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|Title:||β-Nitrostyrene derivatives as potential antibacterial agents: A structure–property–activity relationship study||Authors:||Milhazes, Nuno
Marques, M. Paula M.
Cordeiro, M. Natália D.S.
|Keywords:||Anti-Bacterial Agents; Electrochemistry; Gram-Positive Bacteria; Microbial Sensitivity Tests; Models, Molecular; Molecular Structure; Oxidation-Reduction; Structure-Activity Relationship; Styrenes||Issue Date:||2006||Serial title, monograph or event:||Bioorganic & Medicinal Chemistry||Volume:||14||Issue:||12||Abstract:||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:||http://hdl.handle.net/10316/45140||Other Identifiers:||10.1016/j.bmc.2006.02.006||DOI:||10.1016/j.bmc.2006.02.006||Rights:||openAccess|
|Appears in Collections:||FCTUC Ciências da Vida - Artigos em Revistas Internacionais|
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