Five spirostanol saponins were isolated from the bulbs of Allium aflatunense. One of them, (25R)-5α-spirostane-2α,3β-diol (gitogenin) 3-O-{O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside} was isolated from a plant source for the first time and two of them were new compounds. The spectral and chemical data showed that the structures of the new saponins were (25R)-5α-spirostane-2α,3β,5-triol 2-O-β-D-glucopyranoside and gitogenin 3-O-{O-β-D-glucopyranosyl-(1→2)-O-[4-O-[(S)-3-hydroxy-3-methylglutaryl]-β-D-xylopyranosyl-(1→3)]-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside}. The isolated saponins were evaluated for their cytostatic activity on human promyelocytic leukemia HL-60 cells.
Liliaceae, steroidal saponin, spirostanol saponin, cytostatic activity, Allium aflatunense
Journal NLM ID: 9441222WWW link: https://dl.ndl.go.jp/info:ndljp/pid/10759434Publisher: Kyoto: Nihon Shōyaku Gakkai
Institutions: School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1, Horinouchi, Hachioji, Tokyo, 192-0392, Japan
Methods: 13C NMR, 1H NMR, IR, FAB-MS, TLC, HPLC, optical rotation measurement, acetylation, HMBC, HMQC, COSY, MTT, HOHAHA, HCl hydrolysis, alkaline methanolysis, reduction with NaCNBH3, cytostatic activity assay
Found