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Gallium(III) Amide Corroles: DNA Interaction and Photodynamic Activity in Cancer Cells
A series of gallium(III) amide corroles including meso‐5,15‐bis(pentafluorophenyl)‐10‐(4‐Pyridinamide‐phenyl)corrole gallium (III) (1‐Ga), meso‐5,15‐bis(pentafluorophenyl)‐10‐(4‐Furamide‐phenyl)corrole gallium(III) (2‐Ga) and meso‐5,15‐bis(pentafluorophenyl)‐10‐(4‐Thiophenamide‐phenyl)corrole galliu...
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Published in: | ChemPlusChem (Weinheim, Germany) Germany), 2023-01, Vol.88 (1), p.e202200413-n/a |
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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: | A series of gallium(III) amide corroles including meso‐5,15‐bis(pentafluorophenyl)‐10‐(4‐Pyridinamide‐phenyl)corrole gallium (III) (1‐Ga), meso‐5,15‐bis(pentafluorophenyl)‐10‐(4‐Furamide‐phenyl)corrole gallium(III) (2‐Ga) and meso‐5,15‐bis(pentafluorophenyl)‐10‐(4‐Thiophenamide‐phenyl)corrole gallium(III) (3‐Ga) were synthesized. The interaction of these complexes with DNA and their photodynamic antitumor activities have been studied. UV spectra titration showed that these gallium(III) corroles interact with calf thymus DNA (CT‐DNA) through an external binding mode. All three gallium(III) corroles can effectively generate singlet oxygen under illumination and have good photostability. Among the three gallium(III) corroles, 2‐Ga exhibited excellent photodynamic antitumor activity against the tested tumor cell lines under light irradiation (625±2 nm, 0.3 mW/cm2, 1.08 J/cm2). The best phototoxicity was observed by 2‐Ga against HepG2 cells (IC50=6.3±0.9), which is even better than temoporfin (IC50=8.4±1.8). It could block HepG2 cells in the sub‐G0 phase and effectively induce apoptosis of HepG2 cells under 625 nm light irradiation.
A gallium(III) amide corrole, meso‐5,15‐bis(pentafluorophenyl)‐10‐(4‐furamide‐phenyl) corrole gallium(III) (2‐Ga), can effectively enter liver cancer cells and exhibit good photodynamic antitumor activity. Under light at 625 nm (0.3 mW/cm2), 2‐Ga can decrease the mitochondrial membrane potential and increase the level of reactive oxygen species in HepG2 cells, arrest cells in sub‐G0 phase, and finally induce apoptosis. |
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ISSN: | 2192-6506 2192-6506 |
DOI: | 10.1002/cplu.202200413 |