Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass Spectrometry
Vismione H (VH) is a fluorescent prenylated anthranoid produced by plants from the Hypericaceae family, with antiprotozoal activities against malaria and leishmaniosis. Little is known about its biosynthesis and metabolism in plants or its mode of action against parasites. When VH is isolated from &...
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MDPI AG
2021-08-01
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| Series: | Metabolites |
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| Online Access: | https://www.mdpi.com/2218-1989/11/9/571 |
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| author | Quentin Chevalier Jean-Baptiste Gallé Nicolas Wasser Valérie Mazan Claire Villette Jérôme Mutterer Maria Mercedes Elustondo Nicolas Girard Mourad Elhabiri Hubert Schaller Andréa Hemmerlin Catherine Vonthron-Sénécheau |
| author_facet | Quentin Chevalier Jean-Baptiste Gallé Nicolas Wasser Valérie Mazan Claire Villette Jérôme Mutterer Maria Mercedes Elustondo Nicolas Girard Mourad Elhabiri Hubert Schaller Andréa Hemmerlin Catherine Vonthron-Sénécheau |
| author_sort | Quentin Chevalier |
| collection | DOAJ |
| description | Vismione H (VH) is a fluorescent prenylated anthranoid produced by plants from the Hypericaceae family, with antiprotozoal activities against malaria and leishmaniosis. Little is known about its biosynthesis and metabolism in plants or its mode of action against parasites. When VH is isolated from <i>Psorospermum glaberrimum</i>, it is rapidly converted into madagascine anthrone and anthraquinone, which are characterized by markedly different fluorescent properties. To locate the fluorescence of VH in living plant cells and discriminate it from that of the other metabolites, an original strategy combining spectral imaging (SImaging), confocal microscopy, and non-targeted metabolomics using mass spectrometry, was developed. Besides VH, structurally related molecules including madagascine (Mad), emodin (Emo), quinizarin (Qui), as well as lapachol (Lap) and fraxetin (Fra) were analyzed. This strategy readily allowed a spatiotemporal characterization and discrimination of spectral fingerprints from anthranoid-derived metabolites and related complexes with cations and proteins. In addition, our study validates the ability of plant cells to metabolize VH into madagascine anthrone, anthraquinones and unexpected metabolites. These results pave the way for new hypotheses on anthranoid metabolism in plants. |
| first_indexed | 2024-03-10T07:27:28Z |
| format | Article |
| id | doaj.art-d9cb41aa5afa4abeada985ed5a8cae6a |
| institution | Directory Open Access Journal |
| issn | 2218-1989 |
| language | English |
| last_indexed | 2024-03-10T07:27:28Z |
| publishDate | 2021-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Metabolites |
| spelling | doaj.art-d9cb41aa5afa4abeada985ed5a8cae6a2023-11-22T14:11:05ZengMDPI AGMetabolites2218-19892021-08-0111957110.3390/metabo11090571Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass SpectrometryQuentin Chevalier0Jean-Baptiste Gallé1Nicolas Wasser2Valérie Mazan3Claire Villette4Jérôme Mutterer5Maria Mercedes Elustondo6Nicolas Girard7Mourad Elhabiri8Hubert Schaller9Andréa Hemmerlin10Catherine Vonthron-Sénécheau11Centre National de la Recherche Scientifique, Laboratoire d’Innovation Thérapeutique, Université de Strasbourg, CEDEX, F-67401 Illkirch, FranceCentre National de la Recherche Scientifique, Laboratoire d’Innovation Thérapeutique, Université de Strasbourg, CEDEX, F-67401 Illkirch, FranceCentre National de la Recherche Scientifique, Laboratoire d’Innovation Thérapeutique, Université de Strasbourg, CEDEX, F-67401 Illkirch, FranceCentre National de la Recherche Scientifique, Laboratoire d’Innovation Moléculaire et Applications, Université de Strasbourg-Université de Haute Alsace, CEDEX, F-67087 Strasbourg, FranceInstitut de Biologie Moléculaire des Plantes, Centre National de la Recherche Scientifique, Université de Strasbourg, CEDEX, F-67084 Strasbourg, FranceInstitut de Biologie Moléculaire des Plantes, Centre National de la Recherche Scientifique, Université de Strasbourg, CEDEX, F-67084 Strasbourg, FranceSUPINFO École des Experts des Métiers de l’Informatique, CEDEX, F-67004 Strasbourg, FranceCentre National de la Recherche Scientifique, Laboratoire d’Innovation Thérapeutique, Université de Strasbourg, CEDEX, F-67401 Illkirch, FranceCentre National de la Recherche Scientifique, Laboratoire d’Innovation Moléculaire et Applications, Université de Strasbourg-Université de Haute Alsace, CEDEX, F-67087 Strasbourg, FranceInstitut de Biologie Moléculaire des Plantes, Centre National de la Recherche Scientifique, Université de Strasbourg, CEDEX, F-67084 Strasbourg, FranceInstitut de Biologie Moléculaire des Plantes, Centre National de la Recherche Scientifique, Université de Strasbourg, CEDEX, F-67084 Strasbourg, FranceCentre National de la Recherche Scientifique, Laboratoire d’Innovation Thérapeutique, Université de Strasbourg, CEDEX, F-67401 Illkirch, FranceVismione H (VH) is a fluorescent prenylated anthranoid produced by plants from the Hypericaceae family, with antiprotozoal activities against malaria and leishmaniosis. Little is known about its biosynthesis and metabolism in plants or its mode of action against parasites. When VH is isolated from <i>Psorospermum glaberrimum</i>, it is rapidly converted into madagascine anthrone and anthraquinone, which are characterized by markedly different fluorescent properties. To locate the fluorescence of VH in living plant cells and discriminate it from that of the other metabolites, an original strategy combining spectral imaging (SImaging), confocal microscopy, and non-targeted metabolomics using mass spectrometry, was developed. Besides VH, structurally related molecules including madagascine (Mad), emodin (Emo), quinizarin (Qui), as well as lapachol (Lap) and fraxetin (Fra) were analyzed. This strategy readily allowed a spatiotemporal characterization and discrimination of spectral fingerprints from anthranoid-derived metabolites and related complexes with cations and proteins. In addition, our study validates the ability of plant cells to metabolize VH into madagascine anthrone, anthraquinones and unexpected metabolites. These results pave the way for new hypotheses on anthranoid metabolism in plants.https://www.mdpi.com/2218-1989/11/9/571anthranoidsantimalarial drugsmetabolismspectral imagingmass spectrometry |
| spellingShingle | Quentin Chevalier Jean-Baptiste Gallé Nicolas Wasser Valérie Mazan Claire Villette Jérôme Mutterer Maria Mercedes Elustondo Nicolas Girard Mourad Elhabiri Hubert Schaller Andréa Hemmerlin Catherine Vonthron-Sénécheau Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass Spectrometry Metabolites anthranoids antimalarial drugs metabolism spectral imaging mass spectrometry |
| title | Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass Spectrometry |
| title_full | Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass Spectrometry |
| title_fullStr | Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass Spectrometry |
| title_full_unstemmed | Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass Spectrometry |
| title_short | Unravelling the Puzzle of Anthranoid Metabolism in Living Plant Cells Using Spectral Imaging Coupled to Mass Spectrometry |
| title_sort | unravelling the puzzle of anthranoid metabolism in living plant cells using spectral imaging coupled to mass spectrometry |
| topic | anthranoids antimalarial drugs metabolism spectral imaging mass spectrometry |
| url | https://www.mdpi.com/2218-1989/11/9/571 |
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