CN106420680B - Benzophenone derivatives as tyrosinase activators and their applications - Google Patents
Benzophenone derivatives as tyrosinase activators and their applications Download PDFInfo
- Publication number
- CN106420680B CN106420680B CN201610877440.4A CN201610877440A CN106420680B CN 106420680 B CN106420680 B CN 106420680B CN 201610877440 A CN201610877440 A CN 201610877440A CN 106420680 B CN106420680 B CN 106420680B
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- Prior art keywords
- benzophenone
- tyrosinase
- dihydroxy
- dihydroxy benaophenonel
- aminobenzophenone
- Prior art date
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/12—Ketones
-
- 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
- A61K8/41—Amines
-
- 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
- A61Q19/04—Preparations for care of the skin for chemically tanning the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- 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
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
The invention belongs to the technical fields of cosmetics, drug and food chemistry, disclose benzophenone derivates as tyrosinase activator and its application.Benzophenone derivates are used as tyrosinase activator by the present invention, the benzophenone derivates are 2- dihydroxy benaophenonel, 3- dihydroxy benaophenonel, 4- dihydroxy benaophenonel, 4- methoxy benzophenone, 4- aminobenzophenone, 3- aminobenzophenone, 4,4 '-dihydroxy benaophenonels, 2,4,4 '-trihydroxybenzophenones or methoxyl group -4 3-, one or more of 4 '-dihydroxy benaophenonels.Compound according to the present invention all has strong tyrosinase Activation Activity, has apparent application prospect in drug (such as: treatment leucoderma), cosmetics (such as: black hair shampoo).
Description
Technical field
The present invention relates to cosmetics, drug and food chemistry fields, and in particular to a kind of benzophenone derivates are used as junket
Propylhomoserin zymoexciter and its application in cosmetics and drug.
Background technique
Tyrosinase is an enzyme multi-functional, containing two copper atoms, is widely present in microorganism, animals and plants and its people
In body.This enzyme is diphenol (single phenol enzymatic activity) using molecular oxygen catalysis oxidation single phenol, and catalysis oxidation diphenol is corresponding later
Quinone.Quinone obtains mixing melanin by a series of enzymatic or without enzymatic process.
Tyrosinase is related with many bioprocess, such as closely related with the pigmentation disease of the aging of people, human body.
Recent research indicate that the activity of tyrosinase reduces, can make one to suffer from some hypopigmentation diseases, such as: young person with greying hair, leucoderma
Deng.
Currently, the research about tyrosinase inhibitor is more, and the research about tyrosinase activator is less, most
It is to be obtained by random screening.It is domestic that its activation to tyrosinase, such as Psoralen is mainly studied by Chinese traditional medicine's extractant
The Chinese medical extracts such as rouge, pueraria lobata, Radix Salviae Miltiorrhizae, the fleece-flower root, Eclipta prostrata, Radix Angelicae Sinensis, which are all shown, has different degrees of activation to make tyrosinase
With.(referring to document: Wang Xiyuan etc., psoralen compound is to tyrosinase synergistic activation performance study." Natural products research
With exploitation ".2007,19,77~80.Chen Lianghua etc., research of the medicinal plant to Mushroom Tyrosinase activation." Xiamen is big
Learn journal (natural science edition) ", 2008,47 (2), 110~114.Deng Xiangqing etc., the reaction of coffee acid active tyrosinase catalysis
Dynamics research, " Food Science ", 2008,29 (4), 98~101.Yan Guilong etc., kudzu root extract is to tyrosinase activity
It influences, " research and development of natural products ", 2009,21,96~98.) external also rare to the research of tyrosinase activator.
Summary of the invention
It is an object of the invention in view of the above shortcomings of the prior art, provide a kind of benzophenone derivates to be used as junket ammonia
Sour zymoexciter, the activator have high activity.
Being used to prepare it is a further object of the present invention to provide above-mentioned benzophenone derivates has activation tyrosinase activity
Drug.The drug is preferably the drug for treating leucoderma.
Being used to prepare a further object of the present invention is to provide above-mentioned benzophenone derivates has activation tyrosine enzyme activity
The cosmetics of property.The cosmetics are preferably U.S. melanism cosmetic and/or black hair cosmetics.
The purpose of the present invention is achieved through the following technical solutions:
Benzophenone derivates be used as tyrosinase activator, the benzophenone derivates be 2- dihydroxy benaophenonel,
3- dihydroxy benaophenonel, 4- dihydroxy benaophenonel, 4- methoxy benzophenone, 4- aminobenzophenone, 3- aminobenzophenone,
One in 4,4 '-dihydroxy benaophenonels, 2,4,4 '-trihydroxybenzophenones or 3- methoxyl group -4,4 '-dihydroxy benaophenonel
Kind or more.
The i.e. described tyrosinase activator is 2- dihydroxy benaophenonel, 3- dihydroxy benaophenonel, 4- dihydroxy benaophenonel, 4-
Methoxy benzophenone, 4- aminobenzophenone, 3- aminobenzophenone, 4,4 '-dihydroxy benaophenonels, 2,4,4 '-three hydroxyls
One or more of base benzophenone or 3- methoxyl group -4,4 '-dihydroxy benaophenonel.
The benzophenone derivates are used to prepare the drug with activation tyrosinase activity.The drug is preferably controlled
Treat the drug of leucoderma.Benzophenone derivates are 2- dihydroxy benaophenonel, 3- dihydroxy benaophenonel, 4- hydroxy benzophenone at this time
Ketone, 4- methoxy benzophenone, 4- aminobenzophenone, 3- aminobenzophenone, 4,4 '-dihydroxy benaophenonels, 2,4,4 '-
One or more of trihydroxybenzophenone or 3- methoxyl group -4,4 '-dihydroxy benaophenonel.
The benzophenone derivates of stating are used to prepare the cosmetics with activation tyrosinase activity.The cosmetics are excellent
It is selected as U.S. melanism cosmetic and/or black hair cosmetics.Benzophenone derivates are 2- dihydroxy benaophenonel, 3- hydroxy benzophenone at this time
Ketone, 4- dihydroxy benaophenonel, 4- methoxy benzophenone, 4- aminobenzophenone, 3- aminobenzophenone, 4,4 '-dihydroxy
One or more of benzophenone, 2,4,4 '-trihydroxybenzophenones or 3- methoxyl group -4,4 '-dihydroxy benaophenonel.
With prior art ratio, the invention has the advantages that and the utility model has the advantages that
1: the present invention provides the application of organic compound (benzophenone derivates) as tyrosinase activator, is different from
Current natural animal-plant extract applied on the market；
2: benzophenone derivative of the invention has preferable activity ratio to tyrosinase；Show this hair through in vitro study
Bright benzophenone derivates can effectively activate tyrosinase, to promote the generation of melanin, to improve related disease.
Specific embodiment
Below with reference to embodiment, the present invention is described in further detail, and embodiments of the present invention are not limited thereto.
Embodiment: benzophenone derivative is used as the application of tyrosinase activator:
(1) test method:
20 μ of 890 μ L phosphate buffer solutions (pH=6.8) and various concentration are separately added into the centrifuge tube of 1.5mL
L compound (benzophenone derivative) solution (DMSO preparation), the concentration of DMSO is 2% in final solution, and 10 μ L junket are then added
Propylhomoserin enzyme solutions (are prepared, 0.5mg/mL) with the phosphate buffer solution of pH=6.8, are shaken up, 25 DEG C of water bath with thermostatic control 30min.Then
The L-DOPA solution (1.5mg/mL) of 80 μ L is added, shakes up rapidly, solution is then tested under 25 DEG C of constant temperatures at 475nm
OD value (OD value) variation, testing time 1min deducts influence of the buffer solution to this experiment.Then increased according to OD value
Straight line finds out its slope, i.e. enzyme activity force value.Benzophenone derivative is as shown in table 1 to the test result of the activity ratio of tyrosinase.
Enzyme relative activity, that is, activity ratio.
Enzyme relative activity=(the enzyme activity force value being added after activator/do not add the enzyme activity force value of activator) × 100%
The Activation Activity of the serial two pairs of tyrosinases of 1 benzophenone derivates of table
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, other any changes, modifications, substitutions, combinations, simplifications made without departing from the spirit and principles of the present invention,
It should be equivalent substitute mode, be included within the scope of the present invention.
Claims (2)
1. benzophenone derivates are used to prepare tyrosinase activator, it is characterised in that: the benzophenone derivates are 2-
Dihydroxy benaophenonel, 3- dihydroxy benaophenonel, 4- dihydroxy benaophenonel, 4- methoxy benzophenone, 4- aminobenzophenone, 3-
Aminobenzophenone, 4,4 '-dihydroxy benaophenonels, 2,4,4 '-trihydroxybenzophenones or 3- methoxyl group -4,4 '-dihydroxy
One or more of benzophenone.
2. benzophenone derivates are used to prepare the cosmetics with activation tyrosinase activity, it is characterised in that: the hexichol
Ketone derivatives are 2- dihydroxy benaophenonel, 3- dihydroxy benaophenonel, 4- dihydroxy benaophenonel, 4- methoxy benzophenone, 4-
Aminobenzophenone, 3- aminobenzophenone, 4,4 '-dihydroxy benaophenonels, 2,4,4 '-trihydroxybenzophenones or 3- methoxy
One or more of base -4,4 '-dihydroxy benaophenonel；
The cosmetics are black hair cosmetics.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610877440.4A CN106420680B (en) | 2016-09-30 | 2016-09-30 | Benzophenone derivatives as tyrosinase activators and their applications |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610877440.4A CN106420680B (en) | 2016-09-30 | 2016-09-30 | Benzophenone derivatives as tyrosinase activators and their applications |
Publications (2)
| Publication Number | Publication Date |
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| CN106420680A CN106420680A (en) | 2017-02-22 |
| CN106420680B true CN106420680B (en) | 2019-04-23 |
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| CN201610877440.4A Active CN106420680B (en) | 2016-09-30 | 2016-09-30 | Benzophenone derivatives as tyrosinase activators and their applications |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111892486B (en) * | 2019-05-06 | 2023-04-18 | 莆田学院 | Hydroxyl-substituted benzophenone compound and preparation method and application thereof |
| CN113143897B (en) * | 2021-04-20 | 2022-05-24 | 中国科学院武汉病毒研究所 | Application of 4-aminobenzophenone |
| CN115212192B (en) * | 2022-08-15 | 2023-09-08 | 山西医科大学 | Application of diphenyl ketone derivative in preparation of kidney fibrosis resisting medicine |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101460060A (en) * | 2006-03-01 | 2009-06-17 | 特莱斯特拉塔公司 | Compositions and methods for topical treatment of tar-responsive skin disorders |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ572334A (en) * | 2004-12-22 | 2010-02-26 | Omj Ireland Ltd | Phototherapy compositions comprising 8-methoxypsoralen and 2-ethylhexyl p-dimethylaminobenzoate |
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2016
- 2016-09-30 CN CN201610877440.4A patent/CN106420680B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101460060A (en) * | 2006-03-01 | 2009-06-17 | 特莱斯特拉塔公司 | Compositions and methods for topical treatment of tar-responsive skin disorders |
Non-Patent Citations (1)
| Title |
|---|
| Depigmentation of the skin induced by 4-(4-hydroxyphenyl)-2-butanol is spontaneously re-pigmented in brown and black guinea pigs.;Yasutaka Kuroda等;《The Journal of Toxicological Sciences》;20141231;第39卷(第4期);615-623 |
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