Artículo
Di Chenna, P.H.; Veleiro, A.S.; Sonego, J.M.; Ceballos, N.R.; Garland, M.T.; Baggio, R.F.; Burton, G. "Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones" (2007) Organic and Biomolecular Chemistry. 5(15):2453-2457
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Abstract:
A procedure for the synthesis of 6,19-cyclopregnanes is described involving an intramolecular alkylation reaction of Δ4-3-keto steroids with a 19-mesylate in the presence of KOH in isopropanol. Three 6,19-cyclopregnanes were prepared (4, 5, 9); in the rat, 6,19-cycloprogesterone (4) and its 21-hydroxy derivative 5 displaced [3H]-dexamethasone from glucocorticoid receptors, the former compound being more active. Both compounds did not compete with [3H]-aldosterone for kidney mineralocorticoid receptors nor with [3H]-R5020 for uterus progesterone receptors. © The Royal Society of Chemistry.
Registro:
| Documento: | Artículo |
| Título: | Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones |
| Autor: | Di Chenna, P.H.; Veleiro, A.S.; Sonego, J.M.; Ceballos, N.R.; Garland, M.T.; Baggio, R.F.; Burton, G. |
| Filiación: | Departamento de Química Orgánica, UMYMFOR (CONICET-FCEN), Ciudad Universitaria, Pabellón 2, C1428EGA Buenos Aires, Argentina Departamento de Biodiversidad y Biología Experimental, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellón 2, C1428EGA Buenos Aires, Argentina Departamento de Física, Facultad de Ciencias Físicas y Matemáticas, CIMAT, Av. Blanco Encalada 2008, Casilla 487-3 Santiago, Chile Departamento de Física, Comisión Nacional de Energía Atómica, Av. Gral. Paz 1499, Pcia. de Buenos Aires, Argentina |
| Palabras clave: | Alkylation; Derivatives; Hormones; Synthesis (chemical); Mineralocorticoid receptors; Uterus progesterone receptors; Organic compounds; Rattus |
| Año: | 2007 |
| Volumen: | 5 |
| Número: | 15 |
| Página de inicio: | 2453 |
| Página de fin: | 2457 |
| DOI: | http://dx.doi.org/10.1039/b706828j |
| Título revista: | Organic and Biomolecular Chemistry |
| Título revista abreviado: | Org. Biomol. Chem. |
| ISSN: | 14770520 |
| CODEN: | OBCRA |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14770520_v5_n15_p2453_DiChenna |
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Citas:
---------- APA ----------
Di Chenna, P.H., Veleiro, A.S., Sonego, J.M., Ceballos, N.R., Garland, M.T., Baggio, R.F. & Burton, G. (2007) . Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones. Organic and Biomolecular Chemistry, 5(15), 2453-2457.http://dx.doi.org/10.1039/b706828j
---------- CHICAGO ----------
Di Chenna, P.H., Veleiro, A.S., Sonego, J.M., Ceballos, N.R., Garland, M.T., Baggio, R.F., et al. "Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones" . Organic and Biomolecular Chemistry 5, no. 15 (2007) : 2453-2457.http://dx.doi.org/10.1039/b706828j
---------- MLA ----------
Di Chenna, P.H., Veleiro, A.S., Sonego, J.M., Ceballos, N.R., Garland, M.T., Baggio, R.F., et al. "Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones" . Organic and Biomolecular Chemistry, vol. 5, no. 15, 2007, pp. 2453-2457.http://dx.doi.org/10.1039/b706828j
---------- VANCOUVER ----------
Di Chenna, P.H., Veleiro, A.S., Sonego, J.M., Ceballos, N.R., Garland, M.T., Baggio, R.F., et al. Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones. Org. Biomol. Chem. 2007;5(15):2453-2457.http://dx.doi.org/10.1039/b706828j
