Literature DB >> 19586047

Total synthesis and neuritotrophic activity of farinosone C and derivatives.

Henning J Jessen1, Damien Barbaras, Matthias Hamburger, Karl Gademann.   

Abstract

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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Year:  2009        PMID: 19586047     DOI: 10.1021/ol901277q

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

Review 1.  Neurotrophic natural products: chemistry and biology.

Authors:  Jing Xu; Michelle H Lacoske; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2013-12-18       Impact factor: 15.336

2.  Enantioselective synthesis of (-)-jiadifenin, a potent neurotrophic modulator.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Org Lett       Date:  2011-08-03       Impact factor: 6.005

3.  Functionally Optimized Neuritogenic Farinosone C Analogs: SAR-Study and Investigations on Their Mode of Action.

Authors:  Patrick Burch; Andrea Chicca; Jürg Gertsch; Karl Gademann
Journal:  ACS Med Chem Lett       Date:  2013-12-06       Impact factor: 4.345

4.  Illicium sesquiterpenes: divergent synthetic strategy and neurotrophic activity studies.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2013-03-22       Impact factor: 5.236

5.  Neutral iridium catalysts with chiral phosphine-carboxy ligands for asymmetric hydrogenation of unsaturated carboxylic acids.

Authors:  Shuang Yang; Wen Che; Hui-Ling Wu; Shou-Fei Zhu; Qi-Lin Zhou
Journal:  Chem Sci       Date:  2016-11-15       Impact factor: 9.825

Review 6.  Capturing Biological Activity in Natural Product Fragments by Chemical Synthesis.

Authors:  Erika A Crane; Karl Gademann
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-02       Impact factor: 15.336

  6 in total

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