Abstract:
Simultaneous administration of a mixture of [21-3H]-3β, 20ξ-dihydroxy-23-nor-5β-cholanoic acid and [21-14C]-3β-hydroxy-5β-pregnan-20-one to Digitalis purpurea intact plants produced double labelled digitoxin. The 3H: 14C ratio of the cardenolide was considerably higher than the 3H: 14C ratio of the administered substrates. This result indicates that in the main biosynthetic pathway from a 20-keto-pregnane to a cardenolide the introduction of an acetate unit at C-20 should occur before the hydroxylation at C-21. © 1989.
Registro:
Documento: |
Artículo
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Título: | Biosynthesis of digitoxin in Digitalis purpurea |
Autor: | Deluca, M.E.; Seldes, A.M.; Gros, E.G. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellon 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina
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Palabras clave: | biosynthesis; cardenolide; Digitalis purpurea; digitoxin; Scrophulariceae; [21-14C]-3β-hydroxy-5β-pregnan-20-one.; [21-3H]-3β, 20ξ-dihydroxy-23-nor-5β-cholanoic acid |
Año: | 1989
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Volumen: | 28
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Número: | 1
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Página de inicio: | 109
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Página de fin: | 111
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DOI: |
http://dx.doi.org/10.1016/0031-9422(89)85019-8 |
Título revista: | Phytochemistry
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Título revista abreviado: | Phytochemistry
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ISSN: | 00319422
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CODEN: | PYTCA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v28_n1_p109_Deluca |
Referencias:
- Euw, Reichstein, Die Biosynthese des Digitoxigenins, Herkunft des C-20. Glykoside und Aglykone, 253. Mitteilung (1964) Helvetica Chimica Acta, 47, p. 711
- Tschesche, Lilienweiss, (1964) Z. Naturforsch., 19 b, p. 265
- Leete, Gregory, Gros, (1965) J. Am. Chem. Soc., 87, p. 3475
- Tschesche, Hulpke, Scholten, (1967) Z. Naturforsch., 22 b, p. 677
- Tschesche, Becker, Hombach, (1968) Z. Naturforsch., 23 b, p. 1615
- Maier, Seldes, Gros, (1986) Phytochemistry, 25, p. 1327
- Garraffo, Deluca, Seldes, Gros, (1985) J. Lab. Compds. Radiopharm., 22, p. 673
- Maier, Seldes, Gros, (1985) J. Lab. Compds. Radiopharm., 22, p. 467
- Deluca, Seldes, Gros, (1987) Z. Naturforsch., 42 c, p. 77
- Caspi, Lewis, (1967) Science, 156, p. 519
- Bennett, Sauer, Heftmann, (1968) Phytochemistry, 7, p. 41
- Caspi, Hornby, (1968) Phytochemistry, 7, p. 423
- Caspi, Wickramasinghe, Lewis, (1968) Biochem. J., 108, p. 499
Citas:
---------- APA ----------
Deluca, M.E., Seldes, A.M. & Gros, E.G.
(1989)
. Biosynthesis of digitoxin in Digitalis purpurea. Phytochemistry, 28(1), 109-111.
http://dx.doi.org/10.1016/0031-9422(89)85019-8---------- CHICAGO ----------
Deluca, M.E., Seldes, A.M., Gros, E.G.
"Biosynthesis of digitoxin in Digitalis purpurea"
. Phytochemistry 28, no. 1
(1989) : 109-111.
http://dx.doi.org/10.1016/0031-9422(89)85019-8---------- MLA ----------
Deluca, M.E., Seldes, A.M., Gros, E.G.
"Biosynthesis of digitoxin in Digitalis purpurea"
. Phytochemistry, vol. 28, no. 1, 1989, pp. 109-111.
http://dx.doi.org/10.1016/0031-9422(89)85019-8---------- VANCOUVER ----------
Deluca, M.E., Seldes, A.M., Gros, E.G. Biosynthesis of digitoxin in Digitalis purpurea. Phytochemistry. 1989;28(1):109-111.
http://dx.doi.org/10.1016/0031-9422(89)85019-8