Phthalocyanines and Metal Phthalocyanines with Phosphoryl Groups: Supramolecular Ensembles, Photochemical and Photobiological Properties

Abstract

Based on the supramolecular approach, the conditions for the solubilization and disaggregation of phosphoryl-containing phthalocyanines and their metal complexes (I-IV) in the aqueous environment due to the formation of supramolecular ensembles are found. For the first time, zinc phthalocyaninate with phosphoryl-containing groups in the macrocycle (IV) was studied as a potential photosensitizer in various media. The supramolecular organization of Ps in solution, the singlet oxygen quantum yield Ф D IV in DMSO (0.48 ± 0.05) and an organized microheterogeneous medium based on cationic cetyltriphenylphosphonium bromide (0.54 ± 0,05) in combination with low cytotoxicity, sufficiently high phototoxicity (IC 50 dose) and the formation of intracellular reactive oxygen species in vitro upon irradiation allow one to consider phosphoryl-containing phthalo-and metallophthalocyanines as deserving of attention and further research as compounds useful for PDT.