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Synthesis of Cytotoxic Aza Analogues of Jaspine B.

Abstract : A straightforward access to pyrrolidine-based analogues of jaspine B was developed. Five stereoisomers were prepared including the all-cis derivatives presenting the configuration of the natural anhydrophytosphingosine. The synthesis of the latter relied on an original Staudinger-type cyclization process. The compounds were evaluated regarding their ability to alter tumor cells' viability and to interfere with the metabolism of sphingolipids.
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https://www.hal.inserm.fr/inserm-00550705
Contributor : Marie Francoise Simon <>
Submitted on : Wednesday, December 29, 2010 - 4:20:15 PM
Last modification on : Friday, January 10, 2020 - 9:09:10 PM

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Arnaud Rives, Sonia Ladeira, Thierry Levade, Nathalie Andrieu-Abadie, Yves Génisson. Synthesis of Cytotoxic Aza Analogues of Jaspine B.. Journal of Organic Chemistry, American Chemical Society, 2010, epub ahead of print. ⟨10.1021/jo1014239⟩. ⟨inserm-00550705⟩

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