UMYMFOR 05516
UNIDAD DE MICROANALISIS Y METODOS FISICOS EN QUIMICA ORGANICA
Unidad Ejecutora - UE
congresos y reuniones científicas
Título:
Synthesis and DAF-12 receptor activity of 27-nor-dafachronic acid analogues
Autor/es:
GISELA A. SAMAJA; LAUTARO D. ÁLVAREZ; MARIA V. DANSEY; CELESTE DEL FUEYO; ADRIANA S. VELEIRO; ADALÍ PECCI; GERARDO BURTON
Lugar:
Cancún
Reunión:
Congreso; 30th Latin American Chemistry Congress; 2012
Institución organizadora:
Sociedad Química de México
Resumen:
We report here the synthesis and biological activity in vitro of four 27-nor analogues of the dafachronic acid 1. Compound 2 and 4 were prepared by a 2-carbon homologation of 24-aldehydes steroids. The key steps for this transformation were a Wittig reaction followed by regioselective reduction of the side chain double bond. Compound 3 and 5 were obtained from pregnenolone using the Mukaiyama aldol reaction to introduce the alkyl side chain at positon 21. While compounds 2 and 4 induced DAF-12 activity, compounds 3 and 5 were inactive.
