Development and validation of an LC–MS/MS method for determination of methanesulfonamide in human urine
A sensitive and selective liquid chromatographic method coupled with tandem mass spectrometry (LC–MS/MS) was developed and validated for the quantification of methanesulfonamide (MSA) in human urine. MSA is a potential in vivo metabolite of reparixin, a specific inhibitor of the CXCL8 biological act...
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Published in | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences Vol. 877; no. 22; pp. 2087 - 2092 |
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Main Authors | , , , , , , , , , |
Format | Journal Article |
Language | English |
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Elsevier B.V
15.07.2009
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Abstract | A sensitive and selective liquid chromatographic method coupled with tandem mass spectrometry (LC–MS/MS) was developed and validated for the quantification of methanesulfonamide (MSA) in human urine. MSA is a potential in vivo metabolite of reparixin, a specific inhibitor of the CXCL8 biological activity. In this study, a simple derivatization procedure with a new reagent, N-(4-methanesulfonyl-benzoyl)-imidazole, was set up to enable MSA and the internal standard (I.S.), ethanesulfonamide (ESA), to be analysed by LC–MS/MS. After derivatization, samples were evaporated and reconstituted in 30% acetonitrile, aq. MSA and I.S. derivatives were separated by reversed phased HPLC (high performance liquid chromatography) on a Luna 5μ C18 column and quantitated by MS/MS using electrospray ionization (ESI) and multiple reaction monitoring (MR M) in the negative ion mode. The most intense [M−H]− MRM transition of derivatized MSA at m/z 276.2→197.2 was used for quantitation and the transition at m/z 290.2→211.2 was used to monitor derivatized ESA. The method was linear over the concentration range from 1 to 100μg/ml, with a lower limit of quantitation of 1μg/ml. The intra- and inter-day precisions were less than 5.5% and 10.1%, respectively, and the accuracies were between −4.0% and +11.3%. The method was successfully applied to quantify levels of MSA in human urine after intravenous administration of reparixin to healthy volunteers. |
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AbstractList | A sensitive and selective liquid chromatographic method coupled with tandem mass spectrometry (LC-MS/MS) was developed and validated for the quantification of methanesulfonamide (MSA) in human urine. MSA is a potential in vivo metabolite of reparixin, a specific inhibitor of the CXCL8 biological activity. In this study, a simple derivatization procedure with a new reagent, N-(4-methanesulfonyl-benzoyl)-imidazole, was set up to enable MSA and the internal standard (I.S.), ethanesulfonamide (ESA), to be analysed by LC-MS/MS. After derivatization, samples were evaporated and reconstituted in 30% acetonitrile, aq. MSA and I.S. derivatives were separated by reversed phased HPLC (high performance liquid chromatography) on a Luna 5micro C18 column and quantitated by MS/MS using electrospray ionization (ESI) and multiple reaction monitoring (MR M) in the negative ion mode. The most intense [M-H](-) MRM transition of derivatized MSA at m/z 276.2-->197.2 was used for quantitation and the transition at m/z 290.2-->211.2 was used to monitor derivatized ESA. The method was linear over the concentration range from 1 to 100 microg/ml, with a lower limit of quantitation of 1 microg/ml. The intra- and inter-day precisions were less than 5.5% and 10.1%, respectively, and the accuracies were between -4.0% and +11.3%. The method was successfully applied to quantify levels of MSA in human urine after intravenous administration of reparixin to healthy volunteers. A sensitive and selective liquid chromatographic method coupled with tandem mass spectrometry (LC-MS/MS) was developed and validated for the quantification of methanesulfonamide (MSA) in human urine. MSA is a potential in vivo metabolite of reparixin, a specific inhibitor of the CXCL8 biological activity. In this study, a simple derivatization procedure with a new reagent, N-(4-methanesulfonyl-benzoyl)-imidazole, was set up to enable MSA and the internal standard (I.S.), ethanesulfonamide (ESA), to be analysed by LC- MS/MS. After derivatization, samples were evaporated and reconstituted in 30% acetonitrile, aq. MSA and I.S. derivatives were separated by reversed phased HPLC (high performance liquid chromatography) on a Luna 5 k C18 column and quantitated by MS/MS using electrospray ionization (ESI) and multiple reaction monitoring (MR M) in the negative ion mode. The most intense [M-H](-) MRM transition of derivatized MSA at m/z 276.2 -- > 197.2 was used for quantitation and the transition at m/z 290.2 -- > 211.2 was used to monitor derivatized ESA. The method was linear over the concentration range from 1 to 100 kg/ml, with a lower limit of quantitation of 1 kg/ml. The intra- and inter-day precisions were less than 5.5% and 10.1%, respectively, and the accuracies were between -4.0% and +11.3%. The method was successfully applied to quantify levels of MSA in human urine after intravenous administration of reparixin to healthy volunteers. A sensitive and selective liquid chromatographic method coupled with tandem mass spectrometry (LC–MS/MS) was developed and validated for the quantification of methanesulfonamide (MSA) in human urine. MSA is a potential in vivo metabolite of reparixin, a specific inhibitor of the CXCL8 biological activity. In this study, a simple derivatization procedure with a new reagent, N-(4-methanesulfonyl-benzoyl)-imidazole, was set up to enable MSA and the internal standard (I.S.), ethanesulfonamide (ESA), to be analysed by LC–MS/MS. After derivatization, samples were evaporated and reconstituted in 30% acetonitrile, aq. MSA and I.S. derivatives were separated by reversed phased HPLC (high performance liquid chromatography) on a Luna 5μ C18 column and quantitated by MS/MS using electrospray ionization (ESI) and multiple reaction monitoring (MR M) in the negative ion mode. The most intense [M−H]− MRM transition of derivatized MSA at m/z 276.2→197.2 was used for quantitation and the transition at m/z 290.2→211.2 was used to monitor derivatized ESA. The method was linear over the concentration range from 1 to 100μg/ml, with a lower limit of quantitation of 1μg/ml. The intra- and inter-day precisions were less than 5.5% and 10.1%, respectively, and the accuracies were between −4.0% and +11.3%. The method was successfully applied to quantify levels of MSA in human urine after intravenous administration of reparixin to healthy volunteers. |
Author | Mullins, Frank G.P. Sheikh, Muhammed S. O'Shea, Karen Aramini, Andrea D’Anniballe, Gaetano Hannam, Sally Anacardio, Roberto Ferrari, Mauro P. D’Anteo, Loredana Allegretti, Marcello |
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Cites_doi | 10.1073/pnas.0402090101 10.1016/0090-6980(82)90161-7 10.1023/B:PHAM.0000003390.51761.3d 10.1002/anie.196203511 10.1016/S0021-9673(00)93858-5 10.1016/S0021-9673(01)97321-2 10.1016/j.bcp.2004.10.007 10.1016/S0040-4039(00)82009-2 10.1016/S0021-9673(01)93096-1 |
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Keywords | Urine Methanesulfonamide (MSA) Reparixin LC–MS/MS (liquid chromatography–mass/mass) Human Validation Biological fluid Sulfonamide Antiinflammatory agent HPLC chromatography Determination LC-MS/MS (liquid chromatography-mass/mass) Mass spectrometry MS/MS Development Quantitative analysis |
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SubjectTerms | Analysis Analytical, structural and metabolic biochemistry Biological and medical sciences Chromatography, High Pressure Liquid - methods Fundamental and applied biological sciences. Psychology General pharmacology Humans Interleukin-8 - antagonists & inhibitors LC–MS/MS (liquid chromatography–mass/mass) Medical sciences Methanesulfonamide (MSA) Pharmacology. Drug treatments Reparixin Sulfonamides - metabolism Sulfonamides - urine Tandem Mass Spectrometry - methods Urine |
Title | Development and validation of an LC–MS/MS method for determination of methanesulfonamide in human urine |
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