Three new spirostanol steroidal oligoglycosides, together with a known oligoglycoside, were obtained from the seeds of Allium tuberosum after enzymatic hydrolysis of furostanol saponin fraction by β-glucosidase. On the basis of spectroscopic analysis, the structure of new spirostanol oligoglycosides were elucidated as (25S)-spirost-5-ene-2α, 3β-diol 3-O-α-L-rhamnopyranosyl-(1→4)-[α-L-rhamnopyranosyl)-(1→2)]-β-D-glucopyranoside, (25S)-spirostane-3β, 5β, 6α-triol 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranoside, and (25S)-5β-spirostane-3β, 6α-diol 3-O-α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranoside.
Liliaceae, spirostanol, furostanol, Allium tuberosum, steroidal oligoglycoside, β-chacotriose
NCBI PubMed ID: 10726858Publication DOI: 10.1248/cpb.48.362Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: Nohara T
Institutions: Faculty of Pharmaceutical Sciences, Kumamoto University, Kumamoto, Japan
Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, acid hydrolysis, GLC, enzymatic digestion, extraction, optical rotation measurement, CC, precipitation, derivatization, evaporation, HR-FAB-MS