beta-nitrostyrene derivatives as potential antibacterial agents: A structure-property-activity relationship study

• Tipo: Artigo em Revista Científica Internacional
• Data: 2006

Autores

Milhazes, N (Autor) Outra; Calheiros, R (Autor) Outra; Marques, MPM (Autor) Outra; Garrido, J (Autor) Outra; Cordeiro, MNDS (Autor) FCUP; Rodrigues, C (Autor) Outra; Quinteira, S (Autor) Outra; Novais, C (Autor) FFUP; Peixe, L (Autor) FFUP; Borges, F (Autor) FFUP

Revista

Título: Bioorganic and Medicinal Chemistry

Vol. 14

Páginas: 4078-4088

ISSN: 0968-0896

Editora: Elsevier

Indexação

ISI Web of Knowledge - 73 Citações

Scopus - 80 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-004-K5W

DOI: 10.1016/j.bmc.2006.02.006

Abstract (EN): 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.

Idioma: Inglês

Tipo (Avaliação Docente): Científica