title: Synthesis of novel conjugates of tetraoxane endoperoxide with bis(quaternary ammonium salts).
abstract: Novel water-soluble conjugates of 1,2,4,5-tetraoxane bis(quaternary ammonium salts) were synthesized in a relatively stable crystalline form via four steps starting from methyltrioxorhenium-catalyzed endo-peroxidation of ethyl 4-oxocyclohexanecarboxylate with hydrogen peroxide in hexafluoro-2-propanol. The assay for the in vitro toxicity of water-soluble tetraoxanes 5a-5d to malaria parasites indicate that they were inactive against the Plasmodium falciparum FCR-3 strain.
authors.affiliation: Division of Bioscience, Graduate School of Natural Science and Technology, Okayama University.
authors.forename: Naokazu
authors.initials: N
authors.lastname: Kumura
authors.forename: Hirotaka
authors.initials: H
authors.lastname: Furukawa
authors.forename: Michiyo
authors.initials: M
authors.lastname: Kobayashi
authors.forename: Arnold N
authors.initials: AN
authors.lastname: Onyango
authors.forename: Minoru
authors.initials: M
authors.lastname: Izumi
authors.forename: Shuhei
authors.initials: S
authors.lastname: Nakajima
authors.forename: Hye-Sook
authors.initials: HS
authors.lastname: Kim
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Wataya
authors.forename: Naomichi
authors.initials: N
authors.lastname: Baba
mesh_terms: D000818:Animals; D003460:Crystallization; D006861:Hydrogen Peroxide; D010963:Plasmodium falciparum / Q000187:drug effects; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D012995:Solubility; D045568:Tetraoxanes / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000644:Quaternary Ammonium Compounds; D045568:Tetraoxanes; D006861:Hydrogen Peroxide