Synthesis, spectroscopy and photosensitizing properties of hydroxynitrophenylporphyrins

The hydroxynitrophenylporphyrins, 5,10,15,20-tetrakis(2-hydroxy-5-nitrophenyl)porphyrin and 5-mono(carboxyphenyl)-10,15,20-tris(2-hydroxy-5-nitrophenyl)porphyrin described in this work were prepared through Adler's method. These compounds were characterized by ¹H NMR and light absorption and emission spectroscopy in the visible region. In order to demonstrate the involvement of ¹O2 production, the uric (UA) acid test was carried out, which considers the decrease in the absorbance of UA at 293 nm following laser light irradiation of a solution containing UA and a photosensitizer. The results obtained demonstrate that these hydroxynitrophenylporphyrins can be considered as promising photosensitizers in PDT.

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Bibliographic Details
Main Authors: Maestrin,Ana Paula J., Tedesco,Antonio Cláudio, Neri,Cláudio R., Gandini,Maria Elisa F., Serra,Osvaldo A., Iamamoto,Yassuko
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2004
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000500016
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Description
Summary:The hydroxynitrophenylporphyrins, 5,10,15,20-tetrakis(2-hydroxy-5-nitrophenyl)porphyrin and 5-mono(carboxyphenyl)-10,15,20-tris(2-hydroxy-5-nitrophenyl)porphyrin described in this work were prepared through Adler's method. These compounds were characterized by ¹H NMR and light absorption and emission spectroscopy in the visible region. In order to demonstrate the involvement of ¹O2 production, the uric (UA) acid test was carried out, which considers the decrease in the absorbance of UA at 293 nm following laser light irradiation of a solution containing UA and a photosensitizer. The results obtained demonstrate that these hydroxynitrophenylporphyrins can be considered as promising photosensitizers in PDT.