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Synthesis, antifungal and antimycobacterial activities of new bis-imidazole derivatives, and prediction of their binding to P450(14DM) by molecular docking and MM/PBSA method.
Zampieri, Daniele; Mamolo, Maria Grazia; Vio, Luciano; Banfi, Elena; Scialino, Giuditta; Fermeglia, Maurizio; Ferrone, Marco; Pricl, Sabrina.
Afiliación
  • Zampieri D; Department of Pharmaceutical Sciences, Piazzale Europa 1, University of Trieste, 34127 Trieste, Italy.
Bioorg Med Chem ; 15(23): 7444-58, 2007 Dec 01.
Article en En | MEDLINE | ID: mdl-17888669
New bis-imidazole derivatives have been synthesized and their antifungal and antimycobacterial activity was determined. Almost all compounds exhibited a moderate to good activity against two clinical isolates of Candida albicans 3038 and Candida glabrata 123. The same compounds showed an interesting killing activity against Mycobacterium tuberculosis H(37)Rv reference strain. Docking procedures combined with molecular dynamics simulations in the MM/PBSA framework of theory were applied to predict the binding mode of all compounds in the binding pocket of the cytochrome P450 14alpha-sterol demethylase (14DM) of C. albicans, for which no ligand-protein crystal structure is currently available. The results obtained in silico showed that the active compounds may interact at the active site of protein, and that their binding free energy values are in agreement with the corresponding experimental activity values.
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Candida albicans / Candida glabrata / Imidazoles / Mycobacterium tuberculosis / Antifúngicos / Antituberculosos Tipo de estudio: Prognostic_studies / Risk_factors_studies Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2007 Tipo del documento: Article País de afiliación: Italia Pais de publicación: Reino Unido
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Candida albicans / Candida glabrata / Imidazoles / Mycobacterium tuberculosis / Antifúngicos / Antituberculosos Tipo de estudio: Prognostic_studies / Risk_factors_studies Idioma: En Revista: Bioorg Med Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2007 Tipo del documento: Article País de afiliación: Italia Pais de publicación: Reino Unido