Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Revista do Instituto de Medicina Tropical de São Paulo |
Texto Completo: | https://www.revistas.usp.br/rimtsp/article/view/130562 |
Resumo: | Introduction: Schistosomiasis is an infectious parasitic disease caused by trematodes of the genus Schistosoma, which threatens at least 258 million people worldwide and its control is dependent on a single drug, praziquantel. The aim of this study was to evaluate the anti-Schistosoma mansoni activity in vitro of novel imidazolidine derivatives. Material and methods: We synthesized two novel imidazolidine derivatives: (LPSF/PTS10) (Z)-1-(2-chloro-6-fluorobenzyl)-4-(4-dimethylaminobenzylidene)-5-thioxoimidazolidin-2-one and (LPSF/PTS23) (Z)-1-(2-chloro-6-fluoro-benzyl)-5-thioxo-4-(2,4,6-trimethoxy-benzylidene)-imidazolidin-2-one. The structures of two compounds were determined by spectroscopic methods. During the biological assays, parameters such as motility, oviposition, mortality and analysis by Scanning Electron Microscopy were performed. Results: LPSF/PTS10 and LPSF/PTS23 were considered to be active in the separation of coupled pairs, mortality and to decrease the motor activity. In addition, LPSF/PTS23 induced ultrastructural alterations in worms, after 24 h of contact, causing extensive erosion over the entire body of the worms. Conclusion: The imidazolidine derivatives containing the trimetoxy and benzylidene halogens showed promising in vitro schistosomicidal activity. |
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Revista do Instituto de Medicina Tropical de São Paulo |
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Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agentsSchistosoma mansoniImidazolidinesUltrastructure Introduction: Schistosomiasis is an infectious parasitic disease caused by trematodes of the genus Schistosoma, which threatens at least 258 million people worldwide and its control is dependent on a single drug, praziquantel. The aim of this study was to evaluate the anti-Schistosoma mansoni activity in vitro of novel imidazolidine derivatives. Material and methods: We synthesized two novel imidazolidine derivatives: (LPSF/PTS10) (Z)-1-(2-chloro-6-fluorobenzyl)-4-(4-dimethylaminobenzylidene)-5-thioxoimidazolidin-2-one and (LPSF/PTS23) (Z)-1-(2-chloro-6-fluoro-benzyl)-5-thioxo-4-(2,4,6-trimethoxy-benzylidene)-imidazolidin-2-one. The structures of two compounds were determined by spectroscopic methods. During the biological assays, parameters such as motility, oviposition, mortality and analysis by Scanning Electron Microscopy were performed. Results: LPSF/PTS10 and LPSF/PTS23 were considered to be active in the separation of coupled pairs, mortality and to decrease the motor activity. In addition, LPSF/PTS23 induced ultrastructural alterations in worms, after 24 h of contact, causing extensive erosion over the entire body of the worms. Conclusion: The imidazolidine derivatives containing the trimetoxy and benzylidene halogens showed promising in vitro schistosomicidal activity.Universidade de São Paulo. Instituto de Medicina Tropical de São Paulo2017-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://www.revistas.usp.br/rimtsp/article/view/130562Revista do Instituto de Medicina Tropical de São Paulo; Vol. 59 (2017); e8Revista do Instituto de Medicina Tropical de São Paulo; Vol. 59 (2017); e8Revista do Instituto de Medicina Tropical de São Paulo; v. 59 (2017); e81678-99460036-4665reponame:Revista do Instituto de Medicina Tropical de São Pauloinstname:Instituto de Medicina Tropical (IMT)instacron:IMTenghttps://www.revistas.usp.br/rimtsp/article/view/130562/126920Copyright (c) 2018 Revista do Instituto de Medicina Tropical de São Pauloinfo:eu-repo/semantics/openAccessMatos-Rocha, Thiago JoséLima, Maria do Carmo Alves deSilva, Anekécia Lauro daOliveira, Jamerson Ferreira deGouveia, Allana Lemos AndradeSilva, Vinícius Barros Ribeiro daAlmeida Júnior, Antônio Sérgio Alves deBrayner, Fábio AndréCardoso, Pablo Ramon GualbertoPitta-Galdino, Marina da RochaPitta, Ivan da RochaRêgo, Moacyr Jesus Barreto de MeloAlves, Luiz CarlosPitta, Maira Galdino da Rocha2018-02-23T18:46:00Zoai:revistas.usp.br:article/130562Revistahttp://www.revistas.usp.br/rimtsp/indexPUBhttps://www.revistas.usp.br/rimtsp/oai||revimtsp@usp.br1678-99460036-4665opendoar:2018-02-23T18:46Revista do Instituto de Medicina Tropical de São Paulo - Instituto de Medicina Tropical (IMT)false |
dc.title.none.fl_str_mv |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents |
title |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents |
spellingShingle |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents Matos-Rocha, Thiago José Schistosoma mansoni Imidazolidines Ultrastructure |
title_short |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents |
title_full |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents |
title_fullStr |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents |
title_full_unstemmed |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents |
title_sort |
Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents |
author |
Matos-Rocha, Thiago José |
author_facet |
Matos-Rocha, Thiago José Lima, Maria do Carmo Alves de Silva, Anekécia Lauro da Oliveira, Jamerson Ferreira de Gouveia, Allana Lemos Andrade Silva, Vinícius Barros Ribeiro da Almeida Júnior, Antônio Sérgio Alves de Brayner, Fábio André Cardoso, Pablo Ramon Gualberto Pitta-Galdino, Marina da Rocha Pitta, Ivan da Rocha Rêgo, Moacyr Jesus Barreto de Melo Alves, Luiz Carlos Pitta, Maira Galdino da Rocha |
author_role |
author |
author2 |
Lima, Maria do Carmo Alves de Silva, Anekécia Lauro da Oliveira, Jamerson Ferreira de Gouveia, Allana Lemos Andrade Silva, Vinícius Barros Ribeiro da Almeida Júnior, Antônio Sérgio Alves de Brayner, Fábio André Cardoso, Pablo Ramon Gualberto Pitta-Galdino, Marina da Rocha Pitta, Ivan da Rocha Rêgo, Moacyr Jesus Barreto de Melo Alves, Luiz Carlos Pitta, Maira Galdino da Rocha |
author2_role |
author author author author author author author author author author author author author |
dc.contributor.author.fl_str_mv |
Matos-Rocha, Thiago José Lima, Maria do Carmo Alves de Silva, Anekécia Lauro da Oliveira, Jamerson Ferreira de Gouveia, Allana Lemos Andrade Silva, Vinícius Barros Ribeiro da Almeida Júnior, Antônio Sérgio Alves de Brayner, Fábio André Cardoso, Pablo Ramon Gualberto Pitta-Galdino, Marina da Rocha Pitta, Ivan da Rocha Rêgo, Moacyr Jesus Barreto de Melo Alves, Luiz Carlos Pitta, Maira Galdino da Rocha |
dc.subject.por.fl_str_mv |
Schistosoma mansoni Imidazolidines Ultrastructure |
topic |
Schistosoma mansoni Imidazolidines Ultrastructure |
description |
Introduction: Schistosomiasis is an infectious parasitic disease caused by trematodes of the genus Schistosoma, which threatens at least 258 million people worldwide and its control is dependent on a single drug, praziquantel. The aim of this study was to evaluate the anti-Schistosoma mansoni activity in vitro of novel imidazolidine derivatives. Material and methods: We synthesized two novel imidazolidine derivatives: (LPSF/PTS10) (Z)-1-(2-chloro-6-fluorobenzyl)-4-(4-dimethylaminobenzylidene)-5-thioxoimidazolidin-2-one and (LPSF/PTS23) (Z)-1-(2-chloro-6-fluoro-benzyl)-5-thioxo-4-(2,4,6-trimethoxy-benzylidene)-imidazolidin-2-one. The structures of two compounds were determined by spectroscopic methods. During the biological assays, parameters such as motility, oviposition, mortality and analysis by Scanning Electron Microscopy were performed. Results: LPSF/PTS10 and LPSF/PTS23 were considered to be active in the separation of coupled pairs, mortality and to decrease the motor activity. In addition, LPSF/PTS23 induced ultrastructural alterations in worms, after 24 h of contact, causing extensive erosion over the entire body of the worms. Conclusion: The imidazolidine derivatives containing the trimetoxy and benzylidene halogens showed promising in vitro schistosomicidal activity. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-01-01 |
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://www.revistas.usp.br/rimtsp/article/view/130562 |
url |
https://www.revistas.usp.br/rimtsp/article/view/130562 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
https://www.revistas.usp.br/rimtsp/article/view/130562/126920 |
dc.rights.driver.fl_str_mv |
Copyright (c) 2018 Revista do Instituto de Medicina Tropical de São Paulo info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Copyright (c) 2018 Revista do Instituto de Medicina Tropical de São Paulo |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Universidade de São Paulo. Instituto de Medicina Tropical de São Paulo |
publisher.none.fl_str_mv |
Universidade de São Paulo. Instituto de Medicina Tropical de São Paulo |
dc.source.none.fl_str_mv |
Revista do Instituto de Medicina Tropical de São Paulo; Vol. 59 (2017); e8 Revista do Instituto de Medicina Tropical de São Paulo; Vol. 59 (2017); e8 Revista do Instituto de Medicina Tropical de São Paulo; v. 59 (2017); e8 1678-9946 0036-4665 reponame:Revista do Instituto de Medicina Tropical de São Paulo instname:Instituto de Medicina Tropical (IMT) instacron:IMT |
instname_str |
Instituto de Medicina Tropical (IMT) |
instacron_str |
IMT |
institution |
IMT |
reponame_str |
Revista do Instituto de Medicina Tropical de São Paulo |
collection |
Revista do Instituto de Medicina Tropical de São Paulo |
repository.name.fl_str_mv |
Revista do Instituto de Medicina Tropical de São Paulo - Instituto de Medicina Tropical (IMT) |
repository.mail.fl_str_mv |
||revimtsp@usp.br |
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1752129958966198272 |