KR101914441B1 - Cosmetic compositions for improving skin moisturizing comprising fucosterol - Google Patents

Abstract

The present invention relates to a new use of fucoserol, and more particularly to a cosmetic composition for improving skin wrinkles or skin aging comprising fucoserol as an active ingredient. The composition of the present invention is effective for inhibiting collagenase and promoting the production of collagen, thereby improving skin aging and improving skin moisturizing power.

Description

TECHNICAL FIELD [0001] The present invention relates to a cosmetic composition for skin moisturizing comprising fucose terol as an active ingredient,

The present invention relates to a novel use of fucosterol, and more particularly to a cosmetic composition for improving skin aging or skin moisturizing, a health functional food composition and a therapeutic pharmaceutical composition comprising fucosterol as an active ingredient .

Skin protects the organs in the body from external stimuli and plays an important role in the maintenance of body homeostasis, such as body temperature control. Such skin is aged by various internal and external factors and is divided into endogenous aging by genetic cause and exogenous aging by environmental cause. Among them, photoaging refers to aging by ultraviolet (UV). Recently, the destruction of the ozone layer due to environmental pollution has increased the amount of ultraviolet rays, and accordingly, research on photoaging has been attracting attention (Wang SQ et al., Dermatol. Ther. 23 (1): 31-47, 2010). In the photoaged skin, appearance characteristics such as roughness, loss of elasticity, wrinkles and irregular pigmentation are observed. Among them, the main research field of photoaging is the change of the skin wrinkles. There have been many reports on the basic physiological metabolism changes such as synthesis, degradation, and moisture content of collagen, which is a major constituent of skin, in the formation of skin wrinkles by photoaging (Brenneisen et al., Ann. NY Acad. Sci., 973: 31-43, 2002).

Collagen in the dermal layer of the skin occupies about 70-80% of the total dry weight of the skin and it is known to control the elasticity of the skin along with the elastic fiber elastin. Particularly, ultraviolet rays increase the production of reactive oxygen species, collapse of enzymatic and non-enzymatic antioxidant defenses of skin, and collagen degradation and biosynthesis are reduced, resulting in marked reduction of collagen in the dermis (Bickers DR , Athar M, J. Invest. Dermatol., 126 (12): 2565-2575, 2006). Important collagen degradation factors are matrix metalloproteinases (MMPs), which are involved in the degradation of extracellular matrix and basement membrane. Studies have been reported that the enzyme increases activity by ultraviolet rays and inhibits it, leading to an increase in skin thickness and wrinkle formation induced by ultraviolet light (Inomata S et al., J. Invest. Dermatol., 120 ): 128-134, 2003). Therefore, it is effective to control MMPs for prevention and treatment of photoaging.

Hyaluronic acid, a component of the skin's dermis layer, is a component that keeps the skin moisturized and elastic by filling the collagen between the dermis layers. In particular, ultraviolet light reduces the amount of hyaluronic acid to reduce moisture content in the skin and increase the amount of transdermal water loss, resulting in damage to the skin barrier. This results in rough skin and reduced elasticity, resulting in wrinkles (Baumann L, J. Pathol., 211 (2): 241-251, 2007). That is, loss of moisture of the skin is a main cause of skin aging.

Consumers' expectation and interest in wrinkle improvement has been diversified from retinol to natural products extract, adenosine, and cell growth factor from the 2000s (Lee EJ et al., Journal of the Korean Society of Cosmetology, 17 (1): 127-133, 2011). Conventional methods are to manufacture and use cosmetic products or medicines containing retinoid, ascorbic acid, tocopherol, hyaluronic acid and the like. However, the active ingredients for the improvement of skin wrinkles or anti-aging currently being developed can not be used as cosmetic raw materials or are very unstable and are difficult to deliver to the skin. Therefore, a special stabilization system and delivery system are required. There is a problem that it is not visible. The retinoid, which is an active ingredient for improving the wrinkles of the skin, is used for inhibiting collagenase and increasing collagen synthesis, thereby improving photoaging phenomenon such as wrinkle formation and reduction in elasticity. However, since it is very sensitive to ultraviolet rays, it easily causes a chemical change, which causes adverse effects such as skin irritation and long-term use (Rabe JH, J. Am. Acad. Dermatol., 55: 1-19, 2006). In order to solve the problems of the above-mentioned active ingredients, there is a demand for studies on active ingredients derived from natural products which have proved to be stable.

Fucoserol is a substance found in many seaweeds and is found in seaweeds living in Korea, China, Japan coast and Asia coast. Previously known efficacy and efficacy of fucoserol has been shown to have anticarcinogenic and anticancer activities (Pharmacogn. Mag. 8 (29); 60-4, 2012.), antidiabetic action (Arch Pharm. Biochem. Biophys. Res. Commun. 369 (2); 363-9), antioxidant activity (Bioorg. Med. Chem. 17 (5); 1963-73, 2009.) 8, 2008.), improvement of cholesterol metabolism (New Phytol. 183 (2); 291-300, 2009.), antibacterial (J. Pharm. Biomed. Fungal efficacy (Nat. Prod. Res. 24 (15); 1481-7, 2010.).

Recently, consumers are interested in natural cosmetics. At the same time, many cosmetics utilizing marine resource materials have been released, and seaweeds are being studied as materials having important skin effect of cosmetics. However, there is no research on the skin effect by fucoserol, which is one of the major components of seaweeds.

Thus, the inventors of the present invention have completed the present invention by verifying that fucoserol contained in seaweeds inhibits collagen degradation, promotes collagen production, thereby preventing or improving skin aging and skin moisturizing effect.

Accordingly, an object of the present invention is to provide a cosmetic composition for improving skin aging or skin moisturizing comprising fucoserol represented by the following formula (1) as an active ingredient.

[Chemical Formula 1]

.

.

In order to achieve the above object, the present invention provides a cosmetic composition for improving skin aging or skin moisturizing comprising fucose terol represented by the following formula (1) as an active ingredient.

[Chemical Formula 1]

.

.

The fucoserol of the present invention can be used for improving skin aging comprising an extract selected from the group consisting of Pelvetia siliquosa, kelp, seaweed, mackerel, balsam, crucian carp, dog kelp, The present invention provides a cosmetic composition for skin moisturizing, wherein the extract is obtained from at least one solvent selected from the group consisting of water, organic solvents having 1 to 6 carbon atoms, subcritical and supercritical fluids.

In one embodiment of the present invention, the organic solvent is any one selected from the group consisting of alcohols having 1 to 6 carbon atoms, acetone, ether, benzene, chloroform, ethyl acetate, methylene chloride, hexane, cyclohexane and petroleum ether Wherein the composition is selected from the group consisting of solutions, suspensions, emulsions, pastes, gels, creams, lotions, powders, soaps, surfactant-containing cleansing, oils, powder foundations, emulsion foundations, wax foundations and sprays It is desirable to have a formulation to be selected.

The present invention also provides a cosmetic composition, a health functional food composition and a therapeutic pharmaceutical composition.

As described above, the present invention provides a cosmetic composition for improving skin aging or skin moisturizing, comprising fucoserol of the present invention as an active ingredient. The composition of the present invention inhibits collagenolytic enzyme and is highly effective in promoting the production of collagen, and is effective for improving skin aging or skin moisturizing.

1 is a graph showing the effect of fucoserol of the present invention on the expression of MMP-1.
2 is a graph showing the effect of the fucosterol of the present invention on the production of type I procollagen.

Hereinafter, the present invention will be described in detail.

The composition of the present invention contains fucoserol represented by the following formula (1) as an active ingredient and can be used for anti-aging or skin moisturizing.

[Chemical Formula 1]

In the composition of the present invention, the fucoserol is extracted from seaweeds or other plants such as Pelvetia siliquosa, kelp, seaweed, mung bean, broad bean, crucian carp, dog kelp, kelp, rhubarb, Lt; / RTI >

The scum extract of the present invention includes fucoserol.

The extract of the present invention can be extracted by a known natural material extraction method and is preferably extracted with one or more solvents selected from the group consisting of water, organic solvents having 1 to 6 carbon atoms, and subcritical or supercritical fluids. , The organic solvent having 1 to 6 carbon atoms may be selected from the group consisting of alcohols having 1 to 6 carbon atoms, acetone, ether, benzene, chloroform, ethyl acetate, methylene chloride methylene chloride, hexane, cyclohexane, and petroleum ether.

Preferably, the extract of the present invention can be obtained by extracting and purifying a dried crab crab using purified water suitable for food processing, ethanol and supercritical carbon dioxide, or extracting and purifying the crab seaweed from the obtained oil directly, .

More preferably, the fragrance extract of the present invention may be an ethanol extract, and the fucoserol of the present invention may be extracted from the fragrance extract by using ethanol as a solvent.

Preferably, the fucosterol of the present invention can be extracted from the scum. The fucoserol of the present invention can be isolated and purified from the extract of the fungicide by using column chromatography and high performance liquid chromatography (HPLC) packed with various synthetic resins such as silica gel and activated alumina, However, the extraction and separation purification method is not necessarily limited to the above method.

The fucoserol of the present invention inhibits collagen degradation and is excellent in promoting collagen synthesis.

In one embodiment of the present invention, the production of collagenase-1 by ultraviolet light was promoted in human fibroblasts, and then fucoserol of the present invention was administered to determine whether collagenase-1 production was inhibited. As a result, it was confirmed that the fucosterol of the present invention effectively inhibited the production of collagenase-1.

In another embodiment of the present invention, the fucoserol of the present invention is cultured in human fibroblasts and the level of collagen production is measured. As a result, it was confirmed that the administration of fucoserol of the present invention was very effective in promoting collagen production inhibited by ultraviolet irradiation.

Increased activity of collagenase and collagen collapse, which is a major component of skin, cause wrinkles, accelerate aging, and reduce skin elasticity.

By inhibiting such collagenolytic enzymes and promoting collagen production, the composition of the present invention inhibits wrinkle formation, suppresses aging, and promotes skin elasticity.

As described above, the fucoserol of the present invention can be applied to cosmetic compositions for improving wrinkles, anti-aging, skin elasticity, foods, dietary supplements, medicines and the like.

Accordingly, the present invention provides a cosmetic composition for improving skin aging or skin moisturizing comprising fucoserol of the present invention as an active ingredient.

Hereinafter, the present invention will be described in detail with reference to examples.

However, the following examples are illustrative of the present invention, and the present invention is not limited to the following examples.

< Example  1> Hexane  Preparation of extract

 The crusher (500 g) was pulverized with a mixer, and the pulverized crusher sample was added to 4-fold volume of n-hexane and extracted by cooling at room temperature for 48 hours. The extracted sample was filtered with Whatman No. 2 filter paper, and the filtered extract was concentrated using a vacuum rotary condenser to remove solvent components, and then about 15.0 g of a crude extract of n-hexane was obtained.

< Example  2> Fucoserol  Separation and structure determination

<2-1> Fucoserol  detach

15 g of the concentrated n-hexane soluble extract obtained in Example 1 above was loaded on a silica gel open column (70-230 mesh, Merck & Co., Whitehouse Station, NJ, USA) and a solvent system comprising a mixture of nucleic acid and ethyl acetate was used . Fractions of 1000 ml per hour were collected at a concentration gradient according to the above sorting order, and divided into 40 lower fractions of 1000 ml each. Fucoserol, a compound of the following formula (1), was isolated from fractions 10 and 30 210 mg) and analyzed for their properties.

<2-2> Fucoserol  Structure determination

In order to determine the structure of the single active material separated in <2-1>, 1 H-NMR spectrum and 13 C-NMR spectrum were measured at 500 MHz and 125 MHz (solvent: CDCl 3), respectively. The compound was found to have a molecular weight of 412 with [M] observed at m / z 339 in EI / MS, and the molecular formula was C29H48O. (Wang C. et al., Se Pu, 15: 396-9, 1997) were compared with the results of 1 H-NMR, 13 C-NMR and EI / The single substance isolated in Example <2-1> was identified as a fucosterol compound represented by the following formula (1).

[Chemical Formula 1]

< Example  3> UV-induced collagenase-1 inhibition assay

(Matrix Metalloproteinase-1, MMP-1) inhibitory effect of fucoserol obtained through Example 2 was measured.

First, human fibroblasts were plated at 1 × 10 5 cells / well in a 24-well microtiter plate containing 2.5% fetal bovine serum-containing DMEM (Dulbecco's Modified Eagle's Media) , And cultured until it grew to about 90%. Thereafter, the cells were treated with fucoserol (0.5 μM, 1 μM, and 5 μM) obtained through the above <Example 2> dissolved in serum-free DMEM medium for 24 hours, and then irradiated with 15 mJ using a UV irradiator. Thereafter, the cells were further treated with 0.5 μM, 1 μM, and 5 μM of fucoserol in the above Example 2 dissolved in serum-free DMEM medium. After 24 hours, the cell culture was collected, centrifuged and only the supernatant was harvested.

Then, the degree of collagenase-1 production was measured using the collagenase-1 measurement kit (QIA55, Merch & Co., USA) from the supernatant. First, the cell culture solution collected in a 96-well plate uniformly coated with collagenase primary antibody was added and antigen-antibody reaction was performed at room temperature for 2 hours. After 2 hours, the primary collagen antibody bound to the chromophore was placed in a 96-well plate and reacted for 1 hour. After 1 hour, the color development inducing substance was added, and coloration was induced at room temperature for 30 minutes. When the reaction (color development) was stopped by adding a finalization buffer, the color of the reaction solution became yellow and the degree of yellow was different depending on the progress of the reaction. The absorbance of a yellow 96-well plate was measured at 450/540 nm using a spectrophotometer.

As a result, it was found that fucosterol had an excellent effect on inhibition of collagenase-1 (see Fig. 1).

< Example  4> Collagen production promotion effect experiment

The effect of enhancing collagen production in fucoserol obtained through Example 2 was measured.

First, human fibroblasts were plated at 1 × 10 5 cells / well in a 24-well microtiter plate containing 2.5% fetal bovine serum-containing DMEM (Dulbecco's Modified Eagle's Media) , And cultured until it grew to about 90%. Thereafter, the cells were treated with fucoserol (0.5 μM, 1 μM, and 5 μM) obtained through the above <Example 2> dissolved in serum-free DMEM medium for 24 hours, and then irradiated with 15 mJ using a UV irradiator. The cells were further treated with 0.5 μM, 1 μM and 5 μM of fucoserol obtained in Example 2, which was dissolved in serum-free DMEM medium. After 24 hours, the cell culture medium was collected and centrifuged. Only the supernatant was harvested and the peptide (procollagen type-Ⅰ C-peptide, PIP) as an index of collagen synthesis was subjected to ELISA kit (MK101, Takara Bio Ink., Japan) And the effect on collagen production was quantitatively measured.

First, a peroxidase-labeled antibody-PIP conjugate is added to a 96-well plate to which a mouse monoclonal antibody against procollagen is uniformly applied. Subsequently, the cell culture solution thus obtained is added, reacted for 3 hours in an incubator at 37 ° C, and a substrate solution is added to develop color. After standing at room temperature for 15 minutes, the reaction was stopped by putting the reaction stop solution and absorbance was measured at 450 nm using a light absorptometer.

As a result, it can be seen that the effect of fucosterol on collagen production is excellent (see FIG. 2).

< Formulation Example  1 - Cosmetics>

<1-1> Nourishing Lotion ( Milk lotion )

The nutritional lotion was prepared according to the conventional method according to the formulation ratio of fucoserol of Example 2 as shown in Table 1 below.

Ingredients (% by weight) Formulation Example 1-1 Fucoserol 2.0 Squalane 5.0 Wax 4.0 Polysorbate 60 1.5 Sorbitan sesquioleate 1.5 Liquid paraffin 0.5 Caprylic / capric triglyceride 5.0 glycerin 3.0 Butylene glycol 3.0 Propylene glycol 3.0 Carboxyvinyl polymer 0.1 Triethanolamine 0.2 Preservative, coloring, fragrance Suitable amount Purified water to 100

<1-2> Flexible longevity (skin lotion)

The fucoserol of Example 2 was prepared according to a conventional method according to the formulation ratio of the softening water of Table 2 below.

Ingredients (% by weight) Formulation Example 1-2 Fucoserol 2.0 glycerin 3.0 Butylene glycol 2.0 Propylene glycol 2.0 Carboxyvinyl polymer 0.1 PEG 12 nonyl phenyl ether 0.2 Polysorbate 80 0.4 ethanol 10.0 Triethanolamine 0.1 Preservative, coloring, fragrance Suitable amount Purified water to 100

<1-3> Nourishing cream

Nutritive creams were prepared according to a conventional method according to the nutritional cream formulation ratios shown in the following Table 2 for fucoserol of Example 2.

Ingredients (% by weight) Formulation Example 1-3 Fucoserol 2.0 Polysorbate 60 1.5 Sorbitan sesquioleate 0.5 PEG60 hardened castor oil 2.0 Liquid paraffin 10 Squalane 5.0 Caprylic / capric triglyceride 5.0 glycerin 5.0 Butylene glycol 3.0 Propylene glycol 3.0 Triethanolamine 0.2 antiseptic Suitable amount Pigment Suitable amount Spices Suitable amount Purified water to 100

<1-4> Massage Cream

A massage cream was prepared according to a conventional method by using the fucoserol of Example 2 as the ratio of the massage cream of the following [Table 4].

Ingredients (% by weight) Formulation Examples 1-4 Fucoserol 1.0 Wax 10.0 Polysorbate 60 1.5 PEG 60 hardened castor oil 2.0 Sorbitan sesquioleate 0.8 Liquid paraffin 40.0 Squalane 5.0 Caprylic / capric triglyceride 4.0 glycerin 5.0 Butylene glycol 3.0 Propylene glycol 3.0 Triethanolamine 0.2 Preservative, coloring, fragrance Suitable amount Purified water to 100

<1-5> Pack

A pack was prepared according to a conventional method according to the pack formulation ratio of the following [Table 5].

Ingredients (% by weight) Formulation Examples 1-5 Fucoserol 1.0 Polyvinyl alcohol 13.0 Sodium carboxymethylcellulose 0.2 glycerin 5.0 Allantoin 0.1 ethanol 6.0 PEG 12 nonyl phenyl ether 0.3 Polysorbate 60 0.3 Preservative, coloring, fragrance Suitable amount Purified water to 100

<1-6> Gel

The fucoserol of Example 2 was prepared according to a conventional method according to the ratio of the gel formulation shown in Table 6 below.

Ingredients (% by weight) Formulation Example 1-6 Fucoserol 0.5 Ethylenediamine sodium acetate 0.05 glycerin 5.0 Carboxyvinyl polymer 0.3 ethanol 5.0 PEG 60 hardened castor oil 0.5 Triethanolamine 0.3 Preservative, coloring, fragrance Suitable amount Purified water to 100

< Formulation Example  2 - Health functional foods>

<2-1> Production of Health Functional Food

Vitamin E acetate, 70 mg of vitamin A acetate, 0.1 mg of vitamin B1, 0.15 mg of vitamin B2, 0.5 mg of vitamin B6, 0.2 g of vitamin B12, 10 mg of vitamin C, 10 g of biotin, 10 g of nicotinic acid Amide 1.7 mg, folic acid 50 mg, calcium pantothenate 0.5 mg, ferrous sulfate 1.75 mg, zinc oxide 0.82 mg, magnesium carbonate 25.3 mg, potassium phosphate monobasic 15 mg, dibasic calcium phosphate 55 mg, potassium citrate 90 mg, calcium carbonate 100 mg, And 24.8 mg of magnesium may be mixed. The compounding ratio may be arbitrarily changed. The above ingredients are mixed according to a conventional method for producing healthy foods, granules are prepared, Can be used for the preparation of a composition.

<2-2> Manufacture of health drinks

Purified water was added to 1,000 mg of fucoserol in Example 2, 1000 mg of citric acid, 100 g of oligosaccharide, 2 g of a plum concentrate and 1 g of taurine to mix the above components according to a general health drink manufacturing method in a total of 900 ml, After stirring and heating at 85 ° C, the resulting solution is filtered and sterilized in a sterilized 2 L vessel, sterilized and stored in the refrigerator for use in the manufacture of a health beverage composition.

<2-3> Chewing gum

Chewing gum was prepared by combining 20% by weight of a gum base, 76.9% by weight of sugar, 1% by weight of a flavor and 2% by weight of water and 0.1% by weight of fucoserol in Example 2.

<2-4> Candy

Candy was prepared by mixing 60% by weight of sugar, 39.8% by weight of starch syrup, 0.1% by weight of flavor and 0.1% by weight of fucoserol of Example 2 described above.

<2-5> Biscuit

A mixture of 0.75% by weight of sodium chloride, 0.78% by weight of glucose, 11.78% by weight of palm shortening, 1.54% by weight of ammonium, 0.17% by weight of sodium bicarbonate and 0.16% by weight of sodium bisulfite, 25.59% by weight of Grade I, 22.22% 1.45 wt% of rice flour, 0.0001 wt% of vitamin B1, 0.0001 wt% of vitamin B2, 0.04 wt% of milk fractions, 20.6998 wt% of water, 1.16 wt% of whole milk powder, 0.29 wt% 0.29% by weight of spray salt and 7.27% by weight of spray oil and the weight percentage of fucosterol in Example 2 were blended to prepare a biscuit by a conventional method.

< Formulation Example  3 - Medicines>

<3-1> Powder

50 mg of fucoserol of Example 2 and 2 g of crystalline cellulose were mixed and filled in an airtight cell according to a conventional acid production method to prepare a powder.

<3-2> Purification

After mixing 50 mg of fucosterol, 400 mg of crystalline cellulose and 5 mg of magnesium stearate in Example 2, tablets were prepared by tableting according to a conventional tablet preparation method.

<3-3> Capsule

30 mg of fucose terol of Example 2, 100 mg of whey protein, 400 mg of crystalline cellulose and 6 mg of magnesium stearate were mixed and filled in gelatin capsules according to a conventional preparation method to prepare capsules.

<3-4>

The active ingredient was dissolved in distilled water for injection and the pH was adjusted to about 7.5. Then, 100 mg of fucoserol in Example 2, distilled water for injection, and pH adjuster were mixed and added to a 2 ml volume ampoule Filled and sterilized to prepare an injection.

Accordingly, the present invention provides a cosmetic composition for improving skin wrinkles or skin aging comprising fucoserol of the present invention as an active ingredient. The composition of the present invention is highly effective in suppressing collagenase and promoting the production of collagen, and thus being effective in improving skin aging or skin moisturizing, and thus being highly industrially applicable.

Claims (10)

A cosmetic composition for skin moisturizing comprising fucoserol represented by the following formula (1) as an active ingredient:
[Chemical Formula 1]

.
The method according to claim 1,
Wherein the fucoserol is extracted from any one selected from the group consisting of Pelvetia siliquosa, kelp, seaweed, seaweed, seaweed, crucian carp, dog kelp, Composition.
The method according to claim 1,
Wherein the fucoserol is extracted with at least one solvent selected from the group consisting of water, organic solvents having 1 to 6 carbon atoms, subcritical and supercritical fluids.
The method according to claim 1,
The cosmetic composition may be in the form of a solution, suspension, emulsion, paste, gel, cream, lotion, powder, soap, surfactant-containing cleansing, oil, powder foundation, emulsion foundation, wax foundation and spray And a cosmetic composition for skin moisturizing.
A health functional food for skin moisturizing comprising fucoserol represented by the following formula (1) as an active ingredient:
[Chemical Formula 1]

.
6. The method of claim 5,
Wherein the fucoserol is extracted from any one selected from the group consisting of Pelvetia siliquosa, kelp, sea bream, sea bream, broad bean sprout, crucian carp, dog kelp, Functional foods.
6. The method of claim 5,
Wherein said fucoserol is extracted with at least one solvent selected from the group consisting of water, organic solvents having 1 to 6 carbon atoms, subcritical and supercritical fluids.
A skin moisturizing pharmaceutical composition comprising fucoserol represented by the following formula (1) as an active ingredient:
[Chemical Formula 1]

.
9. The method of claim 8,
Wherein the fucoserol is extracted from any one selected from the group consisting of Pelvetia siliquosa, kelp, seaweed, seaweed, giant seaweed, crucian carp, dog kelp, Gt;
9. The method of claim 8,
Wherein the fucoserol is extracted with at least one solvent selected from the group consisting of water, organic solvents having 1 to 6 carbon atoms, subcritical and supercritical fluids.

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