Hippeastrum reticulatum (Amaryllidaceae) : alkaloid profiling, biological activities and molecular docking
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , , |
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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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 info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
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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1420-3049 001067793 |
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 |
dc.format.none.fl_str_mv |
application/pdf |
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reponame:Repositório Institucional da UFRGS instname:Universidade Federal do Rio Grande do Sul (UFRGS) instacron:UFRGS |
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Repositório Institucional da UFRGS |
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