title: Synthesis and antimalarial properties of streptocyanine dyes.
abstract: Several streptocyanine dyes were synthesized that contain polymethine chains of varying length. Their in vitro antimalarial activities were evaluated against the virulent P. falciparum parasite. In addition to the influence of polymethine chain length, the effects of structural modifications at nitrogen end groups, para substitution of the phenyl groups, and counter-anions were studied. The most potent antimalarial activities were found for heptacarbon chain streptocyanines, with an IC(50) value of 60 nM. Interestingly, most of the compounds were less cytotoxic toward the mammalian cells tested. The best selective toxicity profiles were found for pentacarbon chain streptocyanines, which have a good in vitro specificity index.
authors: Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, UMR 5068, Université de Toulouse, 31062 Toulouse Cedex 9, France.
authors: Marie-Pierre
authors: MP
authors: Maether
authors: Denis
authors: D
authors: Desoubzdanne
authors: Albert
authors: A
authors: Izquierdo
authors: Valérie
authors: V
authors: Guieu
authors: Marie
authors: M
authors: Maturano
authors: Christiane
authors: C
authors: André-Barrès
authors: Alexis
authors: A
authors: Valentin
authors: Valérie
authors: V
authors: Jullian
authors: Séverine
authors: S
authors: Chevalley
authors: Marjorie
authors: M
authors: Maynadier
authors: Henri
authors: H
authors: Vial
authors: Corinne
authors: C
authors: Payrastre
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D002232:Carbocyanines / Q000737:chemistry*; D045744:Cell Line, Tumor; D006801:Humans; D051379:Mice; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000962:Antimalarials; D002232:Carbocyanines