In vitro Evaluation of the Antileishmanial and Antischistosomal Activities of p-Coumaric Acid Prenylated Derivatives

Chem Biodivers. 2024 May;21(5):e202400491. doi: 10.1002/cbdv.202400491. Epub 2024 Apr 12.

Abstract

We have evaluated eight p-coumaric acid prenylated derivatives in vitro for their antileishmanial activity against Leishmania amazonensis promastigotes and their antischistosomal activity against Schistosoma mansoni adult worms. Compound 7 ((E)-3,4-diprenyl-4-isoprenyloxycinnamic alcohol) was the most active against L. amazonensis (IC50=45.92 μM) and S. mansoni (IC50=64.25 μM). Data indicated that the number of prenyl groups, the presence of hydroxyl at C9, and a single bond between C7 and C8 are important structural features for the antileishmanial activity of p-coumaric acid prenylated derivatives.

Keywords: Leishmania amazonensis; O-prenylation; Schistosoma mansoni; artepillin C; plicatin B.

MeSH terms

  • Animals
  • Antiprotozoal Agents* / chemical synthesis
  • Antiprotozoal Agents* / chemistry
  • Antiprotozoal Agents* / pharmacology
  • Coumaric Acids* / chemistry
  • Coumaric Acids* / pharmacology
  • Dose-Response Relationship, Drug
  • Leishmania* / drug effects
  • Molecular Structure
  • Parasitic Sensitivity Tests*
  • Prenylation
  • Propionates / chemistry
  • Propionates / pharmacology
  • Schistosoma mansoni* / drug effects
  • Schistosomicides / chemical synthesis
  • Schistosomicides / chemistry
  • Schistosomicides / pharmacology
  • Structure-Activity Relationship