JP2009196980A - Melanin synthesis inhibitor and whitening cosmetic - Google Patents

Abstract

（式中、Ｒは炭素数２〜１２の直鎖飽和アルキル基である。）
【選択図】なしThe present invention provides a melanin production inhibitor and a whitening cosmetic.
A guinea ginger extract containing a paradol analog represented by the following general formula (1) or the paradol derivative.

(In the formula, R is a linear saturated alkyl group having 2 to 12 carbon atoms.)
[Selection figure] None

Description

  The present invention relates to a highly safe whitening cosmetic that is excellent in whitening effect that suppresses skin blackening caused by ultraviolet rays.

  When ultraviolet rays are exposed to the skin, the skin is affected in various ways. At that time, active oxygen, lipid peroxide, and the like generated in the skin cause inflammation and cause great damage to the skin tissue. These damages cause loss of moisture, texture, texture, etc. of the skin, and further affect the dermis, forming wrinkles and the like and causing light aging. In addition, as one of the causes of skin color change and darkening, active oxygen generated by ultraviolet rays and various factors released from surrounding cells activate melanocytes and increase tyrosinase activity, resulting in excessive production of melanin. It is thought to be delivered to epidermal cells. Melanin is produced by oxidation of tyrosine, and as a result, the skin tone is changed and blackened.

  Therefore, in order to show the whitening effect, it is important to suppress melanin production. Conventionally, whitening cosmetics containing kojic acid, arbutin, hydroquinone monobenzyl ether, hydrogen peroxide and the like have been proposed in order to prevent skin darkening, spots and freckles and to keep the original white skin. Moreover, vitamin C etc. are proposed in order to suppress the inflammation by ultraviolet rays.

  When arbutin, kojic acid, hydroquinone monobenzyl ether, etc. are blended, there is an effect of slightly fading the skin of dark black, but it does not reach the desired level. Moreover, there is no inflammation suppression effect by ultraviolet rays, and there may be a problem on the safety of the skin. Vitamin C and the like have a whitening effect and an anti-inflammatory effect, but there is room for improvement in terms of the degree and stability of the effect. Thus, it is extremely difficult to obtain a whitening cosmetic that is excellent in inflammation-inhibiting effect and whitening effect, has high skin safety, and has sufficient storage stability.

  Guinea ginger (aframomun melegueta) grows naturally in the tropics, especially in West Africa, and is used as a spice under names such as “maniget” or “grain of paradise”. Guinea ginger has been used as a flavoring and flavor for cooking, but no investigation has been made on the melanin production inhibitory effect and the skin whitening preparation for whitening using the extract.

（式中、Ｒは炭素数２〜１２の直鎖飽和アルキル基である。） Among the paradol analogues represented by the following general formula (1), compounds having 7 or 9 carbon atoms of R (hereinafter referred to as 6-paradol and 8-paradol, respectively) are derived from the above-mentioned Guinea ginger seed extract. It is reported as a component contained in a specific fraction and is a known substance (Patent Document 1). Patent Document 1 proposes a termite control agent together with other related compounds, but does not describe any melanin production inhibitory effect, and no examination has been made on the effect so far. Moreover, as mentioned above, the paradol analog is a component contained in a specific ginger family plant and is hardly contained in a general ginger family plant, and no proposal has been made as an active ingredient thereof.

(In the formula, R is a linear saturated alkyl group having 2 to 12 carbon atoms.)

JP-A-10-152404

  Under such circumstances, an object of the present invention is to provide a highly safe whitening cosmetic that has an excellent whitening effect that suppresses skin blackening due to ultraviolet rays.

（式中、Ｒは炭素数２〜１２の直鎖飽和アルキル基である。） In view of such circumstances, the present inventor has conducted extensive research to improve the difficulties of the prior art, and as a result, an extract prepared from Guinea ginger seeds, and a paradol analog contained in the extract, It has been found that it has an excellent melanin production inhibitory effect, and has been able to provide a whitening cosmetic with high stability and safety. That is, the first invention of the present application resides in a melanin production inhibitor composed of a paradol analog represented by the following general formula (1).

(In the formula, R is a linear saturated alkyl group having 2 to 12 carbon atoms.)

  The second invention of the present application resides in a melanin production inhibitor comprising an extract obtained from the seeds of aframomum melegueta.

The third invention of the present application is a melanin production inhibitor comprising 6-paradol represented by the following structural formula (2) and / or 8-paradol represented by the following structural formula (3).

  Furthermore, the fourth invention of the present application lies in a whitening cosmetic comprising the melanin production inhibitor described above.

  INDUSTRIAL APPLICABILITY The present invention is useful as a whitening cosmetic composition that is excellent in safety for melanin pigment production and has no skin irritation.

The present invention is described in detail below. The paradol analog, which is an active ingredient relating to the melanin production inhibitor of the present invention, is a component contained in the extract of Guinea ginger seed as described above, and among the compounds represented by the following general formula (1), particularly R “6-paradol (the following structural formula (2))” or “8-paradol (the following structural formula (3))” having 7 or 9 carbon atoms is preferable. The paradol analog used in the present invention can be obtained by partially hydrogenating a compound obtained by the condensation reaction of vanillin and an alkyl ketone (HDLocksly et al.
al, J. Chem. Soc. [Perkinl], p3001-3006, 1972), and the synthesis method is not particularly limited.

（式中、Ｒは炭素数２〜１２の直鎖飽和アルキル基である。）

(In the formula, R is a linear saturated alkyl group having 2 to 12 carbon atoms.)

  An extract of a seed of guinea ginger (aframomum melegueta) can be produced by extracting and purifying the guinea ginger seed as an extraction material by a known method. As mentioned above, Guinea ginger grows naturally in the tropics centering on West Africa and is available as a spice. Examples of the extraction solvent include lower alcohols such as methanol, ethanol, propyl alcohol, isopropyl alcohol, and butanol or hydrous lower alcohols, polyhydric alcohols such as 1,3-butylene glycol or hydrous polyhydric alcohols, acetone, ethyl acetate, hexane, and the like. Extraction with various organic solvents or water-containing organic solvents is possible.

The Guinea ginger extract contains the paradol analog according to the present invention, and the Guinea ginger extract can be used as it is as a melanin production inhibitor. In this case, it is superior in terms of safety compared to using a chemically synthesized product. The obtained extract may be used as it is, or may be brought into a desired form or property by an operation such as concentration, drying or dilution, if necessary.

  Moreover, it is also possible to refine | purify a paradol analog from the obtained Guinea ginger extract. For the purification, a known purification means may be used. For example, in order to purify 6-paradol, it can be purified by a technique such as silica gel chromatography.

  As the paradol analog which is an active ingredient of the melanin production inhibitor of the present invention, compounds derived from these can also be used as equivalent to paradol. Derivatives include acylated, glycosylated and reduced derivatives.

  When the paradol analog according to the present invention is blended in whitening cosmetics as a melanin production inhibitor, the blending amount varies depending on the form of the preparation and cannot be specified unconditionally, for example, the total amount of whitening cosmetics As a reference, 0.001 to 1.0% by mass (hereinafter simply referred to as%) is preferable, and 0.01 to 0.1% is more preferable. If the blending amount is less than 0.001%, the intended effect of the present invention may not be sufficiently obtained. If blending exceeds 1.0%, the improvement corresponding to the increase cannot be obtained. In some cases, it is not preferable.

  Moreover, when the extract obtained from the seeds of guinea ginger (aframomum melegueta) according to the present invention is blended in whitening cosmetics as a melanin production inhibitor, the blending amount varies depending on the form of the formulation and can be specified unconditionally. However, for example, based on the total amount of whitening cosmetics, 0.01 to 10.0% in terms of dry residue is preferable, and 0.1 to 1.0% is more preferable. If the blending amount is less than 0.01%, the intended effect of the present invention may not be sufficiently obtained. If blending exceeds 10.0%, the improvement in the effect corresponding to the increase cannot be obtained. In some cases, it is not preferable.

  The whitening cosmetic composition according to the present invention may be used as a bathing agent in addition to the cosmetic composition generally applied to the skin. As the dosage form, it is possible to use a commonly used aqueous solution, W / O type or O / W type emulsion, appropriate excipients, etc. to form granules or other powders, tablets, etc., specifically Examples include creams, emulsions, lotions, packs, gels, sticks, sheets, and pops. For example, in the case of a milky lotion, this skin cosmetic can be produced by an ordinary method in which an oil phase and an aqueous phase are heated and dissolved, emulsified and dispersed, and then cooled.

  The whitening cosmetic composition according to the present invention includes hydroquinone, arbutin, ellagic acid, vitamin C derivative, chamomile extract, biphenyl derivative, 4- (4-hydroxyphenyl) -2-butanol, tranexam, which are already known whitening agents. An acid derivative, a linoleic acid derivative, an adenosine derivative, a methoxysalicylic acid derivative, and the like may be combined in an appropriate combination to enhance or reinforce the effect.

  The whitening cosmetic composition according to the present invention includes, in addition to the above, moisturizers such as hyaluronic acid, glycerin, polyhydric alcohol, sugar alcohol, tar pigments, colored pigments such as iron oxide, preservatives such as parabens, fatty acids Anionic surfactants such as soap, sodium cetyl sulfate, sodium N-stearoyl-L-glutamate, polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene polyhydric alcohol fatty acid ester, polyoxyethylene hydrogenated castor oil , Nonionic surfactants such as polyhydric alcohol fatty acid esters and polyglycerin fatty acid esters, cationic surfactants such as tetraalkylammonium salts, amphoteric surfactants such as betaine type, sulfobetaine type and sulfoamino acid type Agent, lecithin, lysophosphatidylcholine Natural surfactants, gelatin, casein, starch, gum arabic, karaya gum, guar gum, locust bean gum, draga cant gum, quince seed, pectin, carrageenan, sodium alginate, etc., methyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, Semi-synthetic polymers such as sodium carboxymethyl cellulose and ethyl cellulose, polyvinyl alcohol, polyvinyl methyl ether and copolymers, synthetic polymers such as polyvinyl pyrrolidone, sodium polyacrylate, carboxyvinyl polymer, polyethylene oxide polymer, thickeners such as xanthene gum In addition, pigments such as titanium oxide, antioxidants such as dibutylhydroxytoluene, and the like can be appropriately blended within a range that does not impair the purpose of the present invention. Kill.

  Hereinafter, the present invention will be described in detail based on examples, production examples, and comparative examples. In addition, this invention is not limited to these.

Production Example 1 (Production of Guinea ginger extract)
After 1 kg of dried seeds of Guinea ginger (aframomum melegueta) was pulverized with a mixer, it was immersed in 4000 mL of 95% ethanol and stirred for 24 hours. After filtering unnecessary substances, the obtained filtrate was concentrated under reduced pressure to obtain 50 g of Guinea ginger extract. When the paradol analog contained in the extract was analyzed by high performance liquid chromatography, the Guinea ginger extract contained about 13% of 6-paradol.

Production Example 2 (Synthesis of 6-paradol)
According to the method of HDLocksly et al., 20 mL of toluene, 1 mL of acetic acid, 20 mL of diethyl ether, and 15 mL of 2-nonanone were added to 20 g of vanillin, and 20 mL of pyrrolidine was added dropwise while stirring at room temperature. After 24 hours, it was confirmed by thin layer chromatography that vanillin as a starting material had disappeared, and then the organic layer was separated according to a conventional method. The organic layer was concentrated under reduced pressure and then purified by silica gel chromatography (Kanto Chemical Co., Ltd., 100-210 μm, mobile phase; ethyl acetate: hexane = 1: 10) to give 60.3 g of 6-dehydroparadol (yield). 55%) was isolated. After 8.2 g of the obtained 6-dehydroparadol was dissolved in 30 mL of ethyl acetate, 0.5 g of alumina / palladium (5% palladium) was added, and the mixture was stirred at room temperature under a hydrogen atmosphere (normal pressure). After 24 hours, unnecessary substances were filtered through celite, and the filtrate was concentrated under reduced pressure. The obtained crude product was purified by silica gel chromatography (manufactured by Kanto Chemical Co., Inc., 100-210 μm, mobile phase; ethyl acetate: hexane = 1: 10) to obtain 6.64 g of 6-paradol (93% yield). Isolated.

The synthesized 6-paradol was confirmed by ¹ H-NMR (400 MHz, CDCl ₃ ) and ¹³ C-NMR (100 MHz, CDCl ₃ ), and the following results were obtained.
^{By 1} H-NMR (400 MHz, CDCl ₃ ), the following signals [δ (ppm); 0.87 (t, J = 6.4 Hz, 3H), 1.24 (m, 8H), 1.54 (Br, 2H), 2.36 (t, J = 7.4 Hz, 2H), 2.68 (t, J = 7.7 Hz), 2.82 (t, J = 7.3 Hz, 2H), 3.86 ( S, 3H), 5.60 (s, 1H), 6.65 (d, J = 8.1 Hz, 1H), 6.68 (s, 1H), 6.81 (d, J = 7.8 Hz, 1H)]
^{By 13} C-NMR (100 MHz, CDCl ₃ ), the following signal [δ (ppm): 14.0, 22.5, 23.7, 29.1, 29.4, 31.2, 43.0, 44. 5, 55.7, 111.1, 114.3, 120.6, 133.0, 143.8, 146.4, 210.7]

Production Example 3 (Synthesis of 8-paradol)
According to the method of Production Example 2, 0.8 g of 8-paradol was produced by performing a condensation reaction and a hydrogenation reaction from 1 g of vanillin and 1.12 g of 2-undecanone.

The synthesized 8-paradol was confirmed by ¹³ C-NMR.
¹³ C-NMR (100 MHz, CDCl ₃ ) δ (ppm): 14.1, 22.7, 23.8, 29.2, 29.3, 29.4, 29.4, 29.5, 31.9 , 43.2, 44.6, 55.9, 111.1, 114.3, 120.8, 133.1, 143.9, 146.5, 210.7

Production Example 4 (Synthesis of 2-paradol)
According to the method of Production Example 2, 0.2 g of 2-paradol was produced by performing a condensation reaction and a hydrogenation reaction from 2 g of vanillin and 1.3 g of 2-pentanone.

The synthesized 2-paradol was confirmed by ¹³ C-NMR.
¹³ C-NMR (100 MHz, CDCl ₃ ) δ (ppm): 13.7, 17.2, 29.5, 44.6, 45.0, 55.9, 56.1, 111.1, 114.4 , 120.8, 133.1, 146.5, 151.8, 210.6

Production Example 5 (Synthesis of 4-paradol)
According to the method of Production Example 2, 1.5 g of 4-paradol was produced by performing a condensation reaction and a hydrogenation reaction from 2 g of vanillin and 2 mL of 2-heptanone.

The synthesized 4-paradol was confirmed by ¹³ C-NMR.
¹³ C-NMR (100 MHz, CDCl ₃ ) δ (ppm): 13.9, 22.5, 23.5, 29.6, 31.4, 43.1, 44.6, 55.8, 111.1 , 114.4, 120.8, 133.1, 143.9, 136.5, 210.7

  The following melanin production | generation suppression test was done using the paradol analog which manufactured the Guinea ginger extract obtained by manufacture example 1 according to manufacture examples 2-5 for the other samples.

Example 1 (melanin production inhibition test)
B16 melanoma cells were seeded in a 12-well culture plate at a concentration of 1 × 10 ⁴ cells / well in a 10 vol% fetal bovine serum-containing MEM medium, and precultured for 24 hours in a conventional manner. After the pre-culture, the medium was replaced with a test medium supplemented with Guinea ginger extract, and cultured for 72 hours. As the test medium, a medium in which theophylline was added to the above medium to 2 mmol / L and a guinea ginger extract was mixed at a predetermined concentration was used. After completion of the culture, the cells were treated with 10 vol% trichloroacetic acid and then ethanol / diethyl ether (1: 1 (vol / vol)). After the treatment, it was dissolved in a 1 mol / L sodium hydroxide aqueous solution containing 10 vol% dimethyl sulfoxide, and the OD475 value of the solution was measured. Next, the total amount of protein in the lysate was quantified using Coomasie Plus Protein Assay Reagent Kit (manufactured by PIERCE), and the OD475 value per amount of protein was calculated as an index of the melanin amount. The melanin production inhibitory rate (%) when the guinea ginger extract was added was determined with 100 as the case where no guinea ginger extract was blended.

(result)
The results are shown in Table 1. The Guinea ginger extract or paradol analog of the present invention showed a concentration-dependent and remarkable melanin production inhibitory effect. In particular, it was found that Guinea ginger extract, 6-paradol, and 8-paradol have a very high melanin production inhibitory effect.

[Table 1]
--------------------------------
Concentration Melanin production test sample (μg / mL) Inhibition rate (%)
--------------------------------
Guinea ginger extract (Production Example 1) 1 11
3 31
10 58
30 100
--------------------------------
6-Parador (Production Example 2) 1 16
3 18
10 81
30 100
--------------------------------
8-Parador (Production Example 3) 1 3
3 64
10 100
--------------------------------
2-Parador (Production Example 4) 3 5
10 26
30 35
--------------------------------
4-paradol (Production Example 5) 3 12
10 39
30 80
--------------------------------

  The method of the whitening practical test carried out in the examples and comparative examples described later is as follows.

(Whitening practical test method)
The skin on the bent side of the forearm of 20 subjects exposed to sunlight in the summer for 3 hours (1.5 hours per day for 2 days) was exposed to sunlight on the left forearm bent side skin. The sample was applied from the day, and the base without the sample was applied to the right forearm bent side skin once every morning and evening for 13 weeks. A specialist judge evaluated the skin irritation during the application period and the whitening effect before and after continuous application. In addition, about the evaluation result of the whitening effect, it showed as a test subject's number of persons by whom the whitening effect was confirmed in the sample application part from the base application part.

Example 2, Comparative Example 1 (skin lotion)
Skin lotions were prepared in accordance with the raw material compositions shown in Table 2 below, and the whitening practical test was conducted.

-Preparation method After the B component was uniformly dissolved in the C component, the A component and the C component were mixed and stirred and dispersed uniformly, and then filled into a container.

[Table 2]
--------------------------------
Raw material component amount (% by mass)
--------------------------------
(A)
Ethanol 10.0
Monolauric acid POE (20) sorbitan 5.0
Phenoxyethanol 0.1
Fragrance 0.05
(B)
Listed in Table 3 (C)
Glycerin 5.0
Xanthan gum 0.1
Hydroxyethyl cellulose 0.1
Purified water residual amount --------------------------------

[Table 3]
--------------------------------
Blending amount Whitening effect (B) Ingredient (% by mass) Evaluation result (person)
--------------------------------
Example 2 Guinea ginger extract (Production Example 1) 1.0 13
Comparative Example 1 Arbutin 3.0 6
--------------------------------

・ Characteristics The evaluation results of the whitening effect by the expert judge are listed in Table 3. As is apparent from Table 3, the skin lotion of Example 2 formulated with the guinea ginger extract of the present invention was whitened compared with the skin lotion of Comparative Example 1 formulated with arbutin, which is a conventionally known whitening component. The result was very good as a fee. In addition, in the skin lotion of Example 2, no subject showed skin irritation reaction or skin sensitization reaction.

Example 3, Comparative Example 2 (skin cream)
Skin creams were prepared in accordance with the raw materials composition shown in Table 4 below, and the whitening practical test was conducted.

-Preparation method The mixture of the A component and the B component described in Table 4 is heated and dissolved uniformly to bring the temperature to 80 ° C. Next, the component C was injected and emulsified therein, and then cooled to 30 ° C. with stirring.

[Table 4]
--------------------------------
Raw material component amount (% by mass)
--------------------------------
(A)
Glycerol monostearate 2.0
Beeswax 1.0
Monooleic acid POE (20) sorbitan 6.0
Vaseline 4.0
Liquid paraffin 12.0
(B)
Listed in Table 5 (C)
N-stearoyl-L-glutamate sodium 1.0
Carrageenan 0.3
Methylparaben 0.1
Purified water residual amount --------------------------------

[Table 5]
--------------------------------
Blending amount Whitening effect (B) Ingredient (% by mass) Evaluation result (person)
--------------------------------
Example 3 6-Parador (Production Example 2) 0.5 18
Comparative Example 2 Arbutin 3.0 4
--------------------------------

・ Characteristics Evaluation results of the whitening effect by the expert judge are listed in Table 5. As can be seen from Table 5, the skin cream of Example 3 formulated with 6-paradol was very useful as a whitening cosmetic compared to the skin cream of Comparative Example 2 formulated with arbutin, a conventionally known whitening component. Excellent results were shown. Further, in the skin cream of Example 3, no subject showed a skin irritation reaction or a skin sensitization reaction.

Example 4 (Cream)
--------------------------------
Raw material component amount (% by mass)
--------------------------------
Stearic acid 1.0
Glycerol monoisostearate 2.0
Behenyl alcohol 2.0
Sara honey bee 1.0
Isocetyl myristate 1.0
Sorbitan isostearate 1.0
Retinyl palmitate 0.1
Hydrogenated lecithin 0.1
Ubidecarenone 0.03
Phytosterol 0.1
Plant Squalane 5.0
Hydrogenated polydecene 5.0
Dicapryl carbonate 5.0
1,3-butylene glycol 5.0
Concentrated glycerin 5.0
N-acetylglucosamine 0.1
Ascorbic acid sulfate disodium salt 0.2
γ-aminobutyric acid 0.1
Sodium N-stearoyl glutamate 0.2
Monoammonium glycyrrhizinate 0.1
Edelweiss extract (Note 1) 0.2
Yeast extract (Note 2) 0.2
Alkyl-modified carboxyvinyl polymer 0.05
Nicotinamide 0.1
Creatine 0.2
Carnitine chloride 0.1
Fire thorns (Note 3) 0.1
Guinea ginger extract (Production Example 1) 1.0
8-Parador (Production Example 3) 0.1
Purified water balance (Note 1) Edelweiss extract GC (Penta Farm)
(Note 2) Dismutin BTJ (Penta Farm)
(Note 3) Fire thorn extract (manufactured by Suntory)

Example 5 (cream)
--------------------------------
Raw material component amount (% by mass)
--------------------------------
Isostearic acid 1.0
Glycerol monoisostearate 2.0
Behenyl alcohol 2.0
Sara honey bee 1.0
Isocetyl myristate 1.0
Sorbitan isostearate 1.0
Retinyl palmitate 0.1
Hydrogenated lecithin 0.1
Ubidecarenone 0.03
Phytosterol 0.1
Plant Squalane 5.0
Dicapryl carbonate 5.0
Methyl paraoxybenzoate 0.2
1,3-butylene glycol 10.0
Concentrated glycerin 5.0
N-acetylglucosamine 0.1
Ascorbic acid sulfate disodium salt 0.2
γ-aminobutyric acid 0.1
Sodium N-stearoyl glutamate 0.2
Monoammonium glycyrrhizinate 0.1
Edelweiss Extract 0.2
Yeast extract (Note 2) 0.2
Alkyl-modified carboxyvinyl polymer 0.05
Nicotinamide 0.1
Creatine 0.2
Carnitine chloride 0.1
Ascorbic acid phosphate magnesium 0.1
Dioscorea compositor extract (Note 4) 0.1
Elderberry extract (Note 5) 0.1
6-Parador (Production Example 2) 1.0
4-paradol (Production Example 5) 0.01
Purified water balance (Note 4) Dioscorea compositor root extract (Mitsui Chemicals)
(Note 5) Elder extract BG (Maruzen Pharmaceutical Co., Ltd.)

Examples 6-8 (sunscreen)
---------------------------------------
Raw material component amount (% by mass)
Example 6 Example 7 Example 8
------------------------------------- Dioctyl ether 22.0 15.0 10. 0
Co-modified silicone (Note 6) 2.0 2.0 2.0
Glyceryl tri-2-ethylhexanoate-0.5
Hardened oil-0.1
Methylphenylpolysiloxane-3.0-
Macadamia nut fatty acid phytosteryl--2.0
Titanium oxide 5.0-4.0
Zinc oxide 5.0-4.0
Ethylhexyl methoxycinnamate 10.0 10.0 10.0
Guinea ginger extract (Production Example 1) 0.5 0.5 0.5
Phenoxyethanol 0.3 0.3 0.3
Magnesium chloride 1.0 1.0 1.0
1,3-butylene glycol 5.0 5.0 5.0
Royal Jelly Extract (Note 7) 1.0 1.0 1.0
Aloe extract (Note 8) 0.1 0.1 0.1
Oat extract (Note 9) 0.5 0.5 0.5
Yeast extract (Note 2) 1.0 1.0 1.0
Purified water remaining amount remaining amount remaining amount (Note 6) ABIL EM90 manufactured by Goldschmidt
(Note 7) Royal jelly manufactured by Api Co., Ltd. (Note 8) Aloe extract gel BG manufactured by Maruzen Pharmaceutical Co., Ltd.
(Note 9) Alum extract J manufactured by Maruzen Pharmaceutical Co., Ltd.

Examples 9 to 11 (beauty serum)
-------------------------------------- Raw material component Amount (mass%)
Example 9 Example 10 Example 11 -------------------------------------- Modified silicon (Note 6) 2.0 2.0 2.0
POE modified silicon dispersion (Note 10)-2.0-
Squalane--10.0
Decamethylcyclopentasiloxane 15.0 20.0 10.0
Methyl polysiloxane (100 cs) 5.0 2.0 3.0
Long-chain branched fatty acid cholesteryl (Note 11)--2.0
Silicon elastomer dispersion (Note 12) 5.0 2.0 −
Guinea ginger extract (Production Example 1) 0.01 0.1 0.5
P-Hydroxybenzoic acid methyl ester 0.05 0.05 0.05
Sodium chloride 1.0 1.0 1.0
Dipropylene glycol 5.0 5.0 5.0
Concentrated glycerin 5.0 5.0 5.0
Raffinose 1.0 1.0 1.0
Mixed isomerized sugar (Note 13) 1.0 1.0 1.0
Licorice extract (Note 14) 0.1 0.1 0.1
N-methyl-L-serine 0.5 0.5 0.5
Purified water Remaining amount Remaining amount Remaining amount (Note 10) Silicon BY22-008 made by Toray Dow Corning Silicone
(Note 11) YOFCO CLE-NH manufactured by Nippon Seika Co., Ltd.
(Note 12) Toray fill made by Toray Dow Corning Silicone Corp. (Note 13) PENTAVITIN made by Penta Farm
(Note 14) Licorice extract manufactured by Maruzen Pharmaceutical Co., Ltd.

Examples 12-14 (lotion)
-------------------------------------- Raw material component Amount (mass%)
Example 12 Example 13 Example 14 -------------------------------------- 6 -Parador (Production Example 2) 1.0 0.1 0.01
Phenoxyethanol 0.2 0.2 0.2
1,3-butylene glycol 0.1 0.3 0.3
Dipropylene glycol 5.0-5.0
Raffinose-5.0 5.0
Hyaluronic acid dimethylsilanol solution (Note 15) 0.1 0.1 0.1
MPC polymer (Note 16) 0.1 0.1 0.1
Ethanol-1.0
Pectin--0.05
Xanthan gum--0.01
Sodium citrate 0.05 0.05 0.05
Horsetail extract (Note 17) 0.1 0.1 0.1
Diisopropylamine dichloroacetate 0.2 0.2 0.2
Dl-α-tocopherol acetate 0.1 0.1 0.1
γ-amino-β-hydroxybutyric acid 0.2 0.2 0.2
Sodium hyaluronate 0.001 0.001 0.001 Dipotassium glycyrrhizinate 0.2 0.2 0.2
Pentapeptide-3 (Note 18) 0.05 0.05 0.05
Decarboxycarnosine hydrochloride 0.05 0.05 0.05
Perfume 0.02 0.02 0.02
Purified water Residual amount Residual amount Remaining amount (Note 15) DSHC-N manufactured by EXYMOL (Note 16) Lipidur PMB Made by Nippon Oil & Fats Co., Ltd. (Note 17) Sugina Extract Maruzen Pharmaceutical Co., Ltd. (Note 18) Made by MATRIXYL Croda Japan

Example 15 (milky lotion)
--------------------------------
Raw material component amount (% by mass)
--------------------------------
Methylphenylpolysiloxane (Note 19) 3.0
Dicapryl carbonate 1.0
Olive oil 1.0
Medfoam oil 0.1
Monolauric acid POE (20) sorbitan 0.5
Nicotinic acid dl-α-tocopherol 0.01
POE (60) hydrogenated castor oil 2.0
Shea fat (Note 20) 0.01
Ascorbyl tetraisopalmitate 0.1
N-acetylglucosamine 0.02
Yeast extract (Note 2) 3.0
1,3-butylene glycol 3.0
Sorbitol solution 3.0
Polyethylene glycol 1000 1.0
Carboxyvinyl polymer 0.1
Guinea ginger extract (Production Example 1) 0.01
8-paradol (Production Example 3) 0.01
2-Parador (Production Example 4) 0.01
Methyl paraoxybenzoate 0.2
White jellyfish polysaccharide (Note 21) 0.05
Sodium edetate 0.02
Potassium hydroxide 0.05
Xanthan gum 0.05
Polyacrylamide (Note 22) 0.01
Purified water residue (Note 19) Cosmeserve WP-58MP Dainippon Kasei Co., Ltd. (Note 20) Cropure SB Croda Japan Co., Ltd. (Note 21) Tremoist-TP Nihon Seika Co., Ltd. (Note 22) Cosmedia SP Cognis Co., Ltd.

  The melanin production inhibitor of the present invention is excellent in melanin production inhibitory effect and can be applied to various whitening cosmetics for the purpose of whitening, and the dosage form is, for example, lotions, emulsions, creams, packs, etc. It is possible and is very useful in terms of skin beauty.

Claims (4)

A melanin production inhibitor comprising a paradol analog represented by the following general formula (1).

(In the formula, R is a linear saturated alkyl group having 2 to 12 carbon atoms.) Melanin production inhibitor comprising an extract obtained from the seeds of Guinea ginger (aframomun melegueta). A melanin production inhibitor comprising 6-paradol represented by the following structural formula (2) and / or 8-paradol represented by the following structural formula (3).

Whitening cosmetics containing the melanin production inhibitor in any one of Claims 1-3.