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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Detalles Bibliográficos
Autores principales: Sonego, J.M., Cirigliano, A.M., Cabrera, G.M., Burton, G., Veleiro, A.S.
Formato: JOUR
Materias:
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
Molecular Structure
Steroids
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_0039128X_v78_n7_p644_Sonego
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
Descripción
Sumario: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.

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