Artemisinin-polypyrrole conjugates: synthesis, DNA binding studies and preliminary antiproliferative evaluation

ChemMedChem. 2013 May;8(5):709-18. doi: 10.1002/cmdc.201200536. Epub 2013 Mar 11.

Abstract

Greater than the sum of its parts: Artemisinins are currently in phase I-II clinical trials against breast, colorectal and non-small-cell lung cancers. In an attempt to offer increased specificity, a series of hybrid artemisinin-polypyrrole minor groove binder conjugates are described. DNA binding/modelling studies and preliminary biological evaluation give insights into their mechanism of action and the potential of this strategy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Combined Chemotherapy Protocols / chemical synthesis*
  • Antineoplastic Combined Chemotherapy Protocols / chemistry
  • Antineoplastic Combined Chemotherapy Protocols / pharmacology*
  • Artemisinins / chemistry
  • Artemisinins / pharmacology*
  • Binding Sites / drug effects
  • Cell Proliferation / drug effects
  • DNA / chemistry
  • DNA / drug effects*
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • HL-60 Cells
  • HT29 Cells
  • Humans
  • Models, Molecular
  • Molecular Conformation
  • Molecular Dynamics Simulation
  • Parasitic Sensitivity Tests
  • Plasmodium falciparum / drug effects*
  • Polymers / chemistry
  • Polymers / pharmacology*
  • Pyrroles / chemistry
  • Pyrroles / pharmacology*
  • Structure-Activity Relationship
  • Thermodynamics

Substances

  • Artemisinins
  • Polymers
  • Pyrroles
  • polypyrrole
  • DNA
  • artemisinin