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Abstract:

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.

Registro:

Documento: Artículo
Título:Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens
Autor:Alonso, F.; Cirigliano, A.M.; Cabrera, G.M.; Ramírez, J.A.
Filiación:Departamento de Química Orgánica, UMYMFOR (CONICET - Facultad de Ciencias Exactas y Naturales), Ciudad Universitaria, Pabellón 2, Piso 3, C1428EGA Buenos Aires, Argentina
Palabras clave: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; antifungal agent; 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; Fusarium; Magnetic Resonance Spectroscopy; Microbial Sensitivity Tests; Molecular Structure; Fungi; Antifungal Agents; Azasteroids; Fusarium; Magnetic Resonance Spectroscopy; Microbial Sensitivity Tests; Molecular Structure
Año:2010
Volumen:75
Número:10
Página de inicio:659
Página de fin:664
DOI: http://dx.doi.org/10.1016/j.steroids.2010.04.002
Título revista:Steroids
Título revista abreviado:Steroids
ISSN:0039128X
CODEN:STEDA
CAS:Antifungal Agents; Azasteroids; Antifungal Agents; Azasteroids
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v75_n10_p659_Alonso

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Citas:

---------- APA ----------
Alonso, F., Cirigliano, A.M., Cabrera, G.M. & Ramírez, J.A. (2010) . Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens. Steroids, 75(10), 659-664.
http://dx.doi.org/10.1016/j.steroids.2010.04.002
---------- CHICAGO ----------
Alonso, F., Cirigliano, A.M., Cabrera, G.M., Ramírez, J.A. "Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens" . Steroids 75, no. 10 (2010) : 659-664.
http://dx.doi.org/10.1016/j.steroids.2010.04.002
---------- MLA ----------
Alonso, F., Cirigliano, A.M., Cabrera, G.M., Ramírez, J.A. "Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens" . Steroids, vol. 75, no. 10, 2010, pp. 659-664.
http://dx.doi.org/10.1016/j.steroids.2010.04.002
---------- VANCOUVER ----------
Alonso, F., Cirigliano, A.M., Cabrera, G.M., Ramírez, J.A. Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens. Steroids. 2010;75(10):659-664.
http://dx.doi.org/10.1016/j.steroids.2010.04.002