Synthesis of Cytotoxic Aza Analogues of Jaspine B.

Arnaud Rives; Sonia Ladeira; Thierry Levade; Nathalie Andrieu-Abadie; Yves Génisson

doi:10.1021/jo1014239

Journal articles

Synthesis of Cytotoxic Aza Analogues of Jaspine B.

Arnaud Rives ¹ Sonia Ladeira ² Thierry Levade ³ Nathalie Andrieu-Abadie ³ Yves Génisson ^{1, *}

* Corresponding author

1 SPCMIB - Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique

2 SFTCM - Structure Fédérative Toulousaine en Chimie Moléculaire

3 I2MR - Institut de médecine moléculaire de Rangueil

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
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Submitted on : Wednesday, December 29, 2010 - 4:20:15 PM
Last modification on : Friday, January 10, 2020 - 9:09:10 PM

Synthesis of Cytotoxic Aza Analogues of Jaspine B.

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