TY - JOUR
T1 - Polymeric fractions containing phenol glucosides in flaxseed
AU - Johnsson, Pernilla
AU - Peerlkamp, Nienke
AU - Kamal-Eldin, Afaf
AU - Andersson, Rolf E.
AU - Andersson, Roger
AU - Lundgren, Lennart N.
AU - Åman, Per
N1 - Funding Information:
This project was financed by the Swedish Council for Forestry and Agricultural Research (SJFR). We thank Alternativ Förädling AB (Glanshammar, Sweden) for providing the flaxseed cake used in this study and Märit Peterson and Åsa Ramberg from the Department of Environmental Assessment (SLU) for assistance with LC-MS.
PY - 2002
Y1 - 2002
N2 - Extract rich in phenolic compounds was obtained from flaxseed with 1,4-dioxane:ethanol (1:1, v/v). This extract (whole polymer) was fractionated by solid-phase extraction into three "polymeric" fractions of comparable polarity. HPLC analyses of the base hydrolysates of the three polymeric fractions showed that they contain the same UV-absorbing components, though at different levels and all contained substantial amounts of a lignan, secoisolariciresinoldiglucoside (SDG). Fractionation of the base hydrolysates by column chromatography, followed by high performance liquid chromatography (HPLC) yielded two pure hydroxycinnamic acid derivatives; 4-O-β-D-glucopyranosyl-p-coumaric acid and 4-O-β-D-glucopyranosylferulic acid, whose structures were identified by nuclear magnetic resonance spectroscopy (NMR). NMR analysis showed all three polymeric fractions to have phenolic and aliphatic components and, in line with HPLC, suggested some structural variations between these fractions. The results of this study suggest that the glucosylated phenolic compounds of flaxseed exist in polymeric structure(s) containing ester linkages.
AB - Extract rich in phenolic compounds was obtained from flaxseed with 1,4-dioxane:ethanol (1:1, v/v). This extract (whole polymer) was fractionated by solid-phase extraction into three "polymeric" fractions of comparable polarity. HPLC analyses of the base hydrolysates of the three polymeric fractions showed that they contain the same UV-absorbing components, though at different levels and all contained substantial amounts of a lignan, secoisolariciresinoldiglucoside (SDG). Fractionation of the base hydrolysates by column chromatography, followed by high performance liquid chromatography (HPLC) yielded two pure hydroxycinnamic acid derivatives; 4-O-β-D-glucopyranosyl-p-coumaric acid and 4-O-β-D-glucopyranosylferulic acid, whose structures were identified by nuclear magnetic resonance spectroscopy (NMR). NMR analysis showed all three polymeric fractions to have phenolic and aliphatic components and, in line with HPLC, suggested some structural variations between these fractions. The results of this study suggest that the glucosylated phenolic compounds of flaxseed exist in polymeric structure(s) containing ester linkages.
KW - Ferulic acid glucoside
KW - Flaxseed
KW - Phenol glucoside polymers
KW - Secoisolariciresinol diglucoside
KW - p-Coumaric acid glucoside
UR - http://www.scopus.com/inward/record.url?scp=0036153757&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0036153757&partnerID=8YFLogxK
U2 - 10.1016/S0308-8146(01)00269-2
DO - 10.1016/S0308-8146(01)00269-2
M3 - Article
AN - SCOPUS:0036153757
SN - 0308-8146
VL - 76
SP - 207
EP - 212
JO - Food Chemistry
JF - Food Chemistry
IS - 2
ER -