Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition Chromatography
The increasing drug resistance of malaria parasites challenges the treatment of this life-threatening disease. Consequently, the development of innovative and effective antimalarial drugs is inevitable. <i>O</i>-tigloylcyclovirobuxeine-B, a <i>nor</i>-cycloartane alkaloid fro...
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| Format: | Article |
| Language: | English |
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MDPI AG
2020-10-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/20/4804 |
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| author | Lara U. Szabó Thomas J. Schmidt |
| author_facet | Lara U. Szabó Thomas J. Schmidt |
| author_sort | Lara U. Szabó |
| collection | DOAJ |
| description | The increasing drug resistance of malaria parasites challenges the treatment of this life-threatening disease. Consequently, the development of innovative and effective antimalarial drugs is inevitable. <i>O</i>-tigloylcyclovirobuxeine-B, a <i>nor</i>-cycloartane alkaloid from <i>Buxus</i><i>sempervirens</i> L., has shown promising and selective in vitro activity in previous studies against <i>Plasmodium</i><i>falciparum</i> (<i>Pf</i>), causative agent of Malaria tropica. For further investigations, it is indispensable to develop an advanced and efficient isolation procedure of this valuable natural product. Accordingly, we used liquid–liquid chromatography including centrifugal partition chromatography (CPC) to obtain the pure alkaloid on a semi-preparative scale. Identification and characterization of the target compound was accomplished by UHPLC/+ESI-QqTOF-MS/MS, <sup>1</sup>H NMR and <sup>13</sup>C NMR. In conclusion, this work provides a new and efficient method to obtain <i>O</i>-tigloylcyclovirobuxeine-B, a valuable natural product, as a promising antiplasmodial lead structure for the development of innovative and safe medicinal agents. |
| first_indexed | 2024-03-10T15:30:34Z |
| format | Article |
| id | doaj.art-698a915a47f14a00b921b808fb49e4a0 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T15:30:34Z |
| publishDate | 2020-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-698a915a47f14a00b921b808fb49e4a02023-11-20T17:42:41ZengMDPI AGMolecules1420-30492020-10-012520480410.3390/molecules25204804Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition ChromatographyLara U. Szabó0Thomas J. Schmidt1Institute of Pharmaceutical Biology and Phytochemistry (IPBP), University of Münster, Pharma Campus Correnstraße 48, D-48149 Münster, GermanyInstitute of Pharmaceutical Biology and Phytochemistry (IPBP), University of Münster, Pharma Campus Correnstraße 48, D-48149 Münster, GermanyThe increasing drug resistance of malaria parasites challenges the treatment of this life-threatening disease. Consequently, the development of innovative and effective antimalarial drugs is inevitable. <i>O</i>-tigloylcyclovirobuxeine-B, a <i>nor</i>-cycloartane alkaloid from <i>Buxus</i><i>sempervirens</i> L., has shown promising and selective in vitro activity in previous studies against <i>Plasmodium</i><i>falciparum</i> (<i>Pf</i>), causative agent of Malaria tropica. For further investigations, it is indispensable to develop an advanced and efficient isolation procedure of this valuable natural product. Accordingly, we used liquid–liquid chromatography including centrifugal partition chromatography (CPC) to obtain the pure alkaloid on a semi-preparative scale. Identification and characterization of the target compound was accomplished by UHPLC/+ESI-QqTOF-MS/MS, <sup>1</sup>H NMR and <sup>13</sup>C NMR. In conclusion, this work provides a new and efficient method to obtain <i>O</i>-tigloylcyclovirobuxeine-B, a valuable natural product, as a promising antiplasmodial lead structure for the development of innovative and safe medicinal agents.https://www.mdpi.com/1420-3049/25/20/4804<i>Buxus</i> <i>sempervirens</i> L.<i>nor</i>-cycloartane alkaloids<i>O</i>-tigloylcyclovirobuxeine-Bantimalarial activitytarget-guided isolationcentrifugal partition chromatography |
| spellingShingle | Lara U. Szabó Thomas J. Schmidt Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition Chromatography Molecules <i>Buxus</i> <i>sempervirens</i> L. <i>nor</i>-cycloartane alkaloids <i>O</i>-tigloylcyclovirobuxeine-B antimalarial activity target-guided isolation centrifugal partition chromatography |
| title | Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition Chromatography |
| title_full | Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition Chromatography |
| title_fullStr | Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition Chromatography |
| title_full_unstemmed | Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition Chromatography |
| title_short | Target-Guided Isolation of <i>O</i>-tigloylcyclovirobuxeine-B from <i>Buxus</i> <i>sempervirens</i> L. by Centrifugal Partition Chromatography |
| title_sort | target guided isolation of i o i tigloylcyclovirobuxeine b from i buxus i i sempervirens i l by centrifugal partition chromatography |
| topic | <i>Buxus</i> <i>sempervirens</i> L. <i>nor</i>-cycloartane alkaloids <i>O</i>-tigloylcyclovirobuxeine-B antimalarial activity target-guided isolation centrifugal partition chromatography |
| url | https://www.mdpi.com/1420-3049/25/20/4804 |
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