Artículo

La versión final de este artículo es de uso interno de la institución.
Consulte el artículo en la página del editor
Consulte la política de Acceso Abierto del editor

Abstract:

The biosynthesis of bufadienolides in Bufo paracnemis toads has been studied in different seasons of the year using [2-14C]mevalonic acid, [20-14C]pregnenolone, and [20-14C]cholesterol as precursors. The results showed that the doubly unsaturated δ-lactone ring of the bufadieno-lides is directly derived from the cholesterol side chain without the compound's prior conversion into pregnenolone. The probable sequence in which the different bufadienolides are formed is discussed. © 1972.

Registro:

Documento: Artículo
Título:Biosynthesis of bufadienolides in toads. III-Experiments with [2-14C]mevalonic acid, [20-14C]3β-hydroxy-5-pregnen-20-one and [20-14C]cholesterol
Autor:Porto, A.M.; Baralle, F.E.; Gros, E.G.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires. Pab. 2, Ciudad Universitaria, Buenos Aires, Argentina
Palabras clave:bufadienolide derivative; carbon; cholesterol; mevalonic acid; pregnenolone; venom; animal; article; biosynthesis; gallbladder; metabolism; season; toad; Animal; Bufanolides; Bufonidae; Carbon Isotopes; Cholesterol; Gallbladder; Mevalonic Acid; Pregnenolone; Seasons; Venoms
Año:1972
Volumen:3
Número:1
Página de inicio:11
Página de fin:17
DOI: http://dx.doi.org/10.1016/0022-4731(72)90006-4
Título revista:Journal of Steroid Biochemistry
Título revista abreviado:J. Steroid Biochem.
ISSN:00224731
CODEN:JSTBB
CAS:carbon, 7440-44-0; cholesterol, 57-88-5; mevalonic acid, 150-97-0; pregnenolone, 145-13-1; Bufanolides; Carbon Isotopes; Cholesterol, 57-88-5; Mevalonic Acid, 150-97-0; Pregnenolone, 145-13-1; Venoms
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00224731_v3_n1_p11_Porto

Referencias:

  • Gros, (1970) An Asoc. Quim. Argent., 58, p. 53
  • Heftmann, (1967) Lloydia, 30, p. 209
  • Frantz, Schroepfler, (1967) Ann. Rev. Biochem., 36, p. 691
  • Heftmann, (1971) Lipids, 6, p. 128
  • Jacoben, Frey:, Biosynthesis of cholesterol by seedlings of Digitalis purpurea (1967) Journal of the American Chemical Society, 89, p. 3338
  • Caspi, Lewis, Piatak, Thimann, Winter, (1966) Experientia, 22, p. 506
  • Tschesche, Lilienweiss, (1649) Z. Naturf., 19 b, p. 265
  • Tschesche, Brassat, (1966) Z. Naturf., 21 b, p. 894
  • Tschesche, Brassat, (1965) Z. Naturf., 20 b, p. 707
  • Porto, Gros, (1970) Experientia, 26, p. 11
  • Chen, Osuch, (1969) Biochem. Pharmacol., 18, p. 1797
  • Siperstein, Murray, Titus, (1957) Arch. Biochem. Biophys., 67, p. 154
  • Porto, Gros, (1971) Experientia, 27, p. 506
  • Porto, Gros, Synthesis of cholesterol-20-14C (1970) Journal of Labelled Compounds, 6, p. 369
  • Gros, Porto, (1967) An Asoc. Quim. Argent., 55, p. 177
  • Barbier, Schröter, Meyer, Schindler, Reichstein, Die Bufogenine des Paratoidensekretes vonBufo marinus (L.) SCHNEIDER. �ber Kr�tengifte, 21. Mitteilung (1959) Helvetica Chimica Acta, 42, p. 2486
  • Porto, Gros, Synthesis of PREGN-5-en-3β-o1-20-one-20-14C (1968) Journal of Labelled Compounds, 4, p. 276
  • Hall, Eik-Nes, (1962) Biochim. biophys. Acta, 63, p. 411
  • Bennet, Sauer, Heftmann, Progesterone metabolism in Digitalis lanata (1968) Phytochemistry, 7, p. 41
  • Iseli, Kotake, Weiss, Reichstein, Die Sterine und Bufadienolide der Haut vonBufo formosus BOULENGER. �ber Kr�tengifte, 31. Mitteilung (1965) Helvetica Chimica Acta, 48, p. 1093
  • Gsell, Tamm, (1969) Helv. Chim. Acta, 52, p. 551
  • Staple, (1967) Biogenesis of Natural Compounds, p. 207. , P. Bernfeld, Pergamon Press, New York
  • Staple, (1969) Methods Enzymol., 15, p. 562. , R.B. Clayton, Academic Press, New York
  • Caspi, Lewis, (1968) Phytochem., 7, p. 683
  • Tschesche, Hombach, Scholten, Peters, (1970) Phytochem., 9, p. 1505
  • Canonica, Ronchetti, Russo, The role of C-15 in the biosynthesis of digitoxigenin (1970) Journal of the Chemical Society D: Chemical Communications, p. 1675
  • Romeike, Fodor, The biogenesis of hyoscine in (1960) Tetrahedron Letters, 22, p. 1
  • Romeike, (1962) Naturwiss., 49, p. 281
  • Caspi, Lewis, (1967) Science, 156, p. 519
  • Tschesche, Scholten, Peters, (1969) Z. Naturf., 24 b, p. 1492
  • Höringer, Linde, Meyer, Cardenolide aus dem chinesischen Kr�tengiftCh'an Su. �ber Kr�tengifte, 35. Mitteilung (1970) Helvetica Chimica Acta, 53, p. 1503
  • Höringer, Zivanov, Linde, Meyer, Cardenolid-korks�urehalbester und weitere Bufadienolid-korks�urehalbester inCh' an Su. �ber Kr�tengifte, 36. Mitteilung (1970) Helvetica Chimica Acta, 53, p. 1993
  • Höringer, Zivanov, Linde, Meyer, Weitere Cardenolide ausCh'an Su. �ber Kr�tengifte 37. Mitteilung (1970) Helvetica Chimica Acta, 53, p. 2051

Citas:

---------- APA ----------
Porto, A.M., Baralle, F.E. & Gros, E.G. (1972) . Biosynthesis of bufadienolides in toads. III-Experiments with [2-14C]mevalonic acid, [20-14C]3β-hydroxy-5-pregnen-20-one and [20-14C]cholesterol. Journal of Steroid Biochemistry, 3(1), 11-17.
http://dx.doi.org/10.1016/0022-4731(72)90006-4
---------- CHICAGO ----------
Porto, A.M., Baralle, F.E., Gros, E.G. "Biosynthesis of bufadienolides in toads. III-Experiments with [2-14C]mevalonic acid, [20-14C]3β-hydroxy-5-pregnen-20-one and [20-14C]cholesterol" . Journal of Steroid Biochemistry 3, no. 1 (1972) : 11-17.
http://dx.doi.org/10.1016/0022-4731(72)90006-4
---------- MLA ----------
Porto, A.M., Baralle, F.E., Gros, E.G. "Biosynthesis of bufadienolides in toads. III-Experiments with [2-14C]mevalonic acid, [20-14C]3β-hydroxy-5-pregnen-20-one and [20-14C]cholesterol" . Journal of Steroid Biochemistry, vol. 3, no. 1, 1972, pp. 11-17.
http://dx.doi.org/10.1016/0022-4731(72)90006-4
---------- VANCOUVER ----------
Porto, A.M., Baralle, F.E., Gros, E.G. Biosynthesis of bufadienolides in toads. III-Experiments with [2-14C]mevalonic acid, [20-14C]3β-hydroxy-5-pregnen-20-one and [20-14C]cholesterol. J. Steroid Biochem. 1972;3(1):11-17.
http://dx.doi.org/10.1016/0022-4731(72)90006-4