Cyanohydrin glycosides with unusual sugar residues: Revised structure of passitrifasciatin

Elin S. Olafsdottir; Jerzy W. Jaroszewski; David S. Seigler

doi:10.1016/0031-9422(91)85268-5

Cyanohydrin glycosides with unusual sugar residues: Revised structure of passitrifasciatin

Elin S. Olafsdottir, Jerzy W. Jaroszewski, David S. Seigler

Faculty of Pharmaceutical Sciences

University of Iceland

Research output: Contribution to journal › Article › peer-review

Abstract

The cyclopentanoid cyanohydrin glycoside passitrifasciatin was reisolated, and shown to be (1S,4R)-1-(β-d-glucopyranosyloxy)-4-(6-deoxy-β-d-allopyranosyloxy)-2-cyclopentene-1-carbonitrile, using one- and two-dimensional NMR spectroscopy, selective acid-catalysed cleavage of the glycosidic linkage of 6-deoxy-d-allose, and optical rotation data.

Original language	English
Pages (from-to)	867-869
Number of pages	3
Journal	Phytochemistry
Volume	30
Issue number	3
DOIs	https://doi.org/10.1016/0031-9422(91)85268-5
Publication status	Published - 1991

Other keywords

6-deoxy-d-allose.
Passiflora
Passifloraceae
bis-glycosides
cyanogenesis
cyanohydrin glycosides

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10.1016/0031-9422(91)85268-5

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@article{9d2af8754b8047369522167a5ebf2c80,

title = "Cyanohydrin glycosides with unusual sugar residues: Revised structure of passitrifasciatin",

abstract = "The cyclopentanoid cyanohydrin glycoside passitrifasciatin was reisolated, and shown to be (1S,4R)-1-(β-d-glucopyranosyloxy)-4-(6-deoxy-β-d-allopyranosyloxy)-2-cyclopentene-1-carbonitrile, using one- and two-dimensional NMR spectroscopy, selective acid-catalysed cleavage of the glycosidic linkage of 6-deoxy-d-allose, and optical rotation data.",

keywords = "6-deoxy-d-allose., Passiflora, Passifloraceae, bis-glycosides, cyanogenesis, cyanohydrin glycosides",

author = "Olafsdottir, \{Elin S.\} and Jaroszewski, \{Jerzy W.\} and Seigler, \{David S.\}",

year = "1991",

doi = "10.1016/0031-9422(91)85268-5",

language = "English",

volume = "30",

pages = "867--869",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Elsevier Ltd.",

number = "3",

}

TY - JOUR

T1 - Cyanohydrin glycosides with unusual sugar residues

T2 - Revised structure of passitrifasciatin

AU - Olafsdottir, Elin S.

AU - Jaroszewski, Jerzy W.

AU - Seigler, David S.

PY - 1991

Y1 - 1991

N2 - The cyclopentanoid cyanohydrin glycoside passitrifasciatin was reisolated, and shown to be (1S,4R)-1-(β-d-glucopyranosyloxy)-4-(6-deoxy-β-d-allopyranosyloxy)-2-cyclopentene-1-carbonitrile, using one- and two-dimensional NMR spectroscopy, selective acid-catalysed cleavage of the glycosidic linkage of 6-deoxy-d-allose, and optical rotation data.

AB - The cyclopentanoid cyanohydrin glycoside passitrifasciatin was reisolated, and shown to be (1S,4R)-1-(β-d-glucopyranosyloxy)-4-(6-deoxy-β-d-allopyranosyloxy)-2-cyclopentene-1-carbonitrile, using one- and two-dimensional NMR spectroscopy, selective acid-catalysed cleavage of the glycosidic linkage of 6-deoxy-d-allose, and optical rotation data.

KW - 6-deoxy-d-allose.

KW - Passiflora

KW - Passifloraceae

KW - bis-glycosides

KW - cyanogenesis

KW - cyanohydrin glycosides

UR - https://www.scopus.com/pages/publications/0025934954

U2 - 10.1016/0031-9422(91)85268-5

DO - 10.1016/0031-9422(91)85268-5

M3 - Article

C2 - 1367587

SN - 0031-9422

VL - 30

SP - 867

EP - 869

JO - Phytochemistry

JF - Phytochemistry

IS - 3

ER -

Cyanohydrin glycosides with unusual sugar residues: Revised structure of passitrifasciatin

Abstract

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