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Abstract:

Six analogues of salpichrolides with a simplified side chain (6-11) were synthesized using a new methodology to obtain steroids with an aromatic D-ring. The key step was the elimination of HBr in a vicinal dibromo D-homosteroid by treatment with 1,4-diazabicyclo[2.2.2]octane (DABCO). All new compounds were completely characterized by 2D NMR techniques and tested on two fungal pathogenic species, Fusarium virguliforme and Fusarium solani. © 2013 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Synthesis and antifungal activity of C-21 steroids with an aromatic D ring
Autor:Sonego, J.M.; Cirigliano, A.M.; Cabrera, G.M.; Burton, G.; Veleiro, A.S.
Filiación:Departamento de Química Orgánica and UMYMFOR (CONICET-UBA), Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, C1428EGA Ciudad de Buenos Aires, Argentina
Palabras clave:Antifungal activity; Aromatic D-ring; DABCO; Salpichrolides; steroid; antifungal activity; aromatic D ring; article; drug structure; drug synthesis; Fusarium; Fusarium solani; Fusarium virguliforme; nonhuman; Antifungal Agents; Ergosterol; Fusarium; Molecular Structure; Steroids; Fusarium solani; Fusarium virguliforme
Año:2013
Volumen:78
Número:7
Página de inicio:644
Página de fin:650
DOI: http://dx.doi.org/10.1016/j.steroids.2013.02.003
Título revista:Steroids
Título revista abreviado:Steroids
ISSN:0039128X
CODEN:STEDA
CAS:Antifungal Agents; Ergosterol, Z30RAY509F; Steroids
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0039128X_v78_n7_p644_Sonego

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Citas:

---------- APA ----------
Sonego, J.M., Cirigliano, A.M., Cabrera, G.M., Burton, G. & Veleiro, A.S. (2013) . Synthesis and antifungal activity of C-21 steroids with an aromatic D ring. Steroids, 78(7), 644-650.
http://dx.doi.org/10.1016/j.steroids.2013.02.003
---------- CHICAGO ----------
Sonego, J.M., Cirigliano, A.M., Cabrera, G.M., Burton, G., Veleiro, A.S. "Synthesis and antifungal activity of C-21 steroids with an aromatic D ring" . Steroids 78, no. 7 (2013) : 644-650.
http://dx.doi.org/10.1016/j.steroids.2013.02.003
---------- MLA ----------
Sonego, J.M., Cirigliano, A.M., Cabrera, G.M., Burton, G., Veleiro, A.S. "Synthesis and antifungal activity of C-21 steroids with an aromatic D ring" . Steroids, vol. 78, no. 7, 2013, pp. 644-650.
http://dx.doi.org/10.1016/j.steroids.2013.02.003
---------- VANCOUVER ----------
Sonego, J.M., Cirigliano, A.M., Cabrera, G.M., Burton, G., Veleiro, A.S. Synthesis and antifungal activity of C-21 steroids with an aromatic D ring. Steroids. 2013;78(7):644-650.
http://dx.doi.org/10.1016/j.steroids.2013.02.003