Synthesis of Novel Porphyrin Derivatives and Their Cytotoxic Activities against A431 Cells

Abstract

AbstractThree novel porphyrins, including two Schiff‐bases porphyrins, 5,10,15‐triphenyl‐20‐[4‐(2‐(4‐formyl)phenoxy)ethoxy]phenyl porphyrin (H2Pp(1)), 5,10,15‐triphenyl‐20‐[4‐(2‐(4‐hydroxyimino)phenoxy)ethoxy]phenyl porphyrin (H2Pp(2)) and 5,10,15‐triphenyl‐20‐[4‐(2‐(4‐m‐hydroxyanilinodeneformyl)phenoxy)ethoxy]phenyl porphyrin (H2Pp(3)), as well as three metalloporphyrins (CuPp (1a), ZnPp (1b), and CoPp (1c)) of porphyrin H2Pp(1) were synthesized. Their molecular structures were characterized by 1H‐NMR, MS, UV/VIS, and FT‐IR spectra. Furthermore, they were evaluated by their cytotoxicities against human epidermal squamous cell carcinoma cell (A431) and normal human horn cells (HaCaT) in vitro with MTT assay. Interestingly, these porphyrins and metalloporphyrins, which had a negligible cytotoxicity to HaCaT cells, showed highly cytotoxicity against A431 cells with IC50 values in the range of 6.6–9.8 μM, and metalloporphyrins exhibited higher cytotoxicity than that of metal‐free porphyrins.