Fluorescence properties of a potential antitumoral benzothieno[3,2-b]pyrrole in solution and lipid membranes

• Tipo: Artigo em Revista Científica Internacional
• Data: 2009

Autores

Elisabete M S Castanheira (Autor) Outra; Ana S Abreu (Autor) Outra; Maria Joao R P Queiroz (Autor) Outra; Paula M T Ferreira (Autor) Outra; Paulo J G Coutinho (Autor) Outra; Nair Nazareth (Autor) Outra; Sao Jose J Nascimento (Autor) FFUP

Revista

Título: Journal of Photochemistry and Photobiology A: Chemistry

Vol. 206

Páginas: 220-226

ISSN: 1010-6030

Editora: Elsevier

Indexação

ISI Web of Knowledge - 5 Citações

Scopus - 5 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-003-GRD

DOI: 10.1016/j.jphotochem.2009.07.007

Abstract (EN): Fluorescence properties of the antitumoral methyl 3-(benzo[b]thien-2-yl)-benzothieno[3,2-b]pyrrole-2-carboxylate (BTP) were studied in solution and in lipid bilayers of dipalmitoyl phosphatidylcholine (DPPC), dioleoyl phosphatidylethanol ami ne (DOPE) and egg yolk phosphatidylcholine (Egg-PC). BTP presents good fluorescence quantum yields in all solvents studied (0.20 <= phi(F) <= 0.32) and a bathochromic shift in polar solvents. The results indicate an ICT character of the excited state, with an estimated dipole moment of mu e = 7.38 D. Fluorescence (steady-state) anisotropy measurements of BTP incorporated in lipid membranes of DPPC, DOPE and Egg-PC indicate that this compound is deeply located in the lipid bilayer, feeling the difference between the rigid gel phase and fluid phases. BTP inhibits the growth of three human tumour cell lines, MCF-7 (breast adenocarcinoma), SF-268 (glioma) and NCI-H460(non-small cell lung cancer), being significantly more potent against the NCI-H460 tumour cells.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 7