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

    Tutkimustuotos: LehtiartikkeliArtikkeliTieteellinenvertaisarvioitu

    28 Sitaatiot (Scopus)

    Abstrakti

    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.
    AlkuperäiskieliEi tiedossa
    Sivut413–417
    Sivumäärä5
    JulkaisuHolzforschung
    Vuosikerta59
    Numero4
    DOI - pysyväislinkit
    TilaJulkaistu - 2005
    OKM-julkaisutyyppiA1 Julkaistu artikkeli, soviteltu

    Keywords

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

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