Triterpene saponins from Cyclamen hederifolium

Five triterpene saponins never reported before, hederifoliosides A-E, and four known triterpene saponins were isolated from the tubers of Cyclamen hederifolium. The structures of hederifoliosides A-E were determined as 3 beta,16 alpha-dihydroxy-13 beta,28-epoxyolean-30-oic acid 3-O-{[beta-D-glucopyranosyl-(1 -> 2)-O]-beta-D-xylopyranosyl-(1 -> 2)-O-beta-D-glucopyranosyl-(1 -> 4)-O-alpha-L-arabinopyranoside}, 3 beta,16 alpha-dihydroxy-13 beta, 28-epoxyolean-30-oic acid 3-O-{[beta-D-glucopyranosyl-(1 -> 2)-O]-beta-D-xylopyranosyl-(1 -> 2)-O-[beta-D-glucopyranosyl-(1 -> 3)]-O-beta-D-glucopyranosyl-(1 -> 4)-O-alpha-L-arabinopyranoside}, 3 beta,16 alpha-dihydroxy-13 beta, 28-epoxyolean-30-al 3-O-{[beta-D-glucopyranosyl-(1 -> 2)-O]-beta-D-xylopyranosyl-(1 -> 2)-O-[beta-D-glucopyranosyl-(1 -> 3)]-O-[beta-D-glucopyranosyl-(1 -> 6)]-O-beta-D-glucopyranosyl-(1 -> 4)-O-alpha-L-arabinopyranoside}, 30-O-beta-D-glucopyranosyl-(1 -> 2)-O -beta-D-glucopyranosyl-3 beta,16 alpha,30-trihydroxyolean-12-en-28-al 3-O-{[beta-D-glucopyranosyl-(1 -> 2)-O]-beta-D-xylopyranosyl-(1 -> 2)-O-beta-D-glucopyranosyl-(1 -> 4)-O-alpha-L-arabinopyranoside}, 30-O-beta-D-glucopyranosyl-(1 -> 2)-O-beta-D-glucopyranosyl-3 beta,16 alpha,28,30-tetrahydroxyolean-12-en 3-O-{[beta-D-glucopyranosyl-(1 -> 2)-O]-beta-D-xylopyranosyl-(1 -> 2)-O-[beta-D-glucopyranosyl-(1 -> 3)]-O-beta-D-glucopyranosyl-(1 -> 4)-O-alpha-L-arabinopyranoside}, by a combination of one- and two-dimensional NMR techniques, and mass spectrometry. The cytotoxic activity of the isolated compounds was evaluated against a small panel of cancer cell lines including Hela, H-446, HT-29, and U937. None of the tested compounds, in a range of concentrations between 1 and 50 mu M, caused a significant reduction of the cell number. (C) 2011 Elsevier Ltd. All rights reserved.