title: Determination of AM-2201 metabolites in urine and comparison with JWH-018 abuse.
abstract: With respect to the continuous emergence of new synthetic cannabinoids on the market since 2008, evaluation of the metabolism of these compounds and the development of analytical methods for the detection of these drugs including their respective metabolites in biological fluids have become essential. Other than JWH-018 or JWH-073, AM-2201 is one of the frequently identified synthetic cannabinoids in Korea. Recently, in our laboratory, several JWH-018 metabolites have been detected in some urine samples obtained from subjects who were arrested for the possession of herbal mixtures containing only AM-2201 or from those who confessed AM-2201 abuse. In the present study, we identified major urinary metabolites of AM-2201 and several metabolites of JWH-018, i.e., N-5-hydroxylated and carboxylated metabolites from rats administered AM-2201 and found that the metabolic profile in rats was similar to those in human subjects in this study. Analytical results of the urine samples from suspects who had a considerable possibility of AM-2201 or JWH-018 intake were also compared to distinguish between AM-2201 and JWH-018 abuse. The presence of 6-indole hydroxylated metabolites of each drug and N-4-hydroxy metabolite of AM-2201 was found to contribute to the decisive differences in the metabolic patterns of the two drugs. In addition, the concentration ratio of the N-(5-hydroxypentyl) metabolite to the N-(4-hydroxypentyl) metabolite of JWH-018 may be used as a criterion to differentiate between AM-2201 and JWH-018 abuse.
authors.affiliation: National Forensic Service, 331-1 Sinwol-7-dong, Yangcheon-gu, Seoul, 158-707, Republic of Korea.
authors.forename: Moonhee
authors.initials: M
authors.lastname: Jang
authors.forename: Wonkyung
authors.initials: W
authors.lastname: Yang
authors.forename: Ilchung
authors.initials: I
authors.lastname: Shin
authors.forename: Hyeyoung
authors.initials: H
authors.lastname: Choi
authors.forename: Hyejin
authors.initials: H
authors.lastname: Chang
authors.forename: Eunmi
authors.initials: E
authors.lastname: Kim
mesh_terms: D000818:Animals; D001711:Biotransformation; D002853:Chromatography, Liquid; D006801:Humans; D013287:Illicit Drugs / Q000737:chemistry / Q000493:pharmacokinetics*; D007211:Indoles / Q000737:chemistry / Q000493:pharmacokinetics*; D008297:Male; D013058:Mass Spectrometry; D009281:Naphthalenes / Q000737:chemistry / Q000493:pharmacokinetics*; D011237:Predictive Value of Tests; D051381:Rats; D017207:Rats, Sprague-Dawley; D013329:Structure-Activity Relationship; D015813:Substance Abuse Detection / Q000379:methods*; D019966:Substance-Related Disorders / Q000175:diagnosis* / Q000652:urine*
chemical_list: C582337:1-(5-fluoropentyl)-3-(1-naphthoyl)indole; D013287:Illicit Drugs; D007211:Indoles; D009281:Naphthalenes; C552597:1-pentyl-3-(1-naphthoyl)indole