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Abstract:

Diosgeninlactone (1), a natural product from Solanum vespertilio, was stereo-selectively synthesized in high yield from 3β-hydroxy-5-androstene.

Registro:

Documento: Artículo
Título:First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone)
Autor:Bruttomesso, A.C.; Gros, E.G.
Filiación:Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, UBA, (1428), Buenos Aires, Argentina
Palabras clave:(20) 3beta,16beta dihydroxy 5 pregnen 20,16 carbolactone; 3beta hydroxy 5 androsterone; alkaloid derivative; androsterone; diosgenin; hydroxyl group; lactone; sapogenin; steroid; unclassified drug; catabolism; cis isomer; conference paper; correlation analysis; extraction; fruit; molecular dynamics; molecular interaction; molecular mechanics; plant; plant yield; probability; protein degradation; protein isolation; solanum vespertilio; stereochemistry; synthesis; technique; tomato; vegetable
Año:2000
Volumen:5
Número:3
Página de inicio:564
Página de fin:565
DOI: http://dx.doi.org/10.3390/50300564
Handle:http://hdl.handle.net/20.500.12110/paper_14203049_v5_n3_p564_Bruttomesso
Título revista:Molecules
Título revista abreviado:Molecules
ISSN:14203049
CODEN:MOLEF
CAS:androsterone, 53-41-8; diosgenin, 512-04-9; lactone, 1338-03-0
PDF:https://bibliotecadigital.exactas.uba.ar/download/paper/paper_14203049_v5_n3_p564_Bruttomesso.pdf
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14203049_v5_n3_p564_Bruttomesso

Referencias:

  • Nagaoka, T., Yoshihara, T., Ohra, J., Sakamurja, S., (1993) Phytochemistry, 34, p. 1153
  • González, A.G., Fransisco, C.G., Barreira, R.F., Lopez, E.S., (1971) An. Quím., 67, p. 433
  • (1971) Chem. Abst., 75, pp. 115890n
  • Bruttomesso, A., Doller, D., Gros, E.G., (1998) Synth. Comm., 28, p. 4043
  • Bruttomesso, A., Doller, D., Gros, E.G., (1999) Bioorg. Med. Chem., 7, p. 943

Citas:

---------- APA ----------
Bruttomesso, A.C. & Gros, E.G. (2000) . First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone). Molecules, 5(3), 564-565.
http://dx.doi.org/10.3390/50300564
---------- CHICAGO ----------
Bruttomesso, A.C., Gros, E.G. "First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone)" . Molecules 5, no. 3 (2000) : 564-565.
http://dx.doi.org/10.3390/50300564
---------- MLA ----------
Bruttomesso, A.C., Gros, E.G. "First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone)" . Molecules, vol. 5, no. 3, 2000, pp. 564-565.
http://dx.doi.org/10.3390/50300564
---------- VANCOUVER ----------
Bruttomesso, A.C., Gros, E.G. First synthesis of (20S) 3β,16β-dihydroxy-5-pregnen-20,16- carbolactone (diosgeninlactone). Molecules. 2000;5(3):564-565.
http://dx.doi.org/10.3390/50300564