SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | por |
Título da fonte: | Química Nova (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422017000901065 |
Resumo: | In this work a series of 2-(2- pyridyl)quinolines were prepared via a Povarov reaction between anilines, 2-pyridinocarbadehyde and ethyl vinyl ether under microwaves heating conditions. The optimized conditions herein reported allowed the preparation of several pyridylquinolines in yields in the range of 30-83%, some of them not previously accessible by this multicomponent process. The reported methodology has advantage over previous report due to its larger scope and short reaction time (2 hours). All quinolines obtained were assayed against five species of clinically important yeasts Candida sp and against Cryptococcus neoformans. Some of them possessed a broad spectrum of action including 2-(2-pyridyl)quinoline (20) and 6,8-dimethoxy-2-(pyridin-2-yl)quinolone (22) that were highly effective in inhibiting Candida species (IC50 < 1.95 µg/mL against C. tropicalis and C. krusei). Some compounds were more potent than commercial drugs Nistatin and Miconazole. |
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SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICASmicrowavePovarov multicomponent reactionspyridylquinolineantifungal activityIn this work a series of 2-(2- pyridyl)quinolines were prepared via a Povarov reaction between anilines, 2-pyridinocarbadehyde and ethyl vinyl ether under microwaves heating conditions. The optimized conditions herein reported allowed the preparation of several pyridylquinolines in yields in the range of 30-83%, some of them not previously accessible by this multicomponent process. The reported methodology has advantage over previous report due to its larger scope and short reaction time (2 hours). All quinolines obtained were assayed against five species of clinically important yeasts Candida sp and against Cryptococcus neoformans. Some of them possessed a broad spectrum of action including 2-(2-pyridyl)quinoline (20) and 6,8-dimethoxy-2-(pyridin-2-yl)quinolone (22) that were highly effective in inhibiting Candida species (IC50 < 1.95 µg/mL against C. tropicalis and C. krusei). Some compounds were more potent than commercial drugs Nistatin and Miconazole.Sociedade Brasileira de Química2017-09-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422017000901065Química Nova v.40 n.9 2017reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170118info:eu-repo/semantics/openAccessBorel,Carmindo R.Barbosa,Luiz C. A.Maltha,Célia R. A.Fernandes,Sergio A.Santos,Larissa B.Takahashi,Jacqueline A.por2017-11-21T00:00:00Zoai:scielo:S0100-40422017000901065Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2017-11-21T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS |
title |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS |
spellingShingle |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS Borel,Carmindo R. microwave Povarov multicomponent reactions pyridylquinoline antifungal activity |
title_short |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS |
title_full |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS |
title_fullStr |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS |
title_full_unstemmed |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS |
title_sort |
SÍNTESE DE 2-(2-PIRIDIL)QUINOLINAS PROMOVIDA POR MICRO-ONDAS E SUAS ATIVIDADES ANTIFÚNGICAS |
author |
Borel,Carmindo R. |
author_facet |
Borel,Carmindo R. Barbosa,Luiz C. A. Maltha,Célia R. A. Fernandes,Sergio A. Santos,Larissa B. Takahashi,Jacqueline A. |
author_role |
author |
author2 |
Barbosa,Luiz C. A. Maltha,Célia R. A. Fernandes,Sergio A. Santos,Larissa B. Takahashi,Jacqueline A. |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Borel,Carmindo R. Barbosa,Luiz C. A. Maltha,Célia R. A. Fernandes,Sergio A. Santos,Larissa B. Takahashi,Jacqueline A. |
dc.subject.por.fl_str_mv |
microwave Povarov multicomponent reactions pyridylquinoline antifungal activity |
topic |
microwave Povarov multicomponent reactions pyridylquinoline antifungal activity |
description |
In this work a series of 2-(2- pyridyl)quinolines were prepared via a Povarov reaction between anilines, 2-pyridinocarbadehyde and ethyl vinyl ether under microwaves heating conditions. The optimized conditions herein reported allowed the preparation of several pyridylquinolines in yields in the range of 30-83%, some of them not previously accessible by this multicomponent process. The reported methodology has advantage over previous report due to its larger scope and short reaction time (2 hours). All quinolines obtained were assayed against five species of clinically important yeasts Candida sp and against Cryptococcus neoformans. Some of them possessed a broad spectrum of action including 2-(2-pyridyl)quinoline (20) and 6,8-dimethoxy-2-(pyridin-2-yl)quinolone (22) that were highly effective in inhibiting Candida species (IC50 < 1.95 µg/mL against C. tropicalis and C. krusei). Some compounds were more potent than commercial drugs Nistatin and Miconazole. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-09-01 |
dc.type.driver.fl_str_mv |
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://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422017000901065 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422017000901065 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.none.fl_str_mv |
10.21577/0100-4042.20170118 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Química Nova v.40 n.9 2017 reponame:Química Nova (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Química Nova (Online) |
collection |
Química Nova (Online) |
repository.name.fl_str_mv |
Química Nova (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
quimicanova@sbq.org.br |
_version_ |
1750318118449709056 |