The novelty of phytofurans, isofurans, dihomo-isofurans and neurofurans: Discovery, synthesis and potential application

Biochimie. 2016 Nov:130:49-62. doi: 10.1016/j.biochi.2016.08.002. Epub 2016 Aug 9.

Abstract

Polyunsaturated fatty acids (PUFA) are oxidized in vivo under oxidative stress through free radical pathway and release cyclic oxygenated metabolites, which are commonly classified as isoprostanes and isofurans. The discovery of isoprostanes goes back twenty-five years compared to fifteen years for isofurans, and great many are discovered. The biosynthesis, the nomenclature, the chemical synthesis of furanoids from α-linolenic acid (ALA, C18:3 n-3), arachidonic acid (AA, C20:4 n-6), adrenic acid (AdA, 22:4 n-6) and docosahexaenoic acid (DHA, 22:6 n-3) as well as their identification and implication in biological systems are highlighted in this review.

Keywords: Biomarkers; Dihomo-isofurans; Isofurans; Neurofurans; Phytofurans; Polyunsaturated fatty acids.

Publication types

  • Review

MeSH terms

  • Animals
  • Arachidonic Acid / chemistry
  • Docosahexaenoic Acids / chemistry
  • Fatty Acids, Unsaturated / chemistry*
  • Furans / chemical synthesis*
  • Furans / chemistry*
  • Humans
  • Models, Chemical*
  • Oxidation-Reduction
  • alpha-Linolenic Acid / chemistry

Substances

  • Fatty Acids, Unsaturated
  • Furans
  • alpha-Linolenic Acid
  • adrenic acid
  • Docosahexaenoic Acids
  • Arachidonic Acid