CN1310641C - Method and apparatus for releasing L-ascorbic acid to derma cortex - Google Patents
Method and apparatus for releasing L-ascorbic acid to derma cortex Download PDFInfo
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- CN1310641C CN1310641C CNB011178132A CN01117813A CN1310641C CN 1310641 C CN1310641 C CN 1310641C CN B011178132 A CNB011178132 A CN B011178132A CN 01117813 A CN01117813 A CN 01117813A CN 1310641 C CN1310641 C CN 1310641C
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- Prior art keywords
- ascorbic acid
- skin
- hydrophilic
- hygroscopicity
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- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 title claims abstract description 118
- 239000002211 L-ascorbic acid Substances 0.000 title claims abstract description 58
- 235000000069 L-ascorbic acid Nutrition 0.000 title claims abstract description 58
- 229960005070 ascorbic acid Drugs 0.000 title claims abstract description 58
- 238000000034 method Methods 0.000 title abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 33
- 239000007788 liquid Substances 0.000 claims abstract description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 230000002500 effect on skin Effects 0.000 claims description 7
- 229920000570 polyether Polymers 0.000 claims description 7
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- MEJYDZQQVZJMPP-ULAWRXDQSA-N (3s,3ar,6r,6ar)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan Chemical compound CO[C@H]1CO[C@@H]2[C@H](OC)CO[C@@H]21 MEJYDZQQVZJMPP-ULAWRXDQSA-N 0.000 claims 1
- 238000007599 discharging Methods 0.000 claims 1
- 210000003491 skin Anatomy 0.000 abstract description 23
- 239000011248 coating agent Substances 0.000 abstract description 4
- 238000000576 coating method Methods 0.000 abstract description 4
- 230000009759 skin aging Effects 0.000 abstract description 3
- 208000017520 skin disease Diseases 0.000 abstract description 3
- 210000004207 dermis Anatomy 0.000 abstract description 2
- 150000000996 L-ascorbic acids Chemical class 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 7
- 230000003647 oxidation Effects 0.000 description 7
- 238000007254 oxidation reaction Methods 0.000 description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
- 230000000737 periodic effect Effects 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 102000008186 Collagen Human genes 0.000 description 3
- 108010035532 Collagen Proteins 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- 239000008280 blood Substances 0.000 description 3
- 210000004369 blood Anatomy 0.000 description 3
- 229920001436 collagen Polymers 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 210000001626 skin fibroblast Anatomy 0.000 description 3
- 230000037303 wrinkles Effects 0.000 description 3
- 206010048768 Dermatosis Diseases 0.000 description 2
- 241000698776 Duma Species 0.000 description 2
- 229920002549 elastin Polymers 0.000 description 2
- 210000000981 epithelium Anatomy 0.000 description 2
- 102000034240 fibrous proteins Human genes 0.000 description 2
- 108091005899 fibrous proteins Proteins 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 102000002734 Collagen Type VI Human genes 0.000 description 1
- 108010043741 Collagen Type VI Proteins 0.000 description 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 1
- 102000016942 Elastin Human genes 0.000 description 1
- 108010014258 Elastin Proteins 0.000 description 1
- 241000127225 Enceliopsis nudicaulis Species 0.000 description 1
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 1
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 1
- 229930003268 Vitamin C Natural products 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 235000010385 ascorbyl palmitate Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 229940075397 calomel Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical compound Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 230000007315 regulation of L-ascorbic acid biosynthetic process Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 238000004832 voltammetry Methods 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention provides a method and a composition for treating and preventing actinic skin aging or relevant skin diseases in a partial skin coating mode, which relates to a method of releasing L-ascorbic acid, L-ascorbic acid derivatives and/or extract containing the L-ascorbic acid to the dermis layer of the skin. The present invention also relates to a composition containing about 1% to 20% of L-ascorbic acid, L-ascorbic acid derivatives and/or extract containing the L-ascorbic acid, which is coated on a pharmacy-acceptable carrier having hygroscopic, hydrophilic and water-soluble liquid.
Description
The present invention relates to discharge L-ascorbic acid (vitamin C), L-ascorbic acid derivates and/or contain the method and the compositions thereof of L-ascorbic acid extract to dermal layer of the skin.And, said composition can by the part be applied to be used for the treatment of on the skin and/or prevent that light skin aging or relevant dermatosis such as tanned, wrinkle, color of the leather are bad, dyschromasia etc.
In the past, the L-ascorbic acid all was known to the useful effect of the blood flow of dermal layer of the skin with to the effect that collagen or elasticin (elastin) produce.So relevant nearest document of the present invention is listed below." with the regulation of L-ascorbic acid biosynthesis collagen " YaleJ.Biol.Med.58:554-559 (1985) of S.R.Pinnell.
" synthetic I type of the human skin fibroblast external biological of aged donor and III Collagen Type VI " Mechanism of Aging and Development of people such as Dumas, vol.73 (1994) pp.179-187.
" the L-ascorbic acid is for human skin fibroblast propagation and the collagen synthetic effect relevant with donor age " Journal of In vestigative Dermatology of people such as Phillips, vol.103, No.2, Aug.1994, pp.228-232.
" generation of elastic force scleroprotein and the minimizing that causes with age growth in the human skin fibroblast cultivation " Journal of In vestigative Dermatology of people such as Sephel, vol.86, No.3, Mar.1986, pp.279-285.
" character of the elastic force scleroprotein of people's face skin and the change of age of thickness " BritishJournal of Dermatologu of people such as Takema, Vol.131,1994, pp.641-648.
To the biggest obstacle of the therapeutic use of L-ascorbic acid is in order to bring into play above-mentioned useful effect, and actual needs discharges the very L-ascorbic acid of high concentration to skin corium.We thrust microelectrode to skin corium, by measuring oxidation-reduction potential, have proved under the oral administration situation of L-ascorbic acid, and the L-ascorbic acid concentrations in the skin corium does not almost increase.If in the medium of supporting L-ascorbic acid immigration dermal layer of the skin, add the L-ascorbic acid, another probability to the local skin coating is arranged.The system or the prescription (composition) of many relevant L-ascorbic acid topicals have been described in patent documentation.
These patent documentations comprise: the document of putting down in writing in US4938969 (Schinitsky), US5140043 (Darr), US5281196 (Sultenfuss), US5801192 (Dumas), US5843411 (Hernandez), US5853741 and these documents.
These prescriptions pointed out this prescription actual in skin corium release L-ascorbic acid to the test of the effect of fine wrinkle in the past.In these tests, do not have directly to measure the L-ascorbic acid concentrations in the skin corium, observed result might be various according to what contain in the tested composition, and many sometimes other compositions bring.
Therefore, the objective of the invention is method for releasing and compositions that (with the method that can prove) provides the dermal osmosis of support to the people (but avoiding stimulating) L-ascorbic acid, L-ascorbic acid derivates and/or contain L-ascorbic acid extract.
Another object of the present invention provides and reduces owing to too expose to the open air in sunray or L-ascorbic acid, the L-ascorbic acid derivates of the creasy surface that nature age propagation process causes and/or contain the method for releasing and the compositions thereof of L-ascorbic acid extract.
In order to reach purpose of the present invention, the method for releasing of the 1st invention of the present invention is to discharge L-ascorbic acid, L-ascorbic acid derivates and/or contain the method for L-ascorbic acid extract to dermis of skin, it is characterized in that being coated in L-ascorbic acid, L-ascorbic acid derivates that contains the 1%-that has an appointment about 20% in the pharmaceutically suitable carrier that comprises hygroscopicity, hydrophilic and water miscible liquid and/or the compositions that contains L-ascorbic acid extract.
In addition, the invention of the 2nd invention of the present invention such as above-mentioned the 1st record is characterized in that, as above-mentioned hygroscopicity, hydrophilic and water miscible liquid, uses the polyhydric alcohol with 3-4 hydroxyl and 3-10 carbon atom.
The invention of the 3rd invention of the present invention such as above-mentioned the 1st record is characterized in that, as above-mentioned hygroscopicity, hydrophilic and water miscible liquid, uses the mixture of carrier more than 2 kinds.
The 4th inventive compositions of the present invention, it is characterized in that, comprise hygroscopicity, hydrophilic and water-soluble liquid on pharmaceutics in the admissible carrier, contain L-ascorbic acid, the L-ascorbic acid derivates of the 1%-that has an appointment about 20% and/or contain the compositions of L-ascorbic acid extract.
The 5th invention of the present invention is characterized in that as the invention of the 4th record, and above-mentioned hygroscopicity, hydrophilic and water miscible liquid are the ethylene represented with following general formula and the linear polymer of propylene oxide.
RO-[CH
2CH(CH
3)O]
n-[CH
2CH
2O]
m-H
In this general formula, R is hydrogen or the alkyl with 1-18 carbon atom, 1≤n+m≤40.
The 6th invention of the present invention is characterized in that as the invention of the 4th record, is the mixture of carrier more than 2 kinds as above-mentioned hygroscopicity, hydrophilic and water miscible liquid.
The present invention is based on such discovery, if promptly polarity is maximum and for hygroscopic molecular weight is the L-ascorbic acid that organic solvent below 2000 can dissolve appropriate amount, is suitable as the L-ascorbic acid through the epithelium carrier so.Example to appropriate carrier is unqualified.Below enumerate this carrier.
1. general formula R O-[CH
2CH (CH
3) O]
n-[CH
2CH
2O]
mThe ethylene that-H represents and the linear polymer of propylene oxide ... formula (1).
In this formula, R is hydrogen or the alkyl with 1-18 carbon atom, 1≤n+m≤40.As the instantiation of this compounds, can select propylene glycol, dipropylene glycol, three contract four propylene glycol, polyethers (1 and 2 hydroxyls).
2. have the ethylene linear polymer of above-mentioned general formula and the mixture of propylene oxide.As the instantiation of this compounds, be have mean molecule quantity be 1000 (in above-mentioned general formula, R=H, the mixture of polypropylene glycol m=0) promptly contains the Acclaim of Lyondell company
TM(below
TMBe trade (brand) name) and mean molecule quantity be 270 (R=butyl in the above-mentioned general formula, n=m) poly-(oxyalkylene) copolymer, i.e. UCON of Union Carbide company
TM50-HB-55.
3. the polyhydric alcohol that has 3-4 hydroxyl and 3-10 carbon atom.
As the instantiation of this compounds, be glycerol.
Use the effect of following voltammeter commercial measurement carrier matrix.
Ultra micro small electrode (anode) and 2 ultra micro small electrodes of another electrode (reference electrode, negative electrode) of employing being thrust the platinum filament formation of 5 μ m in the glass carefully laterally thrust under the skin of shoulder or upper breast, so that make electrode top section reach skin corium.Distance between the top of two electrodes is maintained at about 1mm.In addition, above-mentioned ultra micro small electrode is documented in " Voltammetry at Ultrmicrodes Electrodes " in ElectroanalyticalChemistry of following document R.Mark Wightman and David O.Wipf, Vol 15, (Allan J.Bard among the pp.267-353, Marcel Dekker publishes, and 1989).
Reference test
25 periodic wave curves between (comparing with standard calomel electrode) makes-0.2～+ 0.2 volt according to the periodic wave frequency of 550 volts of per seconds, the integrated value of the anodic cycle ripple part of recording voltage-current curve is stored in the computer.The meansigma methods of these 25 periodic waves manifests the background value of the linear module at place as oxidation in the anodic cycle ripple.
The infiltration degree:
To in tested carrier base, contain the solution of 3%L-ascorbic acid with 0.05ml/cm
2Be coated on parts of skin (the total about 5cm of spreading area on the electrode
2), cause above-mentioned periodic wave after 20 seconds, measure the linear module that total oxidation manifests the place.The difference of this value and the oxidation background value that obtains in reference test is as the oxidation linear module of L-ascorbic acid.Be that it is the linear module of L-ascorbic acid concentrations (permeability) in the corium.
These values that obtain can not simply be interpreted as the real concentration of L-ascorbic acid, and the precision of mensuration is so high (± 10%) not.
In order to make in the body the real concentration of measured value and L-ascorbic acid relevant to a certain extent, same electrode is immersed among the human blood 0.5ml that remains on 37 ℃, carry out amperometric determination as above-mentioned, in this blood sample, add L-ascorbic acid (adding 7.5mg in the 1ml blood), carry out amperometric determination again.Make the difference of these 2 oxidation numbers at random be amplified to 100 times of expressions.The results are shown in Table 1 with several mensuration that this yardstick is implemented.The L-ascorbic acid directly is dissolved in the carrier solvent, and for the accelerate dissolution process, heating as required prepares sample in the table.
[table 1]
Oxidation number when the treatment of coating L-ascorbic acid is formed with prescription in skin volume
| Carrier matrix | The % of L-ascorbic acid | Oxidation number |
| Propylene glycol | 0 | 0 |
| Propylene glycol | 3 | 50 |
| Glycerol | 0 | 0 |
| Glycerol | 3 | 20 |
| Three four propylene glycol that contract | 0 | 0 |
| Three four propylene glycol that contract | 3 | 40 |
| Propylene glycol 400 1 | 0 | 0 |
| Propylene glycol 400 1 | 3 | 15 |
| Acclaim TM1000 2 | 0 | 0 |
| Acclaim TM1000 2 | 3 | 10 |
| UCON TM50-HB-55 3 | 0 | 0 |
| UCON TM50-HB-55 3 | 3 | 60 |
| UCON TM50-HB-100 4 | 0 | 0 |
| UCON TM50-HB-100 4 | 3 | 25 |
| UCON TM50-HB-2000 5 | 0 | 0 |
| UCON TM50-HB-2000 5 | 3 | 20 |
| UCON TM50-LB-65 6 | 0 | 0 |
| UCON TM50-LB-65 6 | 3 | 20 |
In table 1, polypropylene glycol 400
1Be to be the mixture of 400 polypropylene glycol from the derive mean molecule quantity that obtains of the polymerization of propylene oxide.
Acclaim
TM1000
2Be to be the mixture (supplier is a Lyondell company) of 1000 polypropylene glycol from the derive mean molecule quantity that obtains of the polymerization of propylene oxide.
UCON
TM50-HB-55
3Be in the formula (1) of page 3 record, (the R=butyl, in the time of n=m) and mean molecule quantity be 270 polyether mixture (supplier Union Carbide company).
UCON
TM50-HB-100
4Be in formula (1), (the R=butyl, in the time of n=m) and mean molecule quantity be 520 polyether mixture (supplier Union Carbide company).
UCON
TM50-HB-2000
5Be in formula (1), (the R=butyl, in the time of n=m) and mean molecule quantity be 2660 polyether mixture (supplier Union Carbide company).
UCON
TM50-LB-65
6Be in formula (1), (the R=butyl, in the time of n=0) and mean molecule quantity be 340 polyether mixture (supplier Union Carbide company).
For ascorbyl palmitate, proved also that with same procedure the part by the solution that uses the hygroscopicity carrier is coated with the transepithelial impregnability that produces.
In addition, method of the present invention and compositions thereof, in the amount of the L-ascorbic acid that on pharmaceutics, contains in the admissible carrier, L-ascorbic acid derivates and/or the L-ascorbic acid that comprise hygroscopicity, hydrophilic and water-soluble liquid scope at 1%-20%, can obtain desired action effect, 3%-10% is optimal.
The present invention can emit L-ascorbic acid, L-ascorbic acid derivates and/or contain the extract of L-ascorbic acid to dermal layer of the skin, comprising in the carrier that on pharmaceutics, allows of hygroscopicity, hydrophilic and water-soluble liquid, containing L-ascorbic acid, the L-ascorbic acid derivates of effective dose and/or contain the extract of L-ascorbic acid.Its hygroscopicity substrate makes the L-ascorbic acid by the skin epithelium, reasonably becomes possibility to the skin corium diffusion continuously.Such composition can be used for the treatment of and/or prevent light skin aging or relevant dermatosis by to local skin coating, and for example tanned, wrinkle, color of the leather are bad, dyschromasia etc.
Claims (4)
1. one kind is used for discharging the L-ascorbic acid composition to dermal layer of the skin, it is characterized in that: by general formula R O-[CH
2CH (CH
3) O]
n-[CH
2CH
2O]
mThe L-ascorbic acid that contains 1%-20% in the hygroscopicity that-H represents, hydrophilic and the water miscible pharmaceutically acceptable liquid-carrier, in described general formula, R is hydrogen or the alkyl with 1-18 carbon atom, 1≤n+m≤40; And said composition is neither moisture, does not also contain DIMETHYLISOSORBIDE.
2. the compositions of claim 1, it is characterized in that: described hygroscopicity, hydrophilic and water miscible liquid are the mixture of carrier more than 2 kinds.
3. the compositions of claim 1, it is characterized in that: described hygroscopicity, hydrophilic and water miscible liquid are propylene glycol.
4. the compositions of claim 1 is characterized in that: described hygroscopicity, hydrophilic and water miscible liquid are that mean molecule quantity that described general formula is represented when R is butyl, n=m is 270 polyether mixture, and the trade name of this polyether mixture is UCON
TM-50-HB-55
3
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011178132A CN1310641C (en) | 2001-03-23 | 2001-03-23 | Method and apparatus for releasing L-ascorbic acid to derma cortex |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011178132A CN1310641C (en) | 2001-03-23 | 2001-03-23 | Method and apparatus for releasing L-ascorbic acid to derma cortex |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1376465A CN1376465A (en) | 2002-10-30 |
| CN1310641C true CN1310641C (en) | 2007-04-18 |
Family
ID=4662878
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB011178132A Expired - Fee Related CN1310641C (en) | 2001-03-23 | 2001-03-23 | Method and apparatus for releasing L-ascorbic acid to derma cortex |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1310641C (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1223567A (en) * | 1996-06-28 | 1999-07-21 | 尤尼利弗公司 | Vitamin C delivery system |
-
2001
- 2001-03-23 CN CNB011178132A patent/CN1310641C/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1223567A (en) * | 1996-06-28 | 1999-07-21 | 尤尼利弗公司 | Vitamin C delivery system |
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| Publication number | Publication date |
|---|---|
| CN1376465A (en) | 2002-10-30 |
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