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Synthesis and antimicrobial activity studies of ortho-chlorodiarylamines and heteroaromatic tetracyclic systems in the benzo[b]thiophene series

2006Journal article Open access
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dc.contributor.authorQueiroz, Maria João R.P.
dc.contributor.authorFerreira, Isabel C.F.R.
dc.contributor.authorGaetanoa, Yannick
dc.contributor.authorKirsch, Gilbert
dc.contributor.authorCalhelha, Ricardo C.
dc.contributor.authorEstevinho, Leticia M.
dc.date.accessioned2008-09-12T15:09:02Z
dc.date.available2008-09-12T15:09:02Z
dc.date.issued2006
dc.description.abstractortho-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).en
dc.identifier.citationQueiroz, Maria João R.P.; Ferreira, Isabel C.F.R.; Gaetanoa, Yannick de; Kirsch, Gilbert; Calhelha, Ricardo C.; Estevinho, Leticia M. (2006). Synthesis and antimicrobial activity studies of ortho-chlorodiarylamines and heteroaromatic tetracyclic systems in the benzo[b]thiophene series. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 14:20, p. 6827-6831en
dc.identifier.doi10.1016/j.bmc.2006.06.035
dc.identifier.issn0968-0896
dc.identifier.urihttp://hdl.handle.net/10198/826
dc.language.isoengen
dc.publisherElsevieren
dc.subjectBenzothiophenesen
dc.subjectOrtho-chlorodiarylaminesen
dc.subjectPalladiumen
dc.subjectThienocarbazolesen
dc.subjectThienocarbolineen
dc.subjectAntimicrobial activityen
dc.titleSynthesis and antimicrobial activity studies of ortho-chlorodiarylamines and heteroaromatic tetracyclic systems in the benzo[b]thiophene seriesen
dc.typejournal article
dspace.entity.typePublication
person.familyNameFerreira
person.familyNameCalhelha
person.familyNameEstevinho
person.givenNameIsabel C.F.R.
person.givenNameRicardo C.
person.givenNameLetícia M.
person.identifier144781
person.identifier.ciencia-id9418-CF95-9919
person.identifier.ciencia-idF313-E3CE-554E
person.identifier.ciencia-idBA14-09D6-A406
person.identifier.orcid0000-0003-4910-4882
person.identifier.orcid0000-0002-6801-4578
person.identifier.orcid0000-0002-9249-1948
person.identifier.ridE-8500-2013
person.identifier.ridJ-2172-2014
person.identifier.scopus-author-id36868826600
person.identifier.scopus-author-id6507978333
person.identifier.scopus-author-id6506577664
rcaap.rightsopenAccess
rcaap.typearticleen
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relation.isAuthorOfPublication.latestForDiscovery4a1d5ba2-1854-4ca5-89a4-73f35e964df9

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