Synthesis of anionic and cationic corroles and study of their complexing ability and photodynamic activity towards DNA and albumin

Abstract

In this work, new free base corroles (sulfophenylcorrole (mixture of tri(4-sulfophenyl)corrole and tetrasulfotriphenylcorrole) and tri(N-methylpyridin-4-yl)corrole triiodide) were synthesized and associative equilibria in aqueous and organic media were studied. Their binding ability to BSA and DNA was studied by various physicochemical methods. It has been established that complexes with DNA are formed only by cationic corrole, which binds to DNA by the intercalation method. Both cationic and anionic corroles bind to bovine serum albumin. It was found that the synthesized corroles are weakly fluorescent fluorophores and practically do not generate singlet oxygen; however, they are capable of generating superoxide anion radicals; can participate in type I photooxidation. The ability to initiate type I photoprocesses was established on the basis of the processes of photooxidation of nitroblue tetrazolium and BSA. The possibility of potentiating the process of protein photooxidation by potassium iodide has been established. Radical and radical ion reactions underlying the potentiation of BSA oxidation upon photoirradiation with PS were studied. It was found that the addition of KI significantly accelerates the photooxidation of BSA. It has been proven that the stage of formation of triiodide ions, which trigger a cascade of radical ion reactions, plays an important role in the potentiation processes.