Meso‐tetra(4‐methylthiolphenyl)chlorin (3) and its Sn(IV) complex (3‐Sn) have been synthesized and characterized. The heavy atom effects of the Sn(IV) ion and sulfur atoms result in relatively high singlet oxygen quantum yield values of 0.40 and 0.48. The photodynamic activities against MCF‐7 breast cancer cells were determined through irradiation with a Thorlabs 660 nm LED for 30 min (280 mW.cm−2). IC50 values of 7.8 and 3.9 μM were obtained, respectively. 3‐Sn was found to have significant photodynamic antimicrobial activity against both gram‐(+) S. aureus and gram‐(−) E. coli bacteria upon irradiation with a Thorlabs 660 nm LED for 75 min.

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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 (ΦΔ) yield of 0.88, markedly higher than the ΦΔ values of the other complexes in this series. A Thorlabs M660L4 LED (280 mW · 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) µM, 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.

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