Amphiphilic meso(sulfonate ester fluoroaryl)porphyrins: refining the substituents of porphyrin derivatives for phototherapy and diagnostics

A set of amphiphilic fluorinated porphyrins appended with sulfonate ester groups were synthesized and fully characterized. The reaction proceeds efficiently, with high yields, with an improved methodology. Their potential use as imaging and phototherapeutic agents was assessed measuring relevant pho...

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Veröffentlicht in:Tetrahedron 2012-10, Vol.68 (42), p.8767-8772
Hauptverfasser: Simões, Ana V.C., Adamowicz, Agnieszka, Dąbrowski, Janusz M., Calvete, Mário J.F., Abreu, Artur R., Stochel, Grażyna, Arnaut, Luis G., Pereira, Mariette M.
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Sprache:eng
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Zusammenfassung:A set of amphiphilic fluorinated porphyrins appended with sulfonate ester groups were synthesized and fully characterized. The reaction proceeds efficiently, with high yields, with an improved methodology. Their potential use as imaging and phototherapeutic agents was assessed measuring relevant photophysical properties. It is shown that these porphyrins have good photostability, long triplet lifetimes (between 47 μs and 102 μs), high singlet oxygen quantum yields (0.74≤FD≤1.00), low fluorescence quantum yields (
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2012.08.007