PHENYLBUTAN-2-ONE BETA-D-GLUCOSIDES FROM RASPBERRY FRUIT

被引:41
作者
PABST, A [1 ]
BARRON, D [1 ]
ADDA, J [1 ]
SCHREIER, P [1 ]
机构
[1] UNIV WURZBURG, LEHRSTUHL LEBENSMITTELCHEM, W-8700 WURZBURG, GERMANY
关键词
4-(3′; 4′-dihydroxyphenyl)butan-2-one; 3′-O-β-d-glucopyranoside; 4-(4′-hydroxyphenyl)butan-2-one 4′-O-β-d-glucopyranoside; !sup]13[!/sup]C; !sup]1[!/sup]H NMR; raspberry fruit; raspberry ketone glucoside; Rosaceae; Rubus idaeus;
D O I
10.1016/0031-9422(90)85346-H
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
From a methanolic extract of raspberry fruit, the 4′-O-β-d-glucopyranoside of 4-(4′-hydroxyphenyl)butan-2-one (raspberry ketone) and the 3′-O-β-d- glucopyranoside of 4-(3′,4′-dihydroxyphenyl)butan-2-one were isolated by liquid chromatography on XAD-2, Sephadex LH-20 and RP-18 as well as by HPLC on a diol phase. Identifications were carried out by 1H and 13C NMR spectroscopy, using synthetic reference compounds. Assignment of the carbon resonances was made by DEPT and INADEQUATE experiments. The effects of glucosylation on the 13C NMR spectra of phenylbutanone derivatives are discussed. © 1990.
引用
收藏
页码:3853 / 3858
页数:6
相关论文
共 27 条
[1]  
AGRAWAL PK, 1989, STUDIES ORGANIC CHEM, V29
[2]   THE CONSTITUENTS OF CONIFER NEEDLES .13. MONOARYL AND CYCLOHEXENONE GLYCOSIDES FROM NEEDLES OF PINUS-SYLVESTRIS [J].
ANDERSSON, R ;
LUNDGREN, LN .
PHYTOCHEMISTRY, 1988, 27 (02) :559-562
[3]   METABOLITES OF BIRDS NEST FUNGI .14. PHENOLIC METABOLITES OF THE BIRDS NEST FUNGUS NIDULA NIVEO-TOMENTOSA [J].
AYER, WA ;
SINGER, PP .
PHYTOCHEMISTRY, 1980, 19 (12) :2717-2721
[4]   GC AND HPLC OF GRAPE MONOTERPENYL GLYCOSIDES [J].
BITTEUR, S ;
GUNATA, Z ;
BRILLOUET, JM ;
BAYONOVE, C ;
CORDONNIER, R .
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 1989, 47 (03) :341-352
[5]   DEHYDROZINGERONE FROM AFRAMOMUM-GIGANTEUM [J].
DEBERNARDI, M ;
VIDARI, G ;
VITAFINZI, P .
PHYTOCHEMISTRY, 1976, 15 (11) :1785-1786
[6]   4-(4-HYDROXYPHENYL)-2-BUTANONE (RASPBERRY KETONE) - REVIEW OF NATURAL OCCURRENCE AND BIOGENESIS [J].
DEIFEL, A .
ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG, 1989, 188 (04) :330-332
[7]   PREPARATION OF BUFFERS FOR USE IN ENZYME STUDIES [J].
GOMORI, G .
METHODS IN ENZYMOLOGY, 1955, 1 :138-146
[8]   THE AROMA OF GRAPES .1. EXTRACTION AND DETERMINATION OF FREE AND GLYCOSIDICALLY BOUND FRACTIONS OF SOME GRAPE AROMA COMPONENTS [J].
GUNATA, YZ ;
BAYONOVE, CL ;
BAUMES, RL ;
CORDONNIER, RE .
JOURNAL OF CHROMATOGRAPHY, 1985, 331 (01) :83-90
[9]   PINUS .2. GLYCOSIDES FROM PINUS-CONTORTA NEEDLES [J].
HIGUCHI, R ;
DONNELLY, DMX .
PHYTOCHEMISTRY, 1977, 16 (10) :1587-1590
[10]  
Ibrahim R, 1989, METHODS PLANT BIOCH, P75