
A composition in which the content of polyhydric alcohol is 5 w/v% or more based on the composition . The composition according to claim 1 , wherein the polyhydric alcohol is glycerin and/or 1,3-butylene glycol. The composition according to claim 1 or 2, further comprising an aqueous solution of a monoalcohol having 1 to 3 carbon atoms. The composition according to claim 3 , wherein the monoalcohol having 1 to 3 carbon atoms is ethanol. Composition according to any one of claims 1 to 4 , further comprising a monoterpene.