ITMI20080560A1 - Composizioni preventive-protettive contro l'insorgenza di manifestazioni cutanee fotoallergiche e fototossiche - Google Patents
Composizioni preventive-protettive contro l'insorgenza di manifestazioni cutanee fotoallergiche e fototossiche Download PDFInfo
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- ITMI20080560A1 ITMI20080560A1 IT000560A ITMI20080560A ITMI20080560A1 IT MI20080560 A1 ITMI20080560 A1 IT MI20080560A1 IT 000560 A IT000560 A IT 000560A IT MI20080560 A ITMI20080560 A IT MI20080560A IT MI20080560 A1 ITMI20080560 A1 IT MI20080560A1
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Classifications
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Description
Descrizione del brevetto per invenzione industriale avente per titolo:
“COMPOSIZIONI PREVENTIVE-PROTETTIVE CONTRO L’INSORGENZA DI MANIFESTAZIONI CUTANEE FOTOALLERGICHE E FOTOTOSSICHE”
La presente invenzione ha per oggetto composizioni di uso topico comprendenti una combinazione di sistemi ad elevata capacità fotoassorbente delle radiazioni ultraviolette A in associazione a derivati vitaminici A e C e a composti con azione citoprotettiva quali derivati del beta glucano e suoi derivati, ectoina ed eventualmente bioflavonoidi, proantocianidine, polifenoli, verbascosidi, xyloglucani o estratti di origine vegetali che li contengono.
Sfondo dell’invenzione
La fotoallergia è una reazione infiammatoria che si manifesta sotto forma di eritema in individui sensibili dopo un’esposizione ad un livello normalmente inoffensivo di radiazioni ultraviolette, principalmente di tipo UV-A.
Il meccanismo di azione della fotoallergia è noto da tempo<1>: l’assorbimento della luce ultravioletta produce uno stato eccitato di farmaco o metabolita, che può seguire alternativamente una delle due vie che alla fine portano a fotosensibilizzazione.
La prima via procede attraverso la generazione di radicali liberi. Seguendo la formazione dei radicali liberi, il fotoprodotto può partecipare al trasferimento elettronico diretto o al legame covalente a componenti cellulari chiave.
La seconda via implica la generazione di un ossigeno singoletto che provoca ossidazione di biomolecole, danneggiando componenti critici cellulari e iniziando il rilascio di mediatori eritrogenici.
La fotoallergia, inoltre, è mediata dal sistema immunitario.
La fotoallergia colpisce innanzitutto soggetti con intolleranze fotodinamiche soggettive: tra queste, la più frequente risulta la dermatite polimorfa alla luce, una forma idiopatica acuta e ricorrente, causata soprattutto dai raggi UV-A (quindi anche dall’esposizione attraverso i vetri), caratterizzata da polimorfismo delle lesioni.
Un’altra causa di fotoallergia è rappresentata dai farmaci, soprattutto quelli che assorbono nella regione UV-A. La fotoallergia può colpire anche soggetti non sottoposti a terapie farmacologiche, ma che vengono a contatto con prodotti sia topici che sistemici in grado di indurre reazioni fototossiche o fotoallergizzanti.
Esempi di farmaci fotosensibilizzanti comprendono:
Anti-infettivi quali dossiciclina, minociclina, tetraciclina, acido nalidissico, flumechina, acido ossolinico, acido pipemidico, pefloxacina, ciprofloxacina, ofloxacina, sulfametossazolo, griseofulvina; anti-infiammatori quali piroxicam, acido tiaprofenico, naproxene, diclofenac, ibuprofene, ketoprofene; anti-tumorali quali bleomicina, dacarbazina, fluorouracile, metotrexate, vinblastina; psicotropi quali imipramina, amitriptilina, desipramina, clomipramina, tioridazina, clorpromazina, carbamazepina, clordiazepossido, alprazolam; farmaci cardiologici quali amiodarone, chinidina, captopril, enalapril, idroclorotiazide, furosemide, fenofibrato, clofibrato e altri ancora, ad esempio benzocaina, prometazina, benzidamina.
Le radiazioni ultraviolette di tipo A sono una componente della radiazione solare caratterizzate da lunghezza d’onda comprese tra 320 a 400 nm e capacità di penetrazione sia epidermica che dermica. Gli UV-A sono pertanto in grado di causare un intenso stress ossidativo.<2, 3 ,4 ,5>
Sostanze quali dietilammino idrossibenzoil esil benzoato, ossido di zinco, butil metossidibenzoilmetano, assorbono nella regione dell’UV-A e sono usate sia singolarmente sia in associazione come filtri anti-UV-A.
Da tempo è poi in atto lo studio di sostanze in grado di garantire un’adeguata protezione del sistema cito-immunologico cutaneo ed in generale la cute dalla stress ossidativo UV indotto.
Tra le varie sostanze studiate, risultano di particolare interesse i glucani, polisaccaridi caratterizzati da un legame 1-3 beta-glucosidico, ottenuti per biofermentazione da lieviti (Saccharomyces cerevisiae) e resi successivamente idrosolubili per carbossimetilazione (carbossimetilbetaglucano). Altri polisaccaridi analoghi sono estratti da funghi.
I glucani<6, 7 , 8, 9, 10, 11>sono in grado di stimolare il sistema immunologico cutaneo e di proteggere dallo stress ossidativo UV-A indotto.
L’ectoina<12, 13, 14, 15, 16>è una sostanza naturale dotata di proprietà citoprotettive ed immunoprotettive presente nei batteri alofili come Ectothiorhodospira halochloris. Tali microrganismi sono in grado di vivere in condizioni estreme (laghi salati, nell’acqua di mare e nei deserti salini esposti ad altissime dosi di radiazioni UV ed IR).
Sono inoltre state studiate le vitamine antiossidanti come agenti topici per la protezione del danno fototossico. È noto ad esempio che la vitamina E
<17, 18, 19, 20 , 21, 22>agisce come “free radical scavenger” definito anche come “chain breaking antioxidant”. La vitamina C<23, 24, 25, 26, 27, 28, 29>agisce (unitamente ad altri agenti riducenti, quali beta-carotene, enzimi come la catalasi e la superossidodismutasi e composti come il glutatione) nei processi di riduzione che minimizzano i danni legati ai fenomeni ossidativi.
Infine, alcune specie vegetali quali Vitis vinifera, Prunella vulgaris, Uncaria tormentosa, Paeonia, Camellia sinensis contengono sostanze ad azione citoprotettiva da danni indotti da radiazioni ultraviolette e da stress ossidativo. Tali piante contengono come ingredienti attivi bioflavonoidi, proantocianidine, polifenoli, verbascosidi e xyloglucani<30, 31, 32>.
Descrizione dell’invenzione
Si è ritrovato che l’associazione di sistemi fotoassorbenti UV-A con antiossidanti quali derivati vitaminici C ed E e citoprotettori quali beta glucani, ectoina ed eventualmente bioflavonoidi, proantocianidine, polifenoli, verbascosidi, xyloglucani o estratti vegetali che li contengono, sono efficaci nel proteggere e prevenire, per via topica, dall’insorgenza di reazioni cutanee fotoallergiche e fototossiche, interagendo fra loro in modo particolarmente vantaggioso e/o sinergico.
L’invenzione fornisce pertanto formulazioni topiche contenenti:
a) sistemi fotoassorbenti UV-A;
b) betaglucano o suoi derivati, e/o ectoina,
c) vitamine C e/o E.
Le composizioni dell’invenzione svolgono una attività di prevenzione e protezione nei confronti di manifestazioni cutanee fotoallergiche o fototossiche mediate da farmaci, prodotti topici e/o alimenti o dovute a predisposizioni soggettive.
Al fine di realizzare sistemi ad elevata capacità fotoassorbente nei confronti delle radiazioni ultraviolette di tipo A, saranno utilizzate diverse tipologia di sostanze fotoassorbenti per via chimica o fisica, sia singolarmente che in associazione.
Secondo la presente invenzione, i componenti fotoassorbenti UV-A saranno caratterizzati da ad elevata capacità fotofiltrante (a lunghezza d’onda critica > 375 nm), e saranno scelti in particolare scelti nel gruppo di dietilammino idrossibenzoil esil benzoato, ossido di zinco, butil metossidibenzoilmetano.
Secondo un aspetto preferito della presente invenzione, i componenti fotoassorbenti saranno presenti nei seguenti intervalli di concentrazione (sul totale dei componenti della composizione):
i) dietilammino idrossibenzoil esil benzoato: da 1 a 5%;
ii) ossido di zinco: da 3 a 10%;
iii) butil metossidibenzoilmetano: da 1 a 5%.
Secondo un aspetto preferito della presente invenzione, il butil metossidibenzoilmetano sarà utilizzato in associazione ad Octocrylene in rapporto 1:1 o 1:1,5, in intervallo di concentrazione da 3 a 10% (sul totale dei componenti della composizione).
Secondo un aspetto preferito della presente invenzione, l’ossido di zinco sarà utilizzato sia in forma libera che micronizzata (tra 20 e 200 micron). Preferibilmente, quando usato in forma micronizzata, l’ossido di zinco sarà in forma di polvere o predisperso in solventi, preferibilmente scelti tra acqua, C12-C15 alchil benzoati, olio minerale, Dimethicone o trigliceridi C8-C12.
Secondo un aspetto preferito della presente invenzione, la somma delle concentrazioni di dietilammino idrossibenzoil esil benzoato e di ossido di zinco sarà compresa in un intervallo da 4 a 8% (sul totale dei componenti della composizione).
Al fine di garantire la massima efficacia all’azione preventiva-protettiva delle composizioni secondo l’invenzione, ai sistemi filtranti UV-A sopra definiti sono stati associati componenti in grado di svolgere una adeguata citoprotezione in termini di stress ossidativi, immunosoppressione e danni al DNA.
Secondo la presente invenzione, i componenti citoprotettivi saranno scelti nel gruppo di betaglucano o i suoi derivati, in particolare carbossimetil betaglucano, ed ectoina.
Secondo un aspetto preferito della presente invenzione, i componenti citoprotettivi saranno presenti nei seguenti intervalli di concentrazione (sul totale dei componenti della composizione):
i) betaglucano o suoi derivati: da 0,01 a 0,2%;
ii) ectoina: da 0,1 a 2%.
Preferibilmente, la somma delle concentrazioni di beta glucano o i suoi derivati, ed ectoina sarà compresa in un intervallo da 0,1 a 1,5% (sul totale dei componenti della composizione).
Secondo la presente invenzione, i componenti vitaminici saranno scelti nel gruppo di vitamina E, vitamina C e loro derivati.
Preferibilmente, la vitamina E sarà utilizzata in forma di tocoferolo naturale, di tocoferolo sintetico di derivati quali tocoferil acetato, e la vitamina C sarà utilizzata sia in forma di acido ascorbico sia come derivati dell’acido ascorbico quali ascorbil magnesio fosfato, ascorbil tetraisopalmitato, sodio ascorbil fosfato.
Secondo un aspetto preferito della presente invenzione, i componenti vitaminici o i loro derivati saranno presenti nei seguenti intervalli di concentrazione (sul totale dei componenti della composizione):
i) Vitamina E: in concentrazioni almeno uguali o superiori a 2%; ii) Vitamina C: in concentrazioni almeno uguali o superiori a 0,3%. Preferibilmente, la somma delle concentrazioni dei componenti vitaminici o i loro derivati sarà almeno superiore al 2% (sul totale dei componenti della composizione) per garantire un’adeguata copertura antiossidante.
Secondo un aspetto preferito, le composizioni della presente invenzione potranno inoltre contenere estratti vegetali quali estratti da Vitis vinifera, Prunella vulgaris, Uncaria tormentosa, Paeonia, Camellia sinensis; e sostanze ad attività complementare o comunque utile, quali bioflavonoidi, proantocianidine, polifenoli, verbascosidi, xyloglucani o estratti vegetali che li contengono.
Le composizioni dell’invenzione saranno utilizzate in medicamenti, presidi, dermocosmetici e dispositivi medici favorenti una azione protettiva e preventiva l’insorgere di manifestazioni cutanee fotoallergiche e fototossiche mediate da farmaci, da sostanze applicate per uso topico o sistemico, intolleranze soggettive in soggetti predisposti, soggetti affetti da dermatiti fotoindotte.
Le composizioni della presente invenzione potranno essere formulate secondo metodi convenzionali ben noti nella tecnica, come quelli descritti in “Remington’s Pharmaceutical Handbook”, Mack Publishing Co., N.Y., USA, in qualsiasi forma destinata all’uso topico, preferibilmente come emulsione a fase estera oleosa od acquosa contenenti polimeri acrilici oltre ad altri eccipienti di uso convenzionale, quali agenti conservanti, umettanti, siliconi; o in forma di gel o di emulgel, utilizzanti opportuni agenti formulativi quali polimeri carbossivinilici e acrilici, cellulose, associazioni di emulsionanti e polimeri.
I seguenti esempi illustrano ulteriormente l’invenzione.
I termini utilizzati seguono le regole ENCI.
ESEMPIO 1 - EMULGEL OLIO-IN-ACQUA
ESEMPIO 2 - EMULSIONE OLIO-IN-ACQUA
ESEMPIO 3 - EMULSIONE OLIO-IN-ACQUA
, , , , , ESEMPIO 4 - EMULSIONE POLIMERICA OLIO-IN-ACQUA
ESEMPIO 5 - EMULSIONE A CRISTALLI LIQUIDI OLIO-IN-ACQUA
ESEMPIO 6 - EMULSIONE IN GEL
Bibliografia
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11. Elmets C.A., et al., Photoimmunol Photomed 1992; 9; 113-120, 1992.
12. Galinski, E.A.,et al., Comp. Biochem. Physiol., Vol. 117A, No. 3, 357-365, 1997.
13. Galinski, E.A., Compatible solutes of halophilic eubacteria: molecular principles, water-solute interaction, stress protection, Birkhäuser Verlag, 1993.
14. Galinski, E.A. et al., General and Applied Aspects of Halophilic Microorganisms, 1991.
15. Bunger J. et al., IFSCC Magazine vol.4, n° 2, 127-131, 2001.
16. Bunger J. et al., SPFW Journal.
17. Burton G.W. et al., Acc. Chem. Res. 19, 194202, 1986.
18. Ursini F. La Vitamina E in Dermatologia. Cleup University Publisher, Padova, 15-34. 2001.
19. Mc Vean et al., Carcinogenesis, 18, 1617-1622, 1997.
20. Gensler L. et al. Nutr. Cancer, 15, 97107, 1991.
21. Berton T.R. et al., Molec. Carcinogen., 23, 175-184, 1998.
22. Halliday GM et al., Australas J Dermatol 1998 May;39(2):71-5.
23. Padh H Nutr. Rev. 49, 65-70, 1991.
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26. Harman D.: The aging process. Proc. Natl. Acad. Sci. USA 78, 7124-7128, 1981.
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28. Halliwell B. and Gutteridge J.M.C.: Free Radicals in Biology and Medicine (Clarendon, Oxford) 2<nd>Ed., 1990.
29. Fraga C.G.,et al.: Ascorbic acid protects against endogenous oxidative.
30. Leung A., Foster S. Encyclopedia of common natural ingredients, 2° edition. A. Wiley Interscience Pubblication 1996.
31. Firenzuoli F. Fitoperapia 3° edition. Edizioni Masson, 2002.
32. Psotova J, et al., J. Photochem Photobiol B. 2006 Sep 1;84(3):167-74. Epub 2006 Apr 21.
Claims (12)
- RIVENDICAZIONI 1. Composizioni topiche contenenti: a) componenti fotoassorbenti UV-A; b) betaglucano o suoi derivati, e/o ectoina; c) vitamine C e/o E e/o loro derivati.
- 2. Composizioni secondo la rivendicazione 1, in cui i componenti fotoassorbenti UV-A sono scelti nel gruppo di dietilammino idrossibenzoil esil benzoato, ossido di zinco, butil metossidibenzoilmetano.
- 3. Composizioni secondo la rivendicazione 2, in cui i componenti fotoassorbenti sono presenti nei seguenti intervalli di concentrazione: i) dietilammino idrossibenzoil esil benzoato: da 1 a 5%; ii) ossido di zinco: da 3 a 10%; iii) butil metossidibenzoilmetano: da 1 a 5%; e la somma delle concentrazioni di dietilammino idrossibenzoil esil benzoato e di ossido di zinco è compresa in un intervallo da 4 a 8%; le concentrazioni essendo intese sul totale dei componenti della composizione.
- 4. Composizioni secondo la rivendicazione 3, in cui il butil metossidibenzoilmetano è utilizzato in associazione ad Octocrylene in rapporto 1:1 o 1:1,5, in intervallo di concentrazione da 3 a 10% (sul totale dei componenti della composizione).
- 5. Composizioni secondo la rivendicazione 1, in cui l’ossido di zinco è utilizzato in forma libera o micronizzata tra 20 e 200 micron, come polvere o predisperso in solventi scelti tra acqua, C12-C15 alchil benzoati, olio minerale, Dimethicone o trigliceridi C8-C12.
- 6. Composizioni secondo la rivendicazione 1, in cui il derivato di betaglucano è il carbossimetil betaglucano.
- 7. Composizioni secondo la rivendicazione 1, in cui la concentrazione di betaglucano o suoi derivati e di ectoina è rispettivamente da 0,01 a 0,2% e da 0,1 a 2%, e la loro somma è compresa in un intervallo da 0,1 a 1,5%; le concentrazioni essendo intese sul totale dei componenti della composizione.
- 8. Composizioni secondo la rivendicazione 1, in cui la vitamina E è presente in forma di tocoferolo naturale, sintetico o di derivati, in concentrazioni almeno uguali o superiori a 2%; e la vitamina C è presente in forma di acido ascorbico o di derivati scelti tra ascorbil magnesio fosfato, ascorbil tetraisopalmitato, sodio ascorbil fosfato, in concentrazioni almeno uguali o superiori a 0,3%; e la somma delle concentrazioni di vitamina E e vitamina C è almeno superiore al 2%, le concentrazioni essendo intese sul totale dei componenti della composizione.
- 9. Composizioni secondo una qualsiasi delle rivendicazioni da 1 a 8, contenenti inoltre estratti vegetali quali estratti da Vitis vinifera, Prunella vulgaris, Uncaria tormentosa, Paeonia, Camellia Sinensis.
- 10. Composizioni secondo una qualsiasi delle rivendicazioni da 1 a 9, contenenti inoltre sostanze quali bioflavonoidi, proantocianidine, polifenoli, verbascosidi, xyloglucani o estratti vegetali che li contengono.
- 11. Composizioni secondo una qualsiasi delle rivendicazioni da 1 a 9, in forma di emulsione a fase estera oleosa od acquosa, o in forma di gel o di emulgel.
- 12. Uso di: a) sistemi fotoassorbenti UV-A; b) betaglucano o suoi derivati, e/o ectoina; c) vitamine C e/o E e/o loro derivati; d) ed eventualmente di bioflavonoidi, proantocianidine, polifenoli, verbascosidi, xyloglucani o estratti vegetali che li contengono; per la preparazione di composizioni topiche per la protezione e la prevenzione di reazioni cutanee fotoallergiche e fototossiche.
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT000560A ITMI20080560A1 (it) | 2008-04-01 | 2008-04-01 | Composizioni preventive-protettive contro l'insorgenza di manifestazioni cutanee fotoallergiche e fototossiche |
DK09734893.2T DK2257266T3 (en) | 2008-04-01 | 2009-03-23 | CONFIGURATIONS DESIGNED TO PREVENT / PROTECT AGAINST PHOTO AND ALLERGIC phototoxic SKIN REACTIONS |
PCT/EP2009/002122 WO2009129904A2 (en) | 2008-04-01 | 2009-03-23 | Compositions designed to prevent/protect against photoallergic and phototoxic skin reactions |
EP09734893.2A EP2257266B1 (en) | 2008-04-01 | 2009-03-23 | Compositions designed to prevent/protect against photoallergic and phototoxic skin reactions |
ES09734893.2T ES2575374T3 (es) | 2008-04-01 | 2009-03-23 | Composiciones concebidas para prevenir/proteger contra las reacciones cutáneas fotoalérgicas y fototóxicas |
PL09734893T PL2257266T3 (pl) | 2008-04-01 | 2009-03-23 | Kompozycje przeznaczone do zapobiegania i ochrony przed fotoalergicznymi i fototoksycznymi reakcjami skóry |
HUE09734893A HUE027899T2 (en) | 2008-04-01 | 2009-03-23 | Preparations for preventing or protecting against photo-allergic and phototoxic skin reactions |
PT09734893T PT2257266E (pt) | 2008-04-01 | 2009-03-23 | Composições concebidas para evitar/proteger contra reações cutâneas fotoalérgicas e fototóxicas |
SI200931437A SI2257266T1 (sl) | 2008-04-01 | 2009-03-23 | Sestavki, zasnovani za preprečevanje fotoalergijskih in fototoksičnih kožnih reakcij oz. za zaščito pred njimi |
CY20161100467T CY1117829T1 (el) | 2008-04-01 | 2016-05-30 | Συνθεσεις οι οποιες εχουν σχεδιασθει ωστε να προλαμβανουν/προστατευουν εναντι φωτοαλλεργικων και φωτοτοξικων δερματικων αντιδρασεων |
HRP20160589TT HRP20160589T1 (hr) | 2008-04-01 | 2016-06-01 | Pripravci dizajnirani za sprječavanje/zaštitu od fotoalergijskih i fototoksičnih reakcija kože |
Applications Claiming Priority (1)
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IT000560A ITMI20080560A1 (it) | 2008-04-01 | 2008-04-01 | Composizioni preventive-protettive contro l'insorgenza di manifestazioni cutanee fotoallergiche e fototossiche |
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ITMI20080560A1 true ITMI20080560A1 (it) | 2009-10-02 |
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IT000560A ITMI20080560A1 (it) | 2008-04-01 | 2008-04-01 | Composizioni preventive-protettive contro l'insorgenza di manifestazioni cutanee fotoallergiche e fototossiche |
Country Status (11)
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EP (1) | EP2257266B1 (it) |
CY (1) | CY1117829T1 (it) |
DK (1) | DK2257266T3 (it) |
ES (1) | ES2575374T3 (it) |
HR (1) | HRP20160589T1 (it) |
HU (1) | HUE027899T2 (it) |
IT (1) | ITMI20080560A1 (it) |
PL (1) | PL2257266T3 (it) |
PT (1) | PT2257266E (it) |
SI (1) | SI2257266T1 (it) |
WO (1) | WO2009129904A2 (it) |
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US8623506B2 (en) | 2011-06-22 | 2014-01-07 | Empire Technology Development Llc | Non-covalently bonding anti-microbial nanoparticles for water soluble wood treatment |
EP3624763A1 (en) * | 2017-05-18 | 2020-03-25 | Medena AG | Use of naturally glycosylated polyphenols as protective agents against the effects of ultraviolet irradiation |
FR3079416B1 (fr) * | 2018-03-27 | 2020-03-06 | Isis Pharma France | Nouvelle composition cosmetique ou dermatologique pour la protection contre les uv |
WO2024089235A1 (en) * | 2022-10-28 | 2024-05-02 | Dsm Ip Assets B.V. | Sunscreen composition comprising a human milk oligosaccharide |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
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US5827508A (en) * | 1996-09-27 | 1998-10-27 | The Procter & Gamble Company | Stable photoprotective compositions |
FR2754713B1 (fr) * | 1996-10-22 | 1999-01-08 | Roc Sa | Utilisation de complexes pour la preparation de compositions pour le traitement des peaux sensibles, procede de preparation et compositions hypoallergeniques |
US6090369A (en) * | 1997-06-04 | 2000-07-18 | Stewart; Ernest Glading | Sunscreen formulation with avobenzone and method for stabilizing sunscreen formulation which contains avobenzone |
CA2318345C (en) * | 1997-12-24 | 2011-06-07 | Shaklee Corporation | Composition with high efficiency skin protection from damaging effects of ultraviolet light |
DE19933460A1 (de) * | 1998-07-10 | 2000-01-13 | Beiersdorf Ag | Verwendung von Ectoinen und sulfonierten UV-Filtern |
DE10002725A1 (de) * | 2000-01-11 | 2001-07-12 | Beiersdorf Ag | Wirkstoffe und Zubereitungen für die Hautaufhellung und zur Verhinderung der Hautbräunung (skin whitening) |
KR20050007883A (ko) * | 2003-07-12 | 2005-01-21 | (주)현덕비엔티 | 녹차 폴리페놀과, 아스코르빈산 또는 그 유도체를함유하는 피부 광 손상 방지용 조성물 |
FR2865398B1 (fr) * | 2004-01-23 | 2009-07-03 | Jean Noel Thorel | Compositions destinees a la protection cellulaire vis-a-vis des uva, de la peau, et/ou des phaneres. |
-
2008
- 2008-04-01 IT IT000560A patent/ITMI20080560A1/it unknown
-
2009
- 2009-03-23 PL PL09734893T patent/PL2257266T3/pl unknown
- 2009-03-23 DK DK09734893.2T patent/DK2257266T3/en active
- 2009-03-23 ES ES09734893.2T patent/ES2575374T3/es active Active
- 2009-03-23 EP EP09734893.2A patent/EP2257266B1/en active Active
- 2009-03-23 WO PCT/EP2009/002122 patent/WO2009129904A2/en active Application Filing
- 2009-03-23 PT PT09734893T patent/PT2257266E/pt unknown
- 2009-03-23 HU HUE09734893A patent/HUE027899T2/en unknown
- 2009-03-23 SI SI200931437A patent/SI2257266T1/sl unknown
-
2016
- 2016-05-30 CY CY20161100467T patent/CY1117829T1/el unknown
- 2016-06-01 HR HRP20160589TT patent/HRP20160589T1/hr unknown
Also Published As
Publication number | Publication date |
---|---|
ES2575374T3 (es) | 2016-06-28 |
PT2257266E (pt) | 2016-06-16 |
HRP20160589T1 (hr) | 2016-07-01 |
WO2009129904A2 (en) | 2009-10-29 |
PL2257266T3 (pl) | 2016-08-31 |
CY1117829T1 (el) | 2017-05-17 |
WO2009129904A3 (en) | 2010-01-21 |
WO2009129904A9 (en) | 2010-07-01 |
HUE027899T2 (en) | 2016-10-28 |
EP2257266B1 (en) | 2016-03-16 |
SI2257266T1 (sl) | 2016-06-30 |
EP2257266A2 (en) | 2010-12-08 |
DK2257266T3 (en) | 2016-06-06 |
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