Phototransformation of the drug rivastigmine: Photoinduced cleavage of benzyl-nitrogen sigma bond

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• 作者：Fabio Temussi^a ; Monica Passananti^a ; Lucio Previtera^a ; Maria Rosaria Iesce^a ; ^{iesce@unina.it} ; Marcello Brigante^b ; ^c ; Gilles Mailhot^b ; ^c ; Marina DellaGreca^a
• 关键词：Drug ; Benzylic amines ; Photooxidation ; Electron transfer ; Laser flash photolysis
• 刊名：Journal of Photochemistry and Photobiology A ; Chemistry
• 出版年：2012
• 期刊代码：66_10106030
• 类别：ch
• 出版时间：1 July, 2012
• 卷：239
• 期：Complete
• 页码：1-6
• 文件大小：458 K

摘要

The photochemical behaviour of rivastigmine has been investigated under UV-B irradiation by HPLC and NMR. Kinetic data have been obtained irradiating aqueous solutions (5 脳 10^鈭? M). For mechanistic purposes and products studies irradiation has also been carried out on concentrated solutions (1 脳 10^鈭? M) in water/acetonitrile, acetonitrile, methanol, methanol/acetonitrile, in the presence and absence of oxygen. Photoproducts, isolated by chromatographic processes, have been identified by spectroscopic means. Photochemical cleavage of the benzyl-nitrogen bond occurs and leads to radical-derived and, mainly, ion-derived products. Mechanistic pathways have been hypothesised on the basis of both steady-state irradiation and laser flash photolysis experiments.