Synthesis and Biological Activity of the Isomers and Analogs of (4E, 8E, 2S, 3R, 2'R)-N-2'-Hydroxyhexadecanoyl-9-methyl-4, 8-sphingadienine, the Ceramide Portion of the Fruiting-inducing Cerebroside in a Basidiomycete Schizophyllum commune

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The title compounds were synthesized by employing 2-aminohexadecanoic acid and serine as the chiral sources, and served for an assay of fruiting-inducing activity on Schizophyllum commune. The structure-bioactivity relationship among closely related synthetic ceramides is discussed.