Details

Autor(en) / Beteiligte

• Banfi, Stefano
• Caruso, Enrico
• Buccafurni, Loredana
• Ravizza, Raffaella
• Gariboldi, Marzia
• Monti, Elena

Titel

Zinc phthalocyanines-mediated photodynamic therapy induces cell death in adenocarcinoma cells

Ist Teil von

• Journal of organometallic chemistry, 2007-02, Vol.692 (6), p.1269-1276

Ort / Verlag

Elsevier B.V

Erscheinungsjahr

2007

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A panel of eight Zn-phthalocyanines ( 1)–( 8), differently substituted on the benzo units, was synthesized either by direct cyclic-tetramerization of substituted phthalonitriles, or by chemical transformations of available Zn-phthalocyanines. The phototoxicity of compounds 1– 8 was evaluated in vitro on tumor cells, and their effect compared with those induced by porfimer sodium. A panel of eight Zn-phthalocyanines (Zn-Pcs) ( 1)–( 8), differently substituted on the benzo units, was synthesized either by direct cyclic-tetramerization of substituted phthalonitriles (compounds 1 and 2), or leading from the easily available tetrasulphonyl phthalocyanine to yield the sulfonamido derivatives 3 and 4, or else via the chloromethylation of precedent Zn-Pc followed by reaction with nucleophiles affording the dicationic Zn-Pcs ( 5) and ( 6) or the neutral Zn-Pcs ( 7) and ( 8). The phototoxicity of these new compounds was evaluated in vitro on human colon adenocarcinoma cell line (HCT116), and their effect compared with those induced by porfimer sodium. The results are reported as IC 50 values, following exposure of the cells to different Zn-Pcs concentration and irradiation with a 500 W tungsten/halogen white lamp. The cationic Zn-Pc ( 5) and ( 6) together with the Zn-Pc ( 7), featuring 12 methoxy groups, were found good or fairly good photosensitizers while the more lipophilic Zn-Pcs ( 1)–( 4) and ( 8) were found devoid of activity.