WO2005046630A1

WO2005046630A1 - Hair restorer compositions and antipruritic agent

Info

Publication number: WO2005046630A1
Application number: PCT/JP2004/016719
Authority: WO
Inventors: Hirotoshi Kanatani; Masufumi Morita; Takuji Yamaguchi; Miki Tanaka
Original assignee: Tsumura & Co.
Priority date: 2003-11-17
Filing date: 2004-11-11
Publication date: 2005-05-26
Also published as: JP2005145900A

Abstract

Hair restorer compositions and an antipruritic agent which each contains shogaol, which has not been used as a hair-restoring ingredient. The hair restorer compositions contain shogaol. One of the hair restorer compositions further contains a specific ingredient and thereby has improved shogaol stability. The hair restorer compositions may have been packed in an aerosol bomb.

Description

Specification

Hair restorer composition and itching inhibitor

Technical field

The present invention relates to a hair restorer composition and an itching inhibitor.

Background art

Conventionally, various hair restorers have been known. For example, Patent Document 1 describes a hair restorer containing ginger solution. In addition, Patent Document 1 discloses that the main component of ginger is camphene, ferrandrene, gingiberene, gingiberol, cineol, linalool, borneol, methylheptenone, zingerone, and shogaol. It has been mentioned whether the hair growth effect is exerted by the synergistic action of these components.

[0003] Further, regarding the relationship between the above-mentioned main components of ginger and the hair-growth effect, Patent Document 2 describes that essential oils such as camphene, cineol, and linalool are used for prevention and treatment of hair loss. .

[0004] On the other hand, with respect to Shogaol, Patent Document 3 describes that an external preparation for skin containing Shogaol has an effect of preventing hot flashes, rough skin, power razors, inflammation, etc. after sunburn. There is no report on the effect of hair growth. Also, the content of shogaol in ginger varies greatly depending on the type of ginger, and for example, it has been reported that the content of shogaol in ginger produced in Japan is very small (Non-Patent Document 1). Therefore, it has been difficult for ginger to develop a hair restorer that can contain Shogaol quantitatively.

[0005] Furthermore, it is known that itching is observed in the frontal region and the parietal region in the early stage of androgenetic alopecia, and pricking at this time is one of the causes of hair loss. I have. Therefore, in order to prevent alopecia, it is necessary to suppress this symptom as soon as possible.

Patent Document 1: JP-A-58-103310 (Claim 1, page 1, right column, line 18, line 1 page 2, upper left column, line 7)

Patent Document 2: Japanese Patent Publication No. 2001-520178 (abstract, claims 1, 7 and 11) Patent Document 3: JP-A-61-263909 (Claim 1, Industrial application field)

Non-Patent Document 1: Pharmaceutical Journal, 113 (4), 307-315 (1993) (p. 310, FIGS. 1 and 31)

(3 pages, TABLE I)

Disclosure of the invention

Problems to be solved by the invention

[0006] An object of the present invention is to provide a hair restorer composition containing shogaol, which has not been conventionally used as a hair restorer, and an itching inhibitor.

Means for solving the problem

[0007] The present invention includes the following inventions.

(1) A hair restorer composition containing shogaol.

[0009] (2) Further, Kanzo extract, Kinseiso extract, Kuddin extract, Sempuri extract, Pepper extract, Toucia extract, Carrot extract, Hokoway extract, Button extract, Tangerine extract, Isopropyl (1) methylphenol, glycyrrhizic acid or a derivative thereof, dalycyrrhetinic acid or a derivative thereof, cepharanthin, tocopherols or a derivative thereof, hinokitiol, pentadecanoic acid or a derivative thereof, and minoxidilca. The hair restorer composition according to (1).

[0010] (3) In addition, at least one kind selected from the group consisting of quinceiso extract, kujin extract, sempuri extract, tortilla extract, carrot extract, hokoway extract, button extract and mandarin extract. The hair restorer composition according to (1), further comprising:

(4) The hair restorer composition according to any one of (1) to (3) above, which is filled in an aerosol container.

(5) An itching inhibitor containing shogaol.

(6) Further, Kanzo extract, Kinseiso extract, Kuddin extract, Senpri extract, Pepper extract, Toucia extract, Carrot extract, Hokoway extract, Button extract, Tangerine extract, Isopropyl Methyl phenol, glycyrrhizic acid or a derivative thereof, dalycyrrhetinic acid or a derivative thereof, cepharanthin, tocopherols or a derivative thereof, hinokitiol, pentadecanoic acid or a derivative thereof, and minoxidilca. The itching inhibitor according to (1). (7) In addition, at least one kind selected from the group consisting of quinceiso extract, kujin extract, sempuri extract, toucia extract, carrot extract, hokoway extract, button extract and mandarin extract. The itching inhibitor according to the above (5), which comprises:

(8) The itching inhibitor according to any of (5) to (7), which is filled in an aerosol container.

The invention's effect

According to the present invention, there is provided a hair restorer composition containing Shogaol, which has been conventionally used as a hair restorer. In addition, the stability of the active ingredient, shogaol, can be improved by blending specific components together or forming an aerosol preparation. Further, according to the present invention, there is provided a conventionally unknown itch suppressant containing shogaol.

BEST MODE FOR CARRYING OUT THE INVENTION

Hereinafter, the present invention will be described in detail.

[0018] The Shogaol used in the present invention has the following formula:

[Chemical 1]

(In the formula, n represents an integer, usually 118, preferably 418.)

[3] Shogaol (n = l), [4] Shogaol (n = 2), [5] depending on the number of carbon atoms (n + 2) of the aldehyde generated by decomposition —Shyogaol (n = 3), [6] Shogaol (n = 4), [8] Shogaol (n = 6), [10] —Shogaol (n = 8).

[0020] The Shogaol used in the present invention is not particularly limited, but preferably [6], [8], [10] Shogaol, and more preferably [6] Shogaol.

[0021] Shogaol can be produced by a known synthesis method or extraction method. Synthesis method For example, a method described in Japanese Patent No. 2780316 (Example 1 and Reference Example) can be mentioned. As an extraction method, for example, Biol. Pharm. Bull., 25 (9), 1183-1187 (2002) ) (P. 1184, section of Extraction, Fractionation and Isolation).

[0022] Since Shogaol does not show toxicity to the human body, the amount of the hair restorer composition of the present invention is not particularly limited, but is usually 0 based on the total amount of the hair restorer composition of the present invention. 0.0001-0.1% by weight, and preferably 0.0001-0.01% by weight in terms of hair growth effect, economy and irritation.

[0023] The hair restorer composition of the present invention includes a Kanzo I extract, a Kinseiso II extract, a Kuddin extract, a Senpuri extract, a Capsicum extract, and a Toucia extract from the viewpoint of improving the stability of Shogaol as an active ingredient. Extract, carrot extract, hocoway extract, button extract, mican extract, isopropylmethylphenol, glycyrrhizic acid or its derivative, glycyrrhetinic acid or its derivative, cepharanthin, tocopherols or its derivative, hinokitiol, pentadecanoic acid Or a derivative thereof, and minoxidilka at least one selected from the group consisting of, for example, quinceiso extract, kujin extract, sempuri extract, toucia extract, carrot extract, hokoway extract, button extract and mandarin extract. Group strength At least one selected It is preferred,. The amount (total) of these components is usually 0.0001 to 50% by weight, preferably 0.0001 to 5% by weight, based on the total amount of the hair restorer composition. The weight ratio with respect to the blending amount (total) is usually 10000: 1 to 1: 500,000, preferably <100: 1 to 1: 50,000, and more preferably <10: 1 to 1: 10000.

[0024] Among the crude drugs (plants) used as raw materials for the crude drug extract, Kanzo (licorice) is a legume (

Leguminosae; y zo (ulvcvrrhiza uralensis ischer, Glvcvrrhiza glabra Linne or other congeners), and it is particularly preferable to use roots and strons or leaves. As Kinsiso (Venus grass), for example, Lepisorusfe plants such as Noxinobu (Lepisorus thunbergianus (Kaulr. It is preferable to use whole plants. Aiton), and it is particularly preferable to use the root site. The term “simpuri” (drug) refers to a plant of the family Lindian (Gentianaceae) (Swertia iaponica Makino), and it is particularly preferable to use whole plants. Capsicum is the capsicum of the Solanaceae family.

B) or its varieties and varieties, and it is particularly preferable to use fruits. Tota (fujicha) refers to AmpeloDsis grossedentata (Hand-Mazz) W. T. Wang of the grape family (Vitaceae), and it is particularly preferable to use the branch and leaf sites. Carrot (carrot) is a Panax ginseng C.A. Mever of Araliaceae, and it is particularly preferable to use a root site. Examples of the hocoway include plants of the genus lam S1 such as Mokotanhopo (Taraxacum mongolicum Hand.—Mazz. J) of the family Asteraceae (Compositae), and it is particularly preferable to use the root site. Is a button (Paeonia sufiruticosa Andrews) of the family Paeoniaceae (Paeoniaceae), and it is particularly preferable to use root bark. Examples of oranges include Citrus unshiu Markovich (AH MS) and the like. Citrus genuine foods are preferred, and it is particularly preferable to use the pericarp region.These extraction solvents include water, organic solvents and mixtures thereof, from the viewpoints of safety and compatibility in the formulation. It is preferable to select one or more of water, ethanol, 1,3-butylene glycol and glycerin.

[0025] The derivative in the present invention refers to salts such as alkali metals and amines, and esters.

[0026] As the base used in the hair restorer composition of the present invention, any base commonly used in cosmetic compositions can be used, for example, water, monohydric alcohols such as ethanol, glycerin, ethylene and the like. Polyhydric alcohols such as glycols, oils and fats, and surfactants can be used.

[0027] The hair restorer composition of the present invention can contain other components having a hair restorer effect and components that can be used in a hair restorer or a hair styling agent, as long as the effects are not impaired. Ingredients include, for example, hormones, vitamins, amino acids, herbal extracts, pigments, resorcin, cooling agents, humectants, flavors and the like.

[0028] Examples of the dosage form of the hair restorer composition of the present invention include a liquid preparation, an aerosol preparation, an ointment, a cream, a jewel, an oil, a knock, a shampoo, a rinse, and a treatment. Of these, Aerosol preparations are preferred in terms of improving the stability of Shogaol, the active ingredient!

[0029] Examples of the pruritus suppressant of the present invention include: drinking foods and drinks, health foods, functional health foods (foods for specified health use, nutritional foods), etc., drinking by pharmaceuticals, administration by injection, etc., quasi-drugs For example, an external application that can be applied directly to a site where itching occurs selectively is preferable. External preparations include liquids, aerosols, ointments, creams, jewels, oils, knocks, shampoos, and rinses.

, Treatments. Of these, aerosol preparations are preferred in terms of improving the stability of Shogaol.

[0030] The hair restorer composition and the itch suppressant of the present invention, when applied to the human scalp or animal skin, exhibit a strong hair restorer effect and an itching inhibitory effect.

This specification includes the content described in the description of Japanese Patent Application No. 2003-386834, which is a priority document of the present application.

Example

Hereinafter, the present invention will be described more specifically with reference to Production Examples and Examples, but the scope of the present invention is not limited thereto. Further, “%” in the examples represents a weight basis unless otherwise specified.

[0033] (Production Example 1) [6] Production of Shogaol

100 g of noniline was dissolved in 300 ml of acetone, 350 ml of a 15% potassium hydroxide solution was added, and the mixture was stirred for 12 hours. Thereafter, the reaction mixture was poured into cold water, made weakly acidic with dilute hydrochloric acid, and the precipitated solid was collected by filtration. The solid separated by filtration was crystallized from ethyl acetate-n-xane to give 93.4 g (yield 74%) of dehydrozingerone as a yellow solid.

Next, a solution of 200 g of dehydrozingerone in tetrahydrofuran was added dropwise at 40 ° C. to a solution of 325 g of potassium tert-butoxide in tetrahydrofuran over 40 minutes, and the mixture was further stirred for 2 hours. Next, a solution of 366 ml of caproaldehyde in tetrahydrofuran was added dropwise to the reaction mixture at -55 ° C over 1 hour, and the mixture was further stirred for 3 hours. The reaction mixture was poured into ice water, made weakly acidic with 3N-hydrochloric acid, extracted with ethyl acetate, washed with water and dried. The solvent of the extraction solution was distilled off, and the residue was crystallized from ethyl acetate-n-xane. The filtered dagger was recrystallized twice with toluene to obtain 202 g (yield 67%) of dehydrogingerol as a pale yellow solid. Next, 67.5 g of Raney nickel was added to a solution of 170 g of dehydrogingerol in tetrahydrofuran to absorb a theoretical amount of hydrogen, and then Raney nickel was filtered off using Celite, and the filtrate was concentrated. The concentrate was crystallized from ethyl acetate-n-hexane to give 150 g of [6] -gingerol as a white solid (yield: 87.8%).

Next, a benzene suspension solution of [6] -gingerol, p-toluenesulfonic acid and anhydrous sodium sulfate was heated to reflux for 60 minutes. After completion of the reaction, the solid was filtered off, and the filtrate was diluted with ethyl acetate, washed with water, dried and concentrated. The concentrate was separated and purified by silica gel chromatography (chloroform: hexane: ethyl acetate = 5: 5: 1) to obtain [6] -shogaol (17.7 g, yield: 75%).

(Example 1) Hair growth effect of Shogaol

[6] -Shogaol obtained in Production Example 1 was dissolved in 50 vol% ethanol so that the concentrations became 0.0001 vol%, 0.001 vol%, and 0.01 vol%, respectively.

[0038] A hair growth test was conducted on the thus obtained Shogaol solution in the following manner.

[0039] (Hair growth test)

The back of a C3H / HeN male mouse (8 weeks old) was depilated with an electric Norikan and an electric shaver, and the drug was applied once a day for the next day of depilation for 21 days (100 μLZ mouse Ζ day). Images taken with a digital camera over time are processed by the image analysis software Photoshop (registered trademark of Adobe), converted to TIFF files, and the hair recovery rate (hair image IJ) is determined by image analysis (NIH image). The ratio of the area where the hair was regenerated to the area) was measured.

[0040] The results are shown in Table 1.

[table 1] Contour Shogaol (vol%)

Number of days elapsed

Lorenore * 0.0001 0.001 0.01

0 0 0 0 0

7 0 0 0 0

11 0 0 0.27 0

14 1.64 3.16 5.26 4.26

16 10.17 15. 93 18. 74 21. 02

18 30. 17 40. 38 53. 23 51. 6

22 56.22 71.48 81.65 79.8

Gaol-free

(Example 2-12) Stability test of Shogaol

A Shogaol solution having the composition shown in Table 2 was prepared, sealed in a glass bottle, and stored for one month in an environment at 50 ° C. The amount of [6] -shogaol before and after the test was quantified by HPLC analysis, and the residual ratio of [6] -shogaol was calculated. Table 2 shows the results.

[Table 2]

Example

2 3 4 5 6 7 8 9 1 0 1 1 1 2

[6] -Shogaol 0, 001 0, 001 0, 001 0.001 0.001 0.001 0.001 0,001 0.001 0.001 0.001 Bompi extract 2, 000 2.000 1 1-1-1 1 Simpuri extract-1 1.000 1.000 1 1 1-1 1-carrot extract 1-0.500-0.500-1-1 1 Tochiya extract 1-1-1-0.050 1-11 component (%) BHT-1-1-1-1-0.050 1-1-Hocoway extract 1-1-1-1 --1-0.050 1 1 Kuddin extract 1 -1 1-1-0,500 1-Quinseiso extract 1 1-1-1-1-0.050 1 Citrus peel extract-1-1-1 1---1.000

50 vol% ethanol 99.999 97.999 96.499 98.999 99.499 99.949 99.949 99, 949 99 * 499 99, 949 98.999

[6] —Nyogaol survival rate (%) 63.0 97, 1 97.2 92.8 85.8 96.5 84,8 87.3 92.6 86, 3 89,0

Example 13 Stability of Shogaol with Aerosol Formulation

A liquid obtained by mixing the following components was used as a stock solution.

(Composition of stock solution)

[6] —Shogaall 0.01%

50vol% ethanol 99.99%

The stock solution was sealed in a glass bottle to serve as a control. An aerosol formulation was prepared by caulking 33.3% of dimethyl ether with respect to 66.7% of the stock solution, and this was filled in an aerosol can to prepare an example.

[0044] The sample was stored in a 50 ° C environment for one month, and the amount of [6] -shogaol before and after the test was quantified by HPLC analysis, and the residual ratio of [6] -shogaol was calculated.

[0045] As a result, the [6] -shogaol residual ratio was 82.8% in the control and 100.9% in the Examples.

(Example 14) Itga inhibitory effect of Shogaol

The concentration of [6] -shogaol obtained in Production Example 1 in 50 vol% ethanol was 0.1% each.

It melt | dissolved so that it might become O001vol%, 0.01 Ovol%, 0.01 vol%.

[0047] The shogaol solution thus obtained was subjected to an itch suppression test as follows.

[0048] (Itching suppression test)

ICR mice were intradermally administered with 50 μg of each formaldehyde condensate of N-methyl-p-methoxyphenethylamine (compound 48/80) on the back of the neck to induce itching, and immediately after the administration, The itch-suppressing effect was evaluated by applying 100 L of a Shogaol solution and measuring the number of times of drawing to the back (average value) for 30 minutes after administration. Table 3 shows the results.

[Table 3]

* No added Shogaol [0049] Examples of the present invention in various dosage forms will now be described.

(Example 15) Hair tonic (%)

[6] One Shogaol 0.0 0.001 Sempuri extract 1.00 Totoya extract 0.50 Carrot extract 0.50 Hocoway extract 0.50 0 Buttonpi extract 2.0 抽出 Ethanol 50.0 0 Purified water

(Set to 100)

[0051] A heartonic was produced by a conventional method.

(Example 16) Hair tonic (%)

[6] — Shogao-no-tetsu 0.0 0.001 Assembly extract 1.0 0 Tortilla extract 0.50 Carrot extract 0.50 Hocoway extract 0.50 0 Buttonpi extract 2.0 0 Kunic acid 0 . 10 Sodium taenoate 0.04

1—Menthol 0.50 Ethanol 15.0 0 0 Purified water Balance

(Set to 100)

[0053] A heartonic was produced by a conventional method.

[0054]

(Example 17) Hair-growing eazo (%)

[6] Shogaol 0.01 0 Kinseiso II extract 1.00 Kuddin extract 0.50

0.0 1 Isopropyl methyl phenol 0.10 Cepharanthin 0.10 Ethanol 2 1.0 0 EDT A-2Na 0.03 Neutralizing agent (diisopropanolamine) 0.25 Polymer 2% aqueous solution 2.50 Fragrance (including 1-menthol) 0.20 Preservatives 0.10 Purified water Balance

(Set to 100)

[0055] An aerosol formulation was prepared by adding 33.3% of dimethyl ether to 66.7% of the base material (viscosity: 12,450 cp) obtained by mixing the above components, and then filling into an aerosol can having a jet diameter of 0.5 mm to grow hair. Aerosol products (internal pressure: 4.3 kg / cm ² , at 25 ° C)

[0056]

(Example 18) Hair liquid (%)

[6] —Shogaol 0.01 Kanzo extract 0.10 Thugarashi extract 0.50 Citrus extract 1-0 0 Tocophere acetate 0.20 Minoxidinole 1.00 Glyceride pentadecanoate 1.0 0.00 Polyoxypropylene (35) Butyl ether phosphate 1.00.0 Polyoxypropylene (40) Butyl ether 5.00 Polybutylpyrrolidone / vinyl acetate copolymer 0.50 Polyoxyethylene (50) Hydrogenated castor oil 1.0 000 ethanol 6.0 oxybenzone 0.05 sodium hydroxide 0.16 octyldodecanol 0.50 fragrance 0.05 pigment 0.00 purified water

(100 and

[0057] Hair liquid was produced by an ordinary method. [0058]

(Example 19) Hair shampoo (%)

[6] —Shogaol 0-000 1 Red bean extract 1.00 Dipotassium glycyrrhizinate 0.10 0.1 Sodium polyoxyethylene lauryl ether sulfate 20.00

N-coconut oil fatty triethanolamine solution 10.0 coconut fatty acid amide propylbetaine solution 10.0 coconut fatty acid ethanolamide 4.0 0 ethylene glycol stearate 2.0 0 Cationized senorelose 1.0 0 Cationized guar gum 0-20 Polyoxyethylene (10) stearyl alcohol 1.0 Methyl polysiloxane 0.50 Propylene glycolonole 5.00

EDT A—2 Na 0.30 Paraoxybenzoic acid ester 0.40 Cunic acid 0.20 Fragrance 0.30 Purified water

(Set to 100)

[0059] Hair shaving was produced by a conventional method.

(Example 20) Hair treatment (%)

[6] — Shogaol 0.000 1 Red bean extract 1 抽出 0 Hinokitiol 0.10 Stearyl trimethylammonium chloride 1.00 Alkyltrimethylammonium chloride 1.50 Polyoxyethylene (20) cetyl ether 0. 50 Polyoxyethylene monostearate (20) sorbitan 1.00 Cetanol 1.50 Stearyl alcohol 1.50 Octyldodecanol 1.50 Lanolin derivative (lanoline-based cation) 0.50 Cationized senorelose 1.00 Cationized guar gum 0 .20 Silicone Emulsion 1.00 Glycerin 2.00 Diglycerin 4,000 Propylene Glycone 1.00 Paraoxybenzoate 0.20 Fragrance 0.30 Purified Water Balance

(Assuming 100)

[0061] A hair treatment was produced by a conventional method.

[0062] Even with these formulations, it was an excellent hair restorer having a good hair restoring effect and an itching suppressing effect, and stably presenting Shogaol.

[0063] All publications, patents, and patent applications cited in the present specification are hereby incorporated by reference in their entirety.

Industrial applicability

[0064] The present invention is used in the fields of hair restorer and itch suppressant.

Claims

The scope of the claims

[1] A hair restorer composition containing shogaol.

[2] In addition, licorice extract, quinceiso extract, kudin extract, sempuri extract, capsicum extract, toucia extract, carrot extract, hokoway extract, button extract, mican extract, isopropylmethylphenol Glycyrrhizic acid or a derivative thereof, glycyrrhetinic acid or a derivative thereof, cepharanthin, tocopherols or a derivative thereof, hinokitiol, pentadecanoic acid or a derivative thereof, and minoxidilca. Hair restorer composition.

[3] In addition, the extract contains at least one selected from the group consisting of quinceiso extract, kujin extract, sempuri extract, tortilla extract, carrot extract, hokoway extract, button extract and mandarin extract. Item 10. The hair restorer composition according to Item 1.

[4] The hair restorer composition according to any one of [1] to [1], wherein the composition is filled in an aerosol container.

[5] An itching inhibitor containing Shogaol.