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Complete 1H NMR assignments of pyrrolizidine alkaloids and a new eudesmanoid from Senecio polypodioides
Authors:Claudia Villanueva‐Cañongo  Nury Pérez‐Hernández  Beatriz Hernández‐Carlos  Ernestina Cedillo‐Portugal  Pedro Joseph‐Nathan  Eleuterio Burgueño‐Tapia
Institution:1. Departamento de Química Orgánica, Escuela Nacional de Ciencias Biológicas, Instituto Politécnico Nacional, , México, 11340 Mexico;2. Escuela Nacional de Medicina y Homeopatía, Instituto Politécnico Nacional, , México, 07320 Mexico;3. Instituto de Agroindustrias, Universidad Tenológica de la Mixteca, , Huajuapan de León, Oaxaca, 69000 Mexico;4. Departamento de Preparatoria Agrícola, Universidad Autónoma de Chapingo, , Texcoco, México, 56230 Mexico;5. Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, , México, 07000 Mexico
Abstract:Chemical investigation of the aerial parts of Senecio polypodioides lead to the isolation of the new eudesmanoid 1β‐angeloyloxyeudesm‐7‐ene‐4β,9α‐diol ( 1 ) and the known dirhamnosyl flavonoid lespidin ( 3 ), while from roots, the known 7β‐angeloyloxy‐1‐methylene‐8α‐pyrrolizidine ( 5 ) and sarracine N‐oxide ( 6 ), as well as the new neosarracine N‐oxide ( 8 ), were obtained. The structure of 1 and 8 was elucidated by spectral means. Complete assignments of the 1H NMR data for 5 , 6 , sarracine ( 7 ), and 8 were made using one‐dimensional and two‐dimensional NMR experiments and by application of the iterative full spin analysis of the PERCH NMR software. Copyright © 2014 John Wiley & Sons, Ltd.
Keywords:Senecio polypodioides    ‐angeloyloxyeudesm‐7‐ene‐4β      ‐diol    ‐angeloyloxy‐1‐methylene‐8α  ‐pyrrolizidine  sarracine N‐oxide  sarracine  neosarracine N‐oxide  iterative 1H NMR analysis
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