KR20030037993A - Composition for skin whitening containing 1-desgalloyleugeniin - Google Patents

Abstract

PURPOSE: A skin whitening composition containing, as an active ingredient, 1-desgalloyleugeniin is provided which is safely applied to the skin without any adverse effect. The composition inhibits pigmentation by suppressing the formation of melamine and is thus effective for treatment of chloasma or freckles and skin whitening. CONSTITUTION: The skin whitening composition contains 0.000001 to 10% by weight of 1-desgalloyleugeniin of the formula(1) commonly known as an algae proliferation inhibiting agent, based on the total weight of the composition. The 1-desgalloyleugeniin is contained in plants such as Quisqualis indica, myriophyllum, etc. For an example, 0.5% by weight of 1-desgalloyleugeniin is mixed with 15.0% by weight of stearic acid, 1.0% by weight of cetanol, 0.7% by weight of potassium hydroxide, 5.0% by weight of glycerin, 3.0% by weight of propylene glycol, a suitable amount of a preservative and a flavoring and the balance of water to produce cream.

Description

Composition for skin whitening containing 1-desgalloyleugeniin}

The present invention relates to a composition for skin whitening, and more particularly, product stability, which can be used safely without side effects on the skin, and inhibits melanin production, which contains 1-desgaloyleugenin, which is excellent in inhibiting pigmentation. It relates to a composition for skin whitening.

It is everyone's constant desire to have white, fair skin. Human skin color is determined by the concentration and distribution of melanin in the skin. In addition to genetic factors, it is also influenced by environmental or physiological conditions such as ultraviolet rays, fatigue and stress. Melanin is a type of amino acid tyrosine (tyrosinase) acts as an enzyme called tyrosinase (tyrosinase) is converted to dopa (DOPA), dopaquinone (dopaquinone) is produced through a non-enzymatic oxidation reaction. However, although the pathway by which melanin is made is known, it is still not clear what mechanisms induce melanin synthesis, the previous step in which tyrosinase works.

When such synthesis of melanin occurs excessively in the skin, it may darken the skin tone, and may cause spots and freckles. Therefore, by inhibiting the synthesis of melanin pigment in the skin, not only can brighten the skin tone to realize skin whitening, but also improve skin hyperpigmentation such as spots, freckles, etc. caused by ultraviolet rays, hormones and genetic causes. have.

Therefore, conventionally, substances having inhibitory activity against tyrosinase such as hydroquinone, ascorbic acid, kojic acid, glutathione, and the like are applied to cosmetics such as skin ointments and essences. By blending, skin whitening was realized or skin hyperpigmentation such as blemishes and freckles was improved. However, hydroquinone exhibits a predetermined whitening effect, but has a problem of limiting the blending amount to a very small amount due to severe skin irritation. Kojic acid has the disadvantage of being unstable in solution, which complicates the manufacturing process of the cosmetic. 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. Placenta extract, on the other hand, has no irritation to the skin, but lacks a whitening effect.

Therefore, the technical problem to be achieved by the present invention is to solve the above problems to provide a composition for skin whitening excellent in product stability and safe use without side effects on the skin, as well as inhibiting melanin production to inhibit pigmentation. have.

In order to achieve the above technical problem, the present invention provides a composition for skin whitening containing 1-desgalloyleugeniin (1-desgalloyleugeniin) as an active ingredient.

In the composition for skin whitening according to the present invention, the content of 1-desgaloyleugenin is preferably 0.000001 to 10% by weight based on the total weight of the composition.

Hereinafter, the composition for skin whitening according to the present invention will be described in detail.

1-desgalloyleugeniin (1-desgalloyleugeniin) contained in the cosmetic for skin whitening according to the present invention as an active ingredient is represented by the following general formula (1).

<Formula 1>

Such 1-desgaloyleugenin inhibits algal growth [J. Nat. Prod., 52 (6), 1221] and antiviral [JP57091922 (1982)].

As described above, although 1-desgalloyurgenin is known as an algal growth inhibitor and an antiviral agent, the present inventors can screen a substance that inhibits melanin synthesis induction by using 1-desgalloyurgenin. Experiments with rat melanoma cells (B16mouse melanoma cells) revealed that they exhibit very potent melanin suppression and whitening effects. Thus, according to the present invention, the addition of 1-desgalloyurgenin to a cosmetic composition, such as skin, lotion, cream, foundation, essence, gel, pack, foam cleansing, soap, or pharmaceutical composition, such as an external skin ointment It can show strong skin whitening effect without side effects.

1- Desgalloyleugenin , an active ingredient of the composition for skin whitening according to the present invention, is an organic compound having 34 carbon atoms (C ₃₄ H ₂₅ O ₂₂ ), such as Quisqualis indica , Myriophyllum , etc. It is known to be contained in plants. For example, the method of extracting 1-desgaloyleugenin from the dead corps is as follows.

First, a four-commercial commercially available four-gun crushed finely pulverized, and then extracted by heating in an extractor equipped with a reflux condenser with a solvent such as methanol. The resultant was filtered with a filter cloth, and the residue was further extracted one or more times in the same manner. The extracts were combined, concentrated under reduced pressure, and lyophilized or spray dried to obtain a dry extract. The dried extract was suspended in water, and then the same volume of methanol, followed by liquid-liquid extraction to obtain a methanol fraction, which was then purified by column chromatography and high-performance liquid chromatography (HPLC) filled with silica gel, activated alumina, and the like. The high purity 1-desgalloyurgenin can be obtained.

1-Desgalloyurgenin can be used in various skin whitening compositions such as cosmetics or cosmetics such as skin ointments. The content of 1-desgaloyleugenin contained in the preparation of the composition according to the present invention is preferably 0.000001 to 10% by weight, more preferably 0.0001 to 10.0% by weight, based on the total weight of the composition. If the content is less than 0.000001% by weight, it is difficult to expect a clear melanin production inhibitory effect and a whitening effect, and when the content is more than 10% by weight, a distinct effect is not expected.

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. Embodiments of the present invention are provided to more completely explain the present invention to those skilled in the art.

Experimental Examples 1-3

The whitening effect at the cellular level was tested by adding 1-desgaloleucinein and hydroquinone aqueous solution to the culture medium of B-16 mouse melanoma cells (Lotan R., Lotan D. Cancer Res. 40: 3345-3350, 1980). The final concentrations of 1-desgalloyurgenin were 1 µg / ml, 5 µg / ml and 20 µg / ml (Experimental Examples 1 to 3), and the final concentration of hydroquinone was 1 µg / ml, respectively. After incubation for 3 days by adding to -16 melanoma cells, the cells were trypsinized, separated from the culture vessel, centrifuged, and melanin was extracted.

1 ml of sodium hydroxide solution (1N concentration) was added thereto to boil for 10 minutes to dissolve the melanin, and the absorbance was measured at 400 nm using a spectrophotometer to indicate the amount of melanin produced per unit cell count (10 ⁶ cell). In addition, the relative melanogenesis amount relative to the control group was calculated as the inhibition rate (%) and the results are shown in Table 1 below.

sample Melanin production % Inhibition Control group (no addition) 0.047 ± 0.003 - Experimental Example 1 (final concentration 1 μg / ml) 0.032 ± 0.001 33% Experimental Example 2 (final concentration 5 µg / ml) 0.020 ± 0.003 58% Experimental Example 3 (final concentration 20 µg / ml) 0.009 ± 0.001 81% Hydroquinone (final concentration 1 µg / ml) 0.025 ± 0.002 48%

* Repeat count = 3

Referring to Table 1, it can be seen that 1-desgaloyleugenin has a very strong melanin production inhibitory ability against melanoma cells in cultured mice as compared with the control group (Experimental Examples 1 to 3). Compared with hydroquinone, a known whitening substance, the effect is not inferior. In addition, hydroquinone has a strong melanin production inhibitory ability at low concentrations, it is not applicable to the cytotoxicity is more than 1 µg / ml or more. However, since 1-desgalloleugenin does not exhibit cytotoxicity even at high concentrations of 20 µg / ml or more, it may exhibit a higher melanin production inhibitory effect (Experimental Examples 2 and 3) than hydroquinone.

In the following, 1-desgalloyurgenin is added to an external skin ointment, cream, supple cosmetics, essence, pack, and nutrient cosmetics to prepare a composition for skin whitening, and to prescribe them for the test subjects to show the pigmentation inhibitory effect. Take a look.

Example 1

1-desgaloyleugenin was added as an active ingredient, and an external skin ointment was prepared using the ingredients and contents shown in Table 2 below.

Comparative Example 1

A skin external ointment was prepared using the ingredients and contents shown in Table 2 without adding 1-desgaloyleugenin.

Composition Example 1 (% by weight) Comparative Example 1 (% by weight) 1-desgaloyurgenin One - Diethyl sebacate 8 8 Prepayment 5 5 Polyoxyethylene oleyl ether phosphate 6 6 Sodium benzoate Quantity Quantity vaseline to 100 to 100

Example 2

1-desgaloyleugenin was added as an active ingredient, and a cream was prepared using the ingredients and contents shown in Table 3 below.

Comparative Example 2

A cream was prepared with the ingredients and contents shown in Table 3 below without the addition of 1-desgaloyleugenin.

Composition Example 2 (% by weight) Comparative Example 2 (% by weight) 1-desgaloyurgenin 0.5 - Stearic acid 15.0 15.0 Cetanol 1.0 1.0 Potassium hydroxide 0.7 0.7 glycerin 5.0 5.0 Propylene glycol 3.0 3.0 antiseptic Quantity Quantity incense Quantity Quantity Purified water to 100 to 100

Example 3

1-desgaloyleugenin was added as an active ingredient, and a softening paste was prepared in a content with the ingredients shown in Table 4 below.

Comparative Example 3

Without addition of 1-desgaloyleugenin, flexible longevity was prepared with the ingredients and contents shown in Table 4 below.

Composition Example 3 (% by weight) Comparative Example 3 (wt%) 1-desgaloyurgenin 0.1 - ethanol 10.0 10.0 Polylauric acid polyoxyethylene sorbitan 1.0 1.0 Methyl paraoxybenzoate 0.2 0.2 glycerin 5.0 5.0 1,3-butylene glycol 6.0 6.0 incense Quantity Quantity Pigment Quantity Quantity Purified water to 100 to 100

Example 4

1-desgaloyleugenin was added as an active ingredient, and nutritional longevity was prepared with the ingredients and contents shown in Table 5 below.

Comparative Example 4

No nutrient decoction was prepared with the ingredients and contents shown in Table 5 below without the addition of 1-desgaloyleugenin.

Composition Example 4 (% by weight) Comparative Example 4 (wt%) 1-desgaloyurgenin 0.1 - Waselin 2.0 2.0 Sesquioleate sorbitan 0.8 0.8 Polyoxyethylene oleylethyl 1.2 1.2 Methyl paraoxybenzoate Quantity Quantity Propylene glycol 5.0 5.0 ethanol 3.2 3.2 Carboxy Vinyl Polymer 18.0 18.0 Potassium hydroxide 0.1 0.1 Pigment Quantity Quantity incense Quantity Quantity Purified water to 100 to 100

Example 5

1-desgaloyleugenin was added as an active ingredient, and a pack was prepared with the ingredients and contents shown in Table 6 below.

Comparative Example 5

Packs were prepared with the ingredients and contents shown in Table 6 below without the addition of 1-desgaloyleugenin.

Composition Example 5 (% by weight) Comparative Example 5 (wt%) 1-desgaloyurgenin 0.2 - glycerin 5.0 5.0 Propylene glycol 4.0 4.0 Polyvinyl alcohol 15.0 15.0 ethanol 8.0 8.0 Polyoxyethylene oleylethyl 1.0 1.0 Methyl paraoxybenzoate 0.2 0.2 incense Quantity Quantity Pigment Quantity Quantity Purified water to 100 to 100

Example 6

1-desgaloyleugenin was added as an active ingredient, and an essence was prepared with the ingredients and contents shown in Table 7 below.

Comparative Example 6

Essence was prepared with the ingredients and contents shown in Table 7 below without the addition of 1-desgaloyleugenin.

Composition Example 6 (% by weight) Comparative Example 6 (wt%) 1-desgaloyurgenin 0.5 - Propylene glycol 10.0 10.0 glycerin 10.0 10.0 Sodium hyaluronate aqueous solution (1%) 5.0 5.0 ethanol 5.0 5.0 Polyoxyethylene Cured Castor Oil 1.0 1.0 Methyl paraoxybenzoate 0.1 0.1 incense Quantity Quantity Purified water to 100 to 100

The method used to verify the pigmentation inhibitory effect by the skin external ointment, cream, supple cosmetics, nutrient cosmetics, pack, essence prepared as described above is as follows.

First, select 20 healthy men and women and attach aluminum foil with two rows of 6 holes with a diameter of 7 mm in the lower part of both arms. Was investigated. The irradiation site was washed well with 70% ethanol aqueous solution before irradiation. 1-desgalloyurgenin-containing composition prepared according to Examples 1 to 6 twice a day from 3 days before irradiation to 3 weeks after irradiation, and 1-desgalloyurinine according to Comparative Examples 1 to 6 Uncoated bases were applied in pairs on the same row. Here, the pack agents of Example 5 and Comparative Example 5 were removed 15 minutes after the application.

After prescribing the composition according to each of the examples and the comparative example according to the above method, the degree of pigmentation was visually determined, and the pigmentation inhibition degree of the composition according to each example and the composition according to the comparative example was effective. , And evaluated in two stages of no difference, and also examined the occurrence of skin side effects are shown in Table 8 below.

Experimental substance Effective (persons) No difference (persons) Side effects (persons) Example 1 14 6 0 Example 2 12 8 0 Example 3 10 10 0 Example 4 10 10 0 Example 5 8 12 0 Example 6 13 7 0

As shown in Table 8, the 1-desgaloyleugenin-containing compositions prepared according to Examples 1 to 6 exhibited a significant skin whitening effect on at least 9 or more of 20 subjects, and had no adverse effects in the skin. It did not appear.

As described above, the composition for skin whitening containing 1-desgaloyleugenin according to the present invention inhibits melanin production and inhibits pigmentation, and thus is effective for improving skin whitening or freckles. It can also be used safely because it does not show any side effects in the skin.

Claims (3)

A composition for skin whitening, comprising 1-desgalloyleugenin (1-desgalloyleugeniin) represented by the following Formula 1 as an active ingredient. <Formula 1> The composition for skin whitening according to claim 1, wherein the content of 1-desgaloyleugenin is 0.000001 to 10% by weight based on the total weight of the composition. According to claim 1, wherein the skin whitening composition is a skin whitening, characterized in that consisting of any one selected from the group consisting of skin, lotion, cream, foundation, essence, gel, pack, foam cleansing, soap and skin ointment. Composition.