High-performance Liquid-chromatographic-Atmospheric-pressure Chemical-ionization Ion-trap Mass-spectrometric Identification of Isomeric C6-hydroxy and C20-hydroxy Metabolites of Methylprednisolone in the Urine of Patients Receiving High-dose Pulse Therapy
Fourteen metabolites of methylprednisolone have been analysed by gradient‐elution high‐performance liquid chromatography coupled with tandem mass spectrometry (LC‐MS‐MS). The compounds were separated on a Cp Spherisorb 5 μm ODS column connected to a guard column packed with pellicular reversed phase...
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| Veröffentlicht in: | Journal of pharmacy and pharmacology 1999-10, Vol.51 (10), p.1155-1166 |
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| container_title | Journal of pharmacy and pharmacology |
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| creator | VREE, TOM B. MALJERS, LOUIS VAN DEN BORG, NOUD NIBBERING, NICO M. M. WISSEN, CORRIEN P. W. G. M. VERWEY-VAN LAGERWERF, AART J. MAES, ROBERT A. A. JONGEN, P. JOZEF H. |
| description | Fourteen metabolites of methylprednisolone have been analysed by gradient‐elution high‐performance liquid chromatography coupled with tandem mass spectrometry (LC‐MS‐MS).
The compounds were separated on a Cp Spherisorb 5 μm ODS column connected to a guard column packed with pellicular reversed phase. The mobile phase was an acetonitrile‐1.0% aqueous acetic acid gradient at a flow rate of 1.5 mL min−1.
The analysis gave a complete picture of parent drug, prodrugs and metabolites, and the α/β stereochemistry was resolved. The short (1‐2h) elimination half‐life of methylprednisolone is explained by extensive metabolism. The overall picture of the metabolic pathways of methylprednisolone is apparently simple—reduction of the C20 carbonyl group and further oxidation of the C20, C21 side chain (into C21COOH and C20COOH), in competition with or in addition to oxidation at the C6 position. |
| doi_str_mv | 10.1211/0022357991776697 |
| format | Article |
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The compounds were separated on a Cp Spherisorb 5 μm ODS column connected to a guard column packed with pellicular reversed phase. The mobile phase was an acetonitrile‐1.0% aqueous acetic acid gradient at a flow rate of 1.5 mL min−1.
The analysis gave a complete picture of parent drug, prodrugs and metabolites, and the α/β stereochemistry was resolved. The short (1‐2h) elimination half‐life of methylprednisolone is explained by extensive metabolism. The overall picture of the metabolic pathways of methylprednisolone is apparently simple—reduction of the C20 carbonyl group and further oxidation of the C20, C21 side chain (into C21COOH and C20COOH), in competition with or in addition to oxidation at the C6 position.</description><identifier>ISSN: 0022-3573</identifier><identifier>EISSN: 2042-7158</identifier><identifier>DOI: 10.1211/0022357991776697</identifier><identifier>PMID: 10579687</identifier><identifier>CODEN: JPPMAB</identifier><language>eng</language><publisher>Oxford, UK: Blackwell Publishing Ltd</publisher><subject>Anti-Inflammatory Agents - administration & dosage ; Anti-Inflammatory Agents - metabolism ; Anti-Inflammatory Agents - urine ; Biological and medical sciences ; Chromatography, High Pressure Liquid - methods ; Glucuronates - metabolism ; Humans ; Immunomodulators ; Mass Spectrometry - methods ; Medical sciences ; Methylprednisolone - administration & dosage ; Methylprednisolone - metabolism ; Methylprednisolone - urine ; Methylprednisolone Hemisuccinate - administration & dosage ; Methylprednisolone Hemisuccinate - metabolism ; Methylprednisolone Hemisuccinate - urine ; Oxidation-Reduction ; Pharmacology. Drug treatments ; Prodrugs - metabolism ; Stereoisomerism ; Water - chemistry</subject><ispartof>Journal of pharmacy and pharmacology, 1999-10, Vol.51 (10), p.1155-1166</ispartof><rights>1999 Royal Pharmaceutical Society of Great Britain</rights><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4826-79fa0567eed0f09e362f1008f810dc367ffbc8bb0d1c537e6927866755bde5ef3</citedby><cites>FETCH-LOGICAL-c4826-79fa0567eed0f09e362f1008f810dc367ffbc8bb0d1c537e6927866755bde5ef3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1211%2F0022357991776697$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1211%2F0022357991776697$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1984600$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/10579687$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>VREE, TOM B.</creatorcontrib><creatorcontrib>MALJERS, LOUIS</creatorcontrib><creatorcontrib>VAN DEN BORG, NOUD</creatorcontrib><creatorcontrib>NIBBERING, NICO M. M.</creatorcontrib><creatorcontrib>WISSEN, CORRIEN P. W. G. M. VERWEY-VAN</creatorcontrib><creatorcontrib>LAGERWERF, AART J.</creatorcontrib><creatorcontrib>MAES, ROBERT A. A.</creatorcontrib><creatorcontrib>JONGEN, P. JOZEF H.</creatorcontrib><title>High-performance Liquid-chromatographic-Atmospheric-pressure Chemical-ionization Ion-trap Mass-spectrometric Identification of Isomeric C6-hydroxy and C20-hydroxy Metabolites of Methylprednisolone in the Urine of Patients Receiving High-dose Pulse Therapy</title><title>Journal of pharmacy and pharmacology</title><addtitle>J Pharm Pharmacol</addtitle><description>Fourteen metabolites of methylprednisolone have been analysed by gradient‐elution high‐performance liquid chromatography coupled with tandem mass spectrometry (LC‐MS‐MS).
The compounds were separated on a Cp Spherisorb 5 μm ODS column connected to a guard column packed with pellicular reversed phase. The mobile phase was an acetonitrile‐1.0% aqueous acetic acid gradient at a flow rate of 1.5 mL min−1.
The analysis gave a complete picture of parent drug, prodrugs and metabolites, and the α/β stereochemistry was resolved. The short (1‐2h) elimination half‐life of methylprednisolone is explained by extensive metabolism. The overall picture of the metabolic pathways of methylprednisolone is apparently simple—reduction of the C20 carbonyl group and further oxidation of the C20, C21 side chain (into C21COOH and C20COOH), in competition with or in addition to oxidation at the C6 position.</description><subject>Anti-Inflammatory Agents - administration & dosage</subject><subject>Anti-Inflammatory Agents - metabolism</subject><subject>Anti-Inflammatory Agents - urine</subject><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid - methods</subject><subject>Glucuronates - metabolism</subject><subject>Humans</subject><subject>Immunomodulators</subject><subject>Mass Spectrometry - methods</subject><subject>Medical sciences</subject><subject>Methylprednisolone - administration & dosage</subject><subject>Methylprednisolone - metabolism</subject><subject>Methylprednisolone - urine</subject><subject>Methylprednisolone Hemisuccinate - administration & dosage</subject><subject>Methylprednisolone Hemisuccinate - metabolism</subject><subject>Methylprednisolone Hemisuccinate - urine</subject><subject>Oxidation-Reduction</subject><subject>Pharmacology. Drug treatments</subject><subject>Prodrugs - metabolism</subject><subject>Stereoisomerism</subject><subject>Water - chemistry</subject><issn>0022-3573</issn><issn>2042-7158</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkkFv0zAUgCMEYmVw54R8QNwMttPYyXGqxlrUjoI27Rg5yXNjSOLMTmDhz8PrWg3EZRfbT-_73rPlF0WvOXvPBecfGBMiTlSWcaWkzNSTaCbYXFDFk_RpNNunKebjk-hFCN8YY0jJ59EJZyjJVM2i30u7q2kP3jjf6q4Esra3o61oWXvX6sHtvO5rW9KzoXWhr8HjufcQwuiBLGpobakbal1nf-kBN7JyHR1QIhsdAg09lANWggFFsqqgG6xB5R51hqwC5vaphaT1VHl3NxHdVWQh2EO8gUEXrrEDhL2CYT01eIeqs8E1rgNiOzLUQK69xQCRLdbHToF8hRLsD9vtyP07KxeAbMcG1yt8iu6nl9EzozF-ddxPo-uP51eLJV1_vlgtzta0nKdCUpUZzRKpACpmWAaxFIYzlpqUs6qMpTKmKNOiYBUvk1iBzIRKpVRJUlSQgIlPo3eHur13tyOEIW9tKKFpdAduDLnMYiF4nD0KCibx6zOOIDuApXcheDB5722r_ZRzlu-nI_9_OlB5c6w9Fi1U_wiHcUDg7RHQAb_VeJwIG_5yWTqXjCEmD9hP28D0aN_803a53Z9RpAfRhgHuHkTtv-dSxSrJby4v8hsl5uvLLzLfxH8Ar2vnNw</recordid><startdate>199910</startdate><enddate>199910</enddate><creator>VREE, TOM B.</creator><creator>MALJERS, LOUIS</creator><creator>VAN DEN BORG, NOUD</creator><creator>NIBBERING, NICO M. M.</creator><creator>WISSEN, CORRIEN P. W. G. M. VERWEY-VAN</creator><creator>LAGERWERF, AART J.</creator><creator>MAES, ROBERT A. A.</creator><creator>JONGEN, P. JOZEF H.</creator><general>Blackwell Publishing Ltd</general><general>Pharmaceutical Press</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7U7</scope><scope>C1K</scope><scope>7X8</scope></search><sort><creationdate>199910</creationdate><title>High-performance Liquid-chromatographic-Atmospheric-pressure Chemical-ionization Ion-trap Mass-spectrometric Identification of Isomeric C6-hydroxy and C20-hydroxy Metabolites of Methylprednisolone in the Urine of Patients Receiving High-dose Pulse Therapy</title><author>VREE, TOM B. ; MALJERS, LOUIS ; VAN DEN BORG, NOUD ; NIBBERING, NICO M. M. ; WISSEN, CORRIEN P. W. G. M. VERWEY-VAN ; LAGERWERF, AART J. ; MAES, ROBERT A. 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JOZEF H.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4826-79fa0567eed0f09e362f1008f810dc367ffbc8bb0d1c537e6927866755bde5ef3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>Anti-Inflammatory Agents - administration & dosage</topic><topic>Anti-Inflammatory Agents - metabolism</topic><topic>Anti-Inflammatory Agents - urine</topic><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid - methods</topic><topic>Glucuronates - metabolism</topic><topic>Humans</topic><topic>Immunomodulators</topic><topic>Mass Spectrometry - methods</topic><topic>Medical sciences</topic><topic>Methylprednisolone - administration & dosage</topic><topic>Methylprednisolone - metabolism</topic><topic>Methylprednisolone - urine</topic><topic>Methylprednisolone Hemisuccinate - administration & dosage</topic><topic>Methylprednisolone Hemisuccinate - metabolism</topic><topic>Methylprednisolone Hemisuccinate - urine</topic><topic>Oxidation-Reduction</topic><topic>Pharmacology. Drug treatments</topic><topic>Prodrugs - metabolism</topic><topic>Stereoisomerism</topic><topic>Water - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>VREE, TOM B.</creatorcontrib><creatorcontrib>MALJERS, LOUIS</creatorcontrib><creatorcontrib>VAN DEN BORG, NOUD</creatorcontrib><creatorcontrib>NIBBERING, NICO M. M.</creatorcontrib><creatorcontrib>WISSEN, CORRIEN P. W. G. M. VERWEY-VAN</creatorcontrib><creatorcontrib>LAGERWERF, AART J.</creatorcontrib><creatorcontrib>MAES, ROBERT A. A.</creatorcontrib><creatorcontrib>JONGEN, P. JOZEF H.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Toxicology Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of pharmacy and pharmacology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>VREE, TOM B.</au><au>MALJERS, LOUIS</au><au>VAN DEN BORG, NOUD</au><au>NIBBERING, NICO M. M.</au><au>WISSEN, CORRIEN P. W. G. M. VERWEY-VAN</au><au>LAGERWERF, AART J.</au><au>MAES, ROBERT A. A.</au><au>JONGEN, P. JOZEF H.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>High-performance Liquid-chromatographic-Atmospheric-pressure Chemical-ionization Ion-trap Mass-spectrometric Identification of Isomeric C6-hydroxy and C20-hydroxy Metabolites of Methylprednisolone in the Urine of Patients Receiving High-dose Pulse Therapy</atitle><jtitle>Journal of pharmacy and pharmacology</jtitle><addtitle>J Pharm Pharmacol</addtitle><date>1999-10</date><risdate>1999</risdate><volume>51</volume><issue>10</issue><spage>1155</spage><epage>1166</epage><pages>1155-1166</pages><issn>0022-3573</issn><eissn>2042-7158</eissn><coden>JPPMAB</coden><abstract>Fourteen metabolites of methylprednisolone have been analysed by gradient‐elution high‐performance liquid chromatography coupled with tandem mass spectrometry (LC‐MS‐MS).
The compounds were separated on a Cp Spherisorb 5 μm ODS column connected to a guard column packed with pellicular reversed phase. The mobile phase was an acetonitrile‐1.0% aqueous acetic acid gradient at a flow rate of 1.5 mL min−1.
The analysis gave a complete picture of parent drug, prodrugs and metabolites, and the α/β stereochemistry was resolved. The short (1‐2h) elimination half‐life of methylprednisolone is explained by extensive metabolism. The overall picture of the metabolic pathways of methylprednisolone is apparently simple—reduction of the C20 carbonyl group and further oxidation of the C20, C21 side chain (into C21COOH and C20COOH), in competition with or in addition to oxidation at the C6 position.</abstract><cop>Oxford, UK</cop><pub>Blackwell Publishing Ltd</pub><pmid>10579687</pmid><doi>10.1211/0022357991776697</doi><tpages>12</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
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| ispartof | Journal of pharmacy and pharmacology, 1999-10, Vol.51 (10), p.1155-1166 |
| issn | 0022-3573 2042-7158 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_69322139 |
| source | Oxford University Press Journals All Titles (1996-Current); MEDLINE; Wiley Online Library Journals Frontfile Complete |
| subjects | Anti-Inflammatory Agents - administration & dosage Anti-Inflammatory Agents - metabolism Anti-Inflammatory Agents - urine Biological and medical sciences Chromatography, High Pressure Liquid - methods Glucuronates - metabolism Humans Immunomodulators Mass Spectrometry - methods Medical sciences Methylprednisolone - administration & dosage Methylprednisolone - metabolism Methylprednisolone - urine Methylprednisolone Hemisuccinate - administration & dosage Methylprednisolone Hemisuccinate - metabolism Methylprednisolone Hemisuccinate - urine Oxidation-Reduction Pharmacology. Drug treatments Prodrugs - metabolism Stereoisomerism Water - chemistry |
| title | High-performance Liquid-chromatographic-Atmospheric-pressure Chemical-ionization Ion-trap Mass-spectrometric Identification of Isomeric C6-hydroxy and C20-hydroxy Metabolites of Methylprednisolone in the Urine of Patients Receiving High-dose Pulse Therapy |
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