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Total Synthesis and Neuritotrophic Activity of Farinosone C and Derivatives

Jessen, Henning J.
•
Barbaras, Damien
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Hamburger, Matthias
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2009
Organic Letters

An efficient synthesis of all four possible stereoisomers of the neurotrophic amide farinosone C was developed. The absolute and relative configuration was assigned by comparison of synthetic material with a derivatized authentic sample of the natural product. Several derivatives allowed for the generation of preliminary structure activity relationships concerning neurite outgrowth in PC-12 cells, unravelling l-tyrosinol-amide as the pharmacophore.

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