Five new triterpene saponins, polygalasaponins XXVIII - XXXII from the root of Polygala japonica HOUTT

Abstract

Five new oleanane-type saponins, polygalasaponins XXVIII - XXXII, along with one known saponin, polygalasaponin XXIV, and one known acylated sucrose, tenuifoliside C, were isolated from the root of Polygala japonica. The structures of these new compounds were elucidated as 3-O-β-D-glucopyranosyl presenegenin 28-O-β-D-xylopyranosyl (1→4)-α-L-rhamnopyranosyl (1→2)-β-D-fucopyranosyl ester, 3-O-β-D-glucopyranosyl presenegenin 28-O-β-D-galactopyranosyl (1→5)-β-D-apiofuranosyl (1→4)-β-D-xylopyranosyl (1→4)-α-L-rhamnopyranosyl (1→2)-β-D-fucopyranosyl ester, 3-O-β-D-glucopyranosyl presenegenin 28-O-β-D-galactopyranosyl (1→ 4)-β-D-xylopyranosyl (1→4)-α-L-rhamnopyranosyl (1→2)-[4-O-p-methoxycinnamoyl]-[β-D-glucopyranosyl (1→ 3)]-β-D-fucopyranosyl ester, 3-O-β-D-glucopyranosyl presenegenin 28-O-α-L-arabinopyranosyl (1→3)-β-D-xyl-opyranosyl (1→4)-[β-D-apiofuranosyl (1→3)]-α-L-rhamnopyranosyl (1→2)-[4-O-3,4,5-trimethoxycinnamoyl]-β-D-fucopyranosyl ester, 3-O-β-D-glucopyranosyl presenegenin 28-O-α-L-arabinopyranosyl (1→3)-β-D-xylopyranosyl (1→4)-[β-D-apiofuranosyl (1→3)]-α-L-rhamnopyranosyl (1→2)-[4-O-p-methoxycinnamoyl]-[α-L-rhamnopyranosyl (1→3)]-β-D-fucopyranosyl ester, respectively, on the basis of spectroscopic and chemical evidence.