Synthesis and evaluation of novel prenylated chalcone derivatives as anti-leishmanial and anti-trypanosomal compounds

Bioorg Med Chem Lett. 2015 Aug 15;25(16):3342-5. doi: 10.1016/j.bmcl.2015.05.072. Epub 2015 May 30.

Abstract

Chalcones form a class of compounds that belong to the flavonoid family and are widely distributed in plants. Their simple structure and the ease of preparation make chalcones attractive scaffolds for the synthesis of a large number of derivatives enabling the evaluation of the effects of different functional groups on biological activities. In this Letter, we report the successful synthesis of a series of novel prenylated chalcones via Claisen-Schmidt condensation and the evaluation of their effect on the viability of the Trypanosomatidae parasites Leishmania amazonensis, Leishmania infantum and Trypanosoma cruzi.

Keywords: Drug discovery; Leishmania amazonensis; Leishmania infantum; Leishmanicidal activity; Prenylated chalcone; Trypanocidal activity; Trypanosoma cruzi.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chalcone / chemical synthesis*
  • Chalcone / chemistry
  • Chalcone / pharmacology*
  • Inhibitory Concentration 50
  • Leishmania infantum / drug effects*
  • Prenylation
  • Structure-Activity Relationship
  • Trypanocidal Agents / chemical synthesis
  • Trypanocidal Agents / chemistry
  • Trypanocidal Agents / pharmacology
  • Trypanosoma cruzi / drug effects*

Substances

  • Trypanocidal Agents
  • Chalcone