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Título: | Saiyacenols A and B: the key to solve the controversy about the configuration of aplysiols |
Autor: | Cen-Pacheco, Francisco; Mollinedo, Faustino CSIC ORCID ; Villa-Pulgarín, J. A.; Norte, Manuel; Fernández, José J.; Hernández Daranas, Antonio CSIC ORCID | Palabras clave: | NMR spectroscopy Marine polyether Laurencia Marine natural products Chemical synthesis |
Fecha de publicación: | 2012 | Editor: | Elsevier | Citación: | Tetrahedron 68(36): 7275-7279 (2012) | Resumen: | Two new cytotoxic oxasqualenoids, saiyacenols A and B, were isolated from the red alga Laurencia viridis and their structures elucidated by spectroscopic methods and chemical correlation with the well-known compound dehydrothyrsiferol. The new compounds share an important part of their structure with thyrsiferol and aplysiols B and C. Isolation of the saiyacenols concludes the controversy about the configuration of aplysiols, correcting the structure of aplysiol B. Our results illustrate the current limitations of NMR J-based methods when approaching quaternary carbons and demand a reappraisal of rational biogenetic proposals in structural elucidation. | URI: | http://hdl.handle.net/10261/134173 | DOI: | 10.1016/j.tet.2012.07.005 | Identificadores: | doi: 10.1016/j.tet.2012.07.005 issn: 0040-4020 |
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