Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography
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...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2013-12-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/18/12/15490 |
| _version_ | 1818549766606290944 |
|---|---|
| author | Qinghai Zhang Changhu Lin Wenjuan Duan Xiao Wang Aiqin Luo |
| author_facet | Qinghai Zhang Changhu Lin Wenjuan Duan Xiao Wang Aiqin Luo |
| author_sort | Qinghai Zhang |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-12T08:37:33Z |
| format | Article |
| id | doaj.art-3e7497ec24ff451ab1f5564c14893fa1 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-12T08:37:33Z |
| publishDate | 2013-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-3e7497ec24ff451ab1f5564c14893fa12022-12-22T00:30:53ZengMDPI AGMolecules1420-30492013-12-011812154901550010.3390/molecules181215490molecules181215490Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current ChromatographyQinghai Zhang0Changhu Lin1Wenjuan Duan2Xiao Wang3Aiqin Luo4Department of Biochemical Engineering, School of Life Science, Beijing Institute of Technology, Beijing 100081, ChinaGuizhou Academy of Sciences, Guiyang 550001, ChinaTCM Process Control Research Center, Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, ChinaTCM Process Control Research Center, Shandong Analysis and Test Center, Shandong Academy of Sciences, 19 Keyuan Street, Jinan 250014, ChinaDepartment of Biochemical Engineering, School of Life Science, Beijing Institute of Technology, Beijing 100081, ChinapH-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.http://www.mdpi.com/1420-3049/18/12/15490pH-zone refining counter-current chromatographyalkaloidUncaria rhynchophylla Wall |
| spellingShingle | Qinghai Zhang Changhu Lin Wenjuan Duan Xiao Wang Aiqin Luo Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography Molecules pH-zone refining counter-current chromatography alkaloid Uncaria rhynchophylla Wall |
| title | Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography |
| title_full | Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography |
| title_fullStr | Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography |
| title_full_unstemmed | Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography |
| title_short | Preparative Separation of Six Rhynchophylla Alkaloids from Uncaria macrophylla Wall by pH-Zone Refining Counter-Current Chromatography |
| title_sort | preparative separation of six rhynchophylla alkaloids from uncaria macrophylla wall by ph zone refining counter current chromatography |
| topic | pH-zone refining counter-current chromatography alkaloid Uncaria rhynchophylla Wall |
| url | http://www.mdpi.com/1420-3049/18/12/15490 |
| work_keys_str_mv | AT qinghaizhang preparativeseparationofsixrhynchophyllaalkaloidsfromuncariamacrophyllawallbyphzonerefiningcountercurrentchromatography AT changhulin preparativeseparationofsixrhynchophyllaalkaloidsfromuncariamacrophyllawallbyphzonerefiningcountercurrentchromatography AT wenjuanduan preparativeseparationofsixrhynchophyllaalkaloidsfromuncariamacrophyllawallbyphzonerefiningcountercurrentchromatography AT xiaowang preparativeseparationofsixrhynchophyllaalkaloidsfromuncariamacrophyllawallbyphzonerefiningcountercurrentchromatography AT aiqinluo preparativeseparationofsixrhynchophyllaalkaloidsfromuncariamacrophyllawallbyphzonerefiningcountercurrentchromatography |