Potent Antimalarial 1,2,4‐Trioxanes through Perhydrolysis of Epoxides |
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| Authors: | Dr Hong‐Dong Hao Dr Sergio Wittlin Prof Dr Yikang Wu |
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| Institution: | 1. State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institution of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P.R. China), Fax: (+86)?21‐64166128;2. Swiss Tropical and Public Health Institute, Socinstrasse 57, 4002 Basel (Switzerland);3. University of Basel, 4051 Basel (Switzerland) |
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| Abstract: | Perhydrolysis of a sterically congested multifunctional epoxide was achieved in ethereal H2O2 with the aid of a recently developed Mo catalyst. The resulting hydroperoxide cyclized to give a 1,2,4‐trioxane, which could be readily elaborated into qinghaosu and a range of novel analogues. Some of the compounds with two such trioxane moieties showed in vitro antimalarial activity comparable to or even better than that of artesunate or chloroquine. |
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| Keywords: | biological activity cyclization epoxides molybdenum peroxides ring opening |
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