메뉴 건너뛰기




Volumn 9, Issue 7, 2004, Pages 317-327

Strategies for dealing with metabolite elucidation in drug discovery and development

Author keywords

Chemical Biology; Drug Discovery; Exact mass analysis; Hydrogen deuterium exchange method; In silico; Liquid chromatography mass spectrometry; Metabolite identification; Pharmaceutical Science; Techniques Methods

Indexed keywords

DEXTROMETHORPHAN; DRUG METABOLITE; NIMODIPINE;

EID: 1642368205     PISSN: 13596446     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1359-6446(03)03018-6     Document Type: Review
Times cited : (113)

References (50)
  • 1
    • 0034491130 scopus 로고    scopus 로고
    • Optimizing the science of drug development: Opportunities for better candidate selection and accelerated evaluation in humans
    • Lesko L.L., et al. Optimizing the science of drug development: opportunities for better candidate selection and accelerated evaluation in humans. Pharm. Res. 17:2000;1335-1344.
    • (2000) Pharm. Res. , vol.17 , pp. 1335-1344
    • Lesko, L.L.1
  • 2
    • 0042090318 scopus 로고    scopus 로고
    • Metabolite characterization in drug discovery utilizing robotic liquid-handling, quadrupole time-of-flight mass spectrometry and in silico prediction
    • Nassar A-E.F., et al. Metabolite characterization in drug discovery utilizing robotic liquid-handling, quadrupole time-of-flight mass spectrometry and in silico prediction. Curr. Drug Metab. 4:2003;259-271.
    • (2003) Curr. Drug Metab. , vol.4 , pp. 259-271
    • Nassar, A.-E.F.1
  • 3
    • 0034042841 scopus 로고    scopus 로고
    • An ABC of drug-related problems
    • Meyboom R.H.B., et al. An ABC of drug-related problems. Drug Saf. 22:2000;415-423.
    • (2000) Drug Saf. , vol.22 , pp. 415-423
    • Meyboom, R.H.B.1
  • 4
    • 0035155095 scopus 로고    scopus 로고
    • Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s
    • Bapiro T.E., et al. Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s. Drug Metab. Dispos. 29:2001;30-35.
    • (2001) Drug Metab. Dispos. , vol.29 , pp. 30-35
    • Bapiro, T.E.1
  • 6
    • 0034793631 scopus 로고    scopus 로고
    • Rapid high-performance liquid chromatography/tandem mass spectrometry ESI method for determination of nitrogen containing compounds in plasma
    • Nassar A-E.F., et al. Rapid high-performance liquid chromatography/ tandem mass spectrometry ESI method for determination of nitrogen containing compounds in plasma. Anal. Lett. 34:2001;2047-2062.
    • (2001) Anal. Lett. , vol.34 , pp. 2047-2062
    • Nassar, A.-E.F.1
  • 7
    • 0035262331 scopus 로고    scopus 로고
    • Quantitative analysis of hydrocortisone and its metabolites in biological matrixes using high-performance liquid chromatography/tandem mass spectrometry APCI
    • Nassar A-E.F., et al. Quantitative analysis of hydrocortisone and its metabolites in biological matrixes using high-performance liquid chromatography/tandem mass spectrometry APCI. J. Chromatogr. Sci. 39:2001;59-64.
    • (2001) J. Chromatogr. Sci. , vol.39 , pp. 59-64
    • Nassar, A.-E.F.1
  • 8
    • 0042831348 scopus 로고    scopus 로고
    • Screening for the potential of a drug candidate to cause idiosyncratic drug reactions
    • Uetrecht J.P., et al. Screening for the potential of a drug candidate to cause idiosyncratic drug reactions. Drug Discov. Today. 8:2003;832-837.
    • (2003) Drug Discov. Today , vol.8 , pp. 832-837
    • Uetrecht, J.P.1
  • 9
    • 0141718553 scopus 로고    scopus 로고
    • Online hydrogen-deuterium exchange and a tandem quadrupole time-of-flight mass spectrometer coupled with liquid chromatography for metabolite identification in drug metabolism
    • Nassar A-E.F., et al. Online hydrogen-deuterium exchange and a tandem quadrupole time-of-flight mass spectrometer coupled with liquid chromatography for metabolite identification in drug metabolism. J. Chromatogr. Sci. 41:2003;398-404.
    • (2003) J. Chromatogr. Sci. , vol.41 , pp. 398-404
    • Nassar, A.-E.F.1
  • 10
    • 0031019931 scopus 로고    scopus 로고
    • Disposition and metabolism of tenidap in the rat
    • Fouda H., et al. Disposition and metabolism of tenidap in the rat. Drug Metab. Dispos. 25:1997;140-148.
    • (1997) Drug Metab. Dispos , vol.25 , pp. 140-148
    • Fouda, H.1
  • 11
    • 0344233243 scopus 로고    scopus 로고
    • Simultaneous measurement of drug metabolic stability and identification of metabolites using ion-trap mass spectrometry
    • Kantharaj E., et al. Simultaneous measurement of drug metabolic stability and identification of metabolites using ion-trap mass spectrometry. Rapid Commun. Mass Spectrom. 17:2003;2661-2668.
    • (2003) Rapid Commun. Mass Spectrom. , vol.17 , pp. 2661-2668
    • Kantharaj, E.1
  • 12
    • 0345095459 scopus 로고    scopus 로고
    • Use of liquid chromatography/time-of-flight mass spectrometry and multivariate statistical analysis shows promise for the detection of drug metabolites in biological fluids
    • Plumb R.S., et al. Use of liquid chromatography/time-of-flight mass spectrometry and multivariate statistical analysis shows promise for the detection of drug metabolites in biological fluids. Rapid Commun. Mass Spectrom. 17:2003;2632-2638.
    • (2003) Rapid Commun. Mass Spectrom. , vol.17 , pp. 2632-2638
    • Plumb, R.S.1
  • 13
    • 0142186274 scopus 로고    scopus 로고
    • Accelerated metabolite identification by 'extraction-NMR'
    • Gerhard U., et al. Accelerated metabolite identification by 'extraction-NMR'. J. Pharm. Biomed. Anal. 32:2003;531-538.
    • (2003) J. Pharm. Biomed. Anal. , vol.32 , pp. 531-538
    • Gerhard, U.1
  • 14
    • 0037649064 scopus 로고    scopus 로고
    • Liquid chromatography/atmospheric pressure ionization-mass spectrometry in drug metabolism studies
    • Kostiainen R., et al. Liquid chromatography/atmospheric pressure ionization-mass spectrometry in drug metabolism studies. J. Mass Spectrom. 38:2003;357-372.
    • (2003) J. Mass Spectrom. , vol.38 , pp. 357-372
    • Kostiainen, R.1
  • 15
    • 0037277751 scopus 로고    scopus 로고
    • Metabolite identification in drug discovery
    • Watt A.P. Metabolite identification in drug discovery. Curr. Opin. Drug Discov. Devel. 6:2003;57-65.
    • (2003) Curr. Opin. Drug Discov. Devel. , vol.6 , pp. 57-65
    • Watt, A.P.1
  • 16
    • 0034306734 scopus 로고    scopus 로고
    • Mass directed peak selection, an efficient method of drug metabolite identification using directly coupled liquid chromatography-mass spectrometry-nuclear magnetic resonance spectroscopy
    • Dear G.J., et al. Mass directed peak selection, an efficient method of drug metabolite identification using directly coupled liquid chromatography-mass spectrometry-nuclear magnetic resonance spectroscopy. J. Chromatogr. B Biomed. Sci. Appl. 748:2000;281-293.
    • (2000) J. Chromatogr. B Biomed. Sci. Appl. , vol.748 , pp. 281-293
    • Dear, G.J.1
  • 18
    • 0034661928 scopus 로고    scopus 로고
    • Application of atmospheric pressure ionization time-of-flight mass spectrometry coupled with liquid chromatography for the characterization of in vitro drug metabolites
    • Zhang H., et al. Application of atmospheric pressure ionization time-of-flight mass spectrometry coupled with liquid chromatography for the characterization of in vitro drug metabolites. Anal. Chem. 72:2000;3342-3348.
    • (2000) Anal. Chem. , vol.72 , pp. 3342-3348
    • Zhang, H.1
  • 19
    • 0032911631 scopus 로고    scopus 로고
    • Tandem mass spectrometry linked fraction collection for the isolation of drug metabolites from biological matrices
    • Dear G.J., et al. Tandem mass spectrometry linked fraction collection for the isolation of drug metabolites from biological matrices. Rapid Commun. Mass Spectrom. 13:1999;886-894.
    • (1999) Rapid Commun. Mass Spectrom. , vol.13 , pp. 886-894
    • Dear, G.J.1
  • 20
    • 0041918439 scopus 로고    scopus 로고
    • Rapid liquid chromatography with tandem mass spectrometry-based screening procedures for studies on the biotransformation of drug candidates
    • Fernandez-Metzler C.L., et al. Rapid liquid chromatography with tandem mass spectrometry-based screening procedures for studies on the biotransformation of drug candidates. Drug Metab. Dispos. 27:1999;32-40.
    • (1999) Drug Metab. Dispos. , vol.27 , pp. 32-40
    • Fernandez-Metzler, C.L.1
  • 21
    • 0031048025 scopus 로고    scopus 로고
    • The simultaneous determination of mixtures of drug candidates by liquid chromatography/atmospheric pressure chemical ionization mass spectrometry as an in vivo drug screening procedure
    • Olah T.V., et al. The simultaneous determination of mixtures of drug candidates by liquid chromatography/atmospheric pressure chemical ionization mass spectrometry as an in vivo drug screening procedure. Rapid Commun. Mass Spectrom. 11:1997;17-23.
    • (1997) Rapid Commun. Mass Spectrom. , vol.11 , pp. 17-23
    • Olah, T.V.1
  • 22
    • 0035983382 scopus 로고    scopus 로고
    • Liquid chromatography/tandem mass spectrometric quantification with metabolite screening as a strategy to enhance the early drug discovery process
    • Tiller P.R., Romanyshyn L.A. Liquid chromatography/tandem mass spectrometric quantification with metabolite screening as a strategy to enhance the early drug discovery process. Rapid Commun. Mass Spectrom. 16:2002;1225-1231.
    • (2002) Rapid Commun. Mass Spectrom. , vol.16 , pp. 1225-1231
    • Tiller, P.R.1    Romanyshyn, L.A.2
  • 23
    • 0023113557 scopus 로고
    • 'Metabolic mapping' of drugs: Rapid screening techniques for xenobiotic metabolites with m.s.-m.s. techniques
    • Straub K.M., et al. 'Metabolic mapping' of drugs: rapid screening techniques for xenobiotic metabolites with m.s.-m.s. techniques. Xenobiotica. 17:1987;413-422.
    • (1987) Xenobiotica , vol.17 , pp. 413-422
    • Straub, K.M.1
  • 24
    • 0032952578 scopus 로고    scopus 로고
    • The use of preparative high performance liquid chromatography with tandem mass spectrometric directed fraction collection for the isolation and characterisation of drug metabolites in urine by nuclear magnetic resonance spectroscopy and liquid chromatography/sequential mass spectrometry
    • Plumb R.S., et al. The use of preparative high performance liquid chromatography with tandem mass spectrometric directed fraction collection for the isolation and characterisation of drug metabolites in urine by nuclear magnetic resonance spectroscopy and liquid chromatography/sequential mass spectrometry. Rapid Commun. Mass Spectrom. 13:1999;845-854.
    • (1999) Rapid Commun. Mass Spectrom. , vol.13 , pp. 845-854
    • Plumb, R.S.1
  • 25
    • 0036645750 scopus 로고    scopus 로고
    • Accelerating the drug optimization process: Identification, structure elucidation, and quantification of in vivo metabolites using stable isotopes with LC/MSn and the chemiluminescent nitrogen detector
    • Taylor E.W., et al. Accelerating the drug optimization process: identification, structure elucidation, and quantification of in vivo metabolites using stable isotopes with LC/MSn and the chemiluminescent nitrogen detector. Anal. Chem. 74:2002;3232-3238.
    • (2002) Anal. Chem. , vol.74 , pp. 3232-3238
    • Taylor, E.W.1
  • 26
    • 0035146857 scopus 로고    scopus 로고
    • Directly coupled HPLC-NMR and HPLC-MS approaches for the rapid characterisation of drug metabolites in urine: Application to the human metabolism of naproxen
    • Sidelmann U.G., et al. Directly coupled HPLC-NMR and HPLC-MS approaches for the rapid characterisation of drug metabolites in urine: application to the human metabolism of naproxen. J. Pharm. Biomed. Anal. 24:2001;569-579.
    • (2001) J. Pharm. Biomed. Anal. , vol.24 , pp. 569-579
    • Sidelmann, U.G.1
  • 27
    • 0033835592 scopus 로고    scopus 로고
    • Hyphenated HPLC-NMR and its applications in drug discovery
    • Peng S.X. Hyphenated HPLC-NMR and its applications in drug discovery. Biomed. Chromatogr. 14:2000;430-441.
    • (2000) Biomed. Chromatogr. , vol.14 , pp. 430-441
    • Peng, S.X.1
  • 28
    • 0034306634 scopus 로고    scopus 로고
    • Liquid chromatography-tandem mass spectrometric method for the analysis of a neurokinin-1 antagonist and its metabolite using automated solid-phase sample preparation and automated data handling and reporting
    • Schutze D., et al. Liquid chromatography-tandem mass spectrometric method for the analysis of a neurokinin-1 antagonist and its metabolite using automated solid-phase sample preparation and automated data handling and reporting. J. Chromatogr. B Biomed. Sci. Appl. 748:2000;55-64.
    • (2000) J. Chromatogr. B Biomed. Sci. Appl. , vol.748 , pp. 55-64
    • Schutze, D.1
  • 29
    • 0035020933 scopus 로고    scopus 로고
    • Evaluation of an automated liquid-handling system (Tecan Genesis RSP 100) in Abbott LCx Assay for Chlamydia trachomatis
    • Hanson K., et al. Evaluation of an automated liquid-handling system (Tecan Genesis RSP 100) in Abbott LCx Assay for Chlamydia trachomatis. J. Clin. Microbiol. 39:2001;1975-1977.
    • (2001) J. Clin. Microbiol. , vol.39 , pp. 1975-1977
    • Hanson, K.1
  • 30
    • 0028895925 scopus 로고
    • Catalytic reduction of organohalide pollutants by myoglobin in a biomembrane-like surfactant film
    • Nassar A-E.F., et al. Catalytic reduction of organohalide pollutants by myoglobin in a biomembrane-like surfactant film. J. Am. Chem. Soc. 117:1995;10986-10993.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 10986-10993
    • Nassar, A.-E.F.1
  • 31
    • 0242521625 scopus 로고    scopus 로고
    • Exact mass measurement on an electrospray ionization time-of-flight mass spectrometer: Error distribution and selective averaging
    • Wu J., McAllister H. Exact mass measurement on an electrospray ionization time-of-flight mass spectrometer: error distribution and selective averaging. J. Mass Spectrom. 38:2003;1043-1053.
    • (2003) J. Mass Spectrom. , vol.38 , pp. 1043-1053
    • Wu, J.1    McAllister, H.2
  • 32
    • 0037204541 scopus 로고    scopus 로고
    • Computer systems for the prediction of toxicity: An update
    • Greene N., et al. Computer systems for the prediction of toxicity: an update. Adv. Drug Deliv. Rev. 54:2002;417-431.
    • (2002) Adv. Drug Deliv. Rev. , vol.54 , pp. 417-431
    • Greene, N.1
  • 33
    • 0032565550 scopus 로고    scopus 로고
    • Structure-based methods for predicting mutagenicity and carcinogenicity: Are we there yet?
    • Richard A.M., et al. Structure-based methods for predicting mutagenicity and carcinogenicity: are we there yet? Mutat. Res. 400:1998;493-507.
    • (1998) Mutat. Res. , vol.400 , pp. 493-507
    • Richard, A.M.1
  • 34
    • 0040914011 scopus 로고
    • ρ-σ-π Analysis. A method for the correlation of biological activity and chemical structure
    • Hansch C., Fujita T. ρ-σ-π Analysis. A method for the correlation of biological activity and chemical structure. J. Am. Chem. Soc. 86:1964;1616-1626.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 1616-1626
    • Hansch, C.1    Fujita, T.2
  • 35
    • 0017647476 scopus 로고
    • Quantitative structure-activity relationships. 7. The bilinear model, a new model for nonlinear dependence of biological activity on hydrophobic character
    • Kubinyi H., et al. Quantitative structure-activity relationships. 7. The bilinear model, a new model for nonlinear dependence of biological activity on hydrophobic character. J. Med. Chem. 20:1977;625-629.
    • (1977) J. Med. Chem. , vol.20 , pp. 625-629
    • Kubinyi, H.1
  • 36
    • 0001217960 scopus 로고
    • The effect of nitro substitution upon diphenylmethane reactivity
    • Terrier F., et al. The effect of nitro substitution upon diphenylmethane reactivity. J. Org. Chem. 55:1990;2610-2616.
    • (1990) J. Org. Chem. , vol.55 , pp. 2610-2616
    • Terrier, F.1
  • 37
    • 0026887526 scopus 로고
    • Collisional activation with random noise in ion trap mass spectrometry
    • Mcluckey S.A., et al. Collisional activation with random noise in ion trap mass spectrometry. Anal. Chem. 64:1992;1455-1460.
    • (1992) Anal. Chem. , vol.64 , pp. 1455-1460
    • McLuckey, S.A.1
  • 38
    • 0028951473 scopus 로고
    • Gas-phase folding and unfolding of cytochrome c cations
    • Wood T.D., et al. Gas-phase folding and unfolding of cytochrome c cations. Proc. Natl. Acad. Sci. U. S. A. 92:1995;2451-2454.
    • (1995) Proc. Natl. Acad. Sci. U. S. A. , vol.92 , pp. 2451-2454
    • Wood, T.D.1
  • 39
    • 0342470937 scopus 로고    scopus 로고
    • High-performance liquid chromatography with amperometric detection applied to the screening of 1,4-dihydropyridine in human plasma
    • Lopez J.A., et al. High-performance liquid chromatography with amperometric detection applied to the screening of 1,4-dihydropyridine in human plasma. J. Chromatogr. A. 870:2000;105-114.
    • (2000) J. Chromatogr. a , vol.870 , pp. 105-114
    • Lopez, J.A.1
  • 40
    • 0033629933 scopus 로고    scopus 로고
    • NMR-based amide hydrogen-deuterium exchange measurements for complex membrane proteins: Development and critical evaluation
    • Czerki L., et al. NMR-based amide hydrogen-deuterium exchange measurements for complex membrane proteins: development and critical evaluation. J. Magn. Reson. 142:2000;111-119.
    • (2000) J. Magn. Reson. , vol.142 , pp. 111-119
    • Czerki, L.1
  • 41
    • 0035561135 scopus 로고    scopus 로고
    • Hydrogen deuterium exchange reactions of a model peptide: FT-ICR and computational analyses of metal induced conformational mutations
    • Solouki T., et al. Hydrogen deuterium exchange reactions of a model peptide: FT-ICR and computational analyses of metal induced conformational mutations. J. Am. Soc. Mass Spectrom. 12:2001;1272-1285.
    • (2001) J. Am. Soc. Mass Spectrom. , vol.12 , pp. 1272-1285
    • Solouki, T.1
  • 42
    • 33947091422 scopus 로고
    • Determination of active hydrogen in organic compounds by chemical ionization mass spectrometry
    • Hunt D.F., et al. Determination of active hydrogen in organic compounds by chemical ionization mass spectrometry. Anal. Chem. 44:1972;1292-1294.
    • (1972) Anal. Chem. , vol.44 , pp. 1292-1294
    • Hunt, D.F.1
  • 43
    • 0032159388 scopus 로고    scopus 로고
    • Hydrogen/deuterium exchange of nucleotides in the gas phase
    • Robinson J.M., et al. Hydrogen/deuterium exchange of nucleotides in the gas phase. Anal. Chem. 70:1998;3566-3571.
    • (1998) Anal. Chem. , vol.70 , pp. 3566-3571
    • Robinson, J.M.1
  • 44
    • 0025870909 scopus 로고
    • Hydrogen-deuterium exchange in fused-silica capillary columns
    • Mahmoud M.E., et al. Hydrogen-deuterium exchange in fused-silica capillary columns. J. Chromatogr. 549:1991;416-422.
    • (1991) J. Chromatogr. , vol.549 , pp. 416-422
    • Mahmoud, M.E.1
  • 45
    • 0035563748 scopus 로고    scopus 로고
    • Gas-phase hydrogen/deuterium exchange of positively charged mononucleotides by use of Fourier-transform ion cyclotron resonance mass spectrometry
    • Green-Church K.B., et al. Gas-phase hydrogen/deuterium exchange of positively charged mononucleotides by use of Fourier-transform ion cyclotron resonance mass spectrometry. J. Am. Soc. Mass Spectrom. 12:2001;268-277.
    • (2001) J. Am. Soc. Mass Spectrom. , vol.12 , pp. 268-277
    • Green-Church, K.B.1
  • 46
    • 0034724213 scopus 로고    scopus 로고
    • Electrospray ionization mass spectrometry as a tool to analyze hydrogen/deuterium exchange kinetics of transmembrane peptides in lipid bilayers
    • Demmers J.A.A., et al. Electrospray ionization mass spectrometry as a tool to analyze hydrogen/deuterium exchange kinetics of transmembrane peptides in lipid bilayers. Proc. Natl. Acad. Sci. U. S. A. 97:2000;3189-3194.
    • (2000) Proc. Natl. Acad. Sci. U. S. A. , vol.97 , pp. 3189-3194
    • Demmers, J.A.A.1
  • 47
    • 0030802531 scopus 로고    scopus 로고
    • Identification of novel benzisothiazole cleaved products of ziprasidone
    • Prakash C., et al. Identification of novel benzisothiazole cleaved products of ziprasidone. Drug Metab. Dispos. 25:1997;897-901.
    • (1997) Drug Metab. Dispos. , vol.25 , pp. 897-901
    • Prakash, C.1
  • 48
    • 0024353044 scopus 로고
    • Application of nuclear magnetic resonance spectroscopy to drug metabolism studies
    • Malet-Martino M.C., et al. Application of nuclear magnetic resonance spectroscopy to drug metabolism studies. Xenobiotica. 19:1989;583-607.
    • (1989) Xenobiotica , vol.19 , pp. 583-607
    • Malet-Martino, M.C.1
  • 49
    • 0034663268 scopus 로고    scopus 로고
    • Use of a microplate scintillation counter as a radioactivity detector for miniaturized separation techniques in drug metabolism
    • Boernsen K.O., et al. Use of a microplate scintillation counter as a radioactivity detector for miniaturized separation techniques in drug metabolism. Anal. Chem. 72:2000;3956-3959.
    • (2000) Anal. Chem. , vol.72 , pp. 3956-3959
    • Boernsen, K.O.1
  • 50
    • 0037442578 scopus 로고    scopus 로고
    • On-line liquid chromatography-accurate radioisotope counting coupled with radioactivity detector and mass spectrometer for metabolite identification in drug discovery and development
    • Nassar A-E.F., et al. On-line liquid chromatography-accurate radioisotope counting coupled with radioactivity detector and mass spectrometer for metabolite identification in drug discovery and development. Anal. Chem. 75:2003;785-790.
    • (2003) Anal. Chem. , vol.75 , pp. 785-790
    • Nassar, A.-E.F.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.