Administration of [2-14C]mevalonolactone to excised leaves of Acnistus breviflorus produced labelled withaferin A and jaborosalactone A. The former was degraded leading to the isolation of glyceric acid from C-25-C-27 of the withanolide. These carbons represented only 2 % of the total radioactivity of withaferin A. The relative radioactivity of these carbons indicated that C-26 is directly derived from C-2 of mevalonolactone suggesting that the 25-pro-R-methyl group of cholesterol or any other sterol intermediate had been oxidized to form the lactone ring of the withanolide. The total radioactivity value found for C-25-C-27 was much lower than the expected 20 % of the total value for the withanolide indicating that the side chain of the sterol precursor had been partially cleaved during the biosynthetic process. © 1985.
Documento: | Artículo |
Título: | Biosynthesis of withanolides in Acnistus breviflorus |
Autor: | S. Veleiro, A.; Burton, G.; G. Gros, E. |
Filiación: | Departamento de Química Orgánica, UMYMFOR, Facultad de Ciencias Exactas y Naturales, Pabellon 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina |
Palabras clave: | Acnistus breviflorus; biosynthesis.; Solanaceae, withaferin A; withanolide |
Año: | 1985 |
Volumen: | 24 |
Número: | 10 |
Página de inicio: | 2263 |
Página de fin: | 2265 |
DOI: | http://dx.doi.org/10.1016/S0031-9422(00)83022-8 |
Título revista: | Phytochemistry |
Título revista abreviado: | Phytochemistry |
ISSN: | 00319422 |
CODEN: | PYTCA |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v24_n10_p2263_SVeleiro |