Structures of three new steroidal alkaloid glycosides, solaverines I, II and III from Solanum toxicarium and S. verbascifolium.

Abstract

The structures of three new steroidal alkaloid glycosides named solaverines I, II and III were isolated from the aerial parts of Solanum toxicarium and S. verbascifolium and their structures, including the new sapogenols solaverols A and B, were elucidated as (22R, 25R)-3β, 23α-dihydroxyspirosol-5-ene 3-o-α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside, (22R, 25R)-3β, 23α-dihydroxyspirosol-5-ene 3-o-α-L-rhamnopyranosyl-(1→2)-[β-D-glucopyranosyl-(1→3)]-β-D-galactopyranoside and (22R, 25R)-3β, 23α, 27-trihydroxyspirosol-5-ene 3-o-α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside, respectively.