Pyridine to aniline: An exceptional biologically driven rearrangement |
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Authors: | Thomas Arnauld Jean-Yves Beaumal François Lefoulon Alain Petit Tristan Renaud |
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Affiliation: | 1. Synthesis Department, Technologie Servier, 27 Rue Eugène Vignat, 45000 Orléans, France;2. Structural Analysis Department, Technologie Servier, 27 Rue Eugène Vignat, 45000 Orléans, France |
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Abstract: | During the course of our study on the innovative ligand for nicotinic acetylcholinergic receptors, LNAChR, and in order to assess activity and toxicity profiles of the drug’s metabolites, synthesis of the main metabolites was undertaken. This synthesis work was done in parallel by organic chemistry and by biotransformation of LNAChR. Filamentous fungus Aspergillus alliaceus (NRRL 315) neatly afforded three of the main metabolites, one of which arose from a very unexpected and very uncommon rearrangement. |
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