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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Nature Portfolio
2017
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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) |
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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 |
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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 |
work_keys_str_mv |
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