Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking

Detalhes bibliográficos
Autor(a) principal: Tallini, Luciana Ruschel
Data de Publicação: 2017
Outros Autores: Osorio López, Edison Humberto, Santos, Vanessa Dias dos, Borges, Warley de Souza, Kaiser, Marcel, Viladomat, Francesc, Zuanazzi, Jose Angelo Silveira, Bastida, Jaume
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFRGS
Texto Completo: http://hdl.handle.net/10183/178504
Resumo: The Amaryllidaceae family has proven to be a rich source of active compounds, which are characterized by unique skeleton arrangements and a broad spectrum of biological activities. The aim of this work was to perform the first detailed study of the alkaloid constituents of Hippeastrum reticulatum (Amaryllidaceae) and to determine the anti-parasitological and cholinesterase (AChE and BuChE) inhibitory activities of the epimers (6 -hydroxymaritidine and 6 -hydroxymaritidine). Twelve alkaloids were identified in H. reticulatum: eight known alkaloids by GC-MS and four unknown (6 -hydroxymaritidine, 6 -hydroxymaritidine, reticulinine and isoreticulinine) by NMR. The epimer mixture (6 -hydroxymaritidine and 6 -hydroxymaritidine) showed low activity against all protozoan parasites tested and weak AChE-inhibitory activity. Finally, a molecular docking analysis of AChE and BuChE proteins showed that isoreticulinine may be classified as a potential inhibitory molecule since it can be stabilized in the active site through hydrogen bonds, - stacking and hydrophobic interactions.
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spelling Tallini, Luciana RuschelOsorio López, Edison HumbertoSantos, Vanessa Dias dosBorges, Warley de SouzaKaiser, MarcelViladomat, FrancescZuanazzi, Jose Angelo SilveiraBastida, Jaume2018-05-18T02:27:20Z20171420-3049http://hdl.handle.net/10183/178504001067793The Amaryllidaceae family has proven to be a rich source of active compounds, which are characterized by unique skeleton arrangements and a broad spectrum of biological activities. The aim of this work was to perform the first detailed study of the alkaloid constituents of Hippeastrum reticulatum (Amaryllidaceae) and to determine the anti-parasitological and cholinesterase (AChE and BuChE) inhibitory activities of the epimers (6 -hydroxymaritidine and 6 -hydroxymaritidine). Twelve alkaloids were identified in H. reticulatum: eight known alkaloids by GC-MS and four unknown (6 -hydroxymaritidine, 6 -hydroxymaritidine, reticulinine and isoreticulinine) by NMR. The epimer mixture (6 -hydroxymaritidine and 6 -hydroxymaritidine) showed low activity against all protozoan parasites tested and weak AChE-inhibitory activity. Finally, a molecular docking analysis of AChE and BuChE proteins showed that isoreticulinine may be classified as a potential inhibitory molecule since it can be stabilized in the active site through hydrogen bonds, - stacking and hydrophobic interactions.application/pdfengMolecules. Basel, Switzerland. Vol. 22, no. 12 (2017), paper 2191Amaryllidaceae6 -hydroxymaritidine6 -hydroxymaritidineReticulinineIsoreticulinineHippeastrum reticulatumHippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular dockingEstrangeiroinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFRGSinstname:Universidade Federal do Rio Grande do Sul (UFRGS)instacron:UFRGSORIGINAL001067793.pdf001067793.pdfTexto completo (inglês)application/pdf2685753http://www.lume.ufrgs.br/bitstream/10183/178504/1/001067793.pdfc758430bacd4febcc809934887018ee6MD51TEXT001067793.pdf.txt001067793.pdf.txtExtracted Texttext/plain59472http://www.lume.ufrgs.br/bitstream/10183/178504/2/001067793.pdf.txt97bf1c149b030c3868af788f5825b965MD5210183/1785042018-05-19 03:17:44.322177oai:www.lume.ufrgs.br:10183/178504Repositório de PublicaçõesPUBhttps://lume.ufrgs.br/oai/requestopendoar:2018-05-19T06:17:44Repositório Institucional da UFRGS - Universidade Federal do Rio Grande do Sul (UFRGS)false
dc.title.pt_BR.fl_str_mv Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
title Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
spellingShingle Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
Tallini, Luciana Ruschel
Amaryllidaceae
6 -hydroxymaritidine
6 -hydroxymaritidine
Reticulinine
Isoreticulinine
Hippeastrum reticulatum
title_short Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
title_full Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
title_fullStr Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
title_full_unstemmed Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
title_sort Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
author Tallini, Luciana Ruschel
author_facet Tallini, Luciana Ruschel
Osorio López, Edison Humberto
Santos, Vanessa Dias dos
Borges, Warley de Souza
Kaiser, Marcel
Viladomat, Francesc
Zuanazzi, Jose Angelo Silveira
Bastida, Jaume
author_role author
author2 Osorio López, Edison Humberto
Santos, Vanessa Dias dos
Borges, Warley de Souza
Kaiser, Marcel
Viladomat, Francesc
Zuanazzi, Jose Angelo Silveira
Bastida, Jaume
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Tallini, Luciana Ruschel
Osorio López, Edison Humberto
Santos, Vanessa Dias dos
Borges, Warley de Souza
Kaiser, Marcel
Viladomat, Francesc
Zuanazzi, Jose Angelo Silveira
Bastida, Jaume
dc.subject.por.fl_str_mv Amaryllidaceae
topic Amaryllidaceae
6 -hydroxymaritidine
6 -hydroxymaritidine
Reticulinine
Isoreticulinine
Hippeastrum reticulatum
dc.subject.eng.fl_str_mv 6 -hydroxymaritidine
6 -hydroxymaritidine
Reticulinine
Isoreticulinine
Hippeastrum reticulatum
description The Amaryllidaceae family has proven to be a rich source of active compounds, which are characterized by unique skeleton arrangements and a broad spectrum of biological activities. The aim of this work was to perform the first detailed study of the alkaloid constituents of Hippeastrum reticulatum (Amaryllidaceae) and to determine the anti-parasitological and cholinesterase (AChE and BuChE) inhibitory activities of the epimers (6 -hydroxymaritidine and 6 -hydroxymaritidine). Twelve alkaloids were identified in H. reticulatum: eight known alkaloids by GC-MS and four unknown (6 -hydroxymaritidine, 6 -hydroxymaritidine, reticulinine and isoreticulinine) by NMR. The epimer mixture (6 -hydroxymaritidine and 6 -hydroxymaritidine) showed low activity against all protozoan parasites tested and weak AChE-inhibitory activity. Finally, a molecular docking analysis of AChE and BuChE proteins showed that isoreticulinine may be classified as a potential inhibitory molecule since it can be stabilized in the active site through hydrogen bonds, - stacking and hydrophobic interactions.
publishDate 2017
dc.date.issued.fl_str_mv 2017
dc.date.accessioned.fl_str_mv 2018-05-18T02:27:20Z
dc.type.driver.fl_str_mv Estrangeiro
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dc.identifier.uri.fl_str_mv http://hdl.handle.net/10183/178504
dc.identifier.issn.pt_BR.fl_str_mv 1420-3049
dc.identifier.nrb.pt_BR.fl_str_mv 001067793
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url http://hdl.handle.net/10183/178504
dc.language.iso.fl_str_mv eng
language eng
dc.relation.ispartof.pt_BR.fl_str_mv Molecules. Basel, Switzerland. Vol. 22, no. 12 (2017), paper 2191
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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instname:Universidade Federal do Rio Grande do Sul (UFRGS)
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instname_str Universidade Federal do Rio Grande do Sul (UFRGS)
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institution UFRGS
reponame_str Repositório Institucional da UFRGS
collection Repositório Institucional da UFRGS
bitstream.url.fl_str_mv http://www.lume.ufrgs.br/bitstream/10183/178504/1/001067793.pdf
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