Total Synthesis and Neuritotrophic Activity of Farinosone C and Derivatives

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.


Published in:
Organic Letters, 11, 15, 3446–3449
Year:
2009
Keywords:
Laboratories:




 Record created 2009-07-02, last modified 2018-01-28


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