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Open AccessArticle

Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography

1
Department of Biochemical Engineering, School of Life Science, Beijing Institute of Technology, Beijing 100081, China
2
Guizhou Academy of Testing and Analysis, Guiyang 550002, China
3
Guizhou Academy of Sciences, Guiyang 550001, China
4
TCM Process Control Research Center, Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, China
*
Authors to whom correspondence should be addressed.
Molecules 2013, 18(12), 15490-15500; https://doi.org/10.3390/molecules181215490
Received: 12 November 2013 / Revised: 5 December 2013 / Accepted: 6 December 2013 / Published: 12 December 2013
(This article belongs to the Section Natural Products Chemistry)
pH-Zone refining counter-current chromatography was successfully applied to the preparative isolation and purification of six alkaloids from the ethanol extracts of Uncaria macrophylla Wall. Because of the low content of alkaloids (about 0.2%, w/w) in U. macrophylla Wall, the target compounds were enriched by pH-zone refining counter-current chromatography using a two-phase solvent system composed of petroleum ether–ethyl acetate–isopropanol–water (2:6:3:9, v/v), adding 10 mM triethylamine in organic stationary phase and 5 mM hydrochloric acid in aqueous mobile phase. Then pH-zone refining counter-current chromatography using the other two-phase solvent system was used for final purification. Six target compounds were finally isolated and purified by following two-phase solvent system composed of methyl tert-butyl ether (MTBE)–acetonitrile–water (4:0.5:5, v/v), adding triethylamine (TEA) (10 mM) to the organic phase and HCl (5 mM) to aqueous mobile phase. The separation of 2.8 g enriched total alkaloids yielded 36 mg hirsutine, 48 mg hirsuteine, 82 mg uncarine C, 73 mg uncarine E, 163 mg rhynchophylline, and 149 mg corynoxeine, all with purities above 96% as verified by HPLC Their structures were identified by electrospray ionization-mass spectrometry (ESI-MS) and 1H-NMR spectroscopy. View Full-Text
Keywords: pH-zone refining counter-current chromatography; alkaloid; Uncaria rhynchophylla Wall pH-zone refining counter-current chromatography; alkaloid; Uncaria rhynchophylla Wall
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Zhang, Q.; Lin, C.; Duan, W.; Wang, X.; Luo, A. Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography. Molecules 2013, 18, 15490-15500.

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