Synthesis, analytical behaviour and biological evaluation of new 4-substituted pyrrolo[1,2-a]quinoxalines as antileishmanial agents

  • Bioorg Med Chem. 2007 Jan 1;15(1):194-210. doi: 10.1016/j.bmc.2006.09.068.
Jean Guillon  1 ,  Isabelle Forfar ,  Maria Mamani-Matsuda ,  Vanessa Desplat ,  Marion Saliège ,  Denis Thiolat ,  Stéphane Massip ,  Anais Tabourier ,  Jean-Michel Léger ,  Benoit Dufaure ,  Gilbert Haumont ,  Christian Jarry ,  Djavad Mossalayi
Affiliations
  • 1. EA 2962-Pharmacochimie, UFR des Sciences Pharmaceutiques, Université Victor Segalen Bordeaux 2, 146 rue Léo Saignat, 33076 Bordeaux Cedex, France. [email protected]
PMID: 17049253 DOI: 10.1016/j.bmc.2006.09.068
Abstract

An original series of 4-substituted pyrrolo[1,2-a]quinoxaline derivatives, new structural analogues of Galipea species Quinoline Alkaloids, was synthesized from various substituted 2-nitroanilines via multistep heterocyclizations and tested for in vitro antiparasitic activity upon Leishmania amazonensis and Leishmania infantum strains. Structure-activity relationships enlighten the importance of the 4-substituted alkenyl side chain on the pyrrolo[1,2-a]quinoxaline moiety to modulate the antileishmanial activity.