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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Photodynamic evaluation of tetracarboxy-phthalocyanines in model systems

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Author(s):
Alonso, Lais ; Sampaio, Renato N. ; Souza, Thalita F. M. ; Silva, Rodrigo C. ; Barbosa Neto, Newton M. ; Ribeiro, Anderson O. ; Alonso, Antonio ; Goncalves, Pablo J.
Total Authors: 8
Document type: Journal article
Source: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY; v. 161, p. 100-107, AUG 2016.
Web of Science Citations: 13
Abstract

The present work reports the synthesis, photophysical and photochemical characterization and photodynamic evaluation of zinc, aluminum and metal free-base tetracarboxy-phthalocyanines (ZnPc, AIPc and FbPc, respectively). To evaluate the possible application of phthalocyanines as a potential photosensitizer the photophysical and photochemical characterization were performed using aqueous (phosphate-buffered solution, PBS) and organic (dimethyl sulfoxide, DMSO) solvents. The relative lipophilicity of the compounds was estimated by the octanol-water partition coefficient and the photodynamic activity evaluated through the photooxidation of a protein and photohemolysis. The photooxidation rate constants (k) were obtained and the hemolytic potential was evaluated by the maximum percentage of hemolysis achieved (H-max) and the time (t(50)) to reach 50% of the H-max. Although these phthalocyanines are all hydrophilic and possess very low affinity for membranes (log P-o/w = -2.0), they led to significant photooxidation of bovine serum albumin (BSA) and photohemolysis. Our results show that ZnPc was the most efficient photosensitizer, followed by AIPc and FbPc; this order is the same as the order of the triplet and singlet oxygen quantum yields (ZnPc > AlPc > FbPc). Furthermore, together, the triplet, fluorescence and singlet oxygen quantum yields of zinc tetracarboxy-phthalocyanines suggest their potential for use in theranostic applications, which simultaneously combines photodiagnosis and phototherapy. (C) 2016 Elsevier B.V. All rights reserved. (AU)

FAPESP's process: 14/18527-8 - Phthalocyanines and Naphthalocyanines: synthesis and characterization of amphiphilic macrocyles for photodynamic therapy
Grantee:Anderson Orzari Ribeiro
Support Opportunities: Regular Research Grants