dc.creatorTaladriz-Blanco P.
dc.creatorDe Oliveira M.G.
dc.date2014
dc.date2015-06-25T17:50:47Z
dc.date2015-11-26T15:36:58Z
dc.date2015-06-25T17:50:47Z
dc.date2015-11-26T15:36:58Z
dc.date.accessioned2018-03-28T22:45:25Z
dc.date.available2018-03-28T22:45:25Z
dc.identifier
dc.identifierJournal Of Photochemistry And Photobiology A: Chemistry. Elsevier, v. 293, n. , p. 65 - 71, 2014.
dc.identifier10106030
dc.identifier10.1016/j.jphotochem.2014.07.022
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-84906251212&partnerID=40&md5=977016ab08fb8ca42493991fc90540a5
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/85912
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/85912
dc.identifier2-s2.0-84906251212
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1263551
dc.descriptionThe incorporation of nitric oxide (NO) photodonors into nontoxic vehicles may allow for the tunable control of topical NO release to treat pathological conditions associated with the impairment of NO production in the dermal vasculature. Pluronic F127 is a PEO-PPO-PEO triblock copolymer that is used as a nontoxic vehicle that undergoes thermally reversible micellization and gelation. In this study, we synthesized a thermally stable flutamide derivative, N-(3-aminopropyl)-3-(trifluoromethyl)-4-nitrobenzenamine (ATN), which is capable of releasing NO upon irradiation with visible light, as shown by real-time chemiluminescence NO detection. We demonstrated that the incorporation of ATN into the hydrophobic nuclei of F127 micelles leads to an enhancement of its photochemical NO release, which is consistent with the photodecomposition route associated with the nitro-to-nitrite photorearrangement of ATN. This mechanism underscores a new role of the F127 micelles as concentrating "nanoreactors" for hydrophobic NO releasing drugs. In this case, this effect may represent a new strategy for enhancing photochemical NO release from ATN, which makes the micellar F127/ATN solutions promising for topical NO application. © 2014 Elsevier B.V.
dc.description293
dc.description
dc.description65
dc.description71
dc.descriptionNicolas, J., Mura, S., Brambilla, D., MacKiewicz, N., Couvreur, P., Design functionalization strategies and biomedical applications of targeted biodegradable/biocompatible polymer-based nanocarriers for drug delivery (2014) Chem. Soc. Rev., 42, p. 1147
dc.descriptionBasak, R., Bandyopadhyay, R., Encapsulation of hydrophobic drugs in pluronic F127 micelles: Effects of drug hydrophobicity, solution temperature, and pH (2013) Langmuir, 29, p. 4350
dc.descriptionAlexander, S., Cosgrove, T., Prescott, S.W., Castle, T.C., Flurbiprofen encapsulation using pluronic triblock copolymers (2011) Langmuir, 27, p. 8054
dc.descriptionMiyazaki, S., Tobiyama, T., Takada, M., Attwood, D., Percutaneous absorption of indomethacin from pluronic F127 gels in rats (1995) J. Pharm. Pharmacol., 47, p. 455
dc.descriptionFoster, B., Cosgrove, T., Hammouda, B., Pluronic triblock copolymer systems and their interactions with ibuprofen (2009) Langmuir, 25, p. 6760
dc.descriptionAttwood, D., Collett, J.H., Tait, C.J., The micellar properties of the poly(oxyethylene)-poly(oxypropylene) copolymer Pluronic F127 in water and electrolyte solution (1985) Int. J. Pharm., 26, p. 25
dc.descriptionAlexandridis, P., Hatton, T.A., Poly(ethylene oxide)-poly(propylene oxide)-poly (ethylene oxide) block copolymer surfactants in aqueous solutions and at interfaces: Thermodynamics, structure, dynamics, and modeling (1995) Colloids Surf. A: Physicochem. Eng. Asp., 96, p. 1
dc.descriptionWanka, G., Hoffmann, H., Ulbricht, W., Phase-diagrams and aggregation behavior of poly(oxyethylene)- poly(oxypropylene)-poly(oxyethylene) triblock copolymers in aqueous-solutions (1994) Macromolecules, 27, p. 4145
dc.descriptionDumortier, G., Grossiord, J.L., Agnely, F., Chaumeil, J.C., A review of poloxamer 407 pharmaceutical and pharmacological characteristics (2006) Pharm. Res., 23, p. 2709
dc.descriptionEscobar-Chávez, J.J., López-Cervantes, M., Naïk, A., Kalia, Y.N., Quintanar-Guerreo, D., Ganem-Quintanar, A., Applications of thermoreversible Pluronic F-127 gels in pharmaceutical formulations (2006) J. Pharm. Pharmaceut. Sci., 9, p. 339
dc.descriptionCarpenter, A.W., Schoenfisch, M.H., Nitric oxide release: Part II. Therapeutic applications (2012) Chem. Soc. Rev., 41, p. 3742
dc.descriptionSeabra, A.B., Durán, N., Nitric oxide-releasing vehicles for biomedical applications (2010) J. Mater. Chem., 20, p. 1624
dc.descriptionGeorgii, J.L., Amadeu, T.P., Seabra, A.B., De Oliveira, M.G., Topical S-nitrosoglutathione-releasing hydrogel improves healing of rat ischaemic wounds (2011) J. Tissue Eng. Regen. Med., 5, p. 612
dc.descriptionSeabra, A.B., Fitzpatrick, A., Paul, J., De Oliveira, M.G., Weller, R.A., Topically applied S-nitrosothiol-containing hydrogels as experimental and pharmacological nitric oxide donors in human skin (2004) Br. J. Dermatol., 151, p. 977
dc.descriptionSeabra, A.B., Martins, D., Simões, M.M.S.G., Da Silva, R., Brocchi, M., De Oliveira, M.G., Antibacterial nitric oxide-releasing polyester for the coating of blood-contacting artificial materials (2010) Artif. Organs, 34, p. 204
dc.descriptionRiccio, D.A., Schoenfisch, M.H., Nitric Oxide release: Part I. Macromolecular scaffolds (2012) Chem. Soc. Rev., 41, p. 3731
dc.descriptionEtchenique, R., Furman, M., Olabe, J.A., Photodelivery of nitric oxide from a nitrosothiol-derivatized surface (2000) J. Am. Chem. Soc., 122, p. 3967
dc.descriptionShishido, S.M., Seabra, A.B., Loh, W., Ganzarolli De Oliveira, M., Thermal and photochemical nitric oxide release from S-nitrosothiols incorpored in Pluronic F127 gel: Potential uses for local and controlled nitric oxide release (2003) Biomaterials, 24, p. 3543
dc.descriptionRiccio, D.A., Coneski, P.N., Nichols, S.P., Broadnax, A.D., Schoenfisch, M.H., Photoinitiated nitric oxide-releasing tertiaty S-nitrosothiols-modified xerogels (2012) ACS Appl. Mater. Interfaces, 4, p. 796
dc.descriptionGeorgii, J.L., Amadeu, T.P., Seabra, A.B., De Oliveira, M.G., Monte-Alto-Costa, A., Topical S-nitrosoglutathione-releasing hydrogel improves healing of rat ischaemic wounds (2001) J. Tissue Eng. Regen. Med., 5, p. 612
dc.descriptionSortino, S., Nanostructured molecular films and nanoparticles with photoactivable functionalities (2008) Photochem. Photobiol. Sci., 7, p. 911
dc.descriptionSortino, S., Photoactivated nanomaterials for biomedical release applications (2012) J. Mater. Chem., 22, p. 301
dc.descriptionSwaminathan, S., Garcia-Amorós, J., Fraix, A., Kandoth, N., Sortino, S., Raymo, F.M., Photoresponsive polymer nanocarriers with multifunctional cargo (2014) Chem. Soc. Rev.
dc.descriptionKandoth, N., Mosinger, J., Gref, R., Sortino, S., A NO photoreleasing supramolecular hydrogel with bactericidal action (2013) J. Mater. Chem. B, 1, p. 3458
dc.descriptionTaladriz-Blanco, P., Pérez-Juste, J., Kandoth, N., Herves, P., Sortino, S., Layer-by-layer assembled gold nanoparticles with a tunable payload of a nitric oxide photocage (2013) J. Colloid Interface Sci., 407, p. 524
dc.descriptionCallari, F.L., Sortino, S., Amplified nitric oxide photorelease in DNA proximity (2008) Chem. Commun., p. 1971
dc.descriptionSchmolka, I.R., Astificial Skin, I., Preparation and properties of pluronic F-127 gels for treatment of burns (1972) J. Biomed. Mater. Res., 6, p. 571
dc.descriptionConeski, P.N., Schoenfisch, M.H., Nitric oxide release: Part III. Measurement and reporting (2012) Chem. Soc. Rev., 41, p. 3753
dc.descriptionMarcilli, R.H.M., De Oliveira, M.G., Nitric oxide-releasing poly(vinyl alcohol) film for increasing dermal vasodilation (2014) Colloids Surf. B: Biointerfaces, 116, p. 643
dc.descriptionSortino, S., Giuffrida, G.D.Q., Chilemi, R., Petralia, S., Marconi, G., Condorelli, G., Sciuto, S., The photochemistry of flutamide and its inclusion complex with b-cyclodextrin. Dramatic effect of the microenvironment on the nature and on the efficiency of the photodegradation pathways (2001) Photochem. Photobiol., 73, p. 5
dc.descriptionSortino, S., Marconi, G., Condorelli, G., New insight on the photoreactivity of the phototoxic anti-cancer flutamide: Photochemical pathways selectively locked and unlocked by structural changes upon drug compartmentalization in phospholipid bilayer vesicles (2001) Chem. Commun., p. 1226
dc.descriptionUdagawa, C., Fukuyoshi, S., Morimoto, S., Tanimoto, Y., Nakagaki, R., Photochemistry of flutamide in various media: Investigation of the reaction mechanism as revealed by external magnetic field effects on product yields (2011) J. Photochem. Photobiol. A, 226, p. 57
dc.languageen
dc.publisherElsevier
dc.relationJournal of Photochemistry and Photobiology A: Chemistry
dc.rightsfechado
dc.sourceScopus
dc.titleEnhanced Photochemical Nitric Oxide Release From A Flutamide Derivative Incorporated In Pluronic F127 Micelles
dc.typeArtículos de revistas


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