Oleanane-triterpene Saponins from Clinopodium urticifolium

Four new oleanane triterpene saponins were isolated and purified from the whole plant of Clinopodium urticifolium. They were 3β, 16β, 23, 28-tetrahydroxyoleana-9 (11), 12(13)-diene-3-yl-[β-D-glucopyranosyl-(1→2)]-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside 1;3β, 16β, 21β, 23, 28-pentahydroxyoleana-9(11), 12(13)-diene-3-yl-[β-D-glucopyranosyl-(1→2)]-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside 2;3β, 16β, 23, 28-tetrahydroxyoleana-9(11), 12(13)-diene-3-yl-[β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→3)]-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranoside 3;3β, 16β, 23, 28-tetrahydroxyoleana-9(11), 12(13)-diene-3-yl-[β-D-gluco-pyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→3)]-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranoside 4. Their structures were elucidated on the basis of interpretation of NMR and MS data and from chemical evidence.