Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina

Chagas disease, caused by the parasite Trypanosoma cruzi, affects over six million people worldwide, mainly in Latin American countries. Currently available drugs have variable efficacy in the chronic phase and significant side effects, so there is an urgent need for safer chemotherapeutic treatment...

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Autores: Martinez-Peinado, Nieves, Ortiz, Javier E., Cortes Serra, Núria, Pinazo, Maria-Jesus, Gascon, Joaquim, Tapia, Alejandro, Roitman, German, Bastida Armengol, Jaume, Feresin, Gabriela E., Alonso Padilla, Julio
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/186647
Acceso en línea:https://hdl.handle.net/2445/186647
Access Level:acceso abierto
Palabra clave:Malaltia de Chagas
Alcaloides
Chagas' disease
Alkaloids
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spelling Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from ArgentinaMartinez-Peinado, NievesOrtiz, Javier E.Cortes Serra, NúriaPinazo, Maria-JesusGascon, JoaquimTapia, AlejandroRoitman, GermanBastida Armengol, JaumeFeresin, Gabriela E.Alonso Padilla, JulioMalaltia de ChagasAlcaloidesChagas' diseaseAlkaloidsChagas disease, caused by the parasite Trypanosoma cruzi, affects over six million people worldwide, mainly in Latin American countries. Currently available drugs have variable efficacy in the chronic phase and significant side effects, so there is an urgent need for safer chemotherapeutic treatments. Natural products provide privileged structures that could serve as templates for the synthesis of new drugs. Among them, Amaryllidaceae plants have proved to be a potential natural source of therapeutical agents due to their rich diversity in alkaloids.To identify alkaloids with anti-T. cruzi activity from Habranthus brachyandrus (Baker) Sealy (Amaryllidaceae, subfamily Amaryllidoideae) collected in Argentina.An H. brachyandrus alkaloid extract was tested against T. cruzi, and its cytotoxicity profile was evaluated against two mammalian cell lines to ascertain its selectivity against the parasite and potential liver toxicity. It was also assessed by a stage-specific anti-amastigote assay and analysed by GC/MS to determine its alkaloid profile. The isolated alkaloids were also tested using the aforementioned assays.The extract showed high and specific activity against T. cruzi. The alkaloids lycoramine, galanthindole, 8-O-demethylmaritidine, 8-O-demethylhomolycorine, nerinine, trisphaeridine, deoxytazettine, and tazettamide were identified by means of GC-MS. In addition, hippeastidine (also named aulicine), tazzetine, ismine, and 3-epimacronine were isolated. The alkaloid ismine was specifically active against the parasite and had low toxicity against HepG2 cells, but did not show anti-amastigote activity.The extract had specific anti-T. cruzi activity and the isolated alkaloid ismine was partially responsible of it. These results encourage further exploration of H. brachyandrus alkaloids in search of novel starting points for Chagas disease drug development.Copyright © 2022. Published by Elsevier GmbH.2022info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://hdl.handle.net/2445/186647Articles publicats en revistes (Biologia, Sanitat i Medi Ambient)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésReproducció del document publicat a: https://doi.org/10.1016/j.phymed.2022.154126Phytomedicine, 2022, vol. 101https://doi.org/10.1016/j.phymed.2022.154126cc by (c) Martinez Peinado, Nieves et al, 2022http://creativecommons.org/licenses/by/3.0/es/info:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/1866472026-05-27T06:46:51Z
dc.title.none.fl_str_mv Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
title Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
spellingShingle Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
Martinez-Peinado, Nieves
Malaltia de Chagas
Alcaloides
Chagas' disease
Alkaloids
title_short Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
title_full Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
title_fullStr Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
title_full_unstemmed Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
title_sort Anti-Trypanosoma cruzi activity of alkaloids isolated from Habranthus brachyandrus (Amaryllidaceae) from Argentina
dc.creator.none.fl_str_mv Martinez-Peinado, Nieves
Ortiz, Javier E.
Cortes Serra, Núria
Pinazo, Maria-Jesus
Gascon, Joaquim
Tapia, Alejandro
Roitman, German
Bastida Armengol, Jaume
Feresin, Gabriela E.
Alonso Padilla, Julio
author Martinez-Peinado, Nieves
author_facet Martinez-Peinado, Nieves
Ortiz, Javier E.
Cortes Serra, Núria
Pinazo, Maria-Jesus
Gascon, Joaquim
Tapia, Alejandro
Roitman, German
Bastida Armengol, Jaume
Feresin, Gabriela E.
Alonso Padilla, Julio
author_role author
author2 Ortiz, Javier E.
Cortes Serra, Núria
Pinazo, Maria-Jesus
Gascon, Joaquim
Tapia, Alejandro
Roitman, German
Bastida Armengol, Jaume
Feresin, Gabriela E.
Alonso Padilla, Julio
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Malaltia de Chagas
Alcaloides
Chagas' disease
Alkaloids
topic Malaltia de Chagas
Alcaloides
Chagas' disease
Alkaloids
description Chagas disease, caused by the parasite Trypanosoma cruzi, affects over six million people worldwide, mainly in Latin American countries. Currently available drugs have variable efficacy in the chronic phase and significant side effects, so there is an urgent need for safer chemotherapeutic treatments. Natural products provide privileged structures that could serve as templates for the synthesis of new drugs. Among them, Amaryllidaceae plants have proved to be a potential natural source of therapeutical agents due to their rich diversity in alkaloids.To identify alkaloids with anti-T. cruzi activity from Habranthus brachyandrus (Baker) Sealy (Amaryllidaceae, subfamily Amaryllidoideae) collected in Argentina.An H. brachyandrus alkaloid extract was tested against T. cruzi, and its cytotoxicity profile was evaluated against two mammalian cell lines to ascertain its selectivity against the parasite and potential liver toxicity. It was also assessed by a stage-specific anti-amastigote assay and analysed by GC/MS to determine its alkaloid profile. The isolated alkaloids were also tested using the aforementioned assays.The extract showed high and specific activity against T. cruzi. The alkaloids lycoramine, galanthindole, 8-O-demethylmaritidine, 8-O-demethylhomolycorine, nerinine, trisphaeridine, deoxytazettine, and tazettamide were identified by means of GC-MS. In addition, hippeastidine (also named aulicine), tazzetine, ismine, and 3-epimacronine were isolated. The alkaloid ismine was specifically active against the parasite and had low toxicity against HepG2 cells, but did not show anti-amastigote activity.The extract had specific anti-T. cruzi activity and the isolated alkaloid ismine was partially responsible of it. These results encourage further exploration of H. brachyandrus alkaloids in search of novel starting points for Chagas disease drug development.Copyright © 2022. Published by Elsevier GmbH.
publishDate 2022
dc.date.none.fl_str_mv 2022
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/2445/186647
url https://hdl.handle.net/2445/186647
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/10.1016/j.phymed.2022.154126
Phytomedicine, 2022, vol. 101
https://doi.org/10.1016/j.phymed.2022.154126
dc.rights.none.fl_str_mv cc by (c) Martinez Peinado, Nieves et al, 2022
http://creativecommons.org/licenses/by/3.0/es/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv cc by (c) Martinez Peinado, Nieves et al, 2022
http://creativecommons.org/licenses/by/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
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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