KR20130089559A - Anti-aging composition - Google Patents

Abstract

PURPOSE: A composition for skin external application including tangeretin as an active ingredient is provided to have an excellent whitening effect, an anti-wrinkling effect and an alopecia preventing effect and improve product safety by minimizing skin stimulation. CONSTITUTION: A composition for skin whitening includes tangeretin or extracts including tangeretin as an active ingredient. A composition for improving skin wrinkle includes tangeretin or extracts including tangeretin as an active ingredient. A composition for alopecia prevention/hair growth promotion includes tangeretin or extracts including tangeretin as an active ingredient. The composition includes 0.0000-10.0 weight% of the tangeretin based on the whole composition amount.

Description

Anti-aging composition

The present invention relates to a composition having anti-aging activity comprising tangeretin (tangeretin) as an active ingredient.

Skin is the largest tissue in the human body and plays an important role in protecting the interior of the skin from external stimuli as a primary barrier. These skins appear differently in color with age or with age, depending on the concentration and distribution of melanin inside the skin. Skin melanogenesis is a defense mechanism against stimuli such as ultraviolet light in melanocyte-producing cells (melanocyte), and a large amount of melanin produced by the melanin is transferred to keratinocyte and accumulated on the skin surface layer Results. Although melanin protects the skin, hyperpigmentation of the skin causes skin irritation, freckles, darkening of the skin after inflammation of the skin and aging pigmentation spots. This causes the discomfort of the person not only the cosmetic discomfort but also the psychological negative affect on the social activities. . Melanin is produced by tyrosine tyrosine, an enzyme called tyrosinase, converted into DOPA or dopaquinone, and then enzymatically oxidized to form an abnormal deposit in the skin And it is known that it produces spots and black spots.

On the other hand, the skin of a person is deteriorated due to external chemical and physical stimulation, the skin's normal function is degraded, the aging phenomenon of the skin is promoted, causing skin damage. One of such aging of the skin is skin wrinkles. In general, skin wrinkles are known to be produced by a complex action of various factors such as the moisture content of the skin, collagen content and the ability to act on the external environment. Among these factors, the most influential effect on the formation of wrinkles is the expression and activity of collagenase, a collagen degrading enzyme that reduces collagen production and collagen content.

Hormonal imbalances are intensifying due to automobile smoke and environmental pollution. As a result, the incidence of hair loss increases, the age of incidence decreases, and incompatibility of the skin immune system is caused, resulting in various skin diseases.

Therefore, the development of materials that can effectively solve various phenomena, such as blemishes, wrinkles, and hair loss, which are emerging as serious social problems as well as the aesthetic dimension, are being studied in depth.

Various compositions have conventionally been used to inhibit whitening and wrinkle formation of the skin as described above. For example, various extracts extracted from L-ascorbic acid and derivatives thereof, hydroquinone, arbutin and licorice, and lettuce skin are used as skin whitening agents and anti-wrinkle agents. However, L-ascorbic acid is easily oxidized to cause irritation to the skin, and the cosmetics containing it cause discoloration and discoloration problems. The substances derived from plant extracts have a great difference in efficacy depending on the plant's origin, thus maintaining homogeneity of the product. It is difficult to do, and arbutin has the disadvantage of low effect.

For the above purpose, the present invention provides an anti-aging composition comprising tangertin as an active ingredient, which is excellent in skin whitening effect, wrinkle improvement effect, and hair loss prevention effect, and is safe for human body.

The technical problem of the present invention as described above is achieved by the following means.

(1) Provides an anti-aging composition comprising tangeretine of the general formula (1) excellent in melanin production inhibition, wrinkle improvement and hair loss prevention effect.

[Formula 1]

The external preparation composition for skin containing tangeretine of the present invention as an active ingredient has an excellent whitening effect, an anti-wrinkle effect, and an anti-hair loss effect, and almost no skin irritation to the human body, so the safety of the product is excellent, thus whitening the skin. It can be usefully used as a cosmetic composition for cosmetics and / or a cosmetic composition for wrinkle improvement.

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

Tangeretine is most commonly found in a variety of citrus plants, especially in the tangerine and orange peels, which are also present in juices, but especially in the skin. Tangeretine has been reported to lower cholesterol, anticancer, neuroprotective and antimicrobial effects, but there is a clear difference from the present invention.

Tangeretine used in the present invention is contained in various citrus sp. Plants by methods well known in the art, but is not limited thereto. For example, in the present invention, tangeretine was purchased from China (Santa Cruz Biotechnology, Inc.) and used, and mass spectrometry confirmed that the compound was tangeretine. The molecular weight of the purified product was confirmed to have a molecular weight of 372.4 (C ₂₀ H ₂₀ O ₇ ) from the [molecular weight + H] ⁺ peak of 373 in the mass spectrum.

Tangeretine of the present invention is excellent in whitening effect by inhibiting the production of melanin, excellent wrinkle improvement effect by inhibiting collagenase activity and promoting collagen synthesis, and also excellent in hair loss prevention effect. Therefore, the tangeretine is useful as an external skin composition for skin whitening, wrinkle improvement and hair loss prevention. In addition, the composition of the present invention does not show a clear appearance in the cumulative stimulation test of the skin and is safe for human skin.

The content of tangeretine contained in the preparation of the skin external ointment or the cosmetic including the tangeretine is 0.00001 to 10.0% by weight, preferably 0.001 to 1.0% by weight, based on the total weight of the composition. If the content of the tangeretine is less than 0.00001% by weight in dry weight with respect to the total amount of the composition, no obvious effect such as skin whitening could be expected.

The components included in the cosmetic composition of the present invention include components conventionally used in the external preparation composition for skin, in addition to tangeretine as an active ingredient, and include, for example, conventional auxiliaries such as antioxidants, stabilizers, solubilizers, vitamins, pigments and flavorings, And carriers.

The cosmetic composition of the present invention can be prepared into any of the formulations conventionally produced in the art and can be used as a solution, a suspension, an emulsion, a paste, a gel, a cream, a lotion, a powder, a soap, , Oil, powder foundation, emulsion foundation, wax foundation and spray, but is not limited thereto. More specifically, it may be prepared in the form of a flexible lotion, astringent lotion, nutrition lotion, nutrition cream, massage cream, essence, eye cream, cleansing cream, cleansing foam, cleansing water, pack, spray or powder.

When the formulation of the present invention is a paste, cream or gel, an animal oil, vegetable oil, wax, paraffin, starch, tracant, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc or zinc oxide may be used as the carrier component .

In the case where the formulation of the present invention is a powder or a spray, lactose, talc, silica, aluminum hydroxide, calcium silicate or polyamide powder may be used as a carrier component. Especially, in the case of a spray, a mixture of chlorofluorohydrocarbons, propane / Propane or dimethyl ether.

When the formulation of the present invention is a solution or an emulsion, a solvent, a dissolving agent or an emulsifying agent is used as a carrier component, and examples thereof include water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, , 3-butyl glycol oil, glycerol aliphatic ester, polyethylene glycol or sorbitan fatty acid esters.

In the case where the formulation of the present invention is a suspension, a carrier such as water, a liquid diluent such as ethanol or propylene glycol, a suspending agent such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, Cellulose, aluminum metahydroxide, bentonite, agar or tracant, etc. may be used.

When the formulation of the present invention is an interfacial active agent-containing cleansing, the carrier component may include aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, isethionate, imidazolinium derivative, methyltaurate, sarcosinate, fatty acid amide Ether sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, lanolin derivatives, or ethoxylated glycerol fatty acid esters.

Hereinafter, the content of the present invention will be described in more detail with reference to Examples to Experimental Examples. However, the following examples and the like are presented to aid the understanding of the present invention and should not be construed as limiting the scope of the present invention.

Experimental Example 1 Experiment of Melanin Inhibition Effect at the Cell Level of Tangeretetin

Tangerine was added to the culture medium of B-16 mouse melanoma cells to test the whitening effect at the cellular level (Lotan R., Lotan D. Cancer Res. 40: 3345). -3350, 1980).

Tangeretine is added to the culture medium at the final concentration of 1 μg / ml, 5 μg / ml, 50 μg / m and cultured for B-16 melanoma cells, and cultured for 3 days and treated with trypsin. The melanin was extracted after removing from the culture vessel and centrifuging. 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 rate (%) Control group (no addition) 0.049 ± 0.004 - Tangeretine (final concentration 1 ㎍ / ml) 0.038 ± 0.001 23 Tangeretetin (final concentration 5 ㎍ / ml) 0.024 ± 0.003 51 Tangeretine (final concentration 50 ㎍ / ml) 0.007 ± 0.001 86 Hydroquinone (final concentration 1 μg / ml) 0.025 ± 0.002 49 Hydroquinone (final concentration 10 ㎍ / ml) Cell death

Iterations = 3

As shown in Table 1, it can be seen that tangeretin has a comparable melanin production inhibitory ability against cultured melanoma cells compared to hydroquinone, which is a known whitening substance. In addition, hydroquinone has strong melanin production inhibitory ability at low concentration but can not be tested at more than 10 ㎍ / ml due to severe cytotoxicity. Since it has an inhibitory effect, it has been shown that the present invention can be very usefully used for improving blemishes and freckles and skin whitening.

Experimental Example 2 Anti-wrinkle Effect Test of Tangeretine at Cell Level

The anti-wrinkle effect can usually be measured as collagen biosynthesis and collagenase degradation inhibitory effect and clinical trial in humans.

Human normal fibroblasts were inoculated into a 6-well microplate containing DMEM medium (2 x 10 ⁵ cells / well) and cultured in a 5% CO ₂ incubator at 37 ° C for 24 hours. After 24 hours, the medium was removed from each well, samples were treated by concentration and then incubated again for 24 hours. After 24 hours, the cell culture medium was collected to prepare a sample.

The amount of collagen synthesis was measured by using a procollagen type I C-peptide (type I C-peptide) in a cell culture medium using a collagen measurement kit (Procollagen type I C-peptide EIA kit (MK101), Takara, : PICP) was measured and analyzed.

An antibody against collagenase was used as a method for measuring the activity of collagenase degrading collagen. The collagenase activity was measured using a Type I collagenase assay kit (Amersham Biosciences, RPN2629) and the absorbance was measured with an ELISA reader. The measured standard values were expressed in the form of mean ± standard deviation and tested for significance by t-test using the SPSS / PC + program. The results are shown in Table 2 below.

sample Increase in collagen synthesis (%) Collagenase inhibition rate (%) Tangeretine (final concentration 1 ㎍ / ml) 23 13 Tangeretetin (final concentration 5 ㎍ / ml) 45 28 Tangerine (final concentration 10 ㎍ / ml) 79 41

As shown in Table 2, tangeretine increased collagen synthesis in a concentration-dependent manner, and also inhibited collagenase activity in a concentration-dependent manner. Therefore, it can be seen that tangeretine has a wrinkle improvement effect.

Experimental Example 3 Tangeretetin Hair Loss Prevention and Hair Growth Effect

In order to measure the effect on hair loss prevention and hair growth, a sample was made of a hydrogel base containing only preservatives and thickeners. Using the prepared hair-promoting external preparation, 10 cc of hair loss was applied to the bald area of 10 patients with hair loss twice a day for 6 months. As a result, it was found that there were excellent effects such as the development of new hair roots in 7 hair loss patients. The test results are as follows. Minoxidil formulation was used as a control.

Untreated group Minoxidil 2% Formulation Tangerine 2% - ++ ++

As shown in Table 3, it can be seen that the tangeretine of the present invention exhibits a hair growth effect similar to that of minoxidil used as a hair regrowth agent.

[Example 1 and Comparative Example 1]

Each component shown in Table 4 below was mixed in the ratio shown in Table 4 to prepare an external skin ointment.

Composition weight% Example 1 Comparative Example 1 Tangerine
Diethyl sebacate
Prepayment
Polyoxyethylene oleyl ether phosphate
Sodium benzoate
vaseline 0.01
8
5
6
Suitable amount
Remaining amount * -
8
5
6
Suitable amount
Remaining amount *

*: Amount to be 100% by weight in total

Example 2 and Comparative Example 2;

Each ingredient shown in Table 5 below was mixed in the ratio shown in Table 5 to prepare a nourishing cream.

Composition weight% Example 2 Comparative Example 2 Tangerine
Stearic acid
Cetanol
Fiji-20 sorbitan monostearate
Sorbitan monostearate
Mineral oil
Trioctanoate
Triethanolamine
Carbomer
glycerin
Propylene glycol
antiseptic
incense
Purified water 0.01
1.0
2.0
1.0
1.0
10.0
5.0
0.5
0.2
5.0
3.0
Suitable amount
Suitable amount
Remaining amount * -
1.0
2.0
1.0
1.0
10.0
5.0
0.5
0.2
5.0
3.0
Suitable amount
Suitable amount
Remaining amount *

*: Amount to be 100% by weight in total

Example 3 and Comparative Example 3;

Each component shown in Table 6 was mixed in the same ratio as shown in Table 6 to prepare a flexible lotion.

Composition weight% Example 3 Comparative Example 3 Tangerine
ethanol
Polyoxyethylene hardened castor oil
Paraoxybenzoic Acid Methyl
glycerin
1,3-butylene glycol
incense
Pigment
Purified water 0.01
10.0
1.0
2
5.0
6.0
Suitable amount
Suitable amount
Remaining amount * -
10.0
1.0
2
5.0
6.0
Suitable amount
Suitable amount
Remaining amount *

*: Amount to be 100% by weight in total

[Example 4 and Comparative Example 4]

Each component shown in Table 7 was mixed in the same ratio as shown in Table 7 to prepare an essence.

Composition weight% Example 6 Comparative Example 6 Tangerine
Propylene glycol
glycerin
Sodium hyaluronate aqueous solution (1%)
ethanol
Polyoxyethylene hardened castor oil
Paraoxybenzoic Acid Methyl
Carbomer
Triethanolamine
incense
Purified water 0.01
10.0
10.0
5.0
5.0
1.0
0.1
0.3
0.4
Suitable amount
Remaining amount * -
10.0
10.0
15.0
5.0
1.0
0.1
0.3
0.4
Suitable amount
Remaining amount *

*: Amount to be 100% by weight in total

Example 5 and Comparative Example 5

Each component shown in Table 8 below was mixed in the ratio shown in Table 8 to prepare a pack.

Composition weight% Example 5 Comparative Example 5 Tangerine
glycerin
Propylene glycol
Polyvinyl alcohol
ethanol
Polyoxyethylene hardened castor oil
Polyoxyethylene Oleethyl
Paraoxybenzoic Acid Methyl
incense
Pigment
Purified water 0.01
5.0
4.0
15.0
8.0
1.0
1.0
0.2
Suitable amount
Suitable amount
Remaining amount * -
5.0
4.0
15.0
8.0
1.0
1.0
0.2
Suitable amount
Suitable amount
Remaining amount *

*: Amount to be 100% by weight in total

Example 6 and Comparative Example 6

Each component shown in Table 9 was mixed in the same ratio as shown in Table 9 to prepare a nourishing lotion.

Composition weight% Example 4 Comparative Example 4 Tangerine
Polyoxyethylene hardened castor oil
Paraoxybenzoic Acid Methyl
glycerin
1,3-butylene glycol
Carbomer
Triethanolamine
Propylene glycol
ethanol
Carboxyvinyl polymer
Pigment
incense
Purified water 0.01
1.0
Suitable amount
6.0
5.0
0.2
0.3
5.0
2
One
Suitable amount
Suitable amount
Remaining amount * -
1.0
Suitable amount
6.0
5.0
0.2
0.3
5.0
3.2
0.1
Suitable amount
Suitable amount
Remaining amount *

*: Amount to be 100% by weight in total

[Example 4] tange test when the whitening effect of the clinician retinoic

Twenty healthy men and women were selected as test subjects, and the lower arm of each arm was covered with two rows of aluminum foil having 6 rows of 7 mm in diameter, 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. Twice a day twice a day from 3 days before irradiation to 3 weeks after irradiation, same pair of the sample containing tangeretine prepared in Example 1-6 and Comparative Example 1-6 and the base without tangeretine Was applied to. Here, in the case of the pack formulations of Example 5 and Comparative Example 5, after the application was removed after 15 minutes. For each of the above, the degree of pigmentation of Examples and Comparative Examples was visually determined, and the results are shown in Table 10 below.

Experimental material Distinct effect (n.) Effective (persons) No difference (persons) Example 1 7 6 7 Example 2 2 9 9 Example 3 One 10 9 Example 4 2 9 9 Example 5 4 8 8 Example 6 4 9 7

As shown in Table 10, the whitening ointment and the cosmetic containing tangeretine prepared according to Example 1-6 showed a whitening effect on at least 10 or more among 20 subjects, and particularly a large amount of tangeretine In the comparative experiments of Example 1 and Comparative Example 1 applied, 35% showed a marked inhibitory effect on pigmentation. In addition, it does not show any side effects in the skin, it can be seen that tangeretin is a skin lightening agent that is safe and has an excellent effect on improving freckle and freckles.

Experimental Example 4 Anti-wrinkle Effect Test of Tangeretetin in Clinical

Evaluation of the wrinkle improvement effect was performed as follows. Twenty 30-40 year old women were randomly divided into two groups, and the creams of Example 2 and Comparative Example 2 were washed two times each morning and evening, and then an appropriate amount of cream was applied continuously for two months centering on the eyes. Wrinkle improvement effect of each subject was evaluated through visual observation. The experimental results are shown in Table 11 below.

Experimental material Distinct effect (n.) Effective (persons) No difference (persons) Example 2 10 7 3 Comparative Example 2 - 6 14

As shown in Table 10, the cream containing the tangeretine prepared according to Example 2 exhibited an anti-wrinkle effect on 16 out of 20 subjects, and also did not show any side effects in the skin. And it can be seen that it is an excellent skin wrinkle improver.

Claims (6)

Skin whitening composition comprising Tangerine or Tangerine-containing extract as an active ingredient Anti-wrinkle composition comprising Tangerine or Tangerine-containing extract as an active ingredient Hair loss prevention / hair growth promoting composition comprising Tangerine or Tangerine-containing extract as an active ingredient The method according to any one of claims 1 to 3,
Tangerintin (tangeretin) comprises 0.00001 to 10.0% by weight based on the total amount of the composition. 4. The method according to any one of claims 1 to 3,
The composition is a composition, characterized in that the cosmetic composition. 4. The method according to any one of claims 1 to 3,
Wherein said composition is a pharmaceutical composition.