Qualitative and quantitative mass spectrometry imaging of drugs and metabolites in tissue at therapeutic levels

Histochemistry and Cell Biology

Volumn 140, Issue 2, 2013, Pages 93-104

  Sun, Na ^a   Walch, Axel ^a  

^a INSTITUTE OF EPIDEMIOLOGY   (Germany)

Author keywords

Drug; High resolution; In situ; Mass spectrometry imaging; Metabolite; Quantitation

Indexed keywords

3,4 METHYLENEDIOXYMETHAMPHETAMINE; CHLORISONDAMINE; CLOZAPINE; COCAINE; DONEPEZIL; DRUG; DRUG METABOLITE; FOSDEVIRINE; IMATINIB; IPRATROPIUM BROMIDE; IRINOTECAN; LAPATINIB; MOXIFLOXACIN; OCTREOTIDE; OLANZAPINE; PROPRANOLOL; PROSTAGLANDIN E SYNTHASE 1; RACLOPRIDE; RESERPINE; TERFENADINE; TIOTROPIUM BROMIDE; TRITERPENE DERIVATIVE;

AUTORADIOGRAPHY; CLINICAL RESEARCH; DRUG DEVELOPMENT; DRUG SPECIFICITY; DRUG TISSUE LEVEL; FLUORESCENCE IMAGING; HISTOPATHOLOGY; HUMAN; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MOLECULAR WEIGHT; NONHUMAN; PHYSICAL CHEMISTRY; POSITRON EMISSION TOMOGRAPHY; PRIORITY JOURNAL; QUALITATIVE MASS SPECTROMETRY; QUANTITATIVE MASS SPECTROMETRY; REVIEW; SIGNAL DETECTION; TANDEM MASS SPECTROMETRY; THERAPY EFFECT; TIME OF FLIGHT MASS SPECTROMETRY; ANIMAL; MEDICAL RESEARCH; METABOLISM; TISSUE DISTRIBUTION;

ANIMALS; BIOMEDICAL RESEARCH; DRUG DISCOVERY; HUMANS; MASS SPECTROMETRY; PHARMACEUTICAL PREPARATIONS; TISSUE DISTRIBUTION;

EID: 84881223277     PISSN: 09486143     EISSN: 1432119X     Source Type: Journal    
DOI: 10.1007/s00418-013-1127-4     Document Type: Review

References (55)

1. Atkinson SJ, Loadman PM, Sutton C, Patterson LH, Clench MR (2007) Examination of the distribution of the bioreductive drug AQ4N and its active metabolite AQ4 in solid tumours by imaging matrix-assisted laser desorption/ionisation mass spectrometry. Rapid Commun Mass Spectrom 21(7):1271-1276. doi: 10.1002/rcm.2952
2. Balluff B, Rauser S, Ebert MP, Siveke JT, Hofler H, Walch A (2012) Direct molecular tissue analysis by MALDI imaging mass spectrometry in the field of gastrointestinal disease. Gastroenterology 143(3):544-549 e541-542. doi: 10.1053/j.gastro.2012.07.022
3. Castellino S, Groseclose MR, Wagner D (2011) MALDI imaging mass spectrometry: bridging biology and chemistry in drug development. Bioanalysis 3(21):2427-2441. doi: 10.4155/bio.11.232
4. Castellino S, Groseclose MR, Sigafoos J, Wagner D, de Serres M, Polli JW, Romach E, Myer J, Hamilton B (2013) Central nervous system disposition and metabolism of Fosdevirine (GSK2248761), a non-nucleoside reverse transcriptase inhibitor: an LC-MS and Matrix-assisted laser desorption/ionization imaging MS investigation into central nervous system toxicity. Chem Res Toxicol 26(2):241-251. doi: 10.1021/tx3004196
5. Chen J, Hsieh Y, Knemeyer I, Crossman L, Korfmacher WA (2008) Visualization of first-pass drug metabolism of terfenadine by MALDI-imaging mass spectrometry. Drug Metab Lett 2(1):1-4
6. Cornett DS, Frappier SL, Caprioli RM (2008) MALDI-FTICR imaging mass spectrometry of drugs and metabolites in tissue. Anal Chem 80(14):5648-5653. doi: 10.1021/ac800617s
7. Drexler DM, Garrett TJ, Cantone JL, Diters RW, Mitroka JG, Prieto Conaway MC, Adams SP, Yost RA, Sanders M (2007) Utility of imaging mass spectrometry (IMS) by matrix-assisted laser desorption ionization (MALDI) on an ion trap mass spectrometer in the analysis of drugs and metabolites in biological tissues. J Pharmacol Toxicol Methods 55(3):279-288. doi: 10.1016/j.vascn.2006.11.004
8. Goldshaid L, Rubinstein E, Brandis A, Segal D, Leshem N, Brenner O, Kalchenko V, Eren D, Yecheskel T, Salitra Y, Salomon Y, Scherz A (2010) Novel design principles enable specific targeting of imaging and therapeutic agents to necrotic domains in breast tumors. Breast Cancer Res 12(3):R29. doi: 10.1186/bcr2579
9. Goodwin RJ, Pitt AR (2010) Mass spectrometry imaging of pharmacological compounds in tissue sections. Bioanalysis 2(2):279-293. doi: 10.4155/bio.09.180
10. Goodwin RJ, Scullion P, Macintyre L, Watson DG, Pitt AR (2010) Use of a solvent-free dry matrix coating for quantitative matrix-assisted laser desorption ionization imaging of 4-bromophenyl-1,4-diazabicyclo(3.2.2)nonane-4- carboxylate in rat brain and quantitative analysis of the drug from laser microdissected tissue regions. Anal Chem 82(9):3868-3873. doi: 10.1021/ac100398y
11. Greer T, Sturm R, Li L (2011) Mass spectrometry imaging for drugs and metabolites. J Proteomics 74(12):2617-2631. doi: 10.1016/j.jprot.2011.03.032
12. Hamm G, Bonnel D, Legouffe R, Pamelard F, Delbos JM, Bouzom F, Stauber J (2012) Quantitative mass spectrometry imaging of propranolol and olanzapine using tissue extinction calculation as normalization factor. J Proteomics 75(16):4952-4961. doi: 10.1016/j.jprot.2012.07.035
13. Hankin JA, Barkley RM, Murphy RC (2007) Sublimation as a method of matrix application for mass spectrometric imaging. J Am Soc Mass Spectrom 18(9):1646-1652. doi: 10.1016/j.jasms.2007.06.010
14. Hopfgartner G, Varesio E, Stoeckli M (2009) Matrix-assisted laser desorption/ionization mass spectrometric imaging of complete rat sections using a triple quadrupole linear ion trap. Rapid Commun Mass Spectrom 23(6):733-736. doi: 10.1002/rcm.3934
15. Hsieh Y, Casale R, Fukuda E, Chen J, Knemeyer I, Wingate J, Morrison R, Korfmacher W (2006) Matrix-assisted laser desorption/ionization imaging mass spectrometry for direct measurement of clozapine in rat brain tissue. Rapid Commun Mass Spectrom 20(6):965-972. doi: 10.1002/rcm.2397
16. Hsieh Y, Chen J, Korfmacher WA (2007) Mapping pharmaceuticals in tissues using MALDI imaging mass spectrometry. J Pharmacol Toxicol Methods 55(2):193-200. doi: 10.1016/j.vascn.2006.06.004
17. Kallback P, Shariatgorji M, Nilsson A, Andren PE (2012) Novel mass spectrometry imaging software assisting labeled normalization and quantitation of drugs and neuropeptides directly in tissue sections. J Proteomics 75(16):4941-4951. doi: 10.1016/j.jprot.2012.07.034
18. Khatib-Shahidi S, Andersson M, Herman JL, Gillespie TA, Caprioli RM (2006) Direct molecular analysis of whole-body animal tissue sections by imaging MALDI mass spectrometry. Anal Chem 78(18):6448-6456. doi: 10.1021/ac060788p
19. Koeniger SL, Talaty N, Luo Y, Ready D, Voorbach M, Seifert T, Cepa S, Fagerland JA, Bouska J, Buck W, Johnson RW, Spanton S (2011) A quantitation method for mass spectrometry imaging. Rapid Commun Mass Spectrom 25(4):503-510. doi: 10.1002/rcm.4891
20. Krutchinsky AN, Chait BT (2002) On the nature of the chemical noise in MALDI mass spectra. J Am Soc Mass Spectrom 13(2):129-134
21. Kuwayama K, Tsujikawa K, Miyaguchi H, Kanamori T, Iwata YT, Inoue H (2012) Distribution measurements of 3,4-methylenedioxymethamphetamine and its metabolites in organs by matrix-assisted laser desorption/ionization imaging mass spectrometry using an automatic matrix spraying system with an air brush and a turntable. Anal Bioanal Chem 404(6-7):1823-1830. doi: 10.1007/s00216-012- 6279-x
22. Lanao JM, Fraile MA (2005) Drug tissue distribution: study methods and therapeutic implications. Curr Pharm Des 11(29):3829-3845
23. Lietz CB, Gemperline E, Li L (2013) Qualitative and quantitative mass spectrometry imaging of drugs and metabolites. Adv Drug Deliv Rev. doi: 10.1016/j.addr.2013.04.009
24. Liu X, Weaver EM, Hummon AB (2013) Evaluation of therapeutics in three-dimensional cell culture systems by MALDI imaging mass spectrometry. Anal Chem. doi: 10.1021/ac400519c
25. Marko-Varga G, Fehniger TE, Rezeli M, Dome B, Laurell T, Vegvari A (2011) Drug localization in different lung cancer phenotypes by MALDI mass spectrometry imaging. J Proteomics 74(7):982-992. doi: 10.1016/j.jprot.2011.03. 019
26. Marko-Varga G, Vegvari A, Rezeli M, Prikk K, Ross P, Dahlback M, Edula G, Sepper R, Fehniger TE (2012) Understanding drug uptake and binding within targeted disease micro-environments in patients: a new tool for translational medicine. Clin Transl Med 1(1):8. doi: 10.1186/2001-1326-1-8
27. Monroe EB, Jurchen JC, Lee J, Rubakhin SS, Sweedler JV (2005) Vitamin E imaging and localization in the neuronal membrane. J Am Chem Soc 127(35):12152-12153. doi: 10.1021/ja051223y
28. Mouton JW, Theuretzbacher U, Craig WA, Tulkens PM, Derendorf H, Cars O (2008) Tissue concentrations: do we ever learn? J Antimicrob Chemother 61(2):235-237. doi: 10.1093/jac/dkm476
29. Neubert P, Walch A (2013) Current frontiers in clinical research application of MALDI imaging mass spectrometry. Expert Rev Proteomics 10(3):259-273. doi: 10.1586/epr.13.19
30. Nilsson A, Fehniger TE, Gustavsson L, Andersson M, Kenne K, Marko-Varga G, Andren PE (2010) Fine mapping the spatial distribution and concentration of unlabeled drugs within tissue micro-compartments using imaging mass spectrometry. PLoS ONE 5(7):e11411. doi: 10.1371/journal.pone.0011411
31. Nilsson A, Forngren B, Bjurstrom S, Goodwin RJ, Basmaci E, Gustafsson I, Annas A, Hellgren D, Svanhagen A, Andren PE, Lindberg J (2012) In situ mass spectrometry imaging and ex vivo characterization of renal crystalline deposits induced in multiple preclinical drug toxicology studies. PLoS ONE 7(10):e47353. doi: 10.1371/journal.pone.0047353
32. Pellegatti M, Pagliarusco S (2011) Drug and metabolite concentrations in tissues in relationship to tissue adverse findings: a review. Expert Opin Drug Metab Toxicol 7(2):137-146. doi: 10.1517/17425255.2011.545053
33. Pirman DA, Reich RF, Kiss A, Heeren RM, Yost RA (2013) Quantitative MALDI tandem mass spectrometric imaging of cocaine from brain tissue with a deuterated internal standard. Anal Chem 85(2):1081-1089. doi: 10.1021/ac302960j
34. Pislyagin EA, Dmitrenok PS, Gorpenchenko TY, Avilov SA, Silchenko AS, Aminin DL (2013) Determination of cucumarioside A-2 in mouse spleen by radiospectroscopy, MALDI-MS and MALDI-IMS. Eur J Pharm Sci. doi: 10.1016/j.ejps.2013.05.017
35. Prideaux B, Stoeckli M (2012) Mass spectrometry imaging for drug distribution studies. J Proteomics 75(16):4999-5013. doi: 10.1016/j.jprot.2012. 07.028
36. Prideaux B, Dartois V, Staab D, Weiner DM, Goh A, Via LE, Barry CE 3rd, Stoeckli M (2011) High-sensitivity MALDI-MRM-MS imaging of moxifloxacin distribution in tuberculosis-infected rabbit lungs and granulomatous lesions. Anal Chem 83(6):2112-2118. doi: 10.1021/ac1029049
37. Puolitaival SM, Burnum KE, Cornett DS, Caprioli RM (2008) Solvent-free matrix dry-coating for MALDI imaging of phospholipids. J Am Soc Mass Spectrom 19(6):882-886. doi: 10.1016/j.jasms.2008.02.013
38. Reich RF, Cudzilo K, Levisky JA, Yost RA (2010) Quantitative MALDI-MS(n) analysis of cocaine in the autopsied brain of a human cocaine user employing a wide isolation window and internal standards. J Am Soc Mass Spectrom 21(4):564-571. doi: 10.1016/j.jasms.2009.12.014
39. Reyzer ML, Caprioli RM (2007) MALDI-MS-based imaging of small molecules and proteins in tissues. Curr Opin Chem Biol 11(1):29-35. doi: 10.1016/j.cbpa.2006.11.035
40. Reyzer ML, Hsieh Y, Ng K, Korfmacher WA, Caprioli RM (2003) Direct analysis of drug candidates in tissue by matrix-assisted laser desorption/ionization mass spectrometry. J Mass Spectrom 38(10):1081-1092. doi: 10.1002/jms.525
41. Reyzer ML, Chaurand P, Angel PM, Caprioli RM (2010) Direct molecular analysis of whole-body animal tissue sections by MALDI imaging mass spectrometry. Methods Mol Biol 656:285-301. doi: 10.1007/978-1-60761-746-4-17
42. Riemann B, Schafers KP, Schober O, Schafers M (2008) Small animal PET in preclinical studies: opportunities and challenges. Q J Nucl Med Mol Imaging 52(3):215-221
43. Rohner TC, Staab D, Stoeckli M (2005) MALDI mass spectrometric imaging of biological tissue sections. Mech Ageing Dev 126(1):177-185. doi: 10.1016/j.mad.2004.09.032
44. Römpp A, Spengler B (2013) Mass spectrometry imaging with high resolution in mass and space. Histochem Cell Biol 139(6):759-783. doi: 10.1007/s00418-013-1097-6
45. Römpp A, Guenther S, Takats Z, Spengler B (2011) Mass spectrometry imaging with high resolution in mass and space (HR(2) MSI) for reliable investigation of drug compound distributions on the cellular level. Anal Bioanal Chem 401(1):65-73. doi: 10.1007/s00216-011-4990-7
46. Shahidi-Latham SK, Dutta SM, Prieto Conaway MC, Rudewicz PJ (2012) Evaluation of an accurate mass approach for the simultaneous detection of drug and metabolite distributions via whole-body mass spectrometric imaging. Anal Chem 84(16):7158-7165. doi: 10.1021/ac3015142
47. Shanta SR, Kim TY, Hong JH, Lee JH, Shin CY, Kim KH, Kim YH, Kim SK, Kim KP (2012) A new combination MALDI matrix for small molecule analysis: application to imaging mass spectrometry for drugs and metabolites. Analyst 137(24):5757-5762. doi: 10.1039/c2an35782h
48. Signor L, Varesio E, Staack RF, Starke V, Richter WF, Hopfgartner G (2007) Analysis of erlotinib and its metabolites in rat tissue sections by MALDI quadrupole time-of-flight mass spectrometry. J Mass Spectrom 42(7):900-909. doi: 10.1002/jms.1225
49. Sleno L, Volmer DA (2006) Assessing the properties of internal standards for quantitative matrix-assisted laser desorption/ionization mass spectrometry of small molecules. Rapid Commun Mass Spectrom 20(10):1517-1524. doi: 10.1002/rcm.2498
50. Solon EG, Schweitzer A, Stoeckli M, Prideaux B (2010) Autoradiography, MALDI-MS, and SIMS-MS imaging in pharmaceutical discovery and development. AAPS J 12(1):11-26. doi: 10.1208/s12248-009-9158-4
51. Stoeckli M, Staab D, Schweitzer A (2007) Compound and metabolite distribution measured by MALDI mass spectrometric imaging in whole-body tissue sections. Int J Mass Spectrom 260(2-3):195-202. doi: 10.1016/j.ijms.2006.10.007
52. Sugiura Y, Setou M (2010) Imaging mass spectrometry for visualization of drug and endogenous metabolite distribution: toward in situ pharmacometabolomes. J Neuroimmune Pharmacol 5(1):31-43. doi: 10.1007/s11481-009-9162-6
53. Takai N, Tanaka Y, Inazawa K, Saji H (2012) Quantitative analysis of pharmaceutical drug distribution in multiple organs by imaging mass spectrometry. Rapid Commun Mass Spectrom 26(13):1549-1556. doi: 10.1002/rcm.6256
54. Takai N, Tanaka Y, Watanabe A, Saji H (2013) Quantitative imaging of a therapeutic peptide in biological tissue sections by MALDI MS. Bioanalysis 5(5):603-612. doi: 10.4155/bio.13.13
55. Wang HY, Jackson SN, McEuen J, Woods AS (2005) Localization and analyses of small drug molecules in rat brain tissue sections. Anal Chem 77(20):6682-6686. doi: 10.1021/ac050868d