Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.

The plant family Amaryllidaceae is well-known for its unique alkaloid constituents, which exhibit a wide range of biological activities. Its representative, Amaryllis belladonna, has a geographical distribution covering mainly southern Africa, where it has significant usage in the traditional medici...

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Autores: Tallini, Luciana R., Andrade, Jean Paulo de, Kaiser, Marcel, Viladomat Meya, Francesc, Nair, Jerald J., Zuanazzi, José Ângelo Silveira, Bastida Armengol, Jaume
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2017
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/122910
Acceso en línea:https://hdl.handle.net/2445/122910
Access Level:acceso abierto
Palabra clave:Belladona (Medicament)
Alcaloides
Belladona (Drug)
Alkaloids
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spelling Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.Tallini, Luciana R.Andrade, Jean Paulo deKaiser, MarcelViladomat Meya, FrancescNair, Jerald J.Zuanazzi, José Ângelo SilveiraBastida Armengol, JaumeBelladona (Medicament)AlcaloidesBelladona (Drug)AlkaloidsThe plant family Amaryllidaceae is well-known for its unique alkaloid constituents, which exhibit a wide range of biological activities. Its representative, Amaryllis belladonna, has a geographical distribution covering mainly southern Africa, where it has significant usage in the traditional medicine of the native people. In this study, A. belladonna samples collected in Brazil were examined for alkaloid content. Alkaloid profiles of A. belladonna bulbs were generated by a combination of chromatographic, spectroscopic and spectrometric methods, including GC-MS and 2D NMR. In vitro screening against four different parasitic protozoa (Trypanosoma cruzi, T. brucei rhodesiense, Leishmania donovani and Plasmodium falciparum) was carried out using the A. belladonna crude methanol extract, as well as three of its alkaloid isolates. Twenty-six different Amaryllidaceae alkaloids were identified in the A. belladonna bulb samples, and three of them were isolated. Evidence for their respective biosynthetic pathways was afforded via their mass-spectral fragmentation data. Improved data for 1-O-acetylcaranine was provided by 2D NMR experiments, together with new 1H-NMR data for buphanamine. The crude extract and 3-O-acetylhamayne exhibited good antiprotozoal activity in vitro, although both with a high cytotoxic index.MDPI2017info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://hdl.handle.net/2445/122910Articles publicats en revistes (Biologia, Sanitat i Medi Ambient)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésReproducció del document publicat a: https://doi.org/10.3390/molecules22091437Molecules, 2017, vol. 22, num. 09, p. 1437https://doi.org/10.3390/molecules22091437cc-by (c) Tallini, Luciana R. et al., 2017http://creativecommons.org/licenses/by/3.0/esinfo:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/1229102026-05-27T06:46:51Z
dc.title.none.fl_str_mv Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
title Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
spellingShingle Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
Tallini, Luciana R.
Belladona (Medicament)
Alcaloides
Belladona (Drug)
Alkaloids
title_short Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
title_full Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
title_fullStr Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
title_full_unstemmed Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
title_sort Alkaloid constituents of the Amaryllidaceae plant Amaryllis belladonna L.
dc.creator.none.fl_str_mv Tallini, Luciana R.
Andrade, Jean Paulo de
Kaiser, Marcel
Viladomat Meya, Francesc
Nair, Jerald J.
Zuanazzi, José Ângelo Silveira
Bastida Armengol, Jaume
author Tallini, Luciana R.
author_facet Tallini, Luciana R.
Andrade, Jean Paulo de
Kaiser, Marcel
Viladomat Meya, Francesc
Nair, Jerald J.
Zuanazzi, José Ângelo Silveira
Bastida Armengol, Jaume
author_role author
author2 Andrade, Jean Paulo de
Kaiser, Marcel
Viladomat Meya, Francesc
Nair, Jerald J.
Zuanazzi, José Ângelo Silveira
Bastida Armengol, Jaume
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Belladona (Medicament)
Alcaloides
Belladona (Drug)
Alkaloids
topic Belladona (Medicament)
Alcaloides
Belladona (Drug)
Alkaloids
description The plant family Amaryllidaceae is well-known for its unique alkaloid constituents, which exhibit a wide range of biological activities. Its representative, Amaryllis belladonna, has a geographical distribution covering mainly southern Africa, where it has significant usage in the traditional medicine of the native people. In this study, A. belladonna samples collected in Brazil were examined for alkaloid content. Alkaloid profiles of A. belladonna bulbs were generated by a combination of chromatographic, spectroscopic and spectrometric methods, including GC-MS and 2D NMR. In vitro screening against four different parasitic protozoa (Trypanosoma cruzi, T. brucei rhodesiense, Leishmania donovani and Plasmodium falciparum) was carried out using the A. belladonna crude methanol extract, as well as three of its alkaloid isolates. Twenty-six different Amaryllidaceae alkaloids were identified in the A. belladonna bulb samples, and three of them were isolated. Evidence for their respective biosynthetic pathways was afforded via their mass-spectral fragmentation data. Improved data for 1-O-acetylcaranine was provided by 2D NMR experiments, together with new 1H-NMR data for buphanamine. The crude extract and 3-O-acetylhamayne exhibited good antiprotozoal activity in vitro, although both with a high cytotoxic index.
publishDate 2017
dc.date.none.fl_str_mv 2017
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/122910
url https://hdl.handle.net/2445/122910
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Reproducció del document publicat a: https://doi.org/10.3390/molecules22091437
Molecules, 2017, vol. 22, num. 09, p. 1437
https://doi.org/10.3390/molecules22091437
dc.rights.none.fl_str_mv cc-by (c) Tallini, Luciana R. et al., 2017
http://creativecommons.org/licenses/by/3.0/es
info:eu-repo/semantics/openAccess
rights_invalid_str_mv cc-by (c) Tallini, Luciana R. et al., 2017
http://creativecommons.org/licenses/by/3.0/es
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv Articles publicats en revistes (Biologia, Sanitat i Medi Ambient)
reponame:Dipòsit Digital de la UB
instname:Universidad de Barcelona
instname_str Universidad de Barcelona
reponame_str Dipòsit Digital de la UB
collection Dipòsit Digital de la UB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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