KR20200071507A - Porous natural antiseptic porous, which collects functional ingredients other than the oak tree extract using ultra-low temperature vacuum extraction system - Google Patents

Abstract

The present invention relates to a microcapsule of Dendropanax morbiferus extract containing a biodegradable polymer, and a cosmetic composition containing the same for skin whitening and, more particularly, to an extract of Dendropanax morbiferus which is configured to contain a certain range of the content of kurarinone in the extract of Dendropanax morbiferus, shows an excellent whitening effect when being applied to the human body, and thus may be used in a cosmetic composition for skin whitening. For this purpose, the present invention provides a microcapsule containing the extract of Dendropanax morbiferus, in which the extract of Dendropanax morbiferus is captured in a biodegradable polymer. In this case, the extract of Dendropanax morbiferus contains 0.001 to 50 wt% of kurarinone as an indicator material. In addition, the biodegradable polymer, which forms a wall material of the microcapsule containing the extract of Dendropanax morbiferus, of the present invention includes polylactic acid, polymethyl methacrylate, and polycaprolactone. In this case, a weight ratio of polylactic acid, polymethyl methacrylate, and polycaprolactone is 7 to 8 : 2 to 3 : 1 to 2.

Description

Porous natural antiseptic porous, which collects functional ingredients other than the oak tree extract using ultra-low temperature vacuum extraction system}

The present invention relates to a microcapsule of hwangchil tree extract containing a biodegradable polymer and a cosmetic composition for skin whitening containing the same, more specifically, it is standardized so that the content of curarinon in the hwangchil tree extract is included within a certain range, and when applied to the human body It relates to hwangchil tree extract that has excellent whitening effect and can be used for whitening cosmetics.

Since hwangchil tree extract exhibits stability problems such as discoloration, odor, and decrease in potency when applying cosmetics, the present invention uses biodegradable polymer polylactic acid (PLA), polymethyl methacrylate (PMMA), and polycaprolactone (PCL). By collecting the hwangchil tree extract inside, it was microencapsulated so that the active ingredient was maintained for a long time in the cosmetic formulation.

The domestic cosmetics industry continues to grow, and the functional cosmetics market is gradually increasing in proportion, so it is required to develop functional materials that reflect consumer preferences.

Recently, the development of cosmetic functional materials has been focused on natural materials containing various bioactive materials rather than chemically synthesized functional materials. Since natural products have been used as herbal medicines for a long time to treat diseases since ancient times, its efficacy and safety have been verified to some extent, and since the action is generally mild, continuous, and various plant species exist and are environmentally friendly, it can be widely used as a cosmetic raw material. However, since natural products have a large difference in quality depending on the culture environment, preservation, and extraction method, there is a problem in that materialization is difficult because active capture cannot be obtained reproducibly.

As a method for solving this problem, there is a method of setting an indicator that can represent a natural product among a number of components included in the natural product. Setting the indicator material is an ideal method for standardizing the raw materials. When the characteristics of the raw materials are set through the indicator materials, it is possible to obtain reproducible raw materials that minimize variations in natural components contained in natural materials.

On the other hand, since natural products or active substances are in an unstable state, it is one of the important factors to maintain the content of active ingredients during the use period without any problems such as discoloration, odor, and decrease in potency when applying cosmetics. In order to maintain the potency of these active ingredients, a microcapsulation technique in which the active ingredient is enclosed in a specific material has been applied. The microencapsulation technology not only gives stability to protect the active ingredient from the external environment, but also has a feature of gradually releasing the active ingredient from a desired site.

The microcapsule is a core material, which is a material supported therein, and a wall material that forms the outside, and has a small spherical shape having a size of 1000 um or less. Since the core material can be either solid or liquid, and the wall material must be able to capture the core material, synthetic or natural polymers that are film-forming, non-toxic and do not chemically react with the core material are used. Since the safety of microcapsules or the collection efficiency and release rate of core materials are controlled according to the selection of polymers and physical conditions, studies on the complex action of biodegradable polymers are underway (Park SJ et al., Polymer(korea)) , 2003, 27(5):449-457, Park SJ et al,, korean Chem. Eng.Res., 2004, 42(6):706-711, Korean Registered Patent No. 100654233)

Hwangchil-tree is a perennial plant of the Rosaceae family, and grows in Asia such as Korea, Japan, and China. The root of this plant has a bitter taste, but it has the same effect as ginseng, so it is called Hwangchil tree in oriental medicine. Hwangchil tree is known to have anti-arrhythmic, anti-tumor, diuretic, antipyretic and other pharmacological effects, as well as antibacterial, antifungal, and neurogenic dermatitis against eczema. It has been reported that the hwangchil tree root contains 3-4% of alkaloids such as matrine, oxymatrine, isomatrine, sophoranol, and angaytine, and contains a large amount of flavonoid-based compounds with strong antioxidant power, so it has been reported to have excellent effect on whitening. In addition, among the flavonoid-based compounds of ginseng, it has been reported that kurarinone and kuraridin have high tyrosinase inhibitory effects.

The present inventors produce a hwangchil tree extract containing a certain content of curarinon among hwangchil tree extracts through separation refining technology to develop a reproducible natural whitening material, and microcapsulate the obtained hwangchil tree extract, We developed a whitening cosmetic composition that has superior safety and superior mobility than the existing hwangchil tree extract.

In this regard, Korean Patent Application No. 10-2001-0070448 discloses a skin lightening agent containing Sophora flavanone G or a hwangchil tree extract containing the same, and Korean Patent No. 10-0966835 invented “in ultraviolet light. Disclosed is a composition containing an extract of a plant mixture consisting of licorice, horseback riding, sewage, black sesame seeds, shiitake mushroom, Angelica, baekbaekpi, county medicinal, and red ginseng having anti-wrinkle and anti-wrinkle effects against skin, and a method for manufacturing the same” have. Korean Patent Application No. 10-2007-0122160 is a cosmetic composition containing 14 kinds of plant extracts as well as Hwangchil tree extract as an active ingredient. It activates skin cells, improves wrinkles, promotes collagen biosynthesis, and has excellent whitening effect. A cosmetic composition for improving pigmentation such as spots and freckles has been disclosed.

However, there is no example of providing a cosmetic composition by microencapsulating a hwangchil tree extract standardized as in the present invention in an optimal manner.

The present invention optimally microencapsulates the hwangchil tree extract standardized to include the content of curarinon as a range of indicators and applies the composition to cosmetics, while having excellent whitening effect and maintaining its efficacy while maintaining its efficacy. It is an object to provide a cosmetic composition that can improve the efficacy by improving the stability.

In addition, the present invention has an object to provide a cosmetic composition showing a whitening effect when applied to the human body.

Other objects and advantages of the present invention will be more apparent by the specific details and claims for carrying out the following invention.

The present invention having the above object is characterized in that the hwangchil tree extract-containing microcapsules in which the hwangchil tree extract is collected in a biodegradable polymer.

At this time, the hwangchil tree extract is characterized in that it contains 0.001 to 50% by weight of curarinon as an indicator material.

Curarinon, selected as an index material in the present invention, is an important component of the whitening effect of the present invention, has a whitening effect when the content is less than 0.001% by weight in hwangchil tree extract, and if it is more than 50% by weight, the effect is minimal and is not desirable in economical aspects not.

In addition, the biodegradable polymer forming the wall material of the hwangchil tree extract-containing microcapsules of the present invention is characterized in that it is polylactic acid, polymethyl methacrylate and polycaprolactone.

At this time, the weight ratio of polylactic acid, polymethyl methacrylate, and polycaprolactone is characterized by being 7-8:2-3: 1-2.

The size of the biodegradable high-injection microcapsules is 0.001 to 1000 um, and the hwangchil tree extract is characterized in that it contains 0.001 to 50.0% by weight based on the total weight of the capsule.

In addition, the cosmetic composition is selected from the group consisting of lotion, emulsion, lotion, essence, cream, gel cream, massage cream, gel, pack, body lotion, body cream, sun cream, oil, makeup base, foundation, lipstick, patch and spray It is characterized by having a formulation.

The composition of the present invention shows a whitening effect when applied to the human body.

According to the present invention, standardization of Hwangchil tree extract can be achieved by controlling the content of Kurarinon as an index material.

In addition, the composition of the present invention is a biodegradable polymer polylactic acid, polymethyl methacrylate and polycaprolactone in a specific ratio made of a microcapsule made of hwangchil tree extract is excellent stability and excellent skin whitening effect.

Therefore, the hwangchil tree extract microcapsules containing the biodegradable polymer according to the present invention and the cosmetic composition for skin whitening containing the same are excellent in terms of whitening effect, safety and stability.

Hwangchil tree extract used in the cosmetic composition of the present invention after washing the dry hwangchil tree 70% ethanol as an extraction solvent 5 to 10 times in a volume of 10 to 45 degrees, preferably 25 to 1 to 15 days, Preferably, it can be obtained by depositing for 2 to 7 days to prepare an ethanol extract, suspending the ethanol extract in distilled water, and then preparing a fraction according to the polarity of the solvent.

As the polar solvent, a polar solvent-soluble extract may be fractionated using a solvent selected from the group consisting of ethyl acetate, hexane, methylene chloride, ethyl ether, butanol, methanol, and mixtures thereof, and more preferably, ethyl acetate solvent Extract using.

The inventors isolated the indicator from the ethyl acetate fraction, which has the best effect, among the lapsed fractions that evaluated the tyrosinase activity inhibitory ability for each solvent fraction. For the selection of the indicator, the ethyl acetate fraction was analyzed by HPLC and the peak containing sufficient amount for separation was measured to measure NMR, IR, melting point, etc., and it was confirmed that it was kurarinone. Hwangchil tree extract was prepared.

The indicator material Kurarinon is preferably contained in 0.001% by weight or more of the hwangchil tree extract, more preferably contained in 0.001 to 50.0% by weight, and when contained in excess of 0.01 to 50% by weight, the effect is further increased Not only does it not, it tends to be undesirable from an economic point of view.

Curarinon, selected as the indicator in the present invention, is a flavonoid type that effectively removes active acid species because it has a number of hydroxyl groups (-OH) with properties of easily binding to various compounds, and has excellent efficacy in whitening and antioxidant effects It can be used in various forms as a functional raw material in the cosmetic field.

The hwangchil tree extract obtained in the present invention, as an active ingredient, can not exclude the action of other components other than kurarinon.

The manufacturing method of the hwangchil tree extract will be described in more detail as follows.

(1) The separation process of hwangchil tree extract and the fraction of which the active ingredient of hwangchil tree is purified is crushed red ginseng, extracted with 70% ethanol, and concentrated under reduced pressure to obtain a crude extract soluble in a polar solvent;

(2) a second step of suspending the crude extract obtained in the above step with distilled water and ethyl acetate, taking an ethyl acetate layer and concentrating under reduced pressure;

(3) The step of separating the concentrate using a mixed solvent of ethyl acetate and hexane (EtOAc; Hexane = 3: 1) on the silica gel column, and then concentrating under reduced pressure to include the three steps of obtaining the purified fraction in the purified form.

A method of manufacturing a biodegradable polymer microcapsule containing the hwangchil tree extract is as follows.

(1) dissolving the polymer material in a solvent;

(2) uniformly dispersing hwangchil tree extract in the polymer solution;

(3) dispersing the hwangchil tree extract-containing polymer solution in a dispersion medium;

(4) evaporating and removing the organic solvent from the center of the dispersed phase by adding the solution; And

(5) recovering the polymer capsule through filtration and drying under reduced pressure.

The polymer material is used as a wall material for manufacturing microcapsules, polymethyl methacrylate, polylactic acid, polycaprolactone, polyether sulfone, polyurethane, polyurea-urethane, polyurea-formaldehyde, polyethyleneimine, Polyethylene oxide, polybutylene succinate, polyDL-lactide-chae-glycolide, polyethylene adipate, polyN-isopropylacrylamide, polystyrene, poly3-hydroxybutyrate, polybutyl 2-cyanoacrylic Rate, polyglycidyl methacrylate, polysulfonamide, polyferryl ester, or a single polymer selected from two or more copolymers or a mixture of the polymers.

Most preferably, it is preferable to use polylactic acid, poly methyl methacrylate, and polycaprolactone in a mixing ratio of 7 to 8:2 to 3:1 to 2. Microcapsules are formed even outside this mixing ratio, but since the stability of the capsule is poor, long-term storage is difficult, which is not preferable.

The solvent used in the above process (1) can be water, acetone, benzene, cyclohexane, ethyl acetate, carbon tetrachloride, methylethylkeron, ethanol, propanol, methylene chloride, ethyl acetate, etc. It is not limited. Preferably, it is preferable to use methylene chloride and ethyl acetate at 7:3% by weight to easily evaporate and form capsules with low boiling point. In addition, when the solvent is used in a small amount, the concentration of the polymer solution increases, dispersibility decreases, and agglomeration of the dispersion particles of the dispersion medium occurs, resulting in a decrease in yield. Conversely, if a large amount of solvent is used, the recovery time of the microcapsules becomes longer. It is usually appropriate to use 5-20% (w/v) concentration.

The dispersion medium used in the above process (3) is an amphoteric surfactant capable of dispersing both hydrophobicity and hydrophilicity in order to improve the dispersibility of the capsule and to prepare a stable capsule, and includes polyvinyl alcohol, gelatin, sodium dodecyl sulfate, etc. , Preferably, polyvinyl alcohol is used.

Hwangchil tree extract of the present invention is characterized by containing 0.001 to 50.0% by weight relative to the total weight of the capsule.

Furthermore, the present invention provides a cosmetic composition containing hwangchil tree extract microcapsules containing a biodegradable polymer as an active ingredient.

The microcapsules of the present invention may be contained in an amount of 0.0001 to 50.0% by weight based on the total weight of the composition. Formulations of the cosmetic composition according to the present invention include lotion, emulsion, lotion, essence, cream, gel cream, massage cream, gel, pack, body lotion, body cream, sun cream, oil, makeup base, foundation, lipstick, patch and spray And the like, but is not limited thereto.

Hereinafter, the present invention will be described in more detail through examples and experimental examples. However, these examples are intended to illustrate the present invention, it is apparent to those skilled in the art that the scope of the present invention is not limited to these examples.

[Example 1 and Comparative Example 1] Preparation of hwangchil tree extract

100 g of the dried hwangchil tree in the shade was immersed in 1 L of 70% ethanol and extracted twice at room temperature for 48 hours. The extracted sample was filtered under reduced pressure, and the filtered filtrate was concentrated under reduced pressure at 60 degrees or less to obtain an extract concentrate of about 12 g. (Comparative Example 1)

The extracted concentrated solution was suspended in 1 L of distilled water, extracted with hexane in a separatory funnel to remove the nucleic acid layer, and then extracted again with ethyl acetate. After the ethyl acetate fraction was adsorbed onto the silica gel column, the eluent was sequentially passed through, and then separated using a mixed solvent of ethyl acetate and nucleic acid (EtOAc: Hexane = 3: 1). After concentration under reduced pressure, the fraction was recrystallized, filtered, dried, and dried to obtain Example 1.

[Production Examples 1 to 8] Preparation of microcapsules containing purified hwangchil tree extract

The microcapsule was dispersed in a solvent in which methylene chloride and ethyl acetate were mixed at a 7:3 ratio, and the polymer was dispersed in the ratios shown in Table 1 below. Then, the core material of Example 1 was dispersed in the polymer solution. Then, 0.5% (w/w) was added to an aqueous polyvinyl alcohol solution, and completely dispersed with a homogenizer at 5,000 rpm for 5 minutes. Volatile organic solvents (methylene chloride and ethyl acetate) were removed from the prepared complex dispersion system, and the obtained microcapsules were sufficiently washed with tertiary distilled water after filtration and dried at low temperature to prepare final microcapsules.

[Formulation 1 to 8 and Comparative Formulation Example 1] Preparation of cosmetic composition containing microcapsules containing purified hwangchil tree extract

The cosmetic composition containing the microcapsules containing the standardized hwangchil tree extract of the present invention and the cosmetic composition not containing the microcapsules were prepared with the composition shown in Table 2 below.

Micro phase including Hwangchil tree extract standardized by dissolving B phase 70° C. heated to 70° C. and emulsifying 2,500 rpm for 10 minutes with a homogenizer and adding A phase to C, B uniformly mixed. Emulsions containing capsules and emulsions not containing the microcapsules were prepared.

[Experimental Example 1] Identification of indicator components of hwangchil tree extract

To confirm the content of the index component of Example 1 and Comparative Example 1, HPLC analysis was performed under the following conditions.

Development solvent: Methylene chloride methanol

Adsorbent: silica gel

Coloring agent: UV (254 nm)

Flow rate: 1.0ml/min

Column temperature: room temperature

As a result of confirming the index components of the hwangchil tree extract according to the manufacturing method of Example 1 and Comparative Example 1, Example 1 containing a certain content of the curarinon in the hwangchil tree extract through separation and purification technology is It was possible to produce a constant extract of ginseng, and in Comparative Example 1, it was found that the content of curarinon was different for each of the three manufacturing processes. From the above results, it can be seen that the hwangchil tree extract can obtain an active ingredient reproducibly when the indicator is set.

[Experimental Example 2] Stability test of microcapsules

Stability tests were performed on the microcapsules of the present invention. Formulation Examples 1 to 8 and Comparative Formulation Example 1 were placed in an opaque vial container and kept constant at 45 degrees to measure the change in the content of the indicator by HPLC for 28 days every week. The analysis conditions of each component were carried out in accordance with the standards and test methods for functional cosmetics No. 2013-28.

As a result of confirming the stability of the microcapsules according to the mixing ratio of the wall materials in the formulation examples 1 to 8, polylactic acid: polymethyl methacrylate: polycaprolactone in a weight ratio of 7 to 8:2 to 3:1 to 2 It was found that the stability of the formulation examples 6 to 7 containing the produced microcapsules was the best. From the above results, it can be seen that the hwangchil tree extract is stable when microencapsulated by mixing polylactic acid, polymethyl methacrylate, and polycaprolactone in a weight ratio of 7 to 8:2 to 3:1 to 2.

[Experimental Example 3] Measurement of skin whitening effect of cosmetics

In order to measure the skin whitening effect of the cosmetic in the formulation example 6 and formulation 1, 25 subjects (9 women of average 20-20 years old) were selected and experiments were conducted by double-blind method. After measuring the minimum excitement of the subject, the amount of light corresponding to 0.7 MED was irradiated using an artificial ultraviolet emitter mounted on a portion of the arm where the MED was irradiated. The test site was pigmented after attaching a patch like the one below to the test site.

Formulation Example 6 was applied to the right site, and Formulation Comparison 1 was applied to the left site twice a day for 8 weeks in the morning and evening. In order to confirm the degree of improvement of the pigmentation site, a change in color brightness (ΔL*) was measured using a Chromameter.

As a result of measuring the degree of improvement of the pigmentation site, it can be confirmed that the formulation example 6 containing the hwangchil tree extract collected in the microcapsule has better whitening effect than the comparative formulation example 1. From the above results, an excellent whitening effect of the cosmetic composition of the present invention can be confirmed.

Claims (8)

Microcapsules containing high ginseng extract in which a hwangchil tree extract is collected in a biodegradable polymer.
According to claim 1,
The hwangchil tree extract is a microcapsules containing hwangchil tree extract characterized in that it contains 0.001 to 50% by weight of curarinon as an indicator.
According to claim 2,
Microcapsules containing hwangchil tree extract, characterized in that the biodegradable polymer forming the wall material of the microcapsules is polylactic acid, polymethyl methacrylate and polycaprolactone.
According to claim 3,
Microcapsules containing hwangchil tree extract, characterized in that the weight ratio of polylactic acid, polymethylmethacrylate and polycaprolactone is 7-8:2-3:1-2. The method of claim 4,
Hwangchil tree extract is a microcapsules containing high ginseng extract, characterized in that contained 0.001 to 50% by weight relative to the total weight of the capsule.
A cosmetic composition for skin whitening comprising the microcapsules containing hwangchil tree extract of any one of claims 1 to 5 as an active ingredient.
The method of claim 6,
Microcapsules containing hwangchil tree extract is a cosmetic composition for skin whitening, characterized in that contained 0.0001 to 50.0% by weight relative to the total weight of the cosmetic composition.
The method of claim 7,
The cosmetic composition is selected from the group consisting of lotion, emulsion, lotion, essence, cream, gel cream, massage cream, gel, pack, body lotion, body cream, sun cream, oil, makeup base, foundation, lipstick, patch and spray Cosmetic composition for skin whitening, characterized by having a formulation.