KR101749965B1 - Cosmetic composition comprising extract from young barley leaves having whitening and anti-wrinkle activity - Google Patents
Cosmetic composition comprising extract from young barley leaves having whitening and anti-wrinkle activity Download PDFInfo
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- KR101749965B1 KR101749965B1 KR1020150044362A KR20150044362A KR101749965B1 KR 101749965 B1 KR101749965 B1 KR 101749965B1 KR 1020150044362 A KR1020150044362 A KR 1020150044362A KR 20150044362 A KR20150044362 A KR 20150044362A KR 101749965 B1 KR101749965 B1 KR 101749965B1
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- A—HUMAN NECESSITIES
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- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
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- 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
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Abstract
The present invention relates to a composition for improving skin whitening and wrinkles comprising the extract of sprout barley or a fraction thereof as an active ingredient, 3-FQA derived from a sprouts barley extract, orientin, isoorientin, isovicotine, IC7O6SG, IC7O6FG, IV7O6SG, IV7O6FG and the like alone or in combination, and a functional cosmetic for skin whitening and wrinkle improvement comprising the composition. Use of a composition comprising the bud of the present invention, fractions thereof, and a compound derived therefrom can exhibit not only skin whitening but also wrinkle-reducing effects, and thus can be widely used in the development of functional cosmetics.
Description
The present invention relates to a cosmetic composition for improving whitening and wrinkle comprising a bud extract of sprouts, and more specifically, the present invention relates to a composition for improving skin whitening and wrinkles comprising bud extract of sprouts or fractions thereof as an active ingredient, A skin whitening and wrinkle-reducing composition comprising alone or in combination of 3-FQA, Orientin, isoorientin, isoviticin, saponin, lutonin, IC7O6SG, IC7O6FG, IV7O6SG, IV7O6FG, And to a functional cosmetic for improving skin whitening and wrinkles.
In general, with increasing environmental pollution, the preference for white skin is increased due to skin damage due to ultraviolet rays, and there is a growing interest in a method for obtaining a skin whitening effect as clear clear skin is pursued with transparent make-up. Human skin color is affected by environment, race, sex, etc., but is generally determined by the content of brown melanin. The melanin is a black pigment produced in the epidermis that plays a role of protecting deeper cells from UV damage by absorbing UV (ultraviolet) light energy of sunlight, and is mainly produced in cells called melanocytes. Such melanin should be produced at an appropriate level in the body. For example, when melanin existing in the basal layer of skin is excessively produced due to various environmental factors such as ultraviolet rays and skin aging, skin pigmentation is increased and melasma, freckle ), And seborrheic keratosis. On the contrary, abnormal production of melanin causes skin lesions such as vitiligo. On the contrary, excessive synthesis of melanin due to ultraviolet rays causes damage to the skin, It forms freckles and causes skin cancer from these lesions.
For the above-mentioned reasons, a method for minimizing a change in the level of melanin production due to external stimuli or intrinsic causes is sought from various angles. In order to prevent the melanin production level from being particularly affected, Researches have been actively conducted to develop a composition capable of minimizing a change in the level of production of the compound.
For example, Patent Publication No. 2004-0025293 discloses a composition comprising hyaluronic acid, vitamin E, and aroma essence oil added to a liquid such as top, licorice, cherry, plum, white bream, Disposable skin whitening and moisturizing mask packs prepared by being absorbed in spun lace or pulp. Patent Document No. 2011-0088832 discloses a composition for improving skin whitening, which contains lemon balm extract as an active ingredient. Registration 863614 discloses a composition for skin whitening comprising an extract of Crowberry (Emperrum nigrum var. Japonium K. Koch.) As an active ingredient. Patent No. 863615 discloses a composition for skin whitening comprising priprioca oil Discloses a composition for skin whitening comprising as an active ingredient, Patent No. 848800 discloses a composition for skin whitening comprising Brazilian pepper oil as an active ingredient Discloses a composition for skin whitening, and Patent No. 863616 discloses a composition for skin whitening which contains copaiba balsam oil as an active ingredient. However, since the composition derived from these natural substances contains various other ingredients in addition to the effective ingredient showing skin whitening effect, the skin whitening effect of the active ingredient may be diluted or even reduced, so that skin whitening Efforts to identify active ingredients that are effective have continued, but no results have been reported.
On the other hand, barley leaves have long been used as medicines and have been known to be rich in nutrients such as vitamins, enzymes and chlorophyll. In recent years, interest in health functional raw material crops has been increasing, and it has been appreciated for livestock feeds and the like, as the effect of excellent nutritional ingredients contained in barley, a balanced diet of health functional substances, and improvement of constitution are known.
A barley is a young plant that grows about 15cm in length and has been sprinkled on a barley for about a day. The barley is usually called water for a day, then drained and laid on a suitable size plastic baskets or styrofoam newspapers, It is covered with paper until it is blossomed, and if it shoots, it is removed after 7-10 days when it is removed and the moisture is retained. It is known that the germinated barley contains vegetable fiber, carotene, vitamin C and the like in a much higher content than other vegetables and fruits. In addition, from the viewpoint of pharmacological activity, it has been known that the bud barley has effects of hypertension treatment, cholesterol lowering, prevention of constipation, prevention of arteriosclerosis, antioxidant activity, prevention of aging, prevention of osteoporosis, improvement of insomnia and prevention of anemia , The nutritional value and antioxidant, anticancer, anti-diabetic and whitening effect of the bud barley, Global Food and Food Culture, 2010; Korean Patent Publication No. 2009-0058648; Korean Patent Registration No. 1174497; -0051181).
Under these circumstances, the present inventors have isolated various active ingredients that can exhibit a skin whitening effect from an extract of shoot barley, which is a natural product known to exhibit a skin whitening effect. The active ingredient has not only a skin whitening effect but also a wrinkle- The present inventors have confirmed that the extract, fractions thereof or components derived therefrom can be used as an effective ingredient of a functional cosmetic exhibiting skin whitening and wrinkle-reducing effects, thereby completing the present invention.
One object of the present invention is to provide a skin whitening and wrinkle-improving composition comprising a bud or extract of barley or a fraction thereof as an active ingredient.
Another object of the present invention is to provide a skin whitening and wrinkle-improving composition comprising ten kinds of compounds derived from a bud ash extract as an active ingredient.
Another object of the present invention is to provide a functional cosmetic for skin whitening and wrinkle improvement comprising the above composition.
The inventors of the present invention obtained extracts obtained by extracting the shoot barley with various solvents in order to develop a method of whitening the skin more effectively by using the shoot barley and comparing the inhibitory activity of tyrosinase of the extract, Of the ethanol extract showed the highest tyrosinase inhibitory activity. In order to identify the components exhibiting the tyrosinase inhibitory activity contained in the 80% ethanol extract of the above-mentioned roots, 10 compounds were identified from the above-mentioned roots of the barberry extract, As a result of measuring the inhibition activity of cinerea, all of the above ten compounds showed inhibitory activity of tyrosinase, and among them, iso-ornithine, rutonaline, 3-FQA, saponin, It was confirmed that it exhibited synease inhibitory activity. Further, as a result of measuring the inhibitory activity of the above ten compounds, all of the above ten compounds exhibited an elastase inhibitory activity, and among them, iovosteccin, rutonarin, isoorientin, saponin, 3-FQA and It was confirmed that orientin has a relatively excellent inhibitory activity on elastase.
Accordingly, it was found that the above-mentioned 10 kinds of compounds, as well as the above-mentioned 10 kinds of compounds containing the buds extract or fractions thereof, can be used as an effective ingredient of functional cosmetics showing skin whitening and wrinkle-reducing effects.
As one embodiment to achieve the above object, the present invention provides a composition for skin whitening and wrinkle improvement comprising a bud or extract of barley or a fraction thereof as an active ingredient.
The term "sprout barley" of the present invention means a young plant that has grown on barley to about 15 cm in length. Normally, the bud barley can be obtained by dipping the barley in water for one day, then removing water and germinating under the condition of preventing loss of water, and then growing for 7 to 10 days.
In the present invention, the barley barley can be interpreted as a raw material for natural products used for obtaining an extract of the barley barley exhibiting inhibitory activity against tyrosinase and elastase, or a fraction thereof.
The term "shoot barley extract" of the present invention means an extract obtained by extracting the above-mentioned shoot barley. For the purpose of the present invention, the shoot barley extract is preferably a mixture of ethyl acetate, water, (Methanol, ethanol, butanol, etc.) or a mixed solvent thereof, more preferably a solvent such as ethyl acetate or ethanol, most preferably 80% ethanol as a solvent. But the present invention is not limited thereto, and the resultant product includes all of the extract, the diluted solution or concentrate of the extract, the dried product obtained by drying the extract, or the adjusted product or the purified product.
The term "fraction " of the present invention means a product obtained by a fractionation method for separating a specific component or a specific group from a mixture containing various constituents. In the present invention, it may be a result of fractionation of the above-mentioned germanium barley extract by various methods such as a solvent fractionation method, an ultrafiltration fractionation method and a chromatography fractionation method.
According to one embodiment of the present invention, various solvent extracts were obtained from bud of barley and their inhibitory activities on tyrosinase were measured. As a result, the extract obtained by using 80% ethanol as a solvent showed the best tyrosinase (Table 1 and Fig. 1).
In another aspect of the present invention, the present invention provides a method for producing 3-FQA (3-O-Feruloylquinic acid), Luteolin-8-glucoside (Orientin), isoorientin Luteolin-6-glucoside, Isoorientin, Isovitaxin, Isovitexin, Isovitexin-7-glucoside, Saponarin, Isoorientin-7-glucoside, Lutonarin, IC7O6SG 7-O- [6-cinapoyl] -glucoside), IC7O6FG (Isoscoparin-7-O- [6-feruloyl] -glucoside), IV7O6SG (Isovitexin- (Isovitexin-7-O- [6-feryloyl] -glucoside), a pharmaceutically acceptable salt thereof, and the like, alone or in combination.
The term "3-FQA (3-O-Feruloylquinic acid)" of the present invention means a compound derived from bud of barley and represented by the following formula (1). The 3-FQA may be isolated from a natural source such as barley barley, but is not limited thereto. The 3-FQA may be chemically synthesized by a method known in the art, or a commercially available substance may be used.
The term " Luteolin-8-glucoside (Orientin) " of the present invention means a compound derived from bud of barley and represented by the following formula (2). The orientin can be isolated from a natural source such as barley barb, but is not limited thereto, and may be chemically synthesized by a method known in the art, or a commercially available substance may be used.
The term "Luteolin-6-glucoside (Isoorientin) " of the present invention means a compound derived from bud of barley and represented by the following formula (3). The isoorientin may be isolated from a natural source such as barley barley, but is not limited thereto, and may be chemically synthesized by a method known in the art, or a commercially available substance may be used.
The term " Isovitexin "of the present invention means a compound derived from bud of barley and represented by the following formula (4). The isobytech can be isolated from a natural source such as barley, but the present invention is not limited thereto. The isobutyric acid may be chemically synthesized by a method known in the art, or a commercially available substance may be used.
The term " Isovitexin-7-glucoside (Saponarin) "of the present invention is a kind of flavone glucoside and means a compound derived from bud of barley and represented by the following formula (5). The saponin can be separated from a natural source such as barley barley, but is not limited thereto, and may be chemically synthesized by a method known in the art, or a commercially available material may be used.
The term " Isoorientin-7-glucoside (Lutonarin) " of the present invention means a compound derived from bud of barley and represented by the following formula (6). The rutonaline may be isolated from a natural source such as barley barley, but is not limited thereto, and may be chemically synthesized by a method known in the art, or a commercially available material may be used.
The term "ICOSO 6SG (Isoscoparin-7-O- [6-cinapoyl] -glucoside)" of the present invention means a compound derived from bud of barley and represented by the following formula (7). The isocopherin-7-O- [6-cyapholyl] -glucoside may be isolated from a natural source such as shoot barley, but is not limited thereto, and may be chemically synthesized by a method known in the art, Can be used.
The term "ICOSOFG (Isoscoparin-7-O- [6-feruloyl] -glucoside)" of the present invention means a compound derived from bud of barley and represented by the following formula (8). The isocopherin-7-O- [6-feruloyl] -glucoside may be isolated from natural sources such as shoot barley, but is not limited thereto, and may be chemically synthesized by a method known in the art, Can be used.
The term "Isovitexin-7-O- [6-sinapoyl] -glucoside" of the present invention means a compound derived from bud of barley and represented by the following formula (9). The isobitectin-7-O- [6-cyapholyl] -glucoside may be isolated from natural sources such as shoot barley, but is not limited thereto, and may be chemically synthesized by a method known in the art, Can be used.
The term " IVsoO6FG (Isovitexin-7-O- [6-feryloyl] -glucoside) "of the present invention means a compound derived from bud of barley and represented by the following formula (10). The isobitectin-7-O- [6-peryloyl] -glucoside may be isolated from natural sources such as shoot barley, but is not limited thereto, and may be chemically synthesized by a method known in the art, Can be used.
The term "pharmaceutically acceptable salt " of the present invention means salts in which the cation and the anion are pharmaceutically usable among the salts in which they are bound by an electrostatic attraction. Usually, the salt is a metal salt, an organic base, Salts with inorganic acids, salts with organic acids, salts with basic or acidic amino acids, and the like. For example, the metal salt may be an alkali metal salt (sodium salt, potassium salt, etc.), an alkaline earth metal salt (calcium salt, magnesium salt, barium salt, etc.), an aluminum salt and the like; Examples of salts with organic bases include salts with organic bases such as triethylamine, pyridine, picoline, 2,6-lutidine, ethanolamine, diethanolamine, triethanolamine, cyclohexylamine, dicyclohexylamine, N, And the like; The salt with inorganic acid may be a salt with hydrochloric acid, hydrobromic acid, nitric acid, sulfuric acid, phosphoric acid and the like; Salts with organic acids may be salts with formic acid, acetic acid, trifluoroacetic acid, phthalic acid, fumaric acid, oxalic acid, tartaric acid, maleic acid, citric acid, succinic acid, methanesulfonic acid, benzenesulfonic acid, p-toluenesulfonic acid and the like; Salts with basic amino acids may be salts with arginine, lysine, ornithine and the like; The salt with an acidic amino acid may be a salt with aspartic acid, glutamic acid and the like.
Since the 3-FQA, orientin, isoorientin, isoviticin, saponin, rutonaline, IC7O6SG, IC7O6FG, IV7O6SG and IV7O6FG can be isolated and purified from the extract of the bud or the fraction thereof, Lt; / RTI > or a fraction thereof.
According to one embodiment of the present invention, major compounds are selected by applying UPLC (Ultra Performance Liquid Chromatography) to 80% ethanol extracts from bud of barberry extract, and applied to NMR (Nuclear Magnetic Resonance) The compounds of the species 3-FQA, orientin, isoorientin, isoviticin, saponin, lutonin, IC7O6SG, IC7O6FG, IV7O6SG and IV7O6FG were identified (Table 3). As a result of measurement of tyrosinase inhibitory activity of the above-identified 10 compounds, isoorientin, rutonaline, 3-FQA, saponin, isovicothecin and orientin exhibited relatively superior tyrosinase inhibitory activity , IC7O6FG, IC7O6SG, and IV7O6SG showed relatively low levels of tyrosinase inhibitory activity and IV7O6FG showed very weak tyrosinase inhibitory activity (Table 4). On the other hand, as a result of measuring the elastase inhibitory activity of the above-identified 10 kinds of compounds, it was found that iovostacin, rutonarin, isoorientin, saponarin, 3-FQA and orientin exhibited relatively excellent elastase inhibitory activity However, IC7O6SG, IC7O6FG and IV7O6SG showed relatively low level of inhibition activity and IV7O6FG showed very weak inhibitory activity of Elastase (Table 5).
In another aspect of the present invention, the present invention provides a functional cosmetic for skin whitening and wrinkle improvement comprising the composition.
The term "cosmedical, cosmeceutical" of the present invention refers to a product having a professional function that has a physiologically active effect and an effect emphasized, unlike general cosmetics, A product that helps, a product that helps to improve wrinkles, a product that helps protect skin from burns or UV rays.
In the present invention, the functional cosmetic refers to a product that helps skin whitening and wrinkle improvement among various functional cosmetics. Preferably, the functional cosmetic is used for skin whitening and wrinkle improvement, which comprises an extract of shoot barley or a fraction thereof as an active ingredient Functional cosmetics, and more preferably functional cosmetics for skin whitening and wrinkle improvement, each of which comprises 10 kinds of compounds derived from a bud or extract thereof or an active ingredient thereof, but is not limited thereto. , And the content of the bud of the buds, the fractions thereof, and the above ten kinds of compounds contained in the functional whitening and wrinkle-improving functional cosmetics are also not particularly limited.
The functional cosmetics for skin whitening and wrinkle improvement of the present invention may further contain cosmetics conventionally used as an active ingredient, such as the above-mentioned germanium barley extract, fractions thereof or the aforementioned 10 kinds of compounds, For formulation, glycerol, propylene glycol, 1,3-butylene glycol, sorbitol, polyethylene glycol, carboxyvinyl polymer, xanthan gum, carboxymethylcellulose, hydroxyethylcellulose, hydroxymethylcellulose, locust bean gum, allantoin, Can be added; Paraffin wax, stearyl alcohol, carnauba wax, candelilla wax and calcium stearate, aluminum stearate, zinc stearate, and witchhazel can be used as the viscosity and hardness adjusting agent; As the ultraviolet absorber, butylmethoxydibenzoylmethane, octylmethoxycinnamate and the like can be used; Examples of the pigment include extender pigments such as titanium dioxide, fine particulate dioxides, kaolin, nylon powder, talc, sericite, mica and polymethyl methacrylate, and pigments such as yellow iron oxide, black iron oxide, red iron oxide, ultramarine, chromium oxide, Of a coloring pigment; Natural moisturizing agents such as 1,3-butylene glycol, concentrated glycerin, ethylene glycol, and chitin, chitosan, hypalonic acid, hyaluronic acid, lactic acid and glycolic acid can be used as the moisturizing agent; As the preservative, p-hydroxybenzoic acid esters, imidazolidinyl urea, and the like can be used. In addition, one or more of the above-mentioned components may be blended according to the characteristics of the product.
The functional cosmetic composition of the present invention may be prepared in any form conventionally produced in the art and may be in the form of a solution, a suspension, an emulsion, a paste, a gel, a cream, a lotion, a powder, a soap, , Oil, powder foundation, emulsion foundation, wax foundation and spray, but is not limited thereto. More specifically, it can be manufactured in the form of a soft lotion, a nutritional lotion, a nutritional cream, a massage cream, an essence, an eye cream, a cleansing cream, a cleansing foam, a cleansing water, a pack, a spray or a powder.
When the formulation of the present invention is a paste, cream or gel, an animal oil, vegetable oil, wax, paraffin, starch, tracant, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc or zinc oxide may be used as the carrier component .
When the formulation of the present invention is a powder or a spray, lactose, talc, silica, aluminum hydroxide, calcium silicate or polyamide powder may be used as a carrier component. In the case of a spray, in particular, / Propane or dimethyl ether.
When the formulation of the present invention is a solution or an emulsion, a solvent, a dissolving agent or an emulsifying agent is used as a carrier component, and examples thereof include water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, , 3-butyl glycol oil, glycerol aliphatic ester, polyethylene glycol or sorbitan fatty acid esters.
In the case where the formulation of the present invention is a suspension, a carrier such as water, a liquid diluent such as ethanol or propylene glycol, a suspending agent such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, Cellulose, aluminum metahydroxide, bentonite, agar or tracant, etc. may be used.
When the formulation of the present invention is an interfacial active agent-containing cleansing, the carrier component may include aliphatic alcohol sulfate, aliphatic alcohol ether sulfate, sulfosuccinic acid monoester, isethionate, imidazolinium derivative, methyltaurate, sarcosinate, fatty acid amide Ether sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, lanolin derivatives or ethoxylated glycerol fatty acid esters.
On the other hand, ten kinds of compounds of the present invention originated from the sprout barley which has been conventionally used as food materials and herbal medicines. Since the sprout barley has little toxicity and side effects and can be used safely even when it is used for a long time, 10 compounds as well as compositions comprising the above 10 compounds can also be safely applied.
Use of a composition comprising the bud of the present invention, fractions thereof, and a compound derived therefrom can exhibit not only skin whitening but also wrinkle-reducing effects, and thus can be widely used in the development of functional cosmetics.
FIG. 1 is a graph showing changes in tyrosinase inhibitory activity depending on the concentrations of various solvent extracts obtained from the buds of barley.
Hereinafter, the present invention will be described in more detail with reference to examples. However, these examples are for illustrative purposes only, and the scope of the present invention is not limited to these examples.
Example
1: Extract of barley extract
Skin whitening
effect
In order to determine an extract exhibiting the optimum whitening effect among the various types of extracts obtained from the buds known to exhibit the skin whitening effect conventionally, various solvents were added to the buds of barley to obtain respective solvent extracts, The inhibitory activity of tyrosinase of the extract was compared.
First, the ginseng barley was germinated, and after 5 days passed, the germanium barley was harvested and lyophilized, which was pulverized to obtain germinated barley powder. The obtained germanium barley powder was extracted with various solvents (hexane, ethyl acetate, 100% ethanol or 80% ethanol) and filtered to obtain a liquid component. The liquid component was lyophilized to obtain a respective germanium barley extract .
Next, each of the obtained germanium barley extracts was dissolved in 50% DMSO to obtain respective sample solutions. After mixing 20 μl of the sample solution and 220 μl of 0.1 M phosphate buffer (pH 6.5) Of thylosinase (1500 U / mL) was added thereto. Subsequently, 40 μl of 1.5 mM tyrosine aqueous solution was added to the mixture, and the mixture was reacted at 37 ° C. for 10 minutes. The absorbance of the reaction solution after completion of the reaction was measured at 475 nm. At this time, as the control group, a reaction solution containing 0.1 M phosphate buffer (pH 6.5) was used instead of the sample solution, and the assay was carried out on a flat microtiter plate (Beckton Dickinson, NJ). The measured value was substituted into the following equation to calculate the level of tyrosinase inhibitory activity (Table 1 and Fig. 1).
(Control absorbance - absorbance of sample liquid) /
FIG. 1 is a graph showing changes in tyrosinase inhibitory activity depending on the concentrations of various solvent extracts obtained from the buds of barley.
Ethyl acetate extract
100% ethanol extract
80% ethanol extract
524.5 ± 4.6
350.6 ± 2.6
220.6 ± 1.6
As shown in Table 1 and FIG. 1, 80% ethanol extract from various barley extracts exhibited the best tyrosinase inhibitory activity, whereas the extracts extracted with hexane showed inhibitory activity against tyrosinase . Therefore, in the following, an 80% ethanol extract of sprouts barley was used.
Example
2: Analysis of wrinkle improvement effect of barley extract
In order to confirm whether each of the barberry extracts obtained in Example 1 exhibited wrinkle-reducing effects in addition to the skin whitening effect, the elastase inhibitory activities of the respective extracts were compared.
Specifically, 100 쨉 l of 100 mM Tris-HCl buffer (pH 8.0) was added to a 96-well plate, and the same extracts were added to each well. 20 쨉 l of N-Succinyl- (Ala) 3-pnitroanilide Respectively. Then, 15 ㎕ of an elastase enzyme solution prepared in 0.2 unit was added and mixed, and the mixture was reacted at 25 캜 for 20 minutes. The reaction was allowed to stand for 5 minutes on ice to terminate the reaction. The absorbance was measured using a microplate reader with a wavelength of 410 nm, and the concentration (IC 50 ), which represents 50% of the maximal inhibitory activity, (Table 2). At this time, the positive control group was prepared by adding uricolic acid instead of each extract, and the negative control was used without the addition of each extract.
{1- (sample liquid absorbance - negative control absorbance) / negative control absorbance} 100
Ethyl acetate extract
100% ethanol extract
80% ethanol extract
> 1000
850.4
650.2
As shown in Table 2, it was confirmed that the 80% ethanol extract showed the most excellent Elastase inhibitory effect among the various types of barberry extracts.
Example 3: Isolation and Characterization of Active Ingredients Derived from Sprout Barley Extract Showing Skin Whitening Effect
Example 3-1: Isolation and Identification of Active Ingredients Derived from the Extract of Sprout Barley showing Skin Whitening Effect
From the results of Example 1, it was confirmed that the 80% ethanol extract showed the best skin whitening effect in the bud of barberry extract. Therefore, the 80% ethanol extract was used to isolate the active ingredient.
Specifically, the main extracts of 10 compounds were selected by applying the 80% ethanol extract of shoot barley obtained in Example 1 to UPLC (Ultra Performance Liquid Chromatography). Each of the above selected compounds was separated and then applied to NMR (Nuclear Magnetic Resonance) analyzer to identify each compound (Table 3).
2
3
4
5
6
7
8
9
10
Luteolin-8-glucoside (Orientin)
Luteolin-6-glucoside (Isoorientin)
Isovitectin (epigenin-6-glucoside, Isovitexin)
Isovitexin-7-glucoside (Saponarin)
Isoorientin-7-glucoside (Lutonarin)
IC706SG (Isoscoparin-7-O- [6-cinnamoyl] -glucoside)
IC706FG (Isoscoparin-7-O- [6-feruloyl] -glucoside)
IV7O6SG (Isovitexin-7-O- [6-cinnamoyl] -glucoside)
IV7O6FG (Isovitexin-7-O- [6-feryloyl] -glucoside)
Example 3-2: Skin whitening effect analysis of active ingredient derived from bud extract of bud showing the skin whitening effect
The tyrosinase inhibitory activity of each of the above compounds was evaluated by the same method as in Example 1, except that 10 kinds of compounds identified and isolated in Example 2-1 were used in place of the barberry extract of bud. (Table 4).
2
3
4
5
6
7
8
9
10
Orientin
Isoorientin
Ivy-Texec
Saponin
Rutonarin
IC7O6SG
IC7O6FG
IV7O6SG
IV7O6FG
94.5 ± 1.3
25.4 ± 0.9
84.1 ± 1.5
65.2 ± 1.4
45.2 ± 0.9
250.4 ± 4.9
180.5 ± 2.9
340.4 ± 10.2
> 500
As shown in Table 4, Isoorientin, Lutonarin, 3-FQA, Saponarin, Isovitexin and Orientin showed relatively superior tyrosinase inhibitory activity (IC 50 = about 25 to 95 mg / IC7O6FG, IC7O6SG and IV7O6SG exhibited relatively low levels of tyrosinase inhibitory activity (IC 50 = about 180 to 340 mg / ml) and IV7O6FG showed very weak tyrosinase inhibitory activity (IC 50 => 500 mg / Ml). In particular, it was confirmed that Isoorientin exhibited the best inhibitory activity of tyrosinase (IC 50 = 25.4 ± 0.9 mg / ml).
Example
3-3:
Skin whitening
From the barley extracts showing the effect
Derived
Analysis of wrinkle improvement effect of active ingredient
In order to confirm whether the ten compounds identified in Example 2-1 were effective for improving the wrinkle in addition to the skin whitening effect, 10 kinds of compounds identified and separated in Example 2-1 were used , The elastase inhibitory activity of each of the above compounds was evaluated (Table 5). ≪ tb >< TABLE >
2
3
4
5
6
7
8
9
10
Orientin
Isoorientin
Ivy-Texec
Saponin
Rutonarin
IC7O6SG
IC7O6FG
IV7O6SG
IV7O6FG
137.6 ± 10.4
144.7 ± 9.4
179.7 ± 15.2
235.2 ± 21.7
170.5 ± 10.4
285.4 ± 21.2
265.5 ± 22.3
420.4 ± 32.3
> 500
As shown in Table 5, Isovothecin, rutonarin, isoorientin, saponin, 3-FQA and orientin exhibited comparatively excellent elastase inhibitory activity (IC 50 = about 137 (IC 50 = about 265 to 420 mg / ml), and IC7O6SG, IC7O6FG and IV7O6SG showed relatively low levels of inhibition of elastase inhibition (IC 50 = about 265 to 420 mg / ml) (IC 50 = > 500 mg / ml). In particular, it was confirmed that icosevichecin exhibited the best inhibitory activity of erasastes (IC 50 = 137.6 ± 10.4 mg / ml).
As a result, it was confirmed that the 10 kinds of compounds derived from the germanium barley extract also exhibited not only skin whitening but also wrinkle-reducing effect, In addition, the above-mentioned ten kinds of compounds, particularly the extracts of the buds or the fractions thereof containing orientin, isoorientin, rutonarin or isovitectin, can be used as an active ingredient of functional cosmetic exhibiting skin whitening and wrinkle-reducing effects And it was found.
Claims (8)
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Cited By (2)
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| KR102119511B1 (en) | 2019-12-30 | 2020-06-05 | 주식회사 다이아린 | Functional cosmetic composition |
| KR20210063041A (en) | 2019-11-22 | 2021-06-01 | 주식회사 웰파인 | Multifunctional food complex composition for preventing or improving obesity comprising essentially Cirsium setidens and barley sprout extracts, and preparing method thereof |
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| KR101879953B1 (en) * | 2016-11-17 | 2018-07-18 | 충북대학교 산학협력단 | Composition for protecting skin against UV comprising barley extract as active ingredient |
| KR102022620B1 (en) * | 2017-09-12 | 2019-09-20 | 한국한의학연구원 | Composition for improving skin wrinkle comprising spinosin |
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| KR20230049467A (en) * | 2021-10-06 | 2023-04-13 | 주식회사 에이치엘사이언스 | Composition for anti-aging and skin improvement comprising a complex of Indian gooseberry extract and Barley sprout extract (IB complex) as an active ingredient |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20210063041A (en) | 2019-11-22 | 2021-06-01 | 주식회사 웰파인 | Multifunctional food complex composition for preventing or improving obesity comprising essentially Cirsium setidens and barley sprout extracts, and preparing method thereof |
| KR102119511B1 (en) | 2019-12-30 | 2020-06-05 | 주식회사 다이아린 | Functional cosmetic composition |
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