Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth
Improved methodological tools to hasten antimalarial drug discovery remain of interest, especially when considering natural products as a source of drug candidates. We propose a biodereplication method combining the classical dereplication approach with the early detection of potential antiplasmodia...
| Autores principales: | , , , , , , , , , , , |
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| Formato: | Artículo |
| Lenguaje: | Inglés |
| Publicado: |
MDPI
2022
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| Materias: | |
| Acceso en línea: | https://hdl.handle.net/20.500.12955/1975 https://doi.org/10.3390/molecules27217638 |
| _version_ | 1855490430791057408 |
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| author | Vásquez Ocmín, Pedro Gallard, Jean François Van Baelen, Anne Cécile Leblane, Karine Cojean, Sandrine Mouray, Elisabeth Grellier, Philippe Amasifuen Guerra, Carlos Alberto Beniddir, Mehdi A. Evanno, Laurent Figadère, Bruno Maciuk, Alexandre |
| author_browse | Amasifuen Guerra, Carlos Alberto Beniddir, Mehdi A. Cojean, Sandrine Evanno, Laurent Figadère, Bruno Gallard, Jean François Grellier, Philippe Leblane, Karine Maciuk, Alexandre Mouray, Elisabeth Van Baelen, Anne Cécile Vásquez Ocmín, Pedro |
| author_facet | Vásquez Ocmín, Pedro Gallard, Jean François Van Baelen, Anne Cécile Leblane, Karine Cojean, Sandrine Mouray, Elisabeth Grellier, Philippe Amasifuen Guerra, Carlos Alberto Beniddir, Mehdi A. Evanno, Laurent Figadère, Bruno Maciuk, Alexandre |
| author_sort | Vásquez Ocmín, Pedro |
| collection | Repositorio INIA |
| description | Improved methodological tools to hasten antimalarial drug discovery remain of interest, especially when considering natural products as a source of drug candidates. We propose a biodereplication method combining the classical dereplication approach with the early detection of potential antiplasmodial compounds in crude extracts. Heme binding is used as a surrogate of the antiplasmodial activity and is monitored by mass spectrometry in a biomimetic assay. Molecular networking and automated annotation of targeted mass through data mining were followed by mass-guided compound isolation by taking advantage of the versatility and finely tunable selectivity offered by centrifugal partition chromatography. This biodereplication workflow was applied to an ethanolic extract of the Amazonian medicinal plant Piper coruscans Kunth (Piperaceae) showing an IC50 of 1.36 ug/mL on the 3D7 Plasmodium falciparum strain. It resulted in the isolation of twelve compounds designated as potential antiplasmodial compounds by the biodereplication workflow. Two chalcones, aurentiacin (1) and cardamonin (3), with IC50 values of 2.25 and 5.5 uM, respectively, can be considered to bear the antiplasmodial activity of the extract, with the latter not relying on a heme-binding mechanism. This biodereplication method constitutes a rapid, efficient, and robust technique to identify potential antimalarial compounds in complex extracts such as plant extracts. |
| format | Artículo |
| id | INIA1975 |
| institution | Institucional Nacional de Innovación Agraria |
| language | Inglés |
| publishDate | 2022 |
| publishDateRange | 2022 |
| publishDateSort | 2022 |
| publisher | MDPI |
| publisherStr | MDPI |
| record_format | dspace |
| spelling | INIA19752023-08-23T22:35:33Z Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth Vásquez Ocmín, Pedro Gallard, Jean François Van Baelen, Anne Cécile Leblane, Karine Cojean, Sandrine Mouray, Elisabeth Grellier, Philippe Amasifuen Guerra, Carlos Alberto Beniddir, Mehdi A. Evanno, Laurent Figadère, Bruno Maciuk, Alexandre Piper coruscans Kunth (Piperaceae) Biodereplication Heme binding Mass Spectrometry Plasmodium https://purl.org/pe-repo/ocde/ford#4.05.00 Piperaceae Replication Spectrometry Plasmodium Improved methodological tools to hasten antimalarial drug discovery remain of interest, especially when considering natural products as a source of drug candidates. We propose a biodereplication method combining the classical dereplication approach with the early detection of potential antiplasmodial compounds in crude extracts. Heme binding is used as a surrogate of the antiplasmodial activity and is monitored by mass spectrometry in a biomimetic assay. Molecular networking and automated annotation of targeted mass through data mining were followed by mass-guided compound isolation by taking advantage of the versatility and finely tunable selectivity offered by centrifugal partition chromatography. This biodereplication workflow was applied to an ethanolic extract of the Amazonian medicinal plant Piper coruscans Kunth (Piperaceae) showing an IC50 of 1.36 ug/mL on the 3D7 Plasmodium falciparum strain. It resulted in the isolation of twelve compounds designated as potential antiplasmodial compounds by the biodereplication workflow. Two chalcones, aurentiacin (1) and cardamonin (3), with IC50 values of 2.25 and 5.5 uM, respectively, can be considered to bear the antiplasmodial activity of the extract, with the latter not relying on a heme-binding mechanism. This biodereplication method constitutes a rapid, efficient, and robust technique to identify potential antimalarial compounds in complex extracts such as plant extracts. 2022-11-21T03:28:29Z 2022-11-21T03:28:29Z 2022-11-07 info:eu-repo/semantics/article Vásquez, P.; Gallard, J.; Van Baelen, A.; Leblanc, K.; Cojean, S.; Mouray, E.; Grellier, P.; Guerra, C.; Beniddir, M.; Evanno, L.; et al. Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth. Molecules 2022, 27, 7638. doi: 10.3390/molecules27217638 1420-3049 https://hdl.handle.net/20.500.12955/1975 https://doi.org/10.3390/molecules27217638 eng Molecules info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by/4.0/ application/pdf application/pdf MDPI CH Instituto Nacional de Innovación Agraria Repositorio Institucional - INIA |
| spellingShingle | Piper coruscans Kunth (Piperaceae) Biodereplication Heme binding Mass Spectrometry Plasmodium https://purl.org/pe-repo/ocde/ford#4.05.00 Piperaceae Replication Spectrometry Plasmodium Vásquez Ocmín, Pedro Gallard, Jean François Van Baelen, Anne Cécile Leblane, Karine Cojean, Sandrine Mouray, Elisabeth Grellier, Philippe Amasifuen Guerra, Carlos Alberto Beniddir, Mehdi A. Evanno, Laurent Figadère, Bruno Maciuk, Alexandre Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth |
| title | Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth |
| title_full | Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth |
| title_fullStr | Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth |
| title_full_unstemmed | Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth |
| title_short | Biodereplication of antiplasmodial extracts: application of the amazonian medicinal plant piper coruscans kunth |
| title_sort | biodereplication of antiplasmodial extracts application of the amazonian medicinal plant piper coruscans kunth |
| topic | Piper coruscans Kunth (Piperaceae) Biodereplication Heme binding Mass Spectrometry Plasmodium https://purl.org/pe-repo/ocde/ford#4.05.00 Piperaceae Replication Spectrometry Plasmodium |
| url | https://hdl.handle.net/20.500.12955/1975 https://doi.org/10.3390/molecules27217638 |
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