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ID: ALA1240447

Journal: Eur J Med Chem

Title: Synthesis and bioactivity of sphingosine kinase inhibitors and their novel aspirinyl conjugated analogs.

Authors: Sharma AK, Sk UH, Gimbor MA, Hengst JA, Wang X, Yun J, Amin S.

Abstract: Sphingosine kinase (SphK) is a lipid kinase with oncogenic activity, and SphK inhibitors (SKIs) are known for their anti-cancer activity. Here, we report highly efficient syntheses of SKIs and their aspirinyl (Asp) analogs. Both SKIs and their Asp analogs were highly cytotoxic towards multiple human cancer cell lines; in several cases the Asp analogs were up to three times more effective. Furthermore, they were equally potent inhibitors of SphK. The pharmacokinetic study indicated that SKI-I-Asp cleaved efficiently to form SKI-I and the half-life of SKI-I was increased from approximately 7 h in SKI-I to approximately 10 h in SKI-I-Asp injected mice, thereby prolonging its effect. In summary, the Asp-conjugated SKIs seem to be promising prodrugs of SKIs where delivery in vivo remains a problem.

CiteXplore: 20598402

DOI: 10.1016/j.ejmech.2010.06.005