JPS58225004A - Beautifying cosmetic containing isoflavon compound - Google Patents

Abstract

PURPOSE:A beautifying cosmetic having a little change in browing phenomena with time after pharmaceutical manufacturing, containing an isoflavon compound such as daidzein, daidzin, genistin, etc. obtained from an extracted material of soybeans, arrowroot, etc. CONSTITUTION:A beautifying cosmetic containing one or more isoflavon compounds selected from daidzein, diadzin, genistein, and genistin, having fundamental skeleton shown by the formula obtained from an extracted material of soybean, arrowroot (Pueraria). The compounds have strong inhibitory action on the formation of melanin, are easily manufactured into pharmaceutical preparation, have a little change in browing phenomena with time, and advantageously made into preparation. The content of isoflavon compound is about 0.005- 0.1wt%. A crude extract containing isoflavon can be used without isolating the compound, and, in this case, the total amount of the isoflavon compound in the preparation is preferably >=0.02wt%.

Description

Detailed Description of the Invention The present invention provides soybean zein (D
a i dze 1n' 015HIO04), Genis te in: (! 1
5H1005), Daizujin (Daid-21n; C2
1H2oO9), Gen1stin:02
1H200 construction. ), a novel whitening cosmetic comprising one or more selected from the following. The present inventors have continued research on the effective use of extracts derived from natural animals and plants, and among various plant pigments, extracts containing pigment components contained in soybeans and kudzu roots have tyrosinase activity. We have discovered that there is a substance that inhibits the production of melanin pigment. Therefore, we conducted further tests on this substance, and found that certain inflavone compounds naturally contained in plant rhizomes or seeds have an inhibitory effect on melanin production, and in particular, those found in soybean and kudzu roots have an inhibitory effect on melanin production. It has been found that soybean zein, genistein, and its glycosides, soybean zein and genistein, have a strong melanin production inhibiting effect.Based on this, the present inventors developed a cosmetic product that is expected to have a whitening effect. The present invention has been completed by considering the use for this purpose.

The above-mentioned isoflavone compounds are easy to formulate,
It is expected to have a whitening effect on the skin when added to cosmetics in the form of external application, but in actual formulation, even if isolated substances are not included, the following will be applied. It can also be used in the form of an extract containing mainly infravon compounds.

Representative known substances used with the expectation of whitening effects include ascorbic acid and glutathione, as well as aloin, an anthraquinone compound that the present inventors isolated from aloe vera. be. Aloin has already been published in the patent publication ``Sho 53-45376.
Unlike ascorbic acid and glutathione, it is not unstable after formulation.
Although it has been widely used as a substance that inhibits tyrosina,-ase activity for a long period of time and has a suppressive effect on melanin production, the present inventors continued their search and as a result, completed the present invention. . The inflavone compound used in the present invention is characterized by less browning phenomenon over time after formulation, as shown by aloin, and is advantageous in formulation. The present invention will be described in more detail below based on the results of experiments and the like.

[Melanin pigment growth inhibitory effect]

A method was adopted in which tyrosinase was allowed to act on L-tyrosine, and the amount of black melanin produced was determined by measuring the absorbance at a wavelength of 640 nm using a spectrophotometer.

The composition of the reaction system was L-tyrosine (1,0 m9/tn
t) 0.5m 7.15 minutes of 1M phosphate buffer (1) H6
゜8)2. Qmj, copper sulfate (1% solution) 0.05trL
t, tyrosinase (1 m9/d: p N=0.47
32) Conducted at 1°04 with purified water or inhibitor solution 2.0S. The measurement was carried out in a constant temperature bath at 37.5°C.
After incubation for 0 minutes, the absorbance was determined, and the inhibition rate of each sample was determined by comparing the absorbance with that of a blank (no inhibitor added).

The results, as shown in Table 1, are known substance vitamin O.
It was found that when used at the same concentration as , it showed the same numerical value as .

Next, when looking at the amount added and the safety and stability for the skin of the inflavone compounds shown in Table 1, the amount added in practical formulations is o, o
o About 5-0.1%.

It may be used by incorporating it into other ointments or cosmetic bases.

In the therapeutic field, it is possible to formulate a formulation with a high content of about 1%, but since the solubility in water is low, it is desirable to use an appropriate dispersant in the formulation to ensure uniform dispersion. In addition, the isoflavone compounds shown in Table 1 may be used in combination, and in that case, a sufficient tyrosinase activity inhibitory effect can be obtained when the concentration of the inflavone compound in the formulation is in the range of 0.005 to 0.1%. shows.

Furthermore, it is costly to isolate from plants, so extracts mainly containing infravon,
That is, it is also possible to use it in the form of an infravon-containing crude extract.

When using an extract, it is desirable that the total amount (concentration) of isoflavone compounds in the formulation is 0.02% or more.

Primary irritation to the skin was determined by a patch test on 20 women using a 5% ethanol-containing aqueous solution with 1% of each of the isoflavone compounds shown in Table 1 added. Although abnormalities were observed after a period of time, there were no problems with any of the compounds in the amounts required for actual formulations, and they were evaluated to be highly safe.

Next, the inflavone compound used in the present invention is preferably extracted from soybean, kudzu root (diurnal period: kakkon), etc., as its raw material. In other words, soybeans and kudzu roots are easy to obtain and also contribute to lower production costs. For example, soybeans can be separated in the process of extracting soybean oil and soy protein, while kudzu root is used as a Chinese herbal medicine, and it can also be separated when extracting kudzu starch powder. This has the advantage that it is possible to use the starting material effectively.

The basic skeletons of inflavone compounds are as shown below, but looking at their location in plants, the representative ones are those shown in Tables 2 and 3. It is being These four compounds have also been confirmed in plants of the Fabaceae, Iridaceae, Rosaceae, Moraceae, etc., but the compounds shown in Tables 2 and 3, although they differ in strength, are Judging from its structure, it is suggested that it has the effect of suppressing the production of melanin pigments as shown in Table 1, such as soybean ginseng (Table 4). Ta.

(Basic skeleton of isoflavones) [Table 2] (Inflavone compounds and plant bases) [Table 3]
Table] (Inflavone glycosides and plant sources) Next, extracts mainly containing infravon compounds are usually obtained in a state in which they coexist with inflavone glycosides, as shown in Table 3 above. Basically, the extraction method may be carried out in accordance with known methods for crude production and purification of infravon compounds, but the present inventor has developed a method for the extraction of infravon compounds using the following method. After making improvements, an isoflavone compound was obtained. Of course, commercially available
Already, there are compounds that have negative effects on each of them, and no matter which one is used in a formulation, a cosmetic product that has the effect of suppressing melanin pigment production can be obtained.

[Extraction method]

(1) Extraction of infravones from soybeans Fresh soybeans 1
kg into a fine powder using a grinder, immersed in petroleum ether 21, moistened with b0 under reflux to extract fat-soluble fractions such as lipids and plant sterols, and filtered to remove the residue. Then, the heating extraction operation is repeated again with methanol 21 under reflux. After the extraction, the filtrate was collected by filtration, concentrated under reduced pressure, and a saturated aqueous solution of (AcO) and Pb (lead acetate) was added to remove the pale yellow precipitate. Add a saturated aqueous solution, filter the yellow precipitate, suspend it in methanol, completely delead using hydrogen sulfide, etc., and then evaporate the filtrate to dryness to obtain a pale yellow powder. . This product can be obtained as an extract containing mainly soybean zein, soybean gin, genistein, and genistin, as well as about 2 to 6 other inflavone compounds.

(2) Isolation of isoflavone compounds The powder containing the isoflavone compounds obtained in (1) above is dissolved in water-saturated butanol, and alumina is used as an adsorbent.
Column chromatography is performed using water-saturated butyl as a developing agent, and when observed under ultraviolet light, purple-blue fluorescent bands can be confirmed, and each fluorescent band is fractionated and obtained.

Furthermore, if hydrolysis is carried out by a conventional method, soybean zein, genistein, etc. can be obtained. Literature on isolation methods includes, for example, “Pharmaceutical Journal 79. P.
,? 57 (195a) Somede, Mura"-" is there.

(3) Extraction of infravones from kudzu root 1 kg
was hot-extracted several times with methanol, the extracts were combined and concentrated under reduced pressure, a saturated aqueous solution of lead acetate was added to the concentrate, the yellow precipitate was collected by filtration, suspended in an appropriate amount of methanol, and sulfurized. Delead is carried out using hydrogen or the like, and the filtrate is evaporated to dryness under reduced pressure to obtain a pale yellow powder. This stuff includes soybean zein,
It mainly contains isoflavone compounds such as soybean gin, genistein, and genistein.

(4) Isolation of soybean zein The extract in a complex state of inflavone compounds from kudzu roots obtained in (3) above was observed under ultraviolet light using the column chromatography method shown in (2) above. Then, nine purple-blue fluorescent bands can be seen. To obtain soybean zein, the third fluorescent band from the bottom of the column is fractionated and hydrolyzed according to a conventional method, containing soybean zein in a complex state of isoflavone compounds obtained by the above extraction method (1) or (3). The inhibitory effect of the melanin pigment production by the tyrosinase activity inhibition of the powder is little affected by the extract Tsuchihara, and both the extracts from soybeans and kudzu roots show a strong inhibitory effect. ]% containing aqueous solution has an inhibitory effect of 70 to 80%. Table 4 is:
This is the melanin pigment production inhibiting effect exhibited by the powder (extract) obtained in a composite state of inflavone compounds.

The extracted powder (extract) containing infravon compounds in a complex state appears as a slightly yellow crystalline powder, but this color is due to the structure of sugars bonded to the basic skeleton of infravones. It is a glycoside. In soybean zein and genistein, there is no sugar bond, and in this isolated product,
It appears as a white or pale yellow crystalline powder.

〔Stability〕

When inflavone compounds are formulated and their stability is examined, there is little tendency for the color tone to change over time or for the inhibitory effect on melanin pigments to decrease over time, but the disadvantage is that the solubility in water is Therefore, when adding 0.5% or more of inflavone compounds to cosmetics, it is desirable to use them in a uniformly dispersed state.
T, yes.

Further, the solubility in water is higher for the powder in a composite state of the infravon compound shown in extraction methods (1) and (3). The reason for this is that isoflavone glycosides have better solubility in water, but this is not the only reason; in the coexistence of isoflavone glycosides, other compounds, such as soybean zein and genistein, It also improves the solubility of.

Therefore, it was thought that it would be more advantageous to use an extract containing various isoflavone compounds in a complex state than to use isolated soybean zein or genistein. Next, examples of formulations for cosmetics will be shown.

[Prescription example]

(1) Lotion ethanol...---Fist...e11Φ...
9.0% lactic acid・・・・・・・・・・・・・・・
・・・・・・・・・ 0.2 Citric acid *s＊＊＊ Society・Pay・・−■・・・・110・ 0.9 Genistin・・・・
・・・・・・・・・・φ・・su・・0.02 Genistein-Fist・・e・＠畢・・1111・・010
3 Methylparabenll1111...mamms@...
・0.1 Fragrance・・・・・・・・・・・・・・・・
・・・・・・・・・ 0.1 Purification, water・・・・・・・・・
・・・・・・・・・・・・All i1.100 (2)
Lotion whale wax・・・・・・・・・・・・・・・φ・・
2.0% Beeswax・・・・・・・・・1
111...Q... 16.0 Liquid paraffin...
・・・・・・φ・・・ 46.5 Powder (extract) obtained by extraction method 1 or 3..., 0.5 cetyl alcohol・・
・・e＠−・・φ 2.0 Purified water・・・・・・・・・
・・・・・・・・・・・・・・・ 31.3 Borax＊＊＊s
*ame*sa***e*1+eas*a 1+0
Fragrance・・・・・・・・・・・・・・・・・・・・・
・0.5 Methylparaben a@@@*@@@@@*@
＠＠ 0,2(3) Banning Cream Sorbitan Stearate/Monostearate...16.0% Polyoxyethylene Sorbitan/02.0 Monostearate Propylene Glycol...1.5 Genistein or genistein..., 0.8-1.0 purified water.
・・・・・・・・・・・・・・・・・・・・・65.
3 Methyl paraben - 9... 0
．． 2 (4) Cold cream beeswax・・・・・・・・・e・・・・・・・・・・
10.0% ceresin・・・・・・・・・・me・−
・・・・＊10.0 Vaseline・・・・・・・・・e@・
・Fist・轡・・・・15+O Lanolin fist・・・・・・・
・・・・・・＠O･･･ 5.0 Liquid Halafine・
・011・・・・・・・・・ 17.0 Rice germ oil (Oryza oil 5-1)・・・・ l O,0 Sorbitan monooleate φ・, 4.0 Obtained by extraction method 1 or 3 powder (extract) or genistein and genisutin
Powder mixed at a ratio of 1:1...
1.0 Purified water・・・・・・・・・・・・・・・・・・
・・・・・・ 26.7 Fragrance・・・・・・・・・・・・・
・・・・・・・・・・・・ 1.0 Methylparaben ama
mam*ammsa*m 0.3 (5) Foundation cream liquid paraffin 111111111111111111
1111@1111 2? +O% La / Lin ・
・・・・・・・・・Work・11e・・・・、10.0 Solid paraffin ***'aa*ammam*ma 5
,0 sorbitan sesquioleate @11111111
5+0 powder no coloring agent・・・・・・・・・・・・・・・・
... 32.7 Silkgen G (silk protein powder) e. 2.0 Powder (extract) or protein obtained by extraction method 1 or 3.

One type of iszein, daizudin, genistin, genistein...0.2~1.0 purified water...
・・・・・・・・・−・・・・・・φ・・φ・・16〜18
．． 0 Fragrance・・・・・・・・・・・・・・・・・・
...0.1 Mixture of parabens ---II"ama
sses Q・3

[Brief explanation of drawings]

No drawings attached. patent applicant

Claims (1)

[Claims] A whitening cosmetic containing one or more of soybean zein, soybean tin, genistein, and genistin selected from inflavone compounds.