KR101320100B1 - Ellagic acid based compound-containing composition, cosmetic composition using the same and method of manufacturing the same - Google Patents

Abstract

The present invention relates to an elazic acid compound-containing composition, a cosmetic composition using the same and a method for producing the same. Elastic acid-based compound-containing composition according to an embodiment of the present invention comprises a core portion containing any one or a mixture of ellagic acid and its derivatives; And an amphiphilic block copolymer which encapsulates the core portion by self-assembly in an aqueous system to form nanoparticles. The ellagic acid-based compound-containing composition may be solubilized by the ellagic acid-based compound contained therein to obtain dissolution stability, and may be applied to the cosmetic composition using the elagic acid-based compound.

Description

Elacic acid compound-containing composition, cosmetic composition using the same, and a method for producing the same {Ellagic acid based compound-containing composition, cosmetic composition using the same and method of manufacturing the same}

The present invention relates to a stabilization technique of an agent having biological activity, and more particularly, to a composition containing ellagic acid and its derivatives, a cosmetic composition using the same and a method for producing the same.

Human skin color is determined by the amount of melanin, carotene and hemoglobin, of which the amount of melanin is the dominant factor. Over-producing melanin can darken and even the skin tone and form spots and blemishes. Melanin is a type of amino acid tyrosine (tyrosine) acts as a tyrosinase enzyme (tyrosinase) is converted to dopa (DOPA) and dopaquinone (dopaquinone) is formed through a non-enzymatic oxidation reaction.

Since the tyrosinase is further activated by ultraviolet rays, commercially available skin whitening cosmetics are mostly formulated with substances for inhibiting the activity of the tyrosinase. Examples of substances for inhibiting tyrosinase activity include plant extracts such as ascorbic acid (vitamin C) and derivatives thereof, lettuce extract, green tea extract, aloe extract and golden extract. However, these materials are not only difficult to extract, but also difficult to stabilize even if extracted, there is a problem in their application.

Recently, ellagic aicd has attracted attention as a substance for inhibiting the tyrosinase activity instead of the aforementioned substances. The ellagic acid is an antioxidant as one of polyphenols having a whitening effect, and is widely distributed in natural plant groups as a natural material having excellent wrinkles and whitening effects. The ellagic acid is a compound named 2, 3, 7, 8-tetrahydroxy (1) benzopyrano (5, 4, 3-cde) (1) benzopyran-5,10-dione, and may be represented by the following Chemical Formula 1. .

[ Chemical Formula 1 ]

Such ellagic acid is poorly soluble in only a small amount of water, so that the elagic acid precipitates in water, or has a suspended property, and thus has many limitations in application to medicines, foods, cosmetics and household goods.

Therefore, in order to utilize the elagic acid in a variety of products, there is a need for a technique for securing the availability of the elagic acid and maintaining a solubilized state continuously and stably.

The problem to be solved by the present invention is to provide a composition containing an elagic acid-based compound having improved dissolution stability to be able to stably apply a poorly soluble elagic acid having a pharmacological activity effect such as wrinkle improvement and whitening effect in the water system.

In addition, another problem to be solved by the present invention is to provide a cosmetic composition using the composition containing the elliasy acid-based compound having the aforementioned advantages.

In addition, another problem to be solved by the present invention is to provide a method for producing the ellagic acid-based compound-containing composition having the aforementioned advantages.

According to one or more embodiments of the present invention, an aqueous solubilizing composition containing an ellagic acid compound includes a core part including any one or a mixture of ellagic acid and its derivatives; And an amphiphilic block copolymer which encapsulates the core portion by self-assembly in water to form nanoparticles.

The amphiphilic block copolymer is polyethylene glycol polylactic acid (PEG-PLA), polyethylene glycol poly-lactic acid-glycolic acid (PEG-PLGA), polyethylene glycol polycaprolactam (PEG-PCL), polyethylene glycol polypropyl glycol (PEG- PPG), poloxamer (PEG-PPG-PEG), polyethylene glycol polybutylene glycol (PEG-PBG), polyethylene- glycol polytetrahydrofuran (PEG-PTHF) and polyethylene glycol polystyrene (PEG-PS) It may be one or more selected.

In some embodiments, the composition may further comprise a water-soluble polymer for encapsulating the nanoparticles in water. The water-soluble polymers include Arabic gum, hyaluronic acid, starch and derivatives thereof, cellulose and its derivatives, alginic acid, chitosan, xanthangum, Locust gum, natrazol, agar, amigel, gellanum, pectin, aristoflex, carbopol and polyacrylate It may be at least one selected from the group consisting of (Polyacrylate).

In some embodiments, the amphipathic block copolymer may be included in an amount of 10 to 90% by weight based on the total weight of the ellagic acid-based compound-containing composition, and the water-soluble polymer is based on the total weight of the eladic acid-based compound-containing composition. 0.1 to 30% by weight may be included.

Method for producing an aqueous composition according to an embodiment of the present invention for solving the another problem, (a) using an organic solvent of any one or a mixture of elligic acid and its derivatives and the amphiphilic block copolymer Preparing a mixed solution; (b) removing the organic solvent; And (c) forming a powder of the resultant obtained in step (b).

In some embodiments, before the step (b), the step of dispersing the water-soluble polymer in the mixed solution may be further performed.

Cosmetic compositions according to some embodiments of the present invention for solving the other problems, including nanoparticles comprising any one or a mixture of ellagic acid and its derivatives encapsulated with an amphiphilic block copolymer. In some embodiments, the cosmetic composition may further include a water-soluble polymer in which the nanoparticles are encapsulated, the content of the nanoparticles may be 0.1 to 30% by weight. The cosmetic composition may have any one of a skin, lotion, cream, gel, ointment, paste, powder foundation, serum, emulsion foundation, wax foundation and spray.

According to some embodiments of the present invention, an eladic acid-based compound is prepared by using an amphiphilic block copolymer capable of forming nanoparticles by self-assembly of an elazilic acid-based compound having poorly soluble and useful pharmacological activity effect. Not only can it be solubilized, but it can also be stabilized in water systems. In addition, the water-soluble polymer can further improve the dispersion stability of the nanoparticles in water, and can be applied to cosmetic compositions of various formulations.

In addition, according to the method for producing a composition according to another embodiment of the present invention, it is possible to solubilize the elazic acid-based compound without involving a separate chemical reaction, and only by physical action by the water-soluble polymer There is an advantage that can further improve dispersion stability.

Figure 1 is a schematic diagram of the composition containing the ellagic acid compound present in the water system according to an embodiment of the present invention.
2A and 2B are schematic views of the core portion and the amphipathic block copolymer of the ellagic acid-containing composition shown in FIG.
Figure 3 is a schematic diagram of the composition containing an ellagic acid compound according to another embodiment of the present invention.
4A and 4B are schematic views of ellagic acid-based compound-containing compositions according to still another embodiment of the present invention.
5 is a flowchart illustrating a method of preparing an ellagic acid compound-containing composition according to an embodiment of the present invention.

Hereinafter, the present invention will be described in more detail based on the following various embodiments, but the following examples are merely illustrative, and the scope of the present invention is not limited thereto.

1 is a schematic diagram of the ellagic acid-containing composition 100 present in the water system according to an embodiment of the present invention. 2A and 2B are schematic diagrams of the core portion 10 and the amphipathic block copolymer 20 of the ellagic acid-containing composition 100 shown in FIG. 1.

1 to 2B, the ellagic acid-containing composition 100 may be a nanoparticle including a core part 10 and an amphiphilic block copolymer 20 surrounding the core part 10. The core portion 10 may be ellagic acid. In another embodiment, the elastic acid derivative may be applied to the core portion 10 instead of or in combination with the elastic acid. The ellagic acid derivatives may include, for example, metal salt derivatives comprising i) sodium salts, calcium salts, or a combination of two or more thereof, of ellagic acid; ii) amine salt derivatives consisting of methylglutamine, diethanolamine, triethanolamine, choline and bis-triethanolamine, amino acid salts; iii) saturated or unsaturated acyl groups having 2 to 22 carbon atoms (e.g. acetic acid, palmitic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, stearic acid, brassidic acid, erucic acid, behenic acid and eicosyl) Sapentanoic acid or a combination of two or more thereof), and an elazic acid derivative bound thereto; And iv) derivatives of a single or multiple ether bonded form of sugar such as glucose to one or two or more hydroxyl groups of ellagic acid. These examples are illustrative and the present invention is not limited thereto. Hereinafter, ellagic acid, a derivative of ellagic acid, or a compound or a mixture containing all of them is referred to collectively as an ellagic acid-based compound.

The amphiphilic block copolymer 20 encapsulating the core portion 10 has a lipophilic group 20a and a hydrophilic group 20b. The lipophilic group 20a of the amphipathic block copolymer 20 may be coupled to the core portion 10 by, for example, p bonds and / or van der Waals forces. In the illustrated nanoparticle structure, the amphipathic block copolymer 20 is shown as being enclosed in a single layer in the core portion 10, but this is exemplary, and the amphipathic block copolymer 20 is a multilayer of two or more layers. It may have a structure.

The nano-particulated ellagic acid-based composition 100 may maintain a stable particle structure by self-assembly in an aqueous system. As a result, ellagic acid-based compounds can be emulsified in water. In some embodiments, the size of the ellagic acid containing composition 100 is 50-400 nm, preferably 70-200 nm. When the size of the ellagic acid-containing composition 100 is larger than 200 nm, macro sized micelles are formed and suspended, and a macroemulsion is formed rather than a solubilization process, so that emulsion stability may be reduced. In this case, as time passes, aggregation between micelles may occur, resulting in phase separation, and / or precipitation of ellagic acid may occur, thereby degrading the commerciality of raw materials.

Although FIG. 1 illustrates the particle structure present in the water system well, the ellagic acid-based composition 100, which is a dry powder obtained by the solvent removal process described later, may have such a structure. The amphipathic block copolymer 20 encapsulates the elastic acid-based compound in water by converting the poorly soluble property of the elazic acid-based compound into hydrophilicity by encapsulating the core portion 10 including elastic acid and / or its derivatives. Can be stabilized.

The amphipathic block copolymer 20 is made of polyethylene glycol polylactic acid (PEG-PLA), polyethylene glycol poly-lactic acid-glycolic acid (PEG-PLGA), polyethylene glycol polycaprolactam (PEG-PCL), polyethylene glycol polypropyl glycol ( PEG-PPG), poloxamer (PEG-PPG-PEG), polyethylene glycol polybutylene glycol (PEG-PBG), polyethylene-glycolpolytetrahydrofuran (PEG-PTHF), and polyethylene glycol polystyrene (PEG-PS) It may include any one or a combination thereof.

Amphiphilic block copolymer 20 may be included in an amount of 10 to 90% by weight based on the total weight of the ellagic acid-based compound-containing composition. When the content of the amphiphilic block copolymer is less than 10% by weight, when applied to the formulation of serum, skin, etc., there is a problem in that the microemulsion cannot be formed sufficiently enough to effectively encapsulate the ellagic acid-based compound, and 90% by weight. When the percentage is exceeded, intergranulation may occur and precipitation may occur when applied to formulations such as serum and skin.

3 is a schematic diagram of the ellagic acid-containing composition 200 according to another embodiment of the present invention. Referring to the description of the members having the same reference numerals in FIG. 3 may refer to the above-mentioned, description thereof will be omitted.

Referring to FIG. 3, the ellagic acid-containing composition 200 may further include a water-soluble polymer 30 for encapsulating the nanoparticles 100. The water soluble polymer 30 may be a physiologically compatible copolymer. For example, the water-soluble polymer 30 may be made of Arabia rubber, Hyaluronic acid, Starch, Chitosan, Aristoflex, Xanthangum, Natrazol, It may include any one or a combination of carboxy methyl cellulose (CMC: carboxy methyl cellulose), Amigel (Amigel), Gellanum, and Pectin (Pectin). However, this is exemplary and the present invention is not limited thereto.

The water soluble polymer 30 may have a network structure (which may be a net or spider web structure), as shown in FIG. 3. In the aqueous system, the nanoparticles 100 are enclosed in the network structure formed by the water-soluble polymer 30, so that the dispersion state is kept stable so that the aggregation or re-aggregation of these particles 100 is performed. ) Can be suppressed. As a result, in the water system, the stability of the ellagic acid-containing composition 100 can be increased, so that precipitation can be suppressed and dissolution stability can be improved.

The amphipathic block copolymer 20 may be included in an amount of 10 to 90% by weight based on the total weight of the ellagic acid-based compound-containing composition 200, and the water-soluble polymer 30 may include the total amount of the ellagic acid-based compound-containing composition 200. It may be included as much as 0.1 to 30% by weight based on the weight. When the content of the water-soluble polymer 30 is less than 0.1% by weight, precipitation stability may occur due to insufficient dispersion stability in the skin and serum formulations of various formulations of the cosmetic composition, and when the content exceeds 30% by weight, the viscosity is excessively generated. Difficult to apply to various formulations of cosmetic compositions.

4A and 4B are schematic diagrams of ellagic acid containing compositions 300A and 300B for further embodiments of the invention.

Referring to FIG. 4A, the ellagic acid-containing composition 300A may further include a water-soluble oligomer 40 having a binding affinity for the hydrophilic group of the amphiphilic block copolymer 20. The water soluble oligomer 40 may be bonded by a hydrogen bond and / or a p bond to the hydrophilic group of the amphiphilic block copolymer 20. By the water-soluble oligomer 40, the hydrophilicity of the nanoparticle structure can be further enhanced.

Referring to FIG. 4B, the ellagic acid-containing composition 300B may further include the aforementioned water-soluble polymer 30 together with the water-soluble oligomer 40. In this case, the water-soluble oligomer 40 coupled to the hydrophilic group of the amphiphilic block copolymer 20 is dispersed in the water-soluble polymer 30 having a network structure so that the nanoparticles may be dispersed in various formulations of the ellagic acid-containing composition 300B. It can be stabilized so as not to stick together.

The water-soluble oligomer 40 described above may include any one or a combination of polysaccharides and biocompatible polymers. The polysaccharide may include dextrin, and the dextrin may include various hydrolysis products that may occur in an intermediate stage from starch to maltose when the starch is hydrolyzed with acid, heat or enzyme. The dextrin may further improve the hydrophilicity of the nanoparticles. Also, in the case of isomaltooligosaccharide, galactooligosaccharide, floctooligosaccharide and polytextose in the polysaccharide, the hydrophilicity can be doubled to the ellagic acid-based compound encapsulated with an amphiphilic block copolymer, and thus dextrin and Similar advantages can be achieved. The water-soluble oligomer 40 may be included in an amount of 0.1 to 30% by weight based on the total weight of the ellagic acid compound-containing composition (300A, 300B).

If the content of the water-soluble oligomer 40 is less than 0.1% by weight, precipitation stability may occur due to insufficient dispersion stability in the skin and serum formulations of various formulations of the cosmetic composition, and when the content exceeds 30% by weight, the viscosity is excessively generated. Difficult to apply to various formulations of cosmetic compositions.

According to another embodiment of the present invention, a cosmetic composition may be provided that includes the ellagic acid-based compound nanoparticles encapsulated with an amphiphilic block copolymer. In some embodiments, the content of the nanoparticles in the cosmetic composition may be, for example, 0.1 to 30% by weight. The foregoing ranges are exemplary, and the content of the nanoparticles may be appropriately selected for a suitable level of whitening effect and formulation.

The nanoparticles may be a lotion, skin, lotion, cream, gel, ointment, paste, powder foundation, serum, emulsion foundation, essence, paste, powder, spray, water vapor (O / W) type or oil vapor (W / O). ), Or a combination thereof.

The application of the above-mentioned aqueous composition to the cosmetic composition is exemplary, and those skilled in the art, within the scope of the present invention, are based on the pharmacological effects of elligic acid and its derivatives and the solubility and stability of the particles described above. It is to be understood that the acid-containing compound-containing compositions may be formulated into skin, scalp and drinkable pharmaceuticals or detergents such as shampoos and soaps, foods and beverages, and the like, which are also included in the present invention.

5 is a flowchart illustrating a method of preparing an ellagic acid compound-containing composition according to an embodiment of the present invention.

Referring to Figure 5, the method for producing an aqueous composition according to one embodiment, (a) using an organic solvent to prepare a mixed solution of any one or a mixture of elacic acid and its derivatives and amphiphilic block copolymer Step S10; (b) removing the organic solvent (S20); And (c) comprises a powder forming step (S30) of the resultant obtained in the step (b).

The preparing of the mixed solution (S10) may include dissolving an amphiphilic block copolymer in the organic solvent; And dissolving any one or a mixture of the ellagic acid and its derivatives in the organic solvent in which the amphiphilic block copolymer is dissolved. At this time, the amphiphilic block copolymer can be completely dissolved in an organic solvent to the extent that it becomes transparent, and then the elazic acid-based compound can also be completely dissolved in the organic solvent.

The organic solvent may be a cosolvent of an ellagic acid compound and an amphiphilic block copolymer. For example, the organic solvent may be ethanol, methanol, acetone, tetrahydrofuran (THF: Tetrahydrofuran), acetonitrile, and mixtures thereof. Two solvents each having an excellent solubility for the ellagic acid compound and the amphipathic block copolymer may be mixed and used.

In some embodiments, prior to the step of removing the organic solvent (S20), the step (S40) of dispersing the water-soluble polymer forming a network structure in the water can be further performed to enhance the dispersion state of the nanoparticles in the water system. have. The water-soluble polymer may not be dissolved in an organic solvent, and even if it is not completely dissolved, it is sufficiently stirred after adding it to the organic solvent so as to be dispersed as a whole.

In addition, before the step of removing the organic solvent (S20), a step (S50) of further adding and stirring the water-soluble oligomer may be further performed to enhance the hydrophilic property of the nanoparticles containing the ellagic acid-based compound. It will be appreciated that the order of steps S40 and S50 may be performed in sequence, in reverse order or simultaneously.

Removing the organic solvent (S20) may be performed by, for example, distillation under reduced pressure and vacuum drying or a combination thereof, but the present invention is not limited thereto. Its results may be completely dry.

Thereafter, the step (S30) of forming the resultant powder may be performed, and may be performed by a mixing process, and may obtain nanoparticles of powder having a predetermined particle size distribution or having a uniform size through a suitable process. .

Since the composition containing the elazic acid-based compound obtained through the above-described manufacturing process has improved solubility and stability, for example, lotion, skin, lotion, cream, gel, ointment, paste, powder foundation, serum, emulsion foundation Cosmetic compositions can be prepared by formulating them in formulations such as, essences, pastes, powders, sprays, water vapor (O / W) or oil vapor (W / O) types.

Example  1 ~ 54: Ellagic acid system  Preparation of Compound-Containing Compositions

According to the components and contents shown in Tables 1 to 4 below, one of the amphiphilic block copolymers is selected, and these are dissolved in an organic solvent, and then elic acid is gradually added to dissolve the amphiphilic block copolymer. A mixed solution of and ellagic acid was prepared. Ethanol was used as the organic solvent. In an organic solvent, nanoparticles may be formed by encapsulating ellagic acid in an amphiphilic block copolymer by magnetic bonding.

At this time, stirring was carried out at 50 to 1 hour. Thereafter, the resultant was dried in vacuo for 48 hours to obtain an ellagic acid-based compound-containing composition.

Furtherance Example One 2 3 4 5 6 7 8 9 10 11 12 13 14 15 Ellagic acid One One 2 2 2 5 5 7 7 7 10 10 10 15 15 Amphiphilic block copolymer Pluronic F127 49 49 49 49 49 47.5 47.5 46.5 46.5 46.5 45 45 45 42.5 42.5 Pluronic P108 50 47.5 45 Pluronic F105 50 47.5 45 Pluronic F68 49 46.5 45 PEG-PCL 49 46.5 42.5 PEG-PLA 49 46.5 42.5 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Furtherance Example 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 Ellagic acid 5 5 5 5 5 5 5 5 5 10 10 10 10 10 10 Amphiphilic block copolymer Pluronic F127 47.5 45 45 Pluronic P108 47.5 47.5 47.5 47.5 45 45 45 Pluronic F105 47.5 47.5 47.5 47.5 47.5 47.5 47.5 Pluronic F68 47.5 47.5 45 45 45 45 PEG-PCL 47.5 47.5 45 PEG-PLA 47.5 47.5 45 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Furtherance Example 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 Ellagic acid 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 Amphiphilic block copolymer Pluronic F127 80 80 80 80 80 10 15 Pluronic P108 15 85 85 85 85 85 15 Pluronic F105 15 10 80 80 80 80 80 Pluronic F68 15 10 15 PEG-PCL 15 10 15 PEG-PLA 15 10 15 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Furtherance Example 46 47 48 49 50 51 52 53 54 Ellagic acid 5 5 5 5 5 5 5 5 5 Amphiphilic block copolymer Pluronic F127 95 45 Pluronic P108 95 50 Pluronic F105 95 45 Pluronic F68 95 50 PEG-PCL 95 45 PEG-PLA 95 50 Sum(%) 100 100 100 100 100 100 100 100 100

Examples 55-60 Preparation of Elazic Acid Compound-Containing Compositions

According to the components and contents shown in Tables 5 to 8 below, one of the amphiphilic block copolymers is selected, and these are dissolved in an organic solvent, and then, by gradually adding ellagic acid, the amphiphilic block copolymer is dissolved. A mixed solution of and ellagic acid was prepared. Ethanol was used as the organic solvent. In an organic solvent, nanoparticles may be formed by encapsulating ellagic acid in an amphiphilic block copolymer by magnetic bonding.

Thereafter, water-soluble polymer was added and stirred to improve stability in the mixed solution. At this time, stirring was carried out at 50 to 1 hour. Thereafter, the resultant was dried in vacuo for 48 hours to obtain an ellagic acid-based compound-containing composition.

Furtherance Example 55 56 57 58 59 60 61 62 63 64 65 66 67 68 69 Ellagic acid One One 2 2 2 5 5 7 7 7 10 10 10 15 15 Water-soluble polymer Arabic gum 25 25 25 25 25 20 20 10 10 10 15 15 15 5 5 Xanthan gum Chitosan Aristoflex Hyaluronic acid Narasol Amphiphilic block copolymer Pluronic F127 37 37 37 37 37 37.5 37.5 41.5 41.5 41.5 37.5 37.5 37.5 40 40 Pluronic P108 37 37.5 37.5 Pluronic F105 37 37.5 37.5 Pluronic F68 36 41.5 37.5 PEG-PCL 36 41.5 40 PEG-PLA 36 41.5 40 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Furtherance Example 70 71 72 73 74 75 76 77 78 79 80 81 82 83 84 Ellagic acid 5 5 5 5 5 5 5 5 5 10 10 10 10 10 10 Water-soluble polymer Arabic gum Xanthan gum 20 20 20 Chitosan 15 15 15 Aristoflex 15 15 15 Hyaluronic acid 15 15 15 Narasol 10 10 10 Amphiphilic block copolymer Pluronic F127 40 40 40 Pluronic P108 37.5 37.5 37.5 40 40 40 40 Pluronic F105 37.5 40 40 40 40 40 40 Pluronic F68 37.5 40 40 40 40 40 PEG-PCL 40 40 40 PEG-PLA 37.5 40 40 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Furtherance Example 85 86 87 88 89 90 91 92 93 94 95 96 97 98 99 Ellagic acid 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 Water-soluble polymer Arabic gum 20 20 10 Xanthan gum 20 20 10 Chitosan 20 10 Aristoflex 5 5 10 Hyaluronic acid 5 5 10 Narasol 5 Amphiphilic block copolymer Pluronic F127 65 65 65 65 65 10 10 Pluronic P108 10 80 80 80 80 80 10 Pluronic F105 10 10 75 75 75 75 75 Pluronic F68 10 10 10 PEG-PCL 10 10 10 PEG-PLA 10 10 10 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Furtherance Example 100 101 102 103 104 105 106 107 108 109 110 111 112 113 114 Ellagic acid 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 Water-soluble polymer Arabic gum 10 10 5 10 Xanthan gum 15 5 5 10 Chitosan 20 10 5 10 Aristoflex 25 5 10 10 Hyaluronic acid 20 10 10 10 Narasol 15 5 10 10 Amphiphilic block copolymer Pluronic F127 85 80 30 Pluronic P108 80 80 45 Pluronic F105 75 80 30 Pluronic F68 70 80 45 PEG-PCL 75 80 30 PEG-PLA 80 80 45 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Example  115-144: Ellagic acid system  Preparation of Compound-Containing Compositions

According to the components and contents shown in Tables 9 and 10 below, amphiphilic block copolymers are selected by dissolving one species of amphiphilic block copolymers, dissolving them in an organic solvent, and then slowly adding elazic acid to dissolve them. A mixed solution of and ellagic acid was prepared. Ethanol was used as the organic solvent. In an organic solvent, nanoparticles may be formed by encapsulating ellagic acid in an amphiphilic block copolymer by magnetic bonding.

After the addition of a water-soluble polymer in order to improve the stability to the mixed solution, the water-soluble oligomer was added and stirred. At this time, stirring was carried out at 50 to 1 hour. Thereafter, the resultant was dried in vacuo for 48 hours to obtain an ellagic acid-based compound-containing composition.

Furtherance Example 115 116 117 118 119 120 121 122 123 124 125 126 127 128 129 Ellagic acid One One 2 2 2 5 5 7 7 7 10 10 10 15 15 Water-soluble polymer Arabic gum 25 25 25 25 25 20 20 10 10 10 15 15 15 5 5 Xanthan gum Chitosan Aristoflex Hyaluronic acid Narasol Amphiphilic block copolymer Pluronic F127 37 37 37 37 37 37.5 37.5 41.5 41.5 41.5 37.5 37.5 37.5 40 40 Pluronic P108 36 32.5 27.5 Pluronic F105 36 32.5 27.5 Pluronic F68 34 34.5 27.5 PEG-PCL 34 34.5 25 PEG-PLA 34 34.5 25 Water soluble oligomer Polydextrose One 2 5 7 10 Galactooligosaccharide One 2 5 7 10 10 15 dextrin 2 7 15 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Furtherance Example 130 131 132 133 134 135 136 137 138 139 140 141 142 143 144 Ellagic acid 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 Water-soluble polymer Arabic gum 10 10 5 10 Xanthan gum 15 5 5 10 Chitosan 20 10 5 10 Aristoflex 25 5 10 10 Hyaluronic acid 20 10 10 10 Narasol 15 5 10 10 Amphiphilic block copolymer Pluronic F127 80 75 30 Pluronic P108 75 75 40 Pluronic F105 70 75 30 Pluronic F68 65 75 40 PEG-PCL 70 75 30 PEG-PLA 75 75 40 Water soluble oligomer Polydextrose 5 5 5 5 Galactooligosaccharide 5 5 5 5 5 5 5 dextrin 5 5 5 5 Sum(%) 100 100 100 100 100 100 100 100 100 100 100 100 100 100 100

Comparative Example  One: Ellagic acid

Elazic acid was used for comparative testing with the ellagic acid-based compound containing compositions according to Examples 1-144 described above.

Test Example Stability, Transmittance and Precipitation Test

(1) stability test

An emulsion base (O / W) and a solubilization base were used to test the stability of the ellagic acid-based compound-containing composition according to the above embodiments. At this time, the emulsified base was prepared by mixing the A components, melting the B components after heating and adding them to the A components according to the components and contents shown in Table 11, and then adding and dissolving the C components. In addition, the solubilization base was prepared by mixing and melting the A, B, C and D components in order according to the component content described in [Table 10].

Component and Content of Emulsified Base (O / W) Used in Stability Test division Raw material name INCI name content(%) A DI.water water 82.05 1.3 BG Butylene glycol 5.00 B Cetos kd Cetearyl alcohol 1.50 GMS-105 Glyceryl Monostearate 1.50 Arlacel # 165 Glyceryl Stearate / PEG-100 stearate 1.50 Tween # 60 Polysorbate 60 1.00 Arlacel # 83 Sorbitan Sesquioleate 0.30 Methylparaben Methylparaben 0.10 Propylparaben Propylparaben 0.05 Phytosqualane Phytosqualane 3.00 Puresyn 4 Hydrogenated Polydecene 3.00 DC 200 / 100cs Dimethicone 0.50 C Sepiplus 400 Polyacrylate 13 (and) polyisobutene (and) Polysorbate 0.50 Sum 100.00

Components and Contents of Solubilized Bases Used for Stability Testing division Raw material name INCI name content(%) A DI.water water 24.50 1.3 Butylen glycol Butylen glycol 11.00 Glycerin Glycerin 9.00 Methyl Paraben Methyl Paraben 0.20 EDTA-2Na EDTA-2Na 0.05 B DI.water water 30.00 Xanthangum (2% solution) Xanthangum 18.00 C DC 200 / 100cs Dimethicone 1.00 HCO-60 PEG-60 Hydrogenate castor oil 0.10 Tween 60 Polysorbate 60 0.10 D Ethanol Ethanol 6.00 Fragrance Fragrance 0.05 Sum 100.00

For the stability test, the ellagic acid-based compound-containing composition prepared in Examples 1 to 144 was added to the emulsifying base and the solubilizing base, and the ellagic acid-based compound-containing composition was added to the emulsifying base and the solubilizing base. As such, 0.3 wt% and 0.1 wt% were added. Thereafter, while storing for 4 weeks at room temperature and 45 ℃, the stability was tested while confirming the residual content of the ellagic acid-based compound. At this time, the content of the ellagic acid-based compound was measured relative changes in content (4 weeks / 0 weeks) based on the initial content (0 weeks) 100.

As a result of the stability test, the solubilization compositions prepared by the composition of this Example were found to maintain excellent stability in the water system, and the stability test results of applying the compositions prepared by the method of Example to the emulsification base and the solubilization base, respectively, are shown in Table 13. -15 and as shown in Table 16-17.

When the ellagic acid of Comparative Example 1 is applied to the cream formulation, agglomeration occurs, and when applied to the skin and serum formulation, solubilization does not proceed, so that precipitation occurs, so that the content analysis according to the stability test measured in the Example was impossible. .

division
Change in content in emulsified base (after 4 weeks) division
Content change in emulsified base (after 4 weeks) Room temperature 50 ℃ Room temperature 50 ℃ Comparative Example 1 Clustering occurs Clustering occurs Example 73 95.87 90.86 Example 1 92.00 86.00 Example 74 96.23 91.20 Example 2 88.89 83.89 Example 75 96.00 91.00 Example 3 92.00 87.00 Example 76 95.00 90.00 Example 4 92.50 87.00 Example 77 96.12 91.10 Example 5 91.00 86.00 Example 78 96.00 91.00 Example 6 92.11 87.00 Example 79 96.86 92.80 Example 7 88.90 83.89 Example 80 97.23 92.20

Example 8 91.15 86.12 Example 81 96.23 91.20 Example 9 90.00 85.00 Example 82 95.00 90.00 Example 10 91.23 86.02 Example 83 96.12 91.12 Example 11 92.01 87.01 Example 84 97.56 92.50 Example 12 88.89 83.89 Example 85 95.86 90.80 Example 13 91.10 86.10 Example 86 97.56 92.52 Example 14 92.00 87.00 Example 87 96.12 91.12 Example 15 90.30 85.00 Example 88 96.00 91.00 Example 16 91.10 86.10 Example 89 95.00 90.00 Example 17 92.14 87.14 Example 90 97.00 92.00 Example 18 92.13 87.10 Example 91 97.56 92.50 Example 19 90.00 85.00 Example 92 98.10 93.00 Example 20 92.00 87.00 Example 93 96.12 91.10 Example 21 91.10 86.00 Example 94 97.00 92.00 Example 22 90.10 85.10 Example 95 97.23 92.20 Example 23 88.89 83.55 Example 96 95.00 90.00 Example 24 91.10 86.10 Example 97 96.23 91.20 Example 25 90.00 85.00 Example 98 98.00 93.00 Example 26 89.00 84.00 Example 99 96.12 91.12 Example 27 90.00 85.00 Example 100 95.86 90.80 Example 28 91.10 86.10 Example 101 97.00 92.00 Example 29 92.00 87.00 Example 102 96.23 91.20 Example 30 88.89 82.59 Example 103 98.00 93.00 Example 31 92.11 87.10 Example 104 97.23 92.23 Example 32 88.89 83.50 Example 105 95.86 90.80 Example 33 91.12 86.12 Example 106 95.00 90.00 Example 34 92.00 87.00 Example 107 97.56 92.50 Example 35 89.00 84.00 Example 108 96.23 91.20 Example 36 90.00 85.00 Example 109 95.86 90.80 Example 37 88.89 83.89 Example 110 97.86 92.80 Example 38 89.00 84.00 Example 111 95.00 90.00 Example 39 90.10 85.10 Example 112 98.00 93.00 Example 40 92.11 87.10 Example 113 Synthesis of 97.00 92.00 Example 41 90.00 85.00 Example 114 96.78 91.70 Example 42 91.10 86.00 Example 115 98.25 93.45 Example 43 92.00 87.00 Example 116 99.00 95.05 Example 44 92.11 87.10 Example 117 98.72 94.01 Example 45 88.89 83.56 Example 118 98.98 95.10 Example 46 90.00 85.00 Example 119 98.56 93.98 Example 47 90.00 85.00 Example 120 98.72 94.01 Example 48 90.15 85.15 Example 121 99.12 95.50 Example 49 91.20 86.20 Example 122 98.96 95.20 Example 50 92.00 87.00 Example 123 98.25 93.45 Example 51 92.11 87.10 Example 124 99.00 95.05 Example 52 91.00 86.00 Example 125 98.72 94.01 Example 53 92.11 87.11 Example 126 98.98 95.10 Example 54 91.00 86.00 Example 127 98.56 93.98 Example 55 96.00 91.00 Example 128 99.12 95.50 Example 56 98.00 93.00 Example 129 98.96 95.20

Example 57 95.86 90.74 Example 130 98.25 93.45 Example 58 96.23 91.23 Example 131 98.72 94.01 Example 59 95.86 90.80 Example 132 98.98 95.10 Example 60 95.86 90.80 Example 133 98.56 93.98 Example 61 96.00 91.00 Example 134 99.12 95.50 Example 62 95.86 95.80 Example 135 98.96 95.20 Example 63 97.86 92.80 Example 136 99.12 95.50 Example 64 95.00 90.00 Example 137 98.56 93.98 Example 65 96.12 92.12 Example 138 98.25 93.45 Example 66 97.23 92.20 Example 139 99.00 95.05 Example 67 95.00 90.00 Example 140 98.72 94.01 Example 68 96.12 91.10 Example 141 98.98 95.10 Example 69 96.00 91.00 Example 142 [ 98.25 93.45 Example 70 97.86 92.86 Example 143 99.00 95.05 Example 71 96.23 91.20 Example 144 98.25 93.45 Example 72 97.86 92.30

division
Change in content in solubilization base
(4 weeks later) division
Change in content in solubilization base
(4 weeks later) Room temperature 50 ℃ Room temperature 50 ℃ Comparative Example 1 Clustering occurs Clustering occurs Example 74 96.23 91.20 Example 1 90.00 85.00 Example 75 96.00 91.00 Example 2 88.89 83.89 Example 76 95.00 90.00 Example 3 92.00 87.00 Example 77 96.12 91.10 Example 4 92.00 87.00 Example 78 96.00 91.00 Example 5 91.00 86.00 Example 79 97.86 92.80 Example 6 92.11 87.00 Example 80 97.23 92.20 Example 7 88.89 83.89 Example 81 96.23 91.20 Example 8 91.15 86.10 Example 82 95.00 90.00 Example 9 90.00 85.00 Example 83 96.12 91.12 Example 10 91.23 86.02 Example 84 97.56 92.50 Example 11 92.01 87.01 Example 85 95.86 90.80 Example 12 88.89 83.89 Example 86 97.56 92.52 Example 13 91.10 86.10 Example 87 96.12 91.12 Example 14 92.00 87.00 Example 88 96.00 91.00 Example 15 90.00 85.00 Example 89 95.00 90.00 Example 16 91.10 86.10 Example 90 97.00 92.00 Example 17 92.14 87.14 Example 91 97.56 92.50 Example 18 92.13 87.10 Example 92 98.00 93.00 Example 19 90.00 85.00 Example 93 96.12 91.10 Example 20 92.00 87.00 Example 94 97.00 92.00 Example 21 91.10 86.00 Example 95 97.23 92.20 Example 22 90.00 85.00 Example 96 95.00 90.00 Example 23 88.89 83.55 Example 97 96.23 91.20 Example 24 91.10 86.10 Example 98 98.00 93.00

Example 25 90.00 85.00 Example 99 96.12 91.12 Example 26 89.00 84.00 Example 100 95.86 90.80 Example 27 90.00 85.00 Example 101 97.00 92.00 Example 28 91.10 86.10 Example 102 96.23 91.20 Example 29 92.00 87.00 Example 103 98.00 93.00 Example 30 88.89 83.89 Example 104 97.23 92.23 Example 31 92.11 87.10 Example 105 95.86 90.80 Example 32 88.89 83.50 Example 106 95.00 90.00 Example 33 91.12 86.12 Example 107 97.56 92.50 Example 34 92.00 87.00 Example 108 96.23 91.20 Example 35 89.00 84.00 Example 109 95.86 90.80 Example 36 90.00 85.00 Example 110 97.86 92.80 Example 37 88.89 83.89 Example 111 95.00 90.00 Example 38 89.00 84.00 Example 112 98.00 93.00 Example 39 90.10 85.10 Example 113 Synthesis of 97.00 92.00 Example 40 92.11 87.10 Example 114 97.56 92.50 Example 41 90.00 85.00 Example 115 98.56 93.41 Example 42 91.10 86.00 Example 116 98.73 93.50 Example 43 92.00 87.00 Example 117 99.10 95.00 Example 44 92.11 87.10 Example 118 98.78 93.61 Example 45 88.89 83.56 Example 119 99.00 94.87 Example 46 90.00 85.00 Example 120 98.73 93.50 Example 47 90.00 85.00 Example 121 99.00 94.87 Example 48 90.15 85.15 Example 122 98.78 93.61 Example 49 91.20 86.20 Example 123 98.73 93.50 Example 50 92.00 87.00 Example 124 98.56 93.41 Example 51 92.11 87.10 Example 125 98.73 93.50 Example 52 91.00 86.00 Example 126 99.10 95.00 Example 53 92.11 87.11 Example 127 98.78 93.61 Example 54 91.00 86.00 Example 128 98.78 93.61 Example 55 95.00 90.00 Example 129 99.00 94.87 Example 56 98.00 93.00 Example 130 98.78 93.61 Example 57 95.55 90.55 Example 131 98.73 93.50 Example 58 97.23 92.23 Example 132 98.56 93.41 Example 59 95.86 90.80 Example 133 99.10 95.00 Example 60 95.86 90.80 Example 134 98.78 93.61 Example 61 96.00 91.00 Example 135 99.00 94.87 Example 62 95.86 95.80 Example 136 98.73 93.50 Example 63 97.86 92.80 Example 137 99.00 94.87 Example 64 95.00 90.00 Example 138 98.78 93.61 Example 65 96.12 92.12 Example 139 99.10 95.00 Example 66 97.23 92.20 Example 140 99.00 94.87 Example 67 95.00 90.00 Example 141 98.78 93.61 Example 68 96.12 91.10 Example 142 [ 98.73 93.50 Example 69 96.00 91.00 Example 143 98.56 93.41 Example 70 97.86 92.86 Example 144 98.78 93.61 Example 71 97.23 92.20 Example 72 97.86 92.30 Example 73 95.86 90.85

(2) light transmittance test

The ellagic acid compound-containing composition according to Examples 1 to 144 and the ellagic acid of the comparative example were diluted with distilled water, but the content of the ellagic acid compound diluted in distilled water was added to 0.1 wt%. Then, it was observed whether the light transmittance at room temperature, the results are shown in Table 18-20 below.

Transmittance was measured using a spectrophotometer (Spectra MAX190 UV / Vis Spectrometer, MDS, USA) and based on the transmittance at a measurement wavelength of 600 nm.

(3) precipitation test

The ellagic acid compound-containing composition according to Examples 1 to 144 and the ellagic acid of the comparative example were added to the solubilization base, but the content of the ellagic acid compound in the solubilization base was added to 0.1% by weight. Thereafter, the precipitate was observed visually while being stored at room temperature and 45 ° C. for 4 weeks. At this time, the solubilization base was prepared by mixing and melting the A, B, C and D components in order according to the component content of Table 12. Precipitation test results are shown in Table 18-20 below.

division Transmittance Precipitation in the solubilization base
(4 weeks later) division
Transmittance
Precipitation in the solubilization base
(4 weeks later) Room temperature 45 ° C Room temperature 45 ° C Comparative Example 1 51 Severe precipitation Severe precipitation Example 73 98 Undetermined Undetermined Example 1 95 Undetermined Precipitation Example 74 98 Undetermined Undetermined Example 2 94 Undetermined Precipitation Example 75 98 Undetermined Undetermined Example 3 96 Undetermined Precipitation Example 76 97 Undetermined Undetermined Example 4 95 Undetermined Precipitation Example 77 98 Undetermined Undetermined

Example 5 95 Undetermined Precipitation Example 78 97 Undetermined Undetermined Example 6 96 Undetermined Small amount of precipitation Example 79 97 Undetermined Undetermined Example 7 95 Undetermined Small amount of precipitation Example 80 98 Undetermined Undetermined Example 8 96 Undetermined Small amount of precipitation Example 81 98 Undetermined Undetermined Example 9 95 Undetermined Small amount of precipitation Example 82 97 Undetermined Undetermined Example 10 94 Undetermined Small amount of precipitation Example 83 97.5 Undetermined Undetermined Example 11 95.5 Undetermined Small amount of precipitation Example 84 98 Undetermined Undetermined Example 12 96 Undetermined Small amount of precipitation Example 85 97.5 Undetermined Undetermined Example 13 96 Undetermined Small amount of precipitation Example 86 98 Undetermined Undetermined Example 14 96 Undetermined Small amount of precipitation Example 87 97 Undetermined Undetermined Example 15 96.5 Undetermined Small amount of precipitation Example 88 97.5 Undetermined Undetermined Example 16 95 Undetermined Small amount of precipitation Example 89 98 Undetermined Undetermined Example 17 95.5 Undetermined Small amount of precipitation Example 90 97 Undetermined Undetermined Example 18 94 Undetermined Small amount of precipitation Example 91 99 Undetermined Undetermined Example 19 94.5 Undetermined Small amount of precipitation Example 92 98 Undetermined Undetermined Example 20 96 Undetermined Small amount of precipitation Example 93 97.5 Undetermined Undetermined Example 21 95 Undetermined Small amount of precipitation Example 94 99 Undetermined Undetermined Example 22 94 Undetermined Small amount of precipitation Example 95 97 Undetermined Undetermined Example 23 96 Undetermined Small amount of precipitation Example 96 98 Undetermined Undetermined Example 24 95 Undetermined Small amount of precipitation Example 97 97.5 Undetermined Undetermined Example 25 96 Undetermined Small amount of precipitation Example 98 99 Undetermined Undetermined Example 26 96 Undetermined Small amount of precipitation Example 99 97 Undetermined Undetermined Example 27 95.5 Undetermined Small amount of precipitation Example 100 98 Undetermined Undetermined Example 28 96.5 Undetermined Small amount of precipitation Example 101 97.5 Undetermined Undetermined Example 29 95 Undetermined Small amount of precipitation Example 102 98 Undetermined Undetermined Example 30 94 Undetermined Small amount of precipitation Example 103 97.5 Undetermined Undetermined Example 31 95.5 Undetermined Small amount of precipitation Example 104 99 Undetermined Undetermined Example 32 94 Undetermined Small amount of precipitation Example 105 98 Undetermined Undetermined Example 33 95.5 Undetermined Small amount of precipitation Example 106 97 Undetermined Undetermined Example 34 94 Undetermined Small amount of precipitation Example 107 98 Undetermined Undetermined Example 35 95.5 Undetermined Small amount of precipitation Example 108 97 Undetermined Undetermined Example 36 94 Undetermined Small amount of precipitation Example 109 97.5 Undetermined Undetermined Example 37 96 Undetermined Small amount of precipitation Example 110 99 Undetermined Undetermined Example 38 96 Undetermined Small amount of precipitation Example 111 97.5 Undetermined Undetermined Example 39 95 Undetermined Small amount of precipitation Example 112 98 Undetermined Undetermined Example 40 95 Undetermined Small amount of precipitation Example 113 Synthesis of 99 Undetermined Undetermined Example 41 94 Undetermined Small amount of precipitation Example 114 98 Undetermined Undetermined Example 42 96 Undetermined Small amount of precipitation Example 115 97 Undetermined Undetermined Example 43 94 Undetermined Small amount of precipitation Example 116 99 Undetermined Undetermined Example 44 95.5 Undetermined Small amount of precipitation Example 117 98 Undetermined Undetermined Example 45 96 Undetermined Small amount of precipitation Example 118 99 Undetermined Undetermined Example 46 95 Undetermined Small amount of precipitation Example 119 98 Undetermined Undetermined Example 47 95 Undetermined Small amount of precipitation Example 120 97 Undetermined Undetermined Example 48 95.5 Undetermined Small amount of precipitation Example 121 98 Undetermined Undetermined Example 49 96 Undetermined Small amount of precipitation Example 122 98 Undetermined Undetermined Example 50 95 Undetermined Small amount of precipitation Example 123 99 Undetermined Undetermined Example 51 94 Undetermined Small amount of precipitation Example 124 99 Undetermined Undetermined Example 52 96 Undetermined Small amount of precipitation Example 125 97 Undetermined Undetermined Example 53 95.5 Undetermined Small amount of precipitation Example 126 98 Undetermined Undetermined Example 54 94 Undetermined Small amount of precipitation Example 127 99 Undetermined Undetermined Example 55 97 Undetermined Undetermined Example 128 99 Undetermined Undetermined Example 56 97 Undetermined Undetermined Example 129 97 Undetermined Undetermined

Example 57 98 Undetermined Undetermined Example 130 98 Undetermined Undetermined Example 58 99 Undetermined Undetermined Example 131 99 Undetermined Undetermined Example 59 97 Undetermined Undetermined Example 132 98 Undetermined Undetermined Example 60 97 Undetermined Undetermined Example 133 97 Undetermined Undetermined Example 61 97 Undetermined Undetermined Example 134 99 Undetermined Undetermined Example 62 98 Undetermined Undetermined Example 135 98 Undetermined Undetermined Example 63 99 Undetermined Undetermined Example 136 97 Undetermined Undetermined Example 64 98 Undetermined Undetermined Example 137 99 Undetermined Undetermined Example 65 97 Undetermined Undetermined Example 138 98 Undetermined Undetermined Example 66 98 Undetermined Undetermined Example 139 97 Undetermined Undetermined Example 67 98 Undetermined Undetermined Example 140 98 Undetermined Undetermined Example 68 98 Undetermined Undetermined Example 141 99 Undetermined Undetermined Example 69 97 Undetermined Undetermined Example 142 [ 98 Undetermined Undetermined Example 70 99 Undetermined Undetermined Example 143 97 Undetermined Undetermined Example 71 98 Undetermined Undetermined Example 144 99 Undetermined Undetermined Example 72 99 Undetermined Undetermined

Referring to Table 18-20, the light transmittance and precipitation test results, the light transmittance of the composition containing the ellagic acid-based compound according to Examples 1 to 144 was 95 to 100. In contrast, the ellagic acid of Comparative Example 1 has only a light transmittance of about 51.

In addition, the ellagic acid of Comparative Example 1 was found to have a severe precipitation at room temperature. However, the elagic acid-based compound-containing composition according to Examples 1 to 144 of the present invention maintained a stable state in which no precipitates occurred. In addition, the precipitation degree in 45 degreeC was shown to be severe precipitation in the comparative example. In contrast, in Examples 1 to 5, precipitation occurred, and Examples 6 to 54 precipitated in small amounts. Other Examples 55-144 maintained a stable state in which no precipitates occurred.

As described above, according to the present invention, by using the composition containing the elastic acid-based compound encapsulated with an amphiphilic block copolymer, and furthermore, a water-soluble hydrophilic polymer that can be encapsulated, the dissolution stability and transparency An improved ellagic acid based compound composition could be obtained. In addition, the composition may be a lotion, skin, lotion, cream, gel, ointment, paste, powder foundation, serum, emulsion foundation, essence, paste, powder, spray, steam (O / W) type or vaporized water (W / Since it can be solubilized in the formulation having the form O), it can be expected that the precipitation and agglomeration phenomenon can be prevented and applicable to various types of cosmetic raw material formulation.

While the foregoing embodiments illustrate the benefits of the present invention in relation to the solubility of ellagic acid, this is exemplary, and one of ordinary skill in the art would appreciate the skin, scalp by pharmacological effects such as inherent whitening and wrinkle improvement of ellagic acid. And cosmetics, detergents, pharmaceuticals, food and beverages, and the like, which can be consumed.

The present invention described above is not limited to the above-described embodiment and the accompanying drawings, and various substitutions, modifications, and changes are possible within the scope not departing from the technical spirit of the present invention. It will be evident to those who have knowledge of.

Claims (12)

A core portion including ellagic acid; And
An elastic acid-based compound-containing composition comprising an amphiphilic block copolymer which encapsulates the core part by self-assembly in an aqueous system to form nanoparticles. The method of claim 1,
The amphiphilic block copolymer is polyethylene glycol polylactic acid (PEG-PLA), polyethylene glycol poly-lactic acid-glycolic acid (PEG-PLGA), polyethylene glycol polycaprolactam (PEG-PCL), polyethylene glycol polypropyl glycol (PEG- PPG), poloxamer (PEG-PPG-PEG), polyethylene glycol polybutylene glycol (PEG-PBG), polyethylene- glycol polytetrahydrofuran (PEG-PTHF) and polyethylene glycol polystyrene (PEG-PS) Elastic acid compound-containing composition, characterized in that at least one selected. The method of claim 1,
The composition further comprises a water-soluble polymer for encapsulating the nanoparticles in water,
The water-soluble polymer is arabia gum (Arabicgum), hyaluronic acid (Hyaluronic acid), starch (Starch), chitosan (Chitosan), Aristoflex, Xanthangum, Natrazole (Natrazol), carboxy methyl cellulose ( CMC: carboxy methyl cellulose, amide gel (Amigel), gellanum (Gellangum), and pectin (Pectin) any one or a combination thereof, characterized in that it comprises a composition containing an elastic acid-based compound. The method according to claim 1 or 3,
Wherein said composition has a binding affinity for the hydrophilic group of said amphiphilic block copolymer and further comprises a water-soluble oligomer selected from polysaccharides and biocompatible polymers. The method of claim 1,
The amphipathic block copolymer is an eladic acid-based compound-containing composition, characterized in that contained in 10 to 90% by weight relative to the total weight of the eladic acid-based compound-containing composition. The method of claim 3, wherein
The water-soluble polymer is an elastic acid-based compound-containing composition, characterized in that contained in 0.1 to 30% by weight relative to the total weight of the elastic acid-based compound-containing composition. A cosmetic composition comprising nanoparticles comprising ellagic acid encapsulated with an amphipathic block copolymer. The method of claim 7, wherein
Further comprising a water-soluble polymer in which the nanoparticles are encapsulated,
The water-soluble polymer is arabia gum (Arabicgum), hyaluronic acid (Hyaluronic acid), starch (Starch), chitosan (Chitosan), Aristoflex, Xanthangum, Natrazole (Natrazol), carboxy methyl cellulose ( CMC: Cosmetic composition comprising any one or a combination of carboxy methyl cellulose, Amigel, Gellanum, and Pectin. The method of claim 7, wherein
The content of the nanoparticles is a cosmetic composition, characterized in that 0.1 to 30% by weight. The method of claim 7, wherein
The cosmetic composition may be a lotion, skin, lotion, cream, gel, ointment, paste, powder foundation, serum, emulsion foundation, essence, paste, powder, spray, water vapor (O / W) type or water vapor (W / Cosmetic composition characterized in that it has a formulation of any one of type (O). (a) preparing a mixed solution of ellagic acid and an amphipathic block copolymer using an organic solvent;
(b) removing the organic solvent; And
(c) forming a powder of the resultant obtained in step (b);
Wherein said organic solvent is selected from ethanol, methanol, acetone, tetrahydrofuran, acetonitrile and mixtures thereof. The method of claim 11, wherein, prior to step (b),
Dispersing the water-soluble polymer in the mixed solution,
The water-soluble polymer is arabia gum (Arabicgum), hyaluronic acid (Hyaluronic acid), starch (Starch), chitosan (Chitosan), Aristoflex, Xanthangum, Natrazole (Natrazol), carboxy methyl cellulose ( CMC: carboxy methyl cellulose, Amigel (Amigel), Gellanum (Gellangum), Pectin (Pectin), any one or a combination thereof.

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