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Two-Step synthesis of Achiral Dispiro-1,2,4,5-tetraoxanes with outstanding antimalarial activity, low toxicity, and high-stability profiles
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences, Engineering and Mathematics.
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2008 (English)In: Journal of Medicinal Chemistry, ISSN 0022-2623, Vol. 51, no 7, 2170-2177 p.Article in journal (Refereed) Published
Abstract [en]

A rapid, two step synthesis of a range of dispiro-1,2,4,5-tetraoxanes with potent antimalarial activity both in vitro and in vivo has been achieved. These 1,2,4,5-tetraoxanes have been proven to be superior to 1,2,4-trioxolanes in terms of stability and to be superior to trioxane analogues in terms of both stability and activity. Selected analogues have in vitro nanomolar antimalarial activity, good oral activity and are non-toxic in screens for both cytotoxicity and genotoxicity. The synthesis of a fluorescent NBD-tagged tetraoxane probe has allowed investigation into the mechanism of accumulation of these drugs using laser scanning confocal microscopy techniques.

Place, publisher, year, edition, pages
2008. Vol. 51, no 7, 2170-2177 p.
Keyword [en]
Artemisinin, tetraoxane, trioxane
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:miun:diva-4558DOI: 10.1021/jm701435hISI: 000254709100022Scopus ID: 2-s2.0-41849123835Local ID: 5662OAI: oai:DiVA.org:miun-4558DiVA: diva2:29590
Available from: 2008-12-02 Created: 2008-11-13 Last updated: 2009-03-19Bibliographically approved

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Sabbani, Sunil
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