Development of Antiplasmodial Peptide-Drug Conjugates Using a Human Protein-Derived Cell-Penetrating Peptide with Selectivity for Infected Cells

Bioconjug Chem. 2023 Jun 21;34(6):1105-1113. doi: 10.1021/acs.bioconjchem.3c00147. Epub 2023 May 26.

Abstract

Malaria continues to impose a global health burden. Drug-resistant parasites have emerged to each introduced small-molecule therapy, highlighting the need for novel treatment approaches for the future eradication of malaria. Herein, targeted drug delivery with peptide-drug conjugates (PDCs) was investigated as an alternative antimalarial therapy, inspired by the success of emerging antibody-drug conjugates utilized in cancer treatment. A synthetic peptide derived from an innate human defense molecule was conjugated to the antimalarial drug primaquine (PQ) to produce PDCs with low micromolar potency toward Plasmodium falciparum in vitro. A suite of PDCs with different design features was developed to identify optimal conjugation site and investigate linker length, hydrophilicity, and cleavability. Conjugation within a flexible spacer region of the peptide, with a cleavable linker to liberate the PQ cargo, was important to retain activity of the peptide and drug.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials* / chemistry
  • Antimalarials* / pharmacology
  • Cell-Penetrating Peptides* / pharmacology
  • Humans
  • Malaria* / drug therapy
  • Malaria* / parasitology
  • Malaria, Falciparum* / drug therapy
  • Pharmaceutical Preparations
  • Plasmodium falciparum
  • Primaquine / chemistry
  • Primaquine / therapeutic use

Substances

  • Antimalarials
  • Cell-Penetrating Peptides
  • Pharmaceutical Preparations
  • Primaquine