Triterpene glycosides of Lupinus angustifolius
Investigation of whole seeds of Lupinus angustifolius L. (Leguminosae) yielded the two triterpenoid saponins with branched monosaccharide chain 3β,21β,22β,24-tetrahydroxyolean-12-en-3-O-α-l-rhamnopyranosyl-(1→3)-[α-l-rhamnopyranosyl-(1→2)]-β-d-galactopyranosyl-(1→2)-β-d-glucuronopyranoside (3) and 3...
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| Main Authors: | , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
2002
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| In: |
Phytochemistry reviews
Year: 2002, Volume: 60, Issue: 4, Pages: 323-327 |
| ISSN: | 1572-980X |
| DOI: | 10.1016/S0031-9422(02)00112-7 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1016/S0031-9422(02)00112-7
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| Author Notes: | Girma M. Woldemichael, Michael Wink |
MARC
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| 520 | |a Investigation of whole seeds of Lupinus angustifolius L. (Leguminosae) yielded the two triterpenoid saponins with branched monosaccharide chain 3β,21β,22β,24-tetrahydroxyolean-12-en-3-O-α-l-rhamnopyranosyl-(1→3)-[α-l-rhamnopyranosyl-(1→2)]-β-d-galactopyranosyl-(1→2)-β-d-glucuronopyranoside (3) and 3β,21β,22β,24-tetrahydroxyolean-12-en-3-O-α-l-rhamnopyranosyl-(1→3)-[α-l-rhamnopyranosyl-(1→2)]-β-d-galactopyranosyl-(1→2)-β-d-glucuronopyranosyl-21-O-α-l-rhamnopyranoside (4) along with the known compounds soyasaponin I (1) and 3β,21β,22β,24-tetrahydroxyolean-12-en-3-O-α-l-rhamnopyranosyl-(1→2)-β-d-galactopyranosyl-(1→2)-β-d-glucuronopyranosyl-21-O-α-l-rhamnopyranoside (2). The structures of the compounds were elucidated using hydrolysis, FAB-MS and extensive NMR experiments. Compounds 2-4 showed moderate antifungal activity against Candida albicans with MIC values of 25, 25 and 30 μg/ml, respectively. Only soyasaponin I was found weakly hemolytic (HC50 >500 μg/ml). | ||
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