New Antiparasitic Bis-Naphthoquinone Derivatives

Chem Biodivers. 2020 Feb;17(2):e1900597. doi: 10.1002/cbdv.201900597. Epub 2020 Jan 16.

Abstract

A series of bis-naphthoquinone derivatives prepared by condensation of aryl aldehydes with lawsone were tested for antiparasitic activities against Toxoplasma gondii and Trypanosoma brucei parasites. Monofluorophenyl derivative 1a, 3,4-difluorophenyl analog 1c and furyl compound 1l exhibited significant activity against T. gondii cells and appear to be new promising drug candidates against this parasite. The 3,4,5-trifluorophenyl derivative 1g and the isovanillyl derivative 1j displayed selective activity against Leishmania major amastigotes.

Keywords: biological activity; fluorine; furan; lawsone; neglected tropical diseases; synthesis.

MeSH terms

  • Antiparasitic Agents / chemical synthesis
  • Antiparasitic Agents / chemistry*
  • Antiparasitic Agents / pharmacology
  • Humans
  • Leishmania major / drug effects
  • Leishmania major / growth & development
  • Life Cycle Stages / drug effects
  • Naphthoquinones / chemical synthesis
  • Naphthoquinones / chemistry*
  • Naphthoquinones / pharmacology
  • Structure-Activity Relationship
  • Toxoplasma / drug effects
  • Trypanosoma brucei brucei / drug effects

Substances

  • Antiparasitic Agents
  • Naphthoquinones