Bioactive phenolic substances in industrially important tree species. Part 4: Identification of two new 7-hydroxy divanillyl butyrolactol lignans in some spruce, fir, and pine species

Stefan Willför, Patrik Christoffer Eklund, Rainer Sjöholm, Markku Reunanen, Reijo Sillanpää, Sebastian von Schoultz, Jarl Hemming, Linda Nisula, Bjarne Holmbom

    Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

    28 Citeringar (Scopus)

    Sammanfattning

    A few lignans, that is, 7-hydroxymatairesinol, secoisolariciresinol, lariciresinol, and nortrachelogenin, predominate in a large proportion of the industrially important softwood species used. Some other lignans, of which some still are unidentified, are also present in lower amounts. Softwood knots, i.e., the branch bases inside tree stems,. commonly contain exceptionally large amounts of free aglycone lignans, which has provided a great opportunity to isolate sufficient amounts of softwood lignans for structural characterisation. Here we present the identification and characterisation of two new 9-epimers of 7-hydroxy divanillyl butyrolactol lignans, (7S,8R,8'R,9'R)-4,4',7-trihydroxy-3,3'-dimethoxylignano-9',9'-lactol and (7S,8R,8'R,9'S)-4,4',7-trihydroxy-3,3'dimethoxylignano-9',9'-lactol, in knotwood of Colorado spruce (Picea pungens), from tentative GC-MS analysis to final determination of the structure by NMR spectroscopy and X-ray analysis. Further analyses have verified the occurrence of these lignans, which were earlier incorrectly addressed by our group as isomers of liovil, in several spruce, pine, and fir species.
    OriginalspråkOdefinierat/okänt
    Sidor (från-till)413–417
    Antal sidor5
    TidskriftHolzforschung
    Volym59
    Utgåva4
    DOI
    StatusPublicerad - 2005
    MoE-publikationstypA1 Tidskriftsartikel-refererad

    Nyckelord

    • 7-hydroxy divanillyl butyrolactol lignans
    • Abies
    • fir
    • isoliovil
    • knots
    • knotwood
    • lignans
    • liovil
    • Picea
    • pine
    • Pinus pinaster
    • spruce
    • todolactol A

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