Analytical and semipreparative separation of 25 (R/S)‐spirostanol saponin diastereomers using supercritical fluid chromatography. Issue 19 (23rd August 2013)

• Record Type: Journal Article
• Authors: Zhao, Yang; McCauley, John; Pang, Xu; Kang, Liping; Yu, Heshui; Zhang, Jie; Xiong, Chengqi; Chen, Rui; Ma, Baiping
• Is Part Of: Journal of separation science. Volume 36:Issue 19(2013:Oct.)
• Page Start: 3270
• Page End: 3276
• Publication Date: 2013-08-23
• Subjects: Separation (Technology) -- Periodicals; Chromatographic analysis -- Periodicals; 543.089
• DOI: 10.1002/jssc.201300482
• Languages: English
• ISSNs: 1615-9306

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>Spirostanol saponins are a class of steroidal saponins with many pharmacological activities. The structural complexity of the spirostanol saponins presents a daunting challenge in separating their 25 <italic>R</italic>/<italic>S</italic> diastereomers. Using two CHIRALPAK IC columns coupled in series, six 25 (<italic>R</italic>/<italic>S</italic>)‐spirostanol saponin diastereomers from the <italic>Trigonella foenum‐graecum</italic> L. seed were successfully separated using supercritical fluid chromatography (SFC) for the first time. In addition, three 25 (<italic>R</italic>/<italic>S)‐</italic>spirostanol saponin diastereomers were isolated into their respective individual isomers. The structures of the isolated isomers were unambiguously confirmed by NMR analysis. The SFC method development strategy and its associated underlying principles presented in this paper are generally applicable. SFC is a viable addition to the natural product research toolbox, especially for stereoselective analysis and purification.</p> </abstract>