A novel and efficient synthesis of highly oxidized lignans by a methyltrioxorhenium/hydrogen peroxide catalytic system. Studies on their apoptogenic and antioxidant activity

Roberta Bernini, Giampiero Gualandi, Claudia Crestini, Maurizio Barontini, Maria Cristina Belfiore, Stefan Willför, Patrik Christoffer Eklund, Raffaele Saladino

    Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

    16 Citeringar (Scopus)

    Sammanfattning

    Highly oxidized lignans produced during the cytochrome P-450 metabolism in the cells show biological activities significantly different from those of their parent natural compounds. Lignans precursors of mammalian enterolignans were treated with a methyltrioxorhenium/hydrogen peroxide catalytic system to afford new compounds oxidized at benzylic as well as in arylic positions. The evaluation of the antioxidant and apoptogenic activity by in vivo protocols of these compounds showed some interesting structure-activity relationships related to the oxidation degree of the molecules. (C) 2009 Elsevier Ltd. All rights reserved.
    OriginalspråkOdefinierat/okänt
    Sidor (från-till)5676–5682
    Antal sidor7
    TidskriftBioorganic and Medicinal Chemistry
    Volym17
    Utgåva15
    DOI
    StatusPublicerad - 2009
    MoE-publikationstypA1 Tidskriftsartikel-refererad

    Nyckelord

    • Antioxidant activity
    • Apoptogenic activity
    • Lignans
    • Methyltrioxorhenium
    • Ethanol Oxidation

    Citera det här