CN106137782A - The topical composition that comprises sinomenine and for the method suppressing protein carbonyl - Google Patents
The topical composition that comprises sinomenine and for the method suppressing protein carbonyl Download PDFInfo
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- CN106137782A CN106137782A CN201510194019.9A CN201510194019A CN106137782A CN 106137782 A CN106137782 A CN 106137782A CN 201510194019 A CN201510194019 A CN 201510194019A CN 106137782 A CN106137782 A CN 106137782A
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- CN
- China
- Prior art keywords
- sinomenine
- topical composition
- skin
- carbonyl
- compositions
- Prior art date
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- 230000037213 diet Effects 0.000 description 1
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- 229940114124 ferulic acid Drugs 0.000 description 1
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- 235000001785 ferulic acid Nutrition 0.000 description 1
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- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 1
- 235000003969 glutathione Nutrition 0.000 description 1
- 229960003180 glutathione Drugs 0.000 description 1
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- 150000002338 glycosides Chemical class 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
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- 230000003859 lipid peroxidation Effects 0.000 description 1
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- 238000004519 manufacturing process Methods 0.000 description 1
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- 230000036961 partial effect Effects 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 230000008845 photoaging Effects 0.000 description 1
- 235000017807 phytochemicals Nutrition 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229930000223 plant secondary metabolite Natural products 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 description 1
- 230000006318 protein oxidation Effects 0.000 description 1
- 235000012950 rattan cane Nutrition 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
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- 229920002545 silicone oil Polymers 0.000 description 1
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 1
- 210000004927 skin cell Anatomy 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
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Classifications
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/473—Quinolines; Isoquinolines ortho- or peri-condensed with carbocyclic ring systems, e.g. acridines, phenanthridines
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/485—Morphinan derivatives, e.g. morphine, codeine
-
- 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
Abstract
A kind of topical composition comprises the vegetable material belonged to from wind dragon.Described topical composition can use on subjects skin.Generally, described topical composition comprises the vegetable material from wind dragon species, such as extract.Described extract includes at least sinomenine as active substance.Described sinomenine is present in described topical composition with the amount of suppression subjects skin's protein carbonyl effective after using.In certain embodiments, the active component of described topical composition is made up of sinomenine.In a particular embodiment, described topical composition is made up of sinomenine.A kind of for suppressing the beauty method of subjects skin's protein carbonyl to include the step of sinomenine application to subjects skin.Described topical composition is typically be enough to suppress amount and/or the time application of skin protein carbonylation.
Description
Technical field
The present invention relates generally to comprise sinomenine for suppress subjects skin's protein carbonyl
Topical composition, and be more particularly to comprise the topical composition of sinomenine and use institute
The method stating topical composition suppression subjects skin's protein carbonyl (or degeneration).
Background technology
Think that the factor of mainly facilitating of the skin yellow relevant to aging is to be referred to as " carbonyl in corium
Change " albuminous degeneration process.Research display, albuminous degeneration is that ultraviolet (" UV ") ray damages
The result combined between degradation of lipid product and corium albumen that injured labor is raw.The decolouring caused is to promote
One-tenth skin is the principal element of yellow with individual's age, and is a problem especially for Aisan.
As the example of aforementioned process, lipid can be mutual with the aldehyde causing corium protein carbonyl
Effect, causes oxidative carbonyl protein.In a similar manner, saccharide can cause the saccharifying of corium albumen,
Obtain the albumen of saccharifying.Think that carbonylation produces the skin of more yellow relative to saccharifying.
As preventive measure, carry out making great efforts to prevent UV from penetrating by Topical sunscreen compositions
Line loss is hindered.As corrective action, carry out making great efforts with by local skin blast (or brightening)
Compositions reversing skin yellow.Unfortunately, such composition requires ongoing application, and
And need user compliance effective.Additionally, some in these compositionss can stimulate skin.
Skin irritation or other application problems, the most undesirable oil, user will be caused to stop
Use compositions or use compositions in the way of invalid for its expection purpose.
In view of above, still exist and other topical compositions of suppression skin yellow are provided.Also deposit
In the chance reversing, slow down or prevent skin carbonylation.
Summary of the invention
Disclose a kind of topical composition.Described topical composition can make on subjects skin
With.Described topical composition comprises sinomenine.Described sinomenine is tested with effectively suppression after using
The amount of person's skin protein carbonylation exists.In certain embodiments, described topical composition
Active component is made up of sinomenine.In a particular embodiment, described topical composition is by Sinomenium acutum
Alkali forms.
Also disclose a kind of beauty method suppressing subjects skin's protein carbonyl.This beauty treatment side
Method includes the step applying sinomenine to subjects skin.Described topical composition is typically be enough to
The amount of suppression skin protein carbonylation and/or time application.It is different from protein carbonylization suppression,
Topical composition is additionally operable to skin lightening (or brightening), it is especially useful in suppression B16 cell,
Eliminate melanin and/or suppression tryrosinase.
Accompanying drawing explanation
Other advantages of the disclosure will readily appreciate that, because by examining with reference to described below and combination
Consider accompanying drawing and become better understood, in accompanying drawing:
Fig. 1 is the line chart illustrating cell toxicity data (" data 1 ");
Fig. 2 is the line chart illustrating carbonylation suppression data (" data 2 ");
Fig. 3 is another line chart illustrating cell toxicity data (" data 3 ");
Fig. 4 is the line chart illustrating B16 cell suppression data (" data 4 ");
Fig. 5 is the line chart illustrating melanin eliminator rate data (" data 5 ");With
Fig. 6 is the line chart illustrating tyrosinase inhibition rate data (" data 6 ").
Detailed description of the invention
Disclose a kind of topical composition (" compositions ").Described compositions is used for suppressing skin
Protein carbonyl.More specifically, described compositions can be used for suppressing subjects skin's protein carbonyl
Change.Skin layer includes epidermis and corium, and protein carbonylization typically betides at least corium.Generally,
Described compositions is applied directly to epidermis, such as horny layer.It is also possible that state between compositions
Scoop out with to epidermis, such as by carrying/deliver described compositions to the paster of skin.At least
A part of described compositions or its active component, such as sinomenine, migrate across table from horny layer
Skin also arrives corium to suppress protein carbonyl therein.
Experimenter is typically people, and can include the men and women at each age.Described combination
Thing is not limited to the skin site of particular subject or experimenter.Such as, a people can be by described
Compositions is applied to its face, neck, arm, hands, breast, trunk, lower limb, foot etc. or its combination in any.
This type of skin area can be impaired or the most impaired.Black speck, yellow, sagging and/or wrinkle one
As indicate skin injury, such as UV ray or photic damage.The method using described compositions exists
It is discussed further below.
It is surprisingly found that wind dragon genus (genus Sinomenium) to can be used for suppressing skin
Protein carbonyl.Specifically, do not carry the baby or be limited to any particular theory, it is believed that wind dragon belongs to
Extract reduce and/or suppression skin protein carbonylation.The compositions of the disclosure generally comprises
The plant that belongs to from wind dragon, more generally from wind dragon (Sinomenium acutum) plant planted
Extract.As described below, sinomenine is the active substance of described extract, and according to
Letter is the active compound for suppressing protein carbonyl.As used herein, wind dragon is belonged to
Mention and can be used interchangeably with wind dragon, and vice versa.Sinomenine and wind dragon are belonged to (or wind
Dragon) as the mentioning and be also of extract.Based on finding herein, the embodiment of the disclosure is general
Relate to topical composition, comprise the extract of wind dragon platymiscium, the such as extraction of wind dragon species plant
Thing, wherein sinomenine exists with the amount reducing/suppress subject protein's carbonylation to use metapedes.
In each embodiment, described compositions comprises sinomenine.In further embodiment
In, the active component of described compositions is made up of sinomenine.In these embodiments, described
Compositions can be made up of one or more annexing ingredients and/or inactive ingredients further.?
In some embodiment, described compositions is made up of sinomenine.In all these embodiments,
Described compositions can include the vegetable material belonged to from wind dragon, including the plant from wind dragon species
Material.
It is that menispermaceous plants belongs to that wind dragon belongs to.It only includes that one is known and plants, and wind dragon, in originating from
State, north India, Nepal, Japan and Northern Thailand.Wind dragon is also referred to as Sinomenium acutum
(Sinomenium acutum(Thunb.)Rehd.et Wils).The active substance bag of wind dragon
Include alkaloid such as sinomenine, isosinomenine, two sinomenines, L-menispermine and acutumine,
And β-phytosterol and stigmasterol.In these active substances, it is believed that sinomenine is suppression albumen
The active compound of carbonylation (or degeneration).One or more of other active substances can also
For this effect, but it is believed that sinomenine is maximally effective for protein carbonylization suppression.Blue or green
No. CAS of rattan alkali is 115-53-7, and molecular weight is~329g/mol, and molecular formula is
C19H23NO4.Sinomenine can be either commercially available as standard sample, or can pass through
Extract wind dragon platymiscium material and obtain.The standard sample of sinomenine can have at least about
90%, at least about 95%, at least about 99% and the purity of up to 99.99%.Can also obtain
And use other purity level.
Any part of wind dragon platymiscium can be used for obtaining the sinomenine used in compositions, including
But it is not limited to the extract of root, stem, rhizome, leaf, flower, fruit and/or these parts.Sinomenium acutum
Alkali is generally present in the root of wind dragon, and thus, root extract is usually for disclosure purpose
Useful.Wind dragon belongs to can be with original shape formula, suspended form, dehydrated form, conc forms or extraction
Thing form uses.Generally, wind dragon belongs to is dry or liquid form.
This wind dragon belongs to other components of extract and/or compositions can be by known in the art
General extraction methods obtains, such as, extracted by water (such as steam) or pass through solvent (such as
Alcohol) extract.The compositions of the disclosure is not limited to specific extracting method, the most necessarily extracts,
Because sinomenine can be easily available from many commercial supplier.Exemplary extracting method is below
Describe.
In many embodiments, compositions comprises the extract from wind dragon species.As made herein
, " wind dragon belongs to extract " is mentioned the extract referred generally to containing belonging to, bag from wind dragon
Include from wind dragon species.Wind dragon belong to extract can business available from various sources.Additionally, suitable wind
Dragon belongs to extract and can obtain by using any conventional extraction techniques.
Extract is belonged to, polar solvent such as alcohol (such as methanol, ethanol, fourth in order to obtain wind dragon
Glycol), ether (such as ether), ketone (such as acetone), ester (such as ethyl acetate), water or
Its mixture can be used as solvent.Wind dragon belong to extract can also by with non-polar solven from polarity
Solvent extracts extract further and obtains.The non-polar solven being suitable for includes but not limited to acetic acid
Ethyl ester, hexane, dichloromethane, chloroform or its mixture.
Many is had to can be used for producing the extracting method of the extract being suitable for described compositions.These sides
Method includes but not limited to the extraction side disclosed in the U.S. Patent number 7,897,184 of Rana et al.
Method, it is incorporated herein by reference in their entirety at this, and below with reference to some extracting method
Partly replicate.Although the Extraction solvent described refers specifically to ethanol, it should be appreciated that, other
Alcohol, can supplement such as but not limited to isopropanol, ethyl alcohol and/or methylol or substitute ethanol
And use.Exemplary alcohols solvent includes but not limited to C1To C4Alcohol, such as methanol, ethanol,
Propanol, isopropanol and butanol;The mixture of water-alcohol or alcohol and water, including water-ethanol
(hydro-ethanol);Polyhydroxy-alcohol, such as propylene glycol and butanediol;And fatty alcohol.Permissible
Use any one of these alcoholic solvents.Other solvents, can also make such as but not limited to acetone
Use for Extraction solvent.Solvent-water the admixture of any ratio, such as alcohol-water can also be used
And/or acetone-water admixture.
In an example, it is possible to use organic solvent extraction technology obtains wind dragon and belongs to extract.
In another example, it is possible to use the separation of solvent series classification obtains wind dragon and belongs to extract.Also
Total water-ethanol extraction technology can be used to belong to extract to obtain wind dragon.It is said that in general, its
It is referred to as disposable extraction.The extract produced in this process can be containing the extraction material of wide scope
Present in phytochemical, including fat-soluble and water-soluble plant chemicals.Extract collecting
After solution, evaporate solvent, obtain extract.
Total ethanol extraction can also be used.This technology uses ethanol as solvent.This extraction skill
The extract that art produces can also include fat-soluble and/or lipophilic in addition to water soluble compound
Compound.Total methanol extraction can also be used by similar manner, there is similar result.At each
In embodiment, obtain wind dragon belong to extract by the vegetable material of alcohol extraction wind dragon species.
Another example that can be used for obtaining the extractive technique that wind dragon belongs to extract is supercritical dioxy
Change carbon supercritical extraction (" SFE ").In this extraction procedure, material to be extracted is the most sudden and the most violent
It is exposed to any organic solvent.But, Extraction solvent be supercriticality (such as > 31.3 DEG C and
> 73.8 bar) under carbon dioxide (CO2), containing being with or without regulator.People in the art
Member is it will be appreciated that temperature and pressure condition can change to obtain optimal extract productivity.This skill
Art produces the fat-soluble and/or extract of lipophilic compound, is similar to total hexane and ethyl acetate
Extractive technique, it can also use.
Wind dragon belongs to extract and can any amount add in compositions, and condition is that it is effectively to suppress egg
The amount of white carbonylation exists.Generally, sinomenine is effectively to reduce subjects skin's carbonyl derivative
The amount generated exists.This type of carbonyl derivative generally comprises aldehyde, ketone or a combination thereof.
In each embodiment, sinomenine is with about 5 to about 500 or about 25 to about 350
The amount of topical composition described in μ g/mL exists.In a particular embodiment, sinomenine is with about
10, about 20, about 25, about 50, about 75, about 100, about 200 or about 300 μ g/mL groups
The amount of compound exists.Further contemplate each subrange and the amount of about 5 to about 500 μ g/mL compositionss,
And the amount less than or greater than this tittle.
Present in compositions, the amount of sinomenine can be depending on several factor, including desired albumen
Protein carbonylization suppression level in carbonylation suppression level, specific extraction thing or compositions, with
And other factors.In certain embodiments, based on 100 weight portions (" pbw ") compositions,
Sinomenine exists with the amount of about 0.01 to about 20pbw.In further embodiment, based on
100pbw compositions, sinomenine exists with the amount of about 0.05 to about 10pbw.Further contemplate about
Each subrange of 0.01 to about 20pbw and amount, and the amount less than or greater than this tittle.
It is optionally used for other extracts of disclosure compositions or composition is described in U.S. of Dornoff et al.
State's patent No. 5,747,006, and the U.S. Patent number 5,980,904 of Leverett et al.,
6,994,874,7,060,304,7,247,321 and 7,364,759, the disclosure of which is by quoting
It is integrally incorporated herein.
In certain embodiments, compositions does not contains other active substances.Here " other work
Property material " typically represent compositions be different from wind dragon belong to other kinds of Chinese medicine
(“TCM”;Or " Chinese medicine ").Other kinds of TCM is understood in the art.Other classes
The example of the TCM of type is typically " biological described in international publication number WO 01/22934 A2
Active substance ", its content is incorporated herein by reference in their entirety.In certain embodiments, group
Compound can comprise following inactive material.If used, inactive material is different from other classes
The TCM of type.
Can be with compositions formulated to comprise cosmetically acceptable carrier (or vehicle) preparing
And/or pack and be denoted as suppressing protein carbonyl, reduce skin yellow and/or skin lightening
(or brightening).Compositions can be with local application.Cosmetically the example of acceptable carrier includes
But be not limited to water, glycerol, wax, various alcohol such as ethanol, propanol, vegetable oil, mineral oil,
Silicone such as silicone oil, fatty ester, fatty alcohol, glycol, polyglycols or its combination in any.This type of
Component is generally considered to be inactive ingredients.Final composition can be to be suitable for being applied topically to skin
Any form of skin, such as but not limited to aerosol spray, gel, cream, dispersion liquid,
Emulsion, foam, liquid, washing liquid, mousse, paster, pomade, powder, pump spray agent,
Solid, solution, sticky stick or little towel.Emulsion can include O/w emulsion, water-in-oil emulsion and
Silicone bag aqueous emulsion.
Various method known in the art can be used to prepare the compositions of the disclosure.In preparation group
In one example of compound, preparation method includes that the vegetable material extracting wind dragon species is to obtain wind dragon
Extract, i.e. to obtain the step of sinomenine (with or without other reactive compound).Generally,
Preparation method also includes combining sinomenine and the cosmetically the most above-mentioned carrier of acceptable carrier
The step of one or more.Conventional production process and device such as blender, blending can be used
Devices etc. carry out combination partner.
Compositions can be used for suppressing protein carbonyl in every way.As an example, it is used for suppressing
The beauty method of subjects skin's protein carbonyl includes sinomenine is applied to subjects skin
Step.Sinomenine can be applied in every way, is applied to subjects skin including by compositions,
Wherein said compositions comprises the extract from wind dragon species.Can be direct or indirect by compositions
It is applied to skin, such as by hands, spreader, paster etc..
Can on demand, every day, one day, several times or any suitable scheme used compositions, with
Just results needed is realized.In beauty method, topical application frequency can depend on several factor,
Including required protein carbonyl suppression level.It is said that in general, scheme includes once a day or two
Secondary set of applications compound in skin with include morning application and/or evening application.Every time should in application
Amount for the compositions of skin can depend on several factor, including wish result level and
Concrete compositions.
Illustrate disclosure compositions and method following example expection illustrate rather than
Limit the present invention.
Embodiment
As background, oxidative stress is associated with the generation of active oxygen by protein carbonylization,
Protein carbonyl is the process that wherein reactive aldehydes or ketones is introduced into albumen by oxidation.Albumen carbonyl
Base is the primary product of protein oxidation, and can be residual by the oxicracking of albumen, aminoacid
The direct oxidation of base or formed with the covalent reaction of the aldehyde derived from lipid peroxidation.
The amino acid side chain being typically catalyzed by direct metal that occurs of protein carbonyl is aoxidized
(" major protein carbonylation ") or by reactivity aldehyde add to amino acid side chain (" secondary egg
White carbonylation ").The oxidative degradation of the polyunsaturated fatty acid being prevalent in human body can cause
The formation of various aldehyde, such as acrylic aldehyde and 4-hydroxynoneanal (" 4-HNE ").Research display,
Major protein carbonylation plays a role in active oxygen (" ROS ") signal transduction mechanism.Tool
Body ground, major protein carbonylation has mediated cellular signal transduction, and major protein carbonylation is
Reversible.
Major protein carbonylation relates to the amino acid side chain oxidation of direct metal catalysis, particularly exists
On four susceptible amino acid residues: proline, arginine, lysine and threonine.Proline
Or the oxidation of arginine side chain causes the formation of glutamic acid-semialdehyde, lysine oxidation simultaneously to produce ammonia
Base adipic acid semialdehyde, thus in protein structure, introduce carbonyl.Oxidation is also by threonine side chains
Hydroxyl is converted into carbonyl, forms 2-amino-3-batanone acid.Secondary protein carbonyl mechanism includes
Reactive aldehyde and lysine, histidine and the Michael addition reaction of cystein residue,
And form Schiff's base by reducing sugar with the amino on lysine and arginine, cause senior carbonyl
The increase of base end-product.
Protein carbonyl comes across various oxidative stress and disease states.In addition to albumen is deactivated,
The cell protein experience proteasome dependency degraded of carbonylation.Think main protein carbonyl
During oxidative stress, the impaired albumen of labelling plays a role, to eliminate them from living things system.
The generation of protein carbonyl is the mark of oxidative stress, such as extrinsic factor, and such as UV spoke
Penetrate the factor of induction or the applications of oxidizing chemical, or as intrinsic factor, source
Chemical attack from the reactive carbonyl of lipid peroxide degraded.
UV ray or photo damaged skin by various characteristic presents, such as black speck, wrinkle and sagging.
Old people, particularly Aisan, it is intended to show and change with the yellow-toned skin color of photoaging.
In China, yellowish complexion generally means that shortage pink or has obscure complexion.Photic damage or old
The common clinical sign changed includes that characteristic is pale or yellow-toned skin outward appearance.Yellowish complexion may often be such that can not
Inverse, therefore prevention is preferable.
Carry out various test and produce corresponding data set to determine that sinomenine is relative to albumen carbonyl
The effect of base.At relevant portion, use the efficacy determinations and side that skilled artisan understands that
Method evaluates cytotoxicity and protein carbonylization suppression.List data is in data below 1 and data
Show in 2 and the corresponding Fig. 1 and 2 of difference.
As described below, according to the safety evaluatio by CTG cellular level, sinomenine
There is no cytotoxicity risk (seeing data/Fig. 1).And, it has been found by the present inventors that root
According to vitro bioassay data, sinomenine has the effect of the anti-carbonylation of skin and function (sees
Data/Fig. 2).Carry out the mensuration based on cell by model cell HepG2, and monitor
The suppression of carbonylation activity.Think that vitamin C is the positive control of carbonylation suppression.This
Skilled person understands the model cell HepG2 mensuration based on cell of the type.
Data 1
Sinomenine cytotoxicity-CTG (hydroquinone is as reference) in HepG2
Promega Corporation's(" CTG ") luminescent cell vigor
Mensuration is to measure the homogeneous method of viable cell number in culture, based on thin as metabolic activity
The ATP's that born of the same parents indicate and exist is quantitative.According to by data 1 and Fig. 1 illustrate
The safety evaluatio of CTG cellular level, sinomenine does not has cytotoxicity risk.
Data 2
Sinomenine carbonylation suppression (vitamin C is as reference) in HepG2
Sinomenine and ascorbic gradient concentration are all 0,33.3,100 and 300 μ g/ml.
Two carbonylation suppression ratio for each concentration records.The corresponding average carbonylation of sinomenine
Suppression ratio is 1.6%, 31.35%, 56.2% and 53.85%.Ascorbic corresponding average
Carbonylation suppression ratio is-3.05%, 31.05%, 55.35% and 62.65%.In a word, sinomenine
There is in cell HepG2 model compared with positive control vitamin C prominent anti-carbonylation
Suppression effect, and there is no cytotoxicity risk.This data set is typically by the mensuration being listed herein below
Method and obtain.
Carbonylation suppression measures:
Purpose: the standard method that the antioxidation of this program description HepG2 cell measures.
Cell line: HepG2 (ATCC#)
Material:
·MEM(GIBCO#16600-082)
Hyclone (GIBCO#10099-141)
Trypsin-EDTA (GIBCO#25200-072)
96 porocyte plates (Costa)
·OxiSelectTMProtein carbonyl ELISA kit (Cell Biology#STA-310)
Program:
1st day: bed board cell
1. trypsinization measure cell density.
2. the density diluting cells slurry with 1,100,000 cell/ml is the most volume required.
3. by 90 μ l/ porocyte slurry distribution to (100,000 cell per well) in assay plate.
4. with 37 DEG C, 5%CO under humidified condition2Hatch assay plate 24 hours.
2nd day: add test compound
1. prepare reference and test compound solution (200 ×) according to plate figure.
2. 7 μ l compounds are transferred to 133 μ l culture medium (ultimate density: 10 ×).
3. 10 μ l compounds are transferred to assay plate (ultimate density: 1 ×).
4. with 37 DEG C, 5%CO under humidified condition2Hatch plate.
4th day:
1. discard culture medium and wash twice with hanks' balanced salt solution (" HBSS ").
2. 100 μ l HBSS (containing mixture) are added to each hole.
3. 30min at plate being placed on-80 DEG C.Then thaw.Repeat at least 3 times.
4. cell mixing lysate.
5. obtain 25 μ l every hole lysate test proteins concentration.
6. regulation protein concentration.
7. 100 μ l samples (using the BSA diluent through induction) are added to 96 hole eggs
Combine in vain in flat board.4 DEG C of overnight incubation.
5th day: ELISA measures-100 holes
1. with 250 μ L 1X PBS every hole washing hole 3 times.Remove excess laundry solution.
2. interpolation 100 μ L DNPH working solutions in the dark incubated at room 45 minutes.
3. wash 5 times, on orbital shaker with 250 μ L 1X PBS/ ethanol (1: 1, v/v)
Hatch 5 minutes.
4. wash 2 times with 250 μ L 1X PBS.
5. every hole add 200 μ L lock solution and on orbital shaker incubated at room temperature 1 to 2
Hour.
6. wash 3 times with 250 μ L 1X lavation buffer solutions, fully aspirate between washing every time.
7. add 100 μ L anti-DNP antibody and on orbital shaker incubated at room temperature 1 hour.
8. washing bar hole 3 times (1* lavation buffer solution).
9. to porose interpolation 100 μ L dilution HRP combine secondary antibody and shake orbit determination
Incubated at room temperature 1 hour on bed.
10. washing bar hole 5 times (1* lavation buffer solution).
11. make substrate solution perseverance warm to room temperature.Add 100 μ L substrate solutions to every hole, hatch
15min。
12. terminate enzyme reaction by adding 100 μ L stop baths to every hole.Result should be stood
I.e. read (color fading in time).
13. use 450nm to read the absorbance in each hole in plate reader as main wavelength.
Use the BSA standard reduced completely blank as absorbance.
As background, human skin coloring is determined by the melanic amount of skin surface and position.Black
Pigment is by being present in dermal-epidermal junction, commonly referred to ammonia in melanocytic cell
Base acid oxidizing tyrosine synthesizes to L-DOPA (" L-DOPA ").Institute
State oxidizing process by tyrosinase catalysis.The a series of cell processes carried out by melanocyte are usual
It is referred to as melanogenesis.
Melanic amount and type that dye is synthesized by melanocyte regulate and control.Environment because of
Element also can affect skin color.In skin, the melanin of healthy amount effectively absorbs UV ray.When
When skin exposes increase under UV ray, typically can promote amount and speed that melanin generates,
And may result in skin melanism, or become " sepia ".Local or overall pigmentation illness,
Such as hyperpigmentation or hypopigmentation, can be derived from many factors, swashs including internal
Element level, diet, genetic disorder and Drug therapy.Common pigmentation imbalance illness includes
Chloasma (melisma), freckle and white macula.
Various compositionss have been formulated to solve pigmentation illness, and have been expected with
In treatment hyperpigmentation and/or hypopigmentation.This type for the treatment of is commonly called " skin
Blast ", " skin-whitening " or " skin lightening ".There are several purposes of skin-whitening agents.Example
As, desalination senile plaque (freckle or Aging mottle), or prevent Caucasian and Aisan
The melanism (that is, maintaining bright/white colour of skin) of skin.Some in these preparations have included tyrosine
Enzyme inhibitor such as hydroquinone, vitamin C, kojic acid, arbutin, glutathion, cysteine,
Lactic acid, ferulic acid, nicotiamide, and plant extract such as Folium Vaccinii vitis-idaeae and mulberry extract etc..
But, in these compounds, such as hydroquinone and kojic acid, there is side effect, including skin irritation,
Acute dermatitis and the cytotoxicity of Skin Cell.
Carry out various test and produce corresponding data collection to measure sinomenine relative to skin lightening
The effect of (or brightening).At relevant portion, the effect that skilled artisan understands that is used to survey
Fixed and method evaluates cytotoxicity, B16 cell suppression, melanin eliminator and tryrosinase
Suppression.List data is in data below 3, data 4, data 5 and data 6 and difference phase
Fig. 3,4,5 and 6 answered show.Other extraction sides relevant to determining skin lightening effect
Method and the method for analysis (such as assay method) are described in the international publication number WO of Rana et al.
2011/019468 A2, WO 2011/109139 A2 and WO 2013/169634 A2, it is public
Open content to be incorporated herein by.
Data 3
Sinomenine cytotoxicity-CTG (hydroquinone is as reference) in B16F10
Cytotoxic safety according to the CTG by illustrating in data 3 and Fig. 3
Evaluating, sinomenine does not has cytotoxicity risk.
According to vitro bioassay data, find that sinomenine has skin lightening and goes pigmentation
Effect.By the mensuration of model cell B16F10 cellular level, monitoring B16 cell presses down
System and the melanin eliminator activity existed, and the suppression of tyrosinase activity.The base of the type
Mensuration in model cell B16F10 cell is well known by persons skilled in the art.
Arbutin is considered B16 cell suppression and tyrosinase activity suppresses both positive
Comparison, and hydroquinone is used as the positive control of already present melanin eliminator activity.Sum up following retouching
The result stated, sinomenine is as skin lightening or goes pigmentation reagent to have in testing in vitro
Highlight activity and there is no cytotoxicity risk.
Data 4
Sinomenine B16 cell suppression (arbutin is as reference) in B16F10
Sinomenine
Arbutin
In B16F10 cell in B16 cell inhibitory activity, relative to positive control Folium Vaccinii vitis-idaeae
Glycosides, the suppression ratio of sinomenine is 66.9% under 100 μ g/mL.Therefore, sinomenine is had the ability
Melanin synthesis process in strong interruption or minimizing B16F10 cell.This data set typically passes through
The assay method that hereafter will list and obtain.
B16 cell suppression measures:
Purpose: the standard that in this program description B16F10 cell, B16 cell suppression measures
Method.
Cell line: B16-F10 (ATCC#)
Material:
RPMI 1640 (GIBCO#22400-089 lot number 1006397) for B16
Hyclone (GIBCO#10099-141)
Trypsin-EDTA (GIBCO#25200-072)
·1M NaOH
24 orifice plates (Corning)
Program:
1st day: bed board cell
5. trypsinization measure cell density.
6. the density diluting cells slurry with 18,000 cells/ml is the most volume required.
7. by 1ml/ porocyte slurry distribution to assay plate.
8. with 37 DEG C, 5%CO under humidified condition2Hatch assay plate 24 hours.
2nd day: add test compound
5. prepare reference and test compound solution (200 ×) according to plate figure.
6. 5 μ l compounds are transferred to assay plate (ultimate density: 1 ×).
7. with 37 DEG C, 5%CO under humidified condition2Hatch plate 72 hours.
5th day: make plate imaging
14. remove culture medium.
150 μ l 1M NaOH are added to assay plate by 15..
16. hatch plate 30 minutes at 80 DEG C.
140 μ l solution are transferred to UV plate by 17..Test 400nm signal.
5 μ l solution are transferred to UV plate by 18..200 μ l BCA reagent are added to each hole
And hatch 20 minutes at 37 DEG C.Test 562nm signal.
Data process:
Use GraphPad.
% suppression=(peak signal-compound signal)/(peak signal-minimum signal) × 100.
Peak signal is available from the effect of DMSO.
Minimum signal is available from 200 μ g/ml arbutin.
Data 5
Sinomenine melanin eliminator rate (hydroquinone is as reference) in B16F10
Sinomenine
Hydroquinone
In the melanin eliminator existed measures, relative to positive control hydroquinone at 100 μ g/mL
Time 58.4% elimination factor, find that B16F10 cultivates 39.4% pigment in cell and adding 100
μ g/mL sinomenine eliminated after 72 hours.This means that sinomenine is also used for melanin eliminator.
This data set is typically obtained by the following assay method that will list.
The melanin eliminator existed measures:
Purpose: the standard method that in this program description B16 cell, melanin eliminator measures.
Cell line: B16-F10 (ATCC#)
Material:
RPMI 1640 (GIBCO#22400-089 lot number 1006397) for B16
Hyclone (GIBCO#10099-141)
Trypsin-EDTA (GIBCO#25200-072)
·1M NaOH
24 orifice plates (Corning)
Program:
1st day: bed board cell
1. trypsinization measure cell density.
2. the density diluting cells slurry with 18,000 cell/ml is the most volume required.
3. by 1ml/ porocyte slurry distribution to assay plate.
4. with 37 DEG C, 5%CO under humidified condition2Hatch assay plate 24 hours.
2nd day: cell processes
1. 10 μMs of forskolin and 50 μMs of 8-MOP are added to every hole.
2. with 37 DEG C, 5%CO under humidified condition2Hatch assay plate 72 hours.
5th day: add test compound
1. change fresh culture, every hole 1ml.
2. prepare reference and test compound solution (200 ×) according to plate figure.
3. 5 μ l compounds are transferred to assay plate (ultimate density: 1 ×).
4. with 37 DEG C, 5%CO under humidified condition2Hatch plate 72 hours.
8th day: make plate imaging
1. remove culture medium.
2. 150 μ l 1M NaOH are added to assay plate.
3. at 80 DEG C, hatch plate 30 minutes.
4. 140 μ l solution are transferred to UV plate.Test 400nm signal.
5. 5 μ l solution are transferred to UV plate.200 μ l BCA reagent are added also to each hole
20 minutes are hatched at 37 DEG C.Test 562nm signal.
Data process:
Use GraphPad.
% suppression=(peak signal-compound signal)/(peak signal-minimum signal) × 100.
Peak signal is available from not having compound effects cell.
Minimum signal is available from 10 μMs of forskolin and 50 μMs of 8-MOP.
Data 6
Sinomenine tryrosinase suppression (arbutin is as reference) in B16F10
Sinomenine
Arbutin
Sinomenine plays excellent tyrosinase inhibitory activity in B16F10 cell, 100
Under μ g/mL concentration, suppression ratio is 32.4%.Specifically, as shown in data 6 and Fig. 6,
Tyrosinase inhibitory activity aspect in B16F10 cell, sinomenine performance with arbutin quite or
Much better.
Simplified summary, except tryrosinase suppression and the superperformance of B16 cell suppression, special
Not, the present inventors have additionally discovered that sinomenine shows the pole eliminating the melanin rating model existed
Big ability.Thus, sinomenine has excellent as skin whitening and the activity of depigmentation reagent,
And there is no cytotoxicity risk for skin protection or local use.
Be appreciated that claims be not limited to describe in detail described in clear and definite and specific chemical combination
Thing, compositions or method, it can be in the particular implementation side fallen within the scope of the appended claims
Change between case.For being used for herein describing each embodiment special characteristic or aspect institute foundation
Any marlcush group for, it is understood that different, special and/or unexpected results
Can be available from each member of each marlcush group independent of every other Ma Kushi member.Horse
Each member in assorted group of storehouse can by alone or in combination according to and provide claims
In the range of specific embodiments enough support.
It is also to be understood that describe any scope of institute's foundation in each embodiment of the present invention and sub-model
Enclose independent and totally fall into scope, and being understood to describe and contain include
Wherein all and/or partial value is in interior all scopes, even if this type of value is not the most clearly
Write.Those skilled in the art easily find, the scope enumerated and subrange fully describe and real
Show each embodiment of the present invention, and this type of scope and subrange can be further depicted as
Become 1/2nd, 1/3rd, 1/4th, five relevant/first-class.It is only used as one
Example, the scope of " 0.1 to 0.9 " can be further depicted as into less 1/3rd, and i.e. 0.1
To 0.3, middle 1/3rd, i.e. 0.4 to 0.6, and bigger 1/3rd, i.e. 0.7 to
0.9, it is individual and the most within the scope of the appended claims, and can individual and/or
Generally by according to and provide enough the propping up of specific embodiments in scope
Hold.Additionally, about limiting or the language of the scope of modification, such as " at least ", " being more than ", " little
In ", " no more than " etc., it is understood that this type of language pack enclosed tool scope and/or the upper limit or lower limit.Make
For another example, the scope of " at least 10 " is intrinsic include at least 10 to 35 subrange, at least
The subrange of 10 to 25, subrange of at least 25 to 35 etc., and each subrange can
With individual and/or generally by according to and be embodied as in providing scope
Enough supporting of scheme.Finally, in the range of disclosed individual numerical value can by according to and provide right
In scope, specific embodiments enough supports.Such as, the model of " 1 to 9 "
Enclose and include each individual integer, such as 3, and include the number of individuals of arithmetic point (or mark)
Value, such as 4.1, its can by according to and provide and be embodied as in scope
Enough supporting of scheme.
Describe the present invention the most by way of illustration, and it is understood that made
Term it is contemplated that in words of description character rather than limit.In view of teachings above, the present invention
Many adjust and change is possible.The present invention can be within the scope of the appended claims with not
The mode being same as specifically describing is implemented.Independent claims and appurtenance is taken explicitly into account herein
Require the theme of all combinations of (individual event and multinomial subordinate).
Claims (16)
1. a topical composition, comprises the amount effectively suppressing subjects skin's protein carbonyl
Sinomenine.
2. for suppressing a topical composition for subjects skin's protein carbonyl, described office
The active component of portion's compositions is made up of sinomenine.
3. topical composition as claimed in claim 1 or 2, wherein said topical composition
Comprise the extract from wind dragon species.
4. topical composition as claimed in claim 3, wherein said sinomenine is effectively to subtract
The amount that in few subjects skin, carbonyl derivative generates exists, described carbonyl derivative comprise aldehyde,
Ketone or a combination thereof.
5. topical composition as claimed in claim 3, wherein said sinomenine with about 5 to
The amount of topical composition described in about 500 or about 25 to about 350 μ g/mL exists.
6. topical composition as claimed in claim 3, wherein said sinomenine passes through solvent
Extract or obtained by the vegetable material of wind dragon species described in alcohol extraction.
7. topical composition as claimed in claim 3, wherein said sinomenine has at least
1-99.99% purity, more it is recommended that about 90% or the purity of at least about 90-99.9%.
8. topical composition as claimed in claim 1 or 2, also comprises and cosmetically can accept
Carrier.
9. topical composition as claimed in claim 8, wherein said the most acceptable
Carrier is selected from the group consisted of: water, glycerol, wax, alcohol, vegetable oil, mineral oil, silicon
Ketone, fatty ester, fatty alcohol, glycol, polyglycols and combinations thereof.
10. for suppressing a compositions for subjects skin's protein carbonyl, described compositions
It is made up of sinomenine.
Topical composition described in 11. any one of claim 1,2 or 10 is used for suppressing tested
The purposes of person's skin protein carbonylation.
The side of 12. 1 kinds of topical compositions prepared described in any one of claim 1,2 or 10
Method, described method includes that the vegetable material extracting described wind dragon species is to obtain the step of sinomenine.
13. methods as claimed in claim 12, also include combining described sinomenine and beauty treatment
The step of upper acceptable carrier.
14. 1 kinds for suppressing the beauty method of subjects skin's protein carbonyl, described method
Step including application sinomenine to subjects skin.
15. beauty methods as claimed in claim 14, wherein said applying step is further
Be defined to apply topical composition to subjects skin, wherein said topical composition comprise from
The extract of described wind dragon species.
16. beauty methods as claimed in claim 15, wherein said sinomenine is effectively to subtract
The amount that in few subjects skin, carbonyl derivative generates exists, described carbonyl derivative comprise aldehyde,
Ketone or a combination thereof.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
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CN201510194019.9A CN106137782A (en) | 2015-04-22 | 2015-04-22 | The topical composition that comprises sinomenine and for the method suppressing protein carbonyl |
TW105108652A TW201637662A (en) | 2015-04-22 | 2016-03-21 | Topical composition comprising sinomenine and method for inhibiting protein carbonylation |
PCT/CN2016/076825 WO2016169373A1 (en) | 2015-04-22 | 2016-03-21 | Topical composition containing sinomenine and method for restraining carbonylation of protein |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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CN201510194019.9A CN106137782A (en) | 2015-04-22 | 2015-04-22 | The topical composition that comprises sinomenine and for the method suppressing protein carbonyl |
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CN106137782A true CN106137782A (en) | 2016-11-23 |
Family
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CN (1) | CN106137782A (en) |
TW (1) | TW201637662A (en) |
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1216701A (en) * | 1998-10-22 | 1999-05-19 | 湖南正清制药集团股份有限公司 | New use of sinomenine |
CN101686919A (en) * | 2007-03-22 | 2010-03-31 | 笛卡尔巴黎大学 | Citrulline is used for the treatment of the purposes that increases relevant pathologic state with protein carbonylation |
-
2015
- 2015-04-22 CN CN201510194019.9A patent/CN106137782A/en active Pending
-
2016
- 2016-03-21 WO PCT/CN2016/076825 patent/WO2016169373A1/en active Application Filing
- 2016-03-21 TW TW105108652A patent/TW201637662A/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1216701A (en) * | 1998-10-22 | 1999-05-19 | 湖南正清制药集团股份有限公司 | New use of sinomenine |
CN101686919A (en) * | 2007-03-22 | 2010-03-31 | 笛卡尔巴黎大学 | Citrulline is used for the treatment of the purposes that increases relevant pathologic state with protein carbonylation |
Non-Patent Citations (3)
Title |
---|
刘鹏等: "青藤碱微乳处方及其透皮性能研究", 《中国新药杂志》 * |
张仙洲: "青藤碱微乳与凝胶的皮肤渗透性比较", 《中国现代应用药学杂志》 * |
李国林等: "蛋白质羰基化与衰老", 《中国老年学杂质》 * |
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