UMYMFOR   05516
UNIDAD DE MICROANALISIS Y METODOS FISICOS EN QUIMICA ORGANICA
Unidad Ejecutora - UE
congresos y reuniones científicas
Título:
ANTIPARASITIC HYBRIDS OF CINCHONA ALKALOIDS AND BILE ACIDS
Autor/es:
LEVERRIER, A.; BERO, J.; FREDERICH, M.; QUETIN-LECLERCQ, J.; PALERMO, J.
Lugar:
Bruselas
Reunión:
Simposio; AFERP & STOLON International Symposium; 2013
Resumen:
A series of 16 hybrids of Cinchona alkaloids and bile acids was prepared by means of a Barton-Zard decarboxylation reaction. Quinine, quinidine, cinchonine and cinchonidine were functionalized at position C-2 of their quinoline nucleus by radical attack of a nor-cholane substituent. The compounds were evaluated in vitro for their antitrypanosomal, antileishmanial and antiplasmodial activities, along with their cytotoxicity against normal human fibroblast cells. Seven compounds showed promising trypanocidal activity with IC50 in the same range as the commercial drug suramine. Moreover all the 16 hybrids showed antiplasmodial activity (IC50 ≤ 6 µg/ml), particularly those containing a nor-chenodeoxycholane moiety with IC50 comparable to those of the natural alkaloids, and good selectivity indexes