Synthesis of novel conjugates of tetraoxane endoperoxide with bis(quaternary ammonium salts).
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.
Kumura
Naokazu
N
Division of Bioscience, Graduate School of Natural Science and Technology, Okayama University.
Furukawa
Hirotaka
H
Kobayashi
Michiyo
M
Onyango
Arnold N
AN
Izumi
Minoru
M
Nakajima
Shuhei
S
Kim
Hye-Sook
HS
Wataya
Yusuke
Y
Baba
Naomichi
N
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
D000644:Quaternary Ammonium Compounds; D045568:Tetraoxanes; D006861:Hydrogen Peroxide