KR20100061978A - Skin whitening agent - Google Patents

Abstract

PURPOSE: A cosmetic composition containing a compound with an effect of suppressing melanogenesis for skin whitening is provided to inhibit pigmentation and to treat melasma. CONSTITUTION: A composition for skin whitening contains osthole of chemical formula 1, anomalin of chemical formula 2, esculin of chemical formula 3, cardamonin of chemical formula 4, or usnic acid of chemical formula 5. The compounds of chemical formula 5 are contained in 0.00001-10 weight% based on total weight. The comounds are isolated from animal or vegetable. The compounds are isolated from rat melanoma cells(B16 mouse melanoma cells). The compounds is used in the form of skin, lotion, cream, foundation, essence, gel, pack, foam cleansing, or ointment.

Description

Skin whitening agent

The present invention relates to a cosmetic for skin whitening, and more particularly, can be used safely without side effects on the skin and has an activity of inhibiting melanin production, osthole, anomalin, esculin, cardamom It relates to a nin (cardamonin), a usnic acid (usnic acid) compound and a composition for skin whitening containing the same, and more particularly to a topical skin composition excellent in whitening effect.

Skin melanogenesis is a defense mechanism against melanocyte melanocytes (melanocytes) stimulation of ultraviolet light and the like melanogenesis is increased and a large amount of melanin is transferred to the keratinocytes accumulated in the skin epidermal layer The result is. Although melanin protects the skin, hyperpigmentation of the skin causes blemishes, freckles, darkening of the skin after skin inflammation, and senile pigment spots. It may also result. The melanin production process is made by tyrosinase, an amino acid called tyrosinase, which is transformed into dopa and dopaquinone, followed by a non-enzymatic oxidation reaction. It is known that spots, blotch, etc. are produced. To alleviate, prevent, and treat pigmentation, blemishes, and spots, substances that inhibit melanin production, such as hydroquinone, arbutin, ascorbic acid, and kojic acid ) And glutathione have been developed and blended with cosmetics to achieve skin whitening or improve skin hyperpigmentation such as blemishes and freckles. However, although hydroquinone is once recognized for its effectiveness, its use is generally limited due to severe skin irritation. Ascorbic acid is easily oxidized, and the cosmetics containing the same cause problems such as discoloration and deodorization. In addition, thiol-based compounds such as glutathione and cysteine not only have a characteristic unpleasant odor, but also have problems with transdermal absorption, and glycosides and derivatives thereof have high polarity, making it difficult to use as a cosmetic ingredient.

In order to solve the above problems, the present invention has no side effects on the skin, and excellent in inhibiting melanin production to provide a composition for skin whitening excellent in inhibiting skin pigmentation.

In order to solve the above technical problem, the present invention provides a melanin production inhibitor selected from the group consisting of compounds represented by the following formulas 1 to 5 excellent in melanin inhibitory effect and whitening effect.

Formula 1

osthole

Formula 2

anomalin

Formula 3

esculin

Formula 4

cardamonin

Formula 5

usnic acid

The present invention also provides a skin whitening agent selected from the group consisting of the compounds represented by Formulas 1 to 5 and a composition for skin whitening containing any one or more of these as an active ingredient.

As such, ostholes, anomalins, esculins, cardamonins, and usnic acids of the present invention inhibit melanin production of melanocytes, thus making them active ingredients. Compositions such as cosmetics containing as can be used very effectively to improve skin hyperpigmentation, such as blemishes, freckles, aging spots and to realize skin whitening.

Hereinafter, the present invention will be described in more detail.

The present invention is an osthole of Formula 1 (osthole, C ₁₅ H ₁₆ O ₃ , CAS No. 484-12-8), anomalin of Formula 2 (C ₂₄ H ₂₆ O ₇ , CAS No. 81740- 07-0), esculin of Formula 3 (C ₁₅ H ₁₆ O ₉ , CAS No. 531-75-9), cardamonin of Formula 4 (C ₁₆ H ₁₄ O ₄ , CAS No 18956-16-6) and a melanin production inhibitor comprising any one of usnic acid (C ₁₈ H ₁₆ O ₇ , CAS No. 125-46-2).

The present inventors conducted a new whitening agent study on native plants and animals using B16 mouse melanoma cells capable of screening even substances that inhibit melanin synthesis induction. The compounds of compounds 1 to 5 have been found to have a very strong melanin production inhibitory effect and a whitening effect to complete the present invention.

Compounds of Formulas 1 to 5 described above can be easily purchased on the market, either individually or by mixing two or more kinds, such as skin, lotion, cream, foundation, essence, gel, pack, foam cleansing, soap An effective amount may be added to various compositions such as ointments to exhibit skin lightening effects. In consideration of the skin whitening effect and economical efficiency, the amount of the compound added is preferably 0.00001 to 10% by weight based on the total weight of the composition, more preferably 0.001 to 1.0% by weight.

Hereinafter, the present invention will be described in detail with reference to Examples. However, embodiments according to the present invention can be modified in many different forms, the scope of the present invention should not be construed as limited to the embodiments described below. The embodiments of the present invention are provided to more completely explain the present invention to those skilled in the art.

Experimental Example 1. Test of melanin production inhibitory effect at the cellular level

Commercially available compounds of Formulas 1-5 were used. Each compound was added to the culture medium of B-16 mouse melanoma cells and the whitening effect at the cellular level was tested as follows (Lotan R., Lotan D. Cancer Res. 40: 3345-3350, 1980). Each compound was added to the culture medium at the final concentration of 5 μg / ml, 20 μg / m, and cultured for B-16 melanoma cells, incubated for 3 days, and treated with trypsin, and then from the culture vessel. After stripping off and centrifugation, melanin was extracted. Sodium hydroxide solution to the extraction of melanin (1N concentration) 1 ml and the reaction mixture was dissolved melanin boiled for about 10 minutes, the amount of the produced melanin by measuring the absorbance at 400 nanometers (nm) with a spectrophotometer unit cell allowance (10 ⁶ The experiment was carried out by a method showing the absorbance of the cell). The experiment was repeated three times and the average value was used to calculate the relative melanin production relative to the control group as inhibition rate (%), and the results are shown in Table 1 below.

sample Melanin production % Inhibition Control group (no addition) 0.044 ± 0.004 - arbutin (final concentration 300 ㎍ / ml) 0.028 ± 0.004 36 osthole (final concentration 5 ㎍ / ml) 0.038 ± 0.001 14 osthole (final concentration 20 ㎍ / ml) 0.028 ± 0.003 36 anomalin (final concentration 5 ㎍ / ml) 0.025 ± 0.002 43 anomalin (final concentration 20 ㎍ / ml) 0.018 ± 0.002 59 esculin (final concentration 5 ㎍ / ml) 0.036 ± 0.002 18 esculin (final concentration 20 ㎍ / ml) 0.028 ± 0.003 36 cardamonin (final concentration 5 ㎍ / ml) 0.032 ± 0.001 27 cardamonin (final concentration 20 ㎍ / ml) 0.022 ± 0.003 50 usnic acid (final concentration 5 ㎍ / ml) 0.034 ± 0.001 23 usnic acid (final concentration 20 ㎍ / ml) 0.022 ± 0.002 50

                                                      Iterations = 3

As shown in Table 1, the compounds of Formulas 1 to 5 showed excellent melanin production inhibitory activity even at low concentrations against melanoma cells of cultured rats, compared to arbutin, a whitening substance known in the art, and cytotoxicity Did not appear. This indicates that the present invention can be very useful for improving blemishes and freckles and skin whitening.

Preparation Examples 1 to 5 and Comparative Example 1

Each component shown in Table 2 below was mixed in the ratio shown in Table 2 to prepare an external skin ointment.

Composition weight% Preparation Example 1 Production Example 2 Production Example 3 Preparation Example 4 Preparation Example 5 Comparative Example 1 osthole
anomalin
esculin
cardamonin
usnic acid
Diethyl sebacate
Prepayment
Polyoxyethylene Oleyl Ether Phosphate
Sodium benzoate
vaseline 0.1
-
-
-
-
8
5
6

Quantity
Remaining amount * -
0.1
-
-
-
8
5
6

Quantity
Remaining amount * -
-
0.1
-
-
8
5
6

Quantity
Remaining amount * -
-
-
0.1
-
8
5
6

Quantity
Remaining amount * -
-
-
-
0.1
8
5
6

Quantity
Remaining amount * -
-
-
-
-
8
5
6

Quantity
Remaining amount *

*: Amount to be 100% by weight in total

In order to verify the skin whitening effect on the external skin study prepared with the above-described composition, the pigmentation inhibition and blemish improvement experiment was conducted as follows.

Experimental Example 2. Pigmentation Inhibition Effect Experiment

Twenty healthy men and women were selected as subjects, each of which covered aluminum foil with two rows of five holes with a diameter of 7 mm in the lower part of both arms, and 60 mJ with a ORIEL Solar Simulator 1000W at a distance of 10 cm from the arm. The amount of light of / cm 2 was investigated. The bases prepared according to Preparation Example 1-5 and Comparative Example 1 were applied twice a day from 3 days before irradiation to 3 weeks after irradiation in pairs on the same line. For each, the degree of pigmentation of the preparation example and the comparative example was visually determined, and the degree of suppression of pigmentation was evaluated in two stages of the effect and no difference compared to the comparative example, and the results are shown in Table 3.

Experimental substance Effective (persons) No difference (persons) Preparation Example 1 14 6 Production Example 2 16 4 Production Example 3 12 8 Preparation Example 4 13 7 Preparation Example 5 15 5

As can be seen from the results of Table 3, the external application ointment of Preparation Examples 1 to 5 showed a whitening effect on at least 12 of 20 subjects, and showed no side effects in the skin and was safe and improved freckles and freckles. It can be seen that the skin whitening agent has an excellent effect on.

Claims (4)

Skin whitening agent selected from the group consisting of compounds represented by the formula (1 to 5). Formula 1

osthole Formula 2

anomalin Formula 3

esculin Formula 4

cardamonin Formula 5

usnic acid A skin whitening composition comprising any one or more selected from the group consisting of compounds represented by Formulas 1 to 5 as an active ingredient. Formula 1

osthole Formula 2

anomalin Formula 3

esculin Formula 4

cardamonin Formula 5

usnic acid The composition for skin whitening according to claim 2, wherein the content of the active ingredient is 0.00001 to 10 wt% based on the total weight of the composition. According to claim 2, wherein the skin whitening composition is a skin whitening composition, characterized in that formed in any one formulation selected from the group consisting of skin, lotion, cream, foundation, essence, gel, pack, product cleansing and ointment.