Tupisteroide A-C, three new polyhydroxylated steroidal constituents from the roots of Tupistra chinensis

Three new steroidal compounds with polyhydroxy groups, tupisteroide A–C (1–3), were obtained from the roots of Tupistra chinensis, together with one known compound (4) that was isolated from this plant for the first time. The structures of tupisteroide A–C were determined on the basis of one‐ and tw...

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Published in:Magnetic resonance in chemistry 2012-04, Vol.50 (4), p.320-324
Main Authors: Liu, Cheng-Xiong, Guo, Zhi-yong, Xue, Yan-Hong, Zhang, Hong-Yan, Zhang, Hong-Qi, Zou, Kun, Huang, Nian-Yu
Format: Article
Language:English
Subjects:
13C NMR
1H NMR
2-D NMR
Antineoplastic Agents, Phytogenic - chemistry
Antineoplastic Agents, Phytogenic - isolation & purification
Antineoplastic Agents, Phytogenic - pharmacology
Cell Line, Tumor
Cell Survival - drug effects
Drugs, Chinese Herbal - chemistry
Humans
Hydroxysteroids - chemistry
Hydroxysteroids - isolation & purification
Hydroxysteroids - pharmacology
Inhibitory Concentration 50
Liliaceae - chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
NMR
Plant Roots - chemistry
Saponins - chemistry
Saponins - isolation & purification
Saponins - pharmacology
steroidal saponin
Tupistra chinensis
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Summary:Three new steroidal compounds with polyhydroxy groups, tupisteroide A–C (1–3), were obtained from the roots of Tupistra chinensis, together with one known compound (4) that was isolated from this plant for the first time. The structures of tupisteroide A–C were determined on the basis of one‐ and two‐dimensional NMR spectroscopy, including 1H–1H Correlation Spectroscopy, Heteronuclear Multiple Bond Correlation, and Heteronuclear Single Quantum Coherence experiments. The isolated compounds were evaluated for their cytotoxic activities against A549, HepG2, and CaSki cancer cell lines in vitro. Among them, compounds 1, 2, and 4 did not show significant inhibitory activity, but compound 3 showed cytotoxicity against A549 cancer cell lines with IC50 values of 25.0 μM. Copyright © 2012 John Wiley & Sons, Ltd. Three new spirostanol compounds with polyhydroxy groups (1–3) were obtained from the n‐butanol fraction of ethanol extract from T. chinensis, and compound 3 showed cytotoxicity against A549 cancer cell lines with IC50 values of 25.0 μM
ISSN:0749-1581
1097-458X
DOI:10.1002/mrc.2861