Steroidal saponins from Asparagus officinalis and their cytotoxic activity.
Two oligofurostanosides were isolated from the seeds of Asparagus officinalis L and their structures characterized as 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-(alpha-L-rhamnopyranosyl- (1-->4))-beta-D-glucopyranosyl]-26-O-[beta-D-glucopyranosyl]-(25R) -22 alpha-methoxyfurost-5-ene-3 beta,26-diol(methyl protodioscin) and its corresponding 22 alpha-hydroxy analogue (protodioscin). The structural identification was performed using detailed analysis of 1H- and 13C-NMR spectra including two-dimensional NMR spectroscopy (COSY, HMQC, NOESY and HMBC), and chemical conversions. These two compounds have been shown to inhibit the growth of human leukemia HL-60 cells in culture and macromolecular synthesis in a dose-dependent manner. The inhibitory effect on DNA synthesis was found to be irreversible.
Shao
Y
Y
Department of Plant Science, Cook College, Rutgers, State University of New Jersey, New Brunswick 08903, USA.
Poobrasert
O
O
Kennelly
E J
EJ
Chin
C K
CK
Ho
C T
CT
Huang
M T
MT
Garrison
S A
SA
Cordell
G A
GA
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002455:Cell Division / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D018922:HL-60 Cells / Q000187:drug effects*; D006801:Humans; D008969:Molecular Sequence Data; D010936:Plant Extracts; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D012639:Seeds / Q000737:chemistry; D013256:Steroids / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D014675:Vegetables / Q000737:chemistry*
D010936:Plant Extracts; D012503:Saponins; D013256:Steroids