WO2018097388A1 - Composition pour le blanchiment de la peau, l'atténuation des rides, l'antioxydation et la protection contre la lumière ultraviolette, contenant un extrait de graine de jujube comme principe actif - Google Patents
Composition pour le blanchiment de la peau, l'atténuation des rides, l'antioxydation et la protection contre la lumière ultraviolette, contenant un extrait de graine de jujube comme principe actif Download PDFInfo
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- WO2018097388A1 WO2018097388A1 PCT/KR2016/015026 KR2016015026W WO2018097388A1 WO 2018097388 A1 WO2018097388 A1 WO 2018097388A1 KR 2016015026 W KR2016015026 W KR 2016015026W WO 2018097388 A1 WO2018097388 A1 WO 2018097388A1
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- seed extract
- jujube seed
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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 OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- 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
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/72—Rhamnaceae (Buckthorn family), e.g. buckthorn, chewstick or umbrella-tree
- A61K36/725—Ziziphus, e.g. jujube
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- 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
- A61K8/96—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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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- 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
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- 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
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- 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
- A61Q19/08—Anti-ageing preparations
Definitions
- the present invention relates to a composition containing jujube seed extract, and more particularly to cosmetics, pharmaceutical compositions and foods for skin whitening, wrinkle improvement, antioxidant and sunscreen containing jujube seed extract as an active ingredient. It relates to a composition.
- the eyes, hair, and skin color of a person are determined by the concentration and distribution of melanin in the skin, and also by the type of melanin, but are also affected by various environmental and physiological factors such as ultraviolet rays and stress.
- Melanin is a series of enzymatic enzymes that begins by oxidizing tyrosine, a type of amino acid in melanocytes in the basal layer of the epidermis, into oxidized by merosinase tyrosinase in the melanocytes of melanocytes. Produced through oxidation and non-enzymatic oxidation.
- melanin is a representative influence factor, ultraviolet rays, and other genetic factors, environmental factors, hormones, foods, pharmaceuticals and other chemicals. This melanin absorbs a certain amount of ultraviolet light to protect the skin and maintain body temperature, but when severely irritated, over-produced melanin deposits, causing freckles, senile spots, blemishes, brown or sunspots, sunburn, and wounds. Alternatively, hyperpigmentation and phototoxic reactions may occur after inflammation due to dermatitis.
- inhibitory activity against tyrosinase such as hydroquinone, ascorbic acid, kojic acid, glutathione and cysteine has been used.
- hydroquinone exhibits a predetermined whitening effect, but has a problem of limiting the amount of the compound to a very small amount due to severe skin irritation.
- Ascorbic acid is easily oxidized, causing problems such as discoloration and discoloration.
- the manufacturing process of the cosmetic is complicated by the instability in the silver solution.
- thiol-based compounds such as glutathione and cysteine not only have a characteristic unpleasant odor, but also have problems with transdermal absorption, and glycosides and derivatives thereof have high polarity, making it difficult to use as a component of a cosmetic composition.
- vitamin C has a problem in that it is easily oxidized in the aqueous solution state does not have a lasting effect.
- human skin color is determined by the concentration and distribution of melanin (melanin) inside the skin, in addition to genetic factors, it is also affected by environmental or physiological conditions such as solar ultraviolet rays, fatigue, stress.
- Melanin is synthesized in melanocytes in the epidermal layer of the skin, and the enzyme tyrosinase acts on tyrosine, a type of amino acid, in the melanocytes (melanosome), the dopa (DOPA) and dopaquinone. It is produced by non-enzymatic oxidation.
- tyrosinase acts on tyrosine, a type of amino acid, in the melanocytes (melanosome), the dopa (DOPA) and dopaquinone. It is produced by non-enzymatic oxidation.
- Skin is an organ in which aging occurs primarily, and many studies have been conducted in the cosmetic field to delay or prevent it. Normally, skin aging begins about 25 years of age, and skin aging proceeds in earnest around 40 years of age. As a typical phenomenon of skin aging, sebum secretion is reduced, skin is dried, cell regeneration is slowed, and aging keratin is accumulated a lot of skin roughness. In addition, the amount of collagen that supports the epidermis is reduced, and elastin (elastic fiber) is denatured, resulting in wrinkles. In addition, the color of the skin stains, pigmentation symptoms such as blemishes, blotch, etc. appear, the epidermis becomes thinner and the skin protection function is weakened.
- Collagenase belongs to the group of Matrix metalloproteinases (MMPs), which play an important role in matrix protein degradation.
- MMPs Matrix metalloproteinases
- the collagenase is known to be promoted by ultraviolet rays, growth factors, inflammatory cytokines, phorbol esters to break down collagen type 1, 2, 3, 5, especially in the ultraviolet It is known to play a major role in photoaging.
- metalloproteinases may contain type 4 collagen fibers (MMP-2, -3), elastic fibers (MMP-2), or substrate proteins such as fibronectin or laminin (MMP-3). It can be observed that there is a marked increase in expression in aged skin. Therefore, the development of materials that can reduce the activity of metalloproteinases is actively made.
- DEJ dermal epidermal junction
- elastin fibers form crosslinks with collagen and are important skin components in the production of wrinkles involved in skin elasticity.
- Deficiency and aggregation of elastin fibers and a dramatic increase in the activity of elastase, an elastin degrading enzyme, have been found to be one of the causes of skin wrinkles.
- Elastase is the only enzyme that can break down elastin and its inhibition is known to fundamentally reduce skin wrinkles.
- Human skin is composed of the epidermis, the dermis, and connective tissue including the stratum corneum, of which the dead layer consists of dead cell layers formed through the differentiation of keratinocytes, the basal cells of the epidermis. It protects the human body from the influence of the external environment.
- UV A About 90% of the ultraviolet light that reaches the earth's surface is UV A and less than 10% is UV B.
- the wavelength of the light is inversely proportional to the energy, so the absolute amount of UVB at least has a strong energy, which can affect the cell's genes.
- the minimum amount of light that a particular wavelength of light causes erythema on the skin is called the minimal erythema dose (MED).
- MED minimal erythema dose
- the minimum amount of erythema of the skin is 50-70 J / cm2 for UV A and 50-70 mJ / cm2 for UV B, and 1 / 1,000 of UV A can cause erythema.
- the minimum amount of UV B erythema in hairless mice used in skin barrier studies varies from report to report, but is approximately 20-80 mJ / cm 2 .
- Ultraviolet rays can cause skin cancer by altering DNA, and are unwelcome in the skin enough to suppress skin immune responses by reducing the number of cells responsible for skin immunity. Due to the increased awareness of UV rays, sunscreen and absorption related cosmetics have been developed in various formulations and types.
- the jujube seed is a seed part in the flesh of the jujube and is a jujube processing by-product generated after processing the jujube pulp.
- Jujube seed by-products produced during jujube processing account for about 30% of the weight of jujube.
- Jujube is often added to sweeten like licorice in oriental medicine, and has its own pharmacological effect to improve the symptoms of gastric cramps, insomnia, indigestion, intestinal hemorrhage, blue blood, and hypersensitivity.
- Jujube seed has high nutritional value due to its high content of protein, minerals and fiber, and has been used as a herbal medicine called Sanjoin in Chinese medicine. Despite these excellent nutritional and pharmacological values, most jujube seed resources are not industrially utilized and are discarded.
- Jujube seeds contain fatty oils consisting mainly of unsaturated fatty acids of oleic acid and linoleic acid, as well as saponins, eblin and lactone.
- medicinal ingredients betulin, betulicacid and the like are known, and as medicinal ingredients of jujube, various sterols, alkaloids, vitamins, saponins, serotonin, fatty acids, polyphenols, flavonoids and the like are known.
- the cyclic-AMP component is about 1,000 times higher than the general plant, and other nutrients such as sugars and organic acids are known (Ministry of food and drug safety, 2013).
- the present inventors have continued to develop new natural substances having skin whitening, anti-wrinkle, anti-oxidant and sunscreen effects and less human side effects, and jujube seed extract has excellent skin whitening effect without cytotoxicity,
- the present invention has been completed by discovering the fact that the anti-wrinkle effect as well as the anti-wrinkle effect and antioxidant effect are exhibited.
- the technical problem to be solved by the present invention is to provide a material having excellent human safety while having skin whitening, wrinkle improvement, antioxidant and sunscreen effect.
- the present invention provides a composition for skin whitening, anti-wrinkle, antioxidant and sunscreen, comprising jujube seed extract as an active ingredient.
- the composition comprising the jujube seed extract in the present invention may be a cosmetic composition, a pharmaceutical composition or a food composition.
- extract refers to a formulation prepared by squeezing the herbal medicine with a suitable leach solution and evaporating the leach solution, but not limited thereto, but the extract obtained by the extraction treatment, the dilution or concentrate of the extract, the extract It may be a dried product obtained by drying, these adjustment products, or a refined product.
- Jujube seed extract of the present invention can be extracted using a conventional extraction solvent known in the art, the extracted liquid can be used in liquid form or concentrated and / or dried.
- the extraction solvent is, for example, (a) water, (b) anhydrous or hydrous lower alcohol having 1 to 4 carbon atoms (methanol, ethanol, propanol, butanol, etc.), (c) the lower alcohol and water A mixed solvent, (d) acetone, (e) ethyl acetate, (f) chloroform or (g) 1,3-butylene glycol can be obtained as an extraction solvent.
- the extraction is performed using methanol, ethanol or butane.
- the extraction degree and loss degree of the active ingredient of the extract may vary, so select an appropriate extraction solvent.
- the extraction method is not particularly limited, and examples thereof include cold needle extraction, ultrasonic extraction, reflux cooling extraction, and the like.
- the jujube seed extract may be obtained through a conventional purification process in addition to the extraction by the extraction solvent. Obtained by various additional purification methods, such as separation using an ultrafiltration membrane having a constant molecular weight cut-off value, separation by various chromatography (manufactured for separation according to size, charge, hydrophobicity or affinity). Jujube seed extract can also be obtained through the fraction.
- the jujube seed extract is prepared by pulverizing the jujube seed using a solvent selected from the group consisting of an extraction solvent, such as water, anhydrous or hydrous lower alcohol having 1 to 3 carbon atoms, and a mixed solvent thereof. It can be extracted, the amount of the extraction solvent may be 2 to 20 weight times, preferably 5 to 15 weight times the dry weight of the herbal medicine.
- the jujube seed extract is recovered after being deposited for 20 to 30 hours, preferably 22 to 26 hours, using 20 to 95% aqueous ethanol solution, preferably 50 to 70% aqueous ethanol solution. Then, filtered through filter paper and concentrated to obtain a jujube seed extract.
- the composition of the present invention may include the jujube seed extract in 0.005 to 50% by weight, more preferably 0.01 to 30% by weight, most preferably 0.1 to 10% by weight based on the total weight of the composition.
- the content of jujube seed extract is less than 0.005% by weight, the skin whitening effect and the wrinkle improvement effect, which are the objective effects of the present invention, cannot be obtained, and when the content exceeds 50% by weight, the effect is not proportional to the increase of the content. It may be inefficient and there is a problem in that formulation stability is not secured.
- composition containing the jujube seed extract of the present invention exhibits skin whitening, anti-wrinkle, anti-oxidant and sunscreen effects, and has little cytotoxicity as a natural substance.
- a cosmetic composition comprising the jujube seed extract as an active ingredient.
- Cosmetic compositions according to one embodiment of the present invention include ingredients commonly added to cosmetic compositions in addition to jujube seed extract as active ingredients, such as conventional auxiliaries such as antioxidants, stabilizers, solubilizers, vitamins, pigments and flavors, and Carriers may be further added.
- auxiliaries such as antioxidants, stabilizers, solubilizers, vitamins, pigments and flavors, and Carriers may be further added.
- the cosmetic composition of the present invention may be prepared in any formulation commonly prepared in the art, for example, solutions, suspensions, emulsions, pastes, gels, creams, lotions, powders, soaps, surfactant-containing cleansing , Oils, powder foundations, emulsion foundations, wax foundations and sprays, and the like, but are not limited thereto. More specifically, it may be prepared in the form of a nourishing cream, astringent lotion, a flexible lotion, a lotion, an essence, a nourishing gel or a massage cream.
- the formulation of the present invention is a paste, cream or gel, animal oil, vegetable oil, wax, paraffin, starch, tracant gum, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc or zinc oxide are used as carrier components.
- animal oil, vegetable oil, wax, paraffin, starch, tracant gum, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc or zinc oxide are used as carrier components.
- animal oil vegetable oil, wax, paraffin, starch, tracant gum, cellulose derivative, polyethylene glycol, silicone, bentonite, silica, talc or zinc oxide
- tracant gum cellulose derivative
- polyethylene glycol silicone
- bentonite silica
- talc, silica, aluminum hydroxide, calcium silicate or polyamide powder may be used as the carrier component when the formulation of the present invention is a powder or a spray, and in particular in the case of a spray, additionally chlorofluorohydrocarbon, propane Propellant such as butane or dimethyl ether.
- a solvent, solubilizer or emulsifier is used as the carrier component, such as water, ethanol, isopropanol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1 Fatty acid esters of, 3-butylglycol oil, glycerol aliphatic ester, polyethylene glycol or sorbitan.
- liquid carrier diluents such as water, ethanol or propylene glycol
- suspending agents such as ethoxylated isostearyl alcohol, polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, microcrystals Castle cellulose, aluminum metahydroxy, bentonite, agar or tracant gum can be used.
- the carrier component is an aliphatic alcohol sulfate, an aliphatic alcohol ether sulfate, a sulfosuccinic acid monoester, an isethionate, an imidazolinium derivative, a methyltaurate, a sarcosinate, a fatty acid amide.
- Ether sulfates, alkylamidobetaines, aliphatic alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable oils, lanolin derivatives or ethoxylated glycerol fatty acid esters and the like can be used.
- the pharmaceutical composition according to one embodiment of the present invention comprises a pharmaceutically acceptable carrier in addition to the jujube seed extract.
- Pharmaceutically acceptable carriers included in the pharmaceutical compositions of the present invention are those commonly used in the preparation of lactose, dextrose, sucrose, sorbitol, mannitol, starch, acacia rubber, calcium phosphate, alginate, gelatin, Calcium silicate, microcrystalline cellulose, polyvinylpyrrolidone, cellulose, water, syrup, methyl cellulose, methylhydroxybenzoate, propylhydroxybenzoate, talc, magnesium stearate and mineral oil, and the like It doesn't happen.
- the pharmaceutical composition of the present invention may further include a lubricant, a humectant, a sweetener, a flavoring agent, an emulsifier, a suspending agent, a preservative, and the like.
- a lubricant e.g., talc, kaolin, kaolin, kaolin, kaolin, kaolin, kaolin, kaolin, kaolin, kaolin, a kaolin, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, mannitol, mannitol, mannitol, mannitol, mannitol, mannitol, mannitol, mannitol, mannitol, mann
- the pharmaceutical composition of the present invention may be administered orally or parenterally, and is preferably applied by topical application by parenteral administration, more preferably by application.
- Suitable dosages of the pharmaceutical compositions of the present invention vary depending on factors such as the formulation method, mode of administration, age, weight, sex, morbidity, food, time of administration, route of administration, rate of excretion and response to response of the patient. Can be.
- the dosage of the pharmaceutical composition of the present invention is in the range of 0.001-100 mg / kg on an adult basis.
- the dosage does not limit the scope of the present invention.
- compositions of the present invention may be prepared in unit dosage form or in multidose form by formulating with a pharmaceutically acceptable carrier and / or excipient, according to methods which can be easily carried out by those skilled in the art. It may be prepared by incorporation into a container.
- the formulation may be in the form of a solution, suspension, syrup or emulsion in an oil or an aqueous medium, or may be in the form of an exir, powder, powder, granule, tablet or capsule, and may further include a dispersing or stabilizing agent.
- the food composition according to one embodiment of the present invention contains not only jujube seed extract as an active ingredient, but also components commonly added in food preparation, such as proteins, carbohydrates, fats, nutrients, seasonings and flavoring agents. It may further comprise.
- Such carbohydrates are monosaccharides such as glucose, fructose and the like; Disaccharides such as maltose, sucrose, oligosaccharides and the like; And sugars such as conventional sugars such as polysaccharides such as dextrin, cyclodextrin and the like and xylitol, sorbitol, erythritol.
- natural flavoring agents tauumatin, stevia extract (for example rebaudioside A, glycyrrhizin, etc.) and synthetic flavoring agents (saccharin, aspartame, etc.) can be used.
- the food composition of the present invention is prepared with a drink
- citric acid liquid fructose, sugar, glucose, acetic acid, malic acid, fruit juice, tofu extract, jujube extract, licorice extract, etc. may be further included.
- the present invention provides a method and its use for obtaining a skin whitening and wrinkle improvement effect of a subject by administering to the subject a composition comprising a jujube seed extract as an active ingredient.
- the present invention provides a method and use thereof for obtaining an antioxidant and sunscreen effect of a subject by administering to the subject a composition comprising a jujube seed extract as an active ingredient.
- the present invention is to improve the skin condition of the individual by administering a composition comprising jujube seed extract as an active ingredient to the subject to enhance the skin whitening, wrinkle improvement, antioxidant and sunscreen effect of the subject It provides a method and its use.
- composition to be administered to the subject of the present invention has the effect of improving the skin condition of the subject or a disease, disease or abnormality caused by them due to skin whitening, wrinkle improvement, antioxidant and sunscreen effects as described above.
- the term "individual” refers to monkeys, cows, horses, pigs, sheep, dogs, cats, rats, mice, chimpanzees, including humans with skin conditions whose symptoms can be improved by administering the composition of the invention. It means a mammal such as.
- the term "improvement” means (a) suppression of (a) development, (b) alleviation, and (c) removal of pigmentation, skin aging, wrinkle formation, skin disease or inflammatory disease caused by ultraviolet rays in a subject. do.
- jujube seed extract of the present invention is a natural substance, harmless to the human body, has little toxicity and side effects, so can be used safely even in long-term use, in particular can be safely applied to cosmetics, pharmaceutical and food compositions as described above .
- the composition comprising the jujube seed extract of the present invention as an active ingredient has a tyrosinase inhibitory effect and not only have a whitening effect, but also have an anti-wrinkle effect by inhibiting elastase and collagenase activity.
- the DPPH free radical, ABST radical cation, hydrogen peroxide and superoxide anion radical scavenging activity is excellent and has an antioxidant effect, the cell is not killed by irradiation with ultraviolet light can be usefully used as a sunscreen agent.
- the jujube seed extract of the present invention is excellent in antibacterial activity, there is no cytotoxicity and skin side effects can be used safely in cosmetics, pharmaceutical and food compositions.
- 1 is a graph showing the tyrosinase activity inhibitory effect of jujube seed extract.
- 2 is a graph showing the inhibitory effect of DOPA oxidation inhibitory activity of jujube seed extract.
- Figure 3 is a graph showing the elastase inhibitory activity according to the concentration of ethanol as the extract solvent of jujube seed extract.
- Figure 4 is a graph showing the collagenase inhibitory activity according to the concentration of ethanol, the extract solvent of jujube seed extract.
- 5 is a graph showing the results of DPPH electron donating ability according to the concentration of ethanol as an extract solvent of jujube seed extract.
- Figure 6 is a graph showing the ABTS radical scavenging ability according to the concentration of ethanol, the extraction solvent of jujube seed extract.
- H 2 O 2 hydrogen peroxide
- 9 and 10 are photographs showing the antimicrobial activity of the jujube seed extract against microorganisms.
- Figure 11 shows the cell viability of jujube seed extract.
- FIG. 12 is a graph showing the protective effect of jujube seed extract against UVB-induced apoptosis in HaCaT cells.
- Figure 13 is a graph showing the effect on the expression of MMP-2 and MMP-9 of jujube seed extract.
- 14 is a graph showing the effect of jujube seed extract on UV-irradiated Pro-Collagen Type 1 and MMP-2 and MMP-9 expression.
- Figure 15 is a graph showing the measurement of the pH change of the sunscreen formulation according to the jujube seed extract content.
- Figure 16 is a graph showing the viscosity change of the sunscreen formulation according to the jujube seed extract content.
- Jujube seed extract used in this experiment was used to crush the one provided from Mae Nam Nongsan (Cheongdo, Gyeongbuk). 1000 ml of 20%, 40%, 60% 80%, 95% ethanol was immersed in 1 kg of sample for 24 hours, and then collected three times. Filtered with 2 filter paper, the filtrate was concentrated using a vacuum rotary concentrator, lyophilized, and used in the experiment while storing at -20 °C.
- Tyrosinase inhibition activity was measured using the dopachrome method.
- the reaction zone was reacted for 15 minutes at 37 ° C by adding 10 ul of mushroom tyrosinase (2,000U / mL) to a mixture of 10 ul of substrate solution dissolved in 11.5 mM L-tyrosine in 110 ul of 0.1 M phosphate buffer (pH 6.5) and 10 ul of sample solution. It measured at 490 nm.
- DOPA oxidation inhibition activity was measured by the absorbance decrease rate of the sample solution added and no added solution.
- Tyrosinase (monophenol, dihydroxy-L-phenylalanin: oxygen oxidoreductase, EC 1.14.18.1) is a copper-containing enzyme in L-tyrosine, the initial stage of melanin synthesis, in L-3,4-dihydroxyphenylalanine (DOPA), in DOPA. It acts on the transition to L-dopaquinone. Ultraviolet mitosis of melanocytes occurs followed by melanocyte activation. In activated melanocytes, tyrosinase synthesis is promoted and melanin is produced and transported out of the epidermis, causing pigmentation such as blemishes and freckles.
- DOPA L-3,4-dihydroxyphenylalanine
- tyrosine activity inhibitors can effectively inhibit the synthesis of melanin polymer in the skin.
- Tyrosinase activity inhibition experiments have been recognized as useful evaluation methods in the development of skin whitening agents. Therefore, tyrosinase plays an important role in melanin biosynthesis process, so tyrosinase inhibitors can be used as substances that can control melanin pigmentation of skin.
- tyrosinase inhibitors such as 4-hydroxyanisole and hydroquinone have been used to treat hyper-pigmentation in humans, and have been reported to be effective in inhibiting the proliferation of melanoma cells.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol
- arbutin was used as a positive control.
- DOPA oxidation inhibition activity was measured according to the method of Yagi et al.
- the reaction zone was added with 0.2 mL of mushroom tyrosinase (110U / mL) in a mixture of 0.2 mL of substrate solution dissolved in 10 mM L-DOPA in 0.5 mL of 1/15 M sodium phosphate buffer (pH 6.8) and 0.1 mL of sample solution.
- DOPA chrome produced in the reaction solution was measured at 475 nm.
- DOPA oxidation inhibition activity was measured by the absorbance decrease rate of the sample solution added and no added solution.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol
- arbutin was used as a positive control.
- J60 showed an inhibitory activity of 52.4% at a concentration of 500 ug / mL, and it was confirmed that DOPA inhibited the transfer to L-dopaquinone.
- Elastase inhibitory activity was measured as follows. The extract was prepared at a constant concentration, 0.5 mL each was taken in a test tube, 0.5 mL of porcine pancreas elastase (2.5 U / mL) solution dissolved in 50 mM tris-HCl buffer (pH 8.6) was added, followed by 50 mM tris-HCl buffer (pH). Substrate N-succinyl- (L-Ala) 3-p-nitroanilide (0.5 mg / mL) dissolved in 8.6) was added and reacted for 20 minutes, and the amount of p-nitroanilide produced from the substrate was measured at 405 nm. Elastase inhibitory activity was expressed by the absorbance reduction rate of the sample solution added and the group added.
- Matrix -metalloproteinases induced by UV light and free radicals in the dermal layer of skin are closely related to skin aging, especially wrinkle formation.
- Main components of MMPs include collagenase, gelatinase, and elastase, and elasticity and moisture are decreased due to internal and external stress such as ultraviolet rays, and the elastin network structure is increased due to overexpressed elastase.
- the skin sags and wrinkles, so the reduction of the elastase activity is very important in reducing the elasticity of the skin and wrinkles.
- Elastase which hydrolyzes elastin, is an enzyme associated with skin wrinkles and the effect of jujube seed extract on elastase activity was observed.
- Figure 3 is a graph showing the elastase inhibitory activity according to the concentration of ethanol as the extract solvent of jujube seed extract.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol
- ursolic acid was used as a positive control.
- ursolic acid showed a concentration-dependent inhibition of elastase
- jujube seed extract showed a slight inhibition at 60% ethanol, but other extracts in the experimental concentration showed little inhibition.
- Collagenase inhibitory activity was measured as follows. In other words, 4 mM CaCl 2 was added to 0.1 M tris-HCl buffer (pH 7.5) and 0.25 mL of substrate solution in which 4-phenylazobenzyl oxycarbonyl-Pro-Leu-Gly-Pro-D-Arg (0.3 mg / mL) was dissolved. 0.15 mL of collagenase (0.2 mg / mL) was added to a 0.1 mL mixture of the sample solution, and the mixture was allowed to stand at room temperature for 20 minutes. Then, 0.5 mL of 6% citric acid was added to stop the reaction. Then, 1.5 mL of ethyl acetate was added thereto. Absorbance was measured at 320 nm. Collagenase inhibitory activity was expressed by the decrease in absorbance of the sample solution added and non-added.
- Collagenase shows the elasticity of connective tissue, constitutes more than 90% of the dermis, has wrinkles and moisturizing function of the skin, and decreases biosynthesis with age.
- Figure 4 is a graph showing the collagenase inhibitory activity according to the concentration of ethanol, the extract solvent of jujube seed extract.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is the jujube seed extract extracted with 95% ethanol
- EGCG Epigallocatechin gallate as a positive control.
- the result of measuring the collagenase inhibitory activity of jujube seed extract showed the highest inhibitory activity of 30.7% of J60 at a concentration of 1,000ug / ml.
- Electron donating ability was measured according to Blois's method (1958). 1 mL of 0.2 mM 1,1-diphenyl-2-picrylhydrazyl (DPPH) was added to 2 mL of each sample solution, stirred for 30 minutes, and the absorbance was measured at 517 nm. The electron donating ability was expressed as the absorbance decrease rate of the sample solution added group and the group without addition.
- DPPH 1,1-diphenyl-2-picrylhydrazyl
- DPPH radical scavenging ability is a kind of measuring electron donating ability. The higher the reducing power, the more powerful the antioxidant. Based on the reduction of DPPH, it is possible to estimate the reducing power and antioxidant power of the measured substance.
- DPPH electron donating ability to inhibit oxidation by donating electrons of free radicals in the chain reaction of lipid peroxidation was measured by adjusting and adding the jujube seed extract to a concentration of 10-1,000 ug / ml.
- FIG. 5 is a graph showing the results of DPPH electron donating ability according to the concentration of ethanol as an extract solvent of jujube seed extract.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol
- BHA is a butylated hydroxyanisole as a positive control.
- ABTS radical cation scavenging ability becomes distinctive index blue green when ABTS + radical is formed by reaction of 2,2'-Azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS) with potassium persulfate.
- ABTS 2,2'-Azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt
- the addition of hydrogen donating antioxidants and chain breaking antioxidants is a measure of decolorization to light green as added.
- Antioxidant activity using ABTS radical was measured by ABTS + cation decolorization assay method (Roberta, et al., 1999). 7 mM 2,2-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) and 2.4 mM potassium persulfate were mixed for 24 hours in a dark room at room temperature to form ABTS +, diluted with ethanol, and sampled in 0.1 mL ABTS +. 0.1 mL was added and allowed to stand for 1 minute, and then the absorbance was measured at 732 nm.
- Figure 6 is a graph showing the ABTS radical scavenging ability according to the concentration of ethanol, the extraction solvent of jujube seed extract.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol
- BHA is a butylated hydroxyanisole as a positive control.
- jujube seed ABTS radical cation scavenging ability was measured 44.56% activity at a concentration of 100 ug / ml, it was excellent effect of 99.38% at 500 ug / ml. This result is similar to that of the control group BHA, and thus, it is judged that the possibility of industrialization as a natural antioxidant is very high as the DPPH effect.
- Hydrogen peroxide (H 2 O 2 ) inhibitory activity was determined by hydrogen peroxide analysis (Jayaprakasha et al., 2004). After 1.0 mL of sample solution and 2.0 mL of 40 mM hydrogen peroxide solution dissolved in phosphate-buffer saline (PBS, pH 7.4) were reacted at 37 ° C. for 10 minutes, the absorbance was measured at 230 nm for the amount of hydrogen peroxide inhibited in the reaction solution. . We compared the activity with synthetic antioxidant BHA.
- Hydrogen peroxide inhibitory activity measurement is one of the most useful methods of measuring the ability of antioxidants to reduce the content of prooxidants such as hydrogen peroxide.
- Hydrogen peroxide is a weak oxidant and is known to directly reduce the activity of some enzymes by oxidizing the thiol group, an essential group of enzymes.
- Hydrogen peroxide is also important because it is a reactive, non-radical substance that can pass directly through the biofilm. Hydrogen peroxide is converted into highly reactive singlet oxygen and hydroxyl radicals through various reactions through biofilms to induce lipid peroxidation or toxicity in cells.
- H 2 O 2 hydrogen peroxide
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol
- BHA is a butylated hydroxyanisole as a positive control.
- the inhibitory activity of the jujube seed extract was increased depending on the concentration of hydrogen peroxide. Among them, 60% ethanol extract showed similar activity as the positive control.
- Superoxide anion radical scavenging ability was measured by NBT reduction method according to Fridovich's method. To 1 ml of each sample solution and 0.4 ml of 0.1 M potassium phosphate buffer (pH 7.5), add 1 ml of xanthine (0.4 mM) and NBT (0.24 mM), and add 1 ml of xanthine oxidase (0.2 U / ml). After reacting at 37 ° C. for 20 minutes, 1 ml of 1 N HCl was added to terminate the reaction. Then, the amount of superoxide anion radical generated in the reaction solution was measured at 560 nm.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol
- BHA is a butylated hydroxyanisole as a positive control.
- the jujube seed extract showed about 20% superoxide anion radical scavenging activity at all concentrations.
- Candida in a liquid medium for the culture of the albicans (KCTC 7965) it was used as the YM broth (YMB), Escherichia Nutrient broth (NB) was used for the liquid medium of coli (KCTC 1039) and Staphylococcus epidermidis (KCTC 1917), tryptic soy broth (TSB) was used for the liquid medium of Staphylococcus aureus (KCTC 1621), and Propionibacterium acnes (KCTC) was used.
- GAM and solid medium was used by adding agar to the liquid medium. Strains were cultured by growth temperature in a BOD incubator.
- Antibacterial activity was measured using a paper disc method.
- each strain cultured on a plate medium with 1 platinum incubated for 18-24 hours in 10 mL of liquid medium, dissolved in 0.85% saline and mixed well, and then adjusted to 0.5 McFarland turbidity (spectrophotometer, 530 nm), and the concentration of the strain was about 1-5X10. 6 CFU / mL.
- the sterilized swabs were evenly spread on MH-GMB medium, and the disc and antibiotic (control) discs prepared with jujube seed extract in concentration-dependent manner were loaded. The diameter of the clear zone (mm) around the disc was measured by incubating at 37 ° C for 18-24 hours. The results are shown in FIGS. 5 and 6.
- FIG and 10 are photographs showing the antimicrobial activity of the jujube seed extract against microorganisms.
- J20 is jujube seed extract extracted with 20% ethanol
- J40 is jujube seed extract extracted with 40% ethanol
- J60 is jujube seed extract extracted with 60% ethanol
- J80 is jujube seed extract extracted with 80% ethanol
- J95 is a jujube seed extract extracted with 95% ethanol.
- CCRF S-180 II (Mouse skin fibroblast cell line, KCLB No. 10008) was distributed from Korean Cell Line Bank (Seoul, Korea).
- Cell culture medium was used Dulbecco's modified Eagle's medium (DMEM).
- 10% fetal bovine serum (FBS), 100 U / ml penicillin (100 U / ml), and 100 mg / ml streptomycin (100 mg / ml) were added.
- Subculture was used 0.05% trypsin, 0.53 mM EDTA.
- Toxicity of jujube cells was analyzed by MTT assay method. This method measures the conversion of mitochondrial dehydrogenases into formazan by dispensing CCRF S-180 II (Mouse skin fibroblast cells) of 1X 10 4 cells / well in 96 well plates and extracting 60% ethanol extract of jujube seeds by concentration (62.5). ⁇ 1000 ug / ml) was incubated for 24 hours. 20 ul of MTT solution per well was added and reacted for 4 hours at 37 ° C. 5% CO 2 , and then the absorbance change was measured at 490 nm using a microplate reader to express cell viability as a percentage.
- CCRF S-180 II Mae fibroblast cells
- Figure 11 shows the cell viability of jujube seed extract. As shown here, the cell viability was 97.9% at the concentration of 200 ug / ml.
- UV rays When UV rays are irradiated to the skin cells, the UV rays directly or indirectly damage the cell structure by directly inducing DNA structure changes or oxidative reactions.
- UVB was irradiated to the cells to kill the cells, and using the sample to determine the extent of inhibition of cell death, UVB was examined and treated with MTT reagent to confirm the degree of cell death.
- HaCaT cells Human Keratynocyte Cells
- DMSO Thiozolyl Blue Tetra-zolium Bromide
- FIG. 12 is a graph showing the protective effect of jujube seed extract against UVB-induced apoptosis in HaCaT cells. As shown here, the addition of the jujube seed extract after irradiation with ultraviolet rays shows the result of increasing the survival of the cells, which can be said that the jujube seed extract is effective in suppressing the aging phenomenon.
- Gelatin zymography was performed to investigate the effect of jujube seed extract on MMP-2 and MMP-9 activity using the properties of MMP-2 and MMP-9, which degrades gelatin.
- Gelatin Zymography was used to investigate the effect of jujube seed on the expression level of MMP-2 and MMP-9.
- 10% SDS-polyacrylamide gel (30% acrylamide / 0.8% bis-acrylamide, 1.5M Tris-HCl (pH8.8), 10% SDS, 10% APS, TEMED, 0.2% Gelatin, DW
- the buffer was mixed 1: 1 and electrophoresed.
- Figure 13 is a graph showing the effect on the expression of MMP-2 and MMP-9 of jujube seed extract. As shown here, it can be seen that the expression level of MMP-2 and MMP-9 increased in the section treated with UVB (50mJ / cm 2 ). Thus, when treated with 60% extract of jujube seed EtOH by concentration, 50 ug / ml treatment did not show a change in expression, but the concentration-dependent MMP-2 and MMP- in the section treated with 100 ug / ml, 200 ug / ml It was confirmed that the expression level of 9 decreases.
- the jujube seed extract was treated by concentration, cells were collected, washed with PBS, dissolved in RIPA buffer (M.biotek) for 1 hour, and then centrifuged at 12,000rpm and 4 ° C for 10 minutes. Was recovered. The recovered supernatant was denatured at 90 ° C. for 10 minutes by adding SDS sample buffer (M.biotek), and proteins were separated by molecular weight by SDS-PAGE. The isolated protein was transferred to nitrocellulose membrane (Whatman, UK) for 1 hour at 100V, blocked with 0.1% BSA solution, and the membrane was immersed in Antibody solution for 18 hours at 4 °C.
- FIG. 14 is a graph showing the effect of jujube seed extract on UV-irradiated Pro-Collagen Type 1 and MMP-2 and MMP-9 expression.
- the UVB irradiation decreased, and the positive control group and J60 increased in a concentration dependent manner.
- MMP-9 it was confirmed that MMP-9 suppressed the visible expression level.
- a sunscreen formulation was prepared according to the content of jujube seed extract (hereinafter referred to as "HC-Phytoju”) as shown in Table 1 below.
- Phase Trade Name HC-A HC-B HC-C A phase D.I-water up to 100 up to 100 up to 100 Disodium EDTA Q.S Q.S Q.S 1.2-Hexandiol Q.S Q.S Q.S MgSO4 Q.S Q.S Q.S 1,3-BG Q.S Q.S Q.S D.P.G Q.S Q.S Q.S HC-Phytoju 1.00 3.00 5.00 B phase Parsol mcx Q.S Q.S Q.S Parsol ehs Q.S Q.S Q.S Neoheliopan E1000 Q.S Q.S Q.S HallBrite BHB Q.S Q.S Q.S Finoslov TN Q.S Q.S Q.S Vit.E Acetate Q.S Q.S Q.S C phase KF 995 Q.S Q.S Q.S Bentone 38V Q.S Q.S Q.S D phase KF 995 Q.S Q.S Q.S DC 200 / 6
- pH measurement was performed using a pH meter of Ohaus (Starter 3100F). Before the measurement, the glass electrode was immersed in basic buffer or distilled water for several hours, and the pH meter was connected to a power source and left for 10 minutes or more. The detector was washed well with water and wiped lightly before use.
- Figure 15 is a graph showing the measurement of the pH change of the sunscreen formulation according to the jujube seed extract content. As shown here, the pH of the sunscreen stored at 25 ° C. for 12 weeks on days 0, 1, 3, 5, 7, 14, 28, 60 and 90 was measured, and the prescription HC-A, HC-B and HC- In the C formulation, slight differences in pH values were observed depending on the content of the jujube seed extract during the storage period.
- Viscosity measurements were measured using a Brookfield Viscometer (Brookfield LV-II +, Brookfield Engineering Laboratories Inc., Middleboro, MA, USA). In order to reduce the effect of the bubble was measured by minimizing the factors that can affect the viscosity value by defoaming during manufacture.
- the viscosity of the sunscreen stored at 25 ° C. was selected at spindle No. 4 for 1 minute at 12 rpm. The viscosity was measured for 12 weeks on the 0, 1, 3, 5, 7, 15, 30, 60, and 90 days.
- Figure 16 is a graph showing the viscosity change of the sunscreen formulation according to the jujube seed extract content.
- the viscosity of the sunscreen stored at 25 ° C. for 12 weeks on days 0, 1, 3, 5, 7, 14, 28, 60, and 90 was measured.
- prescription HC-A, HC-B and HC- C All formulations showed a difference in viscosity to 26,000-17,500 cps for 3 months, and especially in the case of HC-B and HC-C formulations, a decrease in viscosity was observed during the storage period.
- the sunscreen is placed in a transparent container and stored at 0 ° C., 25 ° C. and 45 ° C. for 12 weeks, respectively, and evaluated for stability at temperatures up to 0, 1, 3, 5, 7, 15, 30, 60, and 90 days. Temperature stability was evaluated to investigate chemical and physical changes caused by spontaneous deterioration of sunscreen over time. At high temperature (45 °C), the effect was observed on rancidity, discoloration, discoloration, flotation, sedimentation, separation, etc., and at the low temperature, physical and chemical changes such as coagulation, precipitation, and separation were observed.
- the sunscreen prepared for each prescription was placed in a transparent container and stored for 12 weeks at 0 ° C, 25 ° C and 45 ° C, respectively, and evaluated for stability by temperature until the 1st, 3, 5, 7, 14, 28, 60 and 90 days. 2 (0 ° C), Table 3 (25 ° C) and Table 4 (45 ° C) show the stability results over time, respectively.
- the sunscreen (HC-A, HC-B, HC-C) stored at 0 °C was observed to be stable for 28 days without the phenomenon of creaming or aggregation, but stored at 25 °C in Table 3
- B was 28 days
- C was 14 days
- B was 14 days and C was 7 days after the sunscreen stored at 45 °C. Creaming and flocculation occurred, resulting in instability.
- the stability test method according to the temperature cycle (Cycle chamber) is carried out to observe the change of physical properties according to the storage conditions of low and high temperature of cosmetics in Korea with four distinct seasons, and also the change of physical properties in emulsification and solubilization according to temperature change. To observe. Most of the products are hydrolysis and other phenomena occur quickly at high temperatures, and at low temperatures, volume expansion, interfacial membrane damage due to solubility difference, and precipitation occur.
- the stability test by the cycle chamber can check this phenomenon in a short period of time. The results are shown in Table 5 below.
- the test was conducted on the subject and the like.
- the test site was selected to avoid skin damage, excessive hairs or areas of particular color tone and was clean and dry.
- UV artificial irradiator Multiport solar simulator 601, V2.5 Solar Light, USA
- the instrument is equipped with a 300watt Xenon arc lamp, which has a continuous emission spectrum similar to sunlight and does not exhibit a specific peak, as the light source is irradiated with a dichroic mirror and aiming lens. After passing through a collimating lens, the liquid is emitted in a square size of 0.8 cm X 0.8 cm through six liquid light guides. Special filters are used to remove wavelengths in the ultraviolet region below 290 nm, which are particularly harmful to humans.
- Light intensity meter in units of ⁇ W / cm 2 measured by combining the SUV probe at the end of each light guide, and confirm that the measured value is maintained before and after UV irradiation.
- Sunscreen index evaluation test of 12 subjects was conducted at the Korean Dermatological Research Institute, a cosmetic clinical research institute, and the sunscreen index averaged 50.5 ⁇ 2.3. could be confirmed.
- standard samples were prepared and tested at the same time according to the test method suggested by the Ministry of Food and Drug Safety, and the UV protection index of 15.3 ⁇ 1.3 was confirmed.
- the 95% confidence intervals of the UV protection index of each of the standard sample and the test sample measured through this test were confirmed to be within ⁇ 20% of the measured value, thereby verifying the reliability of the measured value.
- the product is considered to have ultraviolet power equivalent to SPF 50.5 ⁇ 2.3.
- the composition comprising the jujube seed extract of the present invention as an active ingredient has a tyrosinase inhibitory effect and not only have a whitening effect, but also have an anti-wrinkle effect by inhibiting elastase and collagenase activity.
- the DPPH free radical, ABST radical cation, hydrogen peroxide and superoxide anion radical scavenging activity is excellent and has an antioxidant effect, the cell is not killed by irradiation with ultraviolet light can be usefully used as a sunscreen agent.
- the jujube seed extract of the present invention is excellent in antibacterial activity, there is no cytotoxicity and skin side effects can be used safely in cosmetics, pharmaceutical and food compositions.
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Abstract
La présente invention concerne une composition contenant un extrait de graine de Jujube. La composition de la présente invention, contenant un extrait de graine de jujube en tant que principe actif, présente un effet blanchissant car elle a un effet d'inhibition de la tyrosinase et présente un effet d'atténuation des rides par inhibition de l'activité de l'élastase et de la collagénase. De plus, la composition présente un effet antioxydant car elle a une excellente activité de piégeage des radicaux libres de DPPH, des cations de radicaux ABTS, du peroxyde d'hydrogène et des radicaux d'anions superoxydes et empêche la mort cellulaire provoquée par l'irradiation par des rayons ultraviolets, et est donc utile en tant qu'agent de protection contre les rayons ultraviolets. En outre, l'extrait de graine de jujube de la présente invention présente une excellente activité antibactérienne, n'est pas cytotoxique, et n'a pas d'effets secondaires cutanés, et peut ainsi être utilisée en toute sécurité dans des compositions cosmétiques, pharmaceutiques et alimentaires pour le blanchiment de la peau, l'atténuation des rides, l'antioxydation et la protection contre les ultraviolets.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2016-0158684 | 2016-11-25 | ||
| KR10-2016-0158685 | 2016-11-25 | ||
| KR1020160158685A KR101904216B1 (ko) | 2016-11-25 | 2016-11-25 | 대추씨 추출물을 유효성분으로 포함하는 피부 미백 및 주름 개선을 위한 조성물 |
| KR1020160158684A KR101904215B1 (ko) | 2016-11-25 | 2016-11-25 | 대추씨 추출물을 유효성분으로 포함하는 항산화 및 자외선 차단을 위한 조성물 |
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| WO2018097388A1 true WO2018097388A1 (fr) | 2018-05-31 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/KR2016/015026 Ceased WO2018097388A1 (fr) | 2016-11-25 | 2016-12-21 | Composition pour le blanchiment de la peau, l'atténuation des rides, l'antioxydation et la protection contre la lumière ultraviolette, contenant un extrait de graine de jujube comme principe actif |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109270057A (zh) * | 2018-10-17 | 2019-01-25 | 无限极(中国)有限公司 | 一种检测美白化妆品功效的试剂盒及其制备方法和应用 |
| KR20210044952A (ko) * | 2019-10-15 | 2021-04-26 | 농업회사법인다비치농산주식회사 | 대추씨 발효물을 유효성분으로 포함하는 피부 미백 및 주름 개선용 조성물 |
| CN115364147A (zh) * | 2022-09-26 | 2022-11-22 | 中国科学院昆明植物研究所 | 具有抗氧化活性和α-葡萄糖苷酶抑制活性的大果枣提取物和其应用 |
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| CN109270057B (zh) * | 2018-10-17 | 2021-07-20 | 无限极(中国)有限公司 | 一种检测美白化妆品功效的试剂盒及其制备方法和应用 |
| KR20210044952A (ko) * | 2019-10-15 | 2021-04-26 | 농업회사법인다비치농산주식회사 | 대추씨 발효물을 유효성분으로 포함하는 피부 미백 및 주름 개선용 조성물 |
| KR102355138B1 (ko) * | 2019-10-15 | 2022-01-26 | 농업회사법인다비치농산주식회사 | 대추씨 발효물을 유효성분으로 포함하는 피부 미백 및 주름 개선용 조성물 |
| CN115364147A (zh) * | 2022-09-26 | 2022-11-22 | 中国科学院昆明植物研究所 | 具有抗氧化活性和α-葡萄糖苷酶抑制活性的大果枣提取物和其应用 |
| CN115364147B (zh) * | 2022-09-26 | 2023-08-08 | 中国科学院昆明植物研究所 | 具有抗氧化活性和α-葡萄糖苷酶抑制活性的大果枣提取物和其应用 |
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