Synthesis of triphenylphosphonium vitamin E derivatives as mitochondria-targeted antioxidants

  • Tetrahedron. 2015 Nov 4;71(44):8444-8453. doi: 10.1016/j.tet.2015.09.014.
Victoria J A Jameson  1 ,  Helena M Cochemé  2 ,  Angela Logan  3 ,  Lyall R Hanton  1 ,  Robin A J Smith  1 ,  Michael P Murphy  3
Affiliations
  • 1. Department of Chemistry, University of Otago, PO Box 56, Dunedin, 9054, New Zealand.
  • 2. MRC Clinical Sciences Centre, Imperial College, London, W12 0NN, UK ; MRC Mitochondrial Biology Unit, Hills Road, Cambridge, CB2 0XY, UK.
  • 3. MRC Mitochondrial Biology Unit, Hills Road, Cambridge, CB2 0XY, UK.
PMID: 26549895 DOI: 10.1016/j.tet.2015.09.014
Abstract

A series of mitochondria-targeted Antioxidants comprising a lipophilic triphenylphosphonium cation attached to the antioxidant chroman moiety of vitamin E by an alkyl linker have been prepared. The synthesis of a series of mitochondria-targeted vitamin E derivatives with a range of alkyl linkers gave compounds of different hydrophobicities. This work will enable the dependence of antioxidant defence on hydrophobicity to be determined in vivo.

Keywords
Lipid peroxidation; MitoE; Mitochondria; Mitochondria-targeted antioxidant; Vitamin E.
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