INVESTIGADORES
SONEGO Juan Manuel
artículos
Título:
Synthesis of 6,19-cyclopregnanes. Constrained analogues of steroid hormones.
Autor/es:
PABLO H. DI CHENNA; ADRIANA S. VELEIRO; JUAN M. SONEGO; NORA R. CEBALLOS; M TERESA GARLAND; RICARDO BAGGIO; GERARDO BURTON
Revista:
ORGANIC & BIOMOLECULAR CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: CAMBRIDGE; Año: 2007 vol. 5 p. 2453 - 2457
ISSN:
1477-0520
Resumen:
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 ; in the rat, 6,19-cycloprogesterone 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.
