Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents

Detalhes bibliográficos
Autor(a) principal: Matos-Rocha, Thiago José
Data de Publicação: 2017
Outros Autores: 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
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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spelling 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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