Methylation as an effective way to generate SOD-activity in copper complexes of scorpiand-like azamacrocyclic receptors
| Autor: | Antonio Doménech, Manuel G. Basallote, Enrique García-España, Álvaro Martínez-Camarena, M. Angeles Máñez, Andrea Liberato, Aida Nebot-Guinot, Javier Pitarch-Jarque, M. Paz Clares |
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| Rok vydání: | 2018 |
| Předmět: |
Tris
010405 organic chemistry Chemistry Potentiometric titration 010402 general chemistry Photochemistry 01 natural sciences Medicinal chemistry Redox Dissociation (chemistry) 0104 chemical sciences Inorganic Chemistry Metal chemistry.chemical_compound visual_art Pyridine Materials Chemistry visual_art.visual_art_medium Amine gas treating Physical and Theoretical Chemistry Methylene |
| Zdroj: | Inorganica Chimica Acta. 472:139-148 |
| ISSN: | 0020-1693 |
| DOI: | 10.1016/j.ica.2017.08.044 |
| Popis: | Methylation of the secondary amine groups of a scorpiand-type ligand consisting of a pyridine spacer connected through methylene groups to a tris(2-aminomethyl) unit with the pendant arm further functionalised with a 3-pyridine unit leads to a ligand whose Cu(II) complex exhibits threefold enhanced SOD activity with respect to the non-methylated ligand. Potentiometric studies indicate the formation of [CuL] 2+ species with a stability three orders of magnitude lower than that formed with the related non-methylated ligand. Kinetic studies indicate that methylation of the secondary nitrogens causes a deceleration of both the complex formation and the acid-induced dissociation of the metal ion. The reduction in stability associated to the poorer σ-donor ability of the tertiary amino groups shifts the Cu(II)/Cu(I) redox potentials towards more positive values permitting a better cycling between both states needed for the dismutation of superoxide radicals. |
| Databáze: | OpenAIRE |
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