Steroidal saponins from the roots of Smilax sp.: Structure and bioactivity

被引:27
作者
Challinor, Victoria L. [1 ]
Parsons, Peter G. [2 ]
Chap, Sonet [1 ]
White, Eve F. [1 ]
Blanchfield, Joanne T. [1 ]
Lehmann, Reginald P. [3 ]
De Voss, James J. [1 ]
机构
[1] Univ Queensland, Sch Chem & Mol Biosci, Brisbane, Qld 4072, Australia
[2] Queensland Inst Med Res, Brisbane, Qld 4006, Australia
[3] Integria Healthcare, Brisbane, Qld 4113, Australia
关键词
Smilax; Bioactivity; Sarsaparilla; Saponins; Sarsaparilloside B; Sarsaparilloside C; NMR SPECTRAL INVESTIGATIONS; CANCER-CELL-LINES; ONE SUGAR CHAIN; CYTOTOXIC ACTIVITIES; SAPOGENINS; GLYCOSIDES; LEBRUNII; RHIZOMES; CHINA; MENISPERMOIDEA;
D O I
10.1016/j.steroids.2012.01.009
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Phytochemical characterization of a commercial herb sample supplied as Smilax ornata Lem. (sarsaparilla) led to the isolation of five steroidal saponins, including two new furostanol saponins sarsaparillo-side B (1) and sarsaparilloside C (2), whose structures were elucidated via a combination of multistage mass spectrometry (MSn), 1D and 2D NMR experiments, and chemical degradation. The previously unreported spectroscopic characterization of sarsaparilloside (3), Delta(20(22))-sarsaparilloside (4), and parillin (5) is also provided. The antiproliferative activity of the isolated saponins was compared in six human cell lines derived from different tumor types and one of the structures (2) was particularly active against the HT29 colon tumor cell line. (C) 2012 Elsevier Inc. All rights reserved.
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页码:504 / 511
页数:8
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