Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process

Abstract Nonsteroidal 2-arylproprionic acids are widely used, over-the-counter, anti-inflammatory drugs. Photosensitivity is a commonly overlooked adverse effect of these drugs. Based on the combined use of cell viability assays and molecular modeling, we prove and rationalize the photochemical path...

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Autores principales: Emmanuelle Bignon, Marco Marazzi, Vanessa Besancenot, Hugo Gattuso, Guillaume Drouot, Christophe Morell, Leif A. Eriksson, Stephanie Grandemange, Elise Dumont, Antonio Monari
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Publicado: Nature Portfolio 2017
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Acceso en línea:https://doaj.org/article/8cd0d36efdfe450e87b6420ae1b08cf9
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spelling oai:doaj.org-article:8cd0d36efdfe450e87b6420ae1b08cf92021-12-02T12:32:06ZIbuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process10.1038/s41598-017-09406-82045-2322https://doaj.org/article/8cd0d36efdfe450e87b6420ae1b08cf92017-08-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-09406-8https://doaj.org/toc/2045-2322Abstract Nonsteroidal 2-arylproprionic acids are widely used, over-the-counter, anti-inflammatory drugs. Photosensitivity is a commonly overlooked adverse effect of these drugs. Based on the combined use of cell viability assays and molecular modeling, we prove and rationalize the photochemical pathways triggering photosensitization for two drugs, ibuprofen and ketoprofen. As its parent compound benzophenone, ketoprofen produces singlet oxygen, upon triplet manifold population. However, ibuprofen and ketoprofen photodissociate and hence may generate two highly reactive radicals. The formation of metastable aggregates between the two drugs and B-DNA is also directly probed by molecular dynamics. Our approach characterizes the coupled influence of the drug’s intrinsic photochemistry and the interaction pattern with DNA. The photosensitization activity of nonsteroidal 2-arylproprionic acids, being added to gels and creams for topical use, should be crucially analyzed and rationalized to enact the proper preventive measures.Emmanuelle BignonMarco MarazziVanessa BesancenotHugo GattusoGuillaume DrouotChristophe MorellLeif A. ErikssonStephanie GrandemangeElise DumontAntonio MonariNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-10 (2017)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Emmanuelle Bignon
Marco Marazzi
Vanessa Besancenot
Hugo Gattuso
Guillaume Drouot
Christophe Morell
Leif A. Eriksson
Stephanie Grandemange
Elise Dumont
Antonio Monari
Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process
description Abstract Nonsteroidal 2-arylproprionic acids are widely used, over-the-counter, anti-inflammatory drugs. Photosensitivity is a commonly overlooked adverse effect of these drugs. Based on the combined use of cell viability assays and molecular modeling, we prove and rationalize the photochemical pathways triggering photosensitization for two drugs, ibuprofen and ketoprofen. As its parent compound benzophenone, ketoprofen produces singlet oxygen, upon triplet manifold population. However, ibuprofen and ketoprofen photodissociate and hence may generate two highly reactive radicals. The formation of metastable aggregates between the two drugs and B-DNA is also directly probed by molecular dynamics. Our approach characterizes the coupled influence of the drug’s intrinsic photochemistry and the interaction pattern with DNA. The photosensitization activity of nonsteroidal 2-arylproprionic acids, being added to gels and creams for topical use, should be crucially analyzed and rationalized to enact the proper preventive measures.
format article
author Emmanuelle Bignon
Marco Marazzi
Vanessa Besancenot
Hugo Gattuso
Guillaume Drouot
Christophe Morell
Leif A. Eriksson
Stephanie Grandemange
Elise Dumont
Antonio Monari
author_facet Emmanuelle Bignon
Marco Marazzi
Vanessa Besancenot
Hugo Gattuso
Guillaume Drouot
Christophe Morell
Leif A. Eriksson
Stephanie Grandemange
Elise Dumont
Antonio Monari
author_sort Emmanuelle Bignon
title Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process
title_short Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process
title_full Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process
title_fullStr Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process
title_full_unstemmed Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process
title_sort ibuprofen and ketoprofen potentiate uva-induced cell death by a photosensitization process
publisher Nature Portfolio
publishDate 2017
url https://doaj.org/article/8cd0d36efdfe450e87b6420ae1b08cf9
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