Investigation of novel substituted zinc and aluminium phthalocyanines for photodynamic therapy of epithelial breast cancer

Abstract

A series of phthalonitrile ligands were synthesized by nucleophilic substitution reaction using the hydroxyl or sulfanyl group precursors and the nitro moiety of the nitrophthalonitrile to yield corresponding oxy or sulfanyl bridged ligands. These ligands were subsequently subjected to cyclocondensation reaction with diamagnetic metal ions like zinc and aluminium to afford symmetrically substituted zinc and aluminium phthalocyanine (Pc) complexes and polymers. The ligands and Pc complexes were characterized by 1H nuclear magnetic resonance, fourier transform infrared, ultraviolet visible and mass spectrometric techniques. Additionally, thermal gravimetric, and elemental analyzer were used for characterization of the Pc complexes. The photophysical and photochemical behaviour of the Pc complexes were investigated in dimethyl sulfoxide. Additionally, the complexes were tested against epithelial breast cancer cells for photodynamic therapy (PDT) effect. The substituted ZnPc complexes afforded higher singlet oxygen quantum yields as compared to the AlPc analogue. All the complexes showed innocuous invitro dark cytotoxicity and moderate PDT effect.