Isoprostanes are a new class of lipids, isomers of the conventional enzymat
ically derived prostaglandins, which are produced in vivo primarily by a fr
ee radical-catalyzed peroxidation of polyunsaturated fatty acids. F-2-isopr
ostanes, isomers of the enzyme-derived prostaglandin F-2 alpha, are the mos
t studied species, but analogous isomers of other prostaglandins and leukot
rienes have been described. Because of their mechanism of formation, specif
ic structural features that distinguish them from other free radical-genera
ted products and chemical stability, they can provide a reliable index for
the oxidant component of several diseases in vivo. Consistent data suggest
that formation of F-2-isoprostanes is altered in a variety of clinical sett
ings putatively associated with oxidant stress. Moreover, measurement of F-
2-isoprostanes might provide a sensitive biochemical basis for dose-selecti
on in studies of natural and synthetic antioxidants. Finally, some F-2-isop
rostanes possess potent biological activities in vitro and in vivo, suggest
ing that they may also act as mediators of the cellular effects of oxidativ
e stress.