Artemisinin-derived dimers have greatly improved anti-cytomegalovirus activity compared to artemisinin monomers

PLoS One. 2010 Apr 28;5(4):e10370. doi: 10.1371/journal.pone.0010370.

Abstract

Background: Artesunate, an artemisinin-derived monomer, was reported to inhibit Cytomegalovirus (CMV) replication. We aimed to compare the in-vitro anti-CMV activity of several artemisinin-derived monomers and newly synthesized artemisinin dimers.

Methods: Four artemisinin monomers and two novel artemisinin-derived dimers were tested for anti-CMV activity in human fibroblasts infected with luciferase-tagged highly-passaged laboratory adapted strain (Towne), and a clinical CMV isolate. Compounds were evaluated for CMV inhibition and cytotoxicity.

Results: Artemisinin dimers effectively inhibited CMV replication in human foreskin fibroblasts and human embryonic lung fibroblasts (EC(50) for dimer sulfone carbamate and dimer primary alcohol 0.06+/-0.00 microM and 0.15+/-0.02 microM respectively, in human foreskin fibroblasts) with no cytotxicity at concentrations required for complete CMV inhibition. All four artemisinin monomers (artemisinin, artesunate, artemether and artefanilide) shared a similar degree of CMV inhibition amongst themselves (in microM concentrations) which was significantly less than the inhibition achieved with artemisinin dimers (P<0.0001). Similar to monomers, inhibition of CMV with artemisinin dimers appeared early in the virus life cycle as reflected by decreased expression of the immediate early (IE1) protein.

Conclusions: Artemisinin dimers are potent and non-cytotoxic inhibitors of CMV replication. These compounds should be studied as potential therapeutic agents for the treatment of CMV infection in humans.

Publication types

  • Comparative Study
  • Research Support, N.I.H., Extramural

MeSH terms

  • Anti-Infective Agents
  • Artemisinins / pharmacology*
  • Artemisinins / therapeutic use
  • Artemisinins / toxicity
  • Cells, Cultured
  • Cytomegalovirus / drug effects*
  • Cytomegalovirus Infections / drug therapy*
  • Fibroblasts / drug effects
  • Fibroblasts / virology
  • Humans
  • Inhibitory Concentration 50
  • Protein Multimerization
  • Virus Replication / drug effects

Substances

  • Anti-Infective Agents
  • Artemisinins