CN107501220A - A kind of aesculetin and preparation method and application with antioxidant and anti-aging activity - Google Patents
A kind of aesculetin and preparation method and application with antioxidant and anti-aging activity Download PDFInfo
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- CN107501220A CN107501220A CN201710733048.7A CN201710733048A CN107501220A CN 107501220 A CN107501220 A CN 107501220A CN 201710733048 A CN201710733048 A CN 201710733048A CN 107501220 A CN107501220 A CN 107501220A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
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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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
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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
- A61Q19/08—Anti-ageing preparations
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- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
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- Gerontology & Geriatric Medicine (AREA)
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- Medicines Containing Plant Substances (AREA)
- Cosmetics (AREA)
Abstract
The invention discloses a kind of aesculetin with antioxidant and anti-aging activity and its preparation method and application, following preparation process is included：(1) by bark of ash residue, drying, ultraviolet irradiation sterilization 30min, take out；(2) by the bark of ash residue after sterilizing, the distilled water for adding 8 times of parts by weight is fermented, and after fermentation ends, is taken out sample, dries pulverizing, is crossed 30 mesh sieves, must ferment bark of ash residue powder；(3) will ferment bark of ash residue powder, add organic extractant and carry out refluxing extraction, merge extract solution, filtering, organic extractant be recovered under reduced pressure, is concentrated into thick paste；(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, then filtrate is isolated and purified and decolourized, is then concentrated under reduced pressure, finally by freeze-drying.The present invention has protective effect by scavenging activated oxygen while to cell DNA oxidative damage caused by MDA, being capable of effectively delaying skin cell ageing.
Description
Technical field
The present invention relates to cosmetic field, and in particular to a kind of aesculetin and preparation with antioxidant and anti-aging activity
Methods and applications.
Background technology
Skin is aoxidized due to directly being contacted with external environment, is dried and the influence of a variety of factors such as ultraviolet, therefore non-
Chang Rongyi sustains damage.Meanwhile and because the age, the influence of the internal factor such as diet and habits and customs, cause skin function
Decline and hereditary abnormalization, so that skin is more prone to aging.One of most important factor of skin senescence, it is that skin is long-term
By skin photoage caused by ultraviolet radioactive.The light aging of skin is due to that free radical increase, free radical can damage life in skin
Thing film, elastin fibers increase and amorphization, and collagen fabric is promoted to substantially reduce and increase with grape ammonia glycan
The skin ageing phenomenon such as add.Confrontation and elimination free radical prevent the damaging action of free radical, are the effective ways of anti-aging.
The bark of ash is traditional conventional Chinese medicine, first recorded in《Huainan》,《Sheng Nong's herbal classic》In be listed in top grade.Chinese Pharmacopoeia
(2010 editions) the regulation barks of ash are 5 kinds of plants such as Oleaceae plants fraxinus rhynchophylla Hance, Chinese ash, sharp leaf Chinese ash and place post Chinese ash
Drying branch skin or trunk bark.Aesculetin is a kind of chemical composition in the bark of ash, can increase the content of glutathione in vivo,
The damage of tissue is resisted, and the attack of oxygen radical during body aging can be resisted.Research finds aesculetin, fraxetin tool
There is stronger antioxidation activity.In coumarin kind compound, aesculetin has stronger suppression xanthine oxidase, removed
Oxygen radical, the activity for protecting light injury.Aesculetin has protection to cell DNA oxidative damage caused by MDA
Effect.
The content of the invention
Based on this, it is an object of the invention to provide a kind of aesculetin with antioxidant and anti-aging activity and preparation side
Method and application.
To achieve the above object, the present invention adopts the following technical scheme that：
A kind of preparation method of the aesculetin with antioxidant and anti-aging activity, includes following preparation process：
(1) by bark of ash residue, drying, ultraviolet irradiation sterilization 30min, take out；
(2) by the bark of ash residue after sterilizing, the distilled water for adding 8 times of parts by weight is fermented, and after fermentation ends, takes out sample
Product, dries pulverizing, 30 mesh sieves are crossed, must ferment bark of ash residue powder；
(3) will ferment bark of ash residue powder, add organic extractant and carry out refluxing extraction, merge extract solution, filter, decompression
Organic extractant is reclaimed, is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, then filtrate is isolated and purified and decolourized,
Then it is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
In wherein some embodiments, the bark of ash residue is the remaining residue after water extraction extracts.
In wherein some embodiments, Fermentation Process of Parameter is in the step (2)：Fermentation is used as using 2~4% geotrichum candidums
Bacterium, using 0.1~1% glucose as fermentation assistant, 32 DEG C of constant temperature ventilations are fermentation condition, and fermentation time is 4~6 hours.
In wherein some embodiments, extraction process parameter is described in the step (3)：Organic extractant is positive fourth
Alkane, its solid-liquid ratio are 20~30；Reflow's cycle is 2~4 times, every time 30~60 minutes.
In wherein some embodiments, the operation of step (4) the purifying aesculetin is：By filtrate by filling AB-8
The adsorption column of macroporous absorbent resin is isolated and purified, then with 40~70% ethanol elutions, finally again by filling D-280 resins
Adsorption column decolourized.
Present invention also offers the aesculetin with antioxidant and anti-aging activity according to obtained by above-mentioned preparation method.
Present invention also offers application of the above-mentioned aesculetin with antioxidant and anti-aging activity in cosmetics are prepared.
In wherein some embodiments, the State of cosmetics includes cream, emulsion, aqua.
Present invention also offers a kind of cosmetics, including the foregoing bark of ash second with antioxidant and anti-aging activity
Element.
Present invention also offers a kind of suncream, includes following mass percent composition：Have as previously described anti-oxidant
Aesculetin 0.1~3%, glycerine 2~7%, hydrolyzed pearl 0.4~4%, glycine betaine 4~9%, the acrylic acid of activity of fighting against senium
(ester) class/C10-30 alkylol acrylamide acid esters cross-linked polymer 0.1~0.5%, parahydroxyacet-ophenone 0.4~0.9%, panthenol 4~
9%th, allantoin 0.4~0.8%, triethanolamine 0.1~0.3%, propane diols 2~7%, pungent glycol 2~7%, ethylhexyl are sweet
Oil 0.5~1.5%, PEG-50 rilanit specials 0.04~0.08%, nonyl phenol polyethers -140.1~0.5%, more than deionized water
Amount.
It is the device have the advantages that as follows：The present invention, which is largely tested by inventor, and experience is preferred prepares
The various conditions of method, the preparation method optimized, the aesculetin obtained using preparation method of the present invention, content
Height, properties of product are stable, can add in a variety of skin-protection products, such as cream, emulsion, aqua.The present invention is by removing oxygen certainly
There is protective effect as base while to cell DNA oxidative damage caused by MDA, being capable of effective delaying skin cell
Aging.
Embodiment
Below in conjunction with specific embodiment, the present invention is further elaborated：
All the components appeared in text are INCI (International Nomenclature Cosmetic
Ingredient), i.e., international cosmetic raw material is obviously said to its defined title.
Embodiment 1
A kind of preparation method of the aesculetin with antioxidant and anti-aging activity, includes following preparation process：
(1) by remaining residue after bark of ash water extraction, drying, ultraviolet irradiation sterilization 30min, take out；
(2) by the bark of ash residue after sterilizing, using 3% geotrichum candidum as zymophyte, helped using 0.5% glucose as fermentation
Agent, 32 DEG C of constant temperature ventilations are fermentation condition, and fermentation time is 5 hours, and the distilled water for adding 8 times of parts by weight is fermented, and is fermented
After end, sample is taken out, dries pulverizing, crosses 30 mesh sieves, must ferment bark of ash residue powder；
(3) will ferment bark of ash residue powder, according to solid-liquid ratio 1:25, which add normal butane, carries out refluxing extraction 3 times, every time
45min, merge extract solution, filtering, organic extractant is recovered under reduced pressure, is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, by filtrate by filling AB-8 macroporous absorption trees
The adsorption column of fat is isolated and purified, then with 55% ethanol elution, is finally taken off again by filling the adsorption column of D-280 resins
Color, then it is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
Embodiment 2
A kind of preparation method of the aesculetin with antioxidant and anti-aging activity, includes following preparation process：
(1) by remaining residue after bark of ash water extraction, drying, ultraviolet irradiation sterilization 30min, take out；
(2) by the bark of ash residue after sterilizing, using 2% geotrichum candidum as zymophyte, helped using 0.2% glucose as fermentation
Agent, 32 DEG C of constant temperature ventilations are fermentation condition, and fermentation time is 4 hours, and the distilled water for adding 8 times of parts by weight is fermented, and is fermented
After end, sample is taken out, dries pulverizing, crosses 30 mesh sieves, must ferment bark of ash residue powder；
(3) will ferment bark of ash residue powder, according to solid-liquid ratio 1:20, which add normal butane, carries out refluxing extraction 3 times, every time
30min, merge extract solution, filtering, organic extractant is recovered under reduced pressure, is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, by filtrate by filling AB-8 macroporous absorption trees
The adsorption column of fat is isolated and purified, then with 40% ethanol elution, is finally taken off again by filling the adsorption column of D-280 resins
Color, then it is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
Embodiment 3
A kind of preparation method of the aesculetin with antioxidant and anti-aging activity, includes following preparation process：
(1) by remaining residue after bark of ash water extraction, drying, ultraviolet irradiation sterilization 30min, take out；
(2) by the bark of ash residue after sterilizing, using 4% geotrichum candidum as zymophyte, using 1% glucose as fermentation assistant,
32 DEG C of constant temperature ventilations are fermentation condition, and fermentation time is 6 hours, and the distilled water for adding 8 times of parts by weight is fermented, fermentation ends
Afterwards, sample is taken out, dries pulverizing, crosses 30 mesh sieves, must ferment bark of ash residue powder；
(3) will ferment bark of ash residue powder, according to solid-liquid ratio 1:30, which add normal butane, carries out refluxing extraction 3 times, every time
60min, merge extract solution, filtering, organic extractant is recovered under reduced pressure, is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, by filtrate by filling AB-8 macroporous absorption trees
The adsorption column of fat is isolated and purified, then with 70% ethanol elution, is finally taken off again by filling the adsorption column of D-280 resins
Color, then it is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
Comparative example 1
A kind of preparation method of the aesculetin with antioxidant and anti-aging activity, includes following preparation process：
(1) by remaining residue after bark of ash water extraction, drying, ultraviolet irradiation sterilization 30min, take out；
(2) by the bark of ash residue after sterilizing, using 5% geotrichum candidum as zymophyte, helped using 1.5% glucose as fermentation
Agent, 35 DEG C of constant temperature ventilations are fermentation condition, and fermentation time is 3 hours, and the distilled water for adding 8 times of parts by weight is fermented, and is fermented
After end, sample is taken out, dries pulverizing, crosses 30 mesh sieves, must ferment bark of ash residue powder；
(3) will ferment bark of ash residue powder, according to solid-liquid ratio 1:35, which add normal butane, carries out refluxing extraction 4 times, every time
20min, merge extract solution, filtering, organic extractant is recovered under reduced pressure, is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, by filtrate by filling AB-8 macroporous absorption trees
The adsorption column of fat is isolated and purified, then with 70% ethanol elution, is finally taken off again by filling the adsorption column of D-280 resins
Color, then it is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
Comparative example 2
A kind of preparation method of the aesculetin with antioxidant and anti-aging activity, includes following preparation process：
(1) by remaining residue after bark of ash water extraction, drying, ultraviolet irradiation sterilization 30min, take out；
(2) it is fermentation condition by the bark of ash residue after sterilizing, 32 DEG C of constant temperature ventilations, fermentation time is 5 hours, adds 8 times
The distilled water of parts by weight is fermented, and after fermentation ends, is taken out sample, dries pulverizing, is crossed 30 mesh sieves, must ferment bark of ash residue powder
End；
(3) will ferment bark of ash residue powder, according to solid-liquid ratio 1:25, which add normal butane, carries out refluxing extraction 3 times, every time
45min, merge extract solution, filtering, organic extractant is recovered under reduced pressure, is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, by filtrate by filling AB-8 macroporous absorption trees
The adsorption column of fat is isolated and purified, then with 55% ethanol elution, is finally taken off again by filling the adsorption column of D-280 resins
Color, then it is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
Comparative example 3
A kind of preparation method of the aesculetin with antioxidant and anti-aging activity, includes following preparation process：
(1) by remaining residue after bark of ash water extraction, drying, ultraviolet irradiation sterilization 30min, take out；
(2) by the bark of ash residue after sterilizing, using 5% geotrichum candidum as zymophyte, helped using 1.5% glucose as fermentation
Agent, 32 DEG C of constant temperature ventilations are fermentation condition, and fermentation time is 5 hours, and the distilled water for adding 8 times of parts by weight is fermented, and is fermented
After end, sample is taken out, dries pulverizing, crosses 50 mesh sieves, must ferment bark of ash residue powder；
(3) will ferment bark of ash residue powder, according to solid-liquid ratio 1:15, which add normal butane, carries out refluxing extraction 3 times, every time
45min, merge extract solution, filtering, organic extractant is recovered under reduced pressure, is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, by filtrate by filling AB-8 macroporous absorption trees
The adsorption column of fat is isolated and purified, then with 55% ethanol elution, is finally taken off again by filling the adsorption column of D-280 resins
Color, then it is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
Interpretation of result：The experiment of the present invention is with reference to 2012 in the tinkling of pieces of jade et al.《The extraction purification work of aesculetin in the bark of ash
Skill research》The assay method of the inside, the content of aesculetin is determined with HPLC methods, by embodiment 1-3 and comparative example 1-3 preparation
The content of Aesculetin record such as table 1 below that condition is prepared.
Table 1
From the data analysis of table 1：The content of the aesculetin obtained under embodiment 1-3 preparation condition substantially compares ratio
The content of the aesculetin obtained under example 1-3 preparation condition is substantially higher；Comparative example 1 changes all ginsengs of preparation technology
Number, the content for the aesculetin that Comparative result example 1 obtains are significantly lower than embodiment 1；Do not added in the preparation technology of comparative example 2
Geotrichum candidum zymophyte and fermentation assistant, but extracted amount is substantially lower than embodiment 1, illustrates that zymophyte and fermentation assistant can influence to send out
Ferment process, and then recovery rate is influenceed, therefore, it is necessary to control the yeasting in preparation technology；The preparation technology of comparative example 3 changes
Preparation technology, but recovery rate is also very low, the preparation condition for further illustrating embodiment be can make it is remaining after bark of ash water extraction
The recovery rate that residue is got well.
The aesculetin with antioxidant and anti-aging activity that embodiment 1 is prepared is applied in suncream, specifically such as
Table 2 below.
Table 2
Anti-oxidation efficacy is verified
Compound concentration is 1 × 10-2Mol/L DPPH ethanol solutions.The aesculetin that embodiment 1 is obtained, and
Suncream in above-mentioned application, it is respectively 0.01,0.10,0.15,0.20,0.25 to treat test sample to be configured to concentration with 80% ethanol
Product solution.5mL sample solutions and DPPH solution are taken respectively, and is well mixed, and avoid light place 30min, are returned to zero with 80% ethanol,
Absorbance A i is determined at 517BITI；Same method, 5mL80% alcohol solvents are taken to be mutually mixed uniformly with sample solution respectively,
Absorbance A j is determined after avoid light place 30min；5mL80% alcohol solvents add 5mLDPPH solution to mix, avoid light place 30min,
Determine absorbance A c.Finally free radical scavenging activity is calculated according to below equation：IP%=[1- (Ai-Aj)/Ac] × 100, in formula
Ai is sample and the absorption values after DPPH effects；Aj is contribution of the sample itself to absorbance；Ac is DPPH itself
Absorption.The removing DPPH of facial mask liquid ability measure knot in the fruit of Chinese magnoliavine lignanoid that embodiment 1 is prepared and application
Fruit see the table below 3.
Table 3
From the data of upper table 3, the oxidation resistance of aesculetin increases with the increase by two of concentration, and anti-oxidant energy
Power is strong；Applied in sunscreen product, impart the good oxidation resistance of product, skin can be made more pale, it is smooth, have
Elasticity, delaying skin aging.
Sun-proof function is verified
Healthy volunteer 60 is chosen, is divided into two groups, age 20-35 year；Experiment is voluntarily completed on request；Above-mentioned preparation
Suncream is test group, and the suncream for laying claim to anti-sunlight function on the market is control group；Test period is one month, is using the
At 30 days, product effect is evaluated using the method for trier's self-appraisal.As a result such as table 4 below.
Table 4
It can be analyzed by the data of table 4, after the sunscreen product in above-mentioned application, skin moisture, skin elasticity have
Continue to increase, wrinkle depth shoals, and skin change is fine and smooth, illustrates the product of the present invention and has excellent water conservation, anti-aging
Effect；The skin that oxidation becomes dark yellow is can effectively improve, makes skin more pale, it is vibrant.
Above example only shows several embodiments of the present invention, therefore its description is more specific and detailed, but can not be
And it is interpreted as the limitation scope to patent of the present invention.It should be noted that：It is any to be engaged in professional and technical personnel, all have the ability
Using the technology contents having revealed that, some are made to it and changes or modifies, turns into the equivalent embodiment of equivalent variations.According to this hair
Bright technical spirit, simple modification, equivalent change and modification is carried out to the present invention, belonged in the range of technical solution of the present invention.
Claims (10)
1. a kind of preparation method of the aesculetin with antioxidant and anti-aging activity, it is characterised in that prepare step comprising following
Suddenly：
(1) by bark of ash residue, drying, ultraviolet irradiation sterilization 30min, take out；
(2) by the bark of ash residue after sterilizing, the distilled water for adding 8 times of parts by weight is fermented, and after fermentation ends, takes out sample,
Dries pulverizing, 30 mesh sieves are crossed, must ferment bark of ash residue powder；
(3) will ferment bark of ash residue powder, add organic extractant and carry out refluxing extraction, merge extract solution, filtering, be recovered under reduced pressure
Organic extractant, it is concentrated into thick paste；
(4) thick paste is added into distilled water diluting, dissolves by heating, filter while hot, then filtrate is isolated and purified and decolourized, then
It is concentrated under reduced pressure, finally obtains required aesculetin by freeze-drying.
2. preparation method as claimed in claim 1, it is characterised in that the bark of ash residue is remaining after water extraction extracts
Residue.
3. preparation method as claimed in claim 1, it is characterised in that in step (2), Fermentation Process of Parameter is：It is white with 2~4%
Ground is mould to be used as zymophyte, and using 0.1~1% glucose as fermentation assistant, 32 DEG C of constant temperature ventilations are fermentation condition, and fermentation time is
4~6 hours.
4. preparation method as claimed in claim 1, it is characterised in that in step (3), the extraction process parameter is：It is organic to carry
It is normal butane to take agent, and its solid-liquid ratio is 1:(20~30)；Reflow's cycle is 2~4 times, every time 30~60 minutes.
5. preparation method as claimed in claim 1, it is characterised in that in step (4), the operation for purifying aesculetin is：Will filter
Liquid is isolated and purified by filling the adsorption column of AB-8 macroporous absorbent resins, then with 40~70% ethanol elutions, is finally led to again
The adsorption column for crossing filling D-280 resins is decolourized.
6. the bark of ash second with antioxidant and anti-aging activity according to obtained by any one of Claims 1 to 5 preparation method
Element.
7. application of the aesculetin according to claim 6 with antioxidant and anti-aging activity in cosmetics are prepared.
8. application of the aesculetin according to claim 7 with antioxidant and anti-aging activity in cosmetics are prepared,
Characterized in that, the State of cosmetics includes cream, emulsion, aqua.
9. a kind of cosmetics, it is characterised in that include the bark of ash second with antioxidant and anti-aging activity described in claim 6
Element.
10. a kind of suncream, it is characterised in that the suncream includes following mass percent composition：Described in claim 6
Aesculetin 0.1~3%, glycerine 2~7%, hydrolyzed pearl 0.4~4%, glycine betaine 4 with antioxidant and anti-aging activity~
9%th, acrylic acid (ester) class/C10-30 alkylol acrylamide acid esters cross-linked polymer 0.1~0.5%, parahydroxyacet-ophenone 0.4~
0.9%th, panthenol 4~9%, allantoin 0.4~0.8%, triethanolamine 0.1~0.3%, propane diols 2~7%, pungent glycol 2~
7%th, Sensiva SC50 0.5~1.5%, PEG-50 rilanit specials 0.04~0.08%, nonyl phenol polyethers -140.1~
0.5%th, deionized water surplus.
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| CN113712867A (en) * | 2021-09-13 | 2021-11-30 | 吴囡 | Antioxidant discoloration plant type essence composition and preparation method and application thereof |
| CN113827518A (en) * | 2021-09-27 | 2021-12-24 | 广州市科能化妆品科研有限公司 | Composition for inhibiting melanin generation, whitening composition, whitening emulsion and preparation thereof |
| CN114767737A (en) * | 2022-06-21 | 2022-07-22 | 上海中医药大学 | Cortex fraxini extract, preparation method and application thereof |
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Application publication date: 20171222 |