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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2010
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v75_n10_p659_Alonso http://hdl.handle.net/20.500.12110/paper_0039128X_v75_n10_p659_Alonso |
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paper:paper_0039128X_v75_n10_p659_Alonso2023-06-08T15:03:19Z Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Ramirez, Javier Alberto 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 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. Fil:Cirigliano, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cabrera, G.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Ramírez, J.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2010 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v75_n10_p659_Alonso http://hdl.handle.net/20.500.12110/paper_0039128X_v75_n10_p659_Alonso |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
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 |
| spellingShingle |
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 Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Ramirez, Javier Alberto Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens |
| topic_facet |
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 |
| description |
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. |
| author |
Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Ramirez, Javier Alberto |
| author_facet |
Cirigliano, Adriana Mónica Cabrera, Gabriela Myriam Ramirez, Javier Alberto |
| author_sort |
Cirigliano, Adriana Mónica |
| title |
Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens |
| title_short |
Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens |
| title_full |
Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens |
| title_fullStr |
Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens |
| title_full_unstemmed |
Synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens |
| title_sort |
synthesis and preliminary biological screening of sterol analogues as new antifungal agents against plant pathogens |
| publishDate |
2010 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v75_n10_p659_Alonso http://hdl.handle.net/20.500.12110/paper_0039128X_v75_n10_p659_Alonso |
| work_keys_str_mv |
AT ciriglianoadrianamonica synthesisandpreliminarybiologicalscreeningofsterolanaloguesasnewantifungalagentsagainstplantpathogens AT cabreragabrielamyriam synthesisandpreliminarybiologicalscreeningofsterolanaloguesasnewantifungalagentsagainstplantpathogens AT ramirezjavieralberto synthesisandpreliminarybiologicalscreeningofsterolanaloguesasnewantifungalagentsagainstplantpathogens |
| _version_ |
1768543410228035584 |