Synthesis and Characterization of Ru(II) Complexes with π‐Expansive Imidazophen Ligands for the Photokilling of Human Melanoma Cells
| Autor: | Sherri A. McFarland, Huimin Yin, Goutam Ghosh, Tariq Sainuddin, Susan Monro, Lloyd Lapoot, Alexander Greer |
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| Rok vydání: | 2020 |
| Předmět: |
Skin Neoplasms
Radical Phenanthroline Quantum yield Ligands 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry Article chemistry.chemical_compound Coordination Complexes Cell Line Tumor Humans Physical and Theoretical Chemistry Melanoma Photosensitizing Agents 010405 organic chemistry Singlet oxygen Ligand General Medicine 0104 chemical sciences 3. Good health Solvent Photochemotherapy chemistry Ruthenium Compounds Sodium azide Two-dimensional nuclear magnetic resonance spectroscopy Phenanthrolines |
| Zdroj: | Photochem Photobiol |
| ISSN: | 1751-1097 0031-8655 |
| Popis: | Ru(II) complexes were synthesized with π-expanding (phenyl, fluorenyl, phenanthrenyl, naphthalen-1-yl, naphthalene-2-yl, anthryl, and pyrenyl groups) attached at a 1H-imidazo[4,5-f][1,10]phenanthroline ligand and 4,4′-dimethyl-2,2′-bipyridine (4,4′-dmb) co-ligands. These Ru(II) complexes were characterized by 1D and 2D NMR, and mass spectroscopy, and studied for visible-light and dark toxicity to human malignant melanoma SK-MEL-28 cells. In the SKMEL-28 cells, the Ru(II) complexes are highly phototoxic (EC(50) = 0.2–0.5 μM), and have low dark toxicity (EC(50) = 58–230 μM). The highest phototherapeutic index (PI) of the series was found with the Ru(II) complex bearing the 2-(pyren-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline ligand. This high PI is in part attributed to the π-rich character added by the pyrenyl group, and a possible low-lying and longer-lived (3)IL state due to equilibration with the (3)MLCT state. While this pyrenyl Ru(II) complex possessed a relatively high quantum yield for singlet oxygen formation (Φ(Δ) = 0.84), contributions from type-I processes (oxygen radicals and radical ions) are competitive with the type-II ((1)O(2)) process based on effects of added sodium azide and solvent deuteration. |
| Databáze: | OpenAIRE |
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