Two new steroidal saponins, named nigrumnins I and II, together with two known saponins were obtained from the whole plant of Solanum nigrum L. On the basis of spectroscopic analysis (1H-NMR, 13C-NMR, 1H-1H COSY, TOCSY, HMQC, HMBC and FAB-MS), nigrumnin I was established as (25R)-5α-spirostan 3β-ol 3-O-β-D-xylopyranosyl-(1→3)-[α-L-arabinopyranosyl-(1→2)]-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-galactopyranoside (1), and nigrumnin II was elucidated as (25R)-3β, 17α-dihydroxy-5α-spirostan-12-one 3-O-β-D-xylopyranosyl-(1→3)-[α-L-arabinopyranosyl-(1→2)]-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-galactopyranoside (2).
Solanum nigrum, steroidal saponin, Solanaceae, tigogenin, (25R)-3β, 17α-dihydroxy-5α-spirostan-12-one, nigrumnin
NCBI PubMed ID: 10923841Publication DOI: 10.1248/cpb.48.1062Journal 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, TLC, acid hydrolysis, GLC, extraction, optical rotation measurement, CC, derivatization, evaporation, HR-FAB-MS
Found