Biomimetic investigations from reactive lysine-derived C5 units: one step synthesis of complex polycyclic alkaloids from the Nitraria genus |
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| Authors: | Edmond Gravel Reynald Hocquemiller |
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| Affiliation: | Laboratoire de Pharmacognosie associé au CNRS, UMR 8076 (BioCIS), Centre d’Études Pharmaceutiques, Université Paris-Sud 11, 5 rue Jean-Baptiste Clément, 92296 Châtenay-Malabry, France |
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| Abstract: | A single biomimetic cascade sequence featuring intermolecular followed by intramolecular cyclizations allowed the biomimetic synthesis of nitraramine and the formation of an interesting original cage-like structure from simple C5 lysine-derived metabolites. In the course of the study, the structure and spectral data of 1-epinitraramine were also revisited. |
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| Keywords: | Nitraria Nitraramine Biosynthesis Biomimetic synthesis Polycyclic alkaloids Epinitraramine Structure reassignment |
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