Method for extracting a compound from ginseng, ginseng extract containing the compound, and skin barrier strengthening composition containing the same

Specific compounds are efficiently extracted from ginseng through anaerobic natural fermentation technology, forming high-content extracts, and used for skin barrier strengthening, solving the problems of poor extraction effects and poor skin barrier strengthening effects in the prior art, and achieving significant moisturizing and barrier function improvements.

CN116240259BActive Publication Date: 2025-05-09AMOREPACIFIC CORP
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Patent Information

Application Number
CN202310406009.1
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2022-05-31
Filing Date
2023-04-17
Publication Date
2025-05-09
Estimated Expiration
2043-04-17

AI Technical Summary

Technical Problem

The prior art is difficult to efficiently extract specific compounds from ginseng, especially without using external microorganisms, and the skin barrier enhancement effect of the extract is poor.

Method used

By performing anaerobic natural fermentation of ginseng, specific compounds are extracted using microorganisms present in the ginseng itself to form a high content of anaerobic natural fermented ginseng extract, and it is used in the composition for skin barrier strengthening.

Benefits of technology

It significantly increases the content of specific ginseng saponin compounds in ginseng, improves the moisturizing effect of the skin barrier, and enhances the function of the skin barrier.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention provides: a method for extracting a compound represented by the following chemical formula 1 from ginseng, comprising the step of anaerobically fermenting ginseng; an anaerobic naturally fermented ginseng extract comprising a compound represented by the following chemical formula 1 extracted by the method; and a composition for strengthening the skin barrier containing the anaerobic naturally fermented ginseng extract as an effective ingredient, wherein [Chemical Formula 1] in the Chemical Formula 1, each substituent is as defined in the specification.
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Description

Technical Field

[0001] The present disclosure relates to a method for extracting a compound from ginseng, a ginseng extract containing the compound, and a skin barrier strengthening composition containing the same. Background Art

[0002] Korean ginseng (Panax ginseng CA Meyer) grown in the Korean Peninsula and northeastern China is a perennial plant of the genus Ginseng in the Araliaceae family. Its English name "Ginseng" comes from the Chinese pronunciation of ginseng. For thousands of years, ginseng has been used as a traditional medicinal herb in Asian countries such as Korea, China and Japan, and has been sold all over the world in recent years. Every spring, ginseng sprouts new shoots from the roots rooted in the ground, and the leaves and roots dry up in autumn. In addition, as a semi-shade plant, once the aboveground part of ginseng is exposed to direct sunlight, the chlorophyll in the leaves is destroyed and withers. Most flowers begin to bloom in March, and the flowering period is mid-May. In summer, farmers who cultivate ginseng will set up sunshade films to prevent the fragile aboveground part of ginseng from withering due to direct sunlight, and seeds are collected from mid-to-late July. Raw ginseng (water ginseng) produced in Korea is sold as water ginseng, root ginseng (white ginseng, red ginseng, Taiji ginseng, black ginseng) and processed ginseng products. Fresh ginseng, which is raw ginseng harvested from the ground, contains 70-80% water. It is divided into white ginseng, red ginseng, Taegeuk ginseng, and black ginseng according to the method of removing water from fresh ginseng. As the number of ginseng growers in Korea decreases, costs increase, and mass production is limited due to the narrow cultivation area, the global share of Korean ginseng is decreasing, which leads to the need to develop differentiated high-quality and high-priced ginseng and scientific farming methods.

[0003] Research on ginseng began in 1845 when Garriques of the United States separated an amorphous glycoside mixture from American ginseng and named it "panaquilon". However, formal research began in 1957 when Brekhman, a pharmacologist from the former Soviet Union, published that the active ingredient of ginseng is saponin, and many studies have been conducted centered on the saponin component. Saponin comes from the Spanish word for foam, and it is known that it is easily soluble in water and ethanol, continuously produces foam, and has a detoxifying effect and hemolytic effect on red blood cells physiologically. Chemically, it appears red in the acetic anhydride-concentrated sulfuric acid (Libermann-Buchard) reaction, and is a glycoside with sugars bound to the glycoside part (sapogenin, aglycone; saponin glycoside, aglycone). The chemical structure of ginsenosides was clarified by the research of Shibata et al. in 1960, and research on ginseng began to accelerate.

[0004] Ginsenoside, the saponin component of ginseng, means the glycoside contained in ginseng. So far, 31 chemical structures have been confirmed. According to the structural characteristics, it is divided into protopanaxadiol (PPD) and protopanaxatriol (PPT), which are triterpenoids of the dammarane series. Among the factors that determine the quality of ginseng, the content of saponin is the main factor, and the saponins found in ginseng are called ginsenosides. Ginsenoside, as the main pharmacologically active substance of ginseng, is named as the glycoside isolated from ginseng, and is composed of a glycone and an aglycone (sapogenin) structure. Ginsenosides are named Rx, where "R" means "root" and "x" means the position of the Rf value obtained by dividing the distance moved by the solvent by the distance moved by the sample when separating ginseng extracts on TLC. Ginsenosides are named in the order of o, a, b, c, d, e, f, g, h, etc. Ginsenosides can be classified into PPD, PPT, ocotillol-type, and oleanolic acid based on the four aglycone structures. Protopanaxadiol (PPD) type saponins include ginsenosides Rb1, Rb2, Rc, Rd, Rg3, etc., and protopanaxatriol (PPT) type saponins include ginsenosides Re, Rg1, Rg2, Rh1, etc.

[0005] Currently, the well-known pharmacological effects and functions of ginseng start from anti-diabetic activity, and have anti-cancer, antioxidant, arteriosclerotic and anti-stress effects, brain activity promotion, anti-inflammatory activity, allergic disease treatment, and the ability to promote protein synthesis.

[0006] For the purpose of long-term preservation, the ginseng is steamed and dried by steam, so that it can be preserved for a long time. Red ginseng is steamed and dried, so the browning reaction is promoted, and the appearance is light brown to reddish brown. During the steaming process, the starch granules in the tissue of red ginseng are gelatinized, so the digestibility is higher than that of white ginseng. In addition, various enzymes are inactivated, so it is safer than white ginseng during storage, and part of the chemical conversion occurs during the preparation process, thereby generating new physiologically active ingredients that do not exist in water ginseng or white ginseng. As the unique ingredients of red ginseng alone, representative ones are ginsenosides Rg2, Rg3, Rh1, and Rh2. It has been reported that ginsenoside Rg2 has an antagonistic effect on cancer toxins and an inhibitory effect on tumor angiogenesis, and ginsenoside Rg3 inhibits the penetration of cancer cells into normal cells and the metastasis of angiogenesis. In addition, it is known that ginsenoside Rh1 has the effects of protecting brain nerve cells and improving learning ability, and Rh2 has the effects of inhibiting the proliferation of cancer cells and inducing differentiation into morphologically and functionally normal cells, and therefore has attracted much attention as a characteristic that only red ginseng has. As the pharmacological effects and efficacy of the specific components of red ginseng as described above have been recognized, the recent research trends related to red ginseng are the development of pharmaceuticals using red ginseng components, the identification of the chemical structure of ginsenosides, which are the main active ingredients of ginseng, and the separation of substances. There are many mechanical analysis research reports and research reports related to the increase in red ginseng content.

[0007] Extraction is a necessary process to obtain many physiologically active ingredients from natural substances. It is the first step in the separation and purification process to obtain specific effective ingredients. The general extraction methods used in the food, pharmaceutical and cosmetic industries include steam distillation, reflux cooling extraction, ultrasonic extraction (UAE), supercritical fluid extraction (SFE), microwave extraction (MAE), accelerated solvent extraction (ASE, PLE) and ultra-high pressure extraction (HHP). A research report pointed out that the microwave extraction method is used in the extraction of pigments from bell peppers using a microwave extractor, the extraction of antioxidant components from raspberries and the extraction of ginsenosides, and the accelerated solvent extraction method is used in various extractions including the extraction of functional components from Cnidium monnieri using an accelerated solvent extractor, the extraction of lignans from Schisandra chinensis, and the extraction of carotenoids and chlorophyll pigments from Chlorella. On the one hand, the accelerated solvent extraction method (70% ethanol, 2000 psi, 150°C) used to extract specific ginsenoside extracts (Rb1+Rg1+Rg3, etc.) of red ginseng showed a yield of 145.24 mg / 100 g DW, and a research report pointed out that the content of ginsenoside extracts, which are all active ingredients in both ginseng and red ginseng, was 1.2-1.4 times higher in the hot water extraction method (95°C, 1 hour) than in the ultra-high pressure extraction method (80 MPa, 30°C, 12 hours). There are also reports on methods for increasing the extraction yield of ginsenosides by about 2 times by combining ultrahigh pressure equipment and enzyme treatment, and there are also research reports that Rd, a specific component of ginsenosides, is extracted for 24 hours with a specific combination of enzymes (Cellulase (cellulase) 2U / mL + Cellobiase (cellobiase) 4U / ml) added in the ultrahigh pressure enzyme treatment extraction method. The Rd extraction content is 7 times higher than that of enzyme treatment under atmospheric pressure. The main physiologically active ingredients of Korean wild ginseng are the protopanaxadiol group, the protopanaxatriol group, and oleanolic acid, which are products of glycosides hydrolyzed by ginsenoside glycosides and acids. As mentioned above, the active ingredients of ginsenosides containing ginsenosides can be extracted by various extraction methods, but the yield or activity varies depending on the extraction method, so it is extremely important to select an extraction method that suits the purpose.

[0008] On the one hand, the present inventors have been conducting research on the development of cosmetic compositions from natural and organic agricultural raw materials for a long time, and in particular, have been conducting research on the superior effects of fermented ginseng extracts compared to existing unfermented ginseng extracts in many aspects. As a result, it has been confirmed that specific types of ginsenoside compounds can be extracted at high contents from fermented ginseng, especially ginseng fermented under anaerobic conditions, and that a composition containing the compounds extracted by this method as an active ingredient has an extremely excellent skin barrier strengthening effect, which is beneficial for skin moisturizing, etc., thereby completing the present invention. Summary of the invention

[0009] Technical issues

[0010] One embodiment is to provide a method for extracting specific compounds from ginseng by anaerobically fermenting ginseng naturally.

[0011] Another embodiment is to provide an anaerobic naturally fermented ginseng extract containing a specific compound extracted by the method.

[0012] Still another embodiment is to provide a skin barrier strengthening composition containing the anaerobic naturally fermented ginseng extract as an active ingredient.

[0013] Technical Solution

[0014] According to an implementation example, a method for extracting a compound represented by the following chemical formula 1 from ginseng is provided, the method comprising the step of anaerobic natural fermentation of ginseng:

[0015]

Chemical formula 1

[0016]

[0017] In the chemical formula 1,

[0018] X 1 is an oxygen atom or a sulfur atom,

[0019] R 1 To R 10 Each is independently a hydroxyl group or a substituted or unsubstituted C1 to C20 alkyl group,

[0020] n1 and n2 are each independently an integer from 0 to 4, and 1≤n1+n2≤4.

[0021] The natural fermentation may be carried out at 35° C. to 65° C. for 15 to 30 days.

[0022] The natural fermentation may be fermenting the ginseng in a sealed state.

[0023] The ginseng may be rolled ginseng.

[0024] The kneading may be performed for 20 to 60 minutes.

[0025] The method may include: a step of washing ginseng; a step of twisting the washed ginseng; a step of cutting and / or crushing the twisted ginseng; a step of naturally fermenting the cut and / or crushed ginseng; and a step of drying the naturally fermented ginseng.

[0026] The ginseng may include water ginseng.

[0027] It can be that, in the chemical formula 1, R 1 is a C1 to C20 alkyl group substituted by a hydroxyl group, R 2 and R 8 Each is independently a hydroxyl group, R 3 To R 7 and R 9 are each independently an unsubstituted C1 to C20 alkyl group, R 10 is a C1 to C20 alkyl group substituted with a functional group represented by the following Chemical Formula 2,

[0028]

Chemical formula 2

[0029]

[0030] In the chemical formula 2, L 1 is a substituted or unsubstituted C1 to C20 alkylene group, R 11 and R 12 Each is independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group; n1 is an integer of 1; and n3 is an integer of 3.

[0031] The Chemical Formula 1 may be represented by the following Chemical Formula 1-1.

[0032]

Chemical formula 1-1

[0033]

[0034] According to another implementation example, an anaerobic naturally fermented ginseng extract is provided, which includes the compound represented by the chemical formula 1 extracted by the method.

[0035] According to yet another implementation example, a use of the anaerobic naturally fermented ginseng extract of claim 10 for preparing a composition for strengthening the skin barrier is provided.

[0036] The anaerobic naturally fermented ginseng extract may be contained in a concentration range of 1 μg / ml to 100 mg / ml based on the total amount of the skin barrier strengthening composition.

[0037] The compound represented by Chemical Formula 1 may be contained in a concentration range of 50 nmole to 5000 nmole relative to the total amount of the skin barrier strengthening composition.

[0038] Effects of the Invention

[0039] In the existing ginseng fermentation, in most cases, specific microorganisms that do not exist in ginseng are used to ferment ginseng. However, according to one implementation example, by using microorganisms existing in ginseng itself, the content of ginsenoside compounds represented by a specific chemical formula in the fermented ginseng can be greatly increased, thereby also being able to extract ginsenoside compounds represented by the specific chemical formula at a high content.

[0040] In addition, a composition containing the same as an active ingredient has a skin barrier strengthening function and can impart an excellent moisturizing effect to the skin. BRIEF DESCRIPTION OF THE DRAWINGS

[0041] Figure 1 is a sequence diagram of a method according to an implementation example;

[0042] Figure 2 is a graph showing the contents of major ginsenoside substances in an anaerobic fermented ginseng extract and an unfermented water ginseng extract according to an embodiment;

[0043] Figure 3 is a graph showing the contents of major ginsenoside substances in an anaerobic fermentation ginseng extract and an aerobic fermentation ginseng extract according to an embodiment;

[0044] Figure 4 is a graph showing the expression level of the filaggrin gene according to the concentration of the anaerobic fermented ginseng extract and the unfermented water ginseng extract, each containing the anaerobic fermented ginseng extract according to an embodiment as an active ingredient;

[0045] Figure 5 is a graph showing the expression amount of the Filaggrin (FLG) gene according to the concentration of the compound in the compositions each containing the compound represented by Chemical Formula 1-1 as an active ingredient;

[0046] Figure 6 is a graph showing the expression amount of the occludin (OCLN) gene according to the concentration of the compound in the compositions each containing the compound represented by Chemical Formula 1-1 as an active ingredient;

[0047] Figure 7The graph shows the expression level of ATP-binding cassette sub-family A member 12 (ABCA12) gene according to the concentration of the compound in the compositions each containing the compound represented by Chemical Formula 1-1 as an active ingredient. DETAILED DESCRIPTION

[0048] The following is a detailed description of the implementation examples of the present invention so that those skilled in the art can easily implement the present invention. However, the present invention can be embodied in various different forms and is not limited to the implementation examples described herein.

[0049] In the present specification, when no specific definition is provided, "substituted" or "substituted" means that one or more hydrogen atoms in the functional group of the present invention are replaced by one or more substituents selected from the following group: halogen atoms (F, Br, Cl or I), hydroxyl, nitro, cyano, amino (NH2, NH(R 200 ) or N(R 201 )(R 202 ), where R 200 , R 201 and R 202 The same or different, each independently represents a C1 to C10 alkyl group), an amidino group, a hydrazine group, a hydrazone group, a carboxyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted alicyclic organic group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heterocyclic group.

[0050] In the present specification, when a specific definition is not otherwise provided, “alkyl” means a C1 to C20 alkyl group, and specifically means a C1 to C15 alkyl group, “cycloalkyl” means a C3 to C20 cycloalkyl group, and specifically means a C3 to C18 cycloalkyl group, “alkoxy” means a C1 to C20 alkoxy group, and specifically means a C1 to C18 alkoxy group, “aryl” means a C6 to C20 aryl group, and specifically means a C6 to C18 aryl group, “alkenyl” means a C2 to C20 alkenyl group, and specifically means a C2 to C18 alkenyl group, “alkylene” means a C1 to C20 alkylene group, and specifically means a C1 to C18 alkylene group, and “arylene” means a C6 to C20 arylene group, and specifically means a C6 to C16 arylene group.

[0051] In the present specification, when no definition is otherwise provided, "combination" means mixing or copolymerization. In addition, "copolymerization" means block copolymerization or random copolymerization, and "copolymer" means block copolymer or random copolymer.

[0052] The present invention relates to a natural fermentation technology that utilizes microorganisms inherent in ginseng without inoculating specific microorganisms, and a method for extracting a compound represented by the following Chemical Formula 1 from ginseng using the technology.

[0053]

Chemical formula 1

[0054]

[0055] In the chemical formula 1,

[0056] X 1 is an oxygen atom or a sulfur atom,

[0057] R 1 To R 10 Each is independently a hydroxyl group or a substituted or unsubstituted C1 to C20 alkyl group,

[0058] n1 and n2 are each independently an integer from 0 to 4, and 1≤n1+n2≤4.

[0059] The natural fermentation may refer to fermentation that is completed by itself rather than artificial fermentation using yeast, etc. Fermentation using yeast, etc. is the same as the existing method of inoculating specific microorganisms in ginseng for fermentation, and such fermentation cannot increase the content of the specific ginsenoside compound represented by the chemical formula 1.

[0060] The natural fermentation may be anaerobic natural fermentation performed under anaerobic conditions. In this case, compared with aerobic natural fermentation performed under aerobic conditions, only the content of the specific ginsenoside compound represented by the chemical formula 1 in ginseng can be selectively and significantly increased.

[0061] Yes, anaerobic fermentation refers to the process in which anaerobic microorganisms that can only grow in the absence of oxygen decompose the substrate and ferment in the absence of oxygen, and aerobic fermentation refers to the process in which aerobic microorganisms that can only grow in the presence of oxygen decompose the substrate and ferment in the presence of oxygen.

[0062] The anaerobic fermentation is the same as the anaerobic condition in that there is no oxygen, but bound oxygen such as nitric acid exists under the anaerobic condition. In this regard, not only the absence of oxygen but also the absence of bound oxygen in the anaerobic fermentation may be a concept different from the anaerobic condition. That is, in one implementation example, the anaerobic fermentation may refer to a condition in which both oxygen and bound oxygen are absent (when ginseng is naturally fermented under anaerobic conditions in which bound oxygen exists, it is difficult to expect to selectively increase the content of the specific ginsenoside compound represented by the chemical formula 1 in ginseng, as in aerobic natural fermentation).

[0063] For example, the (anaerobic) natural fermentation can be fermented at above 35°C, for example, above 40°C, for example, above 45°C, for example, above 50°C, for example, below 65°C, for example, below 60°C, for example, below 55°C, for example, below 50°C, for example, from 35°C to 65°C, for example, from 40°C to 60°C, for example, from 45°C to 55°C for more than 15 days, for example, more than 16 days, for example, more than 17 days, for example, more than 18 days, for example, more than 19 days, for example, more than 20 days, for example, more than 21 days, for example, less than 30 days, for example, less than 29 days, for example, less than 28 days, for example, less than 27 days, for example, less than 26 days, for example, less than 25 days, for example, less than 24 days, for example, less than 23 days, for example, less than 22 days, for example, less than 21 days, for example, from 15 to 30 days, for example, from 16 to 28 days, for example, from 17 to 26 days, for example, from 18 to 24 days, for example, from 19 to 22 days, for example, from 20 to 21 days. When the (anaerobic) natural fermentation is completed under the temperature and time conditions, the content of the specific ginsenoside compound represented by the Chemical Formula 1 in ginseng can be greatly increased.

[0064] The (anaerobic) natural fermentation may be performed in a sealed state of the ginseng. Sealing the ginseng is to mature the (anaerobic) natural fermented ginseng, in which case the content of the specific ginsenoside compound represented by the chemical formula 1 in the ginseng can be greatly increased compared to the case of (anaerobic) natural fermentation of the ginseng in an unsealed state.

[0065] For example, the ginseng may be rolled ginseng. The rolling may refer to a process of repeatedly rolling ginseng and ginseng fibrous roots using physical force (crushing cell tissue and cell wall). When the rolled ginseng is naturally fermented (anaerobic), the content of the specific ginsenoside compound represented by the chemical formula 1 in the ginseng can be greatly increased compared to the case of (anaerobic) naturally fermenting unrolled ginseng.

[0066] For example, the kneading may be performed for 20 to 60 minutes. For example, the kneading may be a process of kneading at least 20 kg of washed ginseng (i.e., more than 20 kg of ginseng) by physical force for 20 to 60 minutes, such as 20 to 50 minutes, such as 20 to 40 minutes. When the kneading process is performed under the above conditions, the content of the specific ginsenoside compound represented by the chemical formula 1 in ginseng can be greatly increased.

[0067] For example, the method may include: a step of washing ginseng; a step of rolling the washed ginseng; a step of cutting and / or crushing the rolled ginseng; a step of naturally fermenting the cut and / or crushed ginseng; and a step of drying the naturally fermented ginseng (refer to Figure 1 ).

[0068] For example, the drying step may be a hot air drying step. For example, the drying step may be a step of drying with hot air at 50° C. to 70° C. for 18 to 36 hours.

[0069] For example, the ginseng may include water ginseng. For example, the ginseng may be water ginseng. When the ginseng is water ginseng, the ginseng, compared with white ginseng, red ginseng, black ginseng, etc., can maximize the content of the specific ginsenoside compound represented by the chemical formula 1 in the ginseng when the method according to an implementation example is applied.

[0070] For example, in the chemical formula 1, R 1 is a C1 to C20 alkyl group substituted by a hydroxyl group, R 2 and R 8 Each is independently a hydroxyl group, R 3 To R 7 and R 9 are each independently an unsubstituted C1 to C20 alkyl group, R 10 is a C1 to C20 alkyl group substituted with a functional group represented by the following Chemical Formula 2, n1 is an integer of 1, n3 is an integer of 3,

[0071]

Chemical formula 2

[0072]

[0073] In the chemical formula 2,

[0074] L 1 is a substituted or unsubstituted C1 to C20 alkylene group,

[0075] R 11 and R 12 Each is independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group.

[0076] For example, the Chemical Formula 1 may be represented by the following Chemical Formula 1-1.

[0077]

Chemical formula 1-1

[0078]

[0079] Another embodiment provides an anaerobic naturally fermented ginseng extract, which includes a compound represented by the following Chemical Formula 1 extracted by the method.

[0080]

Chemical formula 1

[0081]

[0082] In the chemical formula 1,

[0083] X1 is an oxygen atom or a sulfur atom,

[0084] R 1 To R 10 Each is independently a hydroxyl group or a substituted or unsubstituted C1 to C20 alkyl group,

[0085] n1 and n2 are each independently an integer from 0 to 4, and 1≤n1+n2≤4.

[0086] The chemical formula 1 may be as described above.

[0087] Still another embodiment provides a skin barrier strengthening composition containing the anaerobic naturally fermented ginseng extract as an active ingredient.

[0088] For example, the anaerobic fermented ginseng extract containing the compound represented by the Chemical Formula 1 can be contained in a concentration range of 1 μg / ml to 100 mg / ml, for example, 1 μg / ml to 10 mg / ml, for example, 1 μg / ml to 1 mg / ml, for example, 1 μg / ml to 500 μg / ml, 1 μg / ml to 100 μg / ml, for example, 1 μg / ml or more, and 100 μg / ml or less, 90 μg / ml or less, 80 μg / ml or less, 70 μg / ml or less, 60 μg / ml or less, 50 μg / ml or less, 40 μg / ml or less, 30 μg / ml or less, 20 μg / ml or less, for example, 1 μg / ml to 50 μg / ml, relative to the total amount of the skin barrier strengthening composition.

[0089] For example, the compound represented by the chemical formula 1 can be contained in a concentration range of 50 nmole to 5000 nmole, for example, 50 nmole or more, and 5000 nmole or less, 4500 nmole or less, 4000 nmole or less, 3500 nmole or less, 3000 nmole or less, 2500 nmole or less, 2000 nmole or less, 1500 nmole or less, 1000 nmole or less, for example, 50 nmole to 2500 nmole, relative to the total amount of the skin barrier strengthening composition.

[0090] According to an embodiment of the composition for strengthening the skin barrier, the compound represented by the chemical formula 1 and / or the anaerobic fermented ginseng extract containing the compound as an active ingredient, and the concentration range is satisfied, so that the expression of filaggrin (skin moisturizing index), occludin (skin barrier index) and ATP-binding cassette transporter 12 antibody (skin barrier index) which are gene indicators related to skin moisturizing and skin barrier strengthening can be increased. The filaggrin, as one of the main components of the cornified envelope (CE) of the stratum corneum, helps keratin fibers to cohere with each other, and can increase the skin moisturizing / barrier function to increase the index. The occludin, as a protein involved in tight junctions, when the protein marker is missing, the cell adhesion becomes weak, which becomes the cause of aging, and can have a bad effect on the skin barrier. On the one hand, ATP-binding cassette transporter 12 antibody (ATP-binding cassette sub-family A member 12; ATP-binding cassette transporter 12) transports lipids to the trans-Golgi network and lamellar granules, thereby playing an important role in the formation of lipids necessary for skin barrier formation. Therefore, as this indicator increases, the skin's moisturizing / barrier function can be increased.

[0091] The anaerobic fermentation ginseng extract extracted according to the method of one implementation example significantly increases the expression level of silk aggregate protein compared to the water ginseng extract, and the expression levels of all three gene indicators (in the anaerobic fermentation ginseng extract) increase significantly in a concentration-dependent manner with the compound represented by the chemical formula 1. Therefore, the compound represented by the chemical formula 1 and / or the anaerobic fermentation ginseng extract extracted by the method can be said to be very suitable as an effective substance for the skin barrier strengthening composition.

[0092] The composition for strengthening the skin barrier can appropriately determine the capacity, application form, and dosage form according to its purpose of use. The application form of the composition for strengthening the skin barrier is not particularly limited, and both inhalation and transdermal applications can be applied. As dosage forms, for example, cosmetics such as perfumes, shampoos / conditioners, skin care products, shower gels, bath milks, talcum powders, fragrances, deodorants, bath agents, lotions, creams, soaps, toothpastes, aerosol products, etc., in addition to any form used in general fragrances. In addition, it can also be used in pharmaceuticals such as inhalation drugs.

[0093] Moreover, in addition to the essential ingredients, the skin barrier strengthening composition can generally contain ingredients used in skin external preparations such as cosmetics or medicines, such as whitening agents, moisturizers, antioxidants, oily ingredients, ultraviolet absorbers, surfactants, thickeners, alcohols, powdered ingredients, colorants, aqueous ingredients, water, various skin nutrients, etc., as needed.

[0094] In addition, metal chelating agents such as disodium edetate, trisodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, caffeine, tannin, verapamil, tranexamic acid and its derivatives, licorice extract, glabridin, hot water extract of papaya fruit, various herbal medicines, tocopherol acetate, glycyrrhizic acid and its derivatives or salts thereof, whitening agents such as vitamin C, magnesium ascorbyl phosphate, ascorbyl glucoside, arbutin, kojic acid, sugars such as glucose, fructose, mannose, sucrose, trehalose, and vitamin A such as retinoic acid, retinol, retinyl acetate, and retinyl palmitate may also be appropriately included.

[0095] For example, the skin barrier strengthening composition may be a cosmetic composition.

[0096] In this specification, "cosmetics" may refer to all substances having not only a beauty function but also an additional medical function in addition to the beauty function.

[0097] The dosage form of the cosmetic composition is not particularly limited and can be appropriately selected according to the purpose.

[0098] For example, the cosmetic composition can be formulated into solutions, suspensions, emulsions, pastes, gels, creams, lotions, pressed powders, soaps, detergents containing surfactants, oils, powder foundations, emulsion foundations, wax foundations, sprays, etc., but is not limited thereto. More specifically, the cosmetic composition can be formulated into cosmetic compositions such as cleansers, nourishing lotions, hair finishing agents, nutritional lotions, essences, serums, care agents, conditioners, shampoos, hair lotions, hair growth agents, or hair dyes, and basic cosmetics such as oil-in-water (O / W) type and water-in-oil (W / O) type. For example, the composition may have a dosage form selected from the following group, which is composed of skin lotion, toner, astringent, lotion, milk skin care lotion, moisturizing lotion, nutrient milk, massage cream, nutrient cream, moisturizing cream, hand cream, ointment, foundation, essence, nutrient essence, facial mask, soap, facial cleanser, facial cleanser, cleansing cream, body milk, shower gel, gel, cream, patch and spray. In addition, those of ordinary skill in the art can appropriately select other ingredients in each dosage form component except the essential ingredients to be formulated into the composition according to the type or purpose of other external preparations. For example, it can further include ultraviolet blockers, hair conditioners, spices, etc.

[0099] The cosmetic composition may contain a cosmetically acceptable medium or matrix. These may be provided in the following form as all formulations suitable for topical application, i.e., for example, in the form of an emulsion, suspension, microemulsion, microcapsule, microparticle or ionic (liposome) and / or nonionic vesicle dispersion obtained by dispersing the oil phase in a solution, gel, solid or pasty anhydrous product, aqueous phase, or in the form of a cream, skin care water, emulsion, powder, ointment, spray or concealer stick. These compositions may be prepared according to the conventional methods of the corresponding fields.

[0100] When the dosage form of the present invention is a solution or an emulsion, a solvent, a solubilizer or an emulsifier is used as a carrier component, for example, water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1,3-butyl glycol oil, aliphatic glycerides, polyethylene glycol or fatty acid esters of sorbitan.

[0101] When the dosage form of the present invention is a suspension, the carrier component may include a diluent such as water, ethanol or propylene glycol; a suspending agent such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitan ester and polyoxyethylene sorbitan ester; microcrystalline cellulose; aluminum metahydroxide; bentonite; agar or tragacanth gum, etc.

[0102] When the dosage form of the present invention is a paste, cream or gel, animal oil, vegetable oil, wax, paraffin, starch, tragacanth, cellulose derivatives, polyethylene glycol, silica gel, bentonite, silicon dioxide, talc or zinc oxide etc. can be used as the carrier component.

[0103] When the dosage form of the present invention is powder or spray, lactose, talc, silicon dioxide, aluminum hydroxide, calcium silicate or polyamide powder can be used as a carrier component. Especially in the case of spray, it can further contain a propellant such as chlorofluorocarbon, propane / butane or dimethyl ether.

[0104] In one embodiment of the present invention, the cosmetic composition may further include a thickener. The thickener included in the cosmetic composition of the present invention may be methylcellulose, carboxymethylcellulose, carboxymethylhydroxyguanine, hydroxymethylcellulose, hydroxyethylcellulose, carboxyvinyl polymer, polyquaternium salt, cetearyl alcohol, stearic acid, carrageenan, etc. Preferably, one or more of carboxymethylcellulose, carboxyvinyl polymer, and polyquaternium salt can be used, and most preferably, carboxyvinyl polymer can be used.

[0105] In one embodiment of the present invention, the cosmetic composition may include various suitable bases and additives as required, and the inventors easily select the types and amounts of these ingredients. As required, acceptable additives may be included, for example, conventional ingredients in the art may be further included, such as preservatives, pigments, additives, etc.

[0106] The preservative may specifically be phenoxyethanol or 1,2-hexanediol, etc., and the fragrance may be an artificial fragrance, etc.

[0107] Furthermore, in one embodiment of the present invention, the cosmetic composition may include a composition selected from the group consisting of water-soluble vitamins, oil-soluble vitamins, polymer peptides, polymer polysaccharides, sphingolipids and seaweed extracts. In addition, as the formulation components that can be added, there are, for example, oil components, moisturizers, emollients, surfactants, organic and inorganic pigments, organic powders, ultraviolet absorbers, preservatives, bactericides, antioxidants, plant extracts, pH adjusters, alcohol, pigments, fragrances, blood circulation promoters, coolants, restrictors, purified water, etc.

[0108] In addition, the components that can be added are not limited thereto, and the above-mentioned arbitrary components may be added within a range that does not impair the object and effect of the present invention.

[0109] Furthermore, the skin barrier strengthening composition according to one example can be used as a pharmaceutical composition.

[0110] The advantages and features of the present invention and the methods for achieving them can be clearly understood by referring to the embodiments described in detail below. Hereinafter, the present invention will be described in detail by way of embodiments. However, these embodiments are used to specifically illustrate the present invention, and the scope of the present invention is not limited to these embodiments.

[0111] (Example)

[0112] Preparation Example: Preparation of Fermented Ginseng Extract and Identification of the Compound Represented by Chemical Formula 1-1

[0113] After washing the ginseng 2-3 times with water, kneading for 30 minutes, cutting / crushing into 1-2 cm pieces, sealing (50°C), and fermenting naturally for 3 weeks under anaerobic conditions. Then, drying with hot air at 60°C for one day, anaerobically fermented ginseng was obtained.

[0114] The anaerobic naturally fermented ginseng is placed in 50-80% EtOH and repeatedly extracted 1-3 times at 50-80° C. for 1-5 hours. The extracted sample is filtered under reduced pressure using Whatman No. 1 filter paper, and the filtered extract is concentrated using a vacuum rotary concentrator to remove the solvent component and then purified to prepare an anaerobic naturally fermented ginseng extract.

[0115] Furthermore, HPLC analysis was performed using a chromatographic column (Mightysil RP-18GP C18), an ultraviolet light absorption photometer (203 mm), an injection volume (10 uL), a flow rate (1.0 mL / min), and a mobile phase (DI WATER, Acetonitrile) to confirm the presence of a compound represented by the following chemical formula 1 and other types of ginsenoside compounds in the anaerobic naturally fermented ginseng extract. Specifically, the content changes of various effective substances such as ginsenoside compounds were confirmed for 28 days, and the results are shown in the following Tables 1 and 2.

[0116]

Chemical formula 1-1

[0117]

[0118]

Table 1

[0119]

[0120]

Table 2

[0121]

[0122] It can be confirmed from Table 1 and Table 2 that, by using the method according to one implementation example, the content of the compound represented by the chemical formula 1-1 is the highest over time. That is, by using the method according to one implementation example, the content of the compound represented by the chemical formula 1-1 in the anaerobic naturally fermented ginseng can be greatly increased.

[0123] Experimental Example 1: Comparison of major ginsenoside compounds between anaerobic natural fermentation ginseng extract and water ginseng extract Content comparison

[0124] The anaerobic naturally fermented ginseng extract and the unfermented water ginseng extract according to the preparation example were subjected to HPLC analysis under the same conditions to confirm the contents of the main ginsenoside compounds in the extracts. Figure 2 The results are shown in .

[0125]

Table 3

[0126] (unit:%)

[0127]

[0128] According to Table 3 and Figure 2 It was confirmed that ginseng produced by anaerobic natural fermentation according to an embodiment contained more of the compound represented by the chemical formula 1-1 than other ginsenoside compounds.

[0129] Test Example 2: Comparison of the content of the compound represented by Chemical Formula 1-1 according to whether or not a rolling step is included

[0130] HPLC analysis was performed under the same conditions using the anaerobic naturally fermented ginseng extract according to the Preparation Example and the anaerobic naturally fermented ginseng extract that was the same as the Preparation Example except that the rolling step was not performed in the Preparation Example to confirm the content of the main ginsenoside compounds in the extract. The results are shown in the following Table 4.

[0131]

Table 4

[0132] (Unit: μg / g)

[0133]

[0134] It can be confirmed from Table 4 that when the kneading step is performed, the content of the compound represented by Chemical Formula 1-1 can be significantly increased compared to the case where the kneading step is not performed.

[0135] Test Example 3: Comparison between anaerobic and aerobic conditions

[0136] Using the anaerobic naturally fermented ginseng extract according to the Preparation Example and the aerobic naturally fermented ginseng extract which is the same as the Preparation Example except that the natural fermentation is carried out under aerobic conditions instead of anaerobic conditions in the Preparation Example, HPLC analysis was performed under the same conditions to confirm the contents of the main ginsenoside compounds in the extract, as shown in the following Tables 5 and Figure 3 The results are shown in .

[0137]

Table 5

[0138] (unit:%)

[0139] Anaerobic naturally fermented ginseng extract Aerobic Natural Fermentation Ginseng Extract Chemical formula 1-1 0.42 0.25 Rb1 0.43 0.61 Rb2 0.20 0.25 Rc 0.24 0.31 Rd 0.12 0.12 Re 0.29 0.57 Rg1 0.20 0.49

[0140] According to Table 5 and Figure 3 It was confirmed that when the natural fermentation was carried out under anaerobic conditions, only the content of the compound represented by the chemical formula 1-1 could be selectively and significantly increased compared to the case of natural fermentation under aerobic conditions.

[0141] Test Example 4: Preparation of a composition for strengthening the skin barrier

[0142] The skin barrier strengthening composition was prepared using the anaerobic naturally fermented ginseng extract and the unfermented water ginseng extract according to the preparation example with the components and contents shown in the following Table 6. Purified water was mixed with other components so that the total weight was 100% to prepare a cosmetic composition.

[0143]

Table 6

[0144] (Unit: ppm)

[0145] Example 1 Comparative Example 1 Purified water Remaining Remaining EDTA-2Na 0.05 0.05 Lauric acid 5 5 Myristic acid 7 7 Palmitic acid 1 1 KOH 7.9 7.9 Guar Hydroxytrimethylammonium Chloride 0.5 0.5 Polyquaternium-7 3.0 3.0 Anaerobic naturally fermented ginseng extract 5.0 - Unfermented Ginseng Extract - 5.0 Disodium Cocoamphodiacetate 1.0 1.0

[0146] It can be confirmed from Table 6 that the skin barrier strengthening cosmetic composition can be prepared using the anaerobic naturally fermented ginseng extract according to one embodiment.

[0147] Test Example 5: Confirmation of skin barrier strengthening function

[0148] (1) Normal human epidermalkeratinocytes (NHEK) were cultured in a 6-well plate culture vessel. The anaerobic naturally fermented ginseng extract and the unfermented water ginseng extract according to the preparation example were added to the NHEK medium for culture. The cells were harvested on the 4th day of culture, RNA was isolated, and cDNA was synthesized by RT-PCR (reverse transcription polymerase chain reaction). The synthesized cDNA was used to perform real-time quantitative PCR (Taqman real-time PCR) to measure the expression level of the filaggrin gene. The following Figure 4 The results are shown in Figure 2. Figure 4 , it can be confirmed that in the case of anaerobic naturally fermented ginseng extract, the gene expression level of filaggrin (FLG) increases with the increase of its concentration, while in the case of unfermented water ginseng extract, the gene expression level of filaggrin (FLG) does not increase significantly regardless of its concentration. Therefore, it can be confirmed that the anaerobic naturally fermented ginseng extract according to the preparation example improves the skin barrier.

[0149] (2) The compound represented by the chemical formula 1-1 separated from the anaerobic naturally fermented ginseng extract according to the preparation example was added to the NHEK culture medium, and the gene expression levels of filaggrin, occludin and ATP-binding cassette transporter 12 antibody were measured in the same manner as in (1). Figures 5 to 7 The results are shown in Figure 2. Figures 5 to 7 , it can be confirmed that when the compound is represented by the chemical formula 1-1, as its concentration increases, the gene expression levels of filaggrin, occludin and ATP-binding cassette transporter 12 antibody each increase, thereby confirming that the compound represented by the chemical formula 1-1 improves the skin barrier.

[0150] The preferred embodiments of the present invention are described in detail above. However, the scope of the present invention is not limited thereto. Various modifications and improvements made by those skilled in the art using the basic concepts of the present invention defined in the claims also fall within the scope of the present invention.

Claims

1. A method for extracting a compound represented by the following chemical formula 1-1 from ginseng, the method comprising the step of anaerobic natural fermentation of ginseng - wherein the ginseng is rolled ginseng: 【Chemical formula 1-1】 in, The natural fermentation is carried out at 45°C to 55°C for 15 to 30 days. The natural fermentation is to ferment the ginseng in a sealed state. The kneading is performed for 20 to 60 minutes.

2. The method according to claim 1, wherein: The method comprises: Steps for cleaning ginseng; The step of kneading the washed ginseng; a step of cutting and / or crushing the rolled ginseng; The step of naturally fermenting the cut and / or pulverized ginseng; and The step of drying the naturally fermented ginseng.

3. The method according to claim 1, wherein: The ginseng includes water ginseng.

4. An anaerobic naturally fermented ginseng extract comprising a compound represented by the following Chemical Formula 1-1 extracted by any one of claims 1 to 3: 【Chemical formula 1-1】 。 5. A composition for strengthening the skin barrier comprising the anaerobic naturally fermented ginseng extract according to claim 4 as an effective ingredient.

6. The skin barrier strengthening composition according to claim 5, wherein The anaerobic naturally fermented ginseng extract is 1:1 relative to the total amount of the skin barrier strengthening composition. The concentration range is contained to 100 mg / ml.