Steroidal saponins from the rhizomes of Hosta sieboldii and their cytostatic activity on HL-60 cells.
A total of eighteen steroidal saponins were isolated from the rhizomes of Hosta sieboldii, one of which appeared to be the first isolation from a plant source and six to be new compounds. The structures of the new saponins were determined by spectral data and a few chemical transformations to be (25R)-2 alpha, 3 beta-dihydroxy-5 alpha-spirostan-12-one (manogenin) 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-beta-D-glucopyranosyl -(1-->4)-beta-D-galactopyranoside¿, (25R)-2 alpha,3 beta-dihydroxy-5 alpha-spirost-9-en-12-one (9,11-dehydromanogenin) 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-beta-D- glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿, 9,11-dehydromanogenin 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-[O-alpha-L- rhamnopyranosyl-(1-->4)-beta-D-xylopyranosyl-(1-->3)]-O-beta-D- glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿, (25R)-2 alpha,3 beta-dihydroxy-26-beta-D-glucopyranosyloxy-22-methoxy-5 alpha-furostan-12-one 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O- beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿, (25R)-2 alpha, 3 beta-dihydroxy-26-beta-D-glucopyranosyloxy-22-methoxy-5 alpha-furost-9-en-12-one 3-O-¿O-beta-D-glucopyranosyl-(1-->2)-O-[beta-D-xylopyranosyl-(1-->3)]-O- beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranoside¿ and (25R)-5 alpha-spirostan-2 alpha,3 beta,12 beta-triol 3-O-¿O-alpha-L- rhamnopyranosyl-(1-->2)-beta-D-galactopyranoside¿, respectively. Cytostatic activity of the isolated saponins on leukaemia HL-60 cells was examined.
School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan. mimakiy@ps.toyaku.ac.jp
Y
Y
Mimaki
M
M
Kuroda
A
A
Kameyama
A
A
Yokosuka
Y
Y
Sashida
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D003603:Cytotoxins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D018922:HL-60 Cells / Q000166:cytology / Q000187:drug effects*; D006801:Humans; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry / Q000302:isolation & purification; D010936:Plant Extracts; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013256:Steroids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
D003603:Cytotoxins; D009844:Oligosaccharides; D010936:Plant Extracts; D012503:Saponins; D013256:Steroids