Efficient inhibition of human AP endonuclease 1 (APE1) via substrate masking by abasic site-binding macrocyclic ligands

Chem Commun (Camb). 2015 Nov 14;51(88):15948-51. doi: 10.1039/c5cc06084b. Epub 2015 Sep 17.

Abstract

Bis-naphthalene macrocycles, which bind with high affinity and selectivity to abasic sites in DNA, efficiently inhibit their cleavage by APE1 (IC50 = 55-60 nM in the kinetic assay with a model THF substrate). These results demonstrate that substrate masking by non-covalent abasic-site ligands is an efficient strategy for inhibition of APE1.

MeSH terms

  • Animals
  • Aurintricarboxylic Acid / pharmacology
  • Cattle
  • DNA / chemistry
  • DNA-(Apurinic or Apyrimidinic Site) Lyase / antagonists & inhibitors*
  • DNA-(Apurinic or Apyrimidinic Site) Lyase / metabolism
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Ethidium / pharmacology
  • Humans
  • Indoles / pharmacology
  • Intercalating Agents / chemistry*
  • Intercalating Agents / pharmacology*
  • Kinetics
  • Ligands*
  • Macrocyclic Compounds / chemistry*
  • Macrocyclic Compounds / pharmacology*
  • Naphthalenes / chemistry*
  • Naphthalenes / pharmacology*

Substances

  • 7-nitro-1H-indole-2-carboxylic acid
  • Enzyme Inhibitors
  • Indoles
  • Intercalating Agents
  • Ligands
  • Macrocyclic Compounds
  • Naphthalenes
  • Aurintricarboxylic Acid
  • DNA
  • calf thymus DNA
  • APEX1 protein, human
  • DNA-(Apurinic or Apyrimidinic Site) Lyase
  • Ethidium