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Analytical and semipreparative separation of 25 ( R / S )‐spirostanol saponin diastereomers using supercritical fluid chromatography
Author(s) -
Zhao Yang,
McCauley John,
Pang Xu,
Kang Liping,
Yu Heshui,
Zhang Jie,
Xiong Chengqi,
Chen Rui,
Ma Baiping
Publication year - 2013
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.201300482
Subject(s) - diastereomer , chemistry , saponin , chromatography , supercritical fluid chromatography , stereochemistry , high performance liquid chromatography , medicine , alternative medicine , pathology
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 R / S diastereomers. Using two CHIRALPAK IC columns coupled in series, six 25 ( R / S )‐spirostanol saponin diastereomers from the Trigonella foenum‐graecum L. seed were successfully separated using supercritical fluid chromatography (SFC) for the first time. In addition, three 25 ( R / S)‐ 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.