@article{fdi:010066659,
  title = {{E}lectrochemical and spin-trapping properties of para-substituted alpha-phenyl-{N}-tert-butyl nitrones},
  author = {{R}osselin, {M}. and {T}uccio, {B}. and {P}erio, {P}ierre and {V}illamena, {F}. {A}. and {F}abre, {P}. {L}. and {D}urand, {G}.},
  editor = {},
  language = {{ENG}},
  abstract = {{N}itrones are known both as therapeutic antioxidants and efficient spin-traps. {I}n this work, the redox behavior of various para-substituted alpha-phenyl-{N}-tert-butyl nitrones ({PBN}) was studied by cyclic voltammetry. {T}he polar effect of the substituents was found to correlate with the electrochemical properties of the nitronyl function. {C}ompounds bearing an electron-withdrawing group were more easily reduced than those having an electron-donating group and an opposite trend was observed for the oxidation. {E}ase of oxidation was also computationally rationalized using {DFT} approach showing increased ease of oxidation with electron donating functionalities. {S}ince electrochemical properties of nitrones are known to correlate with biological properties, this work provides insights in the design of potent nitrone antioxidants. {U}sing cyclic voltammetry the relative rate of superoxide trapping by nitrones was investigated and compared to the classical antioxidant {BHT}. {T}he determination of the relative rate of phenyl radical trapping was also carried out but showed no clear correlation with the nature of the substituents. {T}his indicates the absence of a polar effect in agreement with previous data and further supports the intermediate nature, that is, non-or weakly nucleophile, of phenyl radical. {O}n the contrary kinetics of hydroxymethyl radical trapping was found to correlate with the nature of the substituents, demonstrating the nucleophilic nature of its addition onto nitrones.},
  keywords = {{N}itrones ; {A}ntioxidants ; {E}lectrochemistry ; {S}pin-{T}rapping ; {F}ree {R}adicals ; {O}xidative {S}tress},
  booktitle = {},
  journal = {{E}lectrochimica {A}cta},
  volume = {193},
  numero = {},
  pages = {231--239},
  ISSN = {0013-4686},
  year = {2016},
  DOI = {10.1016/j.electacta.2016.02.038},
  URL = {https://www.documentation.ird.fr/hor/fdi:010066659},
}