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Myrioneurinol: a novel alkaloid skeleton from Myrioneuron nutans |
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| Authors: | Van Cuong Pham Akino Jossang Van Hung Nguyen |
| Institution: | a Laboratoire de Chimie et Biochimie des Substances Naturelles—UMR 5154 CNRS, Muséum National d'Histoire Naturelle, 63 rue Buffon, 75005 Paris, France b Institut de Chimie des Substances Naturelles, CNRS—91198 Gif-sur-Yvette Cedex, France c Institute of Chemistry—Vietnamese Academy of Science and Technology, 18 Hoang Quoc Viet Road, Hanoi, Viet Nam |
| Abstract: | A new alkaloid, myrioneurinol (1), was isolated from the leaves of Myrioneuron nutans and its structure determined from spectral analysis, including mass spectrometry and 2D NMR. Myrioneurinol (1) presented an unprecedented fused tetracyclic skeleton. The absolute configuration was established by the modified Mosher's method, using (R)- and (S)-9-anthrylmethoxyacetic acid (9-AMAA). A plausible biosynthetic pathway starting from l-lysine via Δ-piperideine was proposed for 1 in comparison with nitraramine biosynthesis and related alkaloids. |
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