The giardicidal activity of lobendazole, fabomotizole, tenatoprazole and ipriflavone: A ligand-based virtual screening and in vitro study

Eur J Med Chem. 2021 Feb 5:211:113110. doi: 10.1016/j.ejmech.2020.113110. Epub 2020 Dec 17.

Abstract

A ligand-based virtual screening study to search for giardicidal compounds on a 6551 ChEMBL drugs database was carried out using molecular similarity. Three fingerprints implemented in MayaChemTools with different design and validated by ROC curves, were used. Twelve compounds were retrieved from this screening, from which, four representative compounds were selected to carry out biological assays. Whereas two compounds were commercially available, the additional two compounds were synthesized during the development of this work. The biological assays revealed that the compounds possess in vitro activity against five strains of Giardia intestinalis, each with different susceptibility/resistance rates to metronidazole, albendazole and nitazoxanide. Particularly, tenatoprazole showed the best effect against the WB and IMSS strains. Furthermore, fabomotizole, tenatoprazole and ipriflavone showed a higher activity against resistant strains than the reference drugs: metronidazole, albendazole and nitazoxanide.

Keywords: Fabomotizole; Giardia intestinalis; Ipriflavone; Lobendazole; Tenatoprazole; Virtual screening.

MeSH terms

  • 2-Pyridinylmethylsulfinylbenzimidazoles / pharmacology
  • 2-Pyridinylmethylsulfinylbenzimidazoles / therapeutic use*
  • Antiprotozoal Agents / pharmacology
  • Antiprotozoal Agents / therapeutic use*
  • Benzimidazoles / pharmacology
  • Benzimidazoles / therapeutic use*
  • Carbamates / pharmacology
  • Carbamates / therapeutic use*
  • Humans
  • In Vitro Techniques
  • Isoflavones / pharmacology
  • Isoflavones / therapeutic use*
  • Ligands

Substances

  • 2-Pyridinylmethylsulfinylbenzimidazoles
  • Antiprotozoal Agents
  • Benzimidazoles
  • Carbamates
  • Isoflavones
  • Ligands
  • ipriflavone
  • lobendazole
  • Tenatoprazole