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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.)

Chlorin derivatives sterically-prevented from self-aggregation with high antitumor activity for photodynamic therapy

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Author(s):
Linares, Irwin A. P. ; de Oliveira, Kleber T. ; Perussi, Janice Rodrigues
Total Authors: 3
Document type: Journal article
Source: DYES AND PIGMENTS; v. 145, p. 518-527, OCT 2017.
Web of Science Citations: 4
Abstract

In this study two new chlorin derivatives sterically prevented from aggregation were synthesised by the Diels-Alder reaction between protoporphyrin IX dimethyl ester and 1-(2-hydroxyethyl)maleimide. The compounds were fully characterised by H-1 NMR,C-13 NMR, UV-Vis and high-resolution mass spectroscopy (HRMS) and their photochemical properties such as singlet oxygen quantum yield (40), fluorescence quantum yield (phi f) and photodegradation were also evaluated. Furthermore, the partition coefficient (log P) revealed that these compounds present amphiphilic properties. Studies of the photodynamic action in tumour cells (HEp-2 and HeLa) and non-tumour cells (Vero) were also performed in order to confirm the photodynamic therapy (PDT) activity that was indicated by the preliminary photophysical studies. Those phototoxicity results were 55-77% higher than the results obtained with the commercial photosensitiser verteporfin. Finally, cytotoxic assays were performed with the new photosensitiser candidates and cell death was determined using fluorescence microscopy, which provided information about the mechanisms of cell death. In general, we have obtained improved and accessible compounds for PDT studies, as highlighted by the research presented here. (C) 2017 Published by Elsevier Ltd. (AU)

FAPESP's process: 15/21110-4 - Exploiting photocatalyzed reactions under continuous flow conditions by using porphyrinoid systems: (C-FlowPhotoChem)
Grantee:Kleber Thiago de Oliveira
Support type: Regular Research Grants
FAPESP's process: 13/07276-1 - CEPOF - Optics and Photonic Research Center
Grantee:Vanderlei Salvador Bagnato
Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC