title: Design, synthesis and evaluation of new tricyclic endoperoxides as potential antiplasmodial agents.
abstract: Diastereoselective autoxidation allowed preparation of new tricyclic endoperoxides. These compounds and their methylated analogs were evaluated against the in vitro growth of Plasmodium falciparum, the malaria-causing parasite, showing moderate activities. However, hybrid molecules composed of the tricyclic peroxide moiety and 7-chloro-4-aminoquinoline were synthesized and displayed a marked increase in antiplasmodial activity.
authors.affiliation: Laboratoire de Synthèse et de Physicochimie de Molécules d'Intérêt Biologique, UMR CNRS 5068, Université Paul-Sabatier, 118 route de Narbonne, F-31062 Toulouse cedex 4, France. candre@chimie.ups-tlse.fr.
authors.forename: Jérémy
authors.initials: J
authors.lastname: Ruiz
authors.forename: Sonia
authors.initials: S
authors.lastname: Mallet-Ladeira
authors.forename: Marjorie
authors.initials: M
authors.lastname: Maynadier
authors.forename: Henri
authors.initials: H
authors.lastname: Vial
authors.forename: Christiane
authors.initials: C
authors.lastname: André-Barrès
mesh_terms: D000634:Aminoquinolines / Q000737:chemistry*; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D037621:Artemisinins / Q000494:pharmacology; D002738:Chloroquine / Q000494:pharmacology; D015195:Drug Design; D004912:Erythrocytes / Q000187:drug effects / Q000469:parasitology / Q000473:pathology; D005609:Free Radicals / Q000737:chemistry*; D006801:Humans; D019271:Hypoxanthine / Q000378:metabolism; D020128:Inhibitory Concentration 50; D007501:Iron / Q000737:chemistry*; D010084:Oxidation-Reduction; D010545:Peroxides / Q000138:chemical synthesis* / Q000494:pharmacology; D010963:Plasmodium falciparum / Q000187:drug effects* / Q000254:growth & development; D014316:Tritium
chemical_list: D000634:Aminoquinolines; D000962:Antimalarials; D037621:Artemisinins; D005609:Free Radicals; D010545:Peroxides; D014316:Tritium; C047186:7-chloro-4-aminoquinoline; D019271:Hypoxanthine; D002738:Chloroquine; C031327:artemisinin; D007501:Iron