Synthesis and antifungal activity of bile acid-derived oxazoles

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 o...

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Detalles Bibliográficos
Autores principales: Fernández, L.R., Svetaz, L., Butassi, E., Zacchino, S.A., Palermo, J.A., Sánchez, M.
Formato: JOUR
Materias:
Bile acids
Candida albicans
Dakin-West reaction
Oxazoles
amphotericin B
antifungal agent
bile acid
methyl 2 (2,5 dimethyloxazol 4 yl)acetate
methyl [5 methyl 2 (3alpha acetoxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,12alpha diacetoxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,12alpha dihydroxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,6alpha diacetoxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,6alpha dihydroxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,6alpha,7alpha triacetoxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,6alpha,7alpha trihydroxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,7alpha diacetoxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,7alpha dihydroxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,7alpha,12alpha triacetoxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,7alpha,12alpha trihydroxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,7beta diacetoxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,7beta dihydroxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
methyl [5 methyl 2 (3alpha,hydroxy 24 nor 5beta cholan 23 yl) 1,3 oxazol 4 yl]acetate
oxazole derivative
unclassified drug
antifungal activity
Article
covalent bond
deacetylation
drug mechanism
drug synthesis
fungal strain
fungus growth
growth inhibition
lipophilicity
nonhuman
chemistry
drug effects
molecular weight
synthesis
Antifungal Agents
Bile Acids and Salts
Chemistry Techniques, Synthetic
Molecular Weight
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_0039128X_v108_n_p68_Fernandez
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

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