Regio- and diastereoselective synthesis and X-ray structure determination of (+)-2-deoxyoryzalexin S from (+)-podocarpic acid. Structural nonidentity with its nominal natural isolated enantiomer.
J Nat Prod
; 75(11): 1944-50, 2012 Nov 26.
Article
en En
| MEDLINE
| ID: mdl-23088775
ABSTRACT
(+)-2-Deoxyoryzalexin S (1), the nominal enantiomer of a diterpenoid isolated in Chile from Calceolaria species, was regio- and diastereoselectively synthesized from (+)-podocarpic acid. (+)-2-Deoxyoryzalexin S (1) was characterized also as its acetyl derivative, (+)-2, whose structure was confirmed by X-ray crystallographic analysis. Surprisingly, comparison of the data recorded for (+)-1 and (+)-2 and those reported in the literature for the Calceolaria isolated diterpenoid 1 and its derivative (-)-2 showed some differences, suggesting that the latter do not possess the proposed structures.
Texto completo:
1
Bases de datos:
MEDLINE
Asunto principal:
Scrophulariaceae
/
Abietanos
País/Región como asunto:
America do sul
/
Chile
Idioma:
En
Revista:
J Nat Prod
Año:
2012
Tipo del documento:
Article
País de afiliación:
Italia