Multiple stage MS in analysis of plasma, serum, urine and in vitro samples relevant to clinical and forensic toxicology

Bioanalysis

Volumn 8, Issue 5, 2016, Pages 457-481

  Meyer, Golo M ^a   Maurer, Hans H ^b   Meyer, Markus R ^c,d  

^a Kantonsspital   (Switzerland)

^b SAARLAND UNIVERSITY   (Germany)

^c KAROLINSKA INSTITUTE   (Sweden)

^d UNIVERSITY HOSPITAL HEIDELBERG   (Germany)

Author keywords

clinical toxicology; forensic toxicology; multistage (MSn) MS

Indexed keywords

ALCOHOL; AMFEBUTAMONE; BENZODIAZEPINE DERIVATIVE; BIOLOGICAL MARKER; BROMAZEPAM; CHLORPROTHIXENE; CLOZAPINE; COCAINE; ETHYL GLUCURONIDE; FENDILINE; FENTANYL DERIVATIVE; GLUTATHIONE; IFENPRODIL; ISOFENTANYL; LEVAMISOLE; MEFENTANYL; OCHRATOXIN; OPIATE DERIVATIVE; OXYCODONE; PENICILLIN G; PHOSPHATIDYLETHANOL; PRIMAQUINE; PROTOBERBERINE; RACLOPRIDE; RADAFAXINE; RIFABUTIN; TILIDINE; UNCLASSIFIED DRUG; UNINDEXED DRUG; VERAPAMIL; XYLAZINE; DRUG;

ALCOHOLISM; ANALYTIC METHOD; ATMOSPHERIC PRESSURE PHOTOIONIZATION; COLLISIONALLY ACTIVATED DISSOCIATION; DERIVATIZATION; DRUG ABUSE; DRUG SCREENING; DRUG STRUCTURE; EVIDENCE BASED MEDICINE; FORENSIC TOXICOLOGY; GLUCURONIDATION; HAIR ANALYSIS; HUMAN; IN VITRO STUDY; ION CURRENT; ION MOBILITY SPECTROMETRY; ION MONITORING; ION TRAP MASS SPECTROMETRY; IONIZATION; MASS SPECTROMETER; MASS SPECTROMETRY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; METABOLISM; METABOLITE; MULTI-STAGE MASS SPECTROMETRY; NONHUMAN; PLASMA; QUADRUPOLE MASS SPECTROMETRY; REVIEW; SENSITIVITY AND SPECIFICITY; SERUM; STRUCTURE ANALYSIS; TOXICITY TESTING; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; URINE; ANIMAL; BLOOD; BLOOD ANALYSIS; DEVICES; EQUIPMENT DESIGN; LIQUID CHROMATOGRAPHY; PROCEDURES; URINALYSIS;

ANIMALS; BLOOD CHEMICAL ANALYSIS; CHROMATOGRAPHY, LIQUID; EQUIPMENT DESIGN; FORENSIC TOXICOLOGY; HUMANS; MASS SPECTROMETRY; PHARMACEUTICAL PREPARATIONS; URINALYSIS;

EID: 84961212552     PISSN: 17576180     EISSN: 17576199     Source Type: Journal    
DOI: 10.4155/bio.16.15     Document Type: Review

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126. Salomonsson ML, Bondesson U, Hedeland M. Structural evaluation of the glucuronides of morphine and formoterol using chemical derivatization with 1,2-dimethylimidazole-4-sulfonyl chloride and liquid chromatography/ion trap mass spectrometry. Rapid Commun. Mass Spectrom. 22, 2685-2697 (2008).
127. Zhu X, Hayashi M, Subramanian R. Enhanced detection and characterization of glutathione-trapped reactive metabolites by pseudo-MS(3) transition using a linear ion trap mass spectrometer. Chem. Res. Toxicol. 25, 1839-1841 (2012).
128. Meyer MR, Dinger J, Schwaninger AE et al. Qualitative studies on the metabolism and the toxicological detection of the fentanyl-derived designer drugs 3-methylfentanyl and isofentanyl in rats using liquid chromatography-linear ion trap-mass spectrometry (LC-MS(n)). Anal. Bioanal. Chem. 402, 1249-1255 (2012).
129. Meyer MR, Mauer S, Meyer GMJ et al. The in vivo and in vitro metabolism and the detectability in urine of 3',4'-methylenedioxy-alpha-pyrrolidinobutyrophenone (MDPBP), a new pyrrolidinophenone-type designer drug, studied by GC-MS and LC-MSn. Drug Test. Anal. 6, 746-756 (2014).
130. Wang W, Li X, Chen Y, Hattori M. Structural elucidation of rat biliary metabolites of corynoxeine and their quantification using LC-MS(n). Biomed. Chromatogr. 28, 1219-1228 (2014).
131. Philipp AA, Wissenbach DK, Zoerntlein SW, Klein ON, Kanogsunthornrat J, Maurer HH. Studies on the metabolism of mitragynine, the main alkaloid of the herbal drug Kratom, in rat and human urine using liquid chromatography-linear ion trap mass spectrometry. J. Mass Spectrom. 44, 1249-1261 (2009).
132. Yan F, He H, Yan R. Relative determination of the alkaloid metabolites of Er Miao San in rat urine by LC-MS/MS and its application to pharmacokinetics. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 951-952, 38-43 (2014).
133. Schwaninger AE, Meyer MR, Zapp J, Maurer HH. The role of human UDP-glucuronyltransferases on the formation of the methylenedioxymethamphetamine (ecstasy) phase II metabolites R-and S-3-methoxymethamphetamine 4-O-glucuronides. Drug Metab. Dispos. 37, 2212-2220 (2009).
134. Chen G, Daaro I, Pramanik BN, Piwinski JJ. Structural characterization of in vitro rat liver microsomal metabolites of antihistamine desloratadine using LTQ-Orbitrap hybrid mass spectrometer in combination with online hydrogen/deuterium exchange HR-LC/MS. J. Mass Spectrom. 44, 203-213 (2009).
135. Philipp AA, Wissenbach DK, Weber AA et al. Use of liquid chromatography coupled to low-and high-resolution linear ion trap mass spectrometry for studying the metabolism of paynantheine, an alkaloid of the herbal drug Kratom in rat and human urine. Anal. Bioanal. Chem. 396, 2379-2391 (2010).
136. Philipp AA, Wissenbach DK, Weber AA, Zapp J, Maurer HH. Phase I and II metabolites of speciogynine, a diastereomer of the main Kratom alkaloid mitragynine, identified in rat and human urine by liquid chromatography coupled to low and high resolution linear ion trap mass spectrometry. J. Mass Spectrom. 45, 1344-1357 (2010).
137. Philipp AA, Wissenbach DK, Weber AA, Zapp J, Maurer HH. Metabolism studies of the Kratom alkaloid speciociliatine, a diastereomer of the main alkaloid mitragynine, in rat and human urine using liquid chromatography-linear ion trap mass spectrometry. Anal. Bioanal. Chem. 399, 2747-2753 (2011).
138. Philipp AA, Wissenbach DK, Weber AA, Zapp J, Maurer HH. Metabolism studies of the Kratom alkaloids mitraciliatine and isopaynantheine, diastereomers of the main alkaloids mitragynine and paynantheine, in rat and human urine using liquid chromatography-linear ion trap-mass spectrometry. J. Chromatogr. B 879, 1049-1055 (2011).
139. Prasad B, Singh S. Identification of rat urinary metabolites of rifabutin using LC-MSn and LC-HR-MS. Eur. J. Pharm. Sci. 41, 173-188 (2010).
140. Ho HP, Lee RJ, Chen CY, Wang SR, Li ZG, Lee MR. Identification of new minor metabolites of penicillin G in human serum by multiple-stage tandem mass spectrometry. Rapid Commun. Mass Spectrom. 25, 25-32 (2011).
141. Garg A, Prasad B, Takwani H, Jain M, Jain R, Singh S. Evidence of the formation of direct covalent adducts of primaquine, 2-tert-butylprimaquine (NP-96) and monohydroxy metabolite of NP-96 with glutathione and N-acetylcysteine. J Chromatogr. B Analyt. Technol. Biomed. Life Sci. 879, 1-7 (2011).
142. Ciminiello P, Dell'Aversano C, Iacovo ED et al. Unique toxin profile of a Mediterranean Ostreopsis cf. ovata strain: HR LC-MS(n) characterization of ovatoxin-f, a new palytoxin congener. Chem. Res. Toxicol. 25, 1243-1252 (2012).
143. Lavoie DS, Pailleux F, Vachon P, Beaudry F. Characterization of xylazine metabolism in rat liver microsomes using liquid chromatography-hybrid triple quadrupole-linear ion trap-mass spectrometry. Biomed. Chromatogr. 27, 882-888 (2013).
144. Meyer GMJ, Maurer HH. Qualitative metabolism assessment and toxicological detection of xylazine, a veterinary tranquilizer and drug of abuse, in rat and human urine using GC-MS, LC-MSn, and LC-HR-MSn. Anal. Bioanal. Chem. 405, 9779-9789 (2013).
145. Meyer GMJ, Meyer MR, Wissenbach DK, Maurer HH. Studies on the metabolism and toxicological detection of glaucine, an isoquinoline alkaloid from Glaucium flavum (Papaveraceae), in rat urine using GC-MS, LC-MSn and LChigh-resolution MSn. J. Mass Spectrom. 48, 24-41 (2013).
146. Welter J, Meyer MR, Wolf E, Weinmann W, Kavanagh P, Maurer HH. 2-Methiopropamine, a thiophene analogue of methamphetamine: studies on its metabolism and detectability in the rat and human using GC-MS and LC-(HR)-MS techniques. Anal. Bioanal. Chem. 405, 3125-3135 (2013).
147. Welter J, Kavanagh P, Meyer MR, Maurer HH. Benzofuran analogues of amphetamine and methamphetamine: Studies on the metabolism and toxicological analysis of 5-APB and 5-MAPB in urine and plasma using GC-MS and LC-(HR)-MSn techniques. Anal. Bioanal. Chem. 407, 1371-1388 (2015).
148. Welter J, Meyer MR, Kavanagh P, Maurer HH. Studies on the metabolism and the detectability of 4-methylamphetamine and its isomers 2-methyl-amphetamine and 3-methyl-amphetamine in rat urine using GC-MS and LC-(high-resolution)-MSn. Anal. Bioanal. Chem. 406, 1957-1974 (2014).
149. Welter J, Kavanagh P, Maurer HH. GC-MS and LC-(high-resolution)-MSn studies on the metabolic fate and detectability of camfetamine in rat urine. Anal. Bioanal. Chem. 406, 3815-3829 (2014).
150. Meyer MR, Lindauer C, Maurer HH. Dimethocaine, a synthetic cocaine derivative: studies on its in vitro metabolism catalyzed by P450s and NAT2. Toxicol. Lett. 225, 139-146 (2014).
151. Wink CSD, Meyer MR, Braun T, Turcant A, Maurer HH. Biotransformation and detectability of the designer drug 2,5-dimethoxy-4-propylphenethylamine (2C-P) studied in urine by GC-MS, LC-MSn and LC-high resolution-MSn. Anal. Bioanal. Chem. 407, 831-843 (2015).
152. Han Z, Tangni EK, Di Mavungu JD et al. In vitro glucuronidation of ochratoxin a by rat liver microsomes. Toxins (Basel) 5, 2671-2685 (2013).
153. Dunne CE, Bushee JL, Argikar UA. Metabolism of bromopride in mouse, rat, rabbit, dog, monkey, and human hepatocytes. Drug Metab. Pharmacokinet. 28, 453-461 (2013).
154. Falck E, Begrow F, Verspohl E, Wunsch B. Metabolism studies of ifenprodil, a potent GluN2B receptor antagonist. J. Pharm. Biomed. Anal. 88, 96-105 (2014).
155. Zhang J, Wang F, Cai W et al. Identification of metabolites of gardenin A in rats by combination of high-performance liquid chromatography with linear ion trap-Orbitrap mass spectrometer based on multiple data processing techniques. Biomed. Chromatogr. 29, 379-387 (2015).
156. Wohlfarth A, Castaneto MS, Zhu M et al. Pentylindole/pentylindazole synthetic cannabinoids and their 5-fluoro analogs produce different primary metabolites: metabolite profiling for AB-PINACA and 5F-AB-PINACA. AAPS. J. 17, 660-677 (2015).
157. Ramesh VN, Jhajra S, Suresh AD, Singh S. Metabolite identification studies on amiodarone in in vitro (rat liver microsomes, rat and human liver S9 fractions) and in vivo (rat feces, urine, plasma) matrices by using liquid chromatography with high-resolution mass spectrometry and multiple-stage mass spectrometry: characterization of the diquinone metabolite supposedly responsible for the drug's hepatotoxicity. Rapid Commun. Mass Spectrom. 28, 311-331 (2014).
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159. Oberacher H, Pavlic M, Libiseller K et al. On the interinstrument and inter-laboratory transferability of a tandem mass spectral reference library: 1. Results of an Austrian multicenter study. J. Mass Spectrom. 44, 485-493 (2009).
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162. Oberacher H, Weinmann W, Dresen S. Quality evaluation of tandem mass spectral libraries. Anal. Bioanal. Chem. 400, 2641-2648 (2011).
163. Champarnaud E, Hopley C. Evaluation of the comparability of spectra generated using a tuning point protocol on twelve electrospray ionisation tandem-in-space mass spectrometers. Rapid Commun. Mass Spectrom. 25, 1001-1007 (2011).
164. Oberacher H, Pitterl F, Siapi E et al. On the inter-instrument and the inter-laboratory transferability of a tandem mass spectral reference library. 3. Focus on ion trap and upfront CID. J. Mass Spectrom. 47, 263-270 (2012).
165. Mueller DM, Rentsch KM. Generation of metabolites by an automated online metabolism method using human liver microsomes with subsequent identification by LC-MS(n), and metabolism of 11 cathinones. Anal. Bioanal. Chem. 402, 2141-2151 (2012).
166. Meyer MR, Richter LHR, Maurer HH. Methylenedioxy designer drugs: mass spectrometric characterization of their glutathione conjugates by means of liquid chromatographyhigh-resolution mass spectrometry/mass spectrometry and studies on their glutathionyl transferase inhibition potency. Anal. Chim. Acta 822, 37-50 (2014).