Enantiomerically enriched F 2 ‐dihomo‐isoprostanes and F 3 ‐isoprostanes have been synthesized. Such compounds are derived from the action of reactive oxygen species on the phospholipid‐bound polyunsaturated fatty acids (PUFA), adrenic acid and eicosapentaenoic acid, respectively. Of special interest are the F 2 ‐dihomo‐isoprostanes because they could represent potential biomarkers for myelin damage as its main PUFA constituent is adrenic acid. Our strategy, based on a pivotal enantiomerically enriched intermediate, has allowed access to F 2 ‐dihomo‐IsoP and both C5 epimers of 5‐F 3t ‐IsoP for the first time.
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Oger et al. (2012) studied this question.
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