Prostaglandins, Leukotrienes and Essential Fatty Acids
Volume 82, Issue 2 , Pages 83-86 , February 2010

A cautionary note on the correct structure assignment of phytoprostanes and the emergence of a new prostane ring system

  • Ullrich Jahn

      Affiliations

    • Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo namesti 2, 16610 Prague, Czech Republic
    • Corresponding Author InformationCorresponding authors.
    • ,
  • Jean-Marie Galano

      Affiliations

    • Institut des Biomolécules Max Mousseron, IBMM, UMR CNRS 5247, Université Montpellier I, Université Montpellier II, Faculté de Pharmacie, 15. Av. Ch. Flahault, F-34093 Montpellier cedex 05, France
    • Corresponding Author InformationCorresponding authors.
    • ,
  • Thierry Durand

      Affiliations

    • Institut des Biomolécules Max Mousseron, IBMM, UMR CNRS 5247, Université Montpellier I, Université Montpellier II, Faculté de Pharmacie, 15. Av. Ch. Flahault, F-34093 Montpellier cedex 05, France
    • Corresponding Author InformationCorresponding authors.

Received 29 July 2009 ,Revised 8 October 2009 ,Accepted 11 October 2009.

References 

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  2. Kadiiska MB, Gladen BC, Baird DD, Germolec D, Graham LB, Parker CE, et al. Biomarkers of oxidative stress study II: are oxidation products of lipids, proteins, and DNA markers of CCl4 poisoning?. Free Radical Biol. Med. 2005;38:698–710
  3. Milne GL, Musiek ES, Morrow JD. F2-isoprostanes as markers of oxidative stress in vivo: an overview. Biomarkers. 2005;10(Suppl 1):S10–S23
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  12. El Fangour S, Guy A, Vidal J-P, Rossi J-C, Durand T. A flexible synthesis of the phytoprostanes B1 Type I and II. J. Org. Chem. 2005;70:989–997
  13. Schmidt A, Boland W. General strategy for the synthesis of B1 phytoprostanes, dinor isoprostanes, and analogs. J. Org. Chem. 2007;72:1699–1706
  14. Vazquez-Romero A, Cardenas L, Blasi E, Verdaguer X, Riera A. Synthesis of prostaglandin and phytoprostane B1 via regioselective intermolecular Pauson-Khand reactions. Org. Lett. 2009;11:3104–3107
  15. Perlikowska W, Mikolajczyk M. A short synthesis of enantiomeric phytoprostanes B1 Type I. Synthesis. 2009;2715–2718
  16. Iqbal M, Evans P, Lledo A, Verdaguer X, Pericas MA, Riera A, et al. Total synthesis and biological activity of 13,14-dehydro-12-oxo-phytodienoic acids (deoxy-J1-phytoprostanes). Chembiochem. 2005;6:276–280
  17. Pinot E, Guy A, Fournial A, Balas L, Rossi J-C, Durand T. Total synthesis of the four enantiomerically pure diasteroisomers of the phytoprostanes E1 Type II and of the 15-E2t-Isoprostanes. J. Org. Chem. 2008;73:3063–3069

PII: S0952-3278(09)00175-6

doi: 10.1016/j.plefa.2009.10.005

Prostaglandins, Leukotrienes and Essential Fatty Acids
Volume 82, Issue 2 , Pages 83-86 , February 2010

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