Saponins from aerial parts of alfalfa (Medicago sativa)

The structures of three saponins from the leaves of alfalfa, cultivar Resis, were established as 28-0-beta-D-xylopyranosyl-(1 lead to 4)-alphal-L-rhamnopyranosyl-(1 leads to 2)-alpha-L-arabinopyranosylmedicagenate, 28-0-[beta D-xylopyranosyl-(1 lead to 4)-alpha-L-rhamnopyranosyl-(1 leads to 2)-alpha...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 1991-01, Vol.39 (1), p.78-82
Main Authors: Massiot, Georges, Lavaud, Catherine, Besson, Veronique, Le Men-Olivier, Louisette, Van Binst, Georges
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Carbohydrates
COMPOSICION QUIMICA
COMPOSITION CHIMIQUE
FEUILLE
Fundamental and applied biological sciences. Psychology
Heterosides
HOJAS
MEDICAGO SATIVA
Other biological molecules
SAPONINAS
SAPONINE
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Summary:The structures of three saponins from the leaves of alfalfa, cultivar Resis, were established as 28-0-beta-D-xylopyranosyl-(1 lead to 4)-alphal-L-rhamnopyranosyl-(1 leads to 2)-alpha-L-arabinopyranosylmedicagenate, 28-0-[beta D-xylopyranosyl-(1 lead to 4)-alpha-L-rhamnopyranosyl-(1 leads to 2)-alpha-L-arabinopyranosyl-3-0-beta-D-glucopyranosly-medicagenate]-and28-0-[beta-D-xylopyranosyl-(1 leads to 4)-alpha-L-rhamnopyranosyl-(1 lead to 2)-alpha-L-arabinopyranosyl]-3-0-[beta-D-glucopyranosyl-(1 leads to 2)-beta-D-glucopyranosyl] medicagenate; in the North American cultivar Lahontan, two saponins were isolated and their structures determined as 28-0-[beta-D-xylopyranosyl (1 leads to4)-alpha-l-rhamnopyranosyl-(1 leads to 2)-alpha-l-arabinopyranosyl]-3-0-,beta-D-glucuronopyranosylmedicagenate and 3-0-[alpha-L-rhamnopyranosyl-(1 leads to 2)-beta-D-glucopyranosyl-(1 leads to 2)-alpha-D-glucuronopyranosyl]soyasapogenol B. Structural elucidations were performed on peracetylated derivatives of the saponins by using 1H and 13C NMR with techniques such as COSY, relayed COSY, HOHAHA, ROESY, HMBC, and HMQC
ISSN:0021-8561
1520-5118
DOI:10.1021/jf00001a014