Evaluation of pranoprofen photodegradation induced by ultraviolet-light irradiation in aqueous media
Evaluation of pranoprofen photodegradation induced by ultraviolet-light irradiation in aqueous media
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DOI：
10.1080/10826076.2020.1811728
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发表时间：
2020-08
影响因子：
1.3
通讯作者：
Kohei Kawabata;Shiori Akimoto;M. Inagaki;H. Nishi
中科院分区：
文献类型：
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作者：
Kohei Kawabata;Shiori Akimoto;M. Inagaki;H. Nishi
摘要研究了非甾体抗炎药2-芳基丙酸类化合物普拉洛芬（PP）在紫外光照射下的光降解。本文的目的是阐明聚丙烯的光稳定性和光化学行为。采用高效液相色谱法（HPLC）对聚丙烯的光降解过程及其光产物的生成进行了监测。PP完全降解后，2小时的UV照射与几个光产物的生成，确定在HPLC分析。根据电喷雾离子化液相色谱/质谱（ESI-LC/MS/MS）得到的质子化离子的质荷比（m/z）值和裂解模式，对9种PP光产物的化学结构进行了解析。在这9种PP光产物中，主要产物为7-乙酰基-5 H-[1]苯并吡喃[2，3-B]吡啶-5-酮，它是PP的最终氧化形式。提出了光降解途径，表明激发PP的氧化可能是一个初始过程。这是第一个研究显示的PP的光化学行为，这些结果允许进一步研究集中在商业片剂和其改变配方，光产品和光稳定方法的毒理学效力的PP的光稳定性。摘要摘要摘要摘要研究了普拉洛芬的光降解及其光产物的生成。采用HPLC和ESI-LC/MS/MS作为实现该目的的分析工具。紫外光照射2 h后，普拉洛芬完全降解，并产生多种光产物。多达9个光产物被检测到，并提出了它们的结构，通过检查紫外吸收和MS光谱曲线。提出了水介质中的光降解途径。
Abstract The photodegradation of pranoprofen (PP), which is a member of the 2-arylpropionic acid family of non-steroidal anti-inflammatory drugs, in aqueous media under ultraviolet light (UV) irradiation was studied herein. Our purpose is to clarify the photostability and photochemical behavior of PP. The photodegradation of PP and the generation of its photoproducts were monitored by means of high-performance liquid chromatography (HPLC). PP was degraded completely after 2 h of UV irradiation with the generation of several photoproducts identified in HPLC analysis. The chemical structures of nine PP photoproducts were elucidated based on the mass/charge ratio (m/z) values and fragmentation patterns of protonated ions obtained from electrospray ionization liquid chromatography mass spectrometry (ESI-LC/MS/MS). Among these nine PP photoproducts, the main product was 7-acetyl-5H-[1]benzopyrano[2,3-b]pyridin-5-one, which was the final oxidized form of PP. The photodegradation pathways are proposed, showing that oxidation of excited PP might be an initial process. This is the first study showing the photochemical behavior of PP, and these results allow further research focused on the photostability of PP in commercial tablets and its changed formulation, the toxicological potencies of photoproducts and photostabilization approaches. Graphical Abstract Highlights The photodegradation of pranoprofen and the generation of its photoproducts by UV irradiation were examined. HPLC and ESI-LC/MS/MS were utilized as analytical tools for achieving this purpose. Pranoprofen was degraded completely after UV irradiation for 2 h with the generation of several photoproducts. Up to nine photoproducts were detected, and their structures were proposed by examining UV absorption and MS spectral profiles. The photodegradation pathways in aqueous media were proposed.