Synthesis and antiplasmodial activity of new 4-aryl-2-trichloromethylquinazolines

Pierre Verhaeghe; Nadine Azas; Monique Gasquet; Sébastien Hutter; Christophe Ducros; Michèle Laget; Sylvain Rault; Pascal Rathelot; Patrice Vanelle

doi:10.1016/j.bmcl.2007.10.027

Synthesis and antiplasmodial activity of new 4-aryl-2-trichloromethylquinazolines

Bioorg Med Chem Lett. 2008 Jan 1;18(1):396-401. doi: 10.1016/j.bmcl.2007.10.027. Epub 2007 Oct 17.

Authors

Pierre Verhaeghe¹, Nadine Azas, Monique Gasquet, Sébastien Hutter, Christophe Ducros, Michèle Laget, Sylvain Rault, Pascal Rathelot, Patrice Vanelle

Affiliation

¹ Laboratoire de Chimie Organique Pharmaceutique, UMR CNRS 6517, Faculté de Pharmacie, Université de la Méditerranée, 27 Bd. Jean Moulin, 13385 Marseille Cedex 05, France.

PMID: 17981462
DOI: 10.1016/j.bmcl.2007.10.027

Abstract

A series of original 4-aryl-substituted 2-trichloromethylquinazoline derivatives was synthesized using a microwave-assisted Suzuki-Miyaura cross-coupling approach. Antiplasmodial activity was evaluated on both chloroquino-resistant and -sensitive Plasmodium falciparum strains, and the selectivity indexes for THP1 and HepG2 human cells were also calculated, revealing their antiplasmodial potential.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Antimalarials / chemical synthesis*
Antimalarials / pharmacology*
Antimalarials / toxicity
Cell Line
Chloroquine / pharmacology
Drug Resistance
Humans
Hydrocarbons, Chlorinated / chemical synthesis
Hydrocarbons, Chlorinated / pharmacology
Hydrocarbons, Chlorinated / toxicity
Plasmodium falciparum / drug effects
Quinazolines / chemical synthesis*
Quinazolines / pharmacology*
Quinazolines / toxicity

Substances

Antimalarials
Hydrocarbons, Chlorinated
Quinazolines
Chloroquine