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Cyclopentenoid cyanohydrin glycosides with unusual sugar residues
E S Olafsdottir1, C Cornett, J W Jaroszewski
1Department of Chemistry BC, Royal Danish School of Pharmacy, Copenhagen, Denmark.
Acta Chemica Scandinavica (Copenhagen, Denmark : 1989)
|January 1, 1989
Abstract:
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.