title: Probing the role of the covalent linkage of ferrocene into a chloroquine template.
abstract: A new therapeutic approach to malaria led to the discovery of ferroquine (FQ, SR97276). To assess the importance of the linkage of the ferrocenyl group to a 4-aminoquinoline scaffold, two series of 4-aminoquinolines, structurally related to FQ, were synthesized. Evaluation of antimalarial activity, physicochemical parameters, and the beta-hematin inhibition property indicate that the ferrocene moiety has to be covalently flanked by a 4-aminoquinoline and an alkylamine. Current data reinforced our choice of FQ as a drug candidate.
authors.affiliation: Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex, France. christophe.biot@ensc-lille.fr
authors.forename: Christophe
authors.initials: C
authors.lastname: Biot
authors.forename: Wassim
authors.initials: W
authors.lastname: Daher
authors.forename: Cheikh M
authors.initials: CM
authors.lastname: Ndiaye
authors.forename: Patricia
authors.initials: P
authors.lastname: Melnyk
authors.forename: Bruno
authors.initials: B
authors.lastname: Pradines
authors.forename: Natascha
authors.initials: N
authors.lastname: Chavain
authors.forename: Alain
authors.initials: A
authors.lastname: Pellet
authors.forename: Laurent
authors.initials: L
authors.lastname: Fraisse
authors.forename: Lydie
authors.initials: L
authors.lastname: Pelinski
authors.forename: Christian
authors.initials: C
authors.lastname: Jarry
authors.forename: Jacques
authors.initials: J
authors.lastname: Brocard
authors.forename: Jamal
authors.initials: J
authors.lastname: Khalife
authors.forename: Isabelle
authors.initials: I
authors.lastname: Forfar-Bares
authors.forename: Daniel
authors.initials: D
authors.lastname: Dive
mesh_terms: D000634:Aminoquinolines; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002738:Chloroquine / Q000737:chemistry*; D005296:Ferrous Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006420:Hemeproteins / Q000037:antagonists & inhibitors / Q000138:chemical synthesis; D000075163:Metallocenes; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000634:Aminoquinolines; D000962:Antimalarials; D005296:Ferrous Compounds; D006420:Hemeproteins; D000075163:Metallocenes; D011804:Quinolines; C020753:hemozoin; D002738:Chloroquine; C479230:ferroquine