Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles

Detalhes bibliográficos
Autor(a) principal: Lima, Josefa Aqueline da Cunha
Data de Publicação: 2022
Outros Autores: Costa, Erick Caique Santos, Bezerra, Giselle Barbosa, Silva, Jadson de Farias, Alves Caiana, Rodrigo Ribeiro, de Freitas Filho, Joao Rufino, Freitas, Juliano Carlo Rufino
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Bioscience journal (Online)
Texto Completo: https://seer.ufu.br/index.php/biosciencejournal/article/view/54382
Resumo: In recent years, investigations in the field of oxadiazoles have been intensified due to their numerous therapeutic uses. Oxadiazoles are a class of compounds that exhibit several biological applications, citing antimicrobial, anti-inflammatory, anti-diabetic, anthelmintic, anti-tumor, among others. Encouraged by the biological potential of oxadiazoles, were carried out synthesis, antimicrobial evaluation and in silica studies of five (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles. In this way, (Z)-aryl-N'-hydroxybenzimidamides and ethyl (E)-cinnamate were synthesized, which were subjected to an O-acylamidoxime reaction after by dehydration using microwave irradiation to form the oxadiazole nucleus. The compounds were characterized by spectroscopic techniques, while in vitro antimicrobial activity was evaluated against S. aureus, E. faecalis, E. coli, P. aeruginosa, and against the fungus C. utilis using the microplate microdilution method. Thus, (Z)-aryl-N'-hydroxybenzimidamides, ethyl (E)-cinnamate, and (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles were synthesized with yields ranging from moderate to good. The (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles exhibited a reduced spectrum of action, which were active against the bacterium P. aeruginosa and for the fungus C. utilis.
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spelling Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazolesSÍNTESE, AVALIAÇÃO ANTIMICROBIANA E ESTUDOS IN SILICO DE (E)-3-ARIL-5-ESTERIL-1,2,4-OXADIAZÓISAntimicrobial activityIn silicoOxadiazole. Synthesis.Health SciencesIn recent years, investigations in the field of oxadiazoles have been intensified due to their numerous therapeutic uses. Oxadiazoles are a class of compounds that exhibit several biological applications, citing antimicrobial, anti-inflammatory, anti-diabetic, anthelmintic, anti-tumor, among others. Encouraged by the biological potential of oxadiazoles, were carried out synthesis, antimicrobial evaluation and in silica studies of five (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles. In this way, (Z)-aryl-N'-hydroxybenzimidamides and ethyl (E)-cinnamate were synthesized, which were subjected to an O-acylamidoxime reaction after by dehydration using microwave irradiation to form the oxadiazole nucleus. The compounds were characterized by spectroscopic techniques, while in vitro antimicrobial activity was evaluated against S. aureus, E. faecalis, E. coli, P. aeruginosa, and against the fungus C. utilis using the microplate microdilution method. Thus, (Z)-aryl-N'-hydroxybenzimidamides, ethyl (E)-cinnamate, and (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles were synthesized with yields ranging from moderate to good. The (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles exhibited a reduced spectrum of action, which were active against the bacterium P. aeruginosa and for the fungus C. utilis.EDUFU2022-02-16info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://seer.ufu.br/index.php/biosciencejournal/article/view/5438210.14393/BJ-v38n0a2022-54382Bioscience Journal ; Vol. 38 (2022): Continuous Publication; e38005Bioscience Journal ; v. 38 (2022): Continuous Publication; e380051981-3163reponame:Bioscience journal (Online)instname:Universidade Federal de Uberlândia (UFU)instacron:UFUenghttps://seer.ufu.br/index.php/biosciencejournal/article/view/54382/33370Brazil; Contemporary Copyright (c) 2022 Josefa Aqueline da Cunha Lima, Erick Caique Santos Costa, Giselle Barbosa Bezerra, Jadson de Farias Silva, Rodrigo Ribeiro Alves Caiana, Joao Rufino de Freitas Filho, Juliano Carlo Rufino Freitashttps://creativecommons.org/licenses/by/4.0info:eu-repo/semantics/openAccessLima, Josefa Aqueline da CunhaCosta, Erick Caique SantosBezerra, Giselle BarbosaSilva, Jadson de FariasAlves Caiana, Rodrigo Ribeirode Freitas Filho, Joao RufinoFreitas, Juliano Carlo Rufino2022-02-16T20:36:30Zoai:ojs.www.seer.ufu.br:article/54382Revistahttps://seer.ufu.br/index.php/biosciencejournalPUBhttps://seer.ufu.br/index.php/biosciencejournal/oaibiosciencej@ufu.br||1981-31631516-3725opendoar:2022-02-16T20:36:30Bioscience journal (Online) - Universidade Federal de Uberlândia (UFU)false
dc.title.none.fl_str_mv Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
SÍNTESE, AVALIAÇÃO ANTIMICROBIANA E ESTUDOS IN SILICO DE (E)-3-ARIL-5-ESTERIL-1,2,4-OXADIAZÓIS
title Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
spellingShingle Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
Lima, Josefa Aqueline da Cunha
Antimicrobial activity
In silico
Oxadiazole. Synthesis.
Health Sciences
title_short Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
title_full Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
title_fullStr Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
title_full_unstemmed Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
title_sort Synthesis, antimicrobial evaluation and in silico studies of the (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles
author Lima, Josefa Aqueline da Cunha
author_facet Lima, Josefa Aqueline da Cunha
Costa, Erick Caique Santos
Bezerra, Giselle Barbosa
Silva, Jadson de Farias
Alves Caiana, Rodrigo Ribeiro
de Freitas Filho, Joao Rufino
Freitas, Juliano Carlo Rufino
author_role author
author2 Costa, Erick Caique Santos
Bezerra, Giselle Barbosa
Silva, Jadson de Farias
Alves Caiana, Rodrigo Ribeiro
de Freitas Filho, Joao Rufino
Freitas, Juliano Carlo Rufino
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Lima, Josefa Aqueline da Cunha
Costa, Erick Caique Santos
Bezerra, Giselle Barbosa
Silva, Jadson de Farias
Alves Caiana, Rodrigo Ribeiro
de Freitas Filho, Joao Rufino
Freitas, Juliano Carlo Rufino
dc.subject.por.fl_str_mv Antimicrobial activity
In silico
Oxadiazole. Synthesis.
Health Sciences
topic Antimicrobial activity
In silico
Oxadiazole. Synthesis.
Health Sciences
description In recent years, investigations in the field of oxadiazoles have been intensified due to their numerous therapeutic uses. Oxadiazoles are a class of compounds that exhibit several biological applications, citing antimicrobial, anti-inflammatory, anti-diabetic, anthelmintic, anti-tumor, among others. Encouraged by the biological potential of oxadiazoles, were carried out synthesis, antimicrobial evaluation and in silica studies of five (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles. In this way, (Z)-aryl-N'-hydroxybenzimidamides and ethyl (E)-cinnamate were synthesized, which were subjected to an O-acylamidoxime reaction after by dehydration using microwave irradiation to form the oxadiazole nucleus. The compounds were characterized by spectroscopic techniques, while in vitro antimicrobial activity was evaluated against S. aureus, E. faecalis, E. coli, P. aeruginosa, and against the fungus C. utilis using the microplate microdilution method. Thus, (Z)-aryl-N'-hydroxybenzimidamides, ethyl (E)-cinnamate, and (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles were synthesized with yields ranging from moderate to good. The (E)-3-(aryl)-5-styryl-1,2,4-oxadiazoles exhibited a reduced spectrum of action, which were active against the bacterium P. aeruginosa and for the fungus C. utilis.
publishDate 2022
dc.date.none.fl_str_mv 2022-02-16
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://seer.ufu.br/index.php/biosciencejournal/article/view/54382
10.14393/BJ-v38n0a2022-54382
url https://seer.ufu.br/index.php/biosciencejournal/article/view/54382
identifier_str_mv 10.14393/BJ-v38n0a2022-54382
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv https://seer.ufu.br/index.php/biosciencejournal/article/view/54382/33370
dc.rights.driver.fl_str_mv https://creativecommons.org/licenses/by/4.0
info:eu-repo/semantics/openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by/4.0
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.coverage.none.fl_str_mv Brazil; Contemporary
dc.publisher.none.fl_str_mv EDUFU
publisher.none.fl_str_mv EDUFU
dc.source.none.fl_str_mv Bioscience Journal ; Vol. 38 (2022): Continuous Publication; e38005
Bioscience Journal ; v. 38 (2022): Continuous Publication; e38005
1981-3163
reponame:Bioscience journal (Online)
instname:Universidade Federal de Uberlândia (UFU)
instacron:UFU
instname_str Universidade Federal de Uberlândia (UFU)
instacron_str UFU
institution UFU
reponame_str Bioscience journal (Online)
collection Bioscience journal (Online)
repository.name.fl_str_mv Bioscience journal (Online) - Universidade Federal de Uberlândia (UFU)
repository.mail.fl_str_mv biosciencej@ufu.br||
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