Abstract:
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.
Registro:
Documento: |
Artículo
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Título: | Synthesis and biological activity of ring-A difluorinated brassinosteroids |
Autor: | Acebedo, S.L.; Alonso, F.; Galagovsky, L.R.; Ramírez, J.A. |
Filiación: | Departamento de Química Orgánica, UMYMFOR (CONICET - Facultad de Ciencias Exactas y Naturales), Universidad de Buenos Aires, Piso 3, C1428EGA Buenos Aires, Argentina
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Palabras clave: | 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 |
Año: | 2011
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Volumen: | 76
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Número: | 10-11
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Página de inicio: | 1016
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Página de fin: | 1020
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DOI: |
http://dx.doi.org/10.1016/j.steroids.2011.04.004 |
Título revista: | Steroids
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Título revista abreviado: | Steroids
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ISSN: | 0039128X
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CODEN: | STEDA
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CAS: | Cholestanols; Steroids; Steroids, Heterocyclic; brassinolide, 72962-43-7
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v76_n10-11_p1016_Acebedo |
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Citas:
---------- APA ----------
Acebedo, S.L., Alonso, F., Galagovsky, L.R. & Ramírez, J.A.
(2011)
. Synthesis and biological activity of ring-A difluorinated brassinosteroids. Steroids, 76(10-11), 1016-1020.
http://dx.doi.org/10.1016/j.steroids.2011.04.004---------- CHICAGO ----------
Acebedo, S.L., Alonso, F., Galagovsky, L.R., Ramírez, J.A.
"Synthesis and biological activity of ring-A difluorinated brassinosteroids"
. Steroids 76, no. 10-11
(2011) : 1016-1020.
http://dx.doi.org/10.1016/j.steroids.2011.04.004---------- MLA ----------
Acebedo, S.L., Alonso, F., Galagovsky, L.R., Ramírez, J.A.
"Synthesis and biological activity of ring-A difluorinated brassinosteroids"
. Steroids, vol. 76, no. 10-11, 2011, pp. 1016-1020.
http://dx.doi.org/10.1016/j.steroids.2011.04.004---------- VANCOUVER ----------
Acebedo, S.L., Alonso, F., Galagovsky, L.R., Ramírez, J.A. Synthesis and biological activity of ring-A difluorinated brassinosteroids. Steroids. 2011;76(10-11):1016-1020.
http://dx.doi.org/10.1016/j.steroids.2011.04.004