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布洛芬和酮洛芬通过光致敏作用增强 UVA 诱导的细胞死亡。

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

机构信息

Institut des Sciences Analytiques, UMR 5280, Université de Lyon1 (UCBL) CNRS, ENS Lyon, Lyon, France.

Université de Lyon, ENS de Lyon, CNRS, Université Lyon 1, Laboratoire de Chimie UMR 5182, F69342, Lyon, France.

出版信息

Sci Rep. 2017 Aug 21;7(1):8885. doi: 10.1038/s41598-017-09406-8.

DOI:10.1038/s41598-017-09406-8
PMID:28827702
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5566383/
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.

摘要

非甾体 2-芳基丙酸类药物被广泛用作非处方抗炎药物。光敏感性是这些药物常见的被忽视的不良反应。基于细胞活力测定和分子建模的联合使用，我们证明并合理化了两种药物（布洛芬和酮洛芬）引发光致敏的光化学反应途径。作为其母体化合物二苯甲酮，酮洛芬在三重态多重重组时产生单线态氧。然而，布洛芬和酮洛芬光解，因此可能产生两种高反应性自由基。两种药物与 B-DNA 之间的亚稳聚集体的形成也通过分子动力学直接探测到。我们的方法描述了药物内在光化学与与 DNA 相互作用模式的耦合影响。应严格分析并合理化非甾体 2-芳基丙酸类药物的光致敏活性，因为这些药物被添加到凝胶和乳膏中用于局部使用，应采取适当的预防措施。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/171b3ceefc5d/41598_2017_9406_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/be29255eeee2/41598_2017_9406_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/7641b3feb5fb/41598_2017_9406_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/a5e5afb17620/41598_2017_9406_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/1ed1576b67c9/41598_2017_9406_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/171b3ceefc5d/41598_2017_9406_Fig8_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/be29255eeee2/41598_2017_9406_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/7641b3feb5fb/41598_2017_9406_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/a5e5afb17620/41598_2017_9406_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/1ed1576b67c9/41598_2017_9406_Fig7_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/670f/5566383/171b3ceefc5d/41598_2017_9406_Fig8_HTML.jpg

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