In vitro stability of free and glucuronidated cannabinoids in urine following controlled smoked cannabis

Analytical and Bioanalytical Chemistry

Volumn 406, Issue 3, 2014, Pages 785-792

  Desrosiers, Nathalie A ^a,b   Lee, Dayong ^a,b   Scheidweiler, Karl B ^a   Concheiro Guisan, Marta ^a   Gorelick, David A ^a   Huestis, Marilyn A ^a  

^a NATIONAL INSTITUTE ON DRUG ABUSE   (United States)

^b UNIVERSITY OF MARYLAND   (United States)

Author keywords

Cannabinoids; Glucuronide; Stability; Urine

Indexed keywords

11 NOR DELTA(9) TETRAHYDROCANNABINOL 9 CARBOXYLIC ACID; 11-NOR-DELTA(9)-TETRAHYDROCANNABINOL-9-CARBOXYLIC ACID; CANNABINOID; DRONABINOL; DRUG DERIVATIVE; GLUCURONIDE;

ADULT; ARTICLE; CANNABIS SMOKING; CHEMISTRY; DRUG STABILITY; FEMALE; HUMAN; MALE; METHODOLOGY; PH; SUBSTANCE ABUSE; TIME; URINALYSIS; URINE;

ADULT; CANNABINOIDS; DRONABINOL; DRUG STABILITY; FEMALE; GLUCURONIDES; HUMANS; HYDROGEN-ION CONCENTRATION; MALE; MARIJUANA SMOKING; SUBSTANCE ABUSE DETECTION; TIME FACTORS; URINALYSIS;

EID: 84894903499     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-013-7524-7     Document Type: Article

References (29)

1. United Nations Office on Drugs and Crime (UNODC) (2013) World Drug Report 2013. http://www.unodc.org/unodc/secured/wdr/wdr2013/World-Drug-Report-2013. pdf. Accessed 21 September 2013
2. Substance Abuse and Mental Health Services Administration (2012) Results from the 2011 National Survey on Drug Use and Health: Summary of National Findings. NSDUH Series H-44. U.S. Department of Health and Human Services, Rockville. http://www.samhsa.gov/data/NSDUH/2012SummNatFindDetTables/ NationalFindings/NSDUHresults2012.htm. Accessed 21 September 2013.
3. Drummer OH, Kourtis I, Beyer J, Tayler P, Boorman M, Gerostamoulos D (2012) The prevalence of drugs in injured drivers. Forensic Sci Int 215:14-17
4. Lacey JH, Kelley-Baker T, Furr-Holden D, Voas RB, Romano E, Ramirez A, Brainard K, Moore C, Torres P, Berning A (2009) 2007 National Roadside Survey of Alcohol and Drug Use by Drivers: Drug Results. National Highway Traffic Safety Administration Office of Behavioral Safety Research. http://www.nhtsa.gov/ Driving+Safety/Research+&+Evaluation/ci. 2007+National+Roadside+Survey+of+Alcohol+and+Drug+Use+by+Drivers.print. Accessed 21 September 2013.
5. Mazur A, Lichti CF, Prather PL, Zielinska AK, Bratton SM, Gallus-Zawada A, Finel M, Miller GP, Radomińska-Pandya A, Moran JH (2009) Characterization of Human Hepatic and Extrahepatic UDP-Glucuronosyltransferase Enzymes Involved in the Metabolism of Classic Cannabinoids. Drug Metab Dispos 37(7):1496-1504
6. Lowe R, Abraham T, Darwin W, Herning R, Cadet J, Huestis M (2009) Extended Urinary delta 9 Tetrahydrocannabinol Excretion in Chronic Cannabis Users Precludes Use as a Biomarker of New Drug Exposure. Drug Alcohol Depen 105(1-2):24-32
7. Goodwin RS, Darwin WD, Chiang CN, Shih M, Li S-H, Huestis MA (2008) Urinary Elimination of 11-Nor-9-Carboxy-D9-tetrahydrocannabinol in Cannabis Users During Continuously Monitored Abstinence. J Anal Toxicol 32(8):562-566
8. Smith ML, Barnes AJ, Huestis MA (2009) Identifying New Cannabis Use with Urine Creatinine-Normalized THCCOOH Concentrations and Time Intervals Between Specimen Collections. J Anal Toxicol 33(4):185-189
9. Schwilke EW, Gullberg RG, Darwin WD, Chiang CN, Cadet JL, Gorelick DA, Pope HG, Huestis MA (2011) Differentiating new cannabis use from residual urinary cannabinoid excretion in chronic, daily cannabis users. Addiction 106(3):499-506
10. Daldrup T, Meininger I (1998) In: Berghaus G, Kruger HP (eds) Cannabis im Strassenverkehr. Gustav Fischer Verlag, Stuttgart
11. Skopp G, Pötsch L, Ganßmann B, Mauden M, Richter B, Aderjan R, Mattern R (1999) Freie und glucuronidierte Cannabinoide im Urin - Untersuchungen zur Einschätzung des Konsumverhaltens. Rechtsmedizin 10(1):21-28
12. Jung J, Kempf J, Mahler H, Weinmann W (2007) Detection of Delta9-tetrahydrocannabinolic acid A in human urine and blood serum by LC-MS/MS. J Mass Spectrom 42(3):354-360
13. Mareck U, Haenelt N, Geyer H, Guddat S, Kamber M, Brenneisen R, Thevis M, Schänzer W (2009) Temporal indication of cannabis use by means of THC glucuronide determination. Drug Test Anal 1(11-12):505-510
14. Blanc JA, Manneh VA, Ernst R, Berger DE, de Keczer SA, Chase C, Centofanti JM, DeLizza AJ (1993) Adsorption losses from urine-based cannabinoid calibrators during routine use. Clin Chem 39:1705-1717
15. Roth KDW, Siegel NA, Johnson RW, Litauszki L, Salvati L Jr, Harrington CA, Wray LK (1996) Investigation of the effects of solution composition and container material type on the loss of 11-nor-delta-9-THC-9-carboxylic acid. J Anal Toxicol 20:291-300
16. Stout PR, Horn CK, Lesser DR (2000) Loss of THCCOOH from urine specimens stored in polypropylene and polyethylene containers at different temperatures. J Anal Toxicol 24(7):567-571
17. Jamerson MH, McCue JJ, Klette KL (2005) Urine pH, container composition, and exposure time influence adsorptive loss of 11-nor-delta9- tetrahydrocannabinol-9-carboxylic acid. J Anal Toxicol 29(7):627-631
18. Dugan S, Bogema S, Schwartz RW, Lappas NT (1994) Stability of drugs of abuse in urine samples stored at -20 degrees. J Anal Toxicol 18(7):391-396
19. Golding Fraga S, Diaz-Flores Estevez J, Diaz Romero C (1998) Stability of cannabinoids in urine in three storage temperatures. Ann Clin Lab Sci 28(3):160-162
20. Romberg RW, Past MR (1994) Reanalysis of forensic urine specimens containing benzoylecgonine and THC-COOH. J Forensic Sci 39:479-485
21. Skopp G, Potsch L (2002) Stability of 11-nor-delta(9)-carboxy- tetrahydrocannabinol glucuronide in plasma and urine assessed by liquid chromatography-tandem mass spectrometry. Clin Chem 48(2):301-306
22. Skopp G, Potsch L (2004) An investigation of the stability of free and glucuronidated 11-nor-delta-9-tetrahydrocannabinol-9-carboxylic acid in authentic urine samples. J Ana Toxicol 28:35-40
23. Felli M, Martello S, Chiarotti M (2011) LC-MS-MS method for simultaneous determination of THCCOOH and THCCOOH-glucuronide in urine: Application to workplace confirmation tests. Forensic Sci Int 204(1-3):67-73
24. Scheidweiler KB, Desrosiers NA, Huestis MA (2012) Simultaneous quantification of free and glucuronidated cannabinoids in human urine by liquid chromatography tandem mass spectrometry. Clin Chim Acta 413(23-24):1839-1847
25. Scheidweiler KB, Schwope DM, Karschner EL, Desrosiers NA, Gorelick DA, Huestis MA (2013) In Vitro Stability of Free and Glucuronidated Cannabinoids in Blood and Plasma Following Controlled Smoked Cannabis. Clin Chem 59:1108-1117
26. Faed EM (1984) Properties of acyl glucuronides: implications for studies of the pharmacokinetics and metabolism of acidic drugs. Drug Metab Rev 15(5-6):1213-1249
27. Shipkova M, Armstrong VW, Oellerich M, Wieland E (2003) Acyl glucuronide drug metabolites: toxicological and analytical implications. Ther Drug Monit 25(1):1-16
28. Robertson LW, Koh SW, Huff SR, Malhotra RK, Ghosh A (1978) Microbiological oxidation of the pentyl side chain of cannabinoids. Experientia 34(8):1020-1022
29. Abraham TT, Lowe RH, Pirnay SO, Darwin WD, Huestis MA (2007) Simultaneous GC-EI-MS determination of delta9-tetrahydrocannabinol, 11-hydroxy-delta9- tetrahydrocannabinol, and 11-nor-9-carboxy-delta9-tetrahydrocannabinol in human urine following tandem enzyme-alkaline hydrolysis. J Anal Toxicol 31(8):477-485