Photodynamic Anticancer and Antibacterial Activities of Sn(IV) N-Confused Meso-tetra(methylthiophenyl)porphyrin

A Sn(IV) meso-tetra(4-methylthiolphenyl) N-confused porphyrin (4-Sn) complex was prepared to facilitate a comparison of the photophysicochemical and singlet oxygen photosensitiser properties of a series of Sn(IV) complexes of meso-4-methylthiolphenyl-substituted porphyrin, corrole, chlorin, and N-confused porphyrin. 4-Sn has an unusually high singlet oxygen quantum (Phi(Delta)) yield of 0.88, markedly higher than the Phi(Delta) values of the other complexes in this series. A Thorlabs M660L4 LED (280 mW <middle dot> cm(-2)) was used to study the photodynamic activity of Sn-4 against the MCF-7 cancer cell line through irradiation at 660 nm for 30 min. The IC50 value was calculated to be 1.4 (+/- 0.8) mu M, markedly lower than the previously reported values for the rest of the series. Photodynamic antimicrobial activity was also determined against Staphylococcus aureus and Escherichia coli, and 4-Sn was found to deactivate both Gram-(+) and Gram-(-) bacteria despite the absence of cationic charges on the ligand structure.