S. Willför, M. Reunanen, P. Eklund, R. Sjöholm, L. Kronberg, P. Fardim, S. Pietarinen, B. Holmbom
Oligolignans in Norway spruce and Scots pine knots and Norway spruce stemwood
Oligolignans present in substantial amounts in Norway
spruce and Scots pine knots were characterised. The
hydrophilic knotwood substances were extracted and
different chromatographic methods were applied to
obtain fractions for analysis by GC, GC-MS, HR-EI-MS,
LC-ESI-MS, NMR, and FTIR. ?-O-4-Linked guaiacylglyceryl
ethers of hydroxymatairesinol (Ia, Ib, Ic), secoisolariciresinol
(II), lariciresinol (III), isolariciresinol (IV), lignan
A (V), liovil (VI), conidendrin (VII), and pinoresinol (VIII)
were identified in the spruce knotwood extract and ?-O-4-linked guaiacylglyceryl ethers of nortrachelogenin (IX)
and secoisolariciresinol (II) in the pine knotwood extract.
The structures of allo-hydroxymatairesinol-4?-guaiacylglyceryl
ether (Ia), hydroxymatairesinol-4-guaiacylglyceryl
ether (Ib), hydroxymatairesinol-4?-guaiacylglyceryl ether
(Ic), secoisolariciresisinol-4-guaiacylglyceryl ether (II), and
lariciresinol-4?-guaiacylglyceryl ether (III) were determined
via GC-MS, HR-MS, and 1H and 13C NMR analyses. The
structures of (Ia), (Ic), (IV), (V), (VI), (VII), and (IX) have not
been reported earlier. Spruce stemwood, both heartwood
and sapwood, also contained oligolignans in small
amounts. In addition, some dilignans with four phenylpropanoid
units were tentatively identified in the hydrophilic
knotwood substances.
Holzforschung, Walter de Gruyter
Print ISSN: 0018-3830
Volume: 58, 07/2004
Pages: 345 - 354
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