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
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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
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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
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Volumen: | 78
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Número: | 7
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Página de inicio: | 644
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Página de fin: | 650
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DOI: |
http://dx.doi.org/10.1016/j.steroids.2013.02.003 |
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: | Antifungal Agents; Ergosterol, Z30RAY509F; Steroids
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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