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A New Triterpene Saponin from Heteropappus biennis with an Unusual Carbohydrate Chain
Author(s) -
Bader Gerd,
Danzandarjaa Tuja,
Hiller Karl,
Reznicek Gottfried,
Jurenitsch Johann,
Golly Monika,
Schröder Harald,
SchubertZsilavecz Manfred,
Haslinger Ernst
Publication year - 1994
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19940770717
Subject(s) - chemistry , saponin , triterpene , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , oligosaccharide , chain (unit) , trisaccharide , organic chemistry , alternative medicine , medicine , physics , pathology , astronomy
A new saponin, O ‐α‐ D ‐arabinopyranosyl‐(1→6)‐ O ‐[α‐ L ‐rhamnopyranosyl‐(1→2)]‐ O ‐[β‐ D ‐xylopyranosyl‐(1→3)]‐β‐ D ‐glucopyranosyl arjunolate ( 1 ) was isolated from the flowers of Heteropappus biennis (L DB .) T AMAMSCH . The structure was established mainly by a combination of 1D selective and 2D NMR techniques like COSY, TOCSY, ROESY, HMQC, and HMBC. Molecular‐modelling calculations showed that the oligosaccharide chain is rather rigid. Six minimum structures are discussed.