کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
95421 160429 2015 8 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Metabolism of the designer drug α-pyrrolidinobutiophenone (α-PBP) in humans: Identification and quantification of the phase I metabolites in urine
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Metabolism of the designer drug α-pyrrolidinobutiophenone (α-PBP) in humans: Identification and quantification of the phase I metabolites in urine
چکیده انگلیسی


• α-PBP and its phase I metabolites were identified/quantified in α-PBP users’ urine.
• Metabolic pathways of α-PBP were reduction of ketone and oxidation of pyrrolidine.
• Metabolism of α-PBP was discussed compared to that of other cathinones.

Urinary phase I metabolites of α-pyrrolidinobutiophenone (α-PBP) in humans were investigated by analyzing urine specimens obtained from drug abusers. Unequivocal identification and accurate quantification of major metabolites were realized using gas chromatography–mass spectrometry and liquid chromatography–tandem mass spectrometry with newly synthesized authentic standards. Two major phase I metabolic pathways were revealed: (1) reduction of the ketone group to 1-phenyl-2-(pyrrolidin-1-yl)butan-1-ol (OH-α-PBP, diastereomers) partly followed by conjugation to its glucuronide and (2) oxidation at the 2″-position of the pyrrolidine ring to α-(2″-oxo-pyrrolidino)butiophenone (2″-oxo-α-PBP) via the putative intermediate α-(2″-hydroxypyrrolidino)butiophenone (2″-OH-α-PBP). Of the phase I metabolites retaining the structural characteristics of the parent drug, OH-α-PBP was the most abundant in all specimens examined.Comparison of the phase I metabolism of α-PBP and α-pyrrolidinovalerophenone (α-PVP) suggested a relationship between the aliphatic side chain length and the metabolic pathways in α-pyrrolidinophenones: the shorter aliphatic side chain (1) led to more extensive metabolism via reduction of the ketone group than via the oxidation at the 2″-position of the pyrrolidine ring and (2) influenced the isomeric ratio of a pair of diastereomers.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Forensic Science International - Volume 249, April 2015, Pages 181–188
نویسندگان
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