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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Woldemichael, Girma Moges (VerfasserIn) , Wink, Michael (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 2002
In: Phytochemistry reviews
Year: 2002, Jahrgang: 60, Heft: 4, Pages: 323-327
ISSN:1572-980X
DOI:10.1016/S0031-9422(02)00112-7
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1016/S0031-9422(02)00112-7
Volltext
Verfasserangaben:Girma M. Woldemichael, Michael Wink
Beschreibung
Zusammenfassung: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).
Beschreibung:Gesehen am 06.10.2017
Beschreibung:Online Resource
ISSN:1572-980X
DOI:10.1016/S0031-9422(02)00112-7