Synthesis and photophysicochemical properties of novel axially di-substituted silicon (IV) phthalocyanines and their photodynamic antimicrobial chemotherapy (PACT) activity against Staphylococcus aureus

In this study, novel silicon (IV) phthalocyanine axially di-substituted with benzimidazole moieties (3) and its quaternized derivative (4) have been synthesized and fully characterized. The photophysical and photochemical properties of both phthalocyanines such as absorption, fluorescence and, singlet oxygen quantum yields, triplet state quantum yields and exited state lifetimes were investigated in solutions. These new silicon phthalocyanines exhibited low fluorescence but produced high singlet oxygen yields in both DMSO (compound 3 and 4) and aqueous media (compound 4). The quaternization of Si(IV)Pc (3) improved the triplet state quantum yield (Phi(T)) 0.61 to 0.83, consequently singlet oxygen generation (Phi(Delta)) increased to 0.69 from 0.42. Photodynamic antimicrobial chemotherapy activities (PACT) of Si(IV)Pc photosensitizers were determined towards Staphylococcus aureus. The higher efficiency was obtained with cationic derivative (4) giving reduction percentage value of 99.75%.