Ardisimamillosides C - F, four new triterpenoid saponins from Ardisia mamillata

Abstract

Four new triterpenoid saponins, ardisimamilloside C (1), 3-O-{α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyran osyl-(1→2)]-α-L-arabinopyranosyl}-3β, 16α,28,30-tetrahydroxy-olean-12-en, ardisimamilloside D (2), 3-O-{α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyran osyl-(1-→ 2)]-α-L-arabinopyranosyl}-3β, 15α,28,30-tetrahydroxy-olean-12-en, ardisimamilloside E (3), 3-O-{α,-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyra nosyl-(1→2)1-α-L-arabinopyranosyl}-13 β,28-epoxy-3β,16α,29-oleananetriol, and ardisimamilloside F (4), 3-O-{α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-[β-D-glucopyran osyl-(1→2)]-α-L-arabinopyranosyl}-3β, 16α-dihydroxy-13β,28-epoxy-oleanan-30-oic acid were isolated from the roots of Ardisia mamillata Hance. Structure assignments were established on the basis of highresolution (HR)-FAB-MS, 1H-, 13C-, and two-dimensional (2D)-NMR spectra, and on the chemical evidence.