Guillon Jean, Forfar Isabelle, Mamani-Matsuda Maria, Desplat Vanessa, Saliège Marion, Thiolat Denis, Massip Stéphane, Tabourier Anais, Léger Jean-Michel, Dufaure Benoit, Haumont Gilbert, Jarry Christian, Mossalayi Djavad
EA 2962-Pharmacochimie, UFR des Sciences Pharmaceutiques, Université Victor Segalen Bordeaux 2, 146 rue Léo Saignat, 33076 Bordeaux Cedex, France.
Bioorg Med Chem. 2007 Jan 1;15(1):194-210. doi: 10.1016/j.bmc.2006.09.068. Epub 2006 Oct 1.
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.
一系列最初的4-取代吡咯并[1,2-a]喹喔啉衍生物,即加里披亚属喹啉生物碱的新结构类似物,由各种取代的2-硝基苯胺经多步杂环化反应合成,并对亚马逊利什曼原虫和婴儿利什曼原虫菌株进行了体外抗寄生虫活性测试。构效关系揭示了吡咯并[1,2-a]喹喔啉部分上的4-取代烯基侧链对调节抗利什曼活性的重要性。