2,6-Diphenylthiazolo[3,2-b][1,2,4]triazoles as telomeric G-quadruplex stabilizers

Bioorg Med Chem Lett. 2009 Jul 1;19(13):3434-8. doi: 10.1016/j.bmcl.2009.05.025. Epub 2009 May 12.

Abstract

The design and synthesis of 2,6-diphenylthiazolo[3,2-b][1,2,4]triazoles characterized by a large aromatic building block bearing cationic side chains are reported. These molecules are evaluated as telomeric G-quadruplex stabilizers and for their selectivity towards duplex DNA by competition experiments. Two compounds (14a, 19) were found active with high selectivity for telomeric G-quadruplex over duplex DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Computer Simulation
  • Crystallography, X-Ray
  • Drug Design
  • Fluorescence Resonance Energy Transfer
  • G-Quadruplexes / drug effects*
  • Telomere / chemistry*
  • Telomere / metabolism
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry
  • Thiazoles / pharmacology
  • Transition Temperature
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry
  • Triazoles / pharmacology

Substances

  • 2,6-diphenylthiazolo(3,2-b)(1,2,4)triazole
  • Thiazoles
  • Triazoles