title: Benzoheterocyclic amodiaquine analogues with potent antiplasmodial activity: synthesis and pharmacological evaluation.
abstract: The synthesis and evaluation of antiplasmodial activity of benzothiazole, benzimidazole, benzoxazole and pyridine analogues of amodiaquine is hereby reported. Benzothiazole and benzoxazole analogues with a protonatable tertiary nitrogen atom possessed excellent activity against the W2 and K1 chloroquine resistant strains of Plasmodium falciparum, with IC(50)s ranging from 7 to 22 nM.
authors: Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa.
authors: Dennis S B
authors: DS
authors: Ongarora
authors: Jiri
authors: J
authors: Gut
authors: Philip J
authors: PJ
authors: Rosenthal
authors: Collen M
authors: CM
authors: Masimirembwa
authors: Kelly
authors: K
authors: Chibale
mesh_terms: D000655:Amodiaquine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001562:Benzimidazoles / Q000737:chemistry; D052160:Benzothiazoles / Q000737:chemistry; D001583:Benzoxazoles / Q000737:chemistry; D002460:Cell Line; D004352:Drug Resistance, Microbial / Q000187:drug effects; D006571:Heterocyclic Compounds / Q000737:chemistry; D010963:Plasmodium falciparum / Q000187:drug effects; D011725:Pyridines / Q000737:chemistry; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: D000962:Antimalarials; D001562:Benzimidazoles; D052160:Benzothiazoles; D001583:Benzoxazoles; D006571:Heterocyclic Compounds; D011725:Pyridines; D000655:Amodiaquine; C031000:benzimidazole; C005465:benzothiazole; C023666:pyridine