title: Synthesis and antimalarial activities of novel 3,3,6,6-tetraalkyl-1,2,4,5-tetraoxanes.
abstract: The oxidative system H2O2/fluorinated alcohol (TFE, HFIP) was used for direct acid- and MeReO3-catalyzed synthesis of 1,2,4,5-tetraoxanes from cyclic (C6, C7, and C12) and acyclic ketones. The influence of ring size and alkyl chain length were studied and antimalarial activities of synthetic 3,3,6,6-tetraalkyl-1,2,4,5-tetraoxanes were determined. Variations in their antimalarial activities were significant, although they share similar electrochemical properties of the peroxide bond.
authors.affiliation: Laboratory of Organic and Bioorganic Chemistry, Jozef Stefan Institute and Faculty of Chemistry and Chemical Technology of University of Ljubljana, Jamova 39, 1000 Ljubljana, Slovenia.
authors.forename: Katja
authors.initials: K
authors.lastname: Zmitek
authors.forename: Stojan
authors.initials: S
authors.lastname: Stavber
authors.forename: Marko
authors.initials: M
authors.lastname: Zupan
authors.forename: Daniele
authors.initials: D
authors.lastname: Bonnet-Delpon
authors.forename: Sebastien
authors.initials: S
authors.lastname: Charneau
authors.forename: Phillipe
authors.initials: P
authors.lastname: Grellier
authors.forename: Jernej
authors.initials: J
authors.lastname: Iskra
mesh_terms: D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology; D002384:Catalysis; D006861:Hydrogen Peroxide; D007659:Ketones / Q000737:chemistry; D010084:Oxidation-Reduction; D013329:Structure-Activity Relationship; D045568:Tetraoxanes / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000962:Antimalarials; D007659:Ketones; D045568:Tetraoxanes; D006861:Hydrogen Peroxide