Steroidal saponins from Asparagus officinalis and their cytotoxic activity
YU Shao, O Poobrasert, EJ Kennelly, CK Chin… - Planta …, 1997 - thieme-connect.com
Planta medica, 1997•thieme-connect.com
Two oligofurostanosides were isolated from the seeds of Asparagus officinalis L. and their
structures characterized as 3-O-[α-L-rhamnopyranosyl-(1→ 2)-{α-L-rhamnopyranosyl-(1→
4)}-β-D-glucopyranosyl]-26-O-[β-D-glucopyranosyl]-(25R)-22α-methoxyfurost-5-ene-3β, 26-
diol (methyl protodioscin) and its corresponding 22α-hydroxy analogue (protodioscin). The
structural identification was performed using detailed analysis of 1 H-and 13 C-NMR spectra
including two-dimensional NMR spectroscopy (COSY, HMQC, NOESY and HMBC), and …
structures characterized as 3-O-[α-L-rhamnopyranosyl-(1→ 2)-{α-L-rhamnopyranosyl-(1→
4)}-β-D-glucopyranosyl]-26-O-[β-D-glucopyranosyl]-(25R)-22α-methoxyfurost-5-ene-3β, 26-
diol (methyl protodioscin) and its corresponding 22α-hydroxy analogue (protodioscin). The
structural identification was performed using detailed analysis of 1 H-and 13 C-NMR spectra
including two-dimensional NMR spectroscopy (COSY, HMQC, NOESY and HMBC), and …
Abstract
Two oligofurostanosides were isolated from the seeds of Asparagus officinalis L. and their structures characterized as 3-O-[α-L-rhamnopyranosyl-(1→ 2)-{α-L-rhamnopyranosyl-(1→ 4)}-β-D-glucopyranosyl]-26-O-[β-D-glucopyranosyl]-(25R)-22α-methoxyfurost-5-ene-3β, 26-diol (methyl protodioscin) and its corresponding 22α-hydroxy analogue (protodioscin). The structural identification was performed using detailed analysis of 1 H-and 13 C-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 macro-molecular synthesis in a dose-dependent manner. The inhibitory effect on DNA synthesis was found to be irreversible.
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