Drug-Derived Surface-Active Ionic Liquids: A Cost-Effective Way To Expressively Increase the Blood-Stage Antimalarial Activity of Primaquine

ChemMedChem. 2022 Mar 4;17(5):e202100650. doi: 10.1002/cmdc.202100650. Epub 2021 Dec 23.

Abstract

Inspired by previous disclosure of room-temperature ionic liquids derived from primaquine and cinnamic acids, which displayed slightly enhanced blood-stage activity compared to the parent drug, we have now combined this emblematic antimalarial with natural fatty acids. This affords surface-active ionic liquids whose liver-stage antiplasmodial activity is either retained or slightly enhanced, while revealing blood-stage antiplasmodial activity at least one order of magnitude higher than that of the parent compound. These findings open new perspectives towards the cost-effective recycling of classical drugs that are either shelved or in decline, and which is not limited to antimalarial agents.

Keywords: Antimalarial; Plasmodium; SAIL; blood-stage; fatty acid; ionic liquid; liver-stage; surface activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials* / pharmacology
  • Cost-Benefit Analysis
  • Folic Acid Antagonists* / pharmacology
  • Ionic Liquids* / pharmacology
  • Plasmodium falciparum
  • Primaquine / pharmacology

Substances

  • Antimalarials
  • Folic Acid Antagonists
  • Ionic Liquids
  • Primaquine