KR20170099674A - Composition for improving skin - Google Patents

Composition for improving skin Download PDF

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KR20170099674A
KR20170099674A KR1020160022046A KR20160022046A KR20170099674A KR 20170099674 A KR20170099674 A KR 20170099674A KR 1020160022046 A KR1020160022046 A KR 1020160022046A KR 20160022046 A KR20160022046 A KR 20160022046A KR 20170099674 A KR20170099674 A KR 20170099674A
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Prior art keywords
skin
composition
formula
stem cells
stem cell
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KR1020160022046A
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Korean (ko)
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김효진
김도형
이상화
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주식회사 엘지생활건강
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7048Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2200/00Function of food ingredients
    • A23V2200/30Foods, ingredients or supplements having a functional effect on health
    • A23V2200/318Foods, ingredients or supplements having a functional effect on health having an effect on skin health and hair or coat

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Polymers & Plastics (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Food Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Nutrition Science (AREA)
  • Mycology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)

Abstract

The present invention relates to a composition for improving skin. The compound represented by formula (1) according to the present invention can be used for the production of medicines, cosmetics or foods for skin regeneration and / or skin texture improvement by promoting the proliferation and skin brightness of skin stem cells. In addition, it promotes the proliferation of dermal stem cells and exhibits a stem cell-retaining effect, and thus can be used for the production of a cosmetic for promoting stem cell activity.

Description

[Composition for improving skin]

The present invention relates to a skin improving composition exhibiting skin regeneration, skin texture improvement, and stem cell activity promoting effect.

The skin texture, which is the shape of the skin surface, is characterized by a three-dimensional microstructure formed by fine lines and is significantly different by age and area. The skin texture is divided into primary (about 20-100 μm), secondary (about 5-40 μm), and tertiary (about 0.5 μm) lines depending on the depth of the line. And has a characteristic that the polygons and star formation that occur when the lines meet meet [non-patent document 1]. However, as the age increases or the skin becomes damaged, the network structure of the dense fine lines collapses and fine lines (secondary, tertiary, etc.) disappear and the primary lines become deeper and wrinkles are known to be produced Literature 2]. In other words, wrinkles, a typical sign of skin aging, are accumulations of minute changes that have already occurred over a long period of time.

Embryologically, all components of human skin are known to originate from ectoderm or mesodermal lobe. Epidermis, hair follicles, sebaceous glands and glands are originated from ectoderm, and melanocytes, nerves and special sensory receptors are derived from neuroepithelial cells. According to the developmental stage, the embryonic stem cells are repeatedly differentiated and become cells with the characteristics of each tissue function. After the embryo, a certain number of stem cells remain in the tissue. . The first is in the hair follicle. It is known to play an important role in the regeneration of the epidermis into cells before cell differentiation occurs, and plays an important role in hair regeneration and growth. The second is the basal layer of the epidermis. The stem cells found here play an important role in maintaining skin health by administering not only the epidermis but also the fibroblasts of the dermal layer. The stem cells here are relatively large in quantity and easy to obtain, making them widely used in the study of skin stem cells. The skin is constantly renewed, and stem cells present in the epithelium of the skin, that is, epidermal stem cells of the skin, are involved in the recovery of the epithelium after injury [Non-Patent Document 3]. The epithelial stem cells of the skin are also referred to as skin stem cells. When the skin stem cells are activated, it is possible to treat skin wounds such as trauma, promote wound healing, have. Integrin β1 and integrin α6 are used as indicators of dermal stem cells, and maintenance of skin stem cells necessary for epithelial morphogenesis and differentiation has been reported to be regulated by p63 protein.

Dermal stem cells play an important role in maintaining the health and physiological and biochemical homeostasis of the skin. Stem cells present in the skin are also abnormally functioned due to the effect of aging, and thus various problems arise as the homeostasis of the skin is broken. Therefore, it is possible to improve various phenomena of skin aging through the activation of stem cells [Non-Patent Document 4].

In addition, development of a skin regeneration and skin texture improving activity that is more effective than a substance that is safe in the living body, stable in its active ingredient, and above all has the effect of regenerating the skin and improving the skin texture is desired.

Journal of the European Academy of Dermatology and Venereology. 12: 103-114, 1999 The British journal of dermatology. 110: 129-138, 1984 Epidermal Stem Cells of the Skin, Cedric Blanpain, Elaine Fuchs, Annual Review of Cell and Developmental Biology, November 2006, Vol. 22, Pages 339-373 Human skin stem cells and the aging process, Catherine Niemann, Stem Cell Aging and Regenerative Medicine, November 2008, Pages 986-997

Accordingly, the present inventors have found that a compound represented by the following formula (1) promotes proliferation of dermal stem cells, promotes regeneration of the skin by maintaining stem cell characteristics, enhances skin texture by improving skin brightness, Promoting proliferation, exhibiting a stem cell-maintaining effect, and confirming the effect of promoting stem cell activity, thereby completing the present invention.

[Chemical Formula 1]

Figure pat00001

Accordingly, an object of the present invention is to provide a composition for improving skin regeneration and / or skin texture comprising the compound represented by the general formula (1) or an acceptable salt thereof as an active ingredient.

Another object of the present invention is to provide a composition for stimulating stem cell activity comprising the compound represented by the formula (I) or an acceptable salt thereof as an active ingredient.

As a means for solving the above problems, the present invention relates to a composition for skin regeneration and / or skin texture improvement comprising a compound represented by the following formula (1) or an acceptable salt thereof as an active ingredient for the manufacture of medicines, to provide.

[Chemical Formula 1]

Figure pat00002

As another means for solving the above problems, the present invention provides a composition for stimulating stem cell activity comprising, as an active ingredient, a compound represented by the following general formula (1) or an acceptable salt thereof for producing a cosmetic formulation.

[Chemical Formula 1]

Figure pat00003

The compound represented by formula (I) according to the present invention promotes the proliferation of dermal stem cells, promotes regeneration of skin by maintaining stem cell characteristics, and exhibits an effect of improving skin texture due to improvement in skin brightness. .

In addition, the compound represented by the formula (1) promotes the proliferation of dermal stem cells and exhibits a stem cell-retaining effect, and can be used in the production of cosmetic formulations for promoting stem cell activity.

Hereinafter, the configuration of the present invention will be described in detail.

In order to exert an excellent effect when the skin regeneration and skin texture improving ingredient is applied to actual skin, it exhibits high activity of skin regeneration and skin texture improving activity at a low concentration, has excellent ability to permeate and absorb the skin, It is preferable to have a low volatility so as to be able to stay for a sufficient time to exhibit the improvement effect, to keep the active ingredient stable on the composition or the skin, to be easily produced into medicines, cosmetics or foods, and to be safe for the skin. However, the components satisfying all of the above-mentioned characteristics among the known components are not common. For example, some skin regeneration, wrinkle improvement, and skin tone improving agents have excellent skin regeneration and skin texture improving activity even at low concentrations in vitro, but they are difficult to apply to actual skin because of their ability to permeate and absorb skin. Other active ingredients have low hydrophilicity, making them difficult to formulate into medicines, cosmetics, and foods. In addition, some skin regeneration and skin regeneration components may be degraded or transformed into other compounds when exposed to heat, light, or oxygen, and the effect may already be lost before application to the skin.

As can be seen from the following examples, the compound represented by the formula (1) exhibits the effect of promoting the proliferation and skin brightness of skin stem cells remarkably superior at a low concentration. Therefore, the medicinal, cosmetic or food composition Can be used as an active ingredient of the present invention.

Accordingly, the present invention provides a composition for improving skin regeneration and / or skin texture comprising astilbin, which is a compound represented by the following formula (1), as an active ingredient.

[Chemical Formula 1]

Figure pat00004

Said compound of the compound of Formula 1 (2 R, 3 R) -2- (3,4- dihydroxy-oxy) -5,7-di-hydroxy -3 - [(2 S, 3 R, 4 R, 5 R, 6 S) -3,4,5- trihydroxy-6-methyl-dioxan-2-yl] oxy-2,3-dihydro-chromen-4-one ((2 R, 3 R) -2 - (3,4-dihydroxyphenyl) -5,7- dihydroxy-3 - [(2 S, 3 R, 4 R, 5 R, 6 S) -3,4,5-trihydroxy-6-methyloxan-2-yl ] oxy-2,3-dihydrochromen-4-one, which is also called neoastilbin.

The compound represented by the formula (1) may be synthesized or a commercially available compound may be used.

In addition, the composition of the present invention may comprise an acceptable salt of the compound represented by the above formula (1). Acceptable salts of the compounds of formula 1 may be those of pharmacology, pharmacology or pharmacologically acceptable salts and the pharmacology, pharmacology or pharmacologically acceptable salts may be acid addition salts formed with organic or inorganic acids Wherein the organic acid is selected from the group consisting of formic acid, acetic acid, propionic acid, lactic acid, butyric acid, isobutyric acid, trifluoroacetic acid, malic acid, maleic acid, malonic acid, fumaric acid, succinic acid, succinic acid monoamide, glutamic acid, Examples of the inorganic acid include inorganic acids such as hydrochloric acid, bromic acid, phosphoric acid, phosphoric acid, nitric acid, phosphoric acid, Sulfuric acid, phosphoric acid, nitric acid, carbonic acid, and boric acid-based salts. Preferably in the hydrochloride or acetate form, more preferably in the hydrochloride form.

The above-mentioned acid addition salts may be obtained by a) directly mixing the compound represented by the formula (1) and an acid, or b) dissolving and mixing one of them in a solvent or a water solvent, or c) Is placed in an acid in a solvent or an under-solvent and the mixture is mixed.

In addition to the above, additionally saltable forms include, but are not limited to, the salts of gabapentin, pregabalin, nicotinate, adipate, hemimarate, cysteine, acetylcysteine, methionine, arginine, Aspartate and the like.

In the present invention, the term 'skin regeneration effect' refers to the recovery of skin tissue against damage caused by external or internal causes of skin as the activity of skin stem cells is promoted. At this time, the damage caused by the external cause may include ultraviolet rays, external pollutants, wound or trauma, and the damage caused by the internal cause may be stress. Preferably, the skin regeneration is associated with dermal stem cells which play an important role in maintaining the health and physiological and biochemical homeostasis of the skin. The maintenance of the skin stem cell state necessary for epithelial morphogenesis and differentiation is regulated by the p63 protein do. Accordingly, by treating the active ingredient of the present invention, the skin regeneration effect can be remarkably enhanced by promoting the proliferation of the dermal stem cells and maintaining the dermal cellularity.

In the present invention, the term " skin texture improving effect " refers to smoothing the skin surface, imparting gloss, and brightening the skin tone by inhibiting or inhibiting roughness of the skin surface due to aging, stress, .

The compositions of the present invention may be used for the manufacture of pharmaceutical formulations.

The pharmaceutical formulations may be in the form of solutions, suspensions or emulsions in oils or aqueous media, or in the form of excipients, powders, granules, tablets or capsules.

In addition, the composition may further contain one or more active ingredients showing the same or similar functions. For example, it may contain known skin regeneration and / or skin tone improving ingredients. The skin regeneration and / or skin texture improving effect of the composition of the present invention may be further enhanced by including additional skin regeneration and / or skin regeneration improving component. When the above ingredients are added, skin safety, easiness of formulation, and stability of effective ingredients can be considered according to the combined use. In one embodiment of the present invention, the composition is a skin regeneration component known in the art comprising retinoic acid, TGF, protein from animal placenta, betulinic acid and chlorella extract, antioxidant components known in the art, such as tocopherol, selenium , Vitamin C and phenolic compounds, whitening ingredients known in the art, substances inhibiting the activity of tyrosinase enzymes such as kojic acid and arbutin, hydroquinone, vitamin C (L- Ascorbic acid, derivatives thereof, and various plant extracts. The additional component may be included in an amount of 0.0001 to 10% by weight based on the total weight of the composition, and the content may be adjusted according to requirements such as skin safety and ease of formulation of the compound represented by Formula 1 There will be.

In addition, the composition of the present invention may further comprise a pharmaceutically acceptable carrier.

Pharmaceutically acceptable carriers may contain a variety of ingredients such as buffer, injectable sterile water, normal saline or phosphate buffered saline, sucrose, histidine, salts and polysorbates, and the like.

The composition of the present invention can be administered orally or parenterally, and can be administered in the form of a general pharmaceutical preparation, for example, various forms of oral and parenteral administration at the time of clinical administration. In the case of formulation, a filler, , A binder, a wetting agent, a disintegrant, a surfactant, and the like.

Solid formulations for oral administration include tablets, pills, powders, granules, capsules and the like. These solid preparations can be prepared by mixing the pharmaceutical composition of the present invention with at least one excipient such as starch, calcium carbonate, Sucrose, lactose, gelatin and the like can be prepared.

In addition to simple excipients, lubricants such as magnesium stearate talc are also used. Examples of liquid formulations for oral administration include suspensions, solutions, emulsions, syrups and the like. Various excipients such as wetting agents, sweeteners, fragrances, preservatives and the like may be included in addition to water and liquid paraffin, which are commonly used simple diluents.

Formulations for parenteral administration include sterilized aqueous solutions, non-aqueous solutions, suspensions, emulsions, freeze-dried preparations, and suppositories. Propylene glycol, polyethylene glycol, vegetable oil such as olive oil, injectable ester such as ethyl oleate, and the like can be used as the non-aqueous solvent and suspension agent. Examples of the suppository base include witepsol, macrogol, tween 61, cacao butter, laurin, glycerogelatin and the like.

The pharmaceutical formulations of the present invention may include external preparation for skin.

When the compound represented by the above formula (1) is used as an external preparation for skin, it may further contain at least one selected from the group consisting of fatty substances, organic solvents, solubilizers, thickeners and gelling agents, softeners, antioxidants, suspending agents, stabilizers, foaming agents, Surfactants, water, ionic or nonionic emulsifiers, fillers, sequestering agents and chelating agents, preservatives, vitamins, blocking agents, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic active agents, lipid vesicles or external preparations for skin Such as any other ingredients conventionally used in the field of skin science. The components can also be introduced in amounts commonly used in the field of dermatology.

When the compound represented by Formula 1 is provided as an external preparation for skin, it may have a formulation such as, but not limited to, an ointment, a patch, a gel, a cream or a spray.

In addition, the composition for improving skin regeneration and / or skin texture of the present invention can be used for the production of cosmetic formulations.

The cosmetic formulation may be in the form of a conventional emulsion formulation and a solubilized formulation. For example, creams, essences, cosmetic creams, sprays, gels, packs, sunscreens, make-up bases, liquids such as lotions such as lotion, facial lotion, body lotion, A powder, a cleansing lotion, a makeup removing agent such as a cleansing oil, a cleaning agent such as a cleansing foam, a soap, a body wash and the like.

The cosmetic composition may further contain, in addition to the compound represented by the formula (1), a lipid, an organic solvent, a solubilizing agent, a thickening agent and a gelling agent, a softening agent, an antioxidant, a suspending agent, a stabilizer, a foaming agent, Water, ionic or non-ionic emulsifiers, fillers, sequestering and chelating agents, preservatives, vitamins, blocking agents, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic active agents, lipid vesicles or cosmetics Such as, for example, cosmetics, cosmetics, pharmaceuticals, cosmetics, pharmaceuticals,

The cosmetic formulation may contain a relatively high concentration of the compound represented by the above formula (1) in the case of a wash-off type cosmetic such as a make-up remover, a cleanser, etc. in which the active ingredient remains on the skin in a short period of time. On the other hand, in the case of leave-on type cosmetics, such as lotion, cream, essence, etc., in which the active ingredient remains on the skin for a long period of time, Compound. ≪ / RTI > Although not limited thereto, in one embodiment of the present invention, the composition contains 0.0001 to 10% by weight (preferably 0.0001 to 1% by weight) of the compound represented by the formula (1) . When the composition of the present invention contains less than 0.0001% by weight of the compound represented by the formula (1), sufficient skin regeneration effect and skin texture improving effect can not be expected. When the composition contains more than 10% by weight, This is to prevent a reaction or skin safety problem.

In the present invention, the term "effective amount" means the amount of the compound represented by the formula (1) which can promote the regeneration of the damaged skin or improve the skin texture. When the composition of the present invention contains an effective amount of the compound represented by the above formula (1), it is possible to provide a desirable skin regeneration effect and skin texture improving effect. The effective amount of the compound represented by formula (1) contained in the composition of the present invention will vary depending on the form in which the composition is commercialized, the method in which the compound is applied to the skin, and the time on the skin. For example, when the composition is commercialized as a pharmaceutical formulation, it may contain a compound represented by the above formula (1) at a higher concentration than a cosmetic product that is routinely applied to skin. Therefore, the daily dose is 0.1 to 100 mg / kg, preferably 30 to 80 mg / kg, more preferably 50 to 60 mg / kg, It can be administered 1 to 6 times.

The composition of the present invention may be used alone or in combination with methods using surgery, radiation therapy, hormone therapy, chemotherapy, and biological response modifiers.

In addition, the composition for improving skin regeneration and / or skin texture of the present invention can be used for the production of food formulations.

The food formulation refers to a food prepared by adding the compound represented by Formula 1 to food materials such as beverage, tea, spice, gum, confectionery, etc., or by encapsulation, powdering, suspension or the like.

Since the food formulation can be ingested on a daily basis, a high skin regeneration effect and skin texture improvement effect can be expected, which is very useful.

When the compound represented by the formula (1) is used as a food additive, the compound represented by the formula (1) may be added as it is, or may be used together with other food or food ingredients, and may be suitably used according to a conventional method. The amount of the active ingredient to be mixed can be suitably determined according to its intended use (prevention, health or therapeutic treatment). Generally, the composition of the present invention is added in an amount of not more than 15 parts by weight, preferably not more than 10 parts by weight, based on the raw material, when the food or beverage is produced. However, in the case of long-term consumption intended for health and hygiene purposes or for health control purposes, the amount may be less than the above range, and since there is no problem in terms of safety, the active ingredient may be used in an amount exceeding the above range .

There is no particular limitation on the kind of the food. Examples of the food to which the above substance can be added include dairy products including meat, sausage, bread, chocolate, candy, snack, confectionery, pizza, ramen, other noodles, gums, ice cream, various soups, drinks, tea, Alcoholic beverages, and vitamin complexes, all of which include health foods in a conventional sense.

When the food is a beverage, various flavors or natural carbohydrates may be added as an additional ingredient such as a normal drink. The above-mentioned natural carbohydrates are sugar alcohols such as monosaccharides such as glucose and fructose, disaccharides such as maltose and sucrose, polysaccharides such as dextrin and cyclodextrin, and xylitol, sorbitol and erythritol. Examples of sweeteners include natural sweeteners such as tau martin and stevia extract, synthetic sweeteners such as saccharin and aspartame, and the like. The ratio of the natural carbohydrate is generally about 0.01 to 0.04 g, preferably about 0.02 to 0.03 g per 100 mL of the composition of the present invention.

In addition to the above, the food formulations may contain various nutrients, vitamins, electrolytes, flavors, colorants, pectic acid and salts thereof, alginic acid and its salts, organic acids, protective colloid thickeners, pH adjusters, stabilizers, preservatives, glycerin, And the like. Other food formulations may contain flesh for the production of natural fruit juices, fruit juice drinks and vegetable drinks. These components may be used independently or in combination. The proportion of such additives is not critical, but is generally selected in the range of 0.01 to 0.1 parts by weight per 100 parts by weight of the composition of the present invention.

The present invention also provides a composition for stimulating stem cell activity comprising the compound represented by Formula 1 as an active ingredient.

The term 'stem cell' in the present invention is a cell capable of cell division by itself and capable of differentiating into a very specific type of specific cell type. The type of such stem cells is not particularly limited, and in one embodiment, the stem cells may be dermal stem cells. The term 'dermal stem cells' refers to stem cells that can be differentiated into cells constituting the skin (epidermis, dermis and subcutaneous fat layer). The cells that make up the skin include keratinocytes, melanocytes, and fibroblasts (mainly responsible for biosynthesis of collagen and elastin) present in the epidermis.

The kind of the skin stem cell is not particularly limited. The dermal stem cells used in the present invention can be used irrespective of where they originate from. For example, dermal stem cells may be obtained from a known source of dermal stem cells, e. G., From the basal layer of hair follicles or epidermis, and the animal to be harvested may be a mammal. In one embodiment, the mammal may include, but is not limited to, a human, a mouse, a rat, a guinea pig, a rabbit, a monkey, a pig, a horse, a cattle, a sheep, Preferably the mammal can be human. Such methods of obtaining dermal stem cells from dermal stem cell sources are well known in the art.

In the present invention, the term 'promoting effect on stem cell activity' refers to an effect of promoting stem cell proliferation and / or an effect of maintaining stem cell characteristics, which is a specific indicator molecule and a self-cleaving property of stem cells. The stem cell maintenance is an effect produced by promoting the expression of p63, which is a maintenance marker of dermal stem cells, as an intracellular transcription factor when treating a stem cell with a compound represented by the formula (1).

In addition, the compositions of the present invention can be used for the production of cosmetic formulations. These cosmetic formulations are the same as those described in the description of the cosmetic formulation containing the compound of formula (1).

Hereinafter, embodiments of the present invention will be described in detail to facilitate understanding of the present invention. However, the embodiments according to the present invention can be modified into various other forms, and the scope of the present invention should not be construed as being limited to the following embodiments. Embodiments of the invention are provided to more fully describe the present invention to those skilled in the art.

Reference Example  One: Astilbin  Material Information

[Chemical Formula 1]

Figure pat00005

CAS No .: 29838-67-3

Where to buy: Sichuan Hongjie Import & Export CO., LTD

Reference Example  2: Serum-free Under medium conditions Of dermal stem cells  culture

Human epidermal stem cells purchased from Cellntec were added to 48-well plates (6 × 10 3 cells / well), supplemented with BPE (bovine pituitary extract) similar to fetal bovine serum And cultured for 24 hours at 5% CO 2 and 37 ° C using CNT-57 medium (Cellntec). Thereafter, the culture medium was removed through a suction tube, and the medium was removed using a PBS solution (GibcoBRL). 10 ㎍ / mL of the compound represented by the formula (1) was treated with CNT-57 medium containing no BPE to prepare 5 in% CO 2 and 37 ℃ condition were cultured for 72 hours.

Example  One: CCK -8 Through evaluation method Dermal stem cells  Proliferation promoting effect

The skin stem cells cultured in Reference Example 2 were evaluated for CCK-8 (Cell counting kit-8). The CCK-8 assay is an indirect method of measuring the density of living cells by measuring the absorbance of Formazan, a dehydrogenase in the intracellular electron transport system, produced by the decomposition of tetrazolium salt.

Cells were spectrophotometrically measured by treating CCK-8 solution (treated with 1/10 of the medium volume) at 37 ° C for 2 hours and then measuring the absorbance at 450 nm. The proliferation rate (%) of the compound of the formula (1) was determined from the measured absorbance value according to the following equation (1) with respect to the control group (CNT-57 medium supplemented with BPE) .

[Equation 1]

Growth rate (%) = (absorbance of sample-treated group / absorbance of control group) x 100

Promoting the proliferation of skin stem cells (number of repetitions = 3) Additive sample density Cell proliferation (%) versus control The compound of formula (1) 10 [mu] g / mL 128.9 Control group - 100

As shown in Table 1, the skin stem cells under the medium condition treated with the compound of the formula (1) showed an excellent proliferation promoting effect.

Example  2: Of dermal stem cells  Stem cell ( stemness ) Confirm maintenance effect

The expression level of p63 was evaluated in order to confirm the stem cell maintenance effect of the dermal stem cells cultured in Reference Example 2 above. p63 is an intracellular transcription factor and is well known as a maintenance marker for dermal stem cells. Cells were isolated and cDNA was synthesized. Then, real-PCR was performed with Taqman staining solution to measure the expression level of p63. The concentration of RNA in this experiment was normalized to S16 ribosomal RNA.

The experimental results are shown in Table 2 below. In Table 2 below, the numerical value of the increase in p63 is a multiple of the control group (CNT-57 medium supplemented with BPE).

Stem cell (stem cell) maintenance effect (number of repeats = 3) Additive sample density p63 Incremental multiple (times) The compound of formula (1) 10 [mu] g / mL 6.98 Control group - 1.0

As shown in Table 2, the medium condition treated with the compound of Formula 1 promotes the expression of p63 in dermal stem cells, and thus has excellent stem cell retention effect.

Example  3: To improve the turn-over of the skin  About Efficacy

About the nutritional cream of the following formulation example 2, the effect of the improvement of the exfoliation of the skin in the healthy twenties to 50 women was tested as follows.

Twenty of 20 women aged 20 to 50 years were given a 1.5% solution of DHA (Dihydroxyacetone, Sigma Aldrich, USA) for 8 hours, followed by deposition. The preparation cream was applied twice daily to the test site. After 4 days of application, 8 days after application, 12 days after application, photographs were taken using instrument Chromameter CR-400 (Minolta, Japan) and skin lightness of DSLR and DSLR. The measured values were evaluated by three mean values excluding the maximum value and the minimum value. The higher the improvement in the skin brightness of the deposition site, the better the improvement of the exfoliation. The results are shown in Table 3 below.

Skin brightness improvement effect division Four days after application Eight days after application After 12 days of application Improvement rate (%) 1.42 4.51 11.25

As shown in Table 3, when the nutritional cream according to the present invention was used, it was found that the exfoliation of the skin was improved.

Formulation example  1: Manufacture of pharmaceutical preparations

1. Preparation of tablets

0.2 mg of the compound of formula (1)

100 mg of corn starch

100 mg of milk

2 mg of magnesium stearate

After mixing the above components, tablets were prepared by tableting according to a conventional method for producing tablets.

Formulation example  2: Manufacture of cosmetics

1. Manufacture of nutritional cream

A nutritional cream containing the compound of formula (1) as an active ingredient was prepared according to a conventional method, as shown below.

0.2% by weight of the compound of formula (1)

Beta-1,3-glucan 5.0 wt%

Wax 10.0 wt%

Polysorbate 60 1.5 wt%

≪ tb > < tb > < tb >

0.5% by weight of sorbitan sesquioleate

Liquid paraffin 10.0 wt%

Squalane 5.0 wt%

Caprylic / capric triglyceride 5.0 wt%

Glycerin 5.0 wt%

3.0% by weight of butylene glycol

3.0% by weight of propylene glycol

0.2% by weight triethanolamine

Preservative 0.05 wt%

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100%

Formulation example  3: Preparation of external preparation for skin

1. Manufacture of ointment

An ointment containing the compound of formula (I) as an active ingredient was prepared according to a conventional method, as shown below.

0.5% by weight of the compound of formula (1)

Beta-1,3-glucan 10.0 wt%

Wax 10.0 wt%

Polysorbate 60 5.0 wt%

≪ tb > < tb > < tb >

0.5% by weight of sorbitan sesquioleate

Vaseline 5.0 wt%

Liquid paraffin 10.0 wt%

Squalane 5.0 wt%

SHARE BUTTER 3.0 wt%

Caprylic / capric triglyceride 5.0 wt%

Glycerin 10.0 wt%

Propylene glycol 10.2 wt%

0.2% by weight triethanolamine

Preservative 0.05 wt%

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100%

Claims (8)

A composition for skin regeneration comprising a compound represented by the following formula (1) or an acceptable salt thereof as an active ingredient.
[Chemical Formula 1]
Figure pat00006

The method according to claim 1,
Wherein the composition is for the manufacture of a medicament for skin regeneration, a cosmetic preparation or a food product.
A composition for improving skin texture comprising a compound represented by the following formula (1) or an acceptable salt thereof as an active ingredient.
[Chemical Formula 1]
Figure pat00007

The method of claim 3,
Wherein the composition is for the manufacture of a medicament for the improvement of skin texture, a cosmetic composition or a food product.
A composition for stimulating stem cell activity comprising a compound represented by the following formula (1) or an acceptable salt thereof as an active ingredient.
[Chemical Formula 1]
Figure pat00008

6. The method of claim 5,
Wherein the composition is for promoting stem cell proliferation or stem cell maintenance.
6. The method of claim 5,
Wherein the composition promotes the expression of p63 gene to maintain stem cell characteristics.
6. The method of claim 5,
Wherein the composition is for the production of a cosmetic for promoting stem cell activity.
KR1020160022046A 2016-02-24 2016-02-24 Composition for improving skin KR20170099674A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109762037A (en) * 2019-03-04 2019-05-17 成都大学 A kind of astilbin aminopyridine analog derivative targeted prodrug and its preparation method and application

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109762037A (en) * 2019-03-04 2019-05-17 成都大学 A kind of astilbin aminopyridine analog derivative targeted prodrug and its preparation method and application

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