Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 11, 2014
Previous Article Next Article

Luminescent alkynyl-gold(i) coumarin derivatives and their biological activity

Author affiliations

Abstract

The synthesis and characterization of three propynyloxycoumarins are reported in this work together with the formation of three different series of gold(I) organometallic complexes. Neutral complexes are constituted by water soluble phosphines (PTA and DAPTA) which confer water solubility to them. The X-ray crystal structure of 7-(prop-2-in-1-yloxy)-1-benzopyran-2-one and its corresponding dialkynyl complex is also shown and the formation of rectangular dimers for the gold derivative in the solid state can be observed. A detailed analysis of the absorption and emission spectra of both ligands and complexes allows us to attribute the luminescent behaviour to the coumarin organic ligand. Moreover, the presence of the gold(I) metal atom seems to be responsible for an increase of coumarin phosphorescence emission. The biological activity of the complexes showed that the anionic complexes triggered strong cytotoxic effects in two different cell lines whereas the neutral gold alkynyl complexes led to lower effects against tumor cell growth. Thioredoxin reductase (TrxR) inhibition was very strong in the case of the neutral complexes (IC50 values below 0.1 μM) but moderate for the anionic complexes (IC50 values above 0.8 μM).

Graphical abstract: Luminescent alkynyl-gold(i) coumarin derivatives and their biological activity

Back to tab navigation

Supplementary files

Article information


Submitted
19 Sep 2013
Accepted
16 Nov 2013
First published
19 Nov 2013

Dalton Trans., 2014,43, 4426-4436
Article type
Paper

Luminescent alkynyl-gold(I) coumarin derivatives and their biological activity

J. Arcau, V. Andermark, E. Aguiló, A. Gandioso, A. Moro, M. Cetina, J. C. Lima, K. Rissanen, I. Ott and L. Rodríguez, Dalton Trans., 2014, 43, 4426
DOI: 10.1039/C3DT52594E

Social activity

Search articles by author

Spotlight

Advertisements