Biblioteca Digital do Instituto Politécnico de Bragança   Instituto Politécnico de Bragança

Biblioteca Digital do IPB >
Escola Superior Agrária >
Biologia e Biotecnologia >
BB - Artigos em Revistas Indexados ao ISI/Scopus >

Please use this identifier to cite or link to this item: http://hdl.handle.net/10198/7370

Título: Aminodi(hetero)arylamines in the thieno[3,2-b]pyridine series: synthesis, effects in human tumor cells growth, cell cycle analysis, apoptosis and evaluation of toxicity using non-tumor cells
Autor: Calhelha, Ricardo C.
Ferreira, Isabel C.F.R.
Peixoto, Daniela
Abreu, Rui M.V.
Vale-Silva, Luís A.
Pinto, Eugénia
Lima, Raquel T.
Alvelos, M. Inês
Vasconcelos, M. Helena
Queiroz, Maria João R.P.
Palavras-chave: Thieno[3,2-b]pyridines
Aminodi(hetero)arylamines
Buchwald-Hartwig C-N coupling
Antitumoral activity
Toxicity
Cell cycle
Issue Date: 2012
Editora: MDPI
Citação: Calhelha, Ricardo C.; Ferreira, Isabel C.F.R.; Peixoto, Daniela; Abreu, Rui M.V.; Vale-Silva, Luís A.; Pinto, Eugénia; Lima, Raquel T.; Alvelos, M. Inês; Vasconcelos, M. Helena; Queiroz, Maria-João R.P. (2012) – Aminodi(hetero)arylamines in the thieno[3,2-b]pyridine series: synthesis, effects in human tumor cells growth, cell cycle analysis, apoptosis and evaluation of toxicity using non-tumor cells. Molecules. ISSN 1420-3049. 17:4, p. 3834-3843
Resumo: Three aminodi(hetero)arylamines were prepared via a palladium-catalyzed C-N Buchwald-Hartwig coupling of methyl 3-aminothieno[3,2-b]pyridine-2-carboxylate with different bromonitrobenzenes, followed by reduction of the nitro groups of the coupling products to the corresponding amino compounds. The aminodi(hetero)arylamines thus obtained were evaluated for their growth inhibitory effect on four human tumor cell lines MCF-7 (breast adenocarcinoma), A375-C5 (melanoma), NCI-H460 (non-small cell lung cancer) and HepG2 (hepatocellular carcinoma). The toxicity to non-tumor cells was also evaluated using a porcine liver primary cell culture (PLP1), established by us. The aminodi(hetero)arylamine with the NH2 group in the ortho position and an OMe group in the para position to the NH of the di(hetero)arylamine, is the most promising compound giving the lowest GI50 values (1.30–1.63 μM) in all the tested human tumor cell lines, presenting no toxicity to PLP1 at those concentrations. The effect of this compound on the cell cycle and induction of apoptosis was analyzed in the NCI-H460 cell line. It was observed that it altered the cell cycle profile causing a decrease in the percentage of cells in the G0/G1 phase and an increase of the apoptosis levels.
Arbitragem científica: yes
URI: http://hdl.handle.net/10198/7370
ISSN: 1420-3049
Versão do Editor: http://www.mdpi.com/journal/molecules
Appears in Collections:BB - Artigos em Revistas Indexados ao ISI/Scopus

Files in This Item:

File Description SizeFormat
molecules-17-03834.pdf186,95 kBAdobe PDFView/Open

Please give feedback about this item
Statistics
FacebookTwitterDeliciousLinkedInDiggGoogle BookmarksMySpace
Formato BibTex MendeleyEndnote Logotipo do DeGóis 

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

 


© Instituto Politécnico de Bragança - Biblioteca Digital - Feedback - Statistics
Promotores do RCAAP   Financiadores do RCAAP

Fundação para a Ciência e a Tecnologia Universidade do Minho   Governo Português Ministério da Educação e Ciência PO Sociedade do Conhecimento (POSC) Portal oficial da União Europeia