Four new dammarane-type triterpenoid saponins from Gynostemma longipes C.Y.Wu

Dammarane-type triterpenoid saponins are regarded as the main active constituents of Gynostemma longipes C.Y.Wu. By using MCI and silica gel column chromatography, as well as preparative HPLC, we isolated four new dammarane-type triterpenoid saponins from the polar saponin fraction of G. longipes C.Y.Wu. Their structures were determined by comprehensive analyses of NMR and MS data and identified as (20S)-3β,20,21-trihydroxydammar-19-oxo-24-ene-3-O-α-L-rhamnopyranosyl(1→2)-β-D-xylopyranosyl(1→3)-α-L-arabinopyranosyl-21-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside (1), (20S)-3β,20,21-trihydroxydammar-24-ene-19-oxo-3-O-α-L-rhamnopyranosyl(1→2)-β-D-xylopyranosyl(1→3)-α-L-arabinopyranosyl-21-O-α-L-rhamnopyranosyl(1→6)-β-D-glucopyranoside (2), (20S)-3β,19,20,21-terahydroxydammar-24-ene-3-O-α-L-rhamnopyranosyl(1→2)-β-D-xylopyranosyl(1→3)-α-L-arabinopyranosyl-21-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside (3), (20S)-3β,20,21-trihydroxydammar-24-ene-3-O-α-L-rhamnopyranosyl(1→2)-β-D-glucopyranosyl(1→3)-β-D-glucopyranosyl-21-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside (4). Compounds 1-4 are new dammarane-type triterpenoid saponins which contain five glycosyl residues.