Synthesis of polyamine derivatives for the preparation of affinity chromatography columns for the search of new Trypanosoma cruzi targets

Bioorg Med Chem Lett. 1999 Jun 7;9(11):1567-72. doi: 10.1016/s0960-894x(99)00226-7.

Abstract

The most potent trypanocidal compound of a series of symmetrically substituted 1,4-bis(3-aminopropylpiperazines) which displayed an IC50 value of 5 microM on Trypanosoma cruzi trypomastigotes, was inactive on trypanothione reductase. Two derivatives 6 and 12 of this compound, one symmetrical and one dissymmetrical, were synthesized via a reductive amination reaction, to prepare affinity chromatography columns, which allowed us to isolate three parasitic proteins. Among these, the major ligand 6- and 12-binding protein having an apparent molecular weight of 52 kDa has been identified as the thiol-disulfide oxido-reductase Tc52, previously characterized in Trypanosoma cruzi.

MeSH terms

  • Animals
  • Blotting, Western
  • Chromatography, Affinity
  • Inhibitory Concentration 50
  • Models, Chemical
  • Piperazines / chemical synthesis*
  • Piperazines / pharmacology*
  • Polyamines / chemical synthesis*
  • Trypanocidal Agents / chemical synthesis*
  • Trypanocidal Agents / pharmacology*
  • Trypanosoma cruzi / drug effects

Substances

  • Piperazines
  • Polyamines
  • Trypanocidal Agents