Reactions of Me arachidonate and Et linoleate with NO in the presence of O2 gave complex mixts. of products via interaction with NO2 and related nitrogen oxides. In cyclohexane, the reaction afforded chiefly nitroalkene and nitronitrate adducts, characterized by spectroscopic techniques. In 0.1 M phosphate buffer, pH 7.4, a different pattern of products was formed, comprising mainly conjugated hydroperoxide derivs. Quantum mech. calcns. on a model 1,4-diene system suggested that medium-dependent changes in product distribution can be ascribed in part to solvation effects on the NO2-induced addn./H-atom abstraction competition, but reflect also a complex interplay of solvent-sensitive mechanisms.

Medium-dependent competitive pathways in the reactions of polyunsaturated fatty acids with nitric oxide in the presence of oxygen. Structural characterisation of nitration products and a theoretical mechanistic insight

BARONE, Vincenzo
1999

Abstract

Reactions of Me arachidonate and Et linoleate with NO in the presence of O2 gave complex mixts. of products via interaction with NO2 and related nitrogen oxides. In cyclohexane, the reaction afforded chiefly nitroalkene and nitronitrate adducts, characterized by spectroscopic techniques. In 0.1 M phosphate buffer, pH 7.4, a different pattern of products was formed, comprising mainly conjugated hydroperoxide derivs. Quantum mech. calcns. on a model 1,4-diene system suggested that medium-dependent changes in product distribution can be ascribed in part to solvation effects on the NO2-induced addn./H-atom abstraction competition, but reflect also a complex interplay of solvent-sensitive mechanisms.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11384/5062
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