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|Title:||Fluorescence 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.
|Keywords:||Heteroaryl and heteroannulated indoles|
|Journal:||Journal 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.|
|Appears in Collections:||CDF - FAMO - Artigos/Papers (with refereeing)|
CDQuim - Artigos (Papers)
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