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Abstract:

Feeding experiments with [24-14C] 24-methylenecholesterol and mixtures of this sterol and [7-3H] 24-methylenecholesterol were performed to study the biosynthesis of withanolides in the plant Acnistus breviflorus. The results indicate that the side chain of the sterol precursor should be broken between C-24 and C-25 to give an intermediate which follows the biogenetic pathway into withaferin A, jaborosalactone A and jaborosalactone D. © 1994.

Registro:

Documento: Artículo
Título:Biosynthesis of withanolides in Acnistus breviflorus. Incorporation of labelled 24-methylenecholesterol
Autor:Monteagudo, E.S.; Burton, G.; Gros, E.G.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pab. 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina
Palabras clave:24-methylenecholesterol; Acnistus breviflorus; biosynthesis.; jaborosalactone A; jaborosalactone D; Solanaceae; withaferin A; withanolides
Año:1994
Volumen:35
Número:4
Página de inicio:927
Página de fin:929
DOI: http://dx.doi.org/10.1016/S0031-9422(00)90640-X
Título revista:Phytochemistry
Título revista abreviado:Phytochemistry
ISSN:00319422
CODEN:PYTCA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v35_n4_p927_Monteagudo

Referencias:

  • Veleiro, Burton, Gros, (1985) Phytochemistry, 24, p. 2263
  • Monteagudo, Veleiro, Burton, Gros, (1987) Z. Naturforsch., 42 b, p. 1471
  • Lockley, Rees, Goodwin, (1976) Phytochemistry, 5, p. 937
  • Gill, Smith, Whiting, Biosynthesis of the insect antifeedant steroid Nic-1: origins of the aromatic ring-D (1986) Journal of the Chemical Society, Chemical Communications, p. 1457
  • Burton, Veleiro, Gros, (1984) J. Chromatog., 315, p. 435
  • Veleiro, Burton, Gros, (1985) Phytochemistry, 24, p. 2573
  • Silva, Pacciaroni, Oberti, Burton, (1993) Phytochemistry, 34, p. 871
  • Leete, Gregory, Gros, (1965) J. Am. Chem. Soc., 87, p. 3475
  • Gros, Leete, (1965) J. Am. Chem. Soc., 87, p. 3479
  • Galagovsky, Porto, Burton, Gros, (1984) Z. Naturforsch., 39 c, p. 38
  • Monteagudo, Burton, Gros, Synthesis of 24-Methylidene[24-14C]- and 24-Methylidene[7-3H]cholesterol (1990) Helvetica Chimica Acta, 73, p. 2097

Citas:

---------- APA ----------
Monteagudo, E.S., Burton, G. & Gros, E.G. (1994) . Biosynthesis of withanolides in Acnistus breviflorus. Incorporation of labelled 24-methylenecholesterol. Phytochemistry, 35(4), 927-929.
http://dx.doi.org/10.1016/S0031-9422(00)90640-X
---------- CHICAGO ----------
Monteagudo, E.S., Burton, G., Gros, E.G. "Biosynthesis of withanolides in Acnistus breviflorus. Incorporation of labelled 24-methylenecholesterol" . Phytochemistry 35, no. 4 (1994) : 927-929.
http://dx.doi.org/10.1016/S0031-9422(00)90640-X
---------- MLA ----------
Monteagudo, E.S., Burton, G., Gros, E.G. "Biosynthesis of withanolides in Acnistus breviflorus. Incorporation of labelled 24-methylenecholesterol" . Phytochemistry, vol. 35, no. 4, 1994, pp. 927-929.
http://dx.doi.org/10.1016/S0031-9422(00)90640-X
---------- VANCOUVER ----------
Monteagudo, E.S., Burton, G., Gros, E.G. Biosynthesis of withanolides in Acnistus breviflorus. Incorporation of labelled 24-methylenecholesterol. Phytochemistry. 1994;35(4):927-929.
http://dx.doi.org/10.1016/S0031-9422(00)90640-X