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Correlations between electrochemical behaviors and DNA photooxidative properties of non-steroïdal anti-inflammatory drugs and their photoproducts

Michaud, Sandra and Hajj, Viviane and Latapie , Laure and Noirot, Arielle and Sartor, Valérie and Fabre, Paul-Louis and Chouini-Lalanne, Nadia Correlations between electrochemical behaviors and DNA photooxidative properties of non-steroïdal anti-inflammatory drugs and their photoproducts. (2012) Journal of Photochemistry and Photobiology B Biology, vol. 110 . pp. 34-42. ISSN 1011-1344

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Official URL: http://dx.doi.org/10.1016/J.JPHOTOBIOL.2012.02.007

Abstract

Alkali-labile lesion to DNA photosensitized, via an electron transfer mechanism, by three non-steroidalanti-inflammatorydrugs (NSAIDs), ketoprofen, tiaprofenic acid and naproxen and their photoproducts during drug photolysis, was investigated using 32P-end labelled synthetic oligonucleotide. These photooxidative damages were correlated with the photophysical and electrochemicalproperties of drugs, appearing as the photosensitizer PS. Photophysical studies provided the excited state energies of the photosensitizer while their redox potentials and the relative stabilities of the PSradical dot− radical-anions were determined by cyclic voltammetry. On the basis of these data, we have calculated the Gibbs energy of photoinduced electron-transfer and evaluated the exergonicity of the oxidative photodamage. Moreover, kinetic control may be invoked according to the stabilities of PSradical dot−. Applied to this NSAIDs family, the photoxidative damages through electron transfer mechanism were analyzed and a good correlation with photoredox and photobiological properties was established.

Item Type:Article
Additional Information:Thanks to Elsevier editor. The definitive version is available at http://www.sciencedirect.com The original PDF of the article can be found at : http://www.sciencedirect.com/science/article/pii/S1011134412000310
Audience (journal):International peer-reviewed journal
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Institution:French research institutions > Centre National de la Recherche Scientifique - CNRS
Université de Toulouse > Institut National Polytechnique de Toulouse - INPT
Université de Toulouse > Université Paul Sabatier-Toulouse III - UPS
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Deposited By:Audrey LEFEVRE

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