KR102337667B1 - Cosmetic composition for skin moisture and manufacturing method thereof - Google Patents

Abstract

The present invention relates to a composition that can be applied without irritation even to sensitive skin due to its high affinity with the skin, is easily absorbed into the skin, and can improve the skin condition, in particular, to improve skin moisture, and a method for preparing the same, specifically It is a composition for improving skin comprising a compound in which proteoglycan and hyaluronic acid are combined as an active ingredient.

Description

Cosmetic composition for skin moisture and manufacturing method thereof

The present invention relates to a composition for cosmetic or external application for skin that can be applied without irritation even to sensitive skin due to its high affinity with the skin, is easily absorbed into the skin, and can improve skin condition, in particular, improve skin moisture, and a method for preparing the same .

The skin is an organ that is always in contact with the external environment, and it is common to play a role as a protective barrier to prevent moisture loss. In order to prevent the drying of the skin moisture, it develops into a thin stratum corneum while containing moisture through a differentiation process in the epidermal layer.

As the outermost layer of the skin in direct contact with the external environment, the stratum corneum prevents the intrusion of mechanically and chemically harmful ingredients, prevents the loss of internal moisture in an external environment that is drier than the living body, and at the same time, the stratum corneum itself retains adequate moisture for flexibility is maintaining

The moisture content of the skin is about 70% in the dermis, but decreases as it goes to the epidermis and becomes about 10-30% in the stratum corneum, the outermost layer. At this time, the stratum corneum must be adequately hydrated to maintain the elasticity or flexibility of the skin. In general, normal skin contains about 30% of water or water-soluble components. In addition, keratinocytes of healthy people have high concentrations of natural moisturizing factors (NMF) to help the skin retain moisture.

However, in spite of these functions of the skin, it loses its moisturizing power and becomes dry due to bad weather, strong ultraviolet rays, excessive use of face wash, stress and natural skin aging. Therefore, in order to prevent such dry skin, polyols such as sorbitol and propanediol, natural moisturizing factors such as sodium pyrrolidone carboxylate, and amino acids are blended in conventional moisturizing cosmetics, but these may cause irritation to the skin or prevent formulation stability. there is a problem. Therefore, there is a further need for the development of a new skin moisturizer that is harmless to the human body and has a high affinity with the skin, so that it does not irritate even sensitive skin and maximizes the skin moisturizing effect.

Korean Patent Application Laid-Open No. 10-2017-0091193 'A composition for external application for skin containing ultra-low molecular weight hyaluronic acid at a high concentration and a method for manufacturing the same'

One object of the present invention is to provide an external preparation or cosmetic composition for skin improvement comprising a compound in which proteoglycan and hyaluronic acid are combined.

Other objects and advantages of the present invention will become more apparent from the following detailed description of the invention, claims and drawings.

According to one embodiment of the present invention, it relates to a composition for improving skin comprising a compound in which proteoglycan and hyaluronic acid are combined as an active ingredient.

proteoglycan

In the present invention, the "proteoglycan" is an acidic mucopolysaccharide complexed with a protein, a sugar molecule contained therein has nitrogen, and one or more glycosaminoglycans in one polypeptide chain called a core protein. It has a structure in which a sugar chain called glycosaminoglycan (GAG) is bound.

In general, when acetic acid is used as a solvent in the extraction of proteoglycan, denaturation occurs at the N-terminus and one side of the core protein is inactivated.

In the present invention, the proteoglycan extracted from animal cartilage using an alkaline solution is preferable because the N-terminus or C-terminus is not denatured, so that it can form a bond with hyaluronic acid.

In the present invention, mammalian or female cartilage may be used as the animal cartilage, for example, bovine or whale cartilage may be used.

In addition, in the present invention, the alkali solution may be at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium hydrogen carbonate and potassium carbonate, and may preferably be sodium hydroxide, but is limited thereto no.

In addition, in the present invention, the weight average molecular weight of the proteoglycan is preferably 900,000 daltons (Da) to 1.2 million daltons (Da).

In the present invention, the C-terminus of the proteoglycan includes a lectin region or an EGF region, and has the same efficacy as EGF (epithelial growth factor) or FGF (fibroblast growth factor), for example, promoting collagen production when applied to the skin, It can promote hyaluronic acid production, dermal papilla cell activation function, and the like.

hyaluronic acid

In the present invention, the "hyaluronic acid (HA)" is a biosynthetic natural substance abundantly present in the skin of animals, such as D-glucuronic acid and N-acetyl-D-glucosamine (N -Acetyl-D-glucosamine) as a basic unit, molecular weight reaches hundreds of thousands to millions of Daltons), and is composed of a linear polymer found in almost all living organisms with the same structure. This hyaluronic acid is usually produced by extraction or fermentation from animal tissue, and is well soluble in water and has the property of retaining a lot of moisture in its molecular structure.

In the present invention, the weight average molecular weight of the hyaluronic acid may be 500,000 daltons (Da) to 2 million daltons (Da), and preferably, the weight average molecular weight is 500,000 daltons (Da) or more and less than 1 million daltons (Da) or , may be 1 million daltons (Da) to 2 million daltons (Da), and when it is outside the above range, skin moisturizing power or absorption power may be significantly reduced when applied to the skin.

Combination of proteoglycan and hyaluronic acid

In the present invention, the proteoglycan and hyaluronic acid may be linked by a peptide bond. For reference, FIG. 1 is a view showing the binding form of proteoglycan and hyaluronic acid binding material, which are active ingredients of the composition for improving skin of the present invention.

In the present invention, the "peptide bond" refers to dehydration between carbon 1 (C-1) of the carboxyl group of one amino acid and nitrogen 2 (N-2) of the amino group of another amino acid on a peptide or protein chain. It is a covalent bond in the form of an amide formed by a condensation reaction.

Specifically, in the present invention, the unmodified N-terminal or C-terminus of the proteoglycan, preferably the unmodified N-terminal amine group (-NH ₂ ) and the carboxyl group of hyaluronic acid (-C (=O) OH) can form a peptide bond.

Since hyaluronic acid with a weight average molecular weight of 500,000 daltons (Da) or more is a high molecular weight polysaccharide, it generally does not penetrate the skin. Although it can be blocked, it does not penetrate the skin, so it stays on the surface of the skin and is easily washed off from the surface of the skin by washing or the like, thereby making it difficult to sustain the moisturizing effect of the skin.

However, in the present invention, unmodified N of hyaluronic acid having a weight average molecular weight of 500,000 Daltons (Da) to 2 million Daltons (Da) and proteoglycans having a weight average molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) -By binding to the end in a specific composition ratio, it enhances the moisturizing effect of the skin, but overcomes the disadvantage of not being able to penetrate the stratum corneum of the skin and being washed off to provide a long-term moisturizing effect to the skin, thereby maintaining an optimal moist state.

Specifically, in the present invention, the proteoglycan has a weight average molecular weight of 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 500,000 daltons (Da) or more and less than 1 million daltons (Da). and the proteoglycan and hyaluronic acid are preferably mixed and combined in a weight ratio of 1:1 to 2. Here, when the weight ratio is out of the above ratio, the bonding force between the two materials may be lowered or the skin absorption power may be lowered, so that the skin improvement effect may be significantly reduced.

In addition, in the present invention, the proteoglycan has a weight average molecular weight of 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 1 million daltons (Da) to 2 million daltons (Da), Preferably, the proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 4-5:1. Here, when the weight ratio is out of the above ratio, the bonding force between the two materials may be lowered or the skin absorption power may be lowered, so that the skin improvement effect may be significantly reduced.

Collagen

The cosmetic composition of the present invention may further include collagen to enhance the skin improvement effect.

In the present invention, the "collagen" is a major matrix protein produced in the fibroblasts of the skin and is present in the extracellular matrix. Support, induction of cell division and differentiation (in growth of organisms or wound healing) are known. Such collagen is reduced by age and photoaging by UV irradiation, which is known to be closely related to the formation of wrinkles in the skin. In addition, as extensive research on skin aging has been developed in recent years, an important function of collagen in the skin has been revealed.

In the present invention, the weight average molecular weight of the collagen is preferably a low molecular weight type collagen, more preferably a weight average molecular weight of 2,000 daltons (Da) or more and less than 10,000 daltons (Da), more preferably 4,000 daltons (Da). ) to 6,000 Daltons (Da) of low molecular weight collagen.

In addition, in the present invention, the collagen is preferably included in an amount of 0.2 to 0.5 weight ratio relative to 1 weight of the proteoglycan, and when the content of the collagen is included in an amount of less than 0.2 weight ratio relative to 1 weight of the proteoglycan, the effect of adding the collagen It is difficult to obtain, and when it is included in an amount exceeding 0.5 weight ratio, the skin improvement effect may be reduced.

liposome

The cosmetic composition of the present invention may include a liposome comprising a compound to which proteoglycan and hyaluronic acid are bound, and collagen optionally further included.

In the present invention, the term "liposome" refers to a phospholipid bilayer formed when phospholipids are put in an aqueous solution to form a hollow droplet-like structure.

The cosmetic composition of the present invention can reduce irritation when applied to the skin by including the liposome, and enables delivery of the active ingredient contained therein to the dermis of the skin.

In the present invention, the diameter of the liposome may be 50 nm to 100 nm, but is not limited thereto. Here, the "diameter" means the length of the longest straight line passing through the center of the liposome.

In the present invention, the liposome is glycerin, hydrogenated lecithin, inulin lauryl carbamate, caprylic/capric triglyceride, 1,2- It may further include one or more selected from the group consisting of hexanediol (1,2-hexanediol) and a solvent.

In the present invention, the water-soluble solvent may include at least one of purified water, C1 to C5 alcohols and polyhydric alcohols, but is not limited thereto.

In the present invention, the liposome contains 0.1 to 5% by weight, preferably 0.5 to 2% by weight of a compound to which proteoglycan and hyaluronic acid are bound; 5 to 20% by weight of glycerin, preferably 5 to 15% by weight; 1 to 10% by weight of hydrogenated lecithin, preferably 3 to 6% by weight; 1 to 10% by weight, preferably 3 to 6% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride, preferably 15 to 30% by weight; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight, preferably 1 to 3% by weight; and 50 to 70% by weight of a solvent.

In addition, in the present invention, the liposome may contain 0.1 to 5% by weight, preferably 0.5 to 2% by weight of a compound to which proteoglycan and hyaluronic acid are bound; 0.05 to 5% by weight of collagen, preferably 0.1 to 2% by weight; 5 to 20% by weight of glycerin, preferably 5 to 15% by weight; 1 to 10% by weight of hydrogenated lecithin, preferably 3 to 6% by weight; 1 to 10% by weight, preferably 3 to 6% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride, preferably 15 to 30% by weight; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight, preferably 1 to 3% by weight; and 50 to 70% by weight of a solvent.

In the present invention, by using the liposome of the above composition, the stability of the formulation can be improved, and when applied to the skin, the skin absorption and moisturizing power can be remarkably increased.

skin improvement

When the composition of the present invention is applied to the skin, it is possible to obtain effects such as skin improvement, for example, skin moisturizing, skin elasticity enhancement, skin whitening, wrinkle improvement, skin regeneration or anti-aging, and preferably skin moisturizing effect. can be raised

composition

In the present invention, the composition may be used as a composition for external application to the skin.

In the present invention, the composition may include a mixture of the compound to which the proteoglycan and hyaluronic acid are bound and optionally collagen or a liposome comprising them in an amount of 1 to 10% by weight. In the present invention, when the content of the active ingredient as described above is less than 1% by weight, it is difficult to obtain the desired effect because the skin moisturizing effect is lowered. Efficacy may also not appear to be elevated.

Composition for external application for skin

The composition for external application for skin of the present invention can provide a skin barrier protection effect on skin damaged by burns or cuts, dry skin, or sensitive skin through the skin improvement effect.

The external preparation for skin of the present invention may be applied to the human body in various ways or forms by applying the composition of the present invention, but preferably may be prepared in the form of an external preparation for skin applicable by being topically applied to the skin. For example, powders, solutions, suspensions, emulsions, gels, drops, suppositories, creams, ointments, patches, pads or sprays may be mentioned, but are not limited thereto.

In the present invention, when formulated into the composition for external application for skin, in addition to the composition of the present invention, as additives, for example, excipients, wettable powders, emulsification accelerators, suspending agents, salts or buffers for osmotic pressure control, colorants, spices, stabilizers, preservatives, It can be prepared by appropriately mixing preservatives or other commercially available adjuvants. The additives are commonly used in the art, and can be formulated within a range that does not impair the purpose and effect of the present invention.

cosmetic composition

The composition for external application for skin of the present invention may be used as a cosmetic composition.

In the present invention, the cosmetic composition includes lotion, nutritional lotion, nutritional essence, massage cream, cosmetic bath additive, body lotion, body milk, bath oil, baby oil, baby powder, shower gel, shower cream, sunscreen lotion, sunscreen cream, Suntan cream, skin lotion, skin cream, sunscreen cosmetics, cleansing milk, depilatory {cosmetic}, face and body lotion, face and body cream, skin whitening cream, hand lotion, hair lotion, cosmetic cream, jasmine oil, Bath soap, water soap, beauty soap, shampoo, hand sanitizer (hand cleaner), medicated soap (for non-medical use), cream soap, facial wash, body cleaner, scalp cleaner, hair conditioner, makeup soap, tooth whitening gel, toothpaste, etc. form can be prepared. To this end, the composition of the present invention may further include a solvent or an appropriate carrier, excipient or diluent commonly used in the preparation of cosmetic compositions.

The type of solvent that can be further added to the cosmetic composition of the present invention is not particularly limited, but for example, water, saline, DMSO, or a combination thereof may be used, and as a carrier, excipient or diluent, purified water, oil, wax , fatty acids, fatty alcohols, fatty acid esters, surfactants, humectants, thickeners, antioxidants, viscosity stabilizers, chelating agents, buffers, lower alcohols, and the like. In addition, if necessary, it may include a whitening agent, a moisturizer, a vitamin, a sunscreen, a perfume, a dye, an antibiotic, an antibacterial agent, an antifungal agent.

Hydrogenated vegetable oil, castor oil, cottonseed oil, olive oil, palm oil, jojoba oil, and avocado oil may be used as the oil. As the wax, beeswax, spermaceti, carnauba, candelilla, montan, ceresin, liquid paraffin, and lanolin may be used. can be used

As the fatty acid, stearic acid, linoleic acid, linolenic acid, and oleic acid may be used, and as the fatty acid alcohol, cetyl alcohol, octyl dodecanol, oleyl alcohol, panthenol, lanolin alcohol, stearyl alcohol, and hexadecanol may be used. As the fatty acid ester, isopropyl myristate, isopropyl palmitate, and butyl stearate may be used. As the surfactant, cationic surfactants, anionic surfactants and nonionic surfactants known in the art can be used, and surfactants derived from natural products are preferred as far as possible.

In addition, it may include a desiccant, a thickener, an antioxidant, etc. widely known in the cosmetic field, and the types and amounts thereof are as known in the art.

According to another embodiment of the present invention, it relates to a method for preparing a composition for improving skin, comprising preparing a compound in which proteoglycan and hyaluronic acid are combined.

In the present invention, prior to the preparation step, a step of preparing proteoglycan and hyaluronic acid may be performed.

Steps to prepare proteoglycans

In the present invention, the step of preparing the proteoglycan may be performed by extracting animal cartilage using an alkaline solution.

Here, the alkali solution may be at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium hydrogen carbonate and potassium carbonate, and preferably sodium hydroxide, but is not limited thereto.

In the present invention, the concentration of the alkali solution may be 0.0025 N to 0.1 N, preferably 0.0025 N to 0.01 N, or 0.01 N to 0.05 N, or 0.05 N to 0.1 N or 0.01 N to 0.1 N.

In the present invention, the extraction is carried out at a temperature of 0 to 30 ℃, preferably 0 to 10 ℃, more preferably 0 to 4 ℃ to prevent degradation of proteoglycans and to extract as a polymeric glycoprotein complex. can

In the present invention, the extraction may be performed for 1 to 72 hours, but is not limited thereto. When the concentration of the alkali solution used for the extraction in the present invention is 0.0025 N to 0.01 N, the extraction is preferably performed for 9 to 42 hours or 9 to 24 hours, and the concentration of the alkali solution exceeds 0.01 N 0.05 When N or less, the extraction is preferably performed for 8 to 10 hours or 9 hours, and when the concentration of the alkali solution is more than 0.05 N and 0.1 N or less, the extraction is 1 to 9 hours, 1 to 3 hours, or 2 hours It is preferable because it can inhibit the degradation of the core protein of the proteoglycan.

In the present invention, the proteoglycan extract obtained through the extraction process as described above may be used as it is, but preferably, the purity of the proteoglycan may be increased through purification and filtration processes.

As a method for purifying the proteoglycan in the present invention, a centrifugal separation method can be performed, and in detail, fine solids are settled into sedimentation residues by centrifugation operation, and the original oil and fat content of the raw material can be easily removed as a top suspension. have.

In addition, as the method for filtering the proteoglycan in the present invention, the liquid phase containing the proteoglycan recovered by the centrifugation method is filtered using filter paper or an ultrafiltration membrane separator having an appropriate differentiated molecular weight. It can be carried out by filtering. In the present invention, when the proteoglycan is filtered, water is added to the liquid phase containing the proteoglycan to lower the viscosity of the liquid phase, thereby facilitating the passage of the membrane used for filtration and removing unnecessary fish odor.

In the present invention, the proteoglycan in gel form may be recovered by adding saturated ethanol to saline to the concentrate obtained through the purification and filtration process as described above, and if necessary, it may be obtained as a solid proteoglycan through a vacuum freeze-drying process, or obtained by a spray dryer (spray). It can also be obtained in powder form by drying with a dryer).

As such, in the present invention, proteoglycan in powder form can be used as the proteoglycan in the present invention, but it is preferable to prepare in the form of an aqueous solution of proteoglycan by adding a solvent such as purified water to the extracted proteoglycan to increase the mixing power and binding power with hyaluronic acid. have.

In the present invention, the proteoglycan is preferably included in an amount of 1 to 10 wt% in the aqueous proteoglycan solution. When the content of the proteoglycan is less than 1% by weight, the efficacy of the proteoglycan is weak, so it is difficult to obtain the object desired in the present invention, and when the content of the proteoglycan exceeds 10% by weight, the proteoglycan may not be completely dissolved.

In the present invention, the weight average molecular weight of the proteoglycan extracted as described above is preferably 900,000 Daltons (Da) to 1.2 million Daltons (Da).

Steps to prepare hyaluronic acid

In the present invention, hyaluronic acid in powder form may be used as the hyaluronic acid, but preferably, it is prepared in the form of an aqueous solution of hyaluronic acid by adding a solvent such as purified water to the hyaluronic acid. have.

In the present invention, it is preferable that the hyaluronic acid is contained in an amount of 1 to 10% by weight in the aqueous solution of hyaluronic acid. If the content of hyaluronic acid is less than 1% by weight, the efficacy of hyaluronic acid is weak and it is difficult to obtain the desired object of the present invention. can

In the present invention, the weight average molecular weight of the hyaluronic acid may be 500,000 daltons (Da) to 2 million daltons (Da), and preferably, the weight average molecular weight is 500,000 daltons (Da) or more and less than 1 million daltons (Da) or , may be 1 million daltons (Da) to 2 million daltons (Da), and when it is outside the above range, skin moisturizing power or absorption power may be significantly reduced when applied to the skin.

Preparing a compound in which proteoglycan and hyaluronic acid are combined

In the present invention, as described above, when proteoglycan, preferably an aqueous solution of proteoglycan, and hyaluronic acid, preferably an aqueous solution of hyaluronic acid, are prepared, they are mixed to prepare a compound in which the proteoglycan and hyaluronic acid are combined.

In the present invention, the mixing of the proteoglycan and hyaluronic acid may be performed under a temperature range of 20 to 45° C. at a stirring speed of 500 to 1,500 rpm, stirring for 30 minutes to 1 hour, but is not limited thereto.

In the present invention, the compound is an unmodified N-terminal or C-terminus of proteoglycan, preferably an unmodified N-terminal amine group (-NH ₂ ) and a carboxyl group of hyaluronic acid (-C (= O) OH) A peptide bond may be formed.

In addition, in the present invention, proteoglycan having a weight average molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 500,000 Daltons (Da) to 2 million Daltons (Da) are mixed in a specific composition ratio. By doing this, while enhancing the skin moisturizing effect, it overcomes the disadvantage of not being able to penetrate into the stratum corneum of the skin and being washed off to provide a long-term moisturizing effect to the skin, thereby maintaining an optimal moist state.

Specifically, in the present invention, the proteoglycan has a weight average molecular weight of 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 500,000 daltons (Da) or more and less than 1 million daltons (Da). and the proteoglycan and hyaluronic acid are preferably mixed and combined in a weight ratio of 1:1 to 2. Here, when the weight ratio is out of the above ratio, the bonding force between the two materials may be lowered or the skin absorption power may be lowered, so that the skin improvement effect may be significantly reduced.

In addition, in the present invention, the proteoglycan has a weight average molecular weight of 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 1 million daltons (Da) to 2 million daltons (Da), Preferably, the proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 4-5:1. Here, when the weight ratio is out of the above ratio, the bonding force between the two materials may be lowered or the skin absorption power may be lowered, so that the skin improvement effect may be significantly reduced.

Steps to add collagen

In the present invention, the step of adding collagen may optionally be additionally performed during the step of preparing a compound in which proteoglycan and hyaluronic acid are combined.

In the present invention, the mixing order of the proteoglycan, hyaluronic acid and collagen is not particularly limited. For example, proteoglycan and hyaluronic acid may be first mixed and then collagen may be mixed, or hyaluronic acid and collagen may be mixed first and then proteoglycan may be mixed, or proteoglycan and collagen may be mixed first, and then hyaluronic acid may be mixed.

In the present invention, the addition of the collagen may be performed while stirring for 30 minutes to 1 hour under a temperature range of 20 to 45° C. at a stirring speed of 500 to 1,500 rpm, but is not limited thereto.

In the present invention, the weight average molecular weight of the collagen is preferably a low molecular weight type collagen, more preferably a weight average molecular weight of 2,000 daltons (Da) or more and less than 10,000 daltons (Da), more preferably 4,000 daltons (Da). ) to 6,000 Daltons (Da) of low molecular weight collagen.

In the present invention, collagen in powder form can be used as the collagen, but preferably, it is prepared in the form of an aqueous collagen solution by adding a solvent such as purified water to the collagen.

In the present invention, the collagen is preferably contained in an amount of 1 to 10% by weight in the aqueous collagen solution. When the content of the collagen is less than 1% by weight, it is difficult to obtain the desired object in the present invention because the efficacy of collagen is weak, and when the content of the collagen exceeds 10% by weight, the collagen may not be completely dissolved.

In addition, in the present invention, the collagen is preferably added in an amount of 0.2 to 0.5 weight ratio relative to 1 weight of the proteoglycan, and when the content of the collagen is added in an amount of less than 0.2 weight ratio relative to 1 weight of the proteoglycan, the effect of adding the collagen is difficult to obtain, and when it is added in an amount exceeding 0.5 weight ratio, the skin improvement effect may be reduced.

Step of preparing liposomes

In the present invention, after preparing a compound in which proteoglycan and hyaluronic acid are combined as described above, liposomes comprising the compound and optionally collagen can be prepared.

In order to prepare the liposome in the present invention, glycerin, hydrogenated lecithin, inulin lauryl carbamate (inulin) in a mixture with the compound to which the proteoglycan and hyaluronic acid are combined or optionally added collagen lauryl carbamate), caprylic / capric triglyceride (caprylic / capric triglyceride), 1,2-hexanediol (1,2-hexanediol) and the step of adding one or more selected from the group consisting of a solvent can

In the present invention, the solvent may include at least one of purified water, C1 to C5 alcohol and polyhydric alcohol, but is not limited thereto.

In the present invention, the mixing order of the proteoglycan, hyaluronic acid and collagen and the additional components for preparing the liposome is not particularly limited.

In the present invention, the addition of the additional components for preparing the liposome is performed under a temperature range of 20 to 80 ° C. at a stirring speed of 500 to 5,000 rpm, stirring for 3 minutes to 2 hours, and then using a high pressure homogenizer at 600 to 1500 bar conditions 3 It may be performed under ash treatment conditions, but is not limited thereto.

In the present invention, after the addition of the additional components for preparing the liposome as described above, a step of adding a water-soluble solvent to the obtained mixture dropwise and stirring may be performed.

In the present invention, the stirring may be performed under a temperature range of 20 to 80 ℃ at a stirring speed of 500 to 5,000 rpm, stirring for 3 minutes to 2 hours, but is not limited thereto.

In the present invention, after the step of dropwise addition and stirring, the step of evaporating the volatile organic solvent may be performed if necessary.

In the present invention, it is possible to prepare a liposome in which a compound to which proteoglycan and hyaluronic acid are bound and, optionally, collagen are encapsulated through the above process.

In the present invention, the obtained liposome contains 0.1 to 5% by weight, preferably 0.5 to 2% by weight of a compound to which proteoglycan and hyaluronic acid are bound; 5 to 20% by weight of glycerin, preferably 5 to 15% by weight; 1 to 10% by weight of hydrogenated lecithin, preferably 3 to 6% by weight; 1 to 10% by weight, preferably 3 to 6% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride, preferably 15 to 30% by weight; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight, preferably 1 to 3% by weight; and 50 to 70% by weight of a solvent.

In addition, the liposome obtained in the present invention is 0.1 to 5% by weight of a compound to which proteoglycan and hyaluronic acid are bound, preferably 0.5 to 2% by weight; 0.05 to 5% by weight of collagen, preferably 0.1 to 2% by weight; 5 to 20% by weight of glycerin, preferably 5 to 15% by weight; 1 to 10% by weight of hydrogenated lecithin, preferably 3 to 6% by weight; 1 to 10% by weight, preferably 3 to 6% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride, preferably 15 to 30% by weight; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight, preferably 1 to 3% by weight; and 50 to 70% by weight of a solvent.

In the present invention, by using the liposome of the above composition, the stability of the formulation can be improved, and when applied to the skin, the skin absorption and moisturizing power can be remarkably increased.

In the present invention, the diameter of the liposome prepared as described above may be 50 nm to 100 nm, but is not limited thereto.

preparing the composition

In the present invention, the step of preparing a composition for improving skin after preparing a compound in which proteoglycan and hyaluronic acid are bound or a mixture with collagen optionally added thereto as described above or after preparing liposomes containing them can be performed. have.

In the present invention, the composition may include a mixture of the compound to which the proteoglycan and hyaluronic acid are bound and optionally collagen or a liposome comprising them in an amount of 1 to 10% by weight. In the present invention, when the content of the active ingredient as described above is less than 1% by weight, it is difficult to obtain the desired effect because the skin moisturizing effect is lowered. Efficacy may also not appear to be elevated.

In the present invention, the composition may be prepared in the form of a composition for external application for skin, and in the present invention, the composition for external application for skin may be used as a cosmetic composition.

In the present invention, the definition of the skin improvement and the cosmetic composition and the definition of the composition for external application for skin overlap with those defined in the previous composition for skin improvement, and thus description thereof will be omitted below to avoid excessive complexity of the specification.

The composition provided in the present invention has high affinity with the skin, so it is applied without irritation to sensitive skin, has excellent absorption into the skin, and functions such as skin moisturizing, skin elasticity enhancement, skin whitening, wrinkle improvement, skin regeneration or anti-aging The effect is also excellent.

1 is a view showing the binding form of proteoglycan and hyaluronic acid binding material, which are active ingredients of a composition for skin improvement according to an embodiment of the present invention.
2 is a view showing the test results of hyaluronic acid binding activity according to the activity of proteoglycan in Experimental Example 1 of the present invention.

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

Example

[Preparation Example 1] Preparation of unmodified N-terminal proteoglycan aqueous solution

After washing, degreasing, and deodorizing salmon nose cartilage was immersed in 0.01 N sodium hydroxide, alkali-extracted at 4 °C for 9 hours, neutralized, centrifuged, and filtered using filter paper. A proteoglycan powder having a weight average molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) was prepared by drying by spray-drying and applying a cold processing method without heat treatment in the previous manufacturing process. 1 g of the obtained proteoglycan powder was added to 99 g of water and mixed to prepare an aqueous proteoglycan solution.

[Preparation Example 2] Preparation of hyaluronic acid aqueous solution

Hyaluronic acid powder having a weight average molecular weight of 500,000 Daltons (Da) to 700,000 Daltons (Da) or less by applying a microbial fermentation culture method; hyaluronic acid powder having a weight average molecular weight of 1 million daltons (Da); Each of the hyaluronic acid powders having a weight average molecular weight of 2 million daltons (Da) was prepared (product of SK Bioland). 1 g of the hyaluronic acid powder thus obtained was added to 99 g of water and mixed to prepare an aqueous solution of hyaluronic acid.

[Preparation Example 3] Preparation of aqueous collagen solution

After selecting a low molecular weight collagen powder having a weight average molecular weight of 5,000 Daltons (Da), 1 g of the collagen powder was added to 99 g of water and mixed to prepare an aqueous collagen solution.

[Comparative Preparation Example 1] Preparation of modified N-terminal proteoglycan aqueous solution

Proteoglycan was extracted in the same manner as in Preparation Example 1, but using acetic acid instead of sodium hydroxide as the extraction solvent, a weight average molecular weight of 500,000 Daltons (Da), and N-terminal denatured proteoglycan powder was prepared. 1 g of the obtained proteoglycan powder was added to 99 g of water and mixed to prepare an aqueous proteoglycan solution.

[Experimental Example 1] Confirmation of binding efficiency with hyaluronic acid according to the modification of the N-terminus of proteoglycan

In order to confirm the hyaluronic acid binding activity according to whether the N-terminus of the proteoglycan is denatured, both ends (N-terminus and C-terminus) of the core protein prepared in Preparation Example 1 have a non-denatured activated state, A proteoglycan having a weight average molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and a hyaluronic acid link protein prepared in Comparative Preparation Example 1, that is, inactivated by denaturing the N-terminus, having a weight average molecular weight of 50 The degree of binding activity with hyaluronic acid was confirmed for the 10,000 dalton (Da) proteoglycan. Specifically, each proteoglycan sample was adjusted to a concentration of 5,000 ng/ml, divided into two, one side was added with hyaluronic acid for inhibition, the other side was reacted for 1 hour without addition. Hyaluronic acid was immobilized on the wells of the ELISA plate, the above solution was added to the wells, and the reaction was performed for 1 hour, followed by washing. Next, an anti-CS antibody solution was added and the reaction was repeated for 1 hour, followed by washing again. Then, the HRP-labeled secondary antibody solution was added and the reaction was repeated for 1 hour, followed by washing. After adding the color-developing substrate solution and reacting for 30 minutes, the reaction was stopped and absorbance was measured, and the results are shown in FIG. 2 .

As shown in FIG. 2 , in the case of PG-LS HA(-), hyaluronic acid is fixed, and the N-terminus of Preparation Example 1 is in a bound state with undenatured proteoglycan added, so the absorbance is high even after washing. It was confirmed that it was measured. However, in the case of PG-LS HA(+), hyaluronic acid was fixed and the N-terminal undenatured proteoglycan of Preparation Example 1 was added, but the pretreatment solution in which the proteoglycan and hyaluronic acid were combined was re-reacted. It could be seen that the absorbance was low because it did not recombine after washing. On the other hand, in the case of Wako PG HA(-), hyaluronic acid is fixed and the absorbance is low due to the low binding force between hyaluronic acid and the proteoglycan after washing as the N-terminal modified proteoglycan of Comparative Preparation Example 1 is added became In the case of Wako PG HA(+), hyaluronic acid was fixed and the pretreatment solution in which proteoglycan and hyaluronic acid were combined with the N-terminal denatured proteoglycan of Comparative Preparation Example 1 was re-reacted. It did not recombine, so the absorbance was measured to be low.

Through this, the N-terminal denatured and inactivated proteoglycan obtained in Comparative Preparation Example 1 did not exhibit binding activity to hyaluronic acid, whereas the N-terminal undenatured and activated proteoglycan obtained in Preparation Example 1 was undenatured. It was clearly found to have binding activity to hyaluronic acid.

[Preparation Examples 1 to 10] Preparation of a compound in which proteoglycan and hyaluronic acid having a weight average molecular weight of 500,000 Daltons (Da) to 700,000 Daltons (Da) are bound

An aqueous solution of proteoglycan having a weight average molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) obtained in Preparation Example 1, and a weight average molecular weight obtained in Preparation Example 2 of 500,000 Daltons (Da) to 700,000 Daltons (Da) ) was mixed with an aqueous hyaluronic acid solution in the ratio shown in Table 1 below, followed by stirring at 1,000 rpm at a temperature of 30° C. for 1 hour to prepare a compound.

division Proteoglycan: weight ratio of hyaluronic acid Preparation Example 1 1: 0.6 Preparation 2 1: 0.8 Preparation 3 1:1 Preparation 4 1:1.2 Preparation 5 1: 1.25 Preparation 6 1: 1.4 Preparation 7 1:1.67 Preparation 8 1: 2 Preparation 9 1: 2.5 Preparation 10 1: 4

[Experimental Example 2] Confirmation of skin moisturizing effect according to the binding ratio of proteoglycan and hyaluronic acid having a weight average molecular weight of 500,000 Daltons (Da) to 700,000 Daltons (Da)

According to the binding ratio of the N-terminal activated proteoglycan having a molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 500,000 Daltons (Da) to 700,000 Daltons (Da) In order to confirm the skin moisturizing power, the compound prepared in Preparation Examples 1 to 10 was applied to the skin, and then the water retention ability was measured. Specifically, while applying the compounds prepared in Preparation Examples 1 to 10 to the skin (2 times/day) for 5 subjects each in a constant temperature and humidity room at 22 ° C. and 45% relative humidity, 1 week compared to the first day After measuring the increase rate of the moisture content, the results are shown in Table 2 below. At this time, as the measuring device, a moisture content meter was used to measure the moisturizing power by measuring the electric capacity of the skin according to the moisture content of the skin (average by measuring 5 times / before washing in the morning every morning). The results are shown in Table 2 below.

division Proteoglycan: weight ratio of hyaluronic acid Moisture content increase rate (%) Preparation Example 1 1: 0.6 2% Preparation 2 1: 0.8 3% Preparation 3 1:1 15% Preparation 4 1:1.2 17% Preparation 5 1: 1.25 18% Preparation 6 1: 1.4 20% Preparation 7 1:1.67 17% Preparation 8 1: 2 18% Preparation 9 1: 2.5 2% Preparation 10 1: 4 3%

As shown in Table 2, proteoglycan having a molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 500,000 Daltons (Da) to 700,000 Daltons (Da) were mixed 1: When mixed in a weight ratio of 1 to 1:2, it can be seen that the skin moisturizing power increases by 15 to 20%, but when the weight ratio is out of the above range, it can be seen that the skin moisturizing power increases very slightly to 2-3%.

[Preparation Examples 11 to 20] Preparation of a compound in which proteoglycan and hyaluronic acid having a weight average molecular weight of 1 million daltons (Da) are bound

The aqueous solution of proteoglycan having a weight average molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) obtained in Preparation Example 1, and an aqueous solution of hyaluronic acid having a weight average molecular weight of 1,000,000 Daltons (Da) obtained in Preparation Example 2 were prepared as follows. After mixing in the ratio shown in Table 3, the compound was prepared by stirring at 1,000 rpm under a temperature of 30 °C for 1 hour.

division Proteoglycan: weight ratio of hyaluronic acid Preparation 11 1: 5 Preparation 12 1: 4 Preparation 13 1: 3 Preparation 14 1: 2 Preparation 15 1:1 Preparation 16 5 : 1 Preparation 17 4.5:1 Preparation 18 4 : 1 Preparation 19 3 : 1 Preparation 20 2:1

[Experimental Example 3] Confirmation of skin moisturizing effect according to the binding ratio of proteoglycan and hyaluronic acid having a weight average molecular weight of 1 million daltons (Da)

To confirm the skin moisturizing power according to the binding ratio of the N-terminally activated proteoglycan having a molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 1 million Daltons (Da), After the compound prepared in Preparation Examples 11 to 20 was applied to the skin, an increase in moisture content was measured in the same manner as in Experimental Example 2, and the results are shown in Table 4 below.

division Proteoglycan: weight ratio of hyaluronic acid Moisture content increase rate (%) Preparation 11 1: 5 2% Preparation 12 1: 4 3% Preparation 13 1: 3 3% Preparation 14 1: 2 One% Preparation 15 1:1 2% Preparation 16 5 : 1 20% Preparation 17 4.5:1 18% Preparation 18 4 : 1 19% Preparation 19 3 : 1 2% Preparation 20 2:1 2%

As shown in Table 4, proteoglycan having a molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 1 million Daltons (Da) are mixed in a weight ratio of 4:1 to 5:1 It can be seen that the skin moisturizing power is increased by 18 to 20% when mixed with , but when the weight ratio is out of the above range, it can be seen that the skin moisturizing power is very slightly increased to about 1 to 3%.

[Preparation Examples 21 to 30] Preparation of a compound in which proteoglycan and hyaluronic acid having a weight average molecular weight of 2 million daltons (Da) are bound

The aqueous solution of proteoglycan having a weight average molecular weight of 900,000 daltons (Da) to 1.2 million daltons (Da) obtained in Preparation Example 1 and an aqueous solution of hyaluronic acid having a weight average molecular weight of 2 million daltons (Da) obtained in Preparation Example 2 were prepared as follows. After mixing in the ratio shown in Table 5, the compound was prepared by stirring at 1,000 rpm under a temperature of 30 °C for 1 hour.

division Proteoglycan: weight ratio of hyaluronic acid Preparation 21 1: 5 Preparation 22 1: 4 Preparation 23 1: 3 Preparation 24 1: 2 Preparation 25 1:1 Preparation 26 5 : 1 Preparation 27 4.5:1 Preparation 28 4 : 1 Preparation 29 3 : 1 Preparation 30 2:1

[Experimental Example 4] Confirmation of skin moisturizing effect according to the binding ratio of proteoglycan and hyaluronic acid having a weight average molecular weight of 2 million daltons (Da)

In order to confirm the skin moisturizing power according to the binding ratio of the N-terminally activated proteoglycan having a molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 2 million Daltons (Da), After the compounds prepared in Preparation Examples 21 to 30 were applied to the skin, an increase in moisture content was measured in the same manner as in Experimental Example 2, and the results are shown in Table 6 below.

division Proteoglycan: hyaluronic acid weight ratio Moisture content increase rate (%) Preparation 21 1: 5 4% Preparation 22 1: 4 4% Preparation 23 1: 3 3% Preparation 24 1: 2 3% Preparation 25 1:1 2% Preparation 26 5 : 1 15% Preparation 27 4.5:1 13% Preparation 28 4 : 1 19% Preparation 29 3 : 1 6% Preparation 30 2:1 2%

As shown in Table 6, proteoglycan having a molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 2 million Daltons (Da) are mixed in a weight ratio of 4:1 to 5:1 It can be seen that the skin moisturizing power is increased by 13 to 19% when mixed with , but when the weight ratio is out of the above range, it can be seen that the skin moisturizing power is very slightly increased to about 2 to 6%.

[Preparation Examples 31 to 36] Preparation of a mixture of collagen and a compound in which proteoglycan and hyaluronic acid are bound

An aqueous solution of proteoglycan having a weight average molecular weight of 900,000 daltons (Da) to 1.2 million daltons (Da) obtained in Preparation Example 1, an aqueous solution of hyaluronic acid having a weight average molecular weight of 2 million daltons (Da) obtained in Preparation Example 2, and A mixed composition was prepared by mixing an aqueous collagen solution of a low molecular weight type having a weight average molecular weight of 5,000 Daltons (Da) obtained in Preparation Example 3 at the ratio shown in Table 7 below, followed by stirring at 1,000 rpm at a temperature of 30° C. for 1 hour.

division Preparation 31 Preparation 32 Preparation 33 Preparation 34 Preparation 35 Preparation 36 weight(%) proteoglycan 0.83 0.83 0.83 0.83 0.83 0.83 hyaluronic acid 0.17 0.17 0.17 0.17 0.17 0.17 Collagen - 0.15 0.17 0.35 0.41 0.62 Purified water remaining amount remaining amount remaining amount remaining amount remaining amount remaining amount

[Experimental Example 5] Confirmation of skin moisturizing effect according to the addition and ratio of collagen

In order to confirm the skin moisturizing power according to the addition and addition ratio of collagen, the compound prepared in Preparation Examples 31 to 36 is applied to the skin, and then the increase rate of the moisture content is measured in the same manner as in Experimental Example 2, and the result is shown below. Table 8 shows.

division Preparation 31 Preparation 32 Preparation 33 Preparation 34 Preparation 35 Preparation 36 Moisture content increase rate (%) 14% 15% 26% 33% 28% 12%

As shown in Table 8, proteoglycan having a molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) and hyaluronic acid having a weight average molecular weight of 2 million Daltons (Da) are mixed in a weight ratio of 4:1 to 5:1 Furthermore, when collagen of a low molecular weight type having a weight average molecular weight of 5,000 Daltons (Da) was added to the mixture with the mixture (Preparation Examples 32 to 36), skin moisturizing power was increased, but collagen was added in a weight ratio of 0.2 to 0.5 compared to the proteoglycan. In the case of Preparation Examples 33 to 35, the skin moisturizing power was significantly increased, and in the case of Preparation Example 36, which was added in excess of 0.5 weight ratio, it could be seen that the skin moisturizing power was lowered compared to the case in which no addition was made.

[Preparation Examples 37 to 42] Preparation of liposomes

An aqueous solution of proteoglycan having a weight average molecular weight of 900,000 Daltons (Da) to 1.2 million Daltons (Da) obtained in Preparation Example 1 in ethanol, and an aqueous solution of hyaluronic acid having a weight average molecular weight of 2 million Daltons (Da) obtained in Preparation Example 2 , and a low-molecular-weight type collagen aqueous solution having a weight average molecular weight of 5,000 Daltons (Da) obtained in Preparation Example 3, glycerin, hydrogenated lecithin, inulin lauryl carbamate, carbamate A mixture in which prilic/capric triglyceride and 1,2-hexanediol were dissolved was prepared, stirred at 3,000 rpm for 30 minutes, and then 1,000 bar using a high-pressure homogenizer It was stirred under the treatment conditions three times. Purified water was added dropwise to the stirred mixture and stirred at 1,000 rpm and 30° C. for 1 hour using a homogenizer to prepare liposomes having the composition shown in Table 9 below.

ingredient Preparation 37 Preparation 38 Preparation 39 Preparation 40 Preparation 41 Preparation 42 weight(%) Purified water 58 56.83 56.25 61.33 68.83 51.83 glycerin 10 10 10 10 10 10 Hydrogenated Lecithin 5 5 5 5 5 5 Inulin Lauryl Carbamate 5 5 5 0.5 5 5 Caprylic/Capric Triglycerides 20 20 20 20 8 20 proteoglycan - 0.83 One 0.83 0.83 0.83 hyaluronic acid - 0.17 0.25 0.17 0.17 0.17 Collagen - 0.17 0.5 0.17 0.17 0.17 1,2-Hexanediol 2 2 2 2 2 7

[Experimental Example 6] Skin irritation relief effect

In order to evaluate the skin irritation alleviation effect and liposome stability according to the composition of the liposome, the following experiment was performed using the liposomes prepared in Preparation Examples 37 to 42. Specifically, after treatment with 1% SLS (Sodium Lauryl Sulfate) to induce skin irritation, the liposomes of Preparation Examples 37 to 42 were applied to the skin, respectively. After 5 days, the degree of redness of the skin was measured using a Minolta Chromameter CR 400 (L * a * b color system), and the results are shown in Table 10. At this time, in the L * a * b system, colors are displayed in three dimensions, and the a* value (green - red) increases as the skin becomes red.

division unprocessed Preparation 37 Preparation 38 Preparation 39 Preparation 40 Preparation 41 Preparation 42 a* value 1.60 1.47 0.87 0.98 1.17 1.24 1.19

As shown in Table 10, Preparation Examples 38 to 42 containing proteoglycan, hyaluronic acid and collagen compared to the case of untreated case or the case of treatment with liposomes not containing proteoglycan, hyaluronic acid and collagen (Preparation Example 37) When the liposome was treated, it was confirmed that the skin redness was significantly lowered and skin irritation was alleviated, and in particular, it was confirmed that the liposome of Preparation Examples 38 and 39 had the most excellent skin irritation alleviation effect.

[Experimental Example 7] Evaluation of the stability of liposomes

In order to measure the stability with respect to the degree of separation and discoloration of the liposomes of Preparation Examples 38 to 42, the inside of a thermostat maintained at a constant temperature of 50 °C, 40 °C and 25 °C, the inside of a refrigerator constantly maintained at 5 °C, and Under daylight conditions, each of the liposome compositions of Preparation Examples 38 to 42 was placed in a sample container, and the degree of separation and discoloration was compared and measured after storage for 8 weeks, and the results are shown in Table 11 below. At this time, the degree of separation and discoloration of the product was evaluated by classifying it into the following 6 grades.

0: no change, 1: very little separation (discoloration), 2: slight separation (discoloration), 3: slight separation (discoloration), 4: severe separation (discoloration), 5: extremely severe separation (discoloration)

Evaluation items degree of separation and discoloration Preparation 38 Preparation 39 Preparation 40 Preparation 41 Preparation 42 daylight 0 0 One 2 2 50 ℃ 0 One 2 2 3 40 ℃ 0 0 0 One One 25 ℃ 0 0 0 0 0 5 ℃ 0 0 0 0 0

As shown in Table 11, the liposome compositions of Preparations 38 and 39 had excellent formulation stability due to less discoloration and separation, but the liposome compositions of Preparation Examples 40 to 42 showed that the formulation stability was significantly reduced at a temperature of 40 ° C. or higher. Could know.

[Preparation Examples 43 to 48] Preparation of cosmetic compositions

A proteoglycan aqueous solution having a weight average molecular weight of 900,000 daltons (Da) to 1.2 million daltons (Da) obtained in Preparation Example 1 or a weight average molecular weight obtained in Comparative Preparation Example 1 is 500,000 daltons (Da) to 1.2 million daltons (Da) An aqueous proteoglycan solution, an aqueous solution of hyaluronic acid having a weight average molecular weight of 2 million daltons (Da) obtained in Preparation Example 2, and a low molecular weight collagen aqueous solution having a weight average molecular weight of 5,000 Daltons (Da) obtained in Preparation Example 3; Glycerin, hydrogenated lecithin, inulin lauryl carbamate, caprylic/capric triglyceride, 1,2-hexanediol (1,2) -hexanediol) or xanthan gum (xanthan gum) was mixed to prepare the composition shown in Table 12 below, but Preparation 45 was prepared in the form of a liposome as in Preparation Examples 37 to 42.

ingredient Preparation 43 Preparation 44 Preparation 45 Preparation 46 Preparation 47 Preparation 48 weight(%) Purified water 96.83 96.73 56.83 96.83 96.83 97.49 glycerin - - 10 - - - Hydrogenate Lecithin - - 6 - - - Inulin Lauryl Carbamate - - 4 - - - Caprylic/Capric Triglycerides - - 20 - - - Proteoglycan of Preparation Example 1 0.83 0.83 0.83 0.17 - 0.17 Proteoglycan of Comparative Preparation Example 1 - - - - 0.83 - hyaluronic acid 0.17 0.17 0.17 0.83 0.17 0.17 Collagen 0.17 0.17 0.17 0.17 0.17 0.17 1,2-Hexanediol 2 2 2 2 2 2 xanthan gum - 0.1 - - - -

[Experimental Example 8] Confirmation of skin barrier strengthening effect

After applying the cosmetic composition of Preparation Examples 43 to 48 to the artificial skin in the same amount, apply fine dust corresponding to the size of PM2.5 to PM10, wash after 5 minutes, and check whether there is fine dust under an optical microscope It was confirmed and the results are shown in Table 13 below.

division uncoated Preparation 43 Preparation 44 Preparation 45 Preparation 46 Preparation 47 Preparation 48 presence of fine dust O X X X △ O △ A lot of adhesion: O, Medium: △, Very little: X

As shown in Table 13, in the case of the cosmetic compositions of Preparation Examples 43 to 45, fine dust hardly remained after washing, whereas in Preparation Examples 46 and 48, fine dust was still washed out to some extent compared to no application. It was confirmed that some remained, and in the case of Preparation Example 47, it was confirmed that almost fine dust remained similar to that of no application, and it was found that the cosmetic compositions of Preparation Examples 43 to 45 had the best skin barrier strengthening effect.

[Experimental Example 9] Confirmation of feeling of use

In order to evaluate the feeling of use, a questionnaire was conducted on the feeling of use with a review group consisting of 30 adult women aged 20-40 years. The cosmetic compositions of Preparation Examples 43 to 48 were used in the morning at the last step of skin care, and the questionnaire was evaluated in a manner that answers the questionnaire on a 5-point scale (the higher the score, the better), and the results are shown in Table 14 below. .

division spreadability persistence Moisture Preparation 43 4.1 4.2 4.3 Preparation 44 4.0 4.2 4.5 Preparation 45 4.5 4.7 4.9 Preparation 46 1.9 3.0 3.1 Preparation 47 1.5 2.5 2.2 Preparation 48 0.5 2.0 2.0

As shown in Table 14, the cosmetic compositions of Preparation Examples 46 and 47 had a strong stickiness and thus had poor applicability, and lacked moisture, resulting in a low overall feeling of use. rated very low. However, the compositions of Preparation Examples 43 to 45 received uniformly excellent evaluations in all items of spreadability, durability, and moistness, and in particular, Preparation Example 45 received the highest evaluation in all of the above items.

Through the above experimental examples, the composition according to the present invention can be applied without irritation even to sensitive skin due to its high affinity with the skin, is easily absorbed into the skin, and can be provided as a composition that can improve the skin condition, in particular, improve skin moisture. It can be seen that

The present invention has been reviewed mainly in preferred embodiments and experimental examples, and those of ordinary skill in the art to which the present invention pertains will implement other forms than the detailed description of the present invention within the essential technical scope of the present invention Examples may be implemented. Here, the essential technical scope of the present invention is indicated in the claims, and all differences within the scope equivalent thereto should be construed as being included in the present invention.

Claims (37)

Proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) comprising a combined compound as an active ingredient,
The compound is
(a) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the weight average molecular weight of the hyaluronic acid is 500,000 daltons (Da) or more and less than 1 million daltons (Da), and the Proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 1:1 to 2; or
(b) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 1 million daltons (Da) to 2 million daltons (Da), and the proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 4-5:1; phosphorus, a cosmetic composition for skin improvement. According to claim 1,
The carboxyl group (-C (= O) OH) of the hyaluronic acid is an amine group (-NH ₂ ) of the non-denatured N-terminal of the proteoglycan (-NH 2 ) and a peptide-bonded, cosmetic composition for skin improvement. According to claim 1,
The proteoglycan is an animal cartilage extracted using an alkaline solution, a cosmetic composition for skin improvement. According to claim 1,
The cosmetic composition for skin improvement further comprises collagen (collagen). 5. The method of claim 4,
The weight average molecular weight of the collagen is 2,000 daltons (Da) or more and less than 10,000 daltons (Da), a cosmetic composition for skin improvement. 5. The method of claim 4,
The collagen is contained in 0.2 to 0.5 weight ratio relative to 1 weight of the proteoglycan, a cosmetic composition for skin improvement. According to claim 1,
The cosmetic composition for skin improvement comprises, as an active ingredient, a liposome including a compound in which the proteoglycan and hyaluronic acid are bound. 8. The method of claim 7,
The liposome is glycerin (glycerin), hydrogenated lecithin, inulin lauryl carbamate, caprylic / capric triglyceride (caprylic / capric triglyceride), 1,2-hexanediol ( 1,2-hexanediol) and a cosmetic composition for skin improvement further comprising at least one selected from the group consisting of solvents. 9. The method of claim 8,
The liposome is a proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) is a combined compound 0.1 to 5% by weight; collagen 0.05 to 5% by weight; 5 to 20% by weight of glycerin; 1 to 10% by weight of hydrogenated lecithin; 1 to 10% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight; And 50 to 70% by weight of a solvent, a cosmetic composition for improving skin. According to claim 1,
The skin improvement is skin moisturizing, skin elasticity enhancement, skin whitening, wrinkle improvement, skin regeneration or anti-aging, a cosmetic composition for skin improvement. Proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) comprising a combined compound as an active ingredient,
The compound is
(a) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the weight average molecular weight of the hyaluronic acid is 500,000 daltons (Da) or more and less than 1 million daltons (Da), and the Proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 1:1 to 2; or
(b) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 1 million daltons (Da) to 2 million daltons (Da), and the proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 4-5:1; A pharmaceutical composition for protecting or improving the skin from damage to the skin barrier function or skin dryness caused by burns or cuts. 12. The method of claim 11,
The carboxyl group (-C (= O) OH) of the hyaluronic acid is an amine group (-NH ₂ ) of the non-denatured N-terminal of the proteoglycan (-NH 2 ) and a peptide bond, a pharmaceutical composition. 12. The method of claim 11,
The proteoglycan will be extracted from animal cartilage using an alkaline solution, a pharmaceutical composition. 12. The method of claim 11,
The pharmaceutical composition further comprises a collagen (collagen), pharmaceutical composition. 15. The method of claim 14,
The weight average molecular weight of the collagen is 2,000 daltons (Da) or more and less than 10,000 daltons (Da), a pharmaceutical composition. 15. The method of claim 14,
The collagen is contained in 0.2 to 0.5 weight ratio relative to 1 weight of the proteoglycan, a pharmaceutical composition. 12. The method of claim 11,
The pharmaceutical composition comprises, as an active ingredient, a liposome comprising a compound to which the proteoglycan and hyaluronic acid are bound. 18. The method of claim 17,
The liposome is glycerin (glycerin), hydrogenated lecithin, inulin lauryl carbamate, caprylic / capric triglyceride (caprylic / capric triglyceride), 1,2-hexanediol ( 1,2-hexanediol) and a pharmaceutical composition further comprising one or more selected from the group consisting of solvents. 19. The method of claim 18,
The liposome is a proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) is a combined compound 0.1 to 5% by weight; collagen 0.05 to 5% by weight; 5 to 20% by weight of glycerin; 1 to 10% by weight of hydrogenated lecithin; 1 to 10% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight; and 50 to 70% by weight of a solvent. 12. The method of claim 11,
The pharmaceutical composition is a powder, solution, suspension, emulsion, gel, drop, suppository, cream, ointment, patch, pad or spray formulation, the pharmaceutical composition. Proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) comprising the step of preparing a combined compound,
The compound is
(a) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the weight average molecular weight of the hyaluronic acid is 500,000 daltons (Da) or more and less than 1 million daltons (Da), and the Proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 1:1 to 2; or
(b) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 1 million daltons (Da) to 2 million daltons (Da), and the proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 4 to 5:1; phosphorus, a method of manufacturing a cosmetic composition for skin improvement. 22. The method of claim 21,
The proteoglycan is obtained by extracting animal cartilage using an alkaline solution, a method for producing a cosmetic composition for skin improvement. 23. The method of claim 22,
The alkaline solution is at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, sodium hydrogen carbonate and potassium carbonate, a method for producing a cosmetic composition for skin improvement. 23. The method of claim 22,
The concentration of the alkali solution is 0.0025 N to 0.1 N, the method of manufacturing a cosmetic composition for improving skin. 23. The method of claim 22,
The extraction is carried out for 1 to 72 hours under a temperature range of 0 to 30 ℃, a method for producing a cosmetic composition for skin improvement. 22. The method of claim 21,
The compound is a carboxyl group (-C (=O) OH) of the hyaluronic acid and an amine group (-NH ₂ ) of the non-denatured N-terminal of the proteoglycan, which is prepared by peptide bonding, of a cosmetic composition for skin improvement manufacturing method. 22. The method of claim 21,
The method of manufacturing the cosmetic composition for skin improvement further comprises the step of adding collagen (collagen). 28. The method of claim 27,
The collagen is added in a weight ratio of 0.2 to 0.5 weight ratio relative to 1 weight of the proteoglycan, a method for producing a cosmetic composition for skin improvement. 22. The method of claim 21,
The method for preparing the cosmetic composition for skin improvement further comprises the step of preparing a liposome comprising a compound in which the proteoglycan and hyaluronic acid are bound. 30. The method of claim 29,
The step of preparing the liposome is glycerin, hydrogenated lecithin, inulin lauryl carbamate, caprylic / capric triglyceride, 1,2 -Hexanediol (1,2-hexanediol) and the method of manufacturing a cosmetic composition for skin improvement further comprising the step of adding one or more selected from the group consisting of a solvent. 31. The method of claim 30,
The liposome is a proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) is a combined compound 0.1 to 5% by weight; collagen 0.05 to 5% by weight; 5 to 20% by weight of glycerin; 1 to 10% by weight of hydrogenated lecithin; 1 to 10% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight; And 50 to 70% by weight of a solvent, the method for producing a cosmetic composition for improving skin. Proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) comprising the step of preparing a combined compound,
The compound is
(a) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the weight average molecular weight of the hyaluronic acid is 500,000 daltons (Da) or more and less than 1 million daltons (Da), and the Proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 1:1 to 2; or
(b) the weight average molecular weight of the proteoglycan is 900,000 daltons (Da) to 1.2 million daltons (Da), and the hyaluronic acid has a weight average molecular weight of 1 million daltons (Da) to 2 million daltons (Da), and the proteoglycan and hyaluronic acid are mixed and combined in a weight ratio of 4 to 5:1; phosphorus, a method of manufacturing a pharmaceutical composition for protecting or improving the skin from damage to the skin barrier function due to burns or wounds or skin dryness. 33. The method of claim 32,
The method for preparing the pharmaceutical composition further comprises the step of adding collagen (collagen). 34. The method of claim 33,
The collagen is added in a weight ratio of 0.2 to 0.5 weight relative to 1 weight of the proteoglycan, the method for producing a pharmaceutical composition. 33. The method of claim 32,
The method for preparing the pharmaceutical composition further comprises the step of preparing a liposome comprising a compound in which the proteoglycan and hyaluronic acid are bound. 36. The method of claim 35,
The step of preparing the liposome is glycerin, hydrogenated lecithin, inulin lauryl carbamate, caprylic / capric triglyceride, 1,2 -Hexanediol (1,2-hexanediol) and the method of manufacturing a pharmaceutical composition further comprising the step of adding one or more selected from the group consisting of a solvent. 37. The method of claim 36,
The liposome is a proteoglycan (proteoglycan) and hyaluronic acid (hyaluronic acid) is a combined compound 0.1 to 5% by weight; collagen 0.05 to 5% by weight; 5 to 20% by weight of glycerin; 1 to 10% by weight of hydrogenated lecithin; 1 to 10% by weight of inulin lauryl carbamate; 10 to 40% by weight of caprylic/capric triglyceride; 1,2-hexanediol (1,2-hexanediol) 0.1 to 5% by weight; and 50 to 70% by weight of a solvent.

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