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Multinuclear Ru() and Ir() decorated tetraphenylporphyrins as efficient PDT agents

Two novel porphyrin-core systems were prepared by Sonogashira cross-coupling of the terminal alkyne groups of meso -tetra(4-ethynylphenyl)porphyrin-Zn( ii ) ( P-1 ) with halogenated Ru( ii )- or Ir( iii )-phenanthroline complexes. The resulting compounds ( P-Ru and P-Ir ) were spectroscopically char...

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Bibliographic Details
Published in:Biomaterials science 2019-08, Vol.7 (8), p.3287-3296
Main Authors: Cabrera-González, Justo, Soriano, Jorge, Conway-Kenny, Robert, Wang, Junsi, Lu, Yue, Zhao, Jianzhang, Nogués, Carme, Draper, Sylvia M
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Language:English
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Summary:Two novel porphyrin-core systems were prepared by Sonogashira cross-coupling of the terminal alkyne groups of meso -tetra(4-ethynylphenyl)porphyrin-Zn( ii ) ( P-1 ) with halogenated Ru( ii )- or Ir( iii )-phenanthroline complexes. The resulting compounds ( P-Ru and P-Ir ) were spectroscopically characterised and their photophysical properties were investigated ( λ em 625, 665 nm; τ T 339.6 μs ( P-Ru ) and λ em 530, 612, 664 nm; τ T 396.6 μs ( P-Ir )). Nanosecond time-resolved transient absorption studies were used to explore the 3 MLCT nature of the triplet excited states, and the singlet oxygen quantum yields were determined ( Φ Δ 44.8 ( P-Ru ), 33.2 ( P-Ir )%). The subcellular uptake of P-Ru and P-Ir and their application as photosensitisers (PS) in photodynamic therapy (PDT) were explored due to their solution photophysics and absence of dark toxicity. Upon irradiation ( λ exc = 620-630 nm; 10 min; 33 J cm −2 ), both P-Ru and P-Ir killed 90% of SKBR-3 cells at 1 μM. Notably P-Ru induced a 77% decrease in cell viability at only 0.25 μM. Two novel multi-metallic porphyrin complexes were synthesised and evaluated as effective PDT agents against human breast epithelial cells (SKBR-3).
ISSN:2047-4830
2047-4849
DOI:10.1039/c9bm00192a