Synthesis and biological activity of brassinosteroids fluorinated at C-2

In this paper we report the synthesis of four fluorinated analogues of brassinosteroids in which fluorine was introduced stereoselectively at C-2. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that two of these analogues elicit high bio...

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Autores principales: Acebedo, S.L., Ramírez, J.A., Galagovsky, L.R.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_0039128X_v74_n4-5_p435_Acebedo
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spelling todo:paper_0039128X_v74_n4-5_p435_Acebedo2023-10-03T14:49:28Z Synthesis and biological activity of brassinosteroids fluorinated at C-2 Acebedo, S.L. Ramírez, J.A. Galagovsky, L.R. Brassinosteroids Fluorinated steroids Oryza sativa 2alpha fluoro 3alpha,22,23 trihydroxy 5alpha stigmastan 6 one 2alpha fluoro 3beta,22,23 trihydroxy 5alpha stigmastan 6 one brassinosteroid carbon cell receptor fluorinated steroid hydrogen unclassified drug analytic method article biological activity chemical bond chemical interaction chemical structure fluorination germination hydrogen bond nonhuman plant growth rice seedling stereochemistry synthesis Biological Assay Cholestanols Halogenation Oryza sativa Steroids, Heterocyclic Oryza sativa In this paper we report the synthesis of four fluorinated analogues of brassinosteroids in which fluorine was introduced stereoselectively at C-2. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that two of these analogues elicit high bioactivity, suggesting the involvement of hydrogen bond interactions between the active brassinosteroids and their cellular receptor. © 2008 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_v74_n4-5_p435_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
Fluorinated steroids
Oryza sativa
2alpha fluoro 3alpha,22,23 trihydroxy 5alpha stigmastan 6 one
2alpha fluoro 3beta,22,23 trihydroxy 5alpha stigmastan 6 one
brassinosteroid
carbon
cell receptor
fluorinated steroid
hydrogen
unclassified drug
analytic method
article
biological activity
chemical bond
chemical interaction
chemical structure
fluorination
germination
hydrogen bond
nonhuman
plant growth
rice
seedling
stereochemistry
synthesis
Biological Assay
Cholestanols
Halogenation
Oryza sativa
Steroids, Heterocyclic
Oryza sativa
spellingShingle Brassinosteroids
Fluorinated steroids
Oryza sativa
2alpha fluoro 3alpha,22,23 trihydroxy 5alpha stigmastan 6 one
2alpha fluoro 3beta,22,23 trihydroxy 5alpha stigmastan 6 one
brassinosteroid
carbon
cell receptor
fluorinated steroid
hydrogen
unclassified drug
analytic method
article
biological activity
chemical bond
chemical interaction
chemical structure
fluorination
germination
hydrogen bond
nonhuman
plant growth
rice
seedling
stereochemistry
synthesis
Biological Assay
Cholestanols
Halogenation
Oryza sativa
Steroids, Heterocyclic
Oryza sativa
Acebedo, S.L.
Ramírez, J.A.
Galagovsky, L.R.
Synthesis and biological activity of brassinosteroids fluorinated at C-2
topic_facet Brassinosteroids
Fluorinated steroids
Oryza sativa
2alpha fluoro 3alpha,22,23 trihydroxy 5alpha stigmastan 6 one
2alpha fluoro 3beta,22,23 trihydroxy 5alpha stigmastan 6 one
brassinosteroid
carbon
cell receptor
fluorinated steroid
hydrogen
unclassified drug
analytic method
article
biological activity
chemical bond
chemical interaction
chemical structure
fluorination
germination
hydrogen bond
nonhuman
plant growth
rice
seedling
stereochemistry
synthesis
Biological Assay
Cholestanols
Halogenation
Oryza sativa
Steroids, Heterocyclic
Oryza sativa
description In this paper we report the synthesis of four fluorinated analogues of brassinosteroids in which fluorine was introduced stereoselectively at C-2. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that two of these analogues elicit high bioactivity, suggesting the involvement of hydrogen bond interactions between the active brassinosteroids and their cellular receptor. © 2008 Elsevier Inc. All rights reserved.
format JOUR
author Acebedo, S.L.
Ramírez, J.A.
Galagovsky, L.R.
author_facet Acebedo, S.L.
Ramírez, J.A.
Galagovsky, L.R.
author_sort Acebedo, S.L.
title Synthesis and biological activity of brassinosteroids fluorinated at C-2
title_short Synthesis and biological activity of brassinosteroids fluorinated at C-2
title_full Synthesis and biological activity of brassinosteroids fluorinated at C-2
title_fullStr Synthesis and biological activity of brassinosteroids fluorinated at C-2
title_full_unstemmed Synthesis and biological activity of brassinosteroids fluorinated at C-2
title_sort synthesis and biological activity of brassinosteroids fluorinated at c-2
url http://hdl.handle.net/20.500.12110/paper_0039128X_v74_n4-5_p435_Acebedo
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