Urinary metabolites and metabolic pathways of three analogues of 1-phenyl-2-(pyrrolidine-1-yl)pentan-1-one (α-PVP) in humans

Abstract

本論文の内容は，日本法科学技術学会第20回学術集会発表（平成26年11月）において奨励賞を受賞した． 77法科学技術， 22(2)， 77-90(2017) -原著-1  Phenyl  2  ( pyrrolidin  1  yl ) pentan  1  one (a PVP ）の種の類縁化合物の ヒトにおける尿中代謝物及び代謝経路 Three analogues of 1 phenyl 2 (pyrrolidin 1 yl)pentan 1 one (a PVP), 1 (4 ‰uorophenyl) 2 (pyrolidin 1 yl)pentan 1 one (4F a PVP), 1 (4 methoxyphenyl) 2 (pyrrolidin 1 yl)pentan 1 one (4MeO a PVP) and 2 (pyrrolidin 1 yl) 1 (thiophen 2 yl)pentan 1 one (a PVT), and their metabolites were determined in users' urine by liquid chromatography-tandem mass spectrometry using newly synthesized authentic standards. The identiˆed metabolites indicated that metabolic pathways of three a PVP analogues include the reduction of the carbonyl group to the corresponding alcohols and the oxidation of the pyrrolidine ring to the corresponding pyrrolidone, and 4MeO a PVP and a PVT have additional metabolic pathways of the O demethylation and the oxidation of thienyl group respectively. The quantitative analyses of the urinary metabolites suggested that the main metabolic pathways of these a pyrrolidinophenones (PPs) derivatives could vary largely depending on the aromatic rings or substituent groups on the aromatic ring of PPs.