Synthesis and biological evaluation of ceramide analogues with substituted aromatic rings or an allylic fluoride in the sphingoid moiety

…, K Venkataraman, R Zisling, S De Jonghe…

Index: Van Overmeire; Boldin; Venkataraman; Zisling; De Jonghe; Van Calenbergh; De Keukeleire; Futerman; Herdewijn Journal of Medicinal Chemistry, 2000 , vol. 43, # 22 p. 4189 - 4199

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Citation Number: 30

Abstract

The biological activity of synthetic ceramide analogues, having modified sphingoid and N- acyl chains, as well as fluorine substituents in the allylic position, was investigated in hippocampal neurons. Their influence on axonal growth was compared to that of C6-N-acyl analogues of natural ceramides. d-erythro-Ceramides with a phenyl group in the sphingoid moiety and a short N-acyl chain were able to reverse the inhibitory effect of fumonisin B1 ( ...