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Synthesis and photophysical properties of amphiphilic halogenated bacteriochlorins: new opportunities for photodynamic therapy of cancer

Mariette M. Pereira

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

Corresponding author, fax: + 351 239827703.

SPP full member in good standing.

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Carlos J.P. Monteiro

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

SPP full member in good standing.

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Ana V.C. Simões

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

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Sara M.A. Pinto

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

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Luís G. Arnaut

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

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Gonçalo F.F. Sá

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

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Elsa F.F. Silva

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

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Luís B. Rocha

Bluepharma SA, São Martinho do Bispo, 4045-016 Coimbra, Portugal

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Sérgio Simões

Bluepharma SA, São Martinho do Bispo, 4045-016 Coimbra, Portugal

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and

Sebastião J. Formosinho

Chemistry Department, Rua Larga, University of Coimbra, 3004-595 Coimbra, Portugal

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https://doi.org/10.1142/S1088424609000553Cited by:28

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Abstract

Photodynamic therapy (PDT) is a promising treatment for several types of cancers. It involves the synergetic effect of light, oxygen and an appropriate photosensitizer. Extensive studies on the synthetic modulation of the structure of tetrapyrrolic macrocycles allowed for the optimization of chemical and physical properties of such photosensitizers. The progress from porphyrins to chlorins and more recently to bacteriochlorins clearly shows the improvements achieved in PDT photosensitizers. This paper summarizes our recent contribution to the synthesis of stable amphiphilic halogenated meso-tetraarylbacteriochlorins. Their photophysics, in vitro cytotoxicity and phototoxicity are presented and their potential use as photosensitizer for PDT application is assessed.

Keywords:

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Received 4 September 2008

Accepted 19 September 2008
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Synthesis and photophysical properties of amphiphilic halogenated bacteriochlorins: new opportunities for photodynamic therapy of cancer

Abstract

References

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