A ruthenium phthalocyanine functionalized with a folic acid unit as a photosensitizer for photodynamic therapy: Synthesis, characterization and in vitro evaluation

Abstract

A folate-targeted ruthenium(II) phthalocyanine (Ru(FA-Py)(DMSO)(PEG)[Formula: see text]Pc), endowed with a pyridyl ligand functionalized with one folic acid unit (FA-Py) at one of the two axial coordination sites, and a dimethylsulfoxide (DMSO) ligand coordinated to the other axial position, respectively, is described. In order to enhance its biocompatibility, the RuPc is donated with eight PEG chains attached at the peripheral positions. The observed singlet oxygen quantum yields of the PS measured in DMSO and in water are of 0.74 and 0.36, respectively, in line with those observed for other RuPcs bearing comparable axial and peripheral substitution. In vitro PDT activity of the compound has been evaluated in HT-1376 human bladder cancer cell line. Ru(FA-Py)(DMSO)(PEG)[Formula: see text]Pc revealed a slightly higher cellular uptake than those observed for the corresponding carbohydrate-substituted PSs and a better photodynamic activity compared to the glucose-functionalized RuPc.