Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents

ABSTARCT: We report the synthesis and antimalarial activities of eighteen quinoxaline and quinoxaline 1,4-di-N-oxide derivatives, eight of which are completely novel. Compounds 1a and 2a were the most active against Plasmodium falciparum strains. Structure-activity relationships demonstrated the imp...

Full description

Autores:
Pabón Vidal, Adriana Lucía
Gil, Ana Gloria
Galiano, Silvia
Perez Silanes, Silvia
Daharo, Eric
Monge, Antonio
Aldana, Ignacio
Burguete, Asunción
Tipo de recurso:
Article of investigation
Fecha de publicación:
2014
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/11994
Acceso en línea:
http://hdl.handle.net/10495/11994
Palabra clave:
Antimalarial agents
Brimonidine Tartrate
Chalcone
Plasmodium falciparum
Quinoxaline
Tartrato de Brimonidina
Rights
openAccess
License
https://creativecommons.org/licenses/by/4.0/
id UDEA2_0a6cb34c2c6bcfc14598810c91f6df8c
oai_identifier_str oai:bibliotecadigital.udea.edu.co:10495/11994
network_acronym_str UDEA2
network_name_str Repositorio UdeA
repository_id_str
dc.title.spa.fl_str_mv Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
title Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
spellingShingle Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
Antimalarial agents
Brimonidine Tartrate
Chalcone
Plasmodium falciparum
Quinoxaline
Tartrato de Brimonidina
title_short Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
title_full Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
title_fullStr Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
title_full_unstemmed Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
title_sort Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents
dc.creator.fl_str_mv Pabón Vidal, Adriana Lucía
Gil, Ana Gloria
Galiano, Silvia
Perez Silanes, Silvia
Daharo, Eric
Monge, Antonio
Aldana, Ignacio
Burguete, Asunción
dc.contributor.author.none.fl_str_mv Pabón Vidal, Adriana Lucía
Gil, Ana Gloria
Galiano, Silvia
Perez Silanes, Silvia
Daharo, Eric
Monge, Antonio
Aldana, Ignacio
Burguete, Asunción
dc.contributor.researchgroup.spa.fl_str_mv Grupo Malaria
dc.subject.none.fl_str_mv Antimalarial agents
Brimonidine Tartrate
Chalcone
Plasmodium falciparum
Quinoxaline
Tartrato de Brimonidina
topic Antimalarial agents
Brimonidine Tartrate
Chalcone
Plasmodium falciparum
Quinoxaline
Tartrato de Brimonidina
description ABSTARCT: We report the synthesis and antimalarial activities of eighteen quinoxaline and quinoxaline 1,4-di-N-oxide derivatives, eight of which are completely novel. Compounds 1a and 2a were the most active against Plasmodium falciparum strains. Structure-activity relationships demonstrated the importance of an enone moiety linked to the quinoxaline ring. Keywords: Plasmodium falciparum; antimalarial agents; quinoxaline; quinoxaline 1,4-di-N-oxide; chalcone
publishDate 2014
dc.date.issued.none.fl_str_mv 2014
dc.date.accessioned.none.fl_str_mv 2019-09-14T15:44:45Z
dc.date.available.none.fl_str_mv 2019-09-14T15:44:45Z
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.citation.spa.fl_str_mv Gil A, Pabón A, Galiano S, Burguete A, Pérez-Silanes S, Deharo E, Monge A, Aldana I. Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents. Molecules. 2014 Feb 18;19(2):2166-80
dc.identifier.issn.none.fl_str_mv 1420-3049
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/10495/11994
dc.identifier.doi.none.fl_str_mv 10.3390/molecules19022166
identifier_str_mv Gil A, Pabón A, Galiano S, Burguete A, Pérez-Silanes S, Deharo E, Monge A, Aldana I. Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents. Molecules. 2014 Feb 18;19(2):2166-80
1420-3049
10.3390/molecules19022166
url http://hdl.handle.net/10495/11994
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 2166
dc.relation.citationissue.spa.fl_str_mv 2
dc.relation.citationstartpage.spa.fl_str_mv 2166
dc.relation.citationvolume.spa.fl_str_mv 19
dc.relation.ispartofjournal.spa.fl_str_mv Molecules
dc.rights.uri.spa.fl_str_mv https://creativecommons.org/licenses/by/4.0/
dc.rights.uri.*.fl_str_mv http://creativecommons.org/licenses/by/2.5/co/
dc.rights.accessrights.*.fl_str_mv Atribución 2.5
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 https://creativecommons.org/licenses/by/4.0/
http://creativecommons.org/licenses/by/2.5/co/
Atribución 2.5
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
dc.format.extent.spa.fl_str_mv 14
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/3434e452-85d6-4042-bb7f-8f444b380c74/download
https://bibliotecadigital.udea.edu.co/bitstreams/33829513-b07f-4293-81f0-870798a213b5/download
https://bibliotecadigital.udea.edu.co/bitstreams/0f2a56cb-6a94-4146-9f97-bf7f5b62cbcd/download
https://bibliotecadigital.udea.edu.co/bitstreams/8bd2f3a2-f856-4457-b200-82e350846187/download
https://bibliotecadigital.udea.edu.co/bitstreams/e7c2e7b7-9d1d-469b-b0ab-84f996d58eb4/download
https://bibliotecadigital.udea.edu.co/bitstreams/16bd6670-ba2c-473c-83dc-b9d8c97f8bd6/download
https://bibliotecadigital.udea.edu.co/bitstreams/e7c4ca52-a5ad-424b-a6f6-95580b3787c7/download
bitstream.checksum.fl_str_mv 94cc0fde1d7d3a22ea51771c635527e3
4afdbb8c545fd630ea7db775da747b2f
d41d8cd98f00b204e9800998ecf8427e
d41d8cd98f00b204e9800998ecf8427e
8a4605be74aa9ea9d79846c1fba20a33
3701c7da05be97a967a934dbaad267a4
61f75f74e1ba4b9dfeacbe5ecbe70574
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
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_ 1851052584490500096
spelling Pabón Vidal, Adriana LucíaGil, Ana GloriaGaliano, SilviaPerez Silanes, SilviaDaharo, EricMonge, AntonioAldana, IgnacioBurguete, AsunciónGrupo Malaria2019-09-14T15:44:45Z2019-09-14T15:44:45Z2014Gil A, Pabón A, Galiano S, Burguete A, Pérez-Silanes S, Deharo E, Monge A, Aldana I. Synthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agents. Molecules. 2014 Feb 18;19(2):2166-801420-3049http://hdl.handle.net/10495/1199410.3390/molecules19022166ABSTARCT: We report the synthesis and antimalarial activities of eighteen quinoxaline and quinoxaline 1,4-di-N-oxide derivatives, eight of which are completely novel. Compounds 1a and 2a were the most active against Plasmodium falciparum strains. Structure-activity relationships demonstrated the importance of an enone moiety linked to the quinoxaline ring. Keywords: Plasmodium falciparum; antimalarial agents; quinoxaline; quinoxaline 1,4-di-N-oxide; chalconeCOL000752414application/pdfengMDPIBasilea, Suizahttps://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/2.5/co/Atribución 2.5info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Antimalarial agentsBrimonidine TartrateChalconePlasmodium falciparumQuinoxalineTartrato de BrimonidinaSynthesis, biological evaluation and structure-activity relationships of new quinoxaline derivatives as anti-Plasmodium falciparum agentsArtículo 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/publishedVersionMolecules21662216619MoleculesPublicationORIGINALPabonVidal Adriana_2014_BiologicalQuinoxalinePlasmodium.pdfPabonVidal Adriana_2014_BiologicalQuinoxalinePlasmodium.pdfArtículo de investigaciónapplication/pdf272907https://bibliotecadigital.udea.edu.co/bitstreams/3434e452-85d6-4042-bb7f-8f444b380c74/download94cc0fde1d7d3a22ea51771c635527e3MD51trueAnonymousREADCC-LICENSElicense_urllicense_urltext/plain; charset=utf-849https://bibliotecadigital.udea.edu.co/bitstreams/33829513-b07f-4293-81f0-870798a213b5/download4afdbb8c545fd630ea7db775da747b2fMD52falseAnonymousREADlicense_textlicense_texttext/html; charset=utf-80https://bibliotecadigital.udea.edu.co/bitstreams/0f2a56cb-6a94-4146-9f97-bf7f5b62cbcd/downloadd41d8cd98f00b204e9800998ecf8427eMD53falseAnonymousREADlicense_rdflicense_rdfLicenciaapplication/rdf+xml; charset=utf-80https://bibliotecadigital.udea.edu.co/bitstreams/8bd2f3a2-f856-4457-b200-82e350846187/downloadd41d8cd98f00b204e9800998ecf8427eMD54falseAnonymousREADLICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://bibliotecadigital.udea.edu.co/bitstreams/e7c2e7b7-9d1d-469b-b0ab-84f996d58eb4/download8a4605be74aa9ea9d79846c1fba20a33MD55falseAnonymousREADTEXTPabonVidal Adriana_2014_BiologicalQuinoxalinePlasmodium.pdf.txtPabonVidal Adriana_2014_BiologicalQuinoxalinePlasmodium.pdf.txtExtracted texttext/plain41308https://bibliotecadigital.udea.edu.co/bitstreams/16bd6670-ba2c-473c-83dc-b9d8c97f8bd6/download3701c7da05be97a967a934dbaad267a4MD56falseAnonymousREADTHUMBNAILPabonVidal Adriana_2014_BiologicalQuinoxalinePlasmodium.pdf.jpgPabonVidal Adriana_2014_BiologicalQuinoxalinePlasmodium.pdf.jpgGenerated Thumbnailimage/jpeg13951https://bibliotecadigital.udea.edu.co/bitstreams/e7c4ca52-a5ad-424b-a6f6-95580b3787c7/download61f75f74e1ba4b9dfeacbe5ecbe70574MD57falseAnonymousREAD10495/11994oai:bibliotecadigital.udea.edu.co:10495/119942025-03-27 00:39:27.429https://creativecommons.org/licenses/by/4.0/open.accesshttps://bibliotecadigital.udea.edu.coRepositorio Institucional de la Universidad de Antioquiaaplicacionbibliotecadigitalbiblioteca@udea.edu.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

Publicaciones similares