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Provedor de dados:  IPB - Escola Superior Agrária
País:  Portugal
Título:  Synthesis and antimicrobial activity studies of ortho-chlorodiarylamines and heteroaromatic tetracyclic systems in the benzo[b]thiophene series
Autores:  Queiroz, Maria João R.P.
Ferreira, Isabel C.F.R.
Gaetanoa, Yannick de
Kirsch, Gilbert
Calhelha, Ricardo C.
Estevinho, Leticia M.
Data:  2008-09-12
Ano:  2006
Palavras-chave:  Benzothiophenes
Ortho-chlorodiarylamines
Palladium
Thienocarbazoles
Thienocarboline
Antimicrobial activity
Resumo:  ortho-Chlorodiarylamines in the 2,3,7-trimethylbenzo[b]thiophene series were prepared in high yields (70–85%) by C–N palladium-catalyzed cross-coupling using P(t-Bu)3 as ligand and NaOt-Bu as base. A palladium-assisted C–C intramolecular cyclization of the coupling products gave thienocarbazoles and the dechlorinated diarylamines. Studies of antimicrobial activity of the compounds obtained, against representative species of bacteria (Escherichia coli, Pseudomonas aeruginosa, Bacillus cereus and Bacillus subtilis) and fungi (Candida albicans), were performed. We have also included in the biological assays some pyridine derivatives previously prepared by us, and it was possible to establish some structure–activity relationships (SARs).
Tipo:  Article
Idioma:  Inglês
Identificador:  Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 14:20 (2006) p. 6827-6831

0968-0896

http://hdl.handle.net/10198/826
Editor:  Elsevier
Direitos:  open access
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