CH675967A5 - - Google Patents
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- CH675967A5 CH675967A5 CH4796/87A CH479687A CH675967A5 CH 675967 A5 CH675967 A5 CH 675967A5 CH 4796/87 A CH4796/87 A CH 4796/87A CH 479687 A CH479687 A CH 479687A CH 675967 A5 CH675967 A5 CH 675967A5
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- CH
- Switzerland
- Prior art keywords
- active substance
- preparation according
- tyrosine
- eak
- liposomes
- Prior art date
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- 238000002360 preparation method Methods 0.000 claims description 44
- 239000013543 active substance Substances 0.000 claims description 42
- 239000002502 liposome Substances 0.000 claims description 23
- 210000003491 skin Anatomy 0.000 claims description 23
- -1 tyrosine D-glucose ester Chemical class 0.000 claims description 18
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 15
- 229960004441 tyrosine Drugs 0.000 claims description 14
- 230000000475 sunscreen effect Effects 0.000 claims description 11
- 239000000516 sunscreening agent Substances 0.000 claims description 11
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 11
- 239000002537 cosmetic Substances 0.000 claims description 10
- 239000004480 active ingredient Substances 0.000 claims description 8
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 claims description 7
- 239000012190 activator Substances 0.000 claims description 7
- 150000003667 tyrosine derivatives Chemical class 0.000 claims description 7
- 239000004904 UV filter Substances 0.000 claims description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 6
- 210000002615 epidermis Anatomy 0.000 claims description 6
- UDMBCSSLTHHNCD-KQYNXXCUSA-N adenosine 5'-monophosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O UDMBCSSLTHHNCD-KQYNXXCUSA-N 0.000 claims description 5
- 239000000969 carrier Substances 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 5
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 claims description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 claims description 4
- YAPQBXQYLJRXSA-UHFFFAOYSA-N theobromine Chemical compound CN1C(=O)NC(=O)C2=C1N=CN2C YAPQBXQYLJRXSA-UHFFFAOYSA-N 0.000 claims description 4
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 claims description 4
- 101100283604 Caenorhabditis elegans pigk-1 gene Proteins 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims description 3
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 claims description 2
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 claims description 2
- 102000004190 Enzymes Human genes 0.000 claims description 2
- 108090000790 Enzymes Proteins 0.000 claims description 2
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000637 Melanocyte-Stimulating Hormone Substances 0.000 claims description 2
- 108010007013 Melanocyte-Stimulating Hormones Proteins 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 claims description 2
- 229930003268 Vitamin C Natural products 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 229960001948 caffeine Drugs 0.000 claims description 2
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 claims description 2
- 235000010376 calcium ascorbate Nutrition 0.000 claims description 2
- 229940047036 calcium ascorbate Drugs 0.000 claims description 2
- 239000011692 calcium ascorbate Substances 0.000 claims description 2
- BLORRZQTHNGFTI-ZZMNMWMASA-L calcium-L-ascorbate Chemical compound [Ca+2].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] BLORRZQTHNGFTI-ZZMNMWMASA-L 0.000 claims description 2
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims description 2
- 235000018417 cysteine Nutrition 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 235000019192 riboflavin Nutrition 0.000 claims description 2
- 229960002477 riboflavin Drugs 0.000 claims description 2
- 239000002151 riboflavin Substances 0.000 claims description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims description 2
- 229960004559 theobromine Drugs 0.000 claims description 2
- 229960000278 theophylline Drugs 0.000 claims description 2
- 235000019154 vitamin C Nutrition 0.000 claims description 2
- 239000011718 vitamin C Substances 0.000 claims description 2
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 claims 2
- 239000002126 C01EB10 - Adenosine Substances 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- 229960005305 adenosine Drugs 0.000 claims 1
- MWEQTWJABOLLOS-UHFFFAOYSA-L disodium;[[[5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-oxidophosphoryl] hydrogen phosphate;trihydrate Chemical compound O.O.O.[Na+].[Na+].C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP([O-])(=O)OP(O)([O-])=O)C(O)C1O MWEQTWJABOLLOS-UHFFFAOYSA-L 0.000 claims 1
- 150000003904 phospholipids Chemical class 0.000 description 8
- 239000012141 concentrate Substances 0.000 description 6
- 230000037072 sun protection Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 210000002752 melanocyte Anatomy 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PZNPLUBHRSSFHT-RRHRGVEJSA-N 1-hexadecanoyl-2-octadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)O[C@@H](COP([O-])(=O)OCC[N+](C)(C)C)COC(=O)CCCCCCCCCCCCCCC PZNPLUBHRSSFHT-RRHRGVEJSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000005871 repellent Substances 0.000 description 2
- 239000008347 soybean phospholipid Substances 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- ZKHQWZAMYRWXGA-UHFFFAOYSA-N Adenosine triphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C1O ZKHQWZAMYRWXGA-UHFFFAOYSA-N 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CAHKINHBCWCHCF-JTQLQIEISA-N N-acetyl-L-tyrosine Chemical compound CC(=O)N[C@H](C(O)=O)CC1=CC=C(O)C=C1 CAHKINHBCWCHCF-JTQLQIEISA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 102000003425 Tyrosinase Human genes 0.000 description 1
- 108060008724 Tyrosinase Proteins 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229960003001 adenosine triphosphate disodium Drugs 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- ZCTXEAQXZGPWFG-UHFFFAOYSA-N imidurea Chemical compound O=C1NC(=O)N(CO)C1NC(=O)NCNC(=O)NC1C(=O)NC(=O)N1CO ZCTXEAQXZGPWFG-UHFFFAOYSA-N 0.000 description 1
- 210000000987 immune system Anatomy 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 229960001682 n-acetyltyrosine Drugs 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 150000002888 oleic acid derivatives Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 210000004694 pigment cell Anatomy 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
Classifications
-
- 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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/606—Nucleosides; Nucleotides; Nucleic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/14—Liposomes; Vesicles
-
- 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
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Chemical & Material Sciences (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Description
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CH 675 967 A5 CH 675 967 A5
Beschreibung description
Die vorliegende Erfindung befasst sich mit einem Präparat zum Einbringen mindestens einer Wirksubstanz zur Bräunebeeinflussung in die Oberhaut, und weiter mit einem kosmetischen Sonnenschutzpräparat. The present invention relates to a preparation for introducing at least one active substance for influencing tanning into the epidermis, and further to a cosmetic sun protection preparation.
Kosmetische Wirksubstanzen, insbesondere die Hautbräunung beeinflussende Stoffe werden heute in den verschiedensten Formen, wie wässrige oder ölige Lösungen, Emulsionen, Gele usw. vorgelegt und zusammen mit weiteren Zusatzstoffen als sog. Präparate auf der oder in die Oberhaut aufgetragen resp. eingebracht. Diese Präparate können Cremen, Öle, Ärosole usw. sein, die je nach Verwendungszweck oder Art der Anwendung präpariert sind. Bei einer Vielzahl dieser kosmetischen Präparate besteht der Nachteil, dass nur die obersten Zellschichten der Oberhaut behandelt werden, jedoch eine gezielte Behandlung des Bereiches, wo die Pigmentzellen sind, sehr schwer möglich ist. Es muss daher ein Vielfaches der zur Behandlung benötigten Wirksubstanz mit dem Präparat der Haut oder dem Körper zugesetzt werden. Insbesondere bei Sonnenschutzpräparaten oder genereller bei hautbräunungs-beein-flussenden Präparaten muss nicht der gesamte Bereich der Haut behandelt werden, sondern gezielt nur diejenige Schicht der Oberhaut, in welcher sich die Melanozyten befinden, welche für die Bildung des Melamins resp. für die Bräunung der Haut verantwortlich ist. Cosmetic active substances, in particular substances influencing skin tanning, are presented in a wide variety of forms today, such as aqueous or oily solutions, emulsions, gels, etc., and are applied to or into the epidermis together with other additives as so-called preparations. brought in. These preparations can be creams, oils, aerosols, etc., which are prepared depending on the intended use or type of application. The disadvantage of a large number of these cosmetic preparations is that only the uppermost cell layers of the epidermis are treated, but targeted treatment of the area where the pigment cells are is very difficult. Therefore, a multiple of the active substance required for the treatment must be added to the skin or body with the preparation. Especially with sunscreen preparations or more generally with preparations that influence skin tanning, it is not necessary to treat the entire area of the skin, but rather only that layer of the epidermis in which the melanocytes are located, which are responsible for the formation of the melamine or. is responsible for tanning the skin.
In den oben erwähnten, üblich verwendeten Eintragungsformen der Wirksubstanzen wird unnötigerweise der ganze Bereich der Haut beansprucht, womit ein Mehrfaches an effektiv benötigter bräu-nungs-beeinflussender Wirksubstanz in die Haut eingebracht wird, um im spezifischen Bereich die notwendige Konzentration zu erreichen. In the above-mentioned, commonly used forms of registration of the active substances, the entire area of the skin is unnecessarily stressed, whereby a multiple of effectively needed tanning-influencing active substance is introduced into the skin in order to achieve the necessary concentration in the specific area.
Es ist daher eine Aufgabe der vorliegenden Erfindung, ein Präparat zu schaffen, mit welchem eine möglichst kleine Menge an Wirksubstanz gezielt in den zu behandelnden Bereich der Oberhaut zugeführt werden kann. It is therefore an object of the present invention to provide a preparation with which the smallest possible amount of active substance can be supplied in a targeted manner to the area of the epidermis to be treated.
Erfindungsgemäss wird dies durch ein Präparat nach dem Wortlaut nach Anspruch 1 gelöst. According to the invention, this is solved by a preparation according to the wording of claim 1.
Auf der Suche nach einer geeigneten Eintragungsform resp. von geeigneten Trägern für Wirksubstanzen zum Einbringen in die Haut wurden überraschenderweise Liposome gefunden, die aus der Medizin als mögliche Arzneimittef-Träger bereits bekannt sind. Allerdings haben Liposome beim Transport von Arzneimitteln nicht die erhofften und gewünschten Wirkungen für die Heilung von Krankheiten mit sich gebracht. Es hat sich gezeigt, dass Liposome als Arzneiträger ins Kreislaufsystem gegeben dieses nicht verlassen können. Obwohl die Liposomenwand aus körpereigenen Phospholipiden aufgebaut ist, werden die Liposome durch Immunsystemzellen, unerwartet als fremd erkannt, aufgefressen und beseitigt. Looking for a suitable form of entry resp. Suitable carriers for active substances for introduction into the skin have surprisingly been found to be liposomes which are already known from medicine as possible pharmaceutical carriers. However, liposomes have not had the hoped-for and desired effects for the healing of diseases during the transport of medicinal products. It has been shown that liposomes, given as medication carriers, cannot leave the circulatory system. Although the liposome wall is made up of the body's own phospholipids, the liposomes are unexpectedly recognized as foreign by immune system cells, eaten up and removed.
Demgegenüber hat sich nun beim Einbringen von kosmetischen Wirksubstanzen überraschenderweise gezeigt, dass mittels Liposomen als Träger diese Wirksubstanzen gezielt, je nach mittlerer Grösse der Liposomen, in einen bestimmten Bereich resp. in eine bestimmte Schicht der Haut transportiert werden können. In contrast, it has now surprisingly been found when introducing cosmetic active substances that, by means of liposomes as carriers, these active substances are targeted, depending on the average size of the liposomes, into a specific area or. can be transported into a certain layer of the skin.
Liposome sind künstliche, aus einer oder mehreren Phospholipid-Doppelschichten bestehende kleine Hohlkügelchen, die im Innern eine wässrige Lösung enthalten. Unter Phospholipiden versteht man Stoffe, die aus Fettsäuren, Glyzerin, Phosphorsäure und einer organischen Base, z.B. Cholin, aufgebaut sind. Eines von den bekanntesten Phospholipiden ist z.B. Lecithin. Liposomes are artificial small hollow spheres consisting of one or more double layers of phospholipids, which contain an aqueous solution inside. Phospholipids are substances that consist of fatty acids, glycerin, phosphoric acid and an organic base, e.g. Choline. One of the best known phospholipids is e.g. Lecithin.
Ein Phospholipid-Molekül besitzt einen hydrophoben, also einen wasserabstossenden Teil, der aus zwei Fettsäuren besteht, und einen hydrophilen, also einen wasseranziehenden Teil, der aus Phosphorsäure und einer organischen Base aufgebaut ist. Beim Schütteln von Phospholipiden mit Wasser ordnen sich die Moleküle zu einer Doppelschicht an. Die wasserabstossenden Teile richten sich nach innen und die wasseranziehenden Teile nach aussen der doppelschichtigen Wand. Also, die Wand eines Liposoms, wenn man sie von aussen nach innen betrachtet, besteht aus einem hydrophilen, zwei hydrophoben Teilen und wieder einem hydrophilen Teil. A phospholipid molecule has a hydrophobic, ie a water-repellent part, which consists of two fatty acids, and a hydrophilic, ie a water-attracting part, which is made up of phosphoric acid and an organic base. When phospholipids are shaken with water, the molecules arrange themselves into a double layer. The water-repellent parts face inwards and the water-absorbing parts outwards of the double-layer wall. So, the wall of a liposome, if you look at it from the outside in, consists of one hydrophilic part, two hydrophobic parts and another hydrophilic part.
Die Grösse der so hergestellten Liposome variiert je nach der angewandten Methode und des verwendeten Phospholipids zwischen 0,02 bis 5 Mikrometern. Dank dem spezifischen Verhalten von Phospholipiden gegenüber Wasser bilden sich Liposome, die mit Wasser oder wässrigen Lösungen von Substanzen beladen werden können, wie erfindungsgemäss vorgeschlagen mit Wirksubstanzen für die Bräunebeeinflussung der Haut. The size of the liposomes thus produced varies between 0.02 and 5 micrometers depending on the method used and the phospholipid used. Thanks to the specific behavior of phospholipids towards water, liposomes are formed which can be loaded with water or aqueous solutions of substances, as proposed according to the invention with active substances for influencing the tan of the skin.
Weiter wird erfindungsgemäss vorgeschlagen, dass Wirksubstanzen zur Beeinflussung, der Hautbräunung mindestens teilweise in Liposomen als deren Träger enthalten sind. It is further proposed according to the invention that active substances for influencing skin tanning are at least partially contained in liposomes as their carriers.
Weiter wird ein kosmetisches Sonnenschutzpräparat vorgeschlagen, welches nebst mindestens einem UV-Filter mindestens eine die Bräunung der Haut fördernde Wirksubstanz, mindestens teilweise in Liposomen als deren Träger enthält. Furthermore, a cosmetic sunscreen preparation is proposed which, in addition to at least one UV filter, contains at least one active substance which promotes tanning of the skin, at least partially in liposomes as its carrier.
Um gezielt den Bereich der Haut zu erreichen, in welchem die Melanozyten liegen, die für die Bildung des Melanins resp. für die Hautbräunung verantwortlich sind, wird vorgeschlagen, dass die Liposome einen mittleren Durchmesser von 10 bis 300 Nanometern, vorzugsweise 10 bis 100 Nanometer, umfassen. Weiter wird vorgeschlagen, die mindestens eine Wirksubstanz in die Haut einzubringen, indem diese Wirksubstanz mindestens teilweise mittels Liposomen in die Haut eingetragen wird, wo sie durch Auftrennen oder Ausstülpen der Liposomen freigesetzt wird und an die Melanozyten oder deren Umgebung abgegeben wird. In order to specifically reach the area of the skin in which the melanocytes are located, which are responsible for the formation of melanin or. are responsible for skin tanning, it is proposed that the liposomes have an average diameter of 10 to 300 nanometers, preferably 10 to 100 nanometers. It is further proposed to introduce the at least one active substance into the skin by at least partially introducing this active substance into the skin by means of liposomes, where it is released by separating or fitting the liposomes and is released to the melanocytes or their surroundings.
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Weiter wird ein Präparat vorgeschlagen, welches als Wirksubstanz Tyrosin und/oder mindestens ein Tyrosin-Derivat der folgenden Formel Furthermore, a preparation is proposed which has tyrosine and / or at least one tyrosine derivative of the following formula as active substance
COOK COOK
OH OH
R = H-, Äthyl-, Stearyl-enthält. R = contains H, ethyl, stearyl.
Weiter wird ein Sonnenschutzpräparat vorgeschlagen, welches als Wirksubstanz mindestens eines der folgenden Tyrosin-Derivate Furthermore, a sun protection preparation is proposed which contains at least one of the following tyrosine derivatives as active substance
OH OH
worin Ri = H-, CH3-(CH2)x- mit x = 1, 2,... -20 und where Ri = H-, CH3- (CH2) x- with x = 1, 2, ... -20 and
R2 = CH3CO-, CH3-(CH2)yCO-, mit y = 1,2 ... -20 ist, enthält. R2 = CH3CO-, CH3- (CH2) yCO-, with y = 1.2 ... -20, contains.
Analog kann ein Sonnenschutzpräparat ebenfalls als Wirksubstanz Tyrosin-D-Glucose-Ester und/oder L-Tyrosin-Arginat enthalten. Analogously, a sunscreen preparation can also contain tyrosine-D-glucose ester and / or L-tyrosine arginate as the active substance.
Zur Beschleunigung der Melanin-Bildung in der Haut wird weiter vorgeschlagen, dass ein Sonnenschutzpräparat Tyrosinase als Enzym enthält. To accelerate the formation of melanin in the skin, it is further suggested that a sunscreen preparation contains tyrosinase as an enzyme.
Ein weiter vorgeschlagenes Sonnenschutzpräparat enthält mindestens einen UV-Filter und als Wirksubstanzen einen Aktivator und mindestens Tyrosin und/oder ein Tyrosin-Derivat der nachstehenden Formeln A further proposed sun protection preparation contains at least one UV filter and as active substances an activator and at least tyrosine and / or a tyrosine derivative of the formulas below
COOK COOK
OH OH
R = H-, Äthyl-, Stearyl- R = H, ethyl, stearyl
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CH 675 967 A5 CH 675 967 A5
—nwr„ —Nwr "
il worin Ri = H-, CH3-(CH2)x- mit x = 1, 2,... -20 und R2 = CH3CO-, CH3-(CH2)yCO-, mit y = 1,2... -20 ist, il where Ri = H-, CH3- (CH2) x- with x = 1, 2, ... -20 and R2 = CH3CO-, CH3- (CH2) yCO-, with y = 1,2 ... - 20 is
und/oder Tyrosin-D-Glycose-Ester und/oder L-Tyrosin-Arginat. and / or tyrosine D-glycose ester and / or L-tyrosine arginate.
Im weiteren wird ein Präparat vorgeschlagen, welches als Wirksubstanz mindestens ein Melanozyten stimulierendes Hormon umfasst. . Furthermore, a preparation is proposed which comprises at least one melanocyte-stimulating hormone as the active substance. .
Als Aktivator-Wirksubstanz in einem Sonnenschutzpräparat wird ein Alkali- und/oder Erdalkalisalz einer Adenosin 5'-phosphorsäure und/oder ein Gemisch eines Alkali- und/ oder Erdalkalisalzes einer Adenosin-5'-phosphorsäure mit dem entsprechenden Hydrogenphosphat der nachstehenden Formeln nhp An alkali and / or alkaline earth metal salt of an adenosine 5'-phosphoric acid and / or a mixture of an alkali metal and / or alkaline earth metal salt of an adenosine 5'-phosphoric acid with the corresponding hydrogen phosphate of the formulas below nhp is used as the activator active substance in a sunscreen preparation
Ï Ï
n h h n h h
/irkf iS„^H / irkf iS “^ H
ooo il n Ii thy-o-p -o- p-o — p-oh * 2 ! I I _ oh 0~ ■ o lila x 2+ ooo il n Ii thy-o-p -o- p-o - p-oh * 2! I I _ oh 0 ~ ■ o purple x 2+
2 AK oder EAK 2 AK or EAK
(ATP - Salz) (ATP - salt)
N il " N il "
w h h w h h
À kf À kf
/ oh ohm o 0 Il II / oh ohm o 0 Il II
ch2-o-p-o-p~oe o- o - ch2-o-p-o-p ~ oe o- o -
Illb Illb
2 AK+ oder EAK2+ 2 AK + or EAK2 +
(ADP - Salz) +AKH2PO4 oder EAK HPO4 (ADP salt) + AKH2PO4 or EAK HPO4
nht no
-n -n
0 ii oh oh\\ è- 0 ii oh oh \\ è-
AK+ oder 1/2 EAK2+ AK + or 1/2 EAK2 +
IIIc IIIc
(AMP Salz) +2AKH2PO4 oder EAK HPO4 (AMP salt) + 2AKH2PO4 or EAK HPO4
worin AK = Alkalielement und EAK = Erdalkalielement ist, und/oder ein Butylester einer Adenosin-5'-phosphorsäure der nachstehenden Formeln where AK = alkali element and EAK = alkaline earth element, and / or a butyl ester of an adenosine-5'-phosphoric acid of the formulas below
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CH 675 967 A5 CH 675 967 A5
ATP-di-n-butylester nh? ATP-di-n-butyl ester nh?
n n
UO UO
n n h n n h
h h h h
0 0 0 Il II II 0 0 0 Il II II
pfy-o-p - o - p-o — p-oh pfy-o-p - o - p-o - p-oh
On OH^i oh OBu OBu On OH ^ i oh OBu OBu
IVa IVa
ADP-di-n-butylester ni h ADP-di-n-butyl ester ni h
T T
W<11 N W <11 N
W..JO W..JO
-n' n h -n'n h
h h o o c"2~o-p -o- p-ai ölt 0//v| oBu oBU h h o o c "2 ~ o-p -o- p-ai oil 0 // v | oBu oBU
IVb IVb
AMP-n-butylester n>l2 AMP-n-butyl ester n> l2
Cu h Cu h
u h o u h o
Il n Il n
( k mj-O-P-OH (k mj-O-P-OH
1 1
OBU OBU
XVC XVC
wobei Bu = Butyl ist, vorgeschlagen. where Bu = butyl.
Ebenfalls als Aktivator wird Riboflavin (6,7-Dimethyl-9-ribityl-isoalloxazin) der folgenden Formel Riboflavin (6,7-dimethyl-9-ribityl-isoalloxazine) of the following formula is also used as an activator
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CH 675 967 A5 CH 675 967 A5
€ -Off € -Off
// - c — Oft M -c -c// // - c - Often M -c -c //
fyl-c-0# fyl-c-0 #
'c o 'c o
oder dessen Derivate vorgeschlagen. or its derivatives are proposed.
Als Aktivator in einem Sonnenschutzpräparat kommt ebenfalls ein Purin, wie beispielsweise Xantin, Theophyllin, Theobromin oder Coffein, in Frage. A purine, such as, for example, xantin, theophylline, theobromine or caffeine, can also be used as an activator in a sunscreen preparation.
Folgerichtig wird entsprechend ein Sonnenschutzpräparat vorgeschlagen, das mindestens einen UV-Filter und als Wirksubstanz mindestens Tyrosin und/oder ein Tyrosin-Derivat sowie als Aktivator mindestens eine der oben vorgeschlagenen Verbindungen enthält. Consequently, a sunscreen preparation is accordingly proposed which contains at least one UV filter and at least tyrosine and / or a tyrosine derivative as active substance and at least one of the compounds proposed above as an activator.
Das Präparat zur Bräunungsbeeinflussung der Haut muss nicht gezwungenermassen ein bräunungs-förderndes Präparat sein, da die darin enthaltenen Wirksubstanzen ebenso bräunungshemmend sein können. The preparation for influencing the tanning of the skin does not necessarily have to be a preparation which promotes tanning, since the active substances contained therein can also be anti-tanning.
Entsprechend wird als Wirksubstanz in einem derartigen Präparat Vitamin C vorgeschlagen. Als weitere Wirksubstanz zur Bräunungshemmung der Haut wird Calziumascorbat vorgeschlagen. In einem weiteren derartigen Präparat kann als Wirksubstanz Cystein vorliegen, um die Bräungshemmung in der Haut zu bewirken. Ebenso können Kombinationen derartiger bräunungshemmender Wirkstoffe aus der Klasse der Reduktone verwendet werden. Accordingly, vitamin C is proposed as the active substance in such a preparation. Calcium ascorbate is proposed as another active ingredient for inhibiting tanning of the skin. In another preparation of this type, cysteine can be present as the active substance in order to inhibit tanning in the skin. Combinations of such anti-tanning agents from the class of reductones can also be used.
Anschliessend wird nun anhand von einigen Rezepturbeispielen von erfindungsgemässen Präparaten betreffend die Bräunungsbeeinflussung der Haut die Erfindung näher erläutert. The invention will now be explained in more detail with the aid of a few recipe examples of preparations according to the invention relating to tanning the skin.
Präparat Beispiel 1 (Wirkstoffkonzentrat): Preparation Example 1 (active ingredient concentrate):
Beispiel 1 betrifft die Herstellung eines Wirkstoffkonzentrates, d.h. das Einbringen von Wirksubstanzen in Liposome, resp. die Bildung der Liposome, die die Wirksubstanz enthalten. Example 1 relates to the preparation of an active ingredient concentrate, i.e. the introduction of active substances into liposomes, respectively. the formation of liposomes that contain the active substance.
Eine Lösung, beispielsweise bestehend aus 5% N-Acetyl-L-tyrosin, 0,9% Natriumhydroxid, 0,5% Adenosintriphosphat Dinatriumsalz, in welcher 4% Sojalecithin suspendiert wurden, wird mit einem Hochdruckhomogenisator, beispielsweise des Fabrikates Mikrofluidizer, durch einen oder mehrere Durchgänge homogenisiert. Mit diesem Verfahren lassen sich Liposome gemäss den Ansprüchen mit einer Teil-chengrösse zwischen 10 und 300 nm, je nach Hersteliungsbedingungen, produzieren. Gegebenenfalls wird die geforderte Teilchengrösse der Liposome, resp. die gewünschte Fraktion, mittels Zentrifugieren erhalten. A solution, for example consisting of 5% N-acetyl-L-tyrosine, 0.9% sodium hydroxide, 0.5% adenosine triphosphate disodium salt, in which 4% soy lecithin has been suspended is passed through a or with a high-pressure homogenizer, for example of the make microfluidizer homogenized several runs. With this method, liposomes according to the claims can be produced with a particle size between 10 and 300 nm, depending on the production conditions. If necessary, the required particle size of the liposomes, respectively. get the desired fraction by centrifugation.
Beispiel 2 (Wirkstoffkonzentrat): Example 2 (active ingredient concentrate):
Analog zu Beispiel 1 kann ein Wirkstoffkonzentrat erhalten werden, indem eine Lösung aus 1% Tyrosin, 4% Tyrosinstearylester, 0,6% 6,7-Dimethyl-9-ribityl-isoalloxazin, in welcher wiederum 4% Sojalecithin suspendiert wurden, im Hochdruckhomogenisator homogenisiert wird. Die gewünschte Teilchengrös-senfraktion wird wiederum beispielsweise durch Zentrifugieren erhalten. Analogously to Example 1, an active ingredient concentrate can be obtained by homogenizing a solution of 1% tyrosine, 4% tyrosine stearyl ester, 0.6% 6,7-dimethyl-9-ribityl-isoalloxazine, in which in turn 4% soy lecithin has been suspended, in a high-pressure homogenizer becomes. The desired particle size fraction is again obtained, for example, by centrifugation.
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Beispiel 3 (Sonnenschutzgel): Example 3 (sun protection gel):
Wirkstoffkonzentrat gemäss Beispiel 1 oder 2 Active ingredient concentrate according to Example 1 or 2
10,0 Gew.-% 10.0% by weight
Ethoxylierterp-Aminobenzoesäureester Ethoxylated p-aminobenzoic acid ester
10,0 Gew.-% 10.0% by weight
Polyglycol 400 Polyglycol 400
5,0 Gew.-% 5.0% by weight
Carbopol 940 Carbopol 940
1,0 Gew.-% 1.0% by weight
Triethanolamin Triethanolamine
1,8 Gew.-% 1.8% by weight
Imidazolidinylharnstoff Imidazolidinyl urea
0,3Gew.-% 0.3% by weight
Parfumöl q.s. Perfume oil q.s.
Wasser ad 100,0 Gew.-% Water ad 100.0% by weight
Beispiel 4 (Sonnenschutzcreme): Example 4 (sun protection cream):
Wirkstoffkonzentrat gemäss Beispiel 1 oder 2 Active ingredient concentrate according to Example 1 or 2
10,0 Gew.-% 10.0% by weight
Öisäureoleylester Oleic acid esters
7,0 Gew.-% 7.0% by weight
Lanolin lanolin
6,0 Gew.-% 6.0% by weight
Paraffinöl Paraffin oil
6,0 Gew.-% 6.0% by weight
Polyvinylalkohol Polyvinyl alcohol
3,0 Gew.-% 3.0% by weight
Polyoxyäthylenstearat Polyoxyethylene stearate
2,6 Gew.-% 2.6% by weight
Bienenwachs Beeswax
2,5 Gew.-% 2.5% by weight
Glycerin Glycerin
2,0 Gew.-% 2.0% by weight
Stearylalkohol Stearyl alcohol
2,0 Gew.-% 2.0% by weight
2-Ethoxyethyl-p.methoxy-zimtsäureester 2-ethoxyethyl-p.methoxy-cinnamic acid ester
2,0 Gew.-% 2.0% by weight
Cetylal kohol Cetylal alcohol
1,2 Gew.-% 1.2% by weight
Proteinhydrolysat Protein hydrolyzate
1,0 Gew.-% 1.0% by weight
3-(4-R/iethylbenzyliden)-Campher 3- (4-R / ethylbenzylidene) camphor
1,0 Gew.-% 1.0% by weight
p-Oxy-Benzoesäure-propylester p-Oxy-benzoic acid propyl ester
0,4 Gew.-% 0.4% by weight
Parfum Perfume
0,4 Gew.-% 0.4% by weight
Wasser ad 100,0 Gew.-% Water ad 100.0% by weight
Die angeführten Rezepturen umfassen nur einige Wirksubstanzen und mögliche Beispiele von kosmetischen Präparaten. Selbstverständlich lassen sich diese beispielsweise angeführten Rezepturen auf alle beanspruchten Wirksubstanzen und darüber hinaus auch auf weitere, allgemein bekannte, bräu-nungsbeeinflussende Wirkstoffe übertragen. Auch die Präparation ist beliebig auf andere Anwendungsformen ausdehnbar. The recipes listed include only a few active substances and possible examples of cosmetic preparations. Of course, these recipes, for example, can be applied to all active substances claimed and, in addition, also to other, generally known, tanning agents. The preparation can also be expanded to any other application.
Claims (1)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH4796/87A CH675967A5 (en) | 1987-12-09 | 1987-12-09 | |
| DE3836849A DE3836849A1 (en) | 1987-12-09 | 1988-10-28 | PRAEPARAT, COSMETIC SUN PROTECTION AGAIN, AND METHOD OF INTRODUCING AN ACTIVE INGREDIENT IN THE SKIN |
| IT8812585A IT1225506B (en) | 1987-12-09 | 1988-11-16 | PREPARED, IN PARTICULAR ANTI-SOLAR COSMETIC PREPARATION, AS WELL AS METHOD FOR THE INTRODUCTION OF AN ACTIVE SUBSTANCE IN THE SKIN |
| AU25784/88A AU2578488A (en) | 1987-12-09 | 1988-11-21 | A product, cosmetic sunscreen product, and a method for introducing an active substance into the skin |
| ES8803666A ES2012158A6 (en) | 1987-12-09 | 1988-12-01 | Liposomes containing active substance for regulating tanning of the skin |
| FR8816073A FR2624374A1 (en) | 1987-12-09 | 1988-12-07 | PREPARATION, IN PARTICULAR ANTISOLAR COSMETICS, AND METHOD FOR PASSING AN ACTIVE SUBSTANCE INTO THE SKIN |
| GB8828694A GB2213376A (en) | 1987-12-09 | 1988-12-08 | Liposomes containing active substance for regulating tanning of the skin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH4796/87A CH675967A5 (en) | 1987-12-09 | 1987-12-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH675967A5 true CH675967A5 (en) | 1990-11-30 |
Family
ID=4282697
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH4796/87A CH675967A5 (en) | 1987-12-09 | 1987-12-09 |
Country Status (7)
| Country | Link |
|---|---|
| AU (1) | AU2578488A (en) |
| CH (1) | CH675967A5 (en) |
| DE (1) | DE3836849A1 (en) |
| ES (1) | ES2012158A6 (en) |
| FR (1) | FR2624374A1 (en) |
| GB (1) | GB2213376A (en) |
| IT (1) | IT1225506B (en) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5449511A (en) * | 1989-09-15 | 1995-09-12 | The Gillette Company | Non-whitening antiperspirant composition |
| FR2653334B1 (en) * | 1989-10-19 | 1991-12-20 | Erphar Ste Civile | COSMETIC TANNING PREPARATION. |
| WO1991007168A1 (en) * | 1989-11-09 | 1991-05-30 | Schering-Plough Healthcare Products, Inc. | Riboflavin as a tanning enhancer |
| US5540914A (en) * | 1989-12-15 | 1996-07-30 | The Board Of Regents Of The University Of Oklahoma | Pigmentation enhancer and method |
| DE4121945C2 (en) * | 1991-07-03 | 1993-11-04 | Merz & Co Gmbh & Co | METHOD FOR PRODUCING STABILIZED, HYDROPHILIC OR AMBIPHILIC CREAM PREPARATIONS, CONTAINING VESICULAR INGREDIENTS, STABLE CREAM PREPARATIONS WITH VESICULAR INGREDIENTS AND THEIR USE |
| US5318774A (en) * | 1992-02-28 | 1994-06-07 | Richardson-Vicks Inc. | Composition and method for imparting an artificial tan to human skin |
| FR2702959B1 (en) * | 1993-03-25 | 1995-06-16 | Thorel Jean Noel | NEW COSMETIC OR PHARMACEUTICAL PREPARATIONS, FOR TOPICAL USE. |
| EP0735857A1 (en) * | 1993-12-21 | 1996-10-09 | The Board Of Regents Of The University Of Oklahoma | Pigmentation enhancer and method |
| GB9411115D0 (en) * | 1994-06-03 | 1994-07-27 | Secr Defence | Stabilisation of photosensitive material |
| JP3485375B2 (en) | 1995-02-17 | 2004-01-13 | 株式会社資生堂 | External preparation for skin |
| FR2753707B1 (en) * | 1996-09-23 | 1998-12-11 | NUCLEOPEPTIDE COMPLEXES, COSMETOLOGICAL AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM AND USES | |
| DE19958121A1 (en) * | 1999-12-02 | 2001-06-28 | Max Planck Gesellschaft | Tyrosine and tryptophan-containing peptides as antioxidants |
| NL1014389C2 (en) * | 2000-02-15 | 2001-08-16 | Dija Zeist Bv | Tanning preparation for the skin. |
| FR2823112B1 (en) * | 2001-04-09 | 2004-03-05 | Oreal | TANNING AND FILTERING PRODUCT |
| CH693624A5 (en) * | 2003-05-22 | 2003-11-28 | Gecomwert Anstalt | A preparation for sun protection, tanning and/or treating skin |
| DE102005026164A1 (en) * | 2005-06-06 | 2006-12-14 | Henkel Kgaa | Self-tanning compositions with UV protection |
| EP2123285A1 (en) * | 2008-05-21 | 2009-11-25 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Nucleosidic phosphoantigens for use in VGAMMA9DELTA2 T cell-mediated therapy |
| DE102010021688A1 (en) * | 2010-05-27 | 2011-12-01 | Qineva Gmbh & Co. Kg | Process for the preparation of a micellar active substance concentrate |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2416008A1 (en) * | 1978-02-02 | 1979-08-31 | Oreal | LIPOSOME LYOPHILISATES |
| CH642537A5 (en) * | 1980-01-25 | 1984-04-30 | Uni Chemie Ag | Cosmetic sunscreen product |
| FR2534487B1 (en) * | 1982-10-15 | 1988-06-10 | Dior Christian Parfums | METHOD FOR THE HOMOGENEIZATION OF HYDRATED LIPIDAL LAMELLAR PHASE DISPERSIONS, AND SUSPENSIONS OBTAINED THEREBY |
| FR2591105B1 (en) * | 1985-12-11 | 1989-03-24 | Moet Hennessy Rech | PHARMACEUTICAL COMPOSITION, IN PARTICULAR DERMATOLOGICAL, OR COSMETIC, BASED ON HYDRATED LIPID LAMELLAR PHASES OR LIPOSOMES CONTAINING A RETINOIDE OR A STRUCTURAL ANALOG OF SUCH A RETINOID AS A CAROTENOID. |
| FR2597345B1 (en) * | 1986-04-22 | 1990-08-03 | Oreal | COSMETIC OR PHARMACEUTICAL COMPOSITION BASED ON AN AQUEOUS DISPERSION OF LIPID SPHERULES. |
| CH671514A5 (en) * | 1986-12-03 | 1989-09-15 | Induchem Ag | |
| FR2623716B1 (en) * | 1987-11-27 | 1991-04-05 | Lvmh Rech | COMPOSITION BASED ON HYDRATED LIPID LAMID PHASES OR LIPOSOMES CONTAINING TYROSINE OR A TYROSINE DERIVATIVE AND COSMETIC OR PHARMACEUTICAL COMPOSITION, ESPECIALLY DERMATOLOGICAL, WITH PIGMENTANT ACTIVITY, INCORPORATING IT |
| FR2609395B1 (en) * | 1988-02-23 | 1992-01-10 | Serobiologiques Lab Sa | USE OF XANTHIC BASES AS ACTIVE INGREDIENT OF A PHARMACEUTICAL COMPOSITION, ESPECIALLY DERMATOLOGICAL, OR COSMETIC, COMPOSITION ESPECIALLY USEFUL AS BASE MATERIAL FOR THE PREPARATION OF PHARMACEUTICAL OR COSMETIC COMPOSITION AND PHARMACEUTICAL OR COSMETIC COMPOSITION THUS PREPARED |
| FR2609393A1 (en) * | 1988-02-23 | 1988-07-15 | Serobiologiques Lab Sa | Composition which is useful, in particular, as a base material for the preparation of pharmaceutical, in particular dermatological and/or cosmetic, compositions, comprising a nitrogenous substance, in particular amino acids, oligo- or polypeptides, proteins, and their derivatives, and pharmaceutical or cosmetic composition thus prepared |
-
1987
- 1987-12-09 CH CH4796/87A patent/CH675967A5/de not_active IP Right Cessation
-
1988
- 1988-10-28 DE DE3836849A patent/DE3836849A1/en not_active Withdrawn
- 1988-11-16 IT IT8812585A patent/IT1225506B/en active
- 1988-11-21 AU AU25784/88A patent/AU2578488A/en not_active Abandoned
- 1988-12-01 ES ES8803666A patent/ES2012158A6/en not_active Expired - Lifetime
- 1988-12-07 FR FR8816073A patent/FR2624374A1/en active Pending
- 1988-12-08 GB GB8828694A patent/GB2213376A/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DE3836849A1 (en) | 1989-06-22 |
| IT8812585A0 (en) | 1988-11-16 |
| GB8828694D0 (en) | 1989-01-11 |
| FR2624374A1 (en) | 1989-06-16 |
| ES2012158A6 (en) | 1990-03-01 |
| AU2578488A (en) | 1989-06-15 |
| IT1225506B (en) | 1990-11-20 |
| GB2213376A (en) | 1989-08-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |