Unusual D:B-friedobaccharane and oxygenated friedelane-type triterpenoids from Salvadorean Celastraceae species |
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| Authors: | Marvin J. Núñez Alejandro E. Ardiles Morena L. Martínez David Torres-Romero Ignacio A. Jiménez Isabel L. Bazzocchi |
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| Affiliation: | 1. Instituto Universitario de Bio-Orgánica “Antonio González”, Departamento de Química Orgánica, Universidad de La Laguna, Avda. Astrofísico Francisco Sánchez 2, La Laguna, 38206 Tenerife, Canary Islands, Spain;2. Laboratorio de Investigación en Productos Naturales, Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Química y Farmacia, Universidad de El Salvador, Final Ave. Héroes y Mártires del 30 de Julio, San Salvador, El Salvador;3. Departamento de Bioquímica y Contaminación Ambiental, Facultad de Química y Farmacia, Universidad de El Salvador, Final Ave. Héroes y Mártires del 30 de Julio, San Salvador, El Salvador |
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| Abstract: | Three new triterpenoids, including two rare D:B-friedobaccharanes (leonatriol, 1 and leonatriolone, 2) and a 2,3-seco-2,24-epoxy-3,24-olide-D:A-friedooleanane (cassinolide, 3) were isolated from the root bark of Cassine xylocarpa and Celastrus vulcanicola, collected in El Salvador. Their stereostructures were elucidated on the basis of spectroscopic analyses, mainly 1D and 2D NMR techniques, spectrometric analyses, and comparison with data reported in the literature. The absolute configuration of 1 and 2 were determined by the application of the Riguera ester procedure and biogenetic considerations. The possible biogenetic pathway for cassinolide (3) is also discussed. |
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