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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
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
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
Volumen:76
Número:10-11
Página de inicio:1016
Página de fin:1020
DOI: http://dx.doi.org/10.1016/j.steroids.2011.04.004
Título revista:Steroids
Título revista abreviado:Steroids
ISSN:0039128X
CODEN:STEDA
CAS:Cholestanols; Steroids; Steroids, Heterocyclic; brassinolide, 72962-43-7
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