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Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process
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 trig...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5566383/ https://www.ncbi.nlm.nih.gov/pubmed/28827702 http://dx.doi.org/10.1038/s41598-017-09406-8 |
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author | Bignon, Emmanuelle Marazzi, Marco Besancenot, Vanessa Gattuso, Hugo Drouot, Guillaume Morell, Christophe Eriksson, Leif A. Grandemange, Stephanie Dumont, Elise Monari, Antonio |
author_facet | Bignon, Emmanuelle Marazzi, Marco Besancenot, Vanessa Gattuso, Hugo Drouot, Guillaume Morell, Christophe Eriksson, Leif A. Grandemange, Stephanie Dumont, Elise Monari, Antonio |
author_sort | Bignon, Emmanuelle |
collection | PubMed |
description | 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 | Online Article Text |
id | pubmed-5566383 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-55663832017-08-23 Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process Bignon, Emmanuelle Marazzi, Marco Besancenot, Vanessa Gattuso, Hugo Drouot, Guillaume Morell, Christophe Eriksson, Leif A. Grandemange, Stephanie Dumont, Elise Monari, Antonio Sci Rep Article 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. Nature Publishing Group UK 2017-08-21 /pmc/articles/PMC5566383/ /pubmed/28827702 http://dx.doi.org/10.1038/s41598-017-09406-8 Text en © The Author(s) 2017 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Bignon, Emmanuelle Marazzi, Marco Besancenot, Vanessa Gattuso, Hugo Drouot, Guillaume Morell, Christophe Eriksson, Leif A. Grandemange, Stephanie Dumont, Elise Monari, Antonio Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process |
title | 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_short | 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 |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5566383/ https://www.ncbi.nlm.nih.gov/pubmed/28827702 http://dx.doi.org/10.1038/s41598-017-09406-8 |
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