Design, synthesis, and biological activities of conformationally restricted analogs of primaquine with a 1,10-phenanthroline framework

  • Bioorg Med Chem Lett. 2008 Aug 15;18(16):4666-9. doi: 10.1016/j.bmcl.2008.07.013.
Cheikh Sall  1 ,  Ange-Désiré Yapi ,  Nicolas Desbois ,  Séverine Chevalley ,  Jean-Michel Chezal ,  Kimny Tan ,  Jean-Claude Teulade ,  Alexis Valentin ,  Yves Blache
Affiliations
  • 1. Laboratoire de chimie organique et thérapeutique, EA 3660 Unité de Molécules d'Intérêt Biologique, Faculté de Pharmacie, 7 boulevard Jeanne d'Arc, BP 89700, 21079 Dijon, France.
PMID: 18653332 DOI: 10.1016/j.bmcl.2008.07.013
Abstract

A series of primaquine analogs was prepared, according to a conformationally restricted conformation of primaquine. In vitro antiplasmodial activities were evaluated and showed that all compounds were active on different strains of Plasmodium falciparum. In particular compounds 5 and 15 possessing a methoxy group were more active than was primaquine. Furthermore, analog 5 displayed good in vitro gametocytocidal activity. In addition selectivity indexes were calculated in respect with cytotoxic activities on Vero cell lines.