Computer-Guided Trypanocidal Activity of Natural Lactones Produced by Endophytic Fungus of Euphorbia umbellata

Chem Biodivers. 2021 Oct;18(10):e2100493. doi: 10.1002/cbdv.202100493. Epub 2021 Sep 7.

Abstract

Hundreds of millions of people worldwide are affected by Chagas' disease caused by Trypanosoma cruzi. Since the current treatment lack efficacy, specificity, and suffers from several side-effects, novel therapeutics are mandatory. Natural products from endophytic fungi have been useful sources of lead compounds. In this study, three lactones isolated from an endophytic strain culture were in silico evaluated for rational guidance of their bioassay screening. All lactones displayed in vitro activity against T. cruzi epimastigote and trypomastigote forms. Notably, the IC50 values of (+)-phomolactone were lower than benznidazole (0.86 vs. 30.78 μM against epimastigotes and 0.41 vs. 4.88 μM against trypomastigotes). Target-based studies suggested that lactones displayed their trypanocidal activities due to T. cruzi glyceraldehyde-3-phosphate dehydrogenase (TcGAPDH) inhibition, and the binding free energy for all three TcGAPDH-lactone complexes suggested that (+)-phomolactone has a lower score value (-3.38), corroborating with IC50 assays. These results highlight the potential of these lactones for further anti-T. cruzi drug development.

Keywords: Aspergillus pseudonomiae; Trypanosoma cruzi; endophytic fungus; molecular modeling; pyrone.

MeSH terms

  • Biological Products / chemistry
  • Biological Products / metabolism
  • Biological Products / pharmacology*
  • Euphorbia / chemistry*
  • Euphorbia / metabolism
  • Lactones / chemistry
  • Lactones / metabolism
  • Lactones / pharmacology*
  • Models, Molecular
  • Molecular Structure
  • Parasitic Sensitivity Tests
  • Phylogeny
  • Trypanocidal Agents / chemistry
  • Trypanocidal Agents / metabolism
  • Trypanocidal Agents / pharmacology*
  • Trypanosoma cruzi / drug effects*

Substances

  • Biological Products
  • Lactones
  • Trypanocidal Agents