Synthesis of Cytotoxic Aza Analogues of Jaspine B.

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

doi:10.1021/jo1014239

Synthesis of Cytotoxic Aza Analogues of Jaspine B.

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

* Auteur correspondant

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.

Type de document :

Article dans une revue

Journal of Organic Chemistry, American Chemical Society, 2010, epub ahead of print. 〈10.1021/jo1014239〉

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http://www.hal.inserm.fr/inserm-00550705
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Soumis le : mercredi 29 décembre 2010 - 16:20:15
Dernière modification le : jeudi 13 septembre 2018 - 10:26:05

Synthesis of Cytotoxic Aza Analogues of Jaspine B.

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