Fine-Feature Modifications to Strained Ruthenium Complexes Radically Alter Their Hypoxic Anticancer Activity
Autor: | Patrick C. Barrett, Elamparuthi Ramasamy, Dmytro Havrylyuk, Houston D. Cole, John Roque, Rachel Hodges, Edith C. Glazer, David K. Heidary, Liubov M. Lifshits, Sherri A. McFarland, Colin G. Cameron |
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Rok vydání: | 2021 |
Předmět: |
Stereochemistry
Quantum yield chemistry.chemical_element Antineoplastic Agents 010402 general chemistry Ligands 01 natural sciences Biochemistry Ruthenium Article chemistry.chemical_compound Coordination Complexes medicine Structural isomer Physical and Theoretical Chemistry Sensitization Naphthalene Singlet Oxygen 010405 organic chemistry Singlet oxygen Ligand Biological activity General Medicine 0104 chemical sciences medicine.anatomical_structure chemistry |
Zdroj: | Photochem Photobiol |
ISSN: | 1751-1097 |
Popis: | In an earlier study of π-expansive ruthenium complexes for photodynamic and photochemo-therapies, it was shown that a pair of structural isomers differing only in the connection point of a naphthalene residue exhibited vastly different biological activity. These isomers are further explored in this paper through the activity of their functionalized derivatives. In normoxia, the inactive 2-NIP isomer (5) can be made as photocytotoxic as the active 1-NIP isomer (1) by functionalizing with methyl or methoxy groups, while methoxy variants of the 1-NIP isomer became inactive. In all cases, the singlet oxygen sensitization quantum yield was below 1%. Hypoxic photocytotoxicity was attenuated, with only three of the series showing any activity, notwithstanding the photodissociative ligands. The results here are consistent with the earlier findings in that seemingly minor structural modifications on the non-strained ligand can dramatically modulate the normoxic and hypoxic activity of these strained compounds and that these changes appear to exert a greater influence on photocytotoxicity than singlet oxygen sensitization or rates of photosubstitution in cell-free conditions would suggest. |
Databáze: | OpenAIRE |
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