Electrophilic Cyclopentenone Isoprostanes in Neurodegeneration

Cyclopentenone isoprostanes induced by reactive oxygen species trigger defense gene activation and phytoalexin accumulation in plants.

Lipid peroxidation may be initiated either by lipoxygenases or by reactive oxygen species (ROS). Enzymatic oxidation of alpha-linolenate can result in the biosynthesis of cyclic oxylipins of the jasmonate type while free-radical-catalyzed oxidation of alpha-linolenate may yield several classes of cyclic oxylipins termed phytoprostanes in vivo. Previously, we have shown that one of these classes...

Formation of highly reactive cyclopentenone isoprostane compounds (A3/J3-isoprostanes) in vivo from eicosapentaenoic acid.

Omega-3 (omega-3) polyunsaturated fatty acids (PUFAs) found in marine fish oils are known to suppress inflammation associated with a wide variety of diseases. Eicosapentaenoic acid (EPA) is one of the most abundant omega-3 fatty acids in fish oil, but the mechanism(s) by which EPA exerts its beneficial effects is unknown. Recent studies, however, have demonstrated that oxidized EPA, rather than...

Prostanoids with cyclopentenone structure as tools for the characterization of electrophilic lipid-protein interactomes.

Electrophilic eicosanoids arise from the free radical-induced peroxidation of arachidonic acid or its metabolites. These reactive species may play an important role in pathophysiological processes associated with inflammation and oxidative stress. Cyclopentenone prostaglandins (cyPG) and isoprostanes are reactive eicosanoids that can form covalent adducts with cysteine residues in proteins thro...

Isoprostanes.

The isoprostanes (IsoPs) are a unique series of prostaglandin-like compounds formed in vivo via a nonenzymatic mechanism involving the free radical-initiated peroxidation of arachidonic acid. This article summarizes our current knowledge of these compounds. Herein, a historical account of their discovery and the mechanism of their formation are described. A specific class of IsoPs, the F2-IsoPs...

The Cyclopentenone Prostaglandin 15d-PGJ