KR20130083785A - Composition for improving skin wrinkle and enhancing elasticity - Google Patents

Abstract

PURPOSE: A composition for reducing skin wrinkles and enhancing elasticity is provided to be used as a pharmaceutical composition, a skin external application, a cosmetic composition, or a health food as raddeanin A promotes collagen synthesis of fibroblast of skin, suppresses activity of collagenase to improve elasticity of skin, and removes wrinkles. CONSTITUTION: A pharmaceutical composition for reducing skin wrinkles and enhancing elasticity includes a compound represented by Fomrula 1 as an active ingredient. The active ingredient is included at a content of 1*10^-6 to 10wt% based on the total wt% of the composition. A skin external application for reducing skin wrinkles and enhancing elasticity includes a compound represented by Formula 1 as an active ingredient. A cosmetic compound for reducing skin wrinkles and enhancing elasticity includes a compound represented by Formula 1 as an active ingredient. A health food for reducing skin wrinkles and enhancing elasticity includes a compound represented by Formula 1 as an active ingredient.

Description

Composition for improving skin wrinkle and enhancing elasticity

The present invention relates to a composition for improving skin wrinkles and enhancing elasticity.

Collagen is a major substrate protein produced by skin fibroblasts and is present in extracellular epilepsy.Its important functions include mechanical firmness of skin, resistance of connective tissue and tissue binding, support of cell adhesion, cell division and differentiation. Induction of growth or wound healing) is known. This collagen is reduced by age and light aging by ultraviolet irradiation, which is known to be closely related to the wrinkle formation of the skin. In addition, in recent years, extensive research on aging of the skin has been developed an important function of collagen in the skin.

Conventionally, products that combine collagen with cosmetics have been released from the skin moisturizing effect of collagen, but these cosmetics are applied to the surface of the collagen, and it is not expected to moisturize by the percutaneous absorption of collagen as a polymer, thereby improving the essential skin function. I can not say.

On the other hand, it is known that the active ingredients that promote the collagen synthesis to exhibit the wrinkle improvement effect. For example, retinoic acid, transforming growth factor (TGF) [non-patent document 1], protein derived from animal placenta [patent document 1], betulinic acid (betulinic acid) [patent document 2], chlorella extract [ Patent Documents 3 and 4 are known as collagen synthesis promoting substances. However, the active ingredients are limited in the amount of use due to safety problems such as irritation and redness when applying the skin, or there is a problem in that the effect of improving the skin function is not expected by substantially promoting collagen synthesis of the skin. Therefore, there is an urgent need for the development of components that are safe for the living body, the active ingredients are stable, and above all, the anti-wrinkle activity that is superior to the conventional collagen synthesis promoting substance.

Japanese Patent Laid-Open No. 8-231370 Japanese Patent Laid-Open No. 8-208424 Japanese Patent Laid-Open No. 9-40523 Japanese Patent Laid-Open No. 10-36283

Cardinale G. et al, Adv. Enzymol., 41, p. 425, 1974

Accordingly, the present inventors have completed the present invention by confirming the effect of raddeanin A promoting collagen synthesis of fibroblasts of the skin, thereby improving skin elasticity and improving wrinkles.

Accordingly, it is an object of the present invention to provide a composition for improving skin wrinkles and enhancing elasticity, comprising a compound represented by the following Formula 1 as an active ingredient:

[Formula 1]

As means for solving the above problems,

It provides a pharmaceutical composition for improving skin wrinkles and enhancing elasticity as an active ingredient comprising a compound represented by Formula 1 below:

 [Formula 1]

As another means for solving the above problems,

Provided is a skin external preparation for improving skin wrinkles and enhancing elasticity, comprising the compound represented by Formula 1 as an active ingredient:

[Formula 1]

As another means for solving the above problems,

It provides a cosmetic composition for improving skin wrinkles and improving elasticity comprising a compound represented by the formula (1) as an active ingredient:

[Formula 1]

As another means for solving the above problems,

It provides a health food for skin wrinkle improvement and elasticity enhancement comprising a compound represented by the formula (1) as an active ingredient:

[Formula 1]

Radeanin A according to the invention can be used in medicine, cosmetics or health foods by promoting the collagen synthesis of fibroblasts of the skin to improve the elasticity of the skin and improve wrinkles.

EMBODIMENT OF THE INVENTION Hereinafter, the structure of this invention is demonstrated concretely.

In order to exert an excellent skin wrinkle improvement effect when the skin wrinkle improving ingredient is applied to the actual skin, it exhibits high active wrinkle improvement activity at a low concentration, has a good ability to penetrate and absorbs the skin, and is sufficient time to show a skin wrinkle improvement effect. It is desirable to have low volatility for a long stay, to keep the active ingredient stable on the composition or skin, to facilitate formulation into medicine or cosmetics, and to be safe for the skin. However, among the known skin wrinkle improving ingredients, skin wrinkle improving ingredients satisfying all of the above properties are rare. For example, some wrinkle improving ingredients have excellent wrinkle improving activity even at low concentrations in vitro, but are difficult to apply to actual skin due to their poor ability to absorb and penetrate the skin. Other anti-wrinkle ingredients are less hydrophilic and difficult to formulate in medicine or cosmetics. In addition, some skin wrinkle improving ingredients may decompose or be transformed into other compounds when exposed to heat, light, or oxygen, so that the wrinkle improving effect disappears before application to the skin.

As can be seen in the following examples, raddeanin A (raddeanin A) shows an excellent inhibitory ability of collagenase activity at low concentrations, and shows an excellent collagen synthesis promoting effect, drugs, cosmetics for improving skin wrinkles, elasticity It can be used as an active ingredient in health foods.

Accordingly, the present invention provides a pharmaceutical composition for improving skin wrinkles and enhancing elasticity, comprising the compound represented by the following Formula 1 as an active ingredient:

[Formula 1]

The compound name of the compound of Formula 1 is Raddeanin A; Raddeanin R3; anemodeanin A; Raddeanoside R3; Raddeanin (Anemodeanin) A; (3beta) -3-[(O-6-Deoxy-alpha-L-mannopyranosyl- (1-2) -O-beta-D-glucopyranosyl- (1-2) -alpha-L-arabinopyranosyl) oxy] olean- It is called 12-en-28-oic acid, also known as raddeanin A.

The compound of Formula 1 may be synthesized or used a commercially available compound.

The pharmaceutical composition for improving skin wrinkles and enhancing elasticity of the present invention may include 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 or trifluoroacetic acid. , Malic acid, maleic acid, malonic acid, fumaric acid, succinic acid, succinic acid monoamide, glutamic acid, tartaric acid, oxalic acid, citric acid, glycolic acid, glucuronic acid, ascorbic acid, benzoic acid, phthalic acid, salicylic acid, anthranilic acid, dichloroacetic acid, aminooxyacetic acid And benzenesulfonic acid, p-toluenesulfonic acid and methanesulfonic acid salts and inorganic acids include, for example, hydrochloric acid, bromic acid, sulfuric acid, phosphoric acid, nitric acid, carbonic acid and boric acid salts. Preferably in the hydrochloride or acetate form, more preferably in the hydrochloride form.

The above-mentioned acid addition salts may be a) directly mixing the compound of formula 1 and an acid, b) dissolving and mixing one of them in a solvent or a hydrous solvent, or c) solvent or submerging the compound of formula 1 It is prepared by a general salt preparation method which is placed in an acid in a solvent and mixed with them.

In addition to the above, salts that can be additionally salted are gabar salt, gabapentin salt, pregabalin salt, nicotinate, adipate salt, hemimalonate, cysteine salt, acetylcysteine salt, methionine salt, arginine salt, lysine salt, ornithine salt, Aspartate.

In addition, when using the compound of Formula 1 of the present invention as a medicine, it may further contain one or more active ingredients exhibiting the same or similar functions. For example, it may include known skin wrinkle improving ingredients or elasticity enhancing ingredients. When the additional skin wrinkle improvement component, elasticity enhancing component whitening component may be included, the wrinkle improvement and elasticity enhancing effect of the composition of the present invention may be further enhanced. When the ingredient is added, skin safety, ease of formulation, and stability of the active ingredients may be considered. In one embodiment of the invention, the composition is a wrinkle improving component known in the art, one or two or more selected from the group consisting of retinoic acid, TGF, protein from animal placenta, betulinic acid and chlorella extract It may further comprise a skin wrinkle improving ingredient. Additional skin wrinkle improving ingredients may be included in 0.0001% to 10% by weight relative to the total composition weight, the content range is to promote collagen synthesis or collagenase inhibitory activity, skin safety, formulation of the compound of Formula 1 It may be adjusted according to requirements such as ease of use.

In addition, the pharmaceutical composition for improving skin wrinkles and elasticity of the present invention may further comprise a pharmaceutically acceptable carrier.

Pharmaceutically acceptable carriers may contain various components such as buffers, sterile water for injection, general saline or phosphate buffered saline, sucrose, histidine, salts, polysorbates and the like.

The pharmaceutical composition of the present invention may be administered orally or parenterally, and may be administered in the form of a general pharmaceutical preparation, for example, in various dosage forms, orally and parenterally, during clinical administration. , Diluents or excipients such as extenders, binders, wetting agents, disintegrants, surfactants and the like.

Solid preparations for oral administration include tablets, pills, powders, granules, capsules, and the like, and such solid preparations include at least one excipient in the pharmaceutical composition of the present invention, for example, starch, calcium carbonate, It may be prepared by mixing sucrose or lactose, gelatin and the like.

In addition to simple excipients, lubricants such as magnesium stearate talc are also used. Liquid preparations for oral use include suspensions, solutions, emulsions, syrups, and the like, and various excipients such as wetting agents, sweeteners, fragrances, and preservatives, in addition to water and liquid paraffin, which are commonly used simple diluents.

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

In the present invention, 'wrinkle improvement' refers to inhibiting or inhibiting wrinkles generated on the skin or alleviating wrinkles already generated.

The pharmaceutical composition of the present invention may provide a desirable wrinkle improvement effect and elasticity enhancement effect when an effective amount of the compound of Formula 1 is included. In the present invention, the term 'effective amount' means an amount of a compound capable of inhibiting or inhibiting generation of wrinkles on the skin or alleviating wrinkles already produced. The effective amount of the compound of formula 1 included 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, the time it stays on the skin, and the like. For example, when the composition is commercialized as a medicament for dermatological treatment due to wrinkle formation, elasticity reduction, and blemishes of the skin, the compound of Formula 1 may be used at a higher concentration than when it is commercialized as a cosmetic product to be applied to the skin on a daily basis. It may include. Therefore, the daily dosage is 0.1 to 100 mg / kg, preferably 30 to 80 mg / kg, more preferably 50 to 60 mg / kg, 1 to 1 day, based on the amount of the compound of Formula 1 It may be administered six times.

The pharmaceutical 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.

The present invention can also be provided as a formulation of the external preparation for skin wrinkle improvement and elasticity containing the compound of Formula 1 as an active ingredient.

When the compound of Formula 1 is used as an external preparation for skin, it is further added to fatty substances, organic solvents, solubilizers, thickening and gelling agents, emollients, antioxidants, suspending agents, stabilizers, foaming agents, fragrances, surfactants. Common in water, ionic or nonionic emulsifiers, fillers, metal ion sequestrants and chelating agents, preservatives, vitamins, blockers, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic active agents, lipid vesicles or external preparations for the skin It may contain adjuvants commonly used in the field of dermatology, such as any other ingredients used as. 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 is not limited thereto, and may have a formulation such as an ointment, a patch, a gel, a cream, or a spray.

The present invention can also be provided as a formulation of a cosmetic for improving skin wrinkles and elasticity comprising the compound of Formula 1 as an active ingredient.

When the compound of Formula 1 is used as a cosmetic, the cosmetic prepared by containing the compound of Formula 1 as an active ingredient may be prepared in the form of a general emulsion formulation and solubilized formulation. For example, lotions such as flexible lotions or nourishing lotions, emulsions such as facial lotions, body lotions, creams such as nourishing creams, moisture creams, eye creams, essences, cosmetic ointments, sprays, gels, packs, sunscreens, makeup bases, liquids Formulations such as foundations, powders, cleansing creams, cleansing lotions, makeup removers such as cleansing oils, cleansing foams, soaps, body washes and the like.

In addition, the cosmetics are in addition to the compound of Formula 1, fatty substances, organic solvents, solubilizers, thickening and gelling agents, emollients, antioxidants, suspending agents, stabilizers, foaming agents, fragrances, surfactants, water Commonly used in ionic or nonionic emulsifiers, fillers, metal ion sequestrants and chelating agents, preservatives, vitamins, blockers, wetting agents, essential oils, dyes, pigments, hydrophilic or lipophilic active agents, lipid vesicles or cosmetics It may contain adjuvants conventionally used in the cosmetic field, such as any other ingredient.

The compound of Formula 1 may be a relatively high concentration of the compound of Formula 1 in the case of a wash-off type cosmetic such as a make-up remover, a detergent, etc., in which the active ingredient stays on the skin within a short time when it is commercialized. It may include. On the other hand, in the case of a leave-on type cosmetic such as a lotion, an emulsion, a cream, an essence, etc., in which the active ingredient stays on the skin for a long time, the compound of Chemical Formula 1 has a lower concentration than the wash-off type cosmetic. It may be included. Although not limited thereto, in one embodiment of the present invention, the composition comprises 1 * 10 ^-6 wt% to 10 wt% (preferably 1 * 10 ^-6 wt%) of the compound of Formula 1, based on the total weight of the composition. To 1% by weight). When the composition of the present invention comprises less than 1 * 10 ^-6 % by weight of the compound of formula 1, can not expect sufficient wrinkle improvement, elasticity enhancing effect, when containing more than 10% by weight undesired reaction This may be caused or there may be a problem with the skin safety is to prevent this.

The present invention also relates to a health food for improving skin wrinkles and elasticity comprising the compound of Formula 1.

In the present specification, "health food" is a food prepared by adding the compound of Chemical Formula 1 to food materials such as beverages, teas, spices, gums, confectionery, encapsulated, powdered, suspensions, etc. It means to bring a certain effect, but unlike the general medicine has the advantage that there are no side effects that can occur when taking a long-term use of the drug as a raw material.

Since the health food of the present invention thus obtained can be consumed on a daily basis, a high skin wrinkle improvement and elasticity enhancing effect can be expected, which is very useful.

When the compound of Formula 1 is used as a food additive, the compound of Formula 1 may be added as it is or used with other foods or food ingredients, and may be appropriately 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 substance may be added include meat, sausages, bread, chocolate, candy, snacks, confectionery, pizza, ramen, other noodles, gums, dairy products including ice cream, various soups, beverages, teas, drinks, Alcoholic beverages and vitamin complexes, and the like and include all of the health foods in the conventional sense.

The health beverage composition of the present invention may contain various flavors or natural carbohydrates as an additional ingredient such as ordinary beverages. Such natural carbohydrates are monosaccharides such as glucose and fructose, disaccharides such as maltose and sucrose, and polysaccharides such as dextrin and cyclodextrin, and sugar alcohols such as 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 proportion of said 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 health food of the present invention includes various nutrients, vitamins, electrolytes, flavors, coloring agents, pectic acid and salts thereof, alginic acid and salts thereof, organic acids, protective colloid thickeners, pH adjusting agents, stabilizers, preservatives, glycerin, alcohols. And carbonation agents used in carbonated beverages. In addition, the health food of the present invention may contain a flesh for preparing natural fruit juice, fruit juice drink and vegetable drink. 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.

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

Reference Example  One: Radeanine  a( raddeanin  A) Substance Information

Raddeanin A; Raddeanin R3; anemodeanin A; Raddeanoside R3; Raddeanin (Anemodeanin) A; (3beta) -3-[(O-6-Deoxy-alpha-L-mannopyranosyl- (1-2) -O-beta-D-glucopyranosyl- (1-2) -alpha-L-arabinopyranosyl) oxy] olean- 12-en-28-oic acid

CAS No .: 89412-79-3

Origin of plants: Anemone raddeana

Example  1: collagen synthesis effect

The substances shown in Table 1 below were added to the culture solution of human-derived fibroblasts to test collagen synthesis promoting effects at the cellular level.

The synthesis of collagen was quantified using a PICP EIA kit (Procollagen Type I C-Peptide Enzyme ImmunoAssay KIT). Evaluation of cytotoxicity at concentrations of 10 ppm, 1 ppm, 0.1 ppm, 0.01 ppm, and 0.001 ppm in human-derived fibroblasts before the experiment (method of culturing fibroblasts and performing MTT test [Reference: Mossman T. (1983) Rapid Colorimetric Assay for Cellular Growth & Survival: application to proliferation & cytotoxicity assays.Journal of Immunological Methods 65, 55-63].

In the experiment, the final concentrations of Radeanine A were 0.01 ppm and 0.1 ppm, and each sample was added to the culture medium of human fibroblasts, incubated for 1 day, and then the culture medium was taken and the degree of collagen synthesis at each concentration was obtained using PICP EIA kit. Was measured at 450 nm using a spectrophotometer. For comparison of the effects, the degree of collagen synthesis was measured by the same method for the culture medium (control) of the fibroblasts to which nothing was added and the sample to which the vitamin C was added at a final concentration of 52.8 μg / ml. Collagen production was measured as UV absorbance, the collagen production increase rate was calculated as the ratio of collagen production relative to the control, the results are summarized in Table 1 below.

Collagen Biosynthesis Effect of Radeanine A (Repeat = 4) sample Absorbance Absorbance average Collagen growth rate (%) Radeanine A 0.1 ppm 1322.062 1333.68 107.04 1334.372 1340.184 1338.083 Radeanine A 0.01 ppm 1693.726 1721.51 138.16 1725.624 1816.959 1649.717 Control group
(No additives) 1246 1246 - Vitamin C
52.8 μg / ml 1545 1545 124.0

As can be seen in the results of Table 1, the radeanine A generally exhibited better collagen synthesis effect at a lower concentration than when vitamin C was known to have collagen synthesis ability.

Example  2: Collagenase  Active inhibition

It was confirmed as follows the collagenase activity inhibitory effect on the material of Table 2.

Evaluation of cytotoxicity at concentrations of 10 ppm, 1 ppm, 0.1 ppm, 0.01 ppm, and 0.001 ppm in human-derived fibroblasts before the experiment (method of culturing fibroblasts for MTT test [Reference: Mossman T. (1983) Rapid Colorimetric Assay for Cellular Growth & Survival: application to proliferation & cytotoxicity assays.Journal of Immunological Methods 65, 55-63].

Fibroblasts, which are human normal skin cells, were seeded in a 24-well microplate at 2.5 × 10 ⁴ cells per well, incubated for 24 hours at 10% serum DMEM medium and 37 ° C., and then 10% serum DMEM medium was removed. After washing once with phosphate buffer solution, the cells were further incubated for 30 minutes in serum-free DMEM medium containing radeanine A and serum-free DMEM medium not containing radeanine A as a control.

Thirty minutes after stimulation with TNF-α (tumor necrosis factor-alpha) 50ng / ml, a substance known to produce MMP-1 after 30 minutes of sample treatment.

At this time, the TNF-α untreated group and the treated group were treated with the TNF-α-treated group and the TNF-α-treated group among the control groups that did not contain radeanine A.

The supernatant of each well was collected to measure the amount (ng / ml) of newly synthesized MMP-1 using an MMP-1 assay kit (Amersham, USA), and the collagenase activity inhibition rate was determined according to Equation 1 below. -1 production inhibition rate (%) was calculated, the results are shown in Table 2 below.

The amount of MMP-1 in the control group means the amount of MMP-1 in the TNF treatment group, and the amount of MMP-1 in the experimental group refers to the group to which the substance is added at each concentration.

[Equation 1]

Inhibitory Effect of Radeanine A on Collagenase Activity (Repeat Number = 4) sample Amount of MMP-1 (ng / mL) Inhibition rate (%) Radeanine A 0.1 ppm 11.02 27.39 Radeanine A 0.01 ppm 13.04 14.10 Negative Control (TNF No Processing) 3.27 - Positive control group (TNF treatment) 15.18 -

Formulation example  1: Preparation of pharmaceutical preparations

1. Manufacturing of powder

0.001 g of compound of Formula 1

1g lactose

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

2. Preparation of tablets

0.2 mg of compound of Formula 1

100 mg of corn starch

Lactose 100mg

Stearic acid  Magnesium 2mg

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

3. Preparation of Capsule

0.2 mg of compound of Formula 1

100 mg of corn starch

Lactose 100mg

Stearic acid  Magnesium 2mg

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

4. Manufacture of rings

0.003 g of compound of Formula 1

Lactose 1.5 g

1 g of glycerin

Xylitol  0.5 g

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

5. Manufacture of granules

2 mg of compound of formula 1

Soybean Extract 50mg

Glucose 200 mg

Starch 600 mg

After mixing the above components, 100 mg of 30% ethanol was added and dried at 60 ° C. to form granules, and then filled in fabric.

Formulation example  2: manufacture of cosmetics

1. Preparation of Soft Cosmetics (Skin Lotion)

Like the following composition, a flexible longevity containing the compound of formula 1 as an active ingredient was prepared according to a conventional method.

0.1 wt% of a compound of Formula 1

Beta-1,3-Glucan 1.0 wt%

Butylene Glycol 2.0 wt%

Propylene Glycol 2.0 wt%

Carboxy vinyl polymer 0.1 wt%

Fiji-12 nonylphenyl ether 0.2% by weight

Polysorbate 80 0.4 wt%

Ethanol 10.0 wt%

0.1% by weight of triethanolamine

0.05 wt% preservative

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100% by weight

2. Preparation of Nutrients (Milk Lotion)

As shown in the following composition, nutrient longevity containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.

0.1 wt% of a compound of Formula 1

Beta-1,3-Glucan 1.0 wt%

Beeswax 4.0 wt%

Polysorbate60 1.5 wt%

Sorbanthesquioleate 1.5 wt%

0.5% by weight of liquid paraffin

Caprylic / Capric Triglycerides 5.0 wt%

Glycerin 3.0 wt%

Butylene Glycol 3.0 wt%

Propylene Glycol 3.0 wt%

Carboxy vinyl polymer 0.1 wt%

0.2% by weight of triethanolamine

0.05 wt% preservative

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100% by weight

3. Manufacture of nutritional cream

As in the following composition, a nourishing cream containing the compound of formula 1 as an active ingredient was prepared according to a conventional method.

0.2 wt% of a compound of Formula 1

Beta-1,3-Glucan 5.0 wt%

Beeswax 10.0 wt%

Polysorbate60 1.5 wt%

Sebum 60 Cured Castor Oil 2.0 wt%

0.5 wt% sorbitan sesquioleate

10.0% by weight of liquid paraffin

Squalane 5.0 wt%

Caprylic / Capric Triglycerides 5.0 wt%

Glycerin 5.0 wt%

Butylene Glycol 3.0 wt%

Propylene Glycol 3.0 wt%

0.2% by weight of triethanolamine

0.05 wt% preservative

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100% by weight

4. Preparation of Massage Cream

As in the following composition, a massage cream containing a compound of Formula 1 as an active ingredient was prepared according to a conventional method.

0.1 wt% of a compound of Formula 1

Beta-1,3-Glucan 3.0 wt%

Beeswax 10.0 wt%

Polysorbate60 1.5 wt%

Sebum 60 Cured Castor Oil 2.0 wt%

Sorbanthesquioleate 0.8 wt%

40.0% by weight of liquid paraffin

Squalane 5.0 wt%

Caprylic / Capric Triglyceride 4.0 wt%

Glycerin 5.0 wt%

Butylene Glycol 3.0 wt%

Propylene Glycol 3.0 wt%

0.2% by weight of triethanolamine

0.05 wt% preservative

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100% by weight

5. Manufacture of pack

As in the following composition, a pack containing the compound of formula 1 as an active ingredient was prepared according to a conventional method.

0.2 wt% of a compound of Formula 1

Beta-1,3-Glucan 1.0 wt%

Polyvinyl Alcohol 13.0 wt%

Sodium Carboxymethyl Cellulose 0.2% by weight

Glycerin 5.0 wt%

Allantoin 0.1 wt%

Ethanol 6.0 wt%

0.3% by weight of sebum-12 nonylphenyl ether

Polysorbate 60 0.3 wt%

0.05 wt% preservative

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100% by weight

Formulation example  3: External skin preparations  Produce

1. Preparation of Gel

As in the following composition, a gel containing the compound of formula 1 as an active ingredient was prepared according to a conventional method.

0.1 wt% of a compound of Formula 1

Beta-1,3-Glucan 0.1 wt%

0.05% by weight of ethylenediamine sodium acetate

Glycerin 5.0 wt%

Carboxy vinyl polymer 0.3 wt%

Ethanol 5.0 wt%

Fiji-60 Cured Castor Oil 0.5 wt%

0.3% by weight of triethanolamine

0.05 wt% preservative

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100% by weight

2. Manufacture of ointments

As shown in the following composition, an ointment containing the compound of formula 1 as an active ingredient was prepared according to a conventional method.

0.5% by weight of compound of formula 1

Beta-1,3-Glucan 10.0 wt%

Beeswax 10.0 wt%

Polysorbate 60 5.0 wt%

Sebum 60 Cured Castor Oil 2.0 wt%

Sorbanthesquioleate 0.5 wt%

Vaseline 5.0 wt%

10.0% by weight of liquid paraffin

Squalane 5.0 wt%

Shea Butter 3.0 wt%

Caprylic / Capric Triglycerides 5.0 wt%

Glycerin 10.0 wt%

Propylene Glycol 10.2 wt%

0.2% by weight of triethanolamine

0.05 wt% preservative

0.05% by weight of pigment

0.05% by weight fragrance

Purified water to 100% by weight

3. Preparation of Topical Drug (Gel Ointment)

As the following composition, a gel ointment comprising the compound of formula 1 as an active ingredient was prepared according to a conventional method.

0.5% by weight of compound of formula 1

Beta-1,3-Glucan 10.0 wt%

1.5% by weight of polyacrylic acid (Carbopol 940)

Isopropanol 5.0 wt%

Hexylene glycol 25.0 wt%

Triethanolamine 1.7 wt%

Deionized water to 100% by weight

4. Preparation of medicament (patch) for topical administration

As in the following composition, a patch containing the compound of Formula 1 as an active ingredient was prepared according to a conventional method.

0.5% by weight of compound of formula 1

Beta-1,3-Glucan 3.0 wt%

Hexylene glycol 20.0 wt%

Diethylamine 0.7 wt%

1.0% by weight of polyacrylic acid (Carbopol 934P)

Sodium sulfite 0.1 wt%

1.0 weight% of polyoxyethylene lauryl ether (E.O = 9)

1.0% by weight of polyhydroxyethylene cetyl stearyl ether (Cetomacrogol 1000)

Viscous paraffin oil 2.5% by weight

Caprylic acid ester / capric acid ester (Cetiol LC) 2.5% by weight

Polyethylene glycol 400 3.0 wt%

Deionized water to 100% by weight

Formulation example  4: manufacture of food

Food containing the compound of formula 1 of the present invention was prepared as follows.

1. Manufacture of Flour Food

0.05 to 1.0 parts by weight of the compound of Formula 1 was added to the flour, and using the mixture to prepare bread, cake, cookies, crackers and noodles to prepare a health food.

2. Manufacturing of Dairy Products

0.2 parts by weight of the compound of Formula 1 was added to milk, and various dairy products such as butter and ice cream were prepared using the milk.

3. Manufacture of wire

Brown rice, barley, glutinous rice, and yulmu were dried by a known method and dried, and the mixture was granulated to a powder having a particle size of 60 mesh. Black soybeans, black sesame seeds, and perilla seeds were steamed and dried by a conventional method, and then they were prepared into powder having a particle size of 60 mesh by a pulverizer. The compound of Chemical Formula 1 was concentrated under reduced pressure in a vacuum concentrator, and the dried product obtained by drying with a spray and a hot air dryer was pulverized with a particle size of 60 mesh to obtain a dry powder.

The dry powders of the grains, seeds and the compound of formula 1 prepared above were prepared by blending the powders in 100 parts by weight in the following ratio.

(30 parts by weight of brown rice, 15 parts by weight of yulmu, 20 parts by weight of barley)

Seeds (7 parts by weight of perilla, 8 parts by weight of black beans, 7 parts by weight of black sesame seeds)

Compound of formula 1 (0.1 parts by weight),

(0.5 part by weight),

Foxglove (0.5 Weight portion )

Formulation example  5: manufacture of beverages

1. Manufacture of health drinks

0.1 mg of compound of Formula 1

Citric acid 1000 mg

100 g of oligosaccharide

Plum concentrate 2 g

Taurine 1 g

Purified water  By adding a full 900 mL

After mixing the above components according to the conventional healthy beverage production method, and stirred and heated at 85 ℃ for about 1 hour, the resulting solution is filtered and obtained by sterilization in a sterilized 2L-container, sealed sterilization and then stored in the refrigerator It was used to prepare a healthy beverage composition of the invention.

Although the composition ratio is a mixture of the components suitable for the preferred beverage as a preferred embodiment, the blending ratio may be arbitrarily varied according to the regional and national preferences such as the demand level, the demanding country, and the intended use.

2. Preparation of Vegetable Juice

1 g of the compound of Chemical Formula 1 of the present invention was added to 1,000 mL of tomato or carrot juice to prepare vegetable juice for health promotion.

3. Preparation of Fruit Juice

1 g of the compound of Formula 1 was added to 1,000 mL of apple or grape juice to prepare fruit juice for health promotion.

Claims (10)

A pharmaceutical composition for improving skin wrinkles and improving elasticity comprising the compound represented by the following Chemical Formula 1 as an active ingredient:
[Formula 1]

The method of claim 1,
The active ingredient is a pharmaceutical composition comprising a 1 x ^10-6% to 10%, based on the weight of the total composition.
Skin external preparation for improving the skin wrinkles and elasticity comprising a compound represented by the formula (1) as an active ingredient:
[Formula 1]

The method of claim 3, wherein
The external preparation is an external preparation for skin in the form of an ointment, patch, gel, cream or spray.
The method of claim 1,
The active ingredient is an external preparation for skin containing 1 * 10 ^-6 wt% to 10 wt% relative to the total composition.
Cosmetic composition for improving skin wrinkles and elasticity comprising a compound represented by the formula (1) as an active ingredient:
[Formula 1]

The method according to claim 6,
Cosmetic composition in the form of a lotion, essence, lotion, cream, pack, gel, powder, foundation or detergent.
The method according to claim 6,
The active ingredient is a cosmetic composition comprising a 1 x ^10-6% to 10%, based on the weight of the total composition.
Health foods for improving skin wrinkles and elasticity comprising a compound represented by the formula (1) as an active ingredient:
[Formula 1]

The method of claim 9,
The active ingredient is a health food containing 1 * 10 ^-6 wt% to 10 wt% relative to the total composition.