JPH10279440A - Hair cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a hair cosmetic exhibiting a stable and excellent hair- restoring effect, namely a hair regeneration-stimulating action and a hair falling- preventing effect, and extremely useful on cosmetic and medical treatments by compounding a specific glycoside and a specified ingredient. SOLUTION: This hair cosmetic contains (A) a lignan glycoside and (B) one or more kinds of agents selected from hormones, vitamins, blood circulation- stimulating agents and cell-activating agents. The ingredient A is preferably a sesaminol glycoside of formula I [R1 , R2 are each a glycosyl group made up from one to four saccharides; the saccharides are selected from the group of glucose, galactose and fructose; (a)-(c) are each 0, 1], especially a sesaminol glycoside of formula II (Gly is selected from glucose, galactose and fructose), formula III or formula IV. The hormones, the vitamins, the blood circulation- stimulating agents, and the cell-activating agents in the component B include ethinyl estradiol, a vitamin A compound, γ-oryzanol, and a bovine placenta extract, respectively.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a hair cosmetic, and more particularly, to a combination of lignan glycosides and one or more of hormones, vitamins, blood circulation promoters and cell activators. Accordingly, the present invention relates to a hair cosmetic having excellent hair growth and hair growth promoting effects and hair loss preventing effects.

[0002]

2. Description of the Related Art Conventionally, hair cosmetics such as shampoos, rinses, and hair tonics have effects of promoting hair growth and hair growth and promoting hair circulation of the scalp for the purpose of preventing hair loss. Various medicinal agents having various effects such as suppression of sebum secretion and activation of hair matrix cells are blended.

[0003]

However, in hair cosmetics suitable for hair cosmetics containing these medicinal ingredients, the effects of the medicinal ingredients are not sufficient, or the desired effects occur due to deterioration in the preparation. In many cases, the medicinal effect cannot be obtained, and its improvement has been desired.

[0004]

Means for Solving the Problems The present inventors have conducted intensive studies to improve the efficacy of the medicinal components of hair cosmetics, and have found that lignan glycosides and hormones, vitamins, blood circulation promoters, It has been found that when one or more activators are combined, the action originally possessed by the medicinal component is sufficiently exhibited, and the present invention has been completed.

That is, the present invention provides the following components (A) and (B): (A) a lignan glycoside represented by the structural formula (I); (B) hormones, vitamins, a blood circulation promoter, and a cell activator. One or more of

Embedded image The present invention provides a hair cosmetic comprising the following lignan glycosides: (II-a), (II-a)
Preferably, one or more of the sesaminol glycosides represented by b) or (II-c) is contained as a main component, and in a preferred embodiment, the lignan glycoside is sesame seed or humidified sesame seed. Or a germinated body, or a hydrated lower alcohol extract of a defatted product thereof.

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[0006]

BEST MODE FOR CARRYING OUT THE INVENTION The lignan glycoside, which is the component (A) of the present invention, is represented by the above general formula (I). That is, the lignan glycoside according to the present invention comprises 2
The aglycone portion has a methylenedioxyphenyl group and a sugar portion in which one to four sugar residues of glucose, galactose or fructose are bonded to the hydroxyl group.

[0007] The lignan glycoside is preferably glucoside lignan in which the sugar residue in the structural formula (I) is a diglucoside residue and / or a triglucoside residue, and still more preferably the structural formula (II) −
One, two or more of the compounds represented by a), (II-b) or (II-c), or those containing these as main components. The preparation method is not particularly limited. For example, there is a method disclosed by the present inventors (Japanese Patent Application Laid-Open No. 7-145066).

[0008] The content of lignan glycosides in the hair cosmetic composition of the present invention cannot be uniformly defined by the difference in the content of each component of the lignan glycoside.
In the case of a water-containing lower alcohol extract prepared by the method disclosed in No. 5066, the content is 0.05 to 20% by weight (hereinafter simply referred to as "%"), preferably 0.1 to 10%, When the glycoside is blended, 0.01 to 10
%, Preferably 0.05 to 5%, and a highly purified product (the above-mentioned structural formulas (I), (II-a) and (II-b)
Or, at least about one or more of the lignan glycosides represented by (II-c) are contained in a total amount of about 60% or more. )
0.001 to 5%, preferably 0.01%
~ 1%.

On the other hand, hormones, vitamins, blood circulation promoters and cell activators which are the component (B) of the present invention include the following.

(Hormones) For example, hormones include ethinylestradil, 17β-estradiol, estriol, estrone, cyproterone acetate,
Progesterone, corticosterone, hydrocortisone, androstenedione, 4-androstene-3-
On-17β-carboxylic acid and the like.

Among these hormones, particularly preferred are ethinylestradiol and 17β-estradiol.

(Vitamins) Examples of the vitamins include vitamin A such as retinol, retinal, and retinoic acid and derivatives thereof, and salts thereof, inositol, thiamine, riboflavin, flavin mononucleotide, pyridoxine, cyanocobalamin, and methylcobalamin. , Etc. and their derivatives and their salts, pantothenyl alcohol, pantothenic acid and their derivatives and their salts, ascorbic acid,
Vitamin C such as magnesium ascorbyl phosphate, sodium ascorbyl phosphate and ascorbic acid glucoside
And their derivatives and their salts, ergocalciferol, cholecalciferol, vitamin Ds such as dihydrotaxosterol and their derivatives and their salts, vitamin Es such as tocopherol and its derivatives and their salts, and Nicotinic acid and its derivatives and salts thereof.

Among these vitamins, particularly preferred are vitamins A and derivatives thereof and salts thereof, pantothenic acid and derivatives thereof and salts thereof, vitamins E and derivatives thereof and salts thereof, nicotine Acids and their derivatives and their salts.

(Blood circulation enhancer) Examples of the blood circulation enhancer include γ-oryzanol, camphor, hinokitiol, capsicum extract, ginkgo extract, assembly extract, arnica extract, safflower extract, and corn extract. Can be

Among these blood circulation promoters, more preferably, hinokitiol, capsicum extract, ginkgo extract and assembly extract are mentioned.

(Cell activator) On the other hand, hair growth-promoting agents include, for example, animal-derived extracts such as bovine placenta extract, cockscomb extract, royal jelly, yeast extract, lactic acid bacteria fermentation metabolite, and reishi extract. Extracts derived from microorganisms, cepharanthin, asparagus extract, ginseng extract, garlic extract, rosemary extract and the like can be mentioned.

Among these cell activators, more preferred are bovine placenta extract, royal jelly extract, cepharanthin, ginseng extract, garlic extract and asparagus extract.

The component (B) in the hair cosmetic composition of the present invention can be used by appropriately selecting one or more of them, and the amount thereof is not particularly limited, but is preferably 0 as hormones. 0.0001 to 0.1%, more preferably 0.0001 to 0.01%. If the amount of the hormones is less than 0.00001%, a sufficient hair-growing effect may not be obtained, and even if it exceeds 0.1%, the effect is further increased. Absent.

The content of vitamins is preferably 0.0001 to 5%, more preferably 0.001 to 3%.
It is. If the amount of the vitamins is less than 0.0001%, a sufficient hair-growth effect may not be obtained, and if the amount exceeds 5%, no further increase in the effect is observed.

Preferably, the amount of the blood circulation promoting agent is
0.001 to 5%, more preferably 0.01 to 3%. When the amount of the blood circulation promoter is less than 0.001%, a sufficient hair-growing effect may not be obtained,
No further increase in the effect is observed even when the content exceeds 5%.

On the other hand, the amount of the cell activator is preferably 0.001 to 5%, more preferably 0.01 to 3%.
It is. If the compounding amount of the cell activator is less than 0.001%, a sufficient hair-growing effect may not be obtained, and even if the compounding amount exceeds 5%, no further increase in the effect is observed. .

The hair cosmetic of the present invention is prepared by blending the essential components (A) and (B) with various types of bases known as ordinary hair cosmetics in accordance with a conventional method. Can be.

[0023] Hair cosmetics include shampoo,
It can be a cosmetic or quasi-drug such as a rinse, a hair pack, a hair cream, a mascara, an eyebrow, a hair styling agent, and a hair tonic.

The hair cosmetic composition of the present invention contains, in addition to the above-mentioned essential components, components that are blended with ordinary hair cosmetics, for example,
Oils, powders, surfactants, purified water, lower alcohols, high molecular compounds, gelling agents, ultraviolet absorbers, ultraviolet scattering agents,
Antioxidants, dyes, preservatives, fragrances, cosmetic ingredients, and the like can be appropriately selected and used within a range that does not impair the effects of the present invention.

[0025]

EXAMPLES Next, the present invention will be described in more detail with reference to Reference Examples, Test Examples and Examples, but the present invention is not limited thereto.

Reference Example 1 (Production of aqueous methanol extract) Pre-sterilized quartz sand was spread on a stainless steel vat of 300 cm ² , and 10 g of Chinese sesame seeds were sprinkled thereon. The cells were cultured in a constant temperature bath at 40 ° C. for 2 days and germinated. The germination rate was 89% or more. A certain amount of germinated material having a similar germination state was ground with a blender together with 100 ml of hydrated methanol (80% (v / v)). The residue was filtered, and the filtrate was concentrated to dryness to obtain a methanol extract. Then, the extract was washed by extraction with n-hexane to remove fat-soluble substances, thereby obtaining a water-containing methanol extract. This aqueous methanol extract was redissolved in 100 ml of aqueous methanol (80% (v / v)) and subjected to high performance liquid chromatography (HPLC) to analyze the composition.

The HPLC conditions were as follows: A pump (CCPM, manufactured by Tosoh Corporation) was used to attach a column (Soken Pak ODS-W5).
μ, 10 mmΦ × 250 mm), UV absorption detector (U
V-8000, manufactured by Tosoh Corporation), elution was performed using a linear gradient of water: methanol starting at 90:10 (v: v) and 60:60 minutes later at 10:90 (v: v). The flow rate was 1 ml / min, and the detection wavelength was 280 nm.

As a result of HPLC analysis, the composition and content of the lignan glycoside in the aqueous methanol extract were determined using sesamin as an external standard, and sesaminol triglucoside (structural formula (II-a)), sesaminol diglycoside (Structural Formula (II-b)) and Sesaminol monoglycoside (Structural Formula (II-c)), which are present in the aqueous methanol extract in an amount of 80 mg and have a composition of 40 mg of sesaminol triglycoside. %, Sesaminol diglycoside 50%, sesaminol monoglycoside 10%
Met.

The chemical structure of each lignan glycoside component was confirmed by the following method using each purified product purified to a single component by preparative HPLC under the same conditions as described above. That is, 1N hydrochloric acid was added to each purified product, hydrolyzed at 100 ° C. for 30 minutes, extracted with ethyl acetate, and separated into an ethyl acetate layer and an aqueous layer. The ethyl acetate layer was concentrated to dryness at 40 ° C. or lower, subjected to trimethylsilylation treatment with TMS-PZ (manufactured by Tokyo Chemical Industry Co., Ltd.), and subjected to gas chromatography (GLC) to quantitatively analyze lignan (external standard: sesamin).

The GLC conditions are as follows. GLC apparatus: Hewlett-Packard 5890, column: D
B-17HT (15mx0.319mm, film t
kickness: 0.15 μm, J & W SCIEN
TIFIC), injection method: split method (split ratio 1/10), column temperature: 270 ° C., carrier gas:
helium.

Further, the aqueous layer was subjected to a pretreatment filter for HPLC (pore size: 0.2 μm, Meishori disk W-13).
2, Tosoh Corporation), add 5 ml of acetone to the filtrate, concentrate under reduced pressure to dryness, and then TMS-PZ (same as above)
And subjected to GLC for quantitative analysis of sugars (external standard: glucose, galactose,
Fructose).

The GLC conditions are as follows: Column: DB-170
1 (15m x 0.25mm, film thickne
ss: 1.0 μm, manufactured by J & W SCIENTIFIC) Injection method: split method (split ratio 1/5)
0), except that the column temperature was set to 180 ° C.

Reference Example 2 (Production of Crude Lignan Glycoside) The aqueous methanol extract obtained in the same manner as in Reference Example 1 was dispersed in 100 ml of water, and the same volume of n-hexane was added, followed by vigorous shaking. This extraction operation was repeated three times to remove fat-soluble substances. To the residual solution from which the n-hexane layer was completely removed, the same volume of n-butanol which had been saturated with water in advance was added, and the mixture was vigorously shaken. This extraction operation was repeated twice to remove water-soluble substances. After washing the n-butanol layer twice with the same volume of water,
It was concentrated to dryness under reduced pressure to obtain a crude lignan glycoside.

According to HPLC analysis by the method described in Reference Example 1, the lignan glycoside in the crude lignan glycoside contains sesaminol triglycoside, sesaminol diglycoside and sesaminol monoglycoside, which are crude lignan glycosides. The saccharide contained 70 mg, and its composition was 45% sesaminol triglycoside, 48% sesaminol diglycoside, and 7% sesaminol monoglycoside.

Reference Example 3 (Production of Highly Purified Lignan Glycoside) The crude lignan glycoside obtained by the method described in Reference Example 2 was
The resultant was subjected to partition chromatography using ODS as a carrier.
YMC-GEL ODS-A (Yamamura Chemical Co., Ltd.) 60
g was packed in a glass column having a diameter of 3 cm and a length of 50 cm, and equilibrated by flowing water. To this, 1 g of the crude lignan glycoside was loaded on the top of the column. The fraction components were eluted by a step elution method in which the methanol concentration was sequentially increased from water. Fractions eluted with 30-60% (v / v) methanol were collected and concentrated under reduced pressure to obtain about 100 mg of a column fraction.

This was repeatedly subjected to preparative HPLC, and purification was performed until each lignan glycoside component became single.
As a result, 5 to 10 mg of each purified lignan glycoside of sesaminol triglycoside, sesaminol diglycoside and sesaminol monoglycoside was obtained. The content of all these lignan glycoside components was 2.0% (wt / wt) per dried germination product and 4.5% (wt / wt) per hydrated methanol extract.

Reference Example 4 10 g of the whole plant of the assembly was cut into small pieces, and anhydrous ethanol 100
Then, the mixture was extracted at room temperature for 5 days with occasional stirring, and filtered to obtain an assembly extract.

Reference Example 5 10 g of dried ginkgo leaves were cut into small pieces, 100 ml of absolute ethanol was added, the mixture was extracted at room temperature for 3 days with occasional stirring, and filtered to obtain a ginkgo extract.

Test Example 1 Hair Regeneration Test: Male C3H / He
Ncrj mice (8 weeks old) were divided into groups of 10 mice, and the method of Ogawa et al. (Nisshin Gakkai: 96 (3), 195-197, 19)
86). That is, about 2 × 4 cm ² of the back of the mouse was shaved, and the product of the present invention and the comparative product were applied once a day every day from the next day, and the skin color began to change from pink to gray according to the formula (1). The change in the area ratio of the portion (the portion where hair regeneration started) was determined and defined as the hair regeneration rate.
Table 1 shows the results.

[0040]

(Equation 1) A: Hair regeneration area B: Shaving area

[0041]

[Table 1] * 1: Manufactured in Reference Example 3 * 2: Wako Pure Chemical Industries * 3: Sigma

As is evident from the results in Table 1, it was found that a remarkable hair regeneration promoting effect was obtained by combining lignan glycosides with vitamins or hormones.

Example 1 Shampoo: A shampoo was prepared according to the composition shown in Table 2 and the following method, and its hair-growth effect was examined.

[0044]

[Table 2] * 1: Manufactured in Reference Example 1 * 2: Manufactured in Reference Example 4 * 3: Manufactured in Reference Example 5

(Production method) The components (1) to (5) and (13) are mixed by heating and uniformly dissolved. B. A is cooled, and components (6) to (12) are added and uniformly mixed to obtain a shampoo.

(Test Method) The use test of the product of the present invention and the comparative product was carried out using 15 healthy persons of 24 to 45 years as panels. The use period was 8 weeks, during which the test subjects were washed once with this shampoo every day, and the number of hair loss before and after the use test was compared to determine the hair restoration effect. Table 2 also shows the obtained results.

As is evident from the results in Table 2, the combination of the lignan glycoside and the blood circulation promoter resulted in a decrease in hair loss and a remarkable hair-growing effect.

Example 2 Hair lotion: A hair lotion was prepared according to the composition shown in Table 3 and the following method, and its hair nourishing effect was examined.

[0049]

[Table 3] * 1: Manufactured in Reference Example 2 * 2: Wako Pure Chemical Co., Ltd. * 3: Wako Pure Chemical Co., Ltd.

(Production method) Components (3) to (8) are mixed and uniformly dissolved. B. Ingredients (1), (2) and (9) are mixed uniformly. C. A was added to B and mixed uniformly to obtain a hair lotion.

(Test method) Thin-haired male 35 to 54 years old 1
Five people were used as panels to test the use of the product of the present invention and the comparative product. The usage test period is 8 weeks, during which time every day,
The hair was washed at the time of bathing, and thereafter, an appropriate amount of either the product of the present invention or the comparative product was taken in the thinned part of the hair, rubbed on the scalp and massaged for 3 minutes. The hair growth effect by application was evaluated according to the following criteria.

Hair Nourishing Effect: [Evaluation] [Contents] Effective Hairs with hair in the form of hair were grown and grew to about the same level as normal hair. Slightly effective Downy hair has grown. Ineffective No change from before use. Table 3 also shows the results obtained by the above evaluation method.

As is clear from the results in Table 3, it was found that a remarkable hair-growing effect was obtained by combining the lignan glycoside with the vitamins or the cell activator.

Example 3 Hair Cream: (Components) (%) (1) Beeswax 1.0 (2) Liquid paraffin 50.0 (3) Stearic acid 3.0 (4) Sorbitan sesquioleate 2.0 (5 ) Polyoxyethylene monolaurate (20EO) sorbitan 1.5 (6) Hydrous methanol extract * 1 0.1 (7) Ethinyl estradiol * 2 0.0001 (8) Perfume proper amount (9) Preservative proper amount ( 10) Remaining purified water * 1 Manufactured in Reference Example 1 * 2 Sigma

(Production method) A. Mix components (6), (7), (9) and (10). B. Heat components (1)-(5) to 70 ° C. and mix. C. The above A was added to and mixed with B, and after cooling, the component (8) was added to obtain a hair cream.

The hair cream of Example 3 was found to have an effect of promoting hair growth for male pattern baldness and was an effective hair cosmetic.

Example 4 Hair Tonic: (Prescription) (%) (1) Purified Lignan Glycoside * 1 5.0 (2) Hinokitiol * 2 5.0 (3) Cepharanthin * 3 0.1 ( 4) Menthol 0.1 (5) Ethanol 40.0 (6) Appropriate amount of perfume (7) Remaining amount of purified water * 1 Produced in Reference Example 3 * 2 Wako Pure Chemical Co., Ltd. * 3 Wako Pure Chemical Co., Ltd. A.) Components (3) to (6) are mixed and dissolved. B. Components (1), (2) and (7) are mixed and dissolved. C. A was added to B and mixed uniformly to obtain a hair tonic.

The hair tonic of Example 4 had an effect of promoting hair regeneration and was an excellent hair cosmetic.

[0060]

Industrial Applicability The hair cosmetic composition of the present invention is a lignan glycoside and one of hormones, vitamins, blood circulation promoters and cell activators.
By blending with a seed or two or more kinds, it has a stable and excellent hair growth effect, that is, a hair regeneration promoting effect and a hair loss preventing effect, and is therefore extremely useful in beauty and medicine.

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[Procedure amendment]

[Submission date] February 6, 1998

[Procedure amendment 1]

[Document name to be amended] Statement

[Correction target item name] Claim 7

[Correction method] Change

[Correction contents]

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Masami Senoo 3-26-2-1004, Tabatashinmachi, Kita-ku, Tokyo (72) Inventor Kumi Kameyama 4-11-9-512, Kamiikebukuro, Toshima-ku, Tokyo

Claims (8)

[Claims] 1. The following components (A) and (B): (A) Lignan glycoside (B) One or more selected from hormones, vitamins, blood circulation promoters, cell activators A hair cosmetic comprising: 2. A lignan glycoside having the following structural formula (I):
The hair cosmetic according to claim 1, which is a sesaminol glycoside represented by the formula: Embedded image 3. A lignan glycoside having the following structural formula (II)
The hair makeup according to claim 1 or 2, which is a lignan glycoside containing one or more of sesaminol glycosides represented by -a), (II-b) or (II-c). Fees. Embedded image Embedded image Embedded image 4. The lignan glycoside is a hydrated lower alcohol extract of sesame seeds, humidified or germinated bodies thereof, crushed products thereof, or defatted products thereof.
4. The hair cosmetic according to 2 or 3. 5. The hair cosmetic according to claim 1, wherein the hormone is ethinylestradil, 17β-estradiol, estriol, estrone, or progesterone. 6. The method according to claim 1, wherein the vitamins are retinol, retinal,
Vitamin A such as retinoic acid and derivatives thereof, and salts thereof, inositol, thiamine, riboflavin, flavin mononucleotide, vitamin B such as pyridoxine, cyanocobalamin, methylcobalamin, and derivatives thereof, and salts and pant thereof Tenyl alcohol, pantothenic acid and derivatives thereof, and salts thereof, ascorbic acid, magnesium ascorbyl phosphate, sodium ascorbyl phosphate, vitamin Cs such as ascorbic acid glucoside and derivatives thereof, and salts thereof, ergocalciferol, Vitamin Ds such as cholecalciferol and dihydrotaxerol and derivatives thereof, and salts thereof, vitamin Es and derivatives thereof such as tocopherol, and salts thereof, nicotinic acid and Derivatives thereof, and, according to claim 1, 2, 3, 4 or 5 hair cosmetic according a salt thereof. 7. The method according to claim 1, wherein the blood circulation promoting agent is γ-oryzanol, camphor, hinokitiol, capsicum extract, ginkgo extract, assembly extract, arnica extract, safflower extract, or citrus extract. 3, 4,
7. The hair cosmetic according to 5 or 6. 8. A cell activator wherein an extract derived from an animal such as a bovine placenta extract, a cockscomb extract, royal jelly, a yeast extract, a lactic acid bacterium fermentation metabolite, an extract derived from a microorganism such as a reishi extract, cepharanthin, The hair cosmetic according to any one of claims 1, 2, 3, 4, 5, 6, and 7, which is an asparagus extract, a ginseng extract, a garlic extract, or a rosemary extract.