Photochemical behavior of the drug atorvastatin in water

Analyzing transformation products of synthetic chemicals

“…The 1 H-and 13 C-NMR spectra of the photoproduct 1 and comparison with the spectral data for atorvastatin revealed the presence of the following functionalities: three carbonyl groups, one quaternary sp 3 -carbon, three aliphatic methines (the first two bearing oxygen), four aliphatic methylene carbons, two methyls, two quaternary sp 2 -carbons, two monosubstituted aromatic rings, and one disubstituted aromatic ring. These correlations were consistent with the structure of photoproduct 1 (the formation of a lactam ring and the fluor-substituted-aryl shift from the parent compound) [14].…”

“…The combination of MALDI-ToF-MS, NMR, and UV detection was reported [14] for the characterization of four photoproducts of atorvastatin in water. This compound, a blood lipid regulator, is one of the most prescribed drugs in the USA and Europe [15].…”

Photoinduced Interaction of Atorvastatin with Acetophenone

“…Similar products, phenanthrene-like compounds, were earlier described in the literature in the case of the direct photolysis of ATR [19]. According to the reference data, the products of the direct photolysis of ATR strongly depend on the wavelengths of the irradiation and the presence of oxygen [18,19]. There is no any degradation processes taking place when irradiation experiment is performed under the argon atmosphere with 150 W xenon lamp or ATR was exposed to sunlight [18].…”

“…The interaction of ATR with oxygen also has been investigated. It was shown that ATR undergoes a self-sensitized photooxygenation under the sunlight and ultraviolet (UV) irradiation [18,19].…”

Mechanistic Studies on the Phototoxicity of Rosuvastatin, Itraconazole and Imatinib

“…This statin agent of the second generation is one of the most frequently prescribed drugs in the United States and in Europe. Natural sunlight irradiation of ATV aqueous solution leads mainly to a photoproduct resulting from oxidation of the pyrrole ring and cyclization of the stilbene-like structure of ATV to form the phenanthrene derivative ppATV (Figure 1.10) [21].…”