Identification of a sucrose diester of a substituted beta-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 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.
Dimberg
L H
LH
Department of Food Science, Swedish University of Agricultural Science, Uppsala. lena.dimberg@lmv.slu.se
Andersson
R E
RE
Gohil
S
S
Bryngelsson
S
S
Lundgren
L N
LN
D018554:Avena / Q000737:chemistry*; D003503:Cyclobutanes / Q000737:chemistry / Q000302:isolation & purification; D004952:Esters / Q000737:chemistry / Q000302:isolation & purification*; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013395:Sucrose / Q000737:chemistry / Q000378:metabolism
D003503:Cyclobutanes; D004952:Esters; D017705:Lignans; D013395:Sucrose