KR20170114740A - Composition for improving skin conditions - Google Patents

Abstract

The present invention relates to a composition for improving skin condition. The present inventors have found that Asian ticoside according to the present invention increases the expression of an antimicrobial peptide in keratinocytes to improve skin defense by improving skin immunity and antibacterial effect and at the same time, Can be used for the preparation of external preparation for skin.

Description

[Composition for improving skin conditions]

TECHNICAL FIELD The present invention relates to a composition for improving the skin condition, which exhibits an effect of enhancing skin defense.

Recently, extrinsic skin diseases due to changes in industrial development and life patterns have been greatly increased. Recently, urban people are increasingly exposed to extrinsic pathogens such as bacteria, fungi, and viruses in public places that reproduce with mites, humidity and temperature in carpets of households as the living environment changes. In order to combat these exogenous pathogens, immunity from the skin, which is the outermost organ of the human body, has become important. Among the defense mechanism of skin, there is an antimicrobial peptide as a substance which is in charge of in vivo defense technology except physical defense. There are two major types of antimicrobial peptides, cadelicidin and dipenthin. Cathelicidin exhibits a wide range of antimicrobial activities and has a variety of immunoregulatory functions. LL-37 is the only known cadelicidin expressed in humans, and its production is determined by factors such as the presence of bacteria, the secretion of cytokines from the host, the amount of oxygen available in the body, and vitamin D. LL-37 plays a role in inducing a bio-immune response against external tissue injury or infection. It has direct antimicrobial activity against bacteria, fungi, viruses, etc. and exhibits chemotaxis against eosinophils, mononuclear cells and T cells, Lt; / RTI > In particular, LL-37, which is present in the skin, plays an antigen-suppressing function by acting as an immediate defense when infiltrating the foreign antigen.

Defensin is one of the most studied antimicrobial peptides, and there are largely α-diphenhydrins and β-diphensins, depending on their structural properties. Among them,? -Dipensin is a peptide substance expressed in mucosal epithelium such as skin, lung, organ, kidney, and genitalia. Up to now, six kinds of human-derived? -Diphenes, namely human? -Diphenes-1 (hBD1) (HBD2), human beta -dipensin-3 (hBD3), human beta -dipensin-4 (hBD4) -6 (hBD6) has been isolated and identified. In particular, hBD1 is expressed in epidermal cells, whereas hBD2 is known to play an important role in the regulation of systemic immune response and inflammatory response. In addition, hBD3 has been reported to be highly expressed in skin lesions of patients with psoriasis and is induced by cytokines and bacterial products. hBD4 exhibits a more restricted distribution relative to hBD1, hBD2, or hBD3, and its expression can be upregulated by bacterial infection, but not upregulated by inflammatory factors that upregulate hBD2 and hBD3. hBD5 and hBD6 are the most recently identified family members that are primarily located in the epithelium. Recently, β-diphenzene has also been implicated in acquired immunity by chemotactic migration of cells such as dendritic cells, T lymphocytes and monocytes as well as local infection protection It is known.

In addition, sensitive skin is susceptible to skin immunological diseases such as atopy and psoriasis when exposed to a harmful environment. Conventionally, improvement of skin immune diseases such as atopy and psoriasis is mainly solved by a method of maintaining moisturization by using ceramide. However, there is a problem that moisturizing is less moisturizing over time and skin condition returns to its original state. Although it is possible to consider how to make an antimicrobial peptide from the outside and inject it into the skin, since it is difficult to directly penetrate into the skin and there is a risk of autoimmune reaction, a method of promoting the production of the antibacterial peptide itself It can be a method to increase the immunity from the outside and to obtain the antibacterial power.

Therefore, there is a desperate need to develop a composition which is safe in application to human body, stable in its effective ingredient, and superior in its ability to enhance skin defense by improving skin immunity and anti-microbial power such as atopy, psoriasis and the like.

 Ann Dermatol. Vol. 24 (2), pp. 126-135 (April 26, 2012)  Br J Dermatol. Vol. 169 (3), pp. 587-593 (2013. 09)

An object of the present invention is to provide a use of a compound represented by the following formula 1, which has few side effects such as skin irritation and is capable of improving the skin condition,

[Chemical Formula 1]

As a means for solving the above problems, the present invention provides a composition for enhancing skin-protecting power comprising, as an active ingredient, a compound represented by the following formula (1) for the manufacture of pharmaceuticals, cosmetics, food or external preparation for skin:

[Chemical Formula 1]

The present invention also provides a method for enhancing skin defense, comprising applying the compound of formula 1 or a cosmetically acceptable salt thereof to the skin of a subject.

The present inventors have found that Asian ticoside according to the present invention increases the expression of antimicrobial peptides in keratinocyte cells to improve skin defense by improving skin immunity and antimicrobial effect and at the same time having no cytotoxicity and no adverse effect on the human body, Can be used for the preparation of external preparation for skin.  

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

In order to exert a superior effect when the skin enhancing ingredient is applied to the skin in order to improve the skin immunity and enhance the antimicrobial power of the skin, it exhibits a highly active skin defense enhancing activity, has excellent ability to permeate and absorb the skin, Is low in volatility so as to be able to stay for a sufficient time to exhibit an effect and is stable in the composition or on the skin and stable in the form of pharmaceuticals, cosmetics, foods, skin external preparations and the like. However, the components satisfying all of the above-mentioned characteristics among the known components are not common. For example, some of the skin-protecting enhancing ingredients have excellent skin-protecting activity at low concentrations in vitro, but they are difficult to apply to the skin because of their ability to permeate through the skin. Other active ingredients have low hydrophilicity, making them difficult to formulate into medicines, cosmetics, and foods. In addition, some skin protective enhancing ingredients may be degraded or transformed into other compounds when they are exposed to heat, light, or oxygen, and the effects may be lost before they are applied to the skin.

As can be seen in the following examples, Asian ticoside has no cytotoxicity and has no adverse effects on the human body. In addition, while maintaining stability in the composition, it increases the expression of the antimicrobial peptide in keratinocytes, It can be used as an effective ingredient for pharmacy, cosmetics, food, skin external agent for improving the skin protective ability.

Accordingly, the present invention provides a composition for promoting skin defense comprising a compound represented by the following general formula (1) as an active ingredient.

[Chemical Formula 1]

The compound name of the compound of formula (1) is called asiaticoside.

The compound of formula (1) may be synthesized or a commercially available compound may be used.

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

Accordingly, the composition of the present invention may comprise a pharmaceutically acceptable salt of the compound of formula (1).

The pharmaceutically acceptable salt of the compound of Formula 1 may be an acid addition salt formed using an organic acid or an inorganic acid, and the organic acid may be, for example, formic acid, acetic acid, propionic acid, lactic acid, butyric acid, isobutyric acid, trifluoroacetic acid The organic acid may be selected from the group consisting of hydrochloric acid, hydrobromic acid, hydrochloric acid, hydrobromic acid, hydrobromic acid, hydrobromic acid, hydrobromic acid, hydrobromic acid, malic acid, maleic acid, malonic acid, fumaric acid, succinic acid, monoamide, glutamic acid, tartaric acid, oxalic acid, citric acid, glycolic acid, glucuronic acid, , Benzenesulfonic acid, p-toluenesulfonic acid and methanesulfonic acid-based salts, and the inorganic acid includes, for example, hydrochloric acid, bromic 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 of formula 1 and an acid, or b) dissolving and mixing one of them in a solvent or a water solvent, or c) Lt; RTI ID = 0.0 > acid < / RTI > in a solvent and mixing them.

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.

The composition may further contain one or more active ingredients exhibiting the same or similar functions. For example, it may contain a known skin-strengthening component. The addition of an additional skin-protecting power enhancing component may further enhance the skin-protecting ability of the composition of the present invention. 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 may further include hydroquinone, L-ascorbic acid and derivatives thereof, or 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 range may be adjusted according to requirements such as skin safety, ease of formulation of the compound of Formula 1 .

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, which may 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.

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.

In the present specification, 'skin defense force' is an ability to protect the skin from external stimuli and toxins, and the stimulus is a broad concept including all kinds of stimuli harmful to the skin such as bacteria, viruses, ultraviolet rays, More specifically, it includes improving skin defense through improving skin immunity and enhancing antibacterial activity.

In the present specification, the term 'skin immunity' refers to an external pathogen. The antimicrobial peptide plays a role in causing a bio-immune response against external tissue injury or infection. It has a direct antimicrobial activity against bacteria, fungi, ), Mononuclear cells, and T cells, and induces the proliferation of endothelial cells. Antimicrobial peptides present in the skin, in particular, function as an antigen-suppressing function by acting as an immediate defense in the penetration of foreign antigens.

In the present specification, the term 'antimicrobial' refers to an antimicrobial peptide that is inactive to specific neutrophil granules against various microorganisms including bacteria, fungi, and viruses. When the peptide is cleaved, the antimicrobial peptide is secreted into an active form outside the cell. This means that the cationic site of the antibacterial peptide binds to the anionic phospholipid possessed by the microbial cell membrane and destroys the cell membrane of the microorganism.

As used herein, 'improvement' refers to any action that improves or alters the aforementioned various skin conditions due to administration of a composition comprising an active ingredient.

In the present specification, 'skin' refers to a tissue covering the body surface of an animal, and is a concept of the broadest notion including a scalp and a hair as well as a tissue covering a body surface such as a face or a body.

In the present invention, the term 'effective amount' means an amount of a compound capable of improving the skin condition such as increasing the expression of an antimicrobial peptide in keratinocytes to improve skin immunity through skin immunity and antibacterial effect . When the composition of the present invention contains an effective amount of the compound of Formula 1, it is possible to provide a desired skin-protecting effect. An effective amount of the compound of formula (1) contained in the composition of the present invention will vary depending on the form in which the composition is commercialized, how the compound is applied to the skin, and the time on the skin. For example, when the composition is produced into a pharmaceutical formulation, it may contain the compound of Formula 1 at a higher concentration than when it is commercialized as cosmetics that are routinely applied to the skin. Accordingly, the daily dosage is 0.1 to 100 mg / kg, preferably 30 to 80 mg / kg, more preferably 50 to 60 mg / kg, based on the amount of the compound of formula (1) 6 times a day.

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 enhancing skin-protecting power of the present invention can be used for the preparation of an external preparation for skin.

When the compound of formula (1) is used as an external preparation for skin, it may further comprise 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, , 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 And any other ingredients used in the skin sciences. The components can also be introduced in amounts commonly used in the field of dermatology.

When the compound of Formula 1 is provided as an external preparation for skin, it may have a formulation such as, but not limited to, ointments, patches, gels, creams or sprays.

In addition, the composition for promoting skin defense 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 of 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, a fragrance, , Ionic or nonionic emulsifiers, fillers, sequestering and chelating agents, preservatives, vitamins, barrier agents, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic active agents, lipid vesicles or cosmetics And may contain adjuvants commonly used in the cosmetics field, such as any of the other ingredients.

The cosmetic formulation may contain a relatively high concentration of the compound of formula (1) in the case of a wash-off type cosmetic such as a makeup remover, a detergent, 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, It may be included. In one embodiment of the present invention, although not limited thereto, the composition may contain 0.0001 wt% to 10 wt% (preferably 0.0001 wt% to 1 wt%) of the compound of Formula 1 based on the total weight of the composition . When the composition of the present invention contains less than 0.0001% by weight of the compound of the formula 1, it can not be expected to have a sufficient skin-protecting effect. If it exceeds 10% by weight, To prevent such a problem.

In addition, the composition for enhancing skin-protecting power of the present invention can be used for the production of food formulations.

The food formulation refers to food prepared by adding the compound of 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, it is very useful because it can expect a high skin-protecting effect.

When the compound of Chemical Formula 1 is used as a food additive, the compound of Chemical 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 relates to a method for enhancing skin defense, comprising applying the compound of formula 1 or a cosmetically acceptable salt thereof to the skin of an individual.

Such entities include, but are not limited to, mammals such as rats, pigs, humans, and the like.

Hereinafter, the present invention will be described in detail with reference to examples. However, the following examples are illustrative of the present invention, and the present invention is not limited to the following examples.

Reference Example 1 Asiaticoside Information

[Chemical Formula 1]

CAS No .: 16830-15-2

Where to buy: Sigma Aldrich

<Example 1> Cytotoxicity evaluation

The compound of formula 1 was added to the culture medium of human normal keratinocyte to assess cytotoxicity at the cellular level.

For this, the compound of formula (1) was treated by concentration and cell viability was confirmed by using a spectrophotometer. Human-derived keratinocytes were added to a 24-well test plate at 1 × 10 ⁵ cells. After incubation for 24 hours, the cells were treated with 2 μg / mL and 5 μg / mL of the compound of formula (1) Respectively. After incubation for 24 hours, the culture medium was removed, and 200 μl of the culture medium and 20 μl of the CCK8 solution were added to each well. The culture was incubated in a 5% CO ₂ incubator at 37 ° C. for 20 minutes, and the absorbance was measured at 450 nm. The effect of the compound of formula (1) on cell survival was evaluated based on the absorbance of the untreated well, and the experiment was repeated three times.

sample Absorbance Survival rate (%) Control group (no addition) 0.503 + 0.046 - The compound of formula (1)
(2 [mu] g / mL) 0.5 ± 0.06 99.4% The compound of formula (1)
(5 [mu] g / mL) 0.491 + 0.27 97.6%

As shown in Table 1, the compound of Chemical Formula 1 did not cause cytotoxicity at the experimental concentrations. This means that the compound of formula (I) is a safe and low-irritating substance. In addition, the compound of formula (1) was found to be harmless to keratinocytes even at a concentration of 5 / / mL.

<Example 2> Evaluation of antibacterial activity

To evaluate the antimicrobial properties of the compound of formula (I), the effect on the expression of the antimicrobial peptide, LL37 and hBD2 mRNA was measured at the cell level by adding to the culture medium of human keratinocyte.

To this end, human-derived keratinocytes were added to a 24-well test plate in an amount of 5 × 10 ⁴ cells. After incubation for 1 day, the cells were treated with 2 μg / mL or 5 μg / mL Respectively. Twenty-four hours after the treatment, the cells were recovered and the total RNA was extracted. The amount of expression of the antimicrobial peptides LL37 and hBD2 mRNA was measured, and the experiment was repeated three times.

sample LL37 relative expression (fold) hBD2 relative expression (fold) Control group (no addition) 1 ± 0.05 1 ± 0.04 The compound of formula (1)
(2 [mu] g / mL) 1.23 + 0.03 1.46 + 0.03 The compound of formula (1)
(5 [mu] g / mL) 1.83 + - 0.1 1.97 + - 0.12

As shown in Table 2, the compound of Chemical Formula 1 showed an increase in the concentration of the antimicrobial peptides LL37 and hBD2 in the skin keratinocytes in a concentration-dependent manner in comparison with the untreated group.

Hereinafter, examples of various formulations containing the compound of formula (I) as an active ingredient are described. It should be understood, however, that the invention is not construed as being limited to these formulation examples, and may be formulated into various other preparations well known to those skilled in the art to which the present invention belongs.

&Lt; Formulation Example 1 > Preparation of pharmaceutical preparation

1. Manufacturing of powder

Ingredients: 0.001 g of the compound of formula (1), 1 g of lactose

The above components were mixed and filled in airtight bags to prepare powders.

2. Preparation of tablets

Ingredients: 0.2 mg of the compound of formula (I), 100 mg of corn starch, 100 mg of lactose, 2 mg of magnesium stearate

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

3. Preparation of capsules

Ingredients: 0.2 mg of the compound of formula (I), 100 mg of corn starch, 100 mg of lactose, 2 mg of magnesium stearate

After mixing the above components, the capsules were filled in gelatin capsules according to the conventional preparation method of capsules.

4. Manufacture of pills

Ingredients: 0.003 g of the compound of formula (I), 1.5 g of lactose, 1 g of glycerin, 0.5 g of xylitol

After mixing the above components, a pellet was prepared so as to be 4 g per one ring according to a conventional method.

5. Manufacture of granules

Ingredients: 2 mg of the compound of formula (I), 50 mg of soybean extract, 200 mg of glucose, 600 mg of starch

After mixing the above components, 100 mg of 30% ethanol was added to prepare granules. The granules were dried at 60 ° C, and the dried granules were filled in a granular packing bag.

&Lt; Formulation Example 2 > Preparation of cosmetics

1. Manufacture of softening longevity (skin lotion)

The softening water containing the compound of formula (1) as an active ingredient was prepared according to a conventional method such as the following composition.

Composition of softening longevity:

0.1 weight% of the compound of the formula (1), 1.0 weight% of beta-1,3-glucan, 2.0 weight% of butylene glycol, 2.0 weight% of propylene glycol, 0.1 weight% of carboxyvinyl polymer, 0.2 weight% 0.05% by weight of coloring matter, 0.05% by weight of fragrance, 100% by weight of purified water, and 0.05% by weight of a preservative, 0.4% by weight of polysorbate 80, 10.0% by weight of ethanol,

2. Manufacture of nutrition lotion (milk lotion)

A nutritional lotion comprising the compound of the formula (1) as an active ingredient was prepared according to a conventional method such as the following composition.

Composition of nutrition lotion:

0.1 weight% of the compound of Formula 1, 1.0 weight% of beta-1,3-glucan, 4.0 weight% of beeswax, 1.5 weight% of polysorbate 60, 1.5 weight% of sorbitan sesquioleate, 0.5 weight% of liquid paraffin, / Carboxy triglyceride 5.0 wt%, glycerin 3.0 wt%, butylene glycol 3.0 wt%, propylene glycol 3.0 wt%, carboxyvinyl polymer 0.1 wt%, triethanolamine 0.2 wt%, preservative 0.05 wt%, coloring matter 0.05 wt% 0.05% by weight of fragrance, 100% by weight of purified water,

3. Manufacture of nutritional cream

A nutritional cream containing the compound of formula (1) as an active ingredient was prepared according to a conventional method such as the following composition.

Composition of nutrition cream:

0.2 weight% of the compound of the formula (1), 5.0 weight% of beta-1,3-glucan, 10.0 weight% of wax, 1.5 weight% of polysorbate 60, 2.0 weight% of hardened castor oil, 0.5 weight% of sorbitan sesquioleate, , Paraffin 10.0% by weight, squalane 5.0% by weight, caprylic / capric triglyceride 5.0% by weight, glycerin 5.0% by weight, butylene glycol 3.0% by weight, propylene glycol 3.0% by weight, triethanolamine 0.2% by weight, preservative 0.05 0.05% by weight of pigment, 0.05% by weight of fragrance, 100% by weight of purified water,

4. Manufacture of massage cream

A massage cream containing the compound of formula (I) as an active ingredient was prepared by a conventional method such as the following composition.

Composition of massage cream:

0.1% by weight of the compound of formula (1), 3.0% by weight of beta-1,3-glucan, 10.0% by weight of wax, 1.5% by weight of polysorbate 60, 2.0% by weight of hardened castor oil. By weight of glycerin, 3.0% by weight of butylene glycol, 3.0% by weight of propylene glycol, 4.0% by weight of carrageenan / capric triglyceride, 0.8% by weight of sorbitan sesquioleate, 40.0% by weight of liquid paraffin, 0.2% by weight of triethanolamine, 0.05% by weight of preservative, 0.05% by weight of pigment, 0.05% by weight of fragrance, 100%

5. Manufacture of pack

A pack containing the compound of formula (1) as an active ingredient was prepared according to a conventional method such as the following composition.

Composition of pack:

0.2% by weight of the compound of formula (1), 1.0% by weight of beta-1,3-glucan, 13.0% by weight of polyvinyl alcohol, 0.2% by weight of sodium carboxymethyl cellulose, 5.0% by weight of glycerin, 0.1% by weight of allantoin, 0.3% by weight of iso-12 nonylphenyl ether, 0.3% by weight of polysorbate 60, 0.05% by weight of preservative, 0.05% by weight of pigment, 0.05% by weight of fragrance,

&Lt; Formulation Example 3 > Preparation of external preparation for skin

1. Manufacture of gel

A gel containing the compound of formula (1) as an active ingredient was prepared according to a conventional method such as the following composition.

Composition of gel:

0.1% by weight of the compound of formula (1), 0.1% by weight of beta-1,3-glucan, 0.05% by weight of sodium ethylenediaminetetraacetate, 5.0% by weight of glycerin, 0.3% by weight of carboxyvinyl polymer, 5.0% by weight of ethanol, 0.05 weight% of free, 0.3 weight% of triethanolamine, 0.05 weight% of preservative, 0.05 weight% of pigment, 0.05 weight% of perfume, 100 weight% of purified water,

2. Manufacture of ointment

Ointment containing the compound of formula (1) as an active ingredient was prepared according to a conventional method such as the following composition.

Composition of ointment:

0.5 wt% of the compound of formula (1), 10.0 wt% of beta-1,3-glucan, 10.0 wt% of wax, 5.0 wt% of polysorbate 60, 2.0 wt% of hydrogenated castor oil, 0.5 wt% of sorbitan sesquioleate, , 5.0% by weight of vaseline, 10.0% by weight of liquid paraffin, 5.0% by weight of squalane, 3.0% by weight of shea butter, 5.0% by weight of caprylic / capric triglyceride, 10.0% by weight of glycerin, 10.2% by weight of propylene glycol, 0.05% by weight of preservative, 0.05% by weight of pigment, 0.05% by weight of fragrance, 100% by weight of purified water,

3. Preparation of topical medicament (gel ointment)

A gel ointment agent containing the compound of formula (1) as an active ingredient was prepared according to a conventional method as the following composition.

Composition of gel ointment agent:

A mixture of 0.5% by weight of the compound of Formula 1, 10.0% by weight of beta-1,3-glucan, 1.5% by weight of polyacrylic acid (Carbopol 940), 5.0% by weight of isopropanol, 25.0% by weight of hexylene glycol, 1.7% by weight of triethanolamine, 100 wt%

4. Preparation of topical medicines (patches)

A patch containing a compound of the formula (1) as an active ingredient was prepared according to a conventional method such as the following composition.

Composition of the patch:

0.5% by weight of the compound of the formula (1), 3.0% by weight of beta-1,3-glucan, 20.0% by weight of hexylene glycol, 0.7% by weight of diethylamine, 1.0% by weight of polyacrylic acid (Carbopol 934P) 1.0% by weight of oxyethylene lauryl ether (EO = 9), 1.0% by weight of polyhydroxyethylene cetyl stearyl ether (Cetomacrogol 1000), 2.5% by weight of viscous paraffin oil, caprylic acid ester / ) 2.5% by weight, polyethylene glycol 400 3.0% by weight, deionized water to 100%

Claims (2)

A composition for enhancing skin-protecting power comprising a compound represented by the following formula (1) as an active ingredient:
[Chemical Formula 1]

The method according to claim 1,
Wherein the composition is for the manufacture of a pharmaceutical, cosmetic, food or skin topical formulation for enhancing skin defense.