期刊
BIOORGANIC & MEDICINAL CHEMISTRY
卷 17, 期 1, 页码 235-241出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2008.11.026
关键词
Phytosphingosine; Dihydroceramide; Ceramide; Cytotoxicity; Stereoisomers
资金
- Ministerio de Educacion y Ciencia, Spain [MCYT CTQ2005- 00175/ BQU]
- Fundacio La Marato de TV3 [UB-040730, CSIC040731]
- Generalitat de Catalunya [2005SGR01063]
The synthesis of isomeric jaspines (anhydro phytosphingosines), arising from intramolecular cyclization of the corresponding phytosphingosines with different con. gurations at C3 and C4 positions of the sphingoid backbone, is reported. Natural jaspine B is the most cytotoxic isomer on A549 cells and it induces cell death in a dose-dependent manner. The cytotoxicity of jaspine B has been correlated with a significant increase of intracellular dihydroceramides, which seem to play an active role in autophagy. (c) 2008 Elsevier Ltd. All rights reserved.
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