Identification of a sucrose diester of a substituted β-truxinic acid in oats

A novel compound, 4,4'-dihydroxy-3,3'-dimethoxy-beta-truxinic acid esterified to sucrose through the fructosyl 3-and 6-carbons (1), was isolated from oat grains (Avena sativa L.). Its structure was determined by a combination of mass spectrometry and 1-D and 2-D NMR. The amounts of 1 in gr...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 2001-04, Vol.56 (8), p.843-847
Main Authors: DIMBERG, Lena H, ANDERSSON, Rolf E, GOHIL, Suresh, BRYNGELSSON, Susanne, LUNDGREN, Lennart N
Format: Article
Language:English
Subjects:
Avena - chemistry
Biological and medical sciences
Chemical constitution
Cyclobutanes - chemistry
Cyclobutanes - isolation & purification
Esters - chemistry
Esters - isolation & purification
Fundamental and applied biological sciences. Psychology
Lignans - chemistry
Lignans - isolation & purification
Magnetic Resonance Spectroscopy
Mass Spectrometry
Plant physiology and development
Sucrose - chemistry
Sucrose - metabolism
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Summary:A novel compound, 4,4'-dihydroxy-3,3'-dimethoxy-beta-truxinic acid esterified to sucrose through the fructosyl 3-and 6-carbons (1), was isolated from oat grains (Avena sativa L.). Its structure was determined by a combination of mass spectrometry and 1-D and 2-D NMR. The amounts of 1 in groats of six different oat cultivars ranged from 101 to 150 microg g(-1) (dry wt). None was detected in the hulls. The free diacid, 4,4'-dihydroxy-3,3'-dimethoxy-beta-truxinic acid (2), could not be detected in groats nor in hulls.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(00)00505-7