Por favor, use este identificador para citar o enlazar a este item:
http://hdl.handle.net/10261/18131
COMPARTIR / EXPORTAR:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Título: | Dammarane triterpenes of Trevoa Trinervis: Structure and absolute stereochemstry of trevoagennins A, B, and C1 |
Autor: | Betancor, Carmen; Freire, Raimundo CSIC ORCID; Hernández, Rosendo CSIC; Suárez, Ernesto CSIC ORCID; Cortés, Manuel; Prangé, Thierry; Pascard, Claudine | Fecha de publicación: | 1983 | Editor: | Royal Society of Chemistry (UK) | Citación: | Journal of the Chemical Society - Perkin Transactions 1 : 1119-1126 (1983) | Resumen: | Trevoagenins A, B, and C, extracted from Trevoa trinervis Miers, are shown, by chemical and spectral means, to be isomeric dammarane triterpenes possessing the general 3,25,30-trihydroxy-(20,24)-epoxydammaran-16-one structure with stereoisomeric side-chains of the ocotillol type. Trevoagenin A (20R,24R)-(1), whose stereochemistry has been established by chemical methods and confirmed by X-ray analysis, was transformed into (20)R,24–ocotillone (26) and the C-24 stereochemistry was assigned as R. As a consequence, the C-24 stereochemistry for ocotillol-related compounds of the (20R)-series, unestablished so far, has been determined. The stereochemistry of trevoagenin B, (20S,24R)-(13), was established by chemical correlation with trevoagenin A. Moreover, trevoagenin B was transformed into ocotillol (20S,24R)-(21) and its recently questioned C-24 stereochemistry has been reaffirmed. Trevoagenin C, (20S,24S)-(17), is the C-24 isomer of trevoagenin B as shown by degradation of both compounds to the lactone (16). | Descripción: | 8 pages, 1 figure, 4 tables, 2 schemes. | Versión del editor: | http://dx.doi.org/10.1039/P19830001119 | URI: | http://hdl.handle.net/10261/18131 | DOI: | 10.1039/P19830001119 | ISMN: | 0300-922X |
Aparece en las colecciones: | (IPNA) Artículos |
Mostrar el registro completo
CORE Recommender
WEB OF SCIENCETM
Citations
24
checked on 22-feb-2024
Page view(s)
371
checked on 26-abr-2024
Google ScholarTM
Check
Altmetric
Altmetric
NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.