Journal
JOURNAL OF CHROMATOGRAPHY A
Volume 1383, Issue -, Pages 79-87Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.chroma.2015.01.024
Keywords
High-performance counter-current chromatography; Diastereomers; Hydroxypropyl-beta-cyclodextrin; Engelhardia roxburghiana; Dihydroflavonol glycosides
Funding
- special fund for agro-scientific research in the public interest [201203069]
- National High Technology Research and Development Program of China [2013AA102202, 2013AA102207]
- SJTU 985-III disciplines platform and talent fund [TS0414115001, TS0320215001]
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Four pairs of diastereomers were successfully isolated and separated from the water extract of Engelhardia roxburghiana by high performance counter-current chromatography (HPCCC) using a two-step procedure. The diastereomers were initially separated by a two-phase solvent system composed of n-hexane-n-butanol-0.1% trifluoroacetic acid (1:2:3, v/v/v) and followed by the same solvent system using hydroxypropyl-beta-cyclodextrin (HP-beta-CD) as an additive. The chromatographic conditions, elution mode, and concentrations of the additive were refined. The two-step HPCCC isolation yielded 43.7 mg (2S, 3S)-astilbin, 27.6 mg (2R, 3R)-astilbin, 5.9 mg (2S, 3R)-astilbin, 4.8 mg (2R, 3S)-astilbin, 6.9 mg (2S, 3S)-engelitin, 3.1 mg (2R, 3R)-engelitin, 8.2 mg (2S, 3R)-engelitin, and 6.0 mg (2R, 3S)-engelitin from 384 mg crude extract in four runs with purities of 99.3%, 96.2%, 99.8%, 99.9%, 97.0%, 96.5%, 96.1%, and 96.8%, respectively. The present study revealed that HP-beta-CD can be used as an additive in HPCCC to effectively improve the resolution of the diastereomers. The established HPCCC method may serve as an approach to obtain high purity diastereomers on a large scale. (C) 2015 Elsevier B.V. All rights reserved.
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