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Electronically stabilized versions of the antimalarial acetal trioxanes artemether and artesunate
Authors:Posner Gary H  Maio William A  Kalinda Alvin S
Institution:

aDepartment of Chemistry, The Johns Hopkins University, 3400 N. Charles Street, Baltimore, MD 21218, USA

Abstract:From 9-substituted DHA, several new artemisinin-derived C-10 acetal ethers and esters were prepared with either a 9-fluoro or a 9-sulfonyl substituent. The very strong inductive electron-withdrawing C-9 substituent is shown to retard considerably C-10 ionization (acid-promoted etherification) of 9-fluoro-DHA and 9-sulfonyl-DHA.
Keywords:Artemisinin  Artemether  Sodium artesunate  Antimalarial
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