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https://hdl.handle.net/10316/45140
Título: | β-Nitrostyrene derivatives as potential antibacterial agents: A structure–property–activity relationship study | Autor: | Milhazes, Nuno Calheiros, Rita Marques, M. Paula M. Garrido, Jorge Cordeiro, M. Natália D. S. Rodrigues, Cátia Quinteira, Sandra Novais, Carla Peixe, Luísa Borges, Fernanda |
Palavras-chave: | Anti-Bacterial Agents; Electrochemistry; Gram-Positive Bacteria; Microbial Sensitivity Tests; Models, Molecular; Molecular Structure; Oxidation-Reduction; Structure-Activity Relationship; Styrenes | Data: | 2006 | Título da revista, periódico, livro ou evento: | Bioorganic & Medicinal Chemistry | Volume: | 14 | Número: | 12 | Resumo: | A multidisciplinary project was developed, combining the synthesis of a series of beta-nitrostyrene derivatives and the determination of their physicochemical parameters (redox potentials, partition coefficients), to the evaluation of the corresponding antibacterial activity. A complete conformational analysis was also performed, in order to get relevant structural information. Subsequently, a structure-property-activity (SPAR) approach was applied, through linear regression analysis, aiming at obtaining a putative correlation between the physicochemical parameters of the compounds investigated and their antibacterial activity (both against standard strains and clinical isolates). The beta-nitrostyrene compounds displayed a lower activity towards all the tested bacteria relative to the beta-methyl-beta-nitrostyrene analogues. This was observed particularly for the 3-hydroxy-4-methoxy-beta-methyl-beta-nitrostyrene (IVb) against the Gram-positive bacteria (Staphylococcus aureus, Enterococcus faecalis and Enterococcus faecium). The SPAR results revealed the existence of a clear correlation between the redox potentials and the antibacterial activity of the series of beta-nitrostyrene derivatives under study. | URI: | https://hdl.handle.net/10316/45140 | DOI: | 10.1016/j.bmc.2006.02.006 10.1016/j.bmc.2006.02.006 |
Direitos: | openAccess |
Aparece nas coleções: | FCTUC Ciências da Vida - Artigos em Revistas Internacionais |
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BMC_06_14.pdf | 281.52 kB | Adobe PDF | Ver/Abrir |
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