Mechanism of the antioxidant action of 2,6-dimethyl-3,5-dimethoxy-carbonyl-4-(2-nitrophenyl)1,4-dihydropyridine

1,4‐Dihydropyridine Derivatives: Dihydronicotinamide Analogues—Model Compounds Targeting Oxidative Stress

“…(1) Metabolites of Nifedipine and Its Analogues as Antioxidants and Regulators of OS . Antioxidant activity of nifedipine, 3,5-dimethoxycarbonyl-2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine, was originally studied in vitro by Kirule et al [ 195 ] and Tirzit et al [ 196 ]. According to the kinetic data of peroxide accumulation and the ESR spectra (inhibition of the autoxidation of methyl oleate in presence of nifedipine) AO action was exerted by the formation of nitroso analogue of the oxidized nifedipine, nitroso nifedipine: 2,6-dimethyl-4-(2-nitrosophenyl)-3,5-pyridine dicarboxylate (NO-NIF).…”

“…According to the kinetic data of peroxide accumulation and the ESR spectra (inhibition of the autoxidation of methyl oleate in presence of nifedipine) AO action was exerted by the formation of nitroso analogue of the oxidized nifedipine, nitroso nifedipine: 2,6-dimethyl-4-(2-nitrosophenyl)-3,5-pyridine dicarboxylate (NO-NIF). This nitroso aromatic derivative can form nitroxyl radicals exhibiting remarkable AOA in the presence of unsaturated fatty acids and lipids [ 196 ].…”

“…Kirule et al [ 195 ] and Tirzit et al [ 196 ] studied mechanism of AOA of 4-nitrophenyl-1,4-DHPs, nifedipine and its analogues, involving formation of 4-(2′-nitrosophenyl)-pyridine derivative (as active principle) as a result of intramolecular redox reaction, using chemical, electrochemical, and biochemical approaches (see Sections 3.3.1 and 3.5.1 ).…”