Molecules (Sep 2017)

Characterization and Trypanocidal Activity of a Novel Pyranaphthoquinone

  • Elen Diana Dantas,
  • Fabia Julliana Jorge de Souza,
  • William Nascimento Litaiff Nogueira,
  • Cláudia Cândida Silva,
  • Pedro Henrique Antunes de Azevedo,
  • Cícero Flávio Soares Aragão,
  • Patricia Danielle Oliveira de Almeida,
  • Mariana Filomena do Carmo Cardoso,
  • Fernando de Carvalho da Silva,
  • Eduardo Pereira de Azevedo,
  • Euzébio Guimarães Barbosa,
  • Emerson Silva Lima,
  • Vitor Francisco Ferreira,
  • Ádley Antonini Neves de Lima

DOI
https://doi.org/10.3390/molecules22101631
Journal volume & issue
Vol. 22, no. 10
p. 1631

Abstract

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Chagas disease is an endemic parasitic infection that occurs in 21 Latin American countries. New therapies for this disease are urgently needed, as the only two drugs available (nifurtimox and benznidazol) have high toxicity and variable efficacy in the disease’s chronic phase. Recently, a new chemical entity (NCE) named Pyranaphthoquinone (IVS320) was synthesized from lawsone. We report herein, a detailed study of the physicochemical properties and in vitro trypanocidal activity of IVS320. A series of assays were performed for characterization, where thermal, diffractometric, and morphological analysis were performed. In addition, the solubility, permeability, and hygroscopicity of IVS320 were determined. The results show that its poor solubility and low permeability may be due to its high degree of crystallinity (99.19%), which might require the use of proper techniques to increase the IVS320’s aqueous solubility and permeability. The trypanocidal activity study demonstrated that IVS320 is more potent than the reference drug benznidazole, with IC50/24 h of 1.49 ± 0.1 μM, which indicates that IVS320 has potential as a new drug candidate for the treatment of Chagas disease.

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