On the vasoprotective mechanisms underlying novel beta-phosphorylated nitrones: Focus on free radical characterization, scavenging and NO-donation in a biological model of oxidative stress - Aix-Marseille Université Access content directly
Journal Articles European Journal of Medicinal Chemistry Year : 2016

On the vasoprotective mechanisms underlying novel beta-phosphorylated nitrones: Focus on free radical characterization, scavenging and NO-donation in a biological model of oxidative stress

Abstract

A series of new hybrid 2-(diethoxyphosphoryl)-N-(benzylidene)propan-2-amine oxide derivatives with different aromatic substitution (PPNs) were synthesized. These molecules were evaluated for their EPR spin trapping potential on eleven different radicals and NO-donation properties in vitro, cytotoxicity and vasoprotective effect on precontracted rat aortic rings. A subfamily of the new PPNs featured an antioxidant moiety occurring in natural phenolic acids. From the experimental screening of these hydroxyphenyl- and methoxyphenyl-substituted PPNs, biocompatible nitrones 4d, and 4g−4i deriving from caffeic, gallic, ferulic and sinapic acids, which combined improved EPR probing of ROS formation, vasorelaxant action and antioxidant potency, might be potential drug candidate alternatives to PBN and its analogues.
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hal-01322596 , version 1 (13-10-2016)

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Mathieu Cassien, Petrocchi Consuelo, Sophie Thétiot-Laurent, Maxime Robin, Ricquebourg Emilie, et al.. On the vasoprotective mechanisms underlying novel beta-phosphorylated nitrones: Focus on free radical characterization, scavenging and NO-donation in a biological model of oxidative stress. European Journal of Medicinal Chemistry, 2016, 119, pp.197-217. ⟨10.1016/j.ejmech.2016.04.067⟩. ⟨hal-01322596⟩
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