Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity.
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UFOP |
Texto Completo: | http://www.repositorio.ufop.br/handle/123456789/9613 https://doi.org/10.21577/0103-5053.20170137 |
Resumo: | Chagas disease is included in the neglected tropical diseases list and is endemic to 21 Latin American countries. The two drugs currently available for treating Chagas disease are nifurtimox and benznidazole and both result in many significant side effects. The study describes the synthesis and biological evaluation of 3,5-disubstituted isoxazoles. Isoxazoles were obtained by reaction of flavones and hydroxylamine and either alkylated at the free hydroxyl group and/or nitrated at the isoxazole ring. These compounds were evaluated for their in vitro anti-Trypanosoma cruzi activity against trypomastigote and amastigote forms of the parasite in T. cruzi-infected cell lineages. Benznidazole was used as a reference compound for the in vitro assay and mammalian L929 cells were employed to evaluate cytotoxicity. A majority of the compounds tested were very active and the most active isoxazole against amastigote and trypomastigotes of T. cruzi was slightly more potent than the current medicine benznidazole. |
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Souza, Aline Aparecida Nunes deXavier, Viviane F.Coelho, Gleicekelly SilvaSales Júnior, Policarpo AdemarRomanha, Alvaro JoséMurta, Silvane Maria FonsecaCarneiro, Claudia MartinsTaylor, Jason Guy2018-03-13T15:38:11Z2018-03-13T15:38:11Z2017SOUZA, A. A. N. de et al. Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. Journal of The Brazilian Chemical Society, v. 28, n. 2, p. 269-277, 2017. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000200269>. Acesso em: 15 set. 2017.1678-4790http://www.repositorio.ufop.br/handle/123456789/9613https://doi.org/10.21577/0103-5053.20170137Chagas disease is included in the neglected tropical diseases list and is endemic to 21 Latin American countries. The two drugs currently available for treating Chagas disease are nifurtimox and benznidazole and both result in many significant side effects. The study describes the synthesis and biological evaluation of 3,5-disubstituted isoxazoles. Isoxazoles were obtained by reaction of flavones and hydroxylamine and either alkylated at the free hydroxyl group and/or nitrated at the isoxazole ring. These compounds were evaluated for their in vitro anti-Trypanosoma cruzi activity against trypomastigote and amastigote forms of the parasite in T. cruzi-infected cell lineages. Benznidazole was used as a reference compound for the in vitro assay and mammalian L929 cells were employed to evaluate cytotoxicity. A majority of the compounds tested were very active and the most active isoxazole against amastigote and trypomastigotes of T. cruzi was slightly more potent than the current medicine benznidazole.Journal of the Brazilian Chemical Society permite que a UFOP deposite uma cópia em formato eletrônico dos artigos de seus alunos e professores publicados neste periódico no Repositório Institucional. Contato via email em 13 set. 2013.info:eu-repo/semantics/openAccessIsoxazoleTrypomastigoteAmastigoteAzoleSynthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleengreponame:Repositório Institucional da UFOPinstname:Universidade Federal de Ouro Preto (UFOP)instacron:UFOPLICENSElicense.txtlicense.txttext/plain; charset=utf-8924http://www.repositorio.ufop.br/bitstream/123456789/9613/2/license.txt62604f8d955274beb56c80ce1ee5dcaeMD52ORIGINALARTIGO_Synthesis35Diarylisoxazole.pdfARTIGO_Synthesis35Diarylisoxazole.pdfapplication/pdf262941http://www.repositorio.ufop.br/bitstream/123456789/9613/1/ARTIGO_Synthesis35Diarylisoxazole.pdf855e0f15cdb92f0ed53cd2173baaa7f0MD51123456789/96132020-03-16 09:08:02.962oai:localhost: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ório InstitucionalPUBhttp://www.repositorio.ufop.br/oai/requestrepositorio@ufop.edu.bropendoar:32332020-03-16T13:08:02Repositório Institucional da UFOP - Universidade Federal de Ouro Preto (UFOP)false |
dc.title.pt_BR.fl_str_mv |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. |
title |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. |
spellingShingle |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. Souza, Aline Aparecida Nunes de Isoxazole Trypomastigote Amastigote Azole |
title_short |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. |
title_full |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. |
title_fullStr |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. |
title_full_unstemmed |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. |
title_sort |
Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. |
author |
Souza, Aline Aparecida Nunes de |
author_facet |
Souza, Aline Aparecida Nunes de Xavier, Viviane F. Coelho, Gleicekelly Silva Sales Júnior, Policarpo Ademar Romanha, Alvaro José Murta, Silvane Maria Fonseca Carneiro, Claudia Martins Taylor, Jason Guy |
author_role |
author |
author2 |
Xavier, Viviane F. Coelho, Gleicekelly Silva Sales Júnior, Policarpo Ademar Romanha, Alvaro José Murta, Silvane Maria Fonseca Carneiro, Claudia Martins Taylor, Jason Guy |
author2_role |
author author author author author author author |
dc.contributor.author.fl_str_mv |
Souza, Aline Aparecida Nunes de Xavier, Viviane F. Coelho, Gleicekelly Silva Sales Júnior, Policarpo Ademar Romanha, Alvaro José Murta, Silvane Maria Fonseca Carneiro, Claudia Martins Taylor, Jason Guy |
dc.subject.por.fl_str_mv |
Isoxazole Trypomastigote Amastigote Azole |
topic |
Isoxazole Trypomastigote Amastigote Azole |
description |
Chagas disease is included in the neglected tropical diseases list and is endemic to 21 Latin American countries. The two drugs currently available for treating Chagas disease are nifurtimox and benznidazole and both result in many significant side effects. The study describes the synthesis and biological evaluation of 3,5-disubstituted isoxazoles. Isoxazoles were obtained by reaction of flavones and hydroxylamine and either alkylated at the free hydroxyl group and/or nitrated at the isoxazole ring. These compounds were evaluated for their in vitro anti-Trypanosoma cruzi activity against trypomastigote and amastigote forms of the parasite in T. cruzi-infected cell lineages. Benznidazole was used as a reference compound for the in vitro assay and mammalian L929 cells were employed to evaluate cytotoxicity. A majority of the compounds tested were very active and the most active isoxazole against amastigote and trypomastigotes of T. cruzi was slightly more potent than the current medicine benznidazole. |
publishDate |
2017 |
dc.date.issued.fl_str_mv |
2017 |
dc.date.accessioned.fl_str_mv |
2018-03-13T15:38:11Z |
dc.date.available.fl_str_mv |
2018-03-13T15:38:11Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
SOUZA, A. A. N. de et al. Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. Journal of The Brazilian Chemical Society, v. 28, n. 2, p. 269-277, 2017. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000200269>. Acesso em: 15 set. 2017. |
dc.identifier.uri.fl_str_mv |
http://www.repositorio.ufop.br/handle/123456789/9613 |
dc.identifier.issn.none.fl_str_mv |
1678-4790 |
dc.identifier.doi.none.fl_str_mv |
https://doi.org/10.21577/0103-5053.20170137 |
identifier_str_mv |
SOUZA, A. A. N. de et al. Synthesis of 3,5-Diarylisoxazole derivatives and evaluation of in vitro trypanocidal activity. Journal of The Brazilian Chemical Society, v. 28, n. 2, p. 269-277, 2017. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000200269>. Acesso em: 15 set. 2017. 1678-4790 |
url |
http://www.repositorio.ufop.br/handle/123456789/9613 https://doi.org/10.21577/0103-5053.20170137 |
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eng |
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eng |
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info:eu-repo/semantics/openAccess |
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openAccess |
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reponame:Repositório Institucional da UFOP instname:Universidade Federal de Ouro Preto (UFOP) instacron:UFOP |
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