Discovery of A Novel Trimebutine Metabolite and its Impact on N-Desmethyltrimebutine Quantification by LC–MS/MS

References

• Paquette J-M , RufiangeM, Iovu NiculitaMet al. Safety, tolerability and pharmacokinetics of trimebutine 3-thiocarbamoyl-benzenesulfonate (GIC-1001) in a randomized Phase I integrated design study: single & multiple ascending doses, effect of food, with healthy volunteers. Clinical Therapeutics36 (11), 1650–1664 (2014).
   PubMed Web of Science ®Google Scholar
• Centers for Disease Control and Prevention . US Department of Health and Human Services2014. http://www.cdc.gov/cancer/colorectal/index.htm.
   Google Scholar
• Telford JJ , LevyAR, SambrookJCet al. The cost–effectiveness of screening for colorectal cancer. Can. Med. Assoc. J. 182, 1307–1313 (2010).
   Web of Science ®Google Scholar
• Seeff LC , RichardsTB, ShapiroJAet al. How many endoscopies are performed for colorectal cancer screening? Results from CDC’s survey of endoscopic capacity. Gastroenterology127, 1670–1677 (2004).
   PubMed Web of Science ®Google Scholar
• Cohen LB , DeleggeMH, AisenbergJet al. AGA Institute review of endoscopic sedation. Gastroenterology133 (2), 675–701 (2007).
   PubMed Web of Science ®Google Scholar
• Cohen LB , WecslerJS, GaetanoJNet al. Endoscopic sedation in the United States: results from a nationwide survey. Am. J. Gastroenterol. 101, 967–974 (2006).
   PubMed Web of Science ®Google Scholar
• Aljebreen AM , AlmadiMA, FelixWL. Sedated vs unsedated colonoscopy: A prospective study. World J. Gastroenterol. 20 (17), 5113–5118 (2014).
   PubMed Web of Science ®Google Scholar
• Triantafillidis JK , MerikasE, NikolakisDet al. Sedation in gastrointestinal endoscopy: current issues. World J Gastroenterol., 19 (4), 463–481 (2013).
   PubMed Web of Science ®Google Scholar
• Product Monograph Modulon® (trimebutine maleate) (2011). http://www.aptalispharma.com/pdf/modulon.pdf.
   Google Scholar
• Guo W , ChengZU, ZhuYZ. Hydrogen sulfide and translational medicine. Acta Pharmacol. Sin. 34, 1284–1291 (2013).
   PubMed Web of Science ®Google Scholar
• Distrutti E , CiprianiS, RengaBet al. Hydrogen sulfide induces micro opioid receptor-dependent analgesia in a rodent model of visceral pain. Mol. Pain. 6, 36 (2010).
   PubMed Web of Science ®Google Scholar
• Meunier JF , LauCK, GuayDet al. Novel sulfonate-based trimebutine salts PCT/CA2013/050178 (2013).
   Google Scholar
• Roman FJ , LanetS, HamonJet al. Pharmacological properties of trimebutine and N-monodesmethyltrimebutine. J. Pharmacol. Exp. Ther. 289 (3), 1391–1397 (1999).
   PubMed Web of Science ®Google Scholar
• Jemal M , OuyangZ, XiaYQ. Systematic LC–MS/MS bioanalytical method development that incorporates plasma phospholipids risk avoidance, usage of incurred sample and well thought-out chromatography. Biomed. Chromatogr. 24, 2–19 (2010).
   PubMed Web of Science ®Google Scholar
• Garofolo F , SavoieN, BergeronAet al. Importance of metabolite testing in regulated bioanalysis. Bioanalysis2 (7), 1171–1174 (2010).
   PubMed Web of Science ®Google Scholar
• Dicaire C , BérubéER, DumontIet al. Impact of oxcarbazepine sulfate metabolites on incurred sample reanalysis and quantification of oxcarbazepine. Bioanalysis3 (9), 973–982 (2011).
   PubMed Web of Science ®Google Scholar
• Shipkova M , SchutzE, ArmstrongVWet al. Determination of the acyl glucuronide metabolite of mycophenolic acid in human plasma by HPLC and Emit. Clin. Chem. 46, 365–372 (2000).
   PubMed Web of Science ®Google Scholar
• Jemal M , XiaYQ. The need for adequate chromatographic separation in the quantitative determination of drugs in biological samples by high performance liquid chromatography with tandem mass spectrometry. Rapid Commun. Mass Spectrom. 13, 97–106 (1999).
   Web of Science ®Google Scholar
• Yan Z , CaldwellGW, JonesWJ, MasucciJA. Cone voltage induced in-source dissociation of glucuronides in electrospray and implications in biological analyses. Rapid Commun. Mass Spectrom. 17, 1433–1442 (2003).
   PubMed Web of Science ®Google Scholar
• An G , RuszajDM, MorrisME. Interference of a sulfate conjugate in quantitative liquid chromatography/tandem mass spectrometry through in-source dissociation. Rapid Commun. Mass Spectrom. 24, 1817–1819 (2010).
   PubMed Web of Science ®Google Scholar
• Savoie N , GarofoloF, Van AmterdamPet al. White Paper on Recent Issues in Regulated Bioanalysis & Global Harmonization of Bioanalytical Guidance. Bioanalysis2 (12), 1945–1960 (2010).
   PubMed Web of Science ®Google Scholar
• Garofolo F , RocciMLJr., DumontIet al. White Paper on Recent Issues in Regulated Bioanalysis and Regulatory Findings from Audits and Inspections. Bioanalysis3 (18), 2081–2096 (2011).
   PubMed Web of Science ®Google Scholar
• DeSilva B , GarofoloF, RocciMet al. White Paper on Recent Issues in Bioanalysis and Alignment on Multiple Guidelines. Bioanalysis4 (18), 2213–2226 (2012).
   PubMed Web of Science ®Google Scholar
• Stevenson L , GarofoloF, DeSilvaBet al. White Paper on Recent Issues in Bioanalysis: ‘Hybrid’ – the best of LBA and LCMS. Bioanalysis5 (23), 2903–2918 (2013).
   PubMed Web of Science ®Google Scholar
• Miura Y , ChishimaS, TakeyamaS. Studies of metabolic pathways of trimebutine by simultaneous administration of trimebutine and its deuterium-labeled metabolite. Drug Metabol. Dispos. 17 (4), 455–462 (1989).
   PubMed Web of Science ®Google Scholar
• Fast DM , KelleyM, ViswanathanCTet al. Workshop report and follow-up – AAPS workshop on current topics in GLP bioanalysis: assay reproducibility for incurred samples – implications of Crystal City Recommendations. AAPS J. 11 (2), 238–241 (2009).
   PubMedGoogle Scholar
• US FDA, Guidance for Industry – Bioanalytical Method Validation (Draft Guidance), US FDA. http://www.fda.gov/downloads/Drugs/GuidanceComplianceRegulatoryInformation/Guidances/UCM368107.pdf.
   Google Scholar
• EMA, Guideline on Bioanalytical Method Validation, EMA. http://www.ema.europa.eu/docs/en_GB/document_library/Scientific_guideline/2011/08/WC500109686.pdf.
   Google Scholar
• Trontelj J . Quantification of glucuronide metabolites in biological matrices by LC–MS/MS. In : Tandem Mass Spectrometry – Applications and Principles. PrasainJK ( Ed), Intech, Croatia, 531–558 (2012). http://cdn.intechopen.com/pdfs-wm/29016.pdf.
   Google Scholar
• Ciotti M , LakshmiVM, BasuNet al. Glucuronidation of benzidine and its metabolites by cDNA-expressed human UDP-glucuronosyltransferases and pH stability of glucuronides. Carcinogenesis20 (10), 1963–1969 (1999).
   PubMed Web of Science ®Google Scholar
• Kaivosaari S , FinelM, KoshinenM. N-glucuronidation of drugs and other xenobiotics by human and animal UDP-glucuronosyltransferases. Xenobiotica41 (8), 652–669 (2011).
   PubMed Web of Science ®Google Scholar
• Kemper RA , HayesJR, BogdanffyMS. Metabolism: a determinant of toxicology. In : Principles and Methods of Toxicology (5th Edition). Wallace HayesA ( Ed), CRC Press, New York, US, 136–142 (2008).
   Google Scholar
• Wang H , ZhouH, HorimotoSet al. Quantitative determination of trimebutine maleate and its three metabolites in human plasma by liquid chromatography-tandem mass spectrometry. J. Chromatogr. B779, 173–187 (2002).
   PubMed Web of Science ®Google Scholar
• Jhee OH , LeeYS, ShawLMet al. Pharmacokinetic and bioequivalence evaluation of two formulations of 100 mg trimebutine maleate (Recutin™ and Polybutin™) in healthy male volunteers using the LC–MS/MS method. Clin. Chim. Acta375, 69–75 (2007).
   PubMed Web of Science ®Google Scholar
• Qin Y , ZhaoH, ZhangHet al. A novel gradient LC–MS/MS method for simultaneous determination of trimebutine maleate and its two metabolites in human plasma. Life Sci. J. 10 (1), 2840–2849 (2013).
   Google Scholar