Synthesis and antifungal activity of C-21 steroids with an aromatic D ring
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 compoun...
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todo:paper_0039128X_v78_n7_p644_Sonego2023-10-03T14:49:32Z Synthesis and antifungal activity of C-21 steroids with an aromatic D ring Sonego, J.M. Cirigliano, A.M. Cabrera, G.M. Burton, G. Veleiro, A.S. 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 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. Fil:Sonego, J.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cirigliano, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cabrera, G.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Burton, G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Veleiro, A.S. 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_v78_n7_p644_Sonego |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
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 |
spellingShingle |
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 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 |
topic_facet |
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 |
description |
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. |
format |
JOUR |
author |
Sonego, J.M. Cirigliano, A.M. Cabrera, G.M. Burton, G. Veleiro, A.S. |
author_facet |
Sonego, J.M. Cirigliano, A.M. Cabrera, G.M. Burton, G. Veleiro, A.S. |
author_sort |
Sonego, J.M. |
title |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_short |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_full |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_fullStr |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_full_unstemmed |
Synthesis and antifungal activity of C-21 steroids with an aromatic D ring |
title_sort |
synthesis and antifungal activity of c-21 steroids with an aromatic d ring |
url |
http://hdl.handle.net/20.500.12110/paper_0039128X_v78_n7_p644_Sonego |
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