CN103126916A - Method for separating small molecule peptides from soybeans and for preparing small molecule peptides and cosmetic composition - Google Patents
Method for separating small molecule peptides from soybeans and for preparing small molecule peptides and cosmetic composition Download PDFInfo
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- CN103126916A CN103126916A CN2012104841929A CN201210484192A CN103126916A CN 103126916 A CN103126916 A CN 103126916A CN 2012104841929 A CN2012104841929 A CN 2012104841929A CN 201210484192 A CN201210484192 A CN 201210484192A CN 103126916 A CN103126916 A CN 103126916A
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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
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
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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
- A61Q19/08—Anti-ageing preparations
Abstract
The invention relates to a method for separating small molecule peptides from soybeans and for preparing small molecule peptides and a cosmetic composition and specifically relates to a cosmetic composition which mainly contains small molecule peptide extractives separated from soybean cakes and therefore the cosmetic composition has antioxidant and anti-aging effects.
Description
Technical field
The present invention relates to separate and prepare small-molecular peptides extract and cosmetic composition thereof from Semen sojae atricolor, particularly, relate to mainly and containing from soybean cake
The small-molecular peptides extract of middle separation, thereby the cosmetic composition with antioxidation and aging resistance effect.
Background technology
Active oxygen is because various physics, chemistry and the environmental factorss such as enzyme system, reductive metabolism, chemical drugs, public hazards material and photochemical reaction in body generate, cellularity composition such as lipid, protein, sugar and DNA etc. are produced nonselective, non-reversible destruction, cause the various diseases such as cell senescence or cancer.And the multiple body endoperoxides such as lipid peroxide that the lipid peroxidation that causes of these active oxygens produces also produce Oxidative demage and cause various dysfunctions cell, thereby become the cause of disease of various diseases.Therefore, can eliminate the free radical scavenger (free radical scavengers) of these free radicals or peroxidating and generate inhibitor or the therapeutic agent that the antioxidant such as mortifier is expected to the aging and various diseases that causes as above-mentioned oxide.
The mankind's skin is with advancing age because various inherences, extrinsic factor experience variation.namely, intrinsic factor have regulates metabolic various hormone secretion minimizing, immune cell function and cytoactive descend and cause the immune protein of needed by human and the biosynthesis minimizing that human body consists of albumen, extrinsic factor has the ultraviolet content increase that causes arriving in sunray the earth's surface due to the destruction of ozone layer, environmental pollution more and more seriously causes the increases such as free radical and active harmful oxygen, thereby not only cause skin thickness to reduce, wrinkle increases, elasticity reduces, also cause the skin complexion gloomy, skin allergy often occurs, the variations such as black speck and freckle and senile plaque increase.
Along with aging carrying out, the impact of the oxidative stress that causes due to free radical and active harmful oxygen, occur consisting of skin material collagen protein, elastin, hyaluronic acid and glycoprotein content and arrangement changes or the symptom such as minimizing.in addition, due to aging carrying out or ultraviolet, consist of in the most cells of skin, generation is known as the COX-2 (Cox-2 of the proinflammatory cytokine (proinflammatory cytokine) that causes inflammation, cyclooxygenase) biosynthesis increases, matrix metalloproteinase (the MMP of the decomposition skin histology that is caused by these inflammatory factors, Mztrix metalloproteinase) biosynthesis increases, iNOS(inducible nitric oxide synthase (inducible nitric oxide synthase)) the generation NO(nitric oxide (nitric oxide) that causes) increases.Namely, the inherent aging cytoactive that causes of naturally carrying out reduces and little inflammation and cause the biosynthesis of stroma ground substance to reduce, multiple hostile environment causes stress increase and extrinsic factor such as reactive oxygen species increase that sunray causes cause skin to decompose and distortion is accelerated and dermal matrix is damaged attenuation, the various symptoms of skin aging occur.Thereby people much study the active component that can prevent, improve these catabiosis.
Peptide is that several amino acids is passed through the polymer that peptide linkage forms, and usually by 2-50 aminoacid combination, molecular weight is 10000Da(dalton (dalton)) below.Oligopeptide (oligopeptide) refers to that amino acid no is the peptide below 10, and wherein, the micromolecule soybean peptide is high due to dissolubility, precipitate, the viscosity in aqueous solution that almost do not have soda acid to cause are low and be applied as the material of health food.Particularly molecular weight is 1, the above oligopeptide of 000Da is in the news and can is combined and discharges with enteral cholic acid and cholesterol, and have the physiological active functionses such as the effect that reduces serum cholesterol concentration and antitumor, resisting hypertension, immunostimulant, but also there is no the report of relevant skin antioxidation and aging-resistant effect.
Summary of the invention
Goal of the invention
In order to address the above problem, the present inventor for prepare contain from Semen sojae atricolor separate obtain to skin safe, antioxidation, antiageing effect excellence, the antioxidation of the small-molecular peptides of product stability excellence and aging-resistant cosmetics and in the process studied, filter after discovery is extracted soybean cake and heat treatment after the content of small-molecular peptides of the extract for preparing by centrifugalize high, and antioxidant effect and antiageing effect are very excellent, thereby have completed the present invention.
Thereby, the object of the present invention is to provide the preparation method of the soybean peptide extract that the small-molecular peptides content that comprises the steps increases, the method comprises the extraction step of soybean cake; After being filtered, the extract of above-mentioned steps carries out heat treated step; The heat treated extract of above-mentioned steps is carried out the step of centrifugalize.
Another object of the present invention is to, contain the skin antioxidation of the small-molecular peptides extract that is derived from Semen sojae atricolor that extracts by above-mentioned preparation method and the cosmetic composition of antiageing effect excellence.
Technical scheme
To achieve these goals, the invention provides the preparation method of the soybean peptide extract of the small-molecular peptides content increase that comprises the steps, the method comprises the extraction step of soybean cake; After being filtered, the extract of above-mentioned steps carries out heat treated step; The heat treated extract of above-mentioned steps is carried out the step of centrifugalize.In addition, the present invention also provides and contains the said extracted thing as the cosmetic composition of effective ingredient.
Beneficial effect
The small-molecular peptides extract that is derived from soybean cake according to the present invention has antioxidant effect because the DPPH oxidation suppresses the ability excellence, demonstrate the generation that promotes procollagen and the effect that suppresses collagenase expression, by the compound effect of increasing of these two kinds of activity, have excellent wrinkle of skin and improve effect and antiageing effect.
Description of drawings
Fig. 1 is the collection of illustrative plates of the size of the protein that contains in soybean extract.
Fig. 2 is the collection of illustrative plates of the size of the protein that contains in the soybean cake extract.
Fig. 3 is the collection of illustrative plates that is derived from the size of the protein that contains in the small-molecular peptides extract of soybean cake.
The specific embodiment
The invention provides a kind of cosmetic composition, this cosmetic composition contain be derived from soybean cake the small-molecular peptides extract as effective ingredient.
soybean cake described in the present invention is by being selected from Semen sojae atricolor, blue or green core Semen sojae atricolor (Glycine max (L.) Merr.), Shumutai bean (Rhynchosia Nulubilis Loureiro), Semen Phaseoli (Phaseolus angularis (Willd.) W. Wight), Semen phaseoli radiati (Vigna radiata (L.) Wilczek), Semen vignae sinensis (Vigna sinensis King), Semen Pisi sativi (Pisum sativum L.), fossilia dentis mastodi bean (Phaseolus vulgaris var.humilis), the bean of more than one in the group that Semen Viciae fabae (Vicia faba L.) and Semen Canavaliae (Canavalia gladiata DC.) form is prepared from.
Small-molecular peptides of the present invention can use molecular weight to be the small-molecular peptides more than 100Da, below 3000Da, the small-molecular peptides that preferred 100Da is above, 1000Da is following.
Cosmetic composition of the present invention take composition total weight as benchmark, contains the small-molecular peptides extract that is derived from soybean cake of 0.0001-30 % by weight.If contain quantity not sufficient 0.0001 % by weight, can't obtain antioxidation and antiageing effect that described extract brings; If content surpasses 30 % by weight, the effect that increases with content increases not obvious.
The small-molecular peptides extract that is derived from soybean cake of the present invention take the extract gross weight as benchmark, contains the small-molecular peptides of 10-30 % by weight.
Soybean cake in the present invention can be by the preparation of the normally used method in this area, illustrate into, will soak a late steep raising after the Semen sojae atricolor washing, then the limit is added the waterside and is pulverized with stone grinder or pulverizer.Add Semen sojae atricolor volume 3-4 water doubly in the Semen sojae atricolor of pulverizing, after 15 minutes, filtration is removed soybean oil and is obtained soybean cake 100-105 ℃ of heating.
The small-molecular peptides extract that is derived from soybean cake used in the present invention is prepared by a method comprising the following steps:
1) add the extraction solvent in soybean cake and stir the step of extraction;
2) with above-mentioned steps 1) the soybean cake extract that obtains carries out heat treated step after filtering; And
3) with above-mentioned steps 2) extract that obtains carries out the step of centrifugalize.
In the present invention, the extraction solvent of step 1) can make water or organic solvent, particularly, can use to be selected from one or more in the group that purified water, methanol, ethanol, glycerol, ethyl acetate, butanediol, propylene glycol, dichloromethane and hexane form.
The preferred 10-80 of extraction temperature of step 1) ℃, extracted 6-24 hour.Surpass the variation that described extraction temperature and extraction time can cause the extraction efficiency reduction or composition occurs.
Step 2) filtration in can be used this area usual ways such as secondary filter, ultrafiltration, nanofiltration, osmosis filtration membrane filtration, preferably uses microporous filter.
Step 2) heat treatment in preferably carries out at 80-120 ℃, descends lower than 80 ℃ of extraction efficiencies, causes composition to change or destroys effective ingredient higher than 120 ℃.
Can confirm to have antioxidant effect by DPPH oxidation inhibition experiment by the cosmetic composition that contains the small-molecular peptides extract that is derived from soybean cake that said method prepares, has the effect that promotes procollagen to generate and suppress collagenase expression, by the compound effect of increasing of these two kinds of activity, provide excellent wrinkle of skin to improve effect.
Reach by the following examples experimental example and further describe the present invention, but the present invention is not limited to these examples.
Embodiment
Embodiment 1 is derived from the preparation of the small-molecular peptides extract of soybean cake
Carry out mix and blend in container with adding to the soybean cake 1kg of Semen sojae atricolor preparation and purified water 3L.Then the mixture that obtains is passed through filter cloth isolated by filtration residue and filtrate, the filtrate of separation is carried out concentrating under reduced pressure.Concentrated extract is at 100 ℃ of heat treatments that carry out 20 minutes, with the product after heat treatment by centrifugalize residue and filtrate.The filtrate that obtains is carried out drying, obtain the small-molecular peptides extract that 12g is derived from soybean cake.
The preparation of Comparative Examples 1 soybean extract
Semen sojae atricolor 1kg and purified water 3L are added to carry out mix and blend in container.Then the mixture that obtains is filtered by filter cloth residue is separated with filtrate, the filtrate of separating is carried out drying, thereby obtain soybean extract 112g.
The preparation of Comparative Examples 2 soybean cake extracts
The soybean cake 1kg that makes with Semen sojae atricolor and purified water 3L are added to carry out mix and blend in container.Then the mixture that obtains is filtered by filter cloth residue is separated with filtrate, the filtrate of separating is carried out drying, thereby obtain soybean cake extract 60g.
The protein difference in size of the extract of experimental example 1 embodiment 1, Comparative Examples 1-2
Utilize Maldi-Tof to analyze the protein difference in size of the extract for preparing in above-described embodiment 1 and Comparative Examples 1-2, and with its result shown in Fig. 1-3.
As shown in the result of Fig. 1-3, can confirm that the protein quality in the soybean extract of Comparative Examples 1 concentrates on 6900-8380m/z, protein quality in the soybean cake extract probably concentrates on 1459,5100 and 7800m/z, than this, the protein quality that is derived from the small-molecular peptides extract of soybean cake concentrates on 500-100m/z, and the small-molecular peptides content that protein quality is little is the 10-30 % by weight.Can confirm thus can obtain the high small-molecular peptides extract of content by method of the present invention.
Experimental example 2 antioxidant effect experiments (DPPH test)
DPPH oxidation inhibition and the watermiscible vitamin E of the small-molecular peptides extract that is derived from soybean cake of above-described embodiment 1 and the natural goods extract of Comparative Examples 1-2 compare and measure.
Use by organic free radical DPPH(1 the bitter diazanyl (1,1-diphenyl-2-picryl hydrazyl) of 1-diphenyl-2-) reduction (antioxidant oxidation) and the method for oxidation resistance is estimated in the variation of the absorbance that occurs.The oxidation of DPPH of extract of measuring the embodiment 1 of above-mentioned acquisition and Comparative Examples 1-2 is suppressed and absorbance is compared the degree that matched group reduces, and the concentration that the absorbance of comparing matched group is demonstrated the absorbance 50% below is estimated as effective antioxidation concentration.
Add 100 μ M(in ethanol) embodiment and Comparative Examples and each 10 μ l preparation feedback liquid of control sample of DPPH solution 190 μ l and above-mentioned acquisition, after 30 minutes, measure absorbance at 540nm in reaction under 37 ℃.Control sample has used widely used synthetized oxidation preventive agent watermiscible vitamin E (Trolox).The DPPH analysis result of each material is shown in following table 1, IC
50The sample concentration when absorbance of the sample that expression is added reduces 50%.
Table 1
DPPH analysis result (suppressing %)
As above shown in table 1, the small-molecular peptides extract that is derived from soybean cake of the embodiment of the present invention 1 compares the soybean extract of ratio 1 and the soybean cake extract of Comparative Examples 2, and oxidation resistance is more excellent.
Experimental example 3 collagenase expression inhibitions are measured
The collagenase expression of the small-molecular peptides extract that is derived from soybean cake of above-described embodiment 1 and the natural goods extract of Comparative Examples 1-2 suppresses can be by comparing mensuration with tocopherol and EGCG.The expression inhibiting of the lower collagenase of expression degree of collagenase can be higher, the decomposition of little of the collagen protein in skin, and the amount of the wrinkle that therefore generates also tails off.In addition, tocopherol and EGCG as antioxidant, are to be known as to have the material that makes epiderm skin cell regeneration and prevent the function of skin aging.
Containing the DMEM(Mi Libo high glucose medium of 2.5% hyclone (Dulbecco ' s Modified Eagle ' s Media)) in the 96 hole microtitration plates (96-well microtiter plate) of culture medium with 5,000 cells/well is added human fibroblasts, is cultured to and grows into 90%.After this cultivate in serum-free DMEM culture medium after 24 hours, use the described Comparative Examples 1-2 that is dissolved in serum-free DMEM culture medium and embodiment 1, tocopherol and EGCG with 10
-4Molar concentration was processed after 24 hours, gathered cell culture fluid.
The cell culture fluid that gathers utilizes commercial available collagenase determining instrument (U.S. Amersham Pharmacia company) to measure collagenase and generates degree.At first will evenly be coated with 1 generation collagenase antibody 96 orifice plates (96-well plate) in add the cell culture fluid that gathers, carried out antigen-antibody reaction 3 hours in temperature chamber.
After 3 hours in connection with have the color development section 2 generation collagen antibody add to and reacted again in 96 orifice plates 15 minutes.After 15 minutes, add at room temperature color development 15 minutes of chromonic material, then add 1M sulphuric acid stopped reaction (color development), reactant liquor to be yellow, the degree of the degree yellow of carrying out according to reaction is different.
Utilize the extinction machine to measure the absorbance of 96 orifice plates that are yellow at the 405nm place, calculate collagen Enzyme Production degree by following mathematical expression 1.The reaction absorbance of the cell culture fluid that gathers in the group of at this moment, compositions not being processed as a control group.That is, the collagenase expression degree of untreated fish group is made as 100, obtains than the expression degree of collagenase of this compositions-treated group, with its result shown in table 2.
Mathematical expression 1
Collagenase expression degree (%)=(absorbance of the absorbance/matched group of the groups of cells that above-mentioned substance is processed) * 100
Table 2
As above shown in table 2, can confirm that the small-molecular peptides extract that is derived from soybean cake of the embodiment of the present invention 1 can suppress the expression of stripped (in vitro) collagenase.In addition, the collagenase expression that can also confirm the small-molecular peptides extract that is derived from soybean cake of the embodiment of the present invention 1 suppresses the tocopherol excellence that the energy force rate is known as antioxidant.
Experimental example 4 procollagen generate and promote the usefulness experiment
The soybean extract of above-mentioned Comparative Examples 1, the soybean cake extract of Comparative Examples 2 and procollagen generative capacity and the vitamin of the small-molecular peptides extract that is derived from soybean cake that embodiment 1 obtains are compared mensuration.Procollagen is that collagen protein generates inductive substance, is necessary material in collagen protein generation and anti-aging, and the generation degree of procollagen is higher, and the generation degree of collagen protein is higher, thereby can prevent the generation of wrinkle of skin.In addition, vitamin C is known as necessary composition in collagen protein synthesis.
Containing DMEM(Dulbecco ' s Modified Eagle ' the s Media of 2.5% hyclone) add human fibroblasts with 5,000 cells/well in 96 hole microtitration plates of culture medium, be cultured to and grow into 90%.After this cultivate in serum-free DMEM culture medium after 24 hours, use the described Comparative Examples 1-2 that is dissolved in serum-free DMEM culture medium and embodiment 1, vitamin C with 10
-4Molar concentration was processed after 24 hours, gathered cell culture fluid.After 24 hours, use procollagen 1 type C-peptide diagnostic kit (procollagen type-1 C-peptide EIA kit) (MK101, Takara, Japan) to measure the amount of the free procollagen in culture medium.
Measurement result calculates the generation degree of procollagen by following mathematical expression 2, the procollagen that gather in untreated group of compositions this moment generates degree as a control group.That is, the procollagen generation degree of untreated fish group is made as 100, obtains the generation degree of procollagen with respect to this compositions-treated group, and its result is shown in table 3.
Mathematical expression 2
Procollagen generates degree (%)=(amount of the procollagen of the amount/matched group of the procollagen of the groups of cells that above-mentioned substance is processed) * 100
Table 3
As shown in table 3, can confirm the generation of the small-molecular peptides extract promotion isolated primary ossein that is derived from soybean cake of embodiment 1.
Claims (13)
1. a cosmetic composition, is characterized in that, described cosmetic composition contain be derived from soybean cake the small-molecular peptides extract as effective ingredient.
2. cosmetic composition according to claim 1, wherein, the molecular weight of described small-molecular peptides is 500-3000Da.
3. cosmetic composition according to claim 1 and 2, wherein, described soybean cake is by being selected from Semen sojae atricolor, blue or green core Semen sojae atricolor (Glycine max (L.) Merr.), Shumutai bean (Rhynchosia Nulubilis Loureiro), Semen Phaseoli (Phaseolus angularis (Willd.) W.Wight), Semen phaseoli radiati (Vigna radiata (L.) Wilczek), Semen vignae sinensis (Vigna sinensis King), Semen Pisi sativi (Pisum sativum L.), fossilia dentis mastodi bean (Phaseolus vulgaris var. humilis), more than one in the group that Semen Viciae fabae (Vicia faba L.) and Semen Canavaliae (Canavalia gladiata DC.) form are prepared from.
4. cosmetic composition according to claim 1 and 2 wherein, take the gross weight of compositions as benchmark, contains the described small-molecular peptides extract that is derived from soybean cake of 0.0001-30 % by weight.
5. cosmetic composition according to claim 1 and 2 wherein, take the gross weight of the described small-molecular peptides extract that is derived from soybean cake as benchmark, contains the described small-molecular peptides of 10-30 % by weight.
6. cosmetic composition according to claim 1 and 2, wherein, described compositions is the antioxidation compositions.
7. cosmetic composition according to claim 1 and 2, wherein, described compositions is the aging resistance compositions.
8. a preparation method that is derived from the small-molecular peptides extract of soybean cake, is characterized in that, described method comprises:
1) add the extraction solvent in soybean cake and stir the step of extraction;
2) with above-mentioned steps 1) the soybean cake extract that obtains carries out heat treated step after filtering; And
3) with above-mentioned steps 2) extract that obtains carries out the step of centrifugalize.
9. method according to claim 8, wherein, the molecular weight of described small-molecular peptides is 100-3000Da.
10. according to claim 8 or 9 described methods, wherein, described soybean cake is prepared from by being selected from more than one in the group that Semen sojae atricolor, blue or green core Semen sojae atricolor, Shumutai bean, Semen Phaseoli, Semen phaseoli radiati, Semen vignae sinensis, Semen Pisi sativi, fossilia dentis mastodi bean, Semen Viciae fabae and Semen Canavaliae form.
11. according to claim 8 or 9 described methods, wherein, the described extraction solvent in step 1) selects more than one in the group that free purified water, methanol, ethanol, glycerol, ethyl acetate, butanediol, propylene glycol, dichloromethane and hexane form.
12. according to claim 8 or 9 described methods wherein, are carried out at the temperature of the described 10-80 of being extracted in ℃ in step 1).
13. according to claim 8 or 9 described methods, wherein, step 2) the described heat treatment in carries out at the temperature of 80-120 ℃.
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| KR10-2011-0123938 | 2011-11-25 | ||
| KR1020110123938A KR20130058107A (en) | 2011-11-25 | 2011-11-25 | Isolation and preparation of small peptides from soybean and its cosmetic composition |
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| CN108348449A (en) * | 2016-09-13 | 2018-07-31 | 株式会社爱茉莉太平洋 | Dermatologic preparation composition is used containing germination the anti-aging of G. gracilis extract as active ingredient |
| CN108354851A (en) * | 2018-04-24 | 2018-08-03 | 黄宪超 | Small-molecular peptides skin care ointment |
| CN109069882A (en) * | 2016-04-14 | 2018-12-21 | 宝洁公司 | Improve the method for the appearance of periorbit pigment anomaly |
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| CN109172629A (en) * | 2018-10-12 | 2019-01-11 | 浙江大学华南工业技术研究院 | A kind of preparation method of Semen phaseoli radiati extract |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109069882A (en) * | 2016-04-14 | 2018-12-21 | 宝洁公司 | Improve the method for the appearance of periorbit pigment anomaly |
| CN108348449A (en) * | 2016-09-13 | 2018-07-31 | 株式会社爱茉莉太平洋 | Dermatologic preparation composition is used containing germination the anti-aging of G. gracilis extract as active ingredient |
| CN108348449B (en) * | 2016-09-13 | 2021-09-10 | 株式会社爱茉莉太平洋 | Anti-aging skin external composition containing extract of germinated semi-wild soybean as effective component |
| CN108354851A (en) * | 2018-04-24 | 2018-08-03 | 黄宪超 | Small-molecular peptides skin care ointment |
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| KR20130058107A (en) | 2013-06-04 |
| JP2013112683A (en) | 2013-06-10 |
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