KR20150019561A - Composition for skin antioxidant, anti-imflamation, and skin whitening - Google Patents
Composition for skin antioxidant, anti-imflamation, and skin whitening Download PDFInfo
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- KR20150019561A KR20150019561A KR20130096613A KR20130096613A KR20150019561A KR 20150019561 A KR20150019561 A KR 20150019561A KR 20130096613 A KR20130096613 A KR 20130096613A KR 20130096613 A KR20130096613 A KR 20130096613A KR 20150019561 A KR20150019561 A KR 20150019561A
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- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, 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
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/63—Steroids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2200/00—Function of food ingredients
- A23V2200/30—Foods, ingredients or supplements having a functional effect on health
- A23V2200/318—Foods, ingredients or supplements having a functional effect on health having an effect on skin health and hair or coat
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Mycology (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Cosmetics (AREA)
Abstract
Description
The present invention relates to compositions for antioxidant, anti-inflammation and skin whitening.
Active oxygen introduced from the outside of the living body or generated in the living body causes many problems such as promoting aging of the living body or generating cancer. Therefore, the development and research of antioxidants that inhibit oxidation by active oxygen have been performed. Antioxidants are widely distributed in copper and plants. Many phenolic compounds, flavonoids, tocopherols, vitamin C and selenium are known in fruits and vegetables. However, the antioxidant substances present in nature can not be expected to have practically sufficient effects in skin application. Therefore, although synthetic antioxidants having excellent antioxidant ability and low cost are widely used, their use is restricted due to safety concerns such as human side effects.
In addition, inflammation is an immune response of a human body in response to a wound or disease, and oxidative stress such as ultraviolet rays, active oxygen, free radicals, etc. activate inflammatory factors and cause aging of various diseases and skin. The vasoactive polypeptide, kinin, plasmin and complement, have vasodilatory and contraction and chemotaxis effects, as well as lymphokines such as interleukin-6 (IL-6) Phosphorus and arachidonic acid are responsible for inflammation. Arachidonic acid is metabolized through inflammatory mediators such as prostaglandin and lukotrienes via two pathways: cyclooxygenase or lipooxygenase, mediating a variety of inflammatory responses.
On the other hand, in order to eliminate inflammation, elimination of inflammation source, reduction of vital reaction and symptoms is called anti-inflammatory. To date, substances used for antiinflammatory purposes include flutenamic acid, ibuprofen, benzydamine, indomethacin, and steroids, prednisolone, , Dexamethasone, and the like. It is also known that allantoin, azene, hydrocortisone and the like are effective for antiinflammation. However, these materials are limited in their use due to safety of skin, .
In addition, it is the desire of everyone to have a whiter skin. It is genetically determined by the concentration and distribution of melanin in human skin, but is also influenced by environmental or physiological conditions such as sunlight, fatigue, and stress. Melanin is produced by a nonenzymatic oxidation reaction after tyrosine, an amino acid, is converted to DOPA or dopaquinone by an enzyme called tyrosinase. Thus, the pathway through which melanin is made is known, but the mechanism by which melanin synthesis, the previous step in which tyrosinase acts, is not yet elucidated.
On the other hand, commonly known whitening ingredients include substances inhibiting the activity of tyrosinase enzymes such as kojic acid and arbutin, hydroquinone, vitamin C (L-Ascorbic acid) There are plant extracts. By inhibiting the synthesis of melanin pigment, they can brighten the skin tone to realize skin whitening, and it is possible to improve skin hypercholesterolemia such as stain or freckles due to ultraviolet rays, hormones or heredity. However, when applied to skin, there is a problem that the use amount is limited due to safety problems such as irritation and redness, or the effect is insignificant, so that a practical effect can not be expected.
Therefore, it is strongly desired to develop a composition having antioxidant, antiinflammatory and whitening activity, which is more safe than a living body, has a stable active ingredient, and is more effective than a conventional antioxidant, antiinflammatory and whitening effect substance.
Accordingly, the inventors of the present invention confirmed that beta-Ecdysone (hydroxycdysone; ecdysterone) abolished free radicals to inhibit antioxidative and NO production, inhibit melanin synthesis, and exhibit a whitening effect. It was completed.
Accordingly, an object of the present invention is to provide a composition for antioxidant, anti-inflammation and skin whitening comprising a compound represented by the following formula (1) as an active ingredient:
[Chemical Formula 1]
As means for solving the above problems,
There is provided a pharmaceutical composition for antioxidant, anti-inflammation and skin whitening comprising a compound represented by the following formula (1) as an active ingredient.
[Chemical Formula 1]
As another means for solving the above problems,
There is provided an external preparation for skin for antioxidant, anti-inflammation and skin whitening comprising a compound represented by the following formula (1) as an active ingredient.
[Chemical Formula 1]
As another means for solving the above problems,
There is provided a cosmetic composition for antioxidant, anti-inflammation and skin whitening comprising a compound represented by the following formula (1) as an active ingredient.
[Chemical Formula 1]
As another means for solving the above problems,
There is provided a health food for antioxidant, anti-inflammation and skin whitening comprising a compound represented by the following formula (1) as an active ingredient.
[Chemical Formula 1]
The ecdysone according to the present invention shows an antioxidative effect by scavenging free radicals, inhibits the NO production involved in inflammatory reaction, has an excellent anti-inflammatory effect, suppresses melanin synthesis and exhibits a whitening effect, Can be used.
Hereinafter, the configuration of the present invention will be described in detail.
Antioxidant, anti-inflammatory and whitening ingredients have high antioxidative, anti-inflammatory and whitening activity at low concentration, excellent ability to permeate through the skin to be absorbed through skin, and antioxidative, anti-inflammatory and anti- It is preferable to have low volatility so as to be able to stay for a sufficient time to exhibit a whitening effect, to keep the active ingredient stable on the composition or on the skin, to be easily formulated into medicines or cosmetics, 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 antioxidant, anti-inflammatory and whitening ingredients are excellent in antioxidant, anti-inflammatory and whitening activity even at a low concentration in an in vitro test, but they are difficult to be applied to real skin because of their ability to permeate through the skin. Other active ingredients have low hydrophilicity and are difficult to formulate into medicines or cosmetics. In addition, some antioxidant, anti-inflammatory and whitening ingredients may be degraded or transformed into other compounds when they are exposed to heat, light, or oxygen, and the effects may already be lost before application to the skin.
As can be seen in the following examples, beta-Ecdysone (Hydroxyecdysone; ecdysterone) shows excellent antioxidative, anti-inflammatory and whitening effects at low concentrations. Therefore, pharmaceuticals and cosmetics for antioxidant, anti- , Health food, and the like.
Accordingly, the present invention provides a pharmaceutical composition for antioxidant, anti-inflammation and skin whitening comprising a compound represented by the following general formula (1) as an active ingredient.
[Chemical Formula 1]
The compound of the formula (1) is named (2b, 3b, 5b, 22R) -2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one; (3R, 5R, 9R, 10R, 13R, 14S, 17S) -2,3,14-Trihydroxy-10,13-dimethyl- -methyl-2-heptanyl] -1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta [a] phenanthren-6-one; (3R, 5R, 9R, 10R, 13R, 14S, 17S) -2,3,14-Trihydroxy-10,13-dimethyl- -methyl-2-heptanyl] -1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta [a] phenanthren-6-one; (3R, 5R, 9R, 10R, 13R, 14S, 17S) -2,3,14-Trihydroxy-10,13-dimethyl- -methyl-2-heptanyl] -1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta [a] phenanthren-6- It is also called a beta-ecdysone (ecdysterone).
The compound of formula (1) may be isolated from or synthesized from plant extracts, or a commercially available compound may be used.
The pharmaceutical composition for antioxidant, anti-inflammation and skin whitening of the present invention may include glycosides, non-glycosides or pharmaceutically acceptable salts 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.
When the compound of Chemical Formula 1 of the present invention is used as a medicine, it may further contain one or more active ingredients showing the same or similar functions. For example, known antioxidant, anti-inflammatory and skin whitening ingredients. The addition of additional antioxidants, anti-inflammatory and skin whitening ingredients may further enhance the antioxidant, anti-inflammatory and skin whitening effects 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 invention, the composition comprises an anti-oxidant component known in the art, such as tocopherol, selenium, vitamin C and a phenolic compound, kojic acid, arbutin ), A substance inhibiting the activity of a tyrosinase enzyme, a substance selected from the group consisting of hydroquinone, vitamin C (L-ascorbic acid), derivatives thereof and various plant extracts As shown in FIG. 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 pharmaceutical composition for antioxidant, anti-inflammation and skin whitening 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.
The pharmaceutical 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, , An extender, 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 simple diluents commonly used.
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 invention, the term "antioxidative effect" refers to the action of free radicals or reactive oxygen species (ROS) due to oxidative stress caused by intracellular metabolism or ultraviolet rays Refers to inhibition of oxidation, and includes removal of free radical or reactive oxygen species, thereby reducing damage to the cells.
In the present invention, the term " anti-inflammatory effect "refers to inhibition of inflammation. The inflammation is one of defensive reactions of biological tissue to stimulation, and involves three types of tissue degeneration, circulatory disorder and exudation, and tissue proliferation Complex lesions. More specifically, inflammation is part of congenital immunity and, like in other animals, human congenital immunity recognizes a pattern of cell surfaces that are specifically present in a pathogen. Phagocytes recognize cells with such surfaces as non-magnetic and attack pathogens. If pathogens break through the physical barriers of the body, an inflammatory reaction occurs. Inflammation is a nonspecific defense that creates hostile environments for microorganisms entering the wound. In the inflammatory response, white blood cells that are responsible for the early stage of immune response, when wounded or infected, enter the body to express cytokines. Therefore, the expression level of intracellular cytokine is an index of inflammatory response activation. Examples of skin diseases associated with inflammation include atopic dermatitis, psoriasis, radiation, chemical substances, inflammatory diseases caused by burns, acid burns, vesicular dermatosis, visceral type diseases, itching due to allergies, seborrheic eczema, rose acne, Inflammatory hair loss such as pemphigus vulgaris, polymorphous exudative erythema, erythema nodosum, erythematosus, pharyngitis, alopecia areata, skin T-cell lymphoma, and the like.
In the present invention, the term " whitening effect "refers to not only brightening the skin tone by inhibiting the synthesis of melanin pigment but also improving skin hypercholesterolemia due to ultraviolet rays, hormones or heredity, such as spots or freckles.
The pharmaceutical composition of the present invention can provide the desired antioxidative, anti-inflammatory and whitening effects 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 alleviating the oxidation of cells, suppressing inflammation, or exhibiting a whitening 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 commercialized as a pharmaceutical product, the compound of Formula 1 may be contained at a higher concentration than that of a cosmetic product that is routinely applied to 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 pharmaceutical composition of the present invention can 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 an antioxidant, anti-inflammatory and whitening dermatological external preparation 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 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.
The present invention can also provide formulations of antioxidant, anti-inflammatory and whitening cosmetic compositions containing the compound of Formula 1 as an active ingredient.
When the compound of Chemical Formula 1 is used as a cosmetic, the cosmetic product containing the compound of Chemical Formula 1 as an active ingredient may be prepared in the form of a general emulsified 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.
In the case of a wash-off type cosmetic such as a make-up removing agent, a detergent, etc. in which the active ingredient remains on the skin in a short period of time when the compound of formula (1) is produced into a cosmetic product, . 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 . If the composition of the present invention contains less than 0.0001% by weight of the compound of formula 1, sufficient antioxidative, anti-inflammatory and whitening effects can not be expected. If the composition contains more than 10% by weight, Or to prevent skin safety problems.
The present invention also relates to antioxidant, anti-inflammatory and whitening health foods comprising the compound of formula (1).
The term "health food" as used herein means a food prepared by adding the compound of Formula 1 to food materials such as beverage, tea, spice, gum and confectionery, or by encapsulation, powdering or suspension, But it has the advantage that there are no side effects that can occur when a drug is used for a long period of time using a food as a raw material.
Since the health food of the present invention thus obtained can be taken on a daily basis, high antioxidative, anti-inflammatory and whitening effects can be expected, which is very useful.
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 healthy foods in a 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 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 health food of the present invention may contain various nutrients, vitamins, electrolytes, flavors, colorants, pectic acids and salts thereof, alginic acid and its salts, organic acids, protective colloid thickeners, pH adjusting agents, stabilizers, preservatives, , A carbonating agent used in carbonated drinks, and the like. In addition, the health food of the present invention may contain flesh for the production of 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 1: Ecdysone (beta-Ecdysone) material information
(2b, 3b, 5b, 22R) -2,3,14,20,22,25-hexahydroxycholest-7-en-6-one; (3R, 5R, 9R, 10R, 13R, 14S, 17S) -2,3,14-Trihydroxy-10,13-dimethyl- -methyl-2-heptanyl] -1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta [a] phenanthren-6-one; (3R, 5R, 9R, 10R, 13R, 14S, 17S) -2,3,14-Trihydroxy-10,13-dimethyl- -methyl-2-heptanyl] -1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta [a] phenanthren-6-one; (3R, 5R, 9R, 10R, 13R, 14S, 17S) -2,3,14-Trihydroxy-10,13-dimethyl- -methyl-2-heptanyl] -1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta [a] phenanthren-6-
CAS No .: 5289-74-7
Where to buy: Tauto Biotech Co., Ltd.
Origin and Sources Plant: Cyanotis arachnoides CB Clarke,
Example 1: Antioxidant effect - Free radical Erasure rate
The free radical scavenging activity was measured to confirm the antioxidative activity of the compound of formula (1). Free radical scavenging activity was measured using DPPH. DPPH was purchased from Sigma Co. (Sigma Co., Ltd, USA) and used. First, a standard DPPH ethanol solution of 1.5 mM (0.06 mg / ml) was prepared. Then, ethanol was added to ascorbic acid, which is an antioxidant, as a standard compound and the compound of Formula 1, respectively, to prepare samples at concentrations of 50 μg / ml, 25 μg / ml, 12.5 μg / ml, 6.25 μg / ml and 3.125 μg / ml. Then, the sample and standard DPPH solution were added at the same ratio, stirred well, reacted at 37 ° C for 30 minutes, and absorbance was measured at 520 nm. At this time, ethanol was added instead of the sample to give a control group. Free radical scavenging activity and the results are obtained for the IC 50 half maximal inhibitory concentration (median inhibition) shown in Table 1 below. IC 50 is a common method of expressing free radical scavenging activity with the concentration of ascorbic acid and the compound of formula 1 required to remove 50% of the free radicals of the no-added control group.
As can be seen from the results in Table 1, the activity is lower than that of ascorbic acid (vitamin C), which is a powerful antioxidant, but it is stable as an antioxidant effect with excellent level as a natural substance, Able to know.
Example 2: Anti-inflammatory effect - NO Production inhibitory effect
In order to confirm the antiinflammatory effect and the skin trouble relieving effect of the compound of Chemical Formula 1, nitric oxide (NO) formation inhibition experiment was performed by GRIESS using RAW264.7 cell line (ATCC number: CRL-2278).
Specifically, RAW264.7 cells, macrophages of mice, were subcultured several times, placed in 24-well plates at 3 × 10 5 cells per well, and cultured for 24 hours. Subsequently, the compound of Chemical Formula 1 was diluted with the concentrations shown in the following Table 2 and replaced with the cell culture medium containing the compound. The above concentration (w / v) means the concentration of the compound of formula (I) dissolved in the medium used for the evaluation, and is 1% = 10 mg / ml, 0.1% = 1 mg / ml, 0.001% = 0.01 mg / ml. At this time, 0.001% of L-NMMA (L-NG-Monomethylarginine), which is an inhibitor of NO production, was treated together as a positive control and cultured for 30 minutes. Lipopolysaccharide (LPS) Lt; / RTI > 100 μl of the supernatant was transferred to a 96-well plate, and 100 μl of GRIESS solution was added thereto at room temperature for 10 minutes. The absorbance at 540 nm was measured to determine the NO inhibitory effect of Compound 1, Respectively. On the other hand, the inhibition rate of NO production was compared based on the untreated control group treated with 1 μg of LPS (Lipopolysaccharide) as a stimulus source for 24 hours without any treatment of the sample.
As can be seen from Table 2, when compared with L-NMMA used as a control, its activity is low, but it exhibits excellent activity as a natural substance, and anti-inflammatory effect plays an auxiliary role in whitening and wrinkle improvement, You can expect.
Example 3: Whitening effect - Confirmation of melanin formation inhibitory effect
The compound of Chemical Formula 1 was added to the culture solution of mouse melanoma cell of B-16 mouse to test the whitening effect at the cellular level. (Lotan R., Lotan D. Cancer Res. 40: 3345-3350, 1980).
To evaluate the toxicity of melanoma cells in rats before the experiment, whitening evaluation was performed by selecting a concentration that is not toxic.
The compound of Chemical Formula 1 was added to the culture medium to a final concentration of 2.5 ug / ml, 5 ug / ml, 10 ug / ml and 20 ug / ml, and the control group albutin was added to the medium to a concentration of 200 ug / And then cultured for 3 days.
Cells were then trypsinized, detached from the culture, centrifuged, and extracted with melanin. The removed cells were melted with 1 ml of sodium hydroxide solution (1N concentration), boiled for 10 minutes, melanin was dissolved, and the amount of melanin produced by measuring the absorbance at 400 nanometers (nm) was measured using a spectrophotometer.
The amount of melanin was measured by an absorbance of 10 6 cells per unit cell, and the amount of melanin produced relative to the control group was calculated as the inhibition rate (%). The results are summarized in Table 3. The experiment was repeated three times.
As can be seen from the results of Table 3, the compound of formula (I) has remarkably superior melanin production inhibitory effect on the melanoma cells of the rat cultured as compared with the known whitening substance arbutin (Arbutin).
Formulation example 1: Preparation of pharmaceutical preparations
1. Manufacturing of powder
0.001 g of the compound of formula (1)
Lactose 1g
The above components were mixed and packed in airtight bags to prepare powders.
2. Preparation of tablets
0.2 mg of the compound of formula (1)
100 mg of corn starch
100 mg of milk
Stearic acid Magnesium 2 mg
After mixing the above components, tablets were prepared by tableting according to a conventional method for producing tablets.
3. Preparation of capsules
0.2 mg of the compound of formula (1)
100 mg of corn starch
100 mg of milk
Stearic acid Magnesium 2 mg
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 the compound of formula (1)
Lactose 1.5 g
Glycerin 1 g
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 the compound of formula (1)
Soybean extract 50 mg
200 mg of glucose
600 mg of starch
After mixing the above components, 100 mg of 30% ethanol was added and dried at 60 캜 to form granules, which were then filled in a capsule.
Formulation example 2: Manufacture of cosmetics
1. Manufacture of softening longevity (skin lotion)
As the following composition, the number of softening times containing the compound of formula (1) as an active ingredient was prepared according to a conventional method.
0.1% by weight of the compound of formula (1)
Beta-1,3-glucan 1.0 wt%
Butylene glycol 2.0 wt%
Propylene glycol 2.0 wt%
Carboxyvinyl polymer 0.1 wt%
0.2% by weight of phage-12 nonylphenyl ether
Polysorbate 80 0.4 wt%
Ethanol 10.0 wt%
0.1% by weight triethanolamine
Preservative 0.05 wt%
0.05% by weight of pigment
0.05% by weight fragrance
Purified water to 100%
2. Manufacture of nutrition lotion (milk lotion)
As in the following composition, a nutritional lotion containing the compound of the formula (1) as an active ingredient was prepared by a conventional method.
0.1% by weight of the compound of formula (1)
Beta-1,3-glucan 1.0 wt%
4.0 wt%
Polysorbate 60 1.5 wt%
1.5% by weight of sorbitan sesquioleate
0.5% by weight liquid paraffin
Caprylic / capric triglyceride 5.0 wt%
Glycerin 3.0 wt%
3.0% by weight of butylene glycol
3.0% by weight of propylene glycol
Carboxyvinyl polymer 0.1 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%
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, 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%
4. Manufacture of massage cream
A massage cream containing the compound of formula (I) as an active ingredient was prepared according to a conventional method, as shown below.
0.1% by weight of the compound of formula (1)
Beta-1,3-glucan 3.0 wt%
Wax 10.0 wt%
Polysorbate 60 1.5 wt%
≪ tb > < tb > < tb >
0.8% by weight of sorbitan sesquioleate
Liquid paraffin 40.0 wt%
Squalane 5.0 wt%
Caprylic / capric triglyceride 4.0 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%
5. Manufacture of pack
A pack 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 1.0 wt%
Polyvinyl alcohol 13.0 wt%
0.2% by weight of sodium carboxymethylcellulose,
Glycerin 5.0 wt%
Allantoin 0.1 wt%
6.0% by weight of ethanol
0.3% by weight of phage-12 nonylphenyl ether
Polysorbate 60 0.3 wt%
Preservative 0.05 wt%
0.05% by weight of pigment
0.05% by weight fragrance
Purified water to 100%
Formulation example 3: Topical Produce
1. Manufacture 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% by weight of the compound of formula (1)
0.1% by weight of beta-1,3-glucan
0.05% by weight of sodium ethylenediaminetetraacetate
Glycerin 5.0 wt%
Carboxyvinyl polymer 0.3 wt%
5.0% by weight of ethanol
≪ tb > < tb > < tb >
Triethanolamine 0.3 wt%
Preservative 0.05 wt%
0.05% by weight of pigment
0.05% by weight fragrance
Purified water to 100%
2. 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%
3. Preparation of topical medicament (gel ointment)
A gel ointment agent containing the compound of the formula (1) as an active ingredient was prepared according to a conventional method.
0.5% by weight of the compound of formula (1)
Beta-1,3-glucan 10.0 wt%
1.5% by weight of polyacrylic acid (Carbopol 940)
5.0% by weight of isopropanol
Hexylene glycol 25.0 wt%
Triethanolamine 1.7 wt%
Deionized water to 100%
4. Preparation of topical medicines (patches)
As the following composition, a patch containing a compound of the formula (1) as an active ingredient was prepared by a conventional method.
0.5% by weight of the 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)
0.1% by weight of sodium sulfite
1.0% by weight of polyoxyethylene lauryl ether (E.O. = 9)
1.0% by weight of polyhydroxyethylene cetyl stearyl ether (Cetomacrogol 1000)
Viscous paraffin oil 2.5 wt%
2.5% by weight of caprylic acid ester / capric acid ester (Cetiol LC)
Polyethylene glycol 400 3.0 wt%
Deionized water to 100%
Formulation example 4: Manufacturing of food
Foods containing the compound of formula (I) of the present invention were prepared as follows.
1. Manufacture of Flour Food
0.05 to 1.0 part by weight of the compound of Formula 1 was added to wheat flour, and a bread, a cake, a cookie, a cracker and a noodle were prepared using the mixture to prepare a health food.
2. Manufacture of dairy products
0.2 part 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. Manufacturing 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 Formula 1 was concentrated under reduced pressure in a vacuum concentrator, sprayed, and dried with a hot-air drier, and the resulting dried product was pulverized to a size of 60 mesh with a pulverizer to obtain a dried powder.
The grains, seeds, and dry powder of the compound of formula (1) prepared above were blended in the following proportions relative to 100 parts by weight of the mixed powder.
(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)
(1) (0.1 part by weight),
(0.5 part by weight),
Rhubarb (0.5
Weight portion
)
Formulation example 5: Manufacture of beverages
1. Manufacture of health drinks
0.1 mg of the compound of formula (1)
Citric acid 1000 mg
100 g of oligosaccharide
4 Plums concentrate 2 g
Taurine 1 g
Purified water All 900 mL
The above components were mixed according to a conventional health drink manufacturing method, and the mixture was heated at 85 DEG C for about 1 hour with stirring. Then, the solution thus prepared was filtered and sterilized in a sterilized 2L-container, Lt; RTI ID = 0.0 > health < / RTI >
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. Manufacture of vegetable juice
1 g of the compound of formula (I) of the present invention was added to 1,000 mL of tomato or carrot juice to prepare vegetable juice for health promotion.
3. Manufacture 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 (18)
[Chemical Formula 1]
[Chemical Formula 1]
Wherein said external preparation is a formulation of ointment, patch, gel, cream or spray.
[Chemical Formula 1]
Cosmetics, essences, lotions, creams, packs, gels, powders, foundations or detergents.
[Chemical Formula 1]
[Chemical Formula 1]
[Chemical Formula 1]
Wherein said external preparation is a formulation of ointment, patch, gel, cream or spray.
[Chemical Formula 1]
Cosmetics, essences, lotions, creams, packs, gels, powders, foundations or detergents.
[Chemical Formula 1]
[Chemical Formula 1]
[Chemical Formula 1]
Wherein the external preparation is a formulation of ointment, patch, gel, cream or spray.
[Chemical Formula 1]
Wherein the cosmetic composition is a formulation of a lotion, essence, lotion, cream, pack, gel, powder, foundation or detergent.
[Chemical Formula 1]
Priority Applications (1)
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KR20130096613A KR20150019561A (en) | 2013-08-14 | 2013-08-14 | Composition for skin antioxidant, anti-imflamation, and skin whitening |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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KR20130096613A KR20150019561A (en) | 2013-08-14 | 2013-08-14 | Composition for skin antioxidant, anti-imflamation, and skin whitening |
Publications (1)
Publication Number | Publication Date |
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KR20150019561A true KR20150019561A (en) | 2015-02-25 |
Family
ID=52578663
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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KR20130096613A KR20150019561A (en) | 2013-08-14 | 2013-08-14 | Composition for skin antioxidant, anti-imflamation, and skin whitening |
Country Status (1)
Country | Link |
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KR (1) | KR20150019561A (en) |
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2013
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