KR102013804B1 - Cosmetic composition comprising cubosome containing active ingredient - Google Patents

Abstract

The present invention relates to a cosmetic composition for protecting the skin and to a cosmetic composition comprising a cubosome containing ceramide and phytosphingosine as an active ingredient. Specifically, the cubosome is characterized in that it comprises 10.0 to 30% by weight based on the total weight of the cosmetic composition. The cosmetic composition of the present invention is excellent in skin barrier improvement effect and skin moisturizing effect.

Description

Cosmetic composition containing cubosome containing active ingredient {COSMETIC COMPOSITION COMPRISING CUBOSOME CONTAINING ACTIVE INGREDIENT}

The present invention relates to a cosmetic composition comprising a cubosome containing an active ingredient such as ceramide.

The skin is the most external organ of the body, and it is an important organ that has various functions and has a great influence on appearance and image. The skin is composed of various cells and unique structures that cover the outer surface of the body, preventing the evaporation of moisture, controlling the temperature, protecting the human body from external stimuli such as ultraviolet rays, and preventing the invasion of harmful microorganisms. It is an agency to carry out.

The skin consists of three layers of epidermis, dermis and subcutaneous fat. The outermost epidermis plays the most important role in terms of skin aging, and thus has been the subject of intensive research on skin beauty.

The components that make up the stratum corneum, the outermost layer of skin, are keratinocytes and skin lipids. Skin lipids act as a barrier to the skin. This barrier function protects the skin from external harmful substances by controlling cell division and differentiation. It is an important function to prevent the leakage of substances in the body and to prevent skin moisture evaporation.

Among the skin lipids, the lipids responsible for the skin barrier function are mainly composed of ceramide, cholesterol, and free fatty acids, which account for 40 to 60%, 10%, and 25% of the stratum corneum lipids, respectively.

As the components of the skin barrier are composed of lipids, the skin surface is covered with a sebaceous membrane, it has a lipophilic property, and since it constitutes a solid skin lipid barrier, it is known that the water-soluble active ingredients are very difficult to penetrate the skin. .

In the art, a method of preparing a cosmetic composition by encapsulating the active ingredient in liposomes, capsules, nanovesicles, etc., in order to increase the skin penetration of the active ingredient is used. However, these techniques merely attempt to make the particles finer to facilitate skin penetration, and the problem of completely penetrating the lipophilic skin barrier has not been solved.

Cubosome is a particle-type formulation developed by Camurus of Sweden, and a cubic phase structure spontaneously formed by adding water to monoolein is dispersed in water using an emulsifier. It means the particles present in the liquid. The inside of the cubosome consists mainly of a monoacylglycerol such as Monooolein and a cubic phase composed of water, and the outside consists of a lamellar phase formed by an emulsifier such as Pluronic F127 (manufactured by BASF). US Patent No. 5,531,925). Cubosome formulations can not only encapsulate poorly soluble components, which are the advantages of basic emulsions, but can also easily contain water-soluble or amphoteric components due to their structural properties.

In addition, cubosome formulations are harmless to humans because they use only materials approved by the FDA, such as those used in cubic manufacturing. The particle size of these cubosomes can be as small as about 100 nm or as large as several μm. In order to solubilize the active ingredient, a highly viscous liquid may be finely dispersed through a method such as sonication, microfluidization, and homogenization. The main raw materials of cubosomes, Monooolein and Oleic acid, are already used as intestinal absorption accelerators, and Monooolein has a very high mesorption of mesenteric membranes, so it is easy to absorb the drug during oral administration. It is expected to be done.

If the structure of cubosome is obtained by computer simulation, it can be seen that the internal structure of the nanoparticles is composed of cubic lattice, thus forming a very regular lattice structure. The active ingredient can be enclosed when forming a very regular lattice structure, and the encapsulated component is released slowly due to the structural properties of the cubosome.

Korean Patent Publication No. 2002-0066778 discloses a biocompatible composition consisting of at least one monoglyceride compound, at least one emulsifier, an organic solvent and an aqueous solution. The patent provides a solubilizing composition that can solve the problems of dispersibility and stability of existing cubosome formulations.

Korean Patent No. 10-0374161 discloses a cosmetic composition containing phytosphingosine in niosome to improve skin penetration rate.

The present invention provides a cosmetic composition having excellent skin barrier improvement and moisturizing effect by applying the cubosome formulation developed as a drug delivery substance to a cosmetic composition to improve the solubility of the active ingredient in the cosmetic composition, and to improve the penetration and persistence. will be.

The above object of the present invention is achieved by a cosmetic composition excellent in skin barrier improvement effect and skin moisturizing effect, including cubosomes containing ceramide and phytosphingosine as active ingredients.

Preferably, the cubosome is 70 to 80% by weight of monoacylglycerol (Monoacylglycerol), 5 to 10% by weight of poloxamer, 0.1 to 1% by weight of antioxidant, 0.1 to 10% by weight of active ingredient % And 10 to 20% by weight of water.

Preferably, the cubosome may be included in 10.0 to 30.0% by weight based on the total weight of the cosmetic composition.

Also preferably, the ceramide may be contained in 0.1 to 5.0% by weight based on the total weight of the cubosome.

Also preferably, the phytosphingosine may be contained in an amount of 0.1 to 5.0% by weight based on the total weight of cubosome.

Cosmetic composition comprising a cubosome containing the ceramide and phytosphingosine according to the present invention as an active ingredient has a skin barrier improvement and skin moisturizing effect.

Ceramide and phytosphingosine according to the present invention has a cosmetic composition containing a cubosome containing the active ingredient has a skin barrier improvement and skin moisturizing effect.

The cubosome used in the present invention functions to protect and stabilize the active ingredient and to facilitate penetration of the active ingredient into the skin.

The active ingredient may be ceramide and phytosphingosine.

Ceramide is the most important component of 40-50% of intercellular lipids. As genetic factors and aging progress, the amount of ceramide produced decreases, and the skin disease function of the stratum corneum is weakened, which causes atopic dermatitis or dry dermatitis. However, ceramide is excellent in function, but there is a problem that the solubility is low to apply to cosmetics.

Phytoshingosine is an intermediate in the ceramide's biosynthetic pathway, which can be applied to the skin to compensate for missing ceramides or allow skin cells to synthesize ceramides directly. Phytosphingosine is an intermediate of six ceramides 1, 3, and 6 biosynthesis present in the skin and inhibits the growth of unnecessary microorganisms on the skin and inhibits the activity of protein kinase C to inhibit the inflammatory precursors of interleukin 1a (IL-1a). By suppressing secretion, it inhibits inflammation and irritation, thereby maintaining healthy skin, promoting blood circulation and enhancing cell activity. Phytosphingosine also has a problem of low solubility to be applied to cosmetics.

In the present invention, using the cubosome to improve the solubility of ceramide and phytosphingosine, and to improve the skin penetration rate.

Cubosomes generally have a size of about 100 nm to 10 μm, and preferably 10 nm to 1 μm. The cubosome of the present invention includes a vesicle, which preferably consists of monoacylglycerol, poloxamer, and antioxidant. Poloxamer is used as a kind of emulsifier

Cubosomes containing ceramide and phytosphingosine as active ingredients are 70-80% by weight of monoacylglycerol, 5-10% by weight of poloxamer, 0.1-1% by weight of antioxidant, It can be prepared by mixing 0.1 to 10% by weight of the active ingredient and 10 to 20% by weight of water. The antioxidant may be butylated hydroxy toluene (BHT) or tocopherol acetate and the like.

In the cosmetic composition comprising the cubosome according to the present invention, the weight of the cubosome is preferably 10.0 to 30.0% by weight based on the total weight of the cosmetic composition. Ceramide and phytosphingosine, which are active ingredients, are included in the cubosome, and the weight thereof is preferably 0.1 to 10% by weight based on the total weight of the cubosome, and more preferably 0.1 to 5% by weight.

Cubosomes can be added to all cosmetics such as essences and nourishing creams. The addition amount is preferably added in 10 to 30% by weight based on the total weight of the cosmetic composition. If the cubosome is included in less than 10% by weight, the desired effect can not be expected, if it exceeds 30% by weight, there is a problem in the formulation stability and the product price is expensive.

The cosmetic composition containing the cubosome containing the active ingredient obtained by the above method has a skin barrier effect and a moisturizing effect.

Hereinafter, the present invention will be described in more detail with reference to Examples. These examples are only for illustrating the present invention in more detail, it will be apparent to those skilled in the art that the scope of the present invention is not limited by these examples in accordance with the gist of the present invention. .

Production Example  One: Vesicle  Produce

Monoacylglycerol (Monoacylglycerol), poloxamer (Poloxamer) (BASF, Lutrol F127) and antioxidants are weighed in the following Table 1 (A) ratio and completely dissolved and combined while heating to 80 ~ 85 ° C, which is a microfluda high pressure homogenizer. The vesicles were prepared at 600-1000 bar pressure using a microfluidizer.

Production Example  2: ceramide and Phytosphingosine  Stabilized Cubosome  Produce

The vesicle prepared in Preparation Example 1 was cooled to 40 ° C., and purified water, ceramide and phytosphingosine in Table 1 were added, and then passed through a microfluidizer, followed by cooling. And by homogenizing phytosphingosine, a cubosome having a multilayer structure was prepared. The pressure of the microfluidizer was 600-1000 bar and the cooling temperature was 40 ° C. The cubosome prepared here is generally about 100 nm in size.

ingredient weight% A Monoacylglycerol 75 Poloxamer 7.5 Butylated hydroxy toluene 0.75 B Ceramide 0.5 Phytosphingosine 0.5 C Purified water Remaining amount Sum 100

Formulation example : Cubosome  Containing Cosmetics  Composition preparation

Using the cubosome of Preparation Example 2 and the composition of Table 2 below to prepare a cosmetic composition in the form of a cream in accordance with the conventional method for producing a cosmetic.

Cosmetics containing cubosomes containing ceramide and phytosphingosine were prepared in Examples 1 to 3, respectively, and the vesicles of Comparative Example 1 and Preparation Example 1, in which ceramide and phytosphingosine were directly added, for comparison of efficacy. Comparative Example 2, the cosmetic composition Comparative Example 3 that does not contain all of the active ingredient is shown in Table 2 below.

Ingredient (% by weight) Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 Ceramide - - - 0.15 - - Phytosphingosine - - - 0.15 - - Vesicle
(Manufacture example 1) - - - - 30 - Cubosome
(Manufacture example 2) 30.0 10.0 20.0 - - - Butylene Glycol 5.0 5.0 5.0 5.0 5.0 5.0 Cetyloctanoate 5.0 5.0 5.0 5.0 5.0 5.0 Glyceryl Stearate 0.5 0.5 0.5 0.5 0.5 0.5 Polyglyceryl-3 Methylglucose Distearate 2.5 2.5 2.5 2.5 2.5 2.5 Dimethicone 4.0 4.0 4.0 4.0 4.0 4.0 Xanthan Gum 0.1 0.1 0.1 0.1 0.1 0.1 antiseptic Quantity Quantity Quantity Quantity Quantity Quantity Purified water to 100 to 100 to 100 to 100 to 100 to 100

Experimental Example  One: Skin barrier  Reinforcing effect ( TEWL )

Trans-Epidermal Water Loss (TEWL) is an indicator of moisture (except sweat) that evaporates through the skin and is used to assess the extent of damage to the stratum corneum and skin barrier function. High levels of TEWL indicate damage to the skin barrier. The measurement of TEWL was made at constant temperature (22 degrees) and constant humidity (47%) and the unit is g / h / m ² . The measurement method was as follows. First, tape-stripping was performed 30 times to cause damage to the skin barrier. TEWL values were measured using Tewameter TM210 (Courage + Khazaka, Germany) after causing damage to the skin barrier and prior to application of the test product. The cosmetic compositions of Examples 1 to 3 and Comparative Examples 1 to 3 of Table 2 were applied to the damaged skin twice a day for 3 days and then the change in the TEWL value was measured. The results are shown in Table 3.

Sample name TEWL value Before stripping After stripping 3 days after application Example 1 7.0 18.3 7.8 Example 2 6.9 19.3 10.2 Example 3 7.4 19.2 8.7 Comparative Example 1 7.5 18.2 11.5 Comparative Example 2 7.3 19.2 12.3 Comparative Example 3 7.0 18.5 16.3

Referring to Table 3, the TEWL value of Example 1 including the cubosome containing ceramide and phytosphingosine after 3 days of application showed the best effect. In particular, in the case of Example 2 containing 10% by weight of the 3 days after the application of the content of fucubosome and Example 3 containing 20% by weight, it was confirmed that the effect is superior to Comparative Examples 1 to 3.

Experimental Example  2: skin moisturizing effect

Clinical moisturizing effect on the cosmetic composition of the above formulation example was measured as follows. Through the survey, 40 healthy men and women who felt dry skin were divided into 8 groups of 5 people, and the formulations of Examples 1, 2 and Comparative Examples 1 to 3 were applied to the face twice a day for 4 weeks. . Moisturizing effect was evaluated using Corneometer CM820 (Corage + Khazaka, Germany) every two weeks after the start of the practical test and after the end of the improvement. The results are shown in Table 4 below.

division Before use 2 weeks after use 4 weeks after use Example 1 29.11 42.15 49.12 Example 2 30.12 35.25 40.12 Example 3 29.18 38.50 43.10 Comparative Example 1 28.12 33.27 37.25 Comparative Example 2 31.21 36.25 38.64 Comparative Example 3 30.23 32.20 33.25

As shown in Table 4, Example 1 containing 30% by weight of the cuvosome containing ceramide and phytosphingosine and Example 3 containing 20% by weight were found to have superior moisturizing effect compared to Comparative Examples 1 to 3. Can be. Example 2 containing 10% by weight of the cubosome containing ceramide and phytosphingosine can also be seen to exhibit an excellent moisturizing effect than Comparative Examples 1 to 3.

Experimental Example  3: Cubosome  Containing Cosmetic  Formulation Stability Test

Separation of the cosmetic compositions of Examples 1 to 3 and Comparative Examples 1 to 3 in accordance with the change over time to observe the stability in the refrigeration (4 ℃) to high temperature (45 ℃) conditions to confirm the refrigeration and high temperature stability Was observed and shown in Tables 5 and 6.

stability ○ Partial separation △ Complete separation X

Preservation temperature Preservation period Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Comparative Example 3 4 ℃ 1 week ○ ○ ○ ○ ○ ○ 2 weeks ○ ○ ○ ○ ○ ○ 4 Weeks ○ ○ ○ ○ ○ ○ 45 ℃ 1 week ○ ○ ○ ○ ○ ○ 2 weeks ○ ○ ○ △ ○ ○ 4 Weeks ○ ○ ○ X ○ ○

Referring to Table 6, the cosmetic compositions of Examples 1 to 3 according to the present invention showed excellent long-term storage stability, while Comparative Example 1 partially separated at high temperature, and completely separated in 4 weeks. .

Having described the specific part of the present invention in detail, it is apparent to those skilled in the art that such a specific technology is only a preferred embodiment, and the scope of the present invention is not limited thereto. Therefore, the substantial scope of the present invention will be defined by the appended claims and equivalents thereof.

Claims (5)

As a cosmetic composition for skin moisturizing or skin barrier improvement comprising a cubosome containing ceramide and phytosphingosine as an active ingredient,
The cubosome is 1 to 70 to 80% by weight of monoacylglycerol (Monoacylglycerol), 5 to 10% by weight of poloxamer, butylated hydroxy toluene (BHT) and tocopherol acetate relative to the total weight of cubosome 0.1 to 1% by weight of the antioxidant of the species, 0.1 to 5.0% by weight of ceramide, 0.1 to 5.0% by weight of phytosphingosine and 10 to 20% by weight of water,
The cubosome has a size of 10 nm to 1 μm,
The cubosome is characterized in that contained in 10.0 to 30.0% by weight based on the total weight of the cosmetic composition, cosmetic composition for skin moisturizing or skin barrier improvement. delete delete delete delete