Synthesis and antifungal activity of bile acid-derived oxazoles
- Fernandez, Lucia Raquel
- Svetaz, Laura Andrea
- Butassi, Estefanía
- Zacchino, Susana Alicia Stella
- Palermo, Jorge Alejandro
- Sánchez, Marianela
DOIAbstract
Peracetylated bile acids (1a-g) were used as starting materials for the preparation of fourteen new derivatives bearing an oxazole moiety in their side chain (6a-g, 8a-g). The key step for the synthetic path was a Dakin-West reaction followed by a Robinson-Gabriel cyclodehydration. A simpler model oxazole (12) was also synthesized. The antifungal activity of the new compounds (6a-g) as well as their starting bile acids (1a-g) was tested against Candida albicans. Compounds 6e and 6g showed the highest percentages of inhibition (63.84% and 61.40% at 250 μg/mL respectively). Deacetylation of compounds 6a-g, led to compounds 8a-g which showed lower activities than the acetylated derivatives.Fil: Fernandez, Lucia Raquel. Consejo Nacional de Inve...
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