Cyclopentenoid cyanohydrin glycosides with unusual sugar residues.
The cyclopentenoid cyanohydrin glycosides passicapsin and passibiflorin have been identified as (1S, 4R)-1-(beta-D-glucopyranosyloxy)-4-(2,6-dideoxy-beta-D-xylo-hex o pyranosyloxy)-2-cyclopentene-1-carbonitrile and (1S, 4R)-1-(beta-D-glucopyranosyloxy)-4-(6-deoxy-beta-D-gulopyranosy loxy)-2- cyclopentene-1-carbonitrile, respectively, using one- and two-dimensional NMR spectroscopy, selective acid-catalysed cleavage of the glycosidic linkages of the deoxy sugars, and optical rotation data.
Olafsdottir
E S
ES
Department of Chemistry BC, Royal Danish School of Pharmacy, Copenhagen, Denmark.
Cornett
C
C
Jaroszewski
J W
JW
D002241:Carbohydrates / Q000737:chemistry*; D003517:Cyclopentanes / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010944:Plants / Q000032:analysis*
D002241:Carbohydrates; D003517:Cyclopentanes; D006027:Glycosides; C067330:passicapsin; C067331:passibiflorin