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

Rev Inst Med Trop Sao Paulo. 2017 Apr 3:59:e8. doi: 10.1590/S1678-9946201759008.

Abstract

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.

MeSH terms

  • Animals
  • Humans
  • Imidazolidines / chemical synthesis
  • Imidazolidines / pharmacology*
  • Imidazolidines / toxicity
  • Mice
  • Microscopy, Electron, Scanning
  • Parasitic Sensitivity Tests
  • Peripheral Blood Stem Cells / drug effects*
  • Schistosoma mansoni / drug effects*
  • Schistosoma mansoni / ultrastructure
  • Schistosomicides / chemical synthesis
  • Schistosomicides / pharmacology*
  • Schistosomicides / toxicity
  • Time Factors

Substances

  • Imidazolidines
  • Schistosomicides