NMR analysis and crystal structure of hydroxyclerodanes from Mexican Salvia species

"NMR and single crystal X-ray diffraction analysis of seven clerodanes from Mexican Salvia species was performed. We focused on clerodanes with tertiary hydroxyl group at C-4, C-8, and C-10, in which the establishment of absolute configuration around these chiral centers is nontrivial and the 1...

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Detalles Bibliográficos
Autores: Alfredo Ortega, NAYTZE DALIA ORTIZ PASTRANA, BRENDA YUDITH BEDOLLA GARCIA, Rubén A. Toscano, FRANCISCO ELIHU BAUTISTA REDONDA
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2017
País:México
Institución:Instituto Potosino de Investigación Científica y Tecnológica
Repositorio:Repositorio Institucional del IPICYT
OAI Identifier:oai:ipicyt.repositorioinstitucional.mx:1010/1855
Acceso en línea:http://ipicyt.repositorioinstitucional.mx/jspui/handle/1010/1855
Access Level:acceso embargado
Palabra clave:info:eu-repo/classification/Autor/Clerodane diterpenes
info:eu-repo/classification/Autor/Hydroxyclerodanes
info:eu-repo/classification/Autor/Salvia species
info:eu-repo/classification/Autor/NMR analysis
info:eu-repo/classification/Autor/X-ray diffraction
info:eu-repo/classification/Autor/Crystal structure
info:eu-repo/classification/cti/2
info:eu-repo/classification/cti/23
Descripción
Sumario:"NMR and single crystal X-ray diffraction analysis of seven clerodanes from Mexican Salvia species was performed. We focused on clerodanes with tertiary hydroxyl group at C-4, C-8, and C-10, in which the establishment of absolute configuration around these chiral centers is nontrivial and the 13C NMR signals can be misassigned. In addition, the analysis by 1H NMR in aprotic solvent allowed us to establish a common pattern that correlates the chemical shift with the position of the hydroxyl groups, which constitute a good methodology for future structural elucidation of these kinds of compounds. The obtained data allowed us to establish the absolute configuration of five of these diterpenes and the structural revision of salvimicrophyllin D (7)."