title: First synthesis of 10 alpha-(trifluoromethyl)deoxoartemisinin.
abstract: [reaction: see text] A novel, nonacetal (trifluoromethyl)deoxoartemisinin was prepared with good stereoselectivity. This compound was obtained by debromination of the 10 alpha-CF3-10-bromodeoxoartemisinin in the presence of tributyltin hydride at reflux in toluene without alteration of the endoperoxide bridge. It presented a reasonable antimalarial activity.
authors.affiliation: BioCIS, Centre d'Etudes Pharmaceutiques, rue J.B. Clément, Châtenay-Malabry F-92296 Cedex, France.
authors.forename: Fatima
authors.initials: F
authors.lastname: Chorki
authors.forename: Fabienne
authors.initials: F
authors.lastname: Grellepois
authors.forename: Benoit
authors.initials: B
authors.lastname: Crousse
authors.forename: Vu Dinh
authors.initials: VD
authors.lastname: Hoang
authors.forename: Nguyen Van
authors.initials: NV
authors.lastname: Hung
authors.forename: Danièle
authors.initials: D
authors.lastname: Bonnet-Delpon
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Bégué
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D019306:Artemisia / Q000737:chemistry; D037621:Artemisinins / Q000138:chemical synthesis* / Q000494:pharmacology; D004351:Drug Resistance; D006219:Halogens / Q000737:chemistry; D020128:Inhibitory Concentration 50; D010963:Plasmodium falciparum / Q000187:drug effects; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: C467073:10-(trifluoromethyl)deoxoartemisinin; D000962:Antimalarials; D037621:Artemisinins; D006219:Halogens; D012717:Sesquiterpenes; C031327:artemisinin