Metabolism of the newly encountered designer drug α- pyrrolidinovalerophenone in humans: Identification and quantitation of urinary metabolites

Forensic Toxicology

Volumn 32, Issue 1, 2014, Pages 59-67

  Shima, Noriaki ^a   Katagi, Munehiro ^a   Kamata, Hiroe ^a   Matsuta, Shuntaro ^a   Sasaki, Keiko ^a   Kamata, Tohru ^a   Nishioka, Hiroshi ^a   Miki, Akihiro ^a   Tatsuno, Michiaki ^a   Zaitsu, Kei ^b   Ishii, Akira ^b   Sato, Takako ^c   Tsuchihashi, Hitoshi ^c   Suzuki, Koichi ^c  

^a Chuo ward   (Japan)

^b NAGOYA UNIVERSITY GRADUATE SCHOOL OF MEDICINE   (Japan)

^c OSAKA MEDICAL COLLEGE   (Japan)

Author keywords

PVP metabolism; (2 Oxo pyrrolidino)valerophenone (2 oxo PVP); 1 Phenyl 2 (pyrrolidin 1 yl)pentan 1 ol (OH PVP); Cathinone drug; LC MS MS; Urine

Indexed keywords

EID: 84895154353     PISSN: 18608965     EISSN: 18608973     Source Type: Journal    
DOI: 10.1007/s11419-013-0202-9     Document Type: Article

References (22)

1. Sauer S, Peters FT, Haas C, Meyer MR, Fritschi G, Maurer HH (2009) New designer drug α-pyrrolidinovalerophenone (PVP): studies on its metabolism and toxicological detection in rat urine using gas chromatographic/mass spectrometric techniques. J Mass Spectrom 44:952-964
2. Shin H-S, Shin Y-SO, Lee S, Park B-B (1996) Detection and identification of pyrovalerone and its hydroxylated metabolite in the rat. J Anal Toxicol 20:568-572
3. Jane MP, Lewis SN (2012) The toxicology of bath salts: a review of synthetic cathinones. J Med Toxicol 8:33-42
4. Meyer MR, Du P, Schuster F, Maurer HH (2010) Studies on the metabolism of the α-pyrrolidinophenone designer drug methylenedioxy-pyrovalerone (MDPV) in rat and human urine and human liver microsomes using GC-MS and LC-high resolution MS and its detectability in urine by GC-MS. J Mass Spectrom 45:1426-1442
5. Springer D, Fritschi G, Maurer HH (2002) Metabolism and toxicological detection of the new designer drug 4′-methyl-alpha- pyrrolidinopropiophenone in urine using gas chromatography-mass spectrometry. J Chromatogr B 773:25-33
6. Springer D, Fritschi G, Maurer HH (2003) Metabolism of the new designer drug 3′,4′-methylenedioxy-alpha-pyrrolidinopropiophenone studied in urine using gas chromatography-mass spectrometry. J Chromatogr B 793:377-388
7. Meltzer PC, Butler D, Deschamps JR, Madras BK (2006) 1-(4-Methylphenyl)- 2-pyrrolidin-1-yl-pentan-1-one (pyrovalerone) analogs: a promising class of monoamine uptake inhibitors. J Med Chem 49:1420-1432
8. Ammann D, McLaren JM, Gerostamoulos D, Beyer J (2012) Detection and quantification of new designer drugs in human blood: part 2 - designer cathinones. J Anal Toxicol 36:381-389
9. Kikura-Hanajiri R, Uchiyama N, Kawamura M, Goda Y (2013) Changes in the prevalence of synthetic cannabinoids and cathinone derivatives in Japan until early 2012. Forensic Toxicol 31:44-53
10. Namera A, Nakamoto A, Saito T, Nagao M (2011) Colorimetric detection and chromatographic analyses of designer drugs in biological materials: a comprehensive review. Forensic Toxicol 29:1-24
11. Namera A, Urabe S, Saito T, Torikoshi-Hatano A, Shiraishi H, Arima Y, Nagao M (2013) A fatal case of 3,4-methylenedioxypyrovalerone poisoning: coexistence of α-pyrrolidinobutiophenone and α- pyrrolidinovalerophenone in blood and/or hair. Forensic Toxicol 31:338-343
12. Saito T, Namera A, Osawa M, Aoki H, Inokuchi S (2013) SPME-GC-MS analysis of α-pyrrolidinovalerophenone in blood in a fatal poisoning case 31:328-332
13. Kamata HT, Shima N, Zaitsu K, Kamata T, Miki A, Nishikawa M, Katagi M, Tsuchihashi H (2006) Metabolism of the recently encountered designer drug, methylone, in humans and rats. Xenobiotica 36:709-723
14. Zaitsu K, Katagi M, Kamata HT, Kamata T, Shima N, Miki A, Tsuchihashi H, Mori Y (2009) Determination of the metabolites of the new designer drugs bk-MBDB and bk-MDEA in human urine. Forensic Sci Int 188:131-139
15. Zaitsu K, Katagi M, Tatsuno M, Sato T, Tsuchihashi H, Suzuki K (2011) Recently abused β-keto derivates of 3,4-methylenedioxyphenylalkylamines: a review of their metabolisms and toxicological analysis. Forensic Toxicol 29:73-84
16. Shima N, Katagi M, Kamata H, Matsuta S, Nakanishi K, Zaitsu K, Kamata T, Nishioka H, Miki A, Tatsuno M, Sato T, Tsuchihashi H, Suzuki K (2013) Urinary excretion and metabolism of the newly encountered designer drug 3,4-dimethylmethcathinone in humans. Forensic Toxicol 31:101-112
17. Meyer MR, Wilhelm J, Peters FT, Maurer HH (2010) Beta-keto amphetamines: studies on the metabolism of the designer drug mephedrone and toxicological detection of mephedrone, butylone, and methylone in urine using gas chromatography-mass spectrometry. Anal Bioanal Chem 397:1225-1233
18. Morita M, Ando H (1983) Analysis of methamphetamine and its metabolites in urine from a habitual user of the stimulant (in Japanese with English abstract). Eisei Kagaku 29:318-322
19. Imamura Y, Kojima Y, Higuchi T, Akita H, Oishi T, Otagiri M (1989) Stereoselective reduction of acetohexamide in cytosol of rabbit liver. J Pharmacobiodyn 12:731-735
20. 3-phenacyluridine in rabbit liver. Biol Pharm Bull 23:917-921
21. Hukkanen J, Jacob P III, Benowitz NL (2005) Metabolism and disposition kinetics of nicotine. Pharmacol Rev 57:79-115
22. Brenneisen R, Geisshüsler S, Schorno X (1986) Metabolism of cathinone to (-)-norephedrine and (-)-norpseudoephedrine. J Pharm Pharmacol 38:298-300