CN109363966A - A kind of inclusion compound containing γ-aminobutyric acid, alpha-arbutin and hyaluronic acid - Google Patents
A kind of inclusion compound containing γ-aminobutyric acid, alpha-arbutin and hyaluronic acid Download PDFInfo
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- CN109363966A CN109363966A CN201811299562.5A CN201811299562A CN109363966A CN 109363966 A CN109363966 A CN 109363966A CN 201811299562 A CN201811299562 A CN 201811299562A CN 109363966 A CN109363966 A CN 109363966A
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- hyaluronate
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/738—Cyclodextrins
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives 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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/602—Glycosides, e.g. rutin
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/735—Mucopolysaccharides, e.g. hyaluronic acid; Derivatives 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
- A61Q19/02—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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/592—Mixtures of compounds complementing their respective functions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/78—Enzyme modulators, e.g. Enzyme agonists
- A61K2800/782—Enzyme inhibitors; Enzyme antagonists
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- Cosmetics (AREA)
Abstract
The present invention provides a kind of inclusion compounds containing γ-aminobutyric acid, alpha-arbutin and hyaluronate.After the mixture for including hyaluronate, γ-aminobutyric acid and alpha-arbutin in above-mentioned inclusion by hydroxypropyl-β-cyclodextrin, outer layer covers hyaluronate is formed；The hyaluronic acid is the small-molecular-weight hyaluronate that the macromolecular hyaluronate that molecular weight is 1300-1800kDa and molecular weight are not more than 10kDa, and the mass ratio of the two is 0.1-1:1-10.The γ-aminobutyric acid, alpha-arbutin, hyaluronate and hydroxypropyl-β-cyclodextrin mass ratio be 10-30:1-10:5-10:50-85.The present invention improves γ-aminobutyric acid, alpha-arbutin in the additive amount of skin care item, reduces the malaise symptoms occurred when high-content gamma-aminobutyric acid addition, hence it is evident that reduce alpha-arbutin photo-labile；Can than more comprehensively improving because of external change caused by skin aging problem, the anti-ageing effect of whitening is obvious.It can be widely applied in various cosmetics, moisturizing, whitening, oxidation resistant effect be provided.
Description
Technical field
The invention belongs to cosmetic fields, and in particular to a kind of compound inclusion compound.
Background technique
With the increase at age, skin aging mainly faces pachylosis, glossiness reduces, pigmentation, wrinkle of skin
The reason of deepening, the problems such as skin elasticity and flexibility reduce, causing skin ageing is other than natural aging, and there are also ultraviolet light photographs
It penetrates, air pollution, hormone secretion disorder, mood, ambient pressure etc..The care of skin is required more in face of these people
More, what cosmetics on the market were also getting faster push away newly except old, but found after comprehensive analysis the active matter of commercial product because at
Originally, real effective content is often not achieved in additive amount the problems such as raw material stability, some reach the skin care item of effective content
Be usually associated with product skin sense is poor, need extra package or it is irritating to skin the problems such as.
γ-aminobutyric acid (GABA) is a kind of natural active amino acid, is distributed widely in animal and plant body.GABA molecule
It measures small, skin can be readily penetrated through, the muscle of relaxation of tension substantially reduces microgroove, desalination wrinkle, and glabrous skin enables skin shining right
It is young；It can promote the generation of epidermal cell proliferation and keratinocyte involurin, repair stratum corneum barrier, it is thick to reduce skin
Rugosity reduces skin injury caused by the undesirable elements such as UV；When the concentration of γ-aminobutyric acid reaches anti-wrinkle concentration or it is expected to reach
When better anti-wrinkle concentration, with skin contact will generate it is sharp, numb, itch, the malaise symptoms such as scorching hot, and this side effect with
Its concentration has positive correlation.
Alpha-arbutin mainly inhibits single phenol enzyme activity as whitening agent, whitening function mechanism, and tyrosinase is prevented to urge
Change l-tyrosine and be converted into L-3,4 dihydroxyphenylalanine, alpha-arbutin has stronger inhibiting effect to the monophenolase of tyrosinase.Numerous clinics
Studies have shown that alpha-arbutin is promoting the uniform aspect of the colour of skin, there is unique effect；But the light-exposed discoloration of alpha-arbutin is to limit
Application of the alpha-arbutin in skin care field, the general alpha-arbutin product that adds is also mostly brown bottle or the production being kept in dark place
Product.However, arbutin is unstable, under meta-acid or meta-alkalescence and higher temperature, there are a degree of decomposition trend, decompose
After can generate hydroquinone, glucose.Wherein, although hydroquinone has very strong inhibiting effect to the formation of melanin,
It is that there is certain irritation to skin, can cause allergic reaction；Meanwhile hydroquinone is light-exposed is oxidized easily, and generates red
Brown material can generate sepia spot in skin surface.Factors above limits arbutin in the application of cosmetic field.
Hyaluronic acid is a kind of acid mucopolysaccharide, and it is presently found nature that hyaluronic acid, which has special water retention,
The best substance of moisture retention in boundary, referred to as ideal natural moisturizing factor.Wherein skin also contains a large amount of hyaluronic acid.People
Class skin maturation and ageing process also with hyaluronic acid content and metabolism and change, skin-nourishing can be improved and be metabolized
Make skin it is tender, it is smooth, go wrinkle, increase elasticity, prevent aging, be good skin penetration enhancer again while moisturizing.
It is used cooperatively with other nutritional ingredients, the more preferable effect for promoting nutrient absorption can be played.
In the prior art, ZL201510943689.6 discloses a kind of composition containing γ-aminobutyric acid and hyaluronic acid
And its application in cosmetics, wherein illustrating that the composition containing γ-aminobutyric acid and hyaluronic acid can be significantly improved, be reduced
Adverse reaction of the γ-aminobutyric acid to skin overcomes stimulation when γ-aminobutyric acid is used alone to skin, improves γ-
Content of the aminobutyric acid in cosmetics.ZL201510014387.0 discloses a kind of arbutin/hydroxypropyl-β-cyclodextrin inclusion
Object and preparation method thereof.Weight mutually has occurred in arbutin/hydroxypropyl-beta-cyclodextrin inclusion made from the invention, the object of arbutin
Big to change, arbutin exists with amorphous state in inclusion compound, is thoroughly dispersed in hydroxypropyl-β-cyclodextrin, arbutin
Water solubility increases；Arbutin is combined in the form of non-covalent bond during hydroxypropyl-β-cyclodextrin inclusion, and thermal stability obtains
To significantly improving to having widened arbutin in the application range of cosmetic industry.But arbutin/hydroxy propyl-Beta-ring paste
The encapsulation rate of inclusion compounds is not high enough, exists in the cosmetics of transparent system using the phenomenon that still having phototropic, in addition
The inclusion compound usage amount of exclusive use hydroxypropyl-β-cyclodextrin will appear the slightly worse phenomenon of skin sense when high.
Summary of the invention
For the problems of the prior art, the present invention provides a kind of containing γ-aminobutyric acid, alpha-arbutin and hyaluronic acid
The dosage of active matter can be improved using hydroxypropyl-β-cyclodextrin and macromolecule hyaluronic acid as embedding medium in inclusion compound, reduces
γ-aminobutyric acid, the irritation of alpha-arbutin, can also increase the photostability of alpha-arbutin.
To achieve the above object, the present invention adopts the following technical scheme that.
A kind of inclusion compound containing γ-aminobutyric acid, alpha-arbutin and hyaluronate, by γ-aminobutyric acid, α-black bearberry
Glycosides, hyaluronate and hydroxypropyl-β-cyclodextrin composition.Above-mentioned inclusion compound by hydroxypropyl-β-cyclodextrin inclusion hyaluronate,
After the mixture of γ-aminobutyric acid and alpha-arbutin, outer layer covers hyaluronate is formed.
The γ-aminobutyric acid, alpha-arbutin, hyaluronate and hydroxypropyl-β-cyclodextrin mass ratio be 10-
30:1-10:1.1-11:50-85。
The hyaluronate is the hyaluronate of different number grade, the hyaluronic acid including macromolecular and small molecule
Salt.Hydroxypropyl-β-cyclodextrin inclusion is micromolecule hyaluronic acid salt in above-mentioned inclusion compound, and outer layer covers are that macromolecular is transparent
Matter hydrochlorate.The mass ratio of the macromolecular and micromolecule hyaluronic acid salt is 0.1-1:1-10.
The molecular weight of the macromolecular hyaluronate is 1300-1800kDa.The molecular weight of small-molecular-weight hyaluronate
For no more than 10kDa；Preferably not greater than 5kDa.The hyaluronate can choose the acceptable salt of cosmetic field, such as
Sodium salt, sylvite, ammonium salt etc..
The degree of substitution of the hydroxypropyl-β-cyclodextrin is 5-7.
The preparation method of above-mentioned inclusion compound, comprising the following steps:
(1) hydroxypropyl-β-cyclodextrin is mixed with water, obtains hydroxypropyl-β-cyclodextrin solution；
(2) γ-aminobutyric acid, alpha-arbutin and partially transparent matter hydrochlorate are taken, is soaked with dehydrated alcohol, obtains slurry；
(3) it adds slurry into hydroxypropyl-β-cyclodextrin solution, heating stirring under the conditions of being protected from light obtains inclusion compound solution A；
(4) remaining hyaluronate is mixed with water, obtains hyaluronate solution；
(5) inclusion compound solution A being mixed with hyaluronate solution, heating stirring under the conditions of being protected from light obtains inclusion compound B solution,
It is product after drying.
In step (1), the mass ratio of hydroxypropyl-β-cyclodextrin and water is 3-8:10.
In step (2), the mass ratio of the water in dehydrated alcohol and step (1) is 10:90.
Preferably, in step (2), the hyaluronate is micromolecule hyaluronic acid salt.
In step (3), heating temperature is 50-60 DEG C, and the heating stirring time is 2-4h.
Preferably, step (3) further includes the steps that inclusion compound solution A being protected from light balance.
In step (4), the mass ratio of the hyaluronate and water is 0.3-0.5:100.
Preferably, in step (4), the hyaluronate is macromolecular hyaluronate.
In step (5), heating temperature is 50-60 DEG C, and the heating stirring time is 2-4h.The drying preferably freezes dry
It is dry.
A kind of cosmetics comprising above-mentioned inclusion compound.Mass percentage of the inclusion compound in the cosmetics be
10-40%。
The invention has the following advantages that
Convention transparent matter hydrochlorate belongs to macromolecular, in the cavity that not can enter hydroxypropyl-β-cyclodextrin, can not achieve and wraps to it
Contain.γ-aminobutyric acid, alpha-arbutin and micromolecule hyaluronic acid salt are formd packet by hydroxypropyl-β-cyclodextrin by the present invention
Object is closed, has been wrapped to form slow release layer further through macromolecular hyaluronic acid, effectively reduces γ-aminobutyric acid and alpha-arbutin
Irritation reduces the resolution ratio of alpha-arbutin, while being capable of sustained release effective component.
Inclusion compound of the invention improves γ-aminobutyric acid, alpha-arbutin in the additive amount of skin care item, reduces γ-ammonia
Base butyric acid adds sharp, numb, the malaise symptoms such as itch, is scorching hot occurred when high-content, while significantly reducing alpha-arbutin light not
Stability；The raising of active matter additive amount can than more comprehensively improving because of external change caused by skin aging problem, whitening
Anti-ageing effect is obvious.It can be widely applied in various cosmetics, moisturizing, whitening, oxidation resistant effect be provided.
Detailed description of the invention
Fig. 1 is the section microstructure schematic diagram of inclusion compound；
Wherein, 1 be γ-aminobutyric acid, alpha-arbutin and micromolecule hyaluronic acid salt mixing, 2 be hydroxypropyl-β-cyclodextrin, 3
For macromolecular hyaluronate.
Specific embodiment
Below with reference to embodiment and attached drawing, the present invention will be further described, but the present invention is not by the limit of following embodiments
System.
The preparation of 1 inclusion compound of embodiment
Inclusion compound is prepared according to material quality in following table:
It is specific the preparation method is as follows:
(1) hydroxypropyl-β-cyclodextrin is mixed with water, obtains hydroxypropyl-β-cyclodextrin solution；
(2) γ-aminobutyric acid, alpha-arbutin and micromolecule hyaluronic acid salt are taken, is soaked with dehydrated alcohol, obtains slurry；
(3) it adds slurry into hydroxypropyl-β-cyclodextrin solution, 50 DEG C of heating stirring 2h under the conditions of being protected from light, is protected from light balance 3h, obtains
Inclusion compound solution A；
(4) macromolecular hyaluronate is mixed with water, obtains hyaluronate solution；
(5) inclusion compound solution A is mixed with hyaluronate solution, 50 DEG C of heating stirring 2h under the conditions of being protected from light obtain inclusion compound B
Solution is sample 1-5 after freeze-drying.
1 inclusion compound of comparative example/composition preparation
Inclusion compound/composition is prepared according to material quality in following table:
Contrast sample 1,4,7,8 is referring to the method in embodiment 1, and omitting step (4) and (5), directly freeze-drying obtains afterwards；
Contrast sample 2,3,5,6,9 is obtained referring to the method in embodiment 1；
Contrast sample 10 the preparation method is as follows:
By γ-aminobutyric acid, alpha-arbutin, micromolecule hyaluronic acid sodium, hydroxypropyl-β-cyclodextrin, macromolecular Sodium Hyaluronate
Ethyl alcohol is added after mixing, adds water acquired solution and is lyophilized to obtain contrast sample 10.
2 skin irritation of embodiment
Sample 5, control sample 1-10 are weighed into 10g respectively, 100mL water is added, obtains the solution of different samples, then carries out skin
Skin irritation test.By the way of the control of half face, one side of something smears laboratory sample, and one side of something smears control sample.Each experiment sample
Product recruit 20 volunteers, and the age 30-50 years old, men and women was unlimited.Volunteer is observed using the irritation after various sample, is surveyed respectively
Determine the irritation of 1min, 10min, 30min, 1h, point system is referring to skin irritation test scoring in cosmetics health specification
Rule, while scoring is experienced plus the supervisor of volunteer, the irritation of sample is evaluated, standards of grading are shown in Table 1, according to " stimulation is commented
Point=integral summation/tested volunteer quantity " and stimulation scoring is calculated, it the results are shown in Table 2.
1 skin irritation standards of grading of table
The skin irritatin scoring of the different samples of table 2
By upper table experimental data it is found that stimulation can be obviously reduced after being wrapped up with hydroxypropyl-β-cyclodextrin, while Sodium Hyaluronate
Addition also have synergistic function.
3 stability of embodiment
Sample 5, control sample 1-10 are weighed into 10g respectively, 100mL water is added, then add preservative, obtains the molten of different samples
Then liquid carries out the stability test of various sample.Take each sample 5g to be fitted into transparent cillin bottle, every money sample for 4 bottles, wherein
In addition 2 bottles of windowsills for being placed in acceptable solar radiation are placed in and are protected from light in experiment cabinet for 2 bottles, observe respectively 0h, for 24 hours, 7 days, 30 days,
90 days, observation sample color variation the results are shown in Table 3.
The different sample stabilities of table 3
It is found that it can be obvious after being wrapped up by hydroxypropyl-β-cyclodextrin and macromolecular hyaluronate alpha-arbutin by 3 data of table
Reduce the characteristic of light-exposed discoloration.
Skin irritation after embodiment 4 stores
Referring to embodiment 2 method sample 5 and control sample 4-6 are stored after skin irritation test.Sample uses
The sample not being kept in dark place after storing 30 days in embodiment 3, the results are shown in Table 4.
The skin irritatin scoring of the different samples of table 4
Although by 4 data of table it is found that the obvious color change that control sample 4-6 is visible by naked eyes substantially, to subject
Skin produce different degrees of irritation, and than its store before irritation it is strong, illustrate its effective component still and have and is certain
Degree degradation；And sample 5 is minimum to the skin irritation of subject, and it is preceding also without significant change with storage, illustrate alpha-arbutin
Its storage can be increased by hydroxypropyl-β-cyclodextrin and macromolecular hyaluronate package after mixing with micromolecule hyaluronic acid salt
Stability can guarantee the stabilization in product use process.
Claims (10)
1. a kind of inclusion compound containing γ-aminobutyric acid, alpha-arbutin and hyaluronate, which is characterized in that by hydroxy propyl-Beta-ring
After dextrin includes the mixture of hyaluronate, γ-aminobutyric acid and alpha-arbutin, outer layer covers hyaluronate is formed.
2. inclusion compound according to claim 1, which is characterized in that hydroxypropyl-β-cyclodextrin inclusion hyaluronate be
Micromolecule hyaluronic acid salt, the hyaluronate of outer layer covers are macromolecular hyaluronate；Preferably, the macromolecular and small
The mass ratio of molecular weight hyaluronic acid salt is 0.1-1:1-10.
3. inclusion compound according to claim 2, which is characterized in that the molecular weight of the macromolecular hyaluronate is
1300-1800kDa；The molecular weight of small-molecular-weight hyaluronate is no more than 10kDa；The molecule of small-molecular-weight hyaluronate
Amount is preferably not greater than 5kDa.
4. inclusion compound according to claim 1, which is characterized in that γ-aminobutyric acid, alpha-arbutin, hyaluronate and
The mass ratio of hydroxypropyl-β-cyclodextrin is 10-30:1-10:1.1-11:50-85.
5. inclusion compound according to claim 1, which is characterized in that the degree of substitution of the hydroxypropyl-β-cyclodextrin is 5-7.
6. a kind of preparation method of inclusion compound a method as claimed in any one of claims 1 to 5, which comprises the following steps:
(1) hydroxypropyl-β-cyclodextrin is mixed with water, obtains hydroxypropyl-β-cyclodextrin solution；
(2) γ-aminobutyric acid, alpha-arbutin and partially transparent matter hydrochlorate are taken, is soaked with dehydrated alcohol, obtains slurry；
(3) it adds slurry into hydroxypropyl-β-cyclodextrin solution, heating stirring under the conditions of being protected from light obtains inclusion compound solution A；
(4) remaining hyaluronate is mixed with water, obtains hyaluronate solution；
(5) inclusion compound solution A being mixed with hyaluronate solution, heating stirring under the conditions of being protected from light obtains inclusion compound B solution,
It is product after drying.
7. preparation method according to claim 6, which is characterized in that in step (1), hydroxypropyl-β-cyclodextrin and water
Mass ratio is 3-8:10；In step (2), the mass ratio of the water in dehydrated alcohol and step (1) is 10:90；In step (4), institute
The mass ratio of the hyaluronate and water stated is 0.3-0.5:100；
In step (3) and step (5), heating temperature is 50-60 DEG C, and the heating stirring time is 2-4h.
8. preparation method according to claim 6, which is characterized in that in step (2), the hyaluronate is small molecule
Hyaluronate；In step (4), the hyaluronate is macromolecular hyaluronate.
9. preparation method according to claim 6, which is characterized in that step (3) further include inclusion compound solution A is protected from light it is flat
The step of weighing apparatus.
10. a kind of cosmetics comprising inclusion compound a method as claimed in any one of claims 1 to 5.
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| CN110015703A (en) * | 2019-04-29 | 2019-07-16 | 厦门英仕卫浴有限公司 | A kind of health skin makeup filtering material and preparation method |
| CN110015703B (en) * | 2019-04-29 | 2022-04-12 | 厦门英仕卫浴有限公司 | Healthy skin-beautifying filter material and preparation method thereof |
| CN113230198A (en) * | 2021-06-02 | 2021-08-10 | 上海佩威化妆品有限公司 | Anti-wrinkle anti-aging freeze-dried essence and preparation method thereof |
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Address after: 250101 678 Tianchen street, hi tech Development Zone, Ji'nan, Shandong Applicant after: Huaxi Biotechnology Co., Ltd. Applicant after: Shandong Hua Yu Xihai Biological Medicine Co Ltd Address before: 250101 678 Tianchen street, hi tech Development Zone, Ji'nan, Shandong Applicant before: Bloomage Freda Biopharm Co., Ltd. Applicant before: Shandong Hua Yu Xihai Biological Medicine Co Ltd |
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