Pennanen K, Kotiaho T, Huikko K, Kostiainen R
Division of Pharmaceutical Chemistry, Department of Pharmacy, PO Box 56, FIN-00014, University of Helsinki, Helsinki, Finland.
J Mass Spectrom. 2001 Jul;36(7):791-7. doi: 10.1002/jms.180.
The products of oxycodone oxidized by ozone were characterized by electrospray ionization-tandem mass spectrometry (ESI--MS/MS). Liquid Chromatography(LC)--MS analyses revealed that the main constituents in the oxidation reaction mixture included the protonated molecules m/z 316, corresponding to oxycodone, and m/z 332, m/z 348, m/z 366, corresponding to the oxidation products. ESI--MS/MS and MS(n) spectra were used to study oxycodone fragmentation in detail and to characterize the structures of oxidation products. The results show that the oxidation products were formed by addition of one or two oxygen atoms or by addition of three oxygen and two hydrogen atoms to oxycodone. The fragmentation of the oxidation products also shows that the aromatic ring oxidizes due to rupture of the C-3--C-4 bond during product formation.
通过电喷雾电离串联质谱（ESI-MS/MS）对经臭氧氧化的羟考酮产物进行了表征。液相色谱（LC）-MS分析表明，氧化反应混合物中的主要成分包括质子化分子m/z 316（对应羟考酮）以及m/z 332、m/z 348、m/z 366（对应氧化产物）。利用ESI-MS/MS和MS(n)光谱详细研究了羟考酮的碎片化情况，并对氧化产物的结构进行了表征。结果表明，氧化产物是通过向羟考酮添加一个或两个氧原子，或添加三个氧原子和两个氢原子而形成的。氧化产物的碎片化情况还表明，在产物形成过程中，由于C-3-C-4键的断裂，芳香环发生了氧化。
