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

Abstract

This work reports the preparation and characterization of an A 2 B corrole 5,15-bis(perfluorophenyl)-10-(4carboxyphenyl)corrole and its gallium(III) and phosphorus(V) complexes. Their in-vitro photodynamic anticancer activities against A549, MDA-MB-231, B16, HepG2, and Hela cell lines were also investigated. Among three compounds, phosphorus(V) complexexhibits the best photostability, highest fluorescence quantum yields (Φ F = 0.138), and the highest singlet-oxygen quantum yields (Φ Δ = 0.87). Also, the phosphorus(V) complex exhibits the best photodynamic antitumor activity against MDA-MB-231 cells with a low IC 50 (0.08 μM) upon light irradiation at 625 � 2 nm, which is much lower than commercial PDT drug Temoporfin (0.1 μM) at the same conditions. The cellular localization assay confirmed that the phosphorus(V) complexis mainly distributed in the cytoplasm and have a good ability to produce reactive oxygen species (ROS) under light illumination, which would further cause oxidative damage to tumor cells and finally result in the apoptosis. After PDT treatment, phosphorus(V) complex may cause tumor cell arrest at the G2/M stage. The preliminary results showed phosphorus(V) corrole complex is a good candidate for photodynamic therapy (PDT) of tumors.

Construction of 5-Fluorouracil and Gallium Corrole Conjugates for Enhanced Photodynamic Therapy

“…The 5FU-gallium corrole conjugates with 1,2,3-triazole as a linker ( 3 and 4 ) were synthesized in a water/methanol system similar to corrole 1 . Finally, gallium­(III) complexes 1-Ga – 4-Ga can be easily prepared by a simple coordination reaction of free base corrole and GaCl 3 according to the existing procedures . These complexes could be separated and purified via common column chromatography on silica gel and fully characterized by using 1 H nuclear magnetic resonance (NMR), 13 C NMR, 19 F NMR, and HRMS.…”