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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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Published in: | Biomaterials science 2019-08, Vol.7 (8), p.3287-3296 |
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Main Authors: | , , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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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). |
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ISSN: | 2047-4830 2047-4849 |
DOI: | 10.1039/c9bm00192a |