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Photobehaviour and DNA interaction of styrylquinolinium salts bearing thiophene substituents

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Abstract

A photochemical and photophysical study on three quinolinium iodides, free and complexed with DNA, was carried out by stationary and pulsed techniques. The comparison with the behaviour of pyridinium analogues pointed to a reduction in the photoisomerization yield of these compounds in favour of fluorescence and internal conversion. These quinolinium salts showed a good affinity towards salmon DNA with association constants ≈104 M−1 and a different photobehaviour when involved in the formation of ligand-DNA complexes. The drastic reduction of photoisomerization observed under excitation of 1/3-DNA complexes and accompanied by a huge increase of the fluorescence quantum yields was connected to interaction modes favouring intercalation proposed for these planar quinolinium derivatives.

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Authors and Affiliations

  1. Dipartimento di Chimica and Centro di Eccellenza sui Materiali Innovativi Nanostrutturati (CEMIN), University of Perugia, via Elce di Sotto 8, 06123, Perugia, Italy

    Alessandra Mazzoli, Benedetta Carlotti & Anna Spalletti

  2. Dipartimento di Scienze Chimiche, University of Catania, Piazza dell’Università 2, 95131, Catania, Italy

    Cosimo G. Fortuna

Authors
  1. Alessandra Mazzoli
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  2. Benedetta Carlotti
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  3. Cosimo G. Fortuna
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  4. Anna Spalletti
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Corresponding author

Correspondence to Anna Spalletti.

Additional information

Electronic supplementary information (ESI) available: Details on the DNA titrations; spectral properties of the DNA-ligand complexes. See do]10.1039/c1pp00002k

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Mazzoli, A., Carlotti, B., Fortuna, C.G. et al. Photobehaviour and DNA interaction of styrylquinolinium salts bearing thiophene substituents. Photochem Photobiol Sci 10, 973–979 (2011). https://doi.org/10.1039/c1pp00002k

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