A Six Coordinated Phosphorus(V) Corrole Bearing Two Hydroxyl Axial Ligands: X‐Ray Structure, DNA Interaction, Photonuclease Activity, and Cytotoxicity towards Tumor Cells

Abstract

Phosphorus corrole has been explored as a promising photosensiter for photodynamic therapy (PDT) treatment in decade. A new trans‐bishydroxyl axial ligated phosphorus(V) 5, 15‐bis(pentafluorophenyl)‐10(p‐hydroxylphenyl) corrole (1‐P) was synthesized and well characterized by X‐ray structure determination. Complex 1‐P could bind ct‐DNA via an outside binding mode and displayed good photonuclease activity. After illumination, it might significantly generate singlet oxygen, hydroxyl radical and superoxide anion radical. 1‐P exhibited low dark toxicity but high photocytotoxicity against HepG2, CNE‐2, A549 and MDA‐MB‐231 tumor cell lines. Preliminary results show 1‐P is a promising candidate of PDT photosensitizer.

Photodynamic Antitumor Activity of 5,15‐Bis(perfluorophenyl)‐10‐(4‐carboxyphenyl)corrole and its Gallium(III) and Phosphorus(V) Complexes

“…Corrole 1 , 1‐Ga , 1‐P were synthesized according to the previous literature with slight modifications on the conditions(Scheme 1). [12,11k,l] 1‐Ga complex was prepared by the reflux of free base corroles and GaCl 3 using pyridine as solvent under a nitrogen atmosphere. 1‐P was obtained by refluxing the mixture of free base corrole 1 and PCl 3 in pyridine under the protection of N 2 .…”