Photophysics of zinc (II) phthalocyanine polymer and gel formulation

The photophysical properties of lipophilic phthalocyanines encapsulated into a polymer and two different gels were studied in order to predict their photosensitizing efficacy in vivo. Photophysical techniques for solid phase were adapted for light dispersing samples. Gel formulation of two tetrasubs...

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Autor principal: Rodriguez, M.E
Otros Autores: Diz, V.E, Awruch, J., Dicelio, L.E
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2010
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Acceso en línea:Registro en Scopus
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024 7 |2 scopus  |a 2-s2.0-77951869292 
024 7 |2 cas  |a phthalocyanine, 574-93-6; zinc, 14378-32-6, 7440-66-6; zinc, 7440-66-6, 14378-32-6; Capsules; Gels; Indoles; Photosensitizing Agents; Polymers; Singlet Oxygen, 17778-80-2; Zinc, 7440-66-6; phthalocyanine, 574-93-6; Capsules; Gels; Indoles; Photosensitizing Agents; phthalocyanine; Polymers; Singlet Oxygen; Zinc 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a PHCBA 
100 1 |a Rodriguez, M.E. 
245 1 0 |a Photophysics of zinc (II) phthalocyanine polymer and gel formulation 
260 |c 2010 
270 1 0 |m Dicelio, L. E.; INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Fisica, Universidad de Buenos Aires, Buenos Aires, Argentina; email: led@qi.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
504 |a Allen, C.M., Sharman, W.M., Van Lier, J.E., Current status of phthalocyanines in the photodynamic therapy of cancer (2001) Journal of Porphyrins and Phthalocyanines, 5 (2), pp. 161-169. , DOI 10.1002/jpp.324 
504 |a Kaestner, L., Cesson, M., Kassab, K., Christensen, T., Edminson, P.D., Cook, M.J., Chambrier, I., Jori, G., Zinc octa-n-alkyl phthalocyanines in photodynamic therapy: Photophysical properties, accumulation and apoptosis in cell cultures, studies in erythrocytes and topical application to Balb/c mice skin (2003) Photochemical and Photobiological Sciences, 2 (6), pp. 660-667. , DOI 10.1039/b211348a 
504 |a Fernandez, D.A., Awruch, J., Dicelio, L.E., Photophysical and aggregation studies of t-butyl-substituted Zn phthalocyanines (1996) Photochemistry and Photobiology, 63 (6), pp. 784-792 
504 |a Rodriguez, M.E., Moran, F., Bonansea, A., Monetti, M., Fernandez, D.A., Strassert, C.A., Rivarola, V., Dicelio, L.E., A comparative study of the photophysical and phototoxic properties of octakis(decyloxy)phthalocyaninato zinc(II), incorporated in a hydrophilic polymer, in liposomes and in non-ionic micelles (2003) Photochemical and Photobiological Sciences, 2 (10), pp. 988-994. , DOI 10.1039/b303428n 
504 |a Strassert, C.A., Bilmes, G.M., Awruch, J., Dicelio, L.E., Comparative photophysical investigation of oxygen and sulfur as covalent linkers on octaalkylamino substituted zinc(II) phthalocyanines (2008) Photochemical and Photobiological Sciences, 7 (6), pp. 738-747. , DOI 10.1039/b802709a 
504 |a Hongcharu, W., Taylor, C.R., Chang, Y., Aghassi, D., Suthamjariya, K., Anderson, R.R., Topical ALA-photodynamic therapy for the treatment of acne vulgaris (2000) Journal of Investigative Dermatology, 115 (2), pp. 183-192. , DOI 10.1046/j.1523-1747.2000.00046.x 
504 |a Horn, M., Wolf, P., Wulf, H.C., Warloe, T., Fritsch, C., Rhodes, L.E., Kaufmann, R., Larko, O., Topical methyl aminolaevulinate photodynamic therapy in patients with basal cell carcinoma prone to complications and poor cosmetic outcome with conventional treatment (2003) British Journal of Dermatology, 149 (6), pp. 1242-1249. , DOI 10.1111/j.1365-2133.2003.05600.x 
504 |a Touma, D.J., Gilchrest, B.A., Topical photodynamic therapy: A new tool in cosmetic dermatology (2003) Seminars in Cutaneous Medicine and Surgery, 22 (2), pp. 124-130 
504 |a Star, W.M., Van't Veen, A.J., Robinson, D.J., Munte, K., De Haas, E.R.M., Sterenborg, H.J.C.M., Topical 5-aminolaevulinic acid mediated photodynamic therapy of superficial basal cell carcinoma using two light fractions with a two-hour interval: Long-term follow-up (2006) Acta Dermato-Venereologica, 86 (5), pp. 412-417. , DOI 10.2340/00015555-0129 
504 |a Diez Recio, E., Zambrano, B., Alonso, M.L., De Eusebio, E., Martin, M., Cuevas, J., Jaen, P., Topical 5-aminolevulinic acid photodynamic therapy for the treatment of unilesional mycosis fungoides: A report of two cases and review of the literature (2008) International Journal of Dermatology, 47 (4), pp. 410-413. , DOI 10.1111/j.1365-4632.2008.03177.x 
504 |a Kyriazi, M., Alexandratou, E., Yova, D., Rallis, M., Trebst, T., Topical photodynamic therapy of murine non-melanoma skin carcinomas with aluminum phthalocyanine chloride and a diode laser: Pharmacokinetics, tumor response and cosmetic outcomes (2008) Photodermatology Photoimmunology and Photomedicine, 24 (2), pp. 87-94. , DOI 10.1111/j.1600-0781.2008.00345.x 
504 |a Tomazini, M.V., Souza, C.S., Tedesco, A.C., Topical photodynamic therapy with zinc phthalocyanine: Evaluation of fluorescence intensity; Skin absorption, skin histological and immunohistochemical changes in animal model (2007) An. Bras. Dermatol., 82, pp. 535-541 
504 |a Miller, J.D., Baron, E.D., Scull, H., Hsia, A., Berlin, J.C., McCormick, T., Colussi, V., Oleinick, N.L., Photodynamic therapy with the phthalocyanine photosensitizer Pc 4: The case experience with preclinical mechanistic and early clinical-translational studies (2007) Toxicology and Applied Pharmacology, 224 (3), pp. 290-299. , DOI 10.1016/j.taap.2007.01.025, PII S0041008X07000233 
504 |a Reddi, E., Role of delivery vehicles for photosensitizers in the photodynamic therapy of tumours (1997) Journal of Photochemistry and Photobiology B: Biology, 37 (3), pp. 189-195. , DOI 10.1016/S1011-1344(96)07404-0, PII S1011134496074040 
504 |a Torchilin, V.P., Multifunctional nanocarriers (2006) Adv. Drug Deliv. Rev., 58, pp. 1532-1555 
504 |a Bechet, D., Couleaud, P., Frochot, C., Viriot, M.L., Guillemin, F., Barberi-Heyob, M., Nanoparticles as vehicles for delivery of photodynamic therapy agents (2008) Trends Biotechnol., 26, pp. 612-621 
504 |a Fernández, D.A., Dicelio, L.E., Awruch, J., Synthesis and properties of two new N-alkyl substituted phthalocyanines (1995) J. Heterocycl. Chem., 32, pp. 519-522 
504 |a Gursoy, S., Cihan, A., Kocak, M.B., Bekaroglu, O., Synthesis of new metal-free and metal-containing phthalocyanines with tertiary or quaternary aminoethyl substituents (2001) Monatshefte fur Chemie, 132 (7), pp. 813-820. , DOI 10.1007/s007060170068 
504 |a Rumie Vittar, N.B., Prucca, C.G., Strassert, C.A., Awruch, J., Rivarola, V., Cellular inactivation and antitumor efficacy of a new zinc phthalocyanine with potential use in photodynamic therapy (2008) Int. J. Biochem. Cell Biol., 40, pp. 2192-2205 
504 |a Lagorio, M.G., Dicelio, L.E., San Román, E., Visible and near IR spectroscopic and photochemical characterization of substituted metalloph-thalocyanines (1993) J. Photochem. Photobiol. A, Chem., 72, pp. 153-161 
504 |a Lagorio, M.G., Reflectance spectroscopy using wine bottle glass (1999) J. Chem. Educ., 76, pp. 1551-1554 
504 |a Mirenda, M., Lagorio, M.G., San Román, E., Photophysics on surfaces: Determination of absolute fluorescence quantum yields from reflectance spectra (2004) Langmuir, 20, pp. 3690-3697 
504 |a Wilkinson, F., Helman, W.P., Ross, A.B., Rate constant for the decay and reactions of the lowest electronically excited singlet state of molecular oxygen in solution. An expanded and revised compilation (1995) J. Phys. Chem. Ref. Data, 24, pp. 663-1021 
504 |a Kraljic, I., El Mohsni, S., A new method for the detection of singlet oxygen in aqueous solutions (1978) Photochem. Photobiol., 28, pp. 577-581 
504 |a Montanari, J., Perez, A.P., Di Salvo, F., Diz, V., Barnadas, R., Dicelio, L., Doctorovich, F., Romero, E.L., Photodynamic ultradeformable liposomes: Design and characterization (2007) International Journal of Pharmaceutics, 330 (1-2), pp. 183-194. , DOI 10.1016/j.ijpharm.2006.11.015, PII S0378517306009719 
504 |a Amore, S., Lagorio, M.G., Dicelio, L.E., San Roman, E., Photophysical properties of supported dyes. Quantum yield calculations in scattering media (2001) Progress in Reaction Kinetics and Mechanism, 26 (2-3), pp. 159-177 
504 |a Wagner, H., Kostka, K.-H., Lehr, C.-M., Schaefer, U.F., Interrelation of permeation and penetration parameters obtained from in vitro experiments with human skin and skin equivalents (2001) Journal of Controlled Release, 75 (3), pp. 283-295. , DOI 10.1016/S0168-3659(01)00396-0, PII S0168365901003960 
504 |a Rodriguez, M.E., Awruch, J., Dicelio, L.E., Photophysical properties of zinc (II) phthalocyaninates incorporated into liposomes (2002) J. Porphyr. Phthalocyanines, 6, pp. 122-129 
504 |a Rodriguez, M.E., (2005) Fotofísica de Ftalocianinatos de Zinc (II) Incorporados A Vehículos Microheterogéneos Como Potenciales Fotosensibilizadores Para Terapia Fotodinámica, , Ph.D. thesis. Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires 
504 |a Magde, D., Brannon, J.H., Cremers, J., Olmsted, J., Absolute luminescence yield of cresyl violet. A standard for the red (1979) J. Phys. Chem., 83, pp. 696-699 
504 |a Kassab, K., Fabris, C., Defilippis, M.P., Dei, D., Fantetti, L., Roncucci, G., Reddi, E., Jori, G., Skin-photosensitizing properties of Zn(II)-2(3), 9(10), 16(17), 23(24)-tetrakis-(4-oxy-N-methylpiperidinyl) phthalocyanine topically administered to mice (2000) Journal of Photochemistry and Photobiology B: Biology, 55 (2-3), pp. 128-137. , DOI 10.1016/S1011-1344(00)00034-8, PII S1011134400000348 
520 3 |a The photophysical properties of lipophilic phthalocyanines encapsulated into a polymer and two different gels were studied in order to predict their photosensitizing efficacy in vivo. Photophysical techniques for solid phase were adapted for light dispersing samples. Gel formulation of two tetrasubstituted phthalocyanines, tetra-t-butylphthalocyaninato zinc(II) (1), tetrakis(1,1-dimethyl-2-phthalimido)ethylphtalocyaninatozinc(II) (2) and two octasubstituted phthalocyanines, 2,3,9,10,16,17,23,24-octakis(decyloxy) phthalocyaninatozinc(II) (3) and 2,3,9,10,16,17,23,24-octakis[(N,N- dimethylamino)ethylsulfanyl]phthalocyaninatozinc(II) (4) were investigated for their possible use in photodynamic therapy for topical purposes. Supporting the fact that gel formulation improves the photophysical properties of phthalocyanines, singlet molecular oxygen quantum yield (Pδ) values for 1-4 zinc(II) phthalocyaninates in Lutrol® F 127-Cremophor® RH 40 were 0.60, 0.60, 0.20 and 0.26, respectively. Permeation studies showed that no release of phthalocyanines occurs, thus indicating there should be no risk of generalized skin photosensitivity in areas other than the dye-deposition site.  |l eng 
593 |a INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Fisica, Universidad de Buenos Aires, Buenos Aires, Argentina 
593 |a Departamento de Química Orgánica, Facultad de Farmacia y Bioquímica, Universidad de Buenos Aires, Buenos Aires, Argentina 
593 |a Department of Dermatology, Case Western Reserve University, Cleveland, OH 44106, United States 
690 1 0 |a INDOLE DERIVATIVE 
690 1 0 |a PHOTOSENSITIZING AGENT 
690 1 0 |a PHTHALOCYANINE 
690 1 0 |a POLYMER 
690 1 0 |a SINGLET OXYGEN 
690 1 0 |a ZINC 
690 1 0 |a GEL 
690 1 0 |a INDOLE DERIVATIVE 
690 1 0 |a MICROCAPSULE 
690 1 0 |a POLYMER 
690 1 0 |a ARTICLE 
690 1 0 |a CHEMISTRY 
690 1 0 |a GEL 
690 1 0 |a METHODOLOGY 
690 1 0 |a MICROCAPSULE 
690 1 0 |a PERMEABILITY 
690 1 0 |a PHOTOCHEMISTRY 
690 1 0 |a PHOTOCHEMOTHERAPY 
690 1 0 |a RADIATION EXPOSURE 
690 1 0 |a CHEMISTRY 
690 1 0 |a GEL 
690 1 0 |a PROCEDURES 
690 1 0 |a RADIATION RESPONSE 
690 1 0 |a CAPSULES 
690 1 0 |a GELS 
690 1 0 |a PERMEABILITY 
690 1 0 |a PHOTOCHEMICAL PROCESSES 
690 1 0 |a PHOTOCHEMOTHERAPY 
690 1 0 |a PHOTOSENSITIZING AGENTS 
690 1 0 |a POLYMERS 
690 1 0 |a SINGLET OXYGEN 
690 1 0 |a ZINC 
690 1 0 |a TETRA 
690 1 0 |a CAPSULES 
690 1 0 |a GELS 
690 1 0 |a PERMEABILITY 
690 1 0 |a PHOTOCHEMICAL PROCESSES 
690 1 0 |a PHOTOCHEMOTHERAPY 
690 1 0 |a PHOTOSENSITIZING AGENTS 
690 1 0 |a POLYMERS 
690 1 0 |a SINGLET OXYGEN 
690 1 0 |a ZINC 
650 1 7 |2 spines  |a INDOLES 
650 1 7 |2 spines  |a INDOLES 
700 1 |a Diz, V.E. 
700 1 |a Awruch, J. 
700 1 |a Dicelio, L.E. 
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