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Investigation of mammalian lignan precursors in flax seed: First evidence of secoisolariciresinol diglucoside in two isomeric forms by liquid chromatography/mass spectrometry
Author(s) -
BambagiottiAlberti Massimo,
Coron Silvia A.,
Ghiara Caterina,
Moneti Gloriano,
Raffaelli Andrea,
Traldi P.
Publication year - 1994
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290081204
Subject(s) - chemistry , lignan , chromatography , mass spectrometry , liquid chromatography–mass spectrometry , organic chemistry
A strong research effort has been devoted in recent years to the mammalian lignans enterolactone and enterodiol because of their claimed protective effects against breast and colon cancer. Some plant lignans appear to be precursors of these molecules. This paper reports a novel identification procedure for one of these precursors, the secoisolariciresinol diglucoside, in the extracts of defatted flax‐seed meal. The procedure is based on high‐performance liquid chromatography coupled with either ionspray or continuous‐flow fast‐atom bombardment mass spectrometry. The application of these techniques allowed the identification in flax seed of two isomeric forms of this precursor for the first time. The isomers are reasonably the two diastereoisomers, due to the two equivalent stereogenic centers present in the molecule.