Isoprostane

Isoprostane
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The isoprostanes are prostaglandin-like compounds formed in vivo from the free radical-catalyzed peroxidation of essential fatty acids (primarily arachidonic acid) without the direct action of cyclooxygenase (COX) enzyme. ^[1]^[2] These nonclassical eicosanoids possess potent biological activity as inflammatory mediators that augment the perception of pain.^[3] These compounds are accurate markers of lipid peroxidation in both animal and human models of oxidative stress.

The increased levels of isoprostane is one of the underlying mechanisms contributing to increased risk of heart attack in patients taking Coxibs.

Abundance

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“	Polyunsaturated fatty acids other than arachidonic acid are also vulnerable to reactive oxygen species and produce isoprostanes. For example, in addition to the four classes of F2-isoprostanes that can arise from arachidonic acid, peroxidation of eicosapentaenoic acid (EPA) is predicted to lead to the generation of six classes of F3 isoprostanes, α-linolenic and γ-linolenic acids to two classes of E1- and F1-isoprostanes, and docosahexaenoic acid to eight classes of D4-isoprostanes and eight classes of E4-isoprostanes. Each of the classes comprise up to eight racemic isomers, leading to an astounding number of isoprostane molecules!	”
—LJ Janssen^[4]

^ COX activity produces H₂O₂ which may non-enzymatically produce isoprostanes.
^ Morrow JD, Roberts LJ (1996). "The isoprostanes. Current knowledge and directions for future research". Biochem. Pharmacol. 51 (1): 1–9. PMID 8534261. Retrieved on 2007-01-05.
^ Evans AR, Junger H, Southall MD, et al (2000). "Isoprostanes, novel eicosanoids that produce nociception and sensitize rat sensory neurons". J. Pharmacol. Exp. Ther. 293 (3): 912–20. PMID 10869392.
^ Janssen LJ (2001). "Isoprostanes: an overview and putative roles in pulmonary pathophysiology". Am. J. Physiol. Lung Cell Mol. Physiol. 280 (6): L1067–82. PMID 11350785. Retrieved on 2007-11-02.

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