A Novel Jaspine BCeramide Hybrid Modulates Sphingolipid Metabolism

作者:Garcia Virginie; Le Faouder Pauline; Dupuy Aude; Levade Thierry; Ballereau Stephanie*; Genisson Yves
来源:Chemistry and Biodiversity, 2015, 12(7): 1115-1125.
DOI:10.1002/cbdv.201400357

摘要

A new sphingolipid hybrid molecule was designed to assemble, within a tail-to-tail double-chain structure, the ceramide hydrophilic moiety and the tetrahydrofuran pharmacophore of jaspine B, a natural product known to interfere with sphingolipid metabolism. This compound was prepared through acylation of sphingosine with a jaspine B derivative bearing a COOH group in the terminal position of the aliphatic backbone. This new hybrid molecule was evaluated for its capacities to affect melanoma cell viability and sphingolipid metabolism. While retaining the cytotoxicity of ceramide itself, this compound was shown to lower the sphingomyelin cellular levels and significantly enhance the production of sphingosine-1-phosphate, thus representing a novel sphingolipid metabolism modulator.

  • 出版日期2015-7

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