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
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| 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
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| Palabras clave: | 24-methylenecholesterol; Acnistus breviflorus; biosynthesis.; jaborosalactone A; jaborosalactone D; Solanaceae; withaferin A; withanolides |
| Año: | 1994
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| Volumen: | 35
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| Número: | 4
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| Página de inicio: | 927
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| Página de fin: | 929
|
| DOI: |
http://dx.doi.org/10.1016/S0031-9422(00)90640-X |
| Título revista: | Phytochemistry
|
| Título revista abreviado: | Phytochemistry
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| ISSN: | 00319422
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| 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
