title: A new synthetic route to original sulfonamide derivatives in 2-trichloromethylquinazoline series: a structure-activity relationship study of antiplasmodial activity.
abstract: We report herein a simple and efficient two-step synthetic approach to new 2-trichloromethylquinazolines possessing a variously substituted sulfonamide group at position 4 used to prepare new quinazolines with antiparasitic properties. Thus, an original series of 20 derivatives was synthesized, which proved to be less-toxic than previously synthesized hits on the human HepG2 cell line, but did not display significant antiplasmodial activity. A brief Structure-Activity Relationship (SAR) evaluation shows that a more restricted conformational freedom is probably necessary for providing antiplasmodial activity.
authors: Laboratoire de Pharmacochimie Radicalaire, Faculté de Pharmacie, Institut de Chimie Radicalaire UMR CNRS 7273, Aix-Marseille Univ, 27 Boulevard Jean Moulin, 13385 Marseille Cedex 05, France.
authors: Nicolas
authors: N
authors: Primas
authors: Pierre
authors: P
authors: Verhaeghe
authors: Anita
authors: A
authors: Cohen
authors: Charline
authors: C
authors: Kieffer
authors: Aurélien
authors: A
authors: Dumètre
authors: Sébastien
authors: S
authors: Hutter
authors: Sylvain
authors: S
authors: Rault
authors: Pascal
authors: P
authors: Rathelot
authors: Nadine
authors: N
authors: Azas
authors: Patrice
authors: P
authors: Vanelle
mesh_terms: D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D016923:Cell Death / Q000187:drug effects; D056945:Hep G2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D010963:Plasmodium falciparum / Q000187:drug effects*; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000962:Antimalarials; D011799:Quinazolines; D013449:Sulfonamides