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

2016/01/01 by Ya‐Hong Yao, Yun Luo, Jun Li +1
Biochemistry, Genetics and Molecular Biology · Chemistry · Materials Science · Medicine · #A431 cells #Alkoxy group #Biochemistry #Cell #Cell cycle #Chemistry #Cytotoxicity #HaCaT #In vitro #Organic chemistry #Photochemistry #Photodynamic Therapy Research Studies #Porphyrin #Porphyrin Metabolism and Disorders #Porphyrin and Phthalocyanine Chemistry #Stereochemistry

paper · doi:10.1002/hlca.201500184

openalex publication_date 2016/01/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/25

Abstract

Abstract Three novel porphyrins, including two Schiff ‐bases porphyrins, 5,10,15‐triphenyl‐20‐[4‐(2‐(4‐formyl)phenoxy)ethoxy]phenyl porphyrin ( H 2 Pp ( 1 )), 5,10,15‐triphenyl‐20‐[4‐(2‐(4‐hydroxyimino)phenoxy)ethoxy]phenyl porphyrin ( H 2 Pp ( 2 )) and 5,10,15‐triphenyl‐20‐[4‐(2‐(4‐ m ‐hydroxyanilinodeneformyl)phenoxy)ethoxy]phenyl porphyrin ( H 2 Pp ( 3 )), as well as three metalloporphyrins ( CuPp ( 1a ), ZnPp ( 1b ), and CoPp ( 1c )) of porphyrin H 2 Pp ( 1 ) were synthesized. Their molecular structures were characterized by 1 H‐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 IC 50 values in the range of 6.6–9.8 μ M , and metalloporphyrins exhibited higher cytotoxicity than that of metal‐free porphyrins.

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