CN110327239A - A kind of tyrosinase inhibitor and its application in cosmetics - Google Patents
A kind of tyrosinase inhibitor and its application in cosmetics Download PDFInfo
- Publication number
- CN110327239A CN110327239A CN201910613419.7A CN201910613419A CN110327239A CN 110327239 A CN110327239 A CN 110327239A CN 201910613419 A CN201910613419 A CN 201910613419A CN 110327239 A CN110327239 A CN 110327239A
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- China
- Prior art keywords
- tyrosinase
- tyrosinase inhibitor
- inhibitor
- weight
- parahydroxyacet
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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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- 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
- A61K8/42—Amides
-
- 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
-
- 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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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A kind of application the present invention provides tyrosinase inhibitor and its in cosmetics, the tyrosinase inhibitor include at least one of decoyl hydroximic acid or parahydroxyacet-ophenone.Decoyl hydroximic acid has the ability inhibited tyrosinase activity, parahydroxyacet-ophenone also has the ability inhibited tyrosinase activity, decoyl hydroximic acid and parahydroxyacet-ophenone combination synergistic can increase the ability inhibited tyrosinase activity, when tyrosinase of the invention is applied in cosmetics, its activity by inhibiting tyrosinase, the generation of melanin is reduced, whitening effect is generated.
Description
Technical field
The invention belongs to cosmetic fields, and in particular to a kind of tyrosinase inhibitor and its application in cosmetics.
Background technique
4-hydroxyacetophenone can be used as in drug (such as paracetamol, Ractopamine and atenolol) synthesis
Pharmaceutical intermediate.It is also used as cosmetic material, and is for example embodied in China national food and medicine supervision and management general bureau
(China Food and Drug Administration's, CFDA) has used cosmetic material Names Catalogue (Used
Cosmetics Raw Material Catalogue) in.
When being used for cosmetics, 4-hydroxyacetophenone has following advantageous feature:
(a) it is with certain resistance to corrosion,
(b) its ability with strong kill Brazil's aspergillus (Aspergillus brasiliensis), and
(c) its ability with certain inhibition pseudomonas aeruginosa (Pseudomonas aeruginosa)
(DailyChemical Industry:2015,45:269).
When decoyl hydroximic acid is used for cosmetics, being used as preservative has antibacterial effect.
Summary of the invention
There is provided it is an object of the invention to overcome in place of the shortcomings of the prior art a kind of tyrosinase inhibitor and
Its application in cosmetics.
To achieve the above object, the technical scheme adopted by the invention is as follows: a kind of tyrosinase inhibitor, the tyrosinase
Inhibitor includes at least one of decoyl hydroximic acid or parahydroxyacet-ophenone.
Inventor has found that decoyl hydroximic acid has the ability inhibited tyrosinase activity, while it has also been found that hydroxyl
Benzoylformaldoxime also has the ability inhibited tyrosinase activity.
Preferably, the tyrosinase inhibitor includes the decoyl hydroxyl oxime for accounting for tyrosinase inhibitor weight 2%-15%
Acid accounts for the parahydroxyacet-ophenone of tyrosinase inhibitor weight 4%-30% and the alcohol as solvent.
Inventor has found that being inhibited tyrosinase activity after decoyl hydroximic acid and parahydroxyacet-ophenone combination
Ability enhanced.
Preferably, the weight ratio of decoyl hydroximic acid and parahydroxyacet-ophenone is 1:2 in the tyrosinase inhibitor.
Preferably, the tyrosinase inhibitor include the decoyl hydroximic acid for accounting for tyrosinase inhibitor weight 11.5%,
Account for the parahydroxyacet-ophenone of tyrosinase inhibitor weight 23% and the alcohol as solvent.
Under said ratio, tyrosinase inhibitor has the optimal ability of inhibiting tyrosinase activity and water solubility optimal
Resultant effect.
Preferably, the tyrosinase inhibitor includes the decoyl hydroximic acid for accounting for tyrosinase inhibitor weight 10%, accounts for
The parahydroxyacet-ophenone of tyrosinase inhibitor weight 5% and alcohol as solvent.
Preferably, the alcohol as solvent be propylene glycol, glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol,
At least one of ethoxydiglycol.
The present invention also provides the purposes that any of the above-described tyrosinase inhibitor inhibits tyrosinase activity.
The present invention also provides any of the above-described tyrosinase inhibitors in the cosmetics that preparation has white-skinned face function
Application.
Tyrosinase inhibitor of the invention has the effect of inhibiting tyrosinase well, apply in cosmetics
When, by inhibiting the activity of tyrosinase, the generation of melanin is reduced, whitening effect is generated.
It include weight 0.1%-20% in the cosmetics the present invention also provides a kind of cosmetics with white-skinned face function
Tyrosinase inhibitor, institute's tyrosinase inhibitor include the decoyl hydroximic acid for accounting for tyrosinase inhibitor weight 11.5%,
Account for the parahydroxyacet-ophenone of tyrosinase inhibitor weight 23% and the alcohol as solvent.
It preferably, include the tyrosinase inhibitor of weight 0.5%-3% in the cosmetics, institute's tyrosinase inhibits
Agent include the decoyl hydroximic acid for accounting for tyrosinase inhibitor weight 11.5%, account for tyrosinase inhibitor weight 23% to hydroxyl
Acetophenone and alcohol as solvent.
The beneficial effects of the present invention are: answering the present invention provides a kind of tyrosinase inhibitor and its in cosmetics
With tyrosinase inhibitor of the invention has the effect of inhibiting tyrosinase well, can when applying in cosmetics
By inhibiting the activity of tyrosinase, the generation of melanin is reduced, whitening effect is generated.
Specific embodiment
To better illustrate the object, technical solutions and advantages of the present invention, below in conjunction with specific embodiment to the present invention
It is described further.
Embodiment 1
As a kind of tyrosinase inhibitor of the embodiment of the present invention, the tyrosinase inhibitor includes decoyl hydroxyl oxime
Acid and alcoholic solvent, the alcohol as solvent are propylene glycol, glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethyoxyl two
At least one of ethylene glycol.
Embodiment 2
As a kind of tyrosinase inhibitor of the embodiment of the present invention, the tyrosinase inhibitor includes para hydroxybenzene
Ethyl ketone and alcoholic solvent, the alcohol as solvent are propylene glycol, glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethyoxyl
At least one of diethylene glycol.
Embodiment 3
As a kind of tyrosinase inhibitor of the embodiment of the present invention, the tyrosinase inhibitor includes accounting for tyrosinase
The decoyl hydroximic acid of inhibitor weight 11.5% accounts for the parahydroxyacet-ophenone of tyrosinase inhibitor weight 23% and as solvent
Alcohol, as solvent alcohol be propylene glycol, glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethoxydiglycol
At least one of.
Embodiment 4
As a kind of tyrosinase inhibitor of the embodiment of the present invention, the tyrosinase inhibitor includes accounting for tyrosinase
The decoyl hydroximic acid of inhibitor weight 3% accounts for the parahydroxyacet-ophenone of tyrosinase inhibitor weight 6% and as solvent
Alcohol, the alcohol as solvent are propylene glycol, in glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethoxydiglycol
At least one.
Embodiment 5
As a kind of tyrosinase inhibitor of the embodiment of the present invention, the tyrosinase inhibitor includes accounting for tyrosinase
The decoyl hydroximic acid of inhibitor weight 5% accounts for the parahydroxyacet-ophenone of tyrosinase inhibitor weight 10% and as solvent
Alcohol, the alcohol as solvent are propylene glycol, in glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethoxydiglycol
At least one.
Embodiment 6
As a kind of tyrosinase inhibitor of the embodiment of the present invention, the tyrosinase inhibitor includes accounting for tyrosinase
The decoyl hydroximic acid of inhibitor weight 10% accounts for the parahydroxyacet-ophenone of tyrosinase inhibitor weight 5% and as solvent
Alcohol, the alcohol as solvent are propylene glycol, in glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethoxydiglycol
At least one.
Embodiment 7
It include weight in the cosmetics as a kind of cosmetics with white-skinned face function of the embodiment of the present invention
The tyrosinase inhibitor of 0.1%-20%, institute's tyrosinase inhibitor include account for tyrosinase inhibitor weight 11.5% pungent
Acyl hydroximic acid, the parahydroxyacet-ophenone for accounting for tyrosinase inhibitor weight 23% and the alcohol as solvent, the alcohol as solvent are
At least one of propylene glycol, glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethoxydiglycol.
Experimental example 1
The activity suppression of tyrosinase is tested
Decoyl hydroximic acid, the tyrosinase inhibitor of parahydroxyacet-ophenone and embodiment 3-6 and kojic acid, vitamin C second
Base ether, β-arbutin inhibit the ability of tyrosinase to be detected, and method is as follows.
1, single phenol inhibition of enzyme activity
Tetra- groups of reaction solutions of A1, A2, B1, B2 are drawn by table 1 is accurate respectively, mixes, is placed in constant temperature 10min in 37 DEG C of water-baths,
It mixes 0.2ml tyrosinase solution is added, after 37 DEG C of water-bath 30min, moves in 3ml cuvette again, measure at 475nm
Light absorption value, every group parallel test 3 times.
1 reaction solution of table composition
2, o-diphenolase activity inhibits
Tetra- groups of reaction solutions of A1, A2, B1, B2 are drawn by table 2 is accurate respectively, mixes, is placed in constant temperature 10min in 37 DEG C of water-baths,
It mixes, moves in 3ml cuvette again 0.2ml tyrosinase solution is added, measure the light absorption value at 475nm, every group is tried in parallel
It tests 3 times.
2 reaction solution of table composition
3, test result
Tyrosinase inhibition rate calculates as follows
Experimental result is as shown in table 3, table 4
3 tyrosinase inhibition rate of table
| Sample | IC50 (diphenolase) % | IC50 (monophenolase) % |
| Kojic acid | 0.0031% | 0.0017% |
| Decoyl hydroximic acid | 0.0079% | 0.006% |
| Parahydroxyacet-ophenone | / | 0.036% |
| Vitamin C Ethyl Ether | 0.31% | 0.22% |
| β-arbutin | / | 0.31% |
| Embodiment 3 | 0.18% | 0.025% |
| Embodiment 4 | / | 0.18% |
| Embodiment 5 | / | 0.12% |
| Embodiment 6 | / | 0.05% |
IC50 in table 3 is measured with mass concentration, wherein kojic acid, Vitamin C Ethyl Ether, β-arbutin, decoyl hydroximic acid,
Parahydroxyacet-ophenone is the IC50 of sample simple substance, and embodiment 3-6 indicates the IC50 of the tyrosinase inhibitor of embodiment 3-6.It is pungent
Acyl hydroximic acid inhibits tyrosinase ability close to kojic acid, and the inhibition tyrosinase ability of parahydroxyacet-ophenone is better than vitamin C
Ethylether.As shown in Table 3, decoyl hydroximic acid, parahydroxyacet-ophenone all have the ability inhibited tyrosinase activity, may be used as
Tyrosinase inhibitor.
As shown in Table 3, the tyrosinase of embodiment 3-6 has the ability inhibited tyrosinase activity, applies and is making up
When in product, the generation of melanin can be reduced, whitening effect is generated by the activity of inhibition tyrosinase.
4 tyrosinase inhibition rate of table
| Sample | Mass concentration | Single phenol enzyme inhibition rate |
| Decoyl hydroximic acid | 0.002875% | 23.6% |
| Parahydroxyacet-ophenone | 0.005750% | 3.5% |
By the embodiment 3 in table 3 it is found that when the tyrosinase inhibitor of embodiment 3 generates 50% inhibiting rate, decoyl
Hydroximic acid content 0.002875%, parahydroxyacet-ophenone content 0.005750%；As shown in Table 4, inventor the study found that
0.002875% decoyl hydroximic acid is 23.6% to inhibiting rate, and the inhibiting rate of 0.005750% parahydroxyacet-ophenone is
3.5%, the sum of the two inhibiting rate illustrates after mixing decoyl hydroximic acid and parahydroxyacet-ophenone, less than 50% to tyrosinase
Inhibitory effect produce synergistic effect.
Finally, it should be noted that the above embodiments are merely illustrative of the technical solutions of the present invention rather than protects to the present invention
The limitation of range is protected, although the invention is described in detail with reference to the preferred embodiments, those skilled in the art should
Understand, it can be with modification or equivalent replacement of the technical solution of the present invention are made, without departing from the essence of technical solution of the present invention
And range.
Claims (10)
1. the purposes that decoyl hydroximic acid inhibits tyrosinase activity.
2. the purposes that parahydroxyacet-ophenone inhibits tyrosinase activity.
3. a kind of tyrosinase inhibitor, which is characterized in that the tyrosinase inhibitor includes decoyl hydroximic acid or right
At least one of hydroxy acetophenone.
4. tyrosinase inhibitor according to claim 3, which is characterized in that the tyrosinase inhibitor includes accounting for junket
The decoyl hydroximic acid of propylhomoserin enzyme inhibitor weight 2%-15%, the para hydroxybenzene second for accounting for tyrosinase inhibitor weight 4%-30%
Ketone and alcohol as solvent.
5. tyrosinase inhibitor according to claim 4, which is characterized in that decoyl hydroxyl in the tyrosinase inhibitor
The weight ratio of oxime acid and parahydroxyacet-ophenone is 1:2.
6. tyrosinase inhibitor according to claim 4, which is characterized in that the tyrosinase inhibitor includes accounting for junket
The decoyl hydroximic acid of propylhomoserin enzyme inhibitor weight 11.5%, the parahydroxyacet-ophenone and work for accounting for tyrosinase inhibitor weight 23%
For the alcohol of solvent.
7. tyrosinase inhibitor according to claim 4, which is characterized in that the tyrosinase inhibitor includes accounting for junket
The decoyl hydroximic acid of propylhomoserin enzyme inhibitor weight 10%, the parahydroxyacet-ophenone for accounting for tyrosinase inhibitor weight 5% and conduct
The alcohol of solvent.
8. according to any tyrosinase inhibitor of claim 4-7, which is characterized in that the alcohol as solvent is third
At least one of glycol, glycerine, butanediol, pentanediol, hexylene glycol, dipropylene glycol, ethoxydiglycol.
9. the purposes that the tyrosinase inhibitor as described in claim 4-8 is any inhibits tyrosinase activity.
10. a kind of cosmetics with white-skinned face function, which is characterized in that include weight 0.1%-20% in the cosmetics
Tyrosinase inhibitor as claimed in claim 6.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910613419.7A CN110327239A (en) | 2019-07-08 | 2019-07-08 | A kind of tyrosinase inhibitor and its application in cosmetics |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910613419.7A CN110327239A (en) | 2019-07-08 | 2019-07-08 | A kind of tyrosinase inhibitor and its application in cosmetics |
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| CN110327239A true CN110327239A (en) | 2019-10-15 |
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| CN201910613419.7A Pending CN110327239A (en) | 2019-07-08 | 2019-07-08 | A kind of tyrosinase inhibitor and its application in cosmetics |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110664658A (en) * | 2019-11-16 | 2020-01-10 | 菏泽新东方日化科技有限公司 | Whitening antibacterial composition and cosmetic containing same |
| CN115737477A (en) * | 2023-01-06 | 2023-03-07 | 广州美尔生物科技有限公司 | Whitening composition, whitening antiseptic composition and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050271608A1 (en) * | 2004-06-05 | 2005-12-08 | Gupta Shyam K | Skin whitening compositions based on hydroxyaryl alkyl ketones and their isosteric derivatives |
| KR20130061229A (en) * | 2011-12-01 | 2013-06-11 | 배은경 | Cosmetic composition containing octanohydroxamic acid |
| CN105342869A (en) * | 2015-09-02 | 2016-02-24 | 张愉 | Composition with anticorrosion effect and preparation method and application thereof |
-
2019
- 2019-07-08 CN CN201910613419.7A patent/CN110327239A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050271608A1 (en) * | 2004-06-05 | 2005-12-08 | Gupta Shyam K | Skin whitening compositions based on hydroxyaryl alkyl ketones and their isosteric derivatives |
| KR20130061229A (en) * | 2011-12-01 | 2013-06-11 | 배은경 | Cosmetic composition containing octanohydroxamic acid |
| CN105342869A (en) * | 2015-09-02 | 2016-02-24 | 张愉 | Composition with anticorrosion effect and preparation method and application thereof |
Non-Patent Citations (1)
| Title |
|---|
| (日) 铃木敏幸: "美白化妆品发展趋向", 《上海轻工业》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110664658A (en) * | 2019-11-16 | 2020-01-10 | 菏泽新东方日化科技有限公司 | Whitening antibacterial composition and cosmetic containing same |
| CN115737477A (en) * | 2023-01-06 | 2023-03-07 | 广州美尔生物科技有限公司 | Whitening composition, whitening antiseptic composition and application thereof |
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