Synthesis and Evaluation of Sphingolipid Analogues

…, F Bornancin, P Nussbaumer, G De Libero…

Index: Mathew, Thresen; Billich, Andreas; Cavallari, Marco; Bornancin, Frederic; Nussbaumer, Peter; De Libero, Gennaro; Vasella, Andrea Chemistry and Biodiversity, 2009 , vol. 6, # 5 p. 705 - 724

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Citation Number: 5

Abstract

The analogues 7–9 of 7-oxaceramide and 7-oxasphingosine were synthesized from the known azidosphingosine 21. The 1, 4-disubstituted 1, 2, 3-triazole analogues 10–16 of ceramides were synthesized by the click reaction of the known azide 24. None of the analogues 7–15 was active as inhibitor of SPHK type 1 and of acid sphingomyelinase, whereas 16 is a weak inhibitor of SPHK1. Triazoles 10, 11, and 15 did not inhibit ceramide ...