Synthesis and evaluation of new designed multiple ligands directed towards both peroxisome proliferator-activated receptor-γ and angiotensin II type 1 receptor

Eur J Med Chem. 2018 Oct 5:158:334-352. doi: 10.1016/j.ejmech.2018.08.082. Epub 2018 Aug 31.

Abstract

Because of the complex biological networks, many pathologic disorders fail to be treated with a molecule directed towards a single target. Thus, combination therapies are often necessary, but they have many drawbacks. An alternative consists in building molecules intended to interact with multiple targets, called designed multiple ligands. We followed such a strategy in order to treat metabolic syndrome, by setting up molecules directed towards both type 1 angiotensin II (AT1) receptor and peroxisome proliferator-activated receptor-γ (PPAR-γ). For this purpose, many molecules were prepared by merging both pharmacophores following three different strategies. Their ability to activate PPAR-γ and to block AT1 receptors were evaluated in vitro. This strategy led to the preparation of many new PPAR-γ activating and AT1 blocking molecules. Among them, some exhibited both activities, highlighting the convenience of this approach.

Keywords: AT(1); Chromane; Designed multiple ligands; Imidazole; PPAR-γ; Triazole.

MeSH terms

  • Angiotensin II Type 1 Receptor Blockers / chemical synthesis
  • Angiotensin II Type 1 Receptor Blockers / chemistry*
  • Angiotensin II Type 1 Receptor Blockers / pharmacology*
  • Animals
  • Chromans / chemical synthesis
  • Chromans / chemistry
  • Chromans / pharmacology
  • Drug Design*
  • Humans
  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry
  • Imidazoles / pharmacology
  • Ligands
  • MCF-7 Cells
  • Male
  • Molecular Docking Simulation
  • PPAR gamma / agonists*
  • PPAR gamma / metabolism
  • Rats, Wistar
  • Receptor, Angiotensin, Type 1 / metabolism
  • Triazoles / chemical synthesis
  • Triazoles / chemistry
  • Triazoles / pharmacology

Substances

  • Angiotensin II Type 1 Receptor Blockers
  • Chromans
  • Imidazoles
  • Ligands
  • PPAR gamma
  • Receptor, Angiotensin, Type 1
  • Triazoles