Abstract:
Administration of labelled 3β,20ξ-dihydroxy-23-norchol-5-enoic acid, 3-oxo-20ξ-hydroxy-23-norchol-4-enoic acid, 3β,20ξ-dihydroxy-23-nor-5β-cholanoic acid, 3β,14β,20ξ-trihydroxy-23-nor-5β-cholanoic acid, 3β-hydroxy-23-norchola-5,20(22)E-dienoic acid, 3-oxo-23-norchola-4,20(22)E-dienoic acid and 3β-hydroxy-23-nor-5β-chol-20(22)E-enoic acid to Digitalis purpurea intact plants produced labelled digitoxin and gitoxin. The incorporation results indicate the existence of an alternative pathway, via norcholanoic acid derivatives, for the biosynthesis of the butenolide ring of cardenolides. © 1986.
Registro:
Documento: |
Artículo
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Título: | Biosynthesis of the butenolide ring of cardenolides in Digitalis purpurea |
Autor: | Maier, M.S.; Seldes, A.M.; Gros, E.G. |
Filiación: | Departamento de Química Orgánica, UMYMFOR, Facultad de Ciencias Exactas y Naturales, Pab. 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina
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Palabras clave: | biosynthesis; cardenolide; Digitalis purpurea; digitoxin; foxglove; gitoxin; norcholanoic acids.; Scrophulariaceae |
Año: | 1986
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Volumen: | 25
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Número: | 6
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Página de inicio: | 1327
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Página de fin: | 1329
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DOI: |
http://dx.doi.org/10.1016/S0031-9422(00)81282-0 |
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_v25_n6_p1327_Maier |
Referencias:
- Tschesche, Lilienweiss, (1964) Z. Naturforsch., 19 b, p. 265
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- Sauer, Bennett, Heftmann, (1967) Phytochemistry, 6, p. 1521
- Bennett, Sauer, Heftmann, (1968) Phytochemistry, 7, p. 41
- Caspi, Lewis, (1967) Science, 156, p. 519
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- Tschesche, Hornbach, Scholten, Peters, (1970) Phytochemistry, 9, p. 1505
- Tschesche, Hulpke, Scholten, (1967) Z. Naturforsch., 22 b, p. 677
- Tschesche, Becker, Hornbach, (1968) Z. Naturforsch., 23 b, p. 1615
- Caspi, Wickramasinghe, Lewis, (1968) Biochem. J., 108, p. 499
- Euw, Reichstein, Die Biosynthese des Digitoxigenins, Herkunft des C-20. Glykoside und Aglykone, 253. Mitteilung (1964) Helvetica Chimica Acta, 47, p. 711
- Leete, Gregory, Gros, (1965) J. Am. Chem. Soc., 87, p. 3475
- Tschesche, ZUR BIOGENESE DER CARDENOLID– UND BUFADIENOLIDGLYKOSIDE (1971) Planta Medica, 4, p. 34
- Tschesche, (1972) Proc. Roy. Soc. London, 180 B, p. 187
- Maier, Seldes, Gros, (1985) J. Lab. Compds Radiopharm., 22, p. 467
- Maier, Seldes, Gros, (1985) J. Lab. Compds Radiopharm., 22, p. 833
- Wichtl, Mangkudidjojo, Wichtl-Bleier, (1982) J. Chromatogr., 234, p. 503
- Tittel, Habermeier, Wagner, (1982) Planta Med., 45, p. 207
- Seldes, A. M., Maier, M. S. and Gros. E. G., Magn. Reson. Chem. (in press); Hewlins, Ehrhardt, Hirth, Ourisson, (1969) Eur. J. Biochem., 8, p. 184
Citas:
---------- APA ----------
Maier, M.S., Seldes, A.M. & Gros, E.G.
(1986)
. Biosynthesis of the butenolide ring of cardenolides in Digitalis purpurea. Phytochemistry, 25(6), 1327-1329.
http://dx.doi.org/10.1016/S0031-9422(00)81282-0---------- CHICAGO ----------
Maier, M.S., Seldes, A.M., Gros, E.G.
"Biosynthesis of the butenolide ring of cardenolides in Digitalis purpurea"
. Phytochemistry 25, no. 6
(1986) : 1327-1329.
http://dx.doi.org/10.1016/S0031-9422(00)81282-0---------- MLA ----------
Maier, M.S., Seldes, A.M., Gros, E.G.
"Biosynthesis of the butenolide ring of cardenolides in Digitalis purpurea"
. Phytochemistry, vol. 25, no. 6, 1986, pp. 1327-1329.
http://dx.doi.org/10.1016/S0031-9422(00)81282-0---------- VANCOUVER ----------
Maier, M.S., Seldes, A.M., Gros, E.G. Biosynthesis of the butenolide ring of cardenolides in Digitalis purpurea. Phytochemistry. 1986;25(6):1327-1329.
http://dx.doi.org/10.1016/S0031-9422(00)81282-0