Synthesis and biological activity of ring-A difluorinated brassinosteroids

In this paper we report the synthesis of four ring-A difluorinated analogs of brassinosteroids. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that one of these analogs elicits a bioactivity comparable to that of 28-homocastasterone, a h...

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Autores principales:	Acebedo, S.L., Alonso, F., Galagovsky, L.R., Ramírez, J.A.
Formato:	JOUR
Materias:	Brassinosteroids Difluorinated steroids Plant hormones 28 homocastasterone 2alpha, 3alpha difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 2alpha,3alpha difluoro 5alpha stigmast 22 en 6 one 3,3 difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 3,3 difluoro 5alpha stigmast 22 en 6 one brassinosteroid unclassified drug article biological activity controlled study fluorination receptor binding synthesis Cholestanols Magnetic Resonance Spectroscopy Molecular Structure Steroids Steroids, Heterocyclic Structure-Activity Relationship
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_0039128X_v76_n10-11_p1016_Acebedo
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_0039128X_v76_n10-11_p1016_Acebedo
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spelling	todo:paper_0039128X_v76_n10-11_p1016_Acebedo2023-10-03T14:49:29Z Synthesis and biological activity of ring-A difluorinated brassinosteroids Acebedo, S.L. Alonso, F. Galagovsky, L.R. Ramírez, J.A. Brassinosteroids Difluorinated steroids Plant hormones 28 homocastasterone 2alpha, 3alpha difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 2alpha,3alpha difluoro 5alpha stigmast 22 en 6 one 3,3 difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 3,3 difluoro 5alpha stigmast 22 en 6 one brassinosteroid unclassified drug article biological activity controlled study fluorination receptor binding synthesis Cholestanols Magnetic Resonance Spectroscopy Molecular Structure Steroids Steroids, Heterocyclic Structure-Activity Relationship In this paper we report the synthesis of four ring-A difluorinated analogs of brassinosteroids. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that one of these analogs elicits a bioactivity comparable to that of 28-homocastasterone, a highly active natural brassinosteroid. This finding suggests that both hydroxyls at C-2 and C-3 in active brassinosteroids are involved as hydrogen bond acceptors in their interactions with the cellular receptor. © 2011 Elsevier Inc. All rights reserved. Fil:Acebedo, S.L. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_0039128X_v76_n10-11_p1016_Acebedo
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Brassinosteroids Difluorinated steroids Plant hormones 28 homocastasterone 2alpha, 3alpha difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 2alpha,3alpha difluoro 5alpha stigmast 22 en 6 one 3,3 difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 3,3 difluoro 5alpha stigmast 22 en 6 one brassinosteroid unclassified drug article biological activity controlled study fluorination receptor binding synthesis Cholestanols Magnetic Resonance Spectroscopy Molecular Structure Steroids Steroids, Heterocyclic Structure-Activity Relationship
spellingShingle	Brassinosteroids Difluorinated steroids Plant hormones 28 homocastasterone 2alpha, 3alpha difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 2alpha,3alpha difluoro 5alpha stigmast 22 en 6 one 3,3 difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 3,3 difluoro 5alpha stigmast 22 en 6 one brassinosteroid unclassified drug article biological activity controlled study fluorination receptor binding synthesis Cholestanols Magnetic Resonance Spectroscopy Molecular Structure Steroids Steroids, Heterocyclic Structure-Activity Relationship Acebedo, S.L. Alonso, F. Galagovsky, L.R. Ramírez, J.A. Synthesis and biological activity of ring-A difluorinated brassinosteroids
topic_facet	Brassinosteroids Difluorinated steroids Plant hormones 28 homocastasterone 2alpha, 3alpha difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 2alpha,3alpha difluoro 5alpha stigmast 22 en 6 one 3,3 difluoro 22,23 dihydroxy 5alpha stigmastan 6 one 3,3 difluoro 5alpha stigmast 22 en 6 one brassinosteroid unclassified drug article biological activity controlled study fluorination receptor binding synthesis Cholestanols Magnetic Resonance Spectroscopy Molecular Structure Steroids Steroids, Heterocyclic Structure-Activity Relationship
description	In this paper we report the synthesis of four ring-A difluorinated analogs of brassinosteroids. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that one of these analogs elicits a bioactivity comparable to that of 28-homocastasterone, a highly active natural brassinosteroid. This finding suggests that both hydroxyls at C-2 and C-3 in active brassinosteroids are involved as hydrogen bond acceptors in their interactions with the cellular receptor. © 2011 Elsevier Inc. All rights reserved.
format	JOUR
author	Acebedo, S.L. Alonso, F. Galagovsky, L.R. Ramírez, J.A.
author_facet	Acebedo, S.L. Alonso, F. Galagovsky, L.R. Ramírez, J.A.
author_sort	Acebedo, S.L.
title	Synthesis and biological activity of ring-A difluorinated brassinosteroids
title_short	Synthesis and biological activity of ring-A difluorinated brassinosteroids
title_full	Synthesis and biological activity of ring-A difluorinated brassinosteroids
title_fullStr	Synthesis and biological activity of ring-A difluorinated brassinosteroids
title_full_unstemmed	Synthesis and biological activity of ring-A difluorinated brassinosteroids
title_sort	synthesis and biological activity of ring-a difluorinated brassinosteroids
url	http://hdl.handle.net/20.500.12110/paper_0039128X_v76_n10-11_p1016_Acebedo
work_keys_str_mv	AT acebedosl synthesisandbiologicalactivityofringadifluorinatedbrassinosteroids AT alonsof synthesisandbiologicalactivityofringadifluorinatedbrassinosteroids AT galagovskylr synthesisandbiologicalactivityofringadifluorinatedbrassinosteroids AT ramirezja synthesisandbiologicalactivityofringadifluorinatedbrassinosteroids
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Synthesis and biological activity of ring-A difluorinated brassinosteroids

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