Photodynamic antimicrobial chemotherapy of a dimethylamino-functionalized asymmetric zinc(II) phthalocyanine and its quaternized derivative against Staphylococcus aureus when supported on asymmetric polystyrene polymer membranes

Membrane applications are hindered by fouling. Photoactive membranes (containing photosensitizers) show photodynamic antimicrobial chemotherapy (PACT) activity which reduces biological fouling. In this work we use phthalocyanines (Pcs) as photosensitizers. The Pcs used are: 2-(4-carboxyphenoxy)-9(10), 16(17), 23(24)-iris (dimethylamino) phthalocyaninato zinc(II) (1) and the quaternized 2-(4-carboxyphenoxy)-9(10), 16(17), 23(24)-tris(trimethylamino) phthalocyanine zinc(II) methyl sulfate (2). Complex 2 showed an enhanced singlet oxygen quantum yield (Phi(Delta)) of 0.76 compared to 0.53 for 1. Complex 2 showed enhanced PACT activity against Staphylococcus aureus giving a log reduction value of 9.4, while its precursor (complex 1) gave 0.08. The complexes were then conjugated to amine-functionalized polystyrene and embedded into polystyrene to form membranes resulting in Phi(Delta) values of 0.24 and 0.27 for complexes 1 and 2 respectively in water. The latter membrane showed better PACT activity.