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

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 activi...

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Autores principales: Matos-Rocha, Thiago José, de Lima, Maria do Carmo Alves, da Silva, Anekécia Lauro, de Oliveira, Jamerson Ferreira, Gouveia, Allana Lemos Andrade, da Silva, Vinícius Barros Ribeiro, de Almeida, Antônio Sérgio Alves, 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Instituto de Medicina Tropical 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5441159/
https://www.ncbi.nlm.nih.gov/pubmed/28380119
http://dx.doi.org/10.1590/S1678-9946201759008
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author Matos-Rocha, Thiago José
de Lima, Maria do Carmo Alves
da Silva, Anekécia Lauro
de Oliveira, Jamerson Ferreira
Gouveia, Allana Lemos Andrade
da Silva, Vinícius Barros Ribeiro
de Almeida, Antônio Sérgio Alves
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_facet Matos-Rocha, Thiago José
de Lima, Maria do Carmo Alves
da Silva, Anekécia Lauro
de Oliveira, Jamerson Ferreira
Gouveia, Allana Lemos Andrade
da Silva, Vinícius Barros Ribeiro
de Almeida, Antônio Sérgio Alves
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_sort Matos-Rocha, Thiago José
collection PubMed
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.
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spelling pubmed-54411592017-05-31 Synthesis and biological evaluation of novel imidazolidine derivatives as candidates to schistosomicidal agents Matos-Rocha, Thiago José de Lima, Maria do Carmo Alves da Silva, Anekécia Lauro de Oliveira, Jamerson Ferreira Gouveia, Allana Lemos Andrade da Silva, Vinícius Barros Ribeiro de Almeida, Antônio Sérgio Alves 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 Rev Inst Med Trop Sao Paulo Original Article 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. Instituto de Medicina Tropical 2017-04-03 /pmc/articles/PMC5441159/ /pubmed/28380119 http://dx.doi.org/10.1590/S1678-9946201759008 Text en http://creativecommons.org/licenses/by-nc/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License
spellingShingle Original Article
Matos-Rocha, Thiago José
de Lima, Maria do Carmo Alves
da Silva, Anekécia Lauro
de Oliveira, Jamerson Ferreira
Gouveia, Allana Lemos Andrade
da Silva, Vinícius Barros Ribeiro
de Almeida, Antônio Sérgio Alves
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
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
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_short 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
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5441159/
https://www.ncbi.nlm.nih.gov/pubmed/28380119
http://dx.doi.org/10.1590/S1678-9946201759008
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