Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens

In this paperwereport the synthesis of anewfamily of sterol analogues that have two amidic bonds on the side chain. These azasterols were obtained by a straightforward procedure including an Ugi condensation that allows the facile attachment of a polyfunctionalized side chain into the steroidal fram...

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Detalles Bibliográficos
Autores principales: Alonso, F., Cirigliano, A.M., Cabrera, G.M., Ramírez, J.A.
Formato: JOUR
Materias:
Antifungal
Azasterols
Plant pathogens
Ugi reaction
antifungal agent
azasterol derivative
diethyl[[n benzyl n[(3beta hydroxypregn 5 ene 20 yl)carbonyl]glycyl]amino]methylphosphonate
n [(tert butylcarbamoyl)methyl)n benzyl 3beta hydroxyandrost 5 en 17beta carboxamine
n benzyl n[(3beta hydroxypregn 5 ene 20 yl)carbonyl]glycylglycine
n[(cyclohexylcarbamoyl)methyl]n benzyl 3beta hydroxypregn 5 ene 20 carboxamide
n[(cyclohexylcarbamoyl)methyl]n(2 (1h indol 3 yl)ethyl] 3beta hydroxypregn 5 ene 20 carboxamide
n[(cyclohexylcarbamoyl)methyl]n(3,4 dimethoxyphenethyl) 3beta hydroxyandrost 5 en 17beta carboxamide
n[(cyclohexylcarbamoyl)methyl]n[3 (4 nitrophenylamino)propyl] 3beta hydroxypregn 5 ene 20 carboxamide
n[(tert butylcarbamoyl)methyl]n phenyl 3beta hydroxyandrost 5 en 17beta carboxamide
n[(tert butylcarbamoyl)methyl]n(3 hydroxyphenyl)3beta hydroxyandrost 5 en 17beta carboxamide
n[(tert-butylcarbamoyl)methyl]n(4 chlorophenyl) 3beta hydroxyandrost 5 en 17beta carboxamide
n[(tertbutylcarbamoyl)methyl]n phenyl 3beta hydroxypregn 5 ene 20 carboxamide
sterol derivative
unclassified drug
azasteroid
antifungal activity
article
nonhuman
plant disease
sterol synthesis
chemical structure
chemistry
drug effects
Fusarium
microbial sensitivity test
nuclear magnetic resonance spectroscopy
synthesis
Antifungal Agents
Azasteroids
Magnetic Resonance Spectroscopy
Microbial Sensitivity Tests
Molecular Structure
Fungi
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_0039128X_v75_n10_p659_Alonso
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario:In this paperwereport the synthesis of anewfamily of sterol analogues that have two amidic bonds on the side chain. These azasterols were obtained by a straightforward procedure including an Ugi condensation that allows the facile attachment of a polyfunctionalized side chain into the steroidal framework. Some of the new compounds showed an interesting inhibitory effect on the growth of two pathogenic fungi involved in plant diseases. © 2010 Elsevier Inc. All rights reserved.

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