Steroidal Saponins from the Rhizomes of Polygonatum sibiricum

Abstract

Four new steroidal saponins, named neosibiricosides A-D (1-4), were isolated from the rhizomes of Polygonatum sibiricum, along with two known spirostanol glycosides. The structures of the new glycosides were elucidated by spectroscopic methods and acid hydrolysis as (23S,24R,25R)-1-O-acetylspirost-5-ene-1beta,3beta,23,24-tetrol 3-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->4)-beta-D-fucopyranoside (1), (25S)-1-O-acetylspirost-5-ene-1beta,3beta-diol 3-O-beta-D-glucopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside (2), (25S)-spirost-5-en-3beta-ol 3-O-beta-D-glucopyranosyl-(1-->2)-[beta-D-xylopyranosyl-(1-->3)]-beta-D-glucopyranosyl-(1-->4)-2-O-acetyl-beta-D-galactopyranoside (3), and (25R,S)-spirost-5-en-3beta-ol 3-O-beta-D-glucopyranosyl-(1-->2)-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside (4). The cytotoxic activity of the isolated compounds was evaluated with human MCF-7 breast cancer cells.

Phytochemistry of Genus Polygonatum: A Review

“…The saponins isolated from the rhizomes of P. sibiricum were tested for cytotoxic potential against human breast cancer cells. The result showed moderate activities of the compounds [14].…”

Anticancer Agents: Saponin and Tannin

“…It was also determined that from Polygonatum sibiricum (Asparagaceae) the isolated neosibiricosides A-D saponins effective against to MCF-7 cell (Man et al, 2009;Ahn et al, 2006).…”

Clintoniosides A – C, New Polyhydroxylated Spirostanol Glycosides from the Rhizomes of Clintonia udensis

“…Although a number of steroidal glycosides have been isolated from higher plants [11], several polyhydroxylated spirostanol saponins structurally related to clintoniosides A -C have been detected in a limited species of the monocotyledonous plants such as in Ornithogalum thyrsoides (Liliaceae) [12], Polygonatum sibiricum (Liliaceae) [13], Dracaena draco (Agavaceae) [14], Ruscus aculeatus (Liliaceae) [15], Brodiaea californica (Liliaceae) [16], Sansevieria trifasciata (Agavaceae) [17], Nolina recurvata (Agavaceae) [18], and Ophiopogon japonicus (Liliaceae) [19], except for those isolated from Helleborus orientalis, a dicotyledonous plant belonging to the Ranunculaceae family [10].…”