title: New syntheses and potential antimalarial activities of new 'retinoid-like chalcones'.
abstract: A series of 'retinoid-like chalcones' and diverse derivatives relative to licochalcone A were synthesized from a new enaminone synthon. These syntheses occurred via a new aromatic annelation. These new derivatives have been tested in vitro as potential antimalarial agents. The 4-hydroxy-chalcone-like (compound 6a, derived from beta-ionone) exhibits a good and reproducible inhibitory effect on the in vitro culture of Plasmodium falciparum, with an IC 50 lower than 10 microM for inhibition of 3H-hypoxanthine uptake by parasites (respectively, 4.93 and 8.47 microM for strains K1 and Thaï).
authors.affiliation: CNRS, FRE 2125, 6, rue de l'université, 29000 Quimper, France. alain.valla@cegetel.net
authors.forename: Alain
authors.initials: A
authors.lastname: Valla
authors.forename: Benoist
authors.initials: B
authors.lastname: Valla
authors.forename: Dominique
authors.initials: D
authors.lastname: Cartier
authors.forename: Régis
authors.initials: R
authors.lastname: Le Guillou
authors.forename: Roger
authors.initials: R
authors.lastname: Labia
authors.forename: Loic
authors.initials: L
authors.lastname: Florent
authors.forename: Sébastien
authors.initials: S
authors.lastname: Charneau
authors.forename: Joseph
authors.initials: J
authors.lastname: Schrevel
authors.forename: Pierre
authors.initials: P
authors.lastname: Potier
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002599:Chalcone / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D004912:Erythrocytes / Q000469:parasitology*; D006801:Humans; D020128:Inhibitory Concentration 50; D008288:Malaria / Q000097:blood / Q000188:drug therapy / Q000469:parasitology; D018512:Parasitemia / Q000188:drug therapy; D010963:Plasmodium falciparum / Q000187:drug effects* / Q000254:growth & development / Q000378:metabolism; D012176:Retinoids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000962:Antimalarials; D012176:Retinoids; D002599:Chalcone