Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)

ABSTRACT: Amaryllidaceae plants are the commercial source of galanthamine, an alkaloid approved for the clinical treatment of Alzheimer’s disease. The chemistry and bioactivity of Chilean representatives of Rhodophiala genus from the family of Amaryllidaceae have not been widely studied so far. Ten...

Full description

Autores:
Cortés Rendón, Natalie Charlotte
Theoduloz, Cristina
Osorio, Edinson
Schmeda Hirschmann, Guillermo
Bastida, Jaume
Tallini, Luciana Ruschel
Tipo de recurso:
Article of investigation
Fecha de publicación:
2018
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/20238
Acceso en línea:
http://hdl.handle.net/10495/20238
Palabra clave:
Alcaloides
Alkaloids
Alcaloides de Amaryllidaceae
Amaryllidaceae Alkaloids
Butirilcolinesterasa
Butyrylcholinesterase
Acetilcolinesterasa
Acetylcholinesterase
Rhodophiala
GC-MS
Rights
openAccess
License
http://creativecommons.org/licenses/by/2.5/co/
id UDEA2_096f925ff6b8177725e10249b9345e3d
oai_identifier_str oai:bibliotecadigital.udea.edu.co:10495/20238
network_acronym_str UDEA2
network_name_str Repositorio UdeA
repository_id_str
dc.title.spa.fl_str_mv Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
title Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
spellingShingle Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
Alcaloides
Alkaloids
Alcaloides de Amaryllidaceae
Amaryllidaceae Alkaloids
Butirilcolinesterasa
Butyrylcholinesterase
Acetilcolinesterasa
Acetylcholinesterase
Rhodophiala
GC-MS
title_short Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
title_full Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
title_fullStr Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
title_full_unstemmed Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
title_sort Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)
dc.creator.fl_str_mv Cortés Rendón, Natalie Charlotte
Theoduloz, Cristina
Osorio, Edinson
Schmeda Hirschmann, Guillermo
Bastida, Jaume
Tallini, Luciana Ruschel
dc.contributor.author.none.fl_str_mv Cortés Rendón, Natalie Charlotte
Theoduloz, Cristina
Osorio, Edinson
Schmeda Hirschmann, Guillermo
Bastida, Jaume
Tallini, Luciana Ruschel
dc.contributor.researchgroup.spa.fl_str_mv Grupo de Investigación en Sustancias Bioactivas (GISB)
dc.subject.decs.none.fl_str_mv Alcaloides
Alkaloids
Alcaloides de Amaryllidaceae
Amaryllidaceae Alkaloids
Butirilcolinesterasa
Butyrylcholinesterase
Acetilcolinesterasa
Acetylcholinesterase
topic Alcaloides
Alkaloids
Alcaloides de Amaryllidaceae
Amaryllidaceae Alkaloids
Butirilcolinesterasa
Butyrylcholinesterase
Acetilcolinesterasa
Acetylcholinesterase
Rhodophiala
GC-MS
dc.subject.proposal.spa.fl_str_mv Rhodophiala
GC-MS
description ABSTRACT: Amaryllidaceae plants are the commercial source of galanthamine, an alkaloid approved for the clinical treatment of Alzheimer’s disease. The chemistry and bioactivity of Chilean representatives of Rhodophiala genus from the family of Amaryllidaceae have not been widely studied so far. Ten collections of five different Chilean Rhodophiala were analyzed in vitro for activity against enzymes such as acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) as well as for their alkaloid composition by GC-MS. To obtain an insight into the potential AChE and BuChE inhibitory activity of the alkaloids identified in the most active samples, docking experiments were carried out. Although galanthamine was found neither in aerial parts nor in bulbs of R. splendens, these plant materials were the most active inhibitors of AChE (IC50: 5.78 and 3.62 µg/mL, respectively) and BuChE (IC50: 16.26 and 14.37 µg/mL, respectively). Some 37 known alkaloids and 40 still unidentified compounds were detected in the samples, suggesting high potential in the Chilean Amaryllidaceae plants as sources of both novel bioactive agents and new alkaloids.
publishDate 2018
dc.date.issued.none.fl_str_mv 2018
dc.date.accessioned.none.fl_str_mv 2021-06-22T18:45:53Z
dc.date.available.none.fl_str_mv 2021-06-22T18:45:53Z
dc.type.spa.fl_str_mv Artículo de investigación
dc.type.coar.spa.fl_str_mv http://purl.org/coar/resource_type/c_2df8fbb1
dc.type.redcol.spa.fl_str_mv https://purl.org/redcol/resource_type/ART
dc.type.coarversion.spa.fl_str_mv http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.driver.spa.fl_str_mv info:eu-repo/semantics/article
dc.type.version.spa.fl_str_mv info:eu-repo/semantics/publishedVersion
format http://purl.org/coar/resource_type/c_2df8fbb1
status_str publishedVersion
dc.identifier.issn.none.fl_str_mv 1420-3049
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/10495/20238
dc.identifier.doi.none.fl_str_mv 10.3390/molecules23071532
identifier_str_mv 1420-3049
10.3390/molecules23071532
url http://hdl.handle.net/10495/20238
dc.language.iso.spa.fl_str_mv eng
language eng
dc.relation.ispartofjournalabbrev.spa.fl_str_mv Molecules
dc.relation.citationendpage.spa.fl_str_mv 27
dc.relation.citationissue.spa.fl_str_mv 7
dc.relation.citationstartpage.spa.fl_str_mv 1
dc.relation.citationvolume.spa.fl_str_mv 23
dc.relation.ispartofjournal.spa.fl_str_mv Molecules
dc.rights.uri.*.fl_str_mv http://creativecommons.org/licenses/by/2.5/co/
dc.rights.uri.spa.fl_str_mv https://creativecommons.org/licenses/by/4.0/
dc.rights.accessrights.spa.fl_str_mv info:eu-repo/semantics/openAccess
dc.rights.coar.spa.fl_str_mv http://purl.org/coar/access_right/c_abf2
rights_invalid_str_mv http://creativecommons.org/licenses/by/2.5/co/
https://creativecommons.org/licenses/by/4.0/
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
dc.format.extent.spa.fl_str_mv 27
dc.format.mimetype.spa.fl_str_mv application/pdf
dc.publisher.spa.fl_str_mv MDPI
dc.publisher.place.spa.fl_str_mv Basilea, Suiza
institution Universidad de Antioquia
bitstream.url.fl_str_mv https://bibliotecadigital.udea.edu.co/bitstreams/40b6d0ee-f293-4ea0-879e-ee547991ba89/download
https://bibliotecadigital.udea.edu.co/bitstreams/57414878-99c7-4705-a602-9aed18031508/download
https://bibliotecadigital.udea.edu.co/bitstreams/e2a9c2a7-9a34-431d-93ad-a7086cc9d1c2/download
https://bibliotecadigital.udea.edu.co/bitstreams/7328497c-b328-4ffb-be85-057ad774d863/download
https://bibliotecadigital.udea.edu.co/bitstreams/d169a6cc-21cf-4563-bc8b-799417a6a508/download
bitstream.checksum.fl_str_mv dc2382101aaec39c15fc1407bc5c7860
1646d1f6b96dbbbc38035efc9239ac9c
8a4605be74aa9ea9d79846c1fba20a33
d2b0bf287218745330e68185cb49e186
6308e4026b9f6e4e0f3e9faa239d5a11
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
MD5
MD5
repository.name.fl_str_mv Repositorio Institucional de la Universidad de Antioquia
repository.mail.fl_str_mv aplicacionbibliotecadigitalbiblioteca@udea.edu.co
_version_ 1851052359182974976
spelling Cortés Rendón, Natalie CharlotteTheoduloz, CristinaOsorio, EdinsonSchmeda Hirschmann, GuillermoBastida, JaumeTallini, Luciana RuschelGrupo de Investigación en Sustancias Bioactivas (GISB)2021-06-22T18:45:53Z2021-06-22T18:45:53Z20181420-3049http://hdl.handle.net/10495/2023810.3390/molecules23071532ABSTRACT: Amaryllidaceae plants are the commercial source of galanthamine, an alkaloid approved for the clinical treatment of Alzheimer’s disease. The chemistry and bioactivity of Chilean representatives of Rhodophiala genus from the family of Amaryllidaceae have not been widely studied so far. Ten collections of five different Chilean Rhodophiala were analyzed in vitro for activity against enzymes such as acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) as well as for their alkaloid composition by GC-MS. To obtain an insight into the potential AChE and BuChE inhibitory activity of the alkaloids identified in the most active samples, docking experiments were carried out. Although galanthamine was found neither in aerial parts nor in bulbs of R. splendens, these plant materials were the most active inhibitors of AChE (IC50: 5.78 and 3.62 µg/mL, respectively) and BuChE (IC50: 16.26 and 14.37 µg/mL, respectively). Some 37 known alkaloids and 40 still unidentified compounds were detected in the samples, suggesting high potential in the Chilean Amaryllidaceae plants as sources of both novel bioactive agents and new alkaloids.COL001035927application/pdfengMDPIBasilea, Suizahttp://creativecommons.org/licenses/by/2.5/co/https://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Cholinesterase Inhibition Activity, Alkaloid Profiling and Molecular Docking of Chilean Rhodophiala (Amaryllidaceae)Artículo de investigaciónhttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARThttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionAlcaloidesAlkaloidsAlcaloides de AmaryllidaceaeAmaryllidaceae AlkaloidsButirilcolinesterasaButyrylcholinesteraseAcetilcolinesterasaAcetylcholinesteraseRhodophialaGC-MSMolecules277123MoleculesPublicationORIGINALCortesNatalie_2018_CholinesteraseInhibitionActivity.pdfCortesNatalie_2018_CholinesteraseInhibitionActivity.pdfArtículo de investigaciónapplication/pdf2833415https://bibliotecadigital.udea.edu.co/bitstreams/40b6d0ee-f293-4ea0-879e-ee547991ba89/downloaddc2382101aaec39c15fc1407bc5c7860MD51trueAnonymousREADCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8927https://bibliotecadigital.udea.edu.co/bitstreams/57414878-99c7-4705-a602-9aed18031508/download1646d1f6b96dbbbc38035efc9239ac9cMD52falseAnonymousREADLICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://bibliotecadigital.udea.edu.co/bitstreams/e2a9c2a7-9a34-431d-93ad-a7086cc9d1c2/download8a4605be74aa9ea9d79846c1fba20a33MD53falseAnonymousREADTEXTCortesNatalie_2018_CholinesteraseInhibitionActivity.pdf.txtCortesNatalie_2018_CholinesteraseInhibitionActivity.pdf.txtExtracted texttext/plain81332https://bibliotecadigital.udea.edu.co/bitstreams/7328497c-b328-4ffb-be85-057ad774d863/downloadd2b0bf287218745330e68185cb49e186MD54falseAnonymousREADTHUMBNAILCortesNatalie_2018_CholinesteraseInhibitionActivity.pdf.jpgCortesNatalie_2018_CholinesteraseInhibitionActivity.pdf.jpgGenerated Thumbnailimage/jpeg14465https://bibliotecadigital.udea.edu.co/bitstreams/d169a6cc-21cf-4563-bc8b-799417a6a508/download6308e4026b9f6e4e0f3e9faa239d5a11MD55falseAnonymousREAD10495/20238oai:bibliotecadigital.udea.edu.co:10495/202382025-03-26 21:05:34.683http://creativecommons.org/licenses/by/2.5/co/open.accesshttps://bibliotecadigital.udea.edu.coRepositorio Institucional de la Universidad de Antioquiaaplicacionbibliotecadigitalbiblioteca@udea.edu.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