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TitleFluorescence studies on potential antitumoral heteroaryl and heteroannulated indoles in solution and in lipid membranes
Author(s)Castanheira, Elisabete M. S.
Abreu, Ana S.
Carvalho, M. Solange D.
Queiroz, Maria João R. P.
Ferreira, Paula M. T.
KeywordsHeteroaryl and heteroannulated indoles
Lipid membranes
Fluorescence anisotropy
Issue dateMay-2009
JournalJournal of Fluorescence
Citation"Journal of Fluorescence." ISSN 1053-0509. 19:3 (Maio 2009) 501-509.
Abstract(s)Fluorescence properties of three potential antitumoral compounds, a 3-(dibenzothien-4-yl)indole 1, a phenylbenzothienoindole 2 and a 3-(dibenzofur-4-yl)indole 3, were studied in solution and in lipid aggregates of dipalmitoyl phosphatidylcholine (DPPC), dioleoyl phosphatidylethanolamine (DOPE) and egg yolk phosphatidylcholine (Egg-PC). The 3-(dibenzofur-4-yl)indole 3 exhibits the higher fluorescence quantum yields in all solvents studied (0.32 ≤ ΦF ≤ 0.51). All the compounds present a solvent sensitive emission, with significant red shifts in alcohols. The results point to an ICT character of the excited state, more pronounced for compound 1. Fluorescence (steady-state) anisotropy measurements of the compounds incorporated in lipid aggregates of DPPC, DOPE and Egg-PC indicate that the three compounds are deeply located in the lipid bilayer, feeling the difference between the rigid gel phase and fluid phases.
AccessOpen access
Appears in Collections:CDF - FAMO - Artigos/Papers (with refereeing)
CDQuim - Artigos (Papers)

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