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Analysis of enantiomers of sibutramine and its metabolites in rat plasma by liquid chromatography–mass spectrometry using a chiral stationary-phase column
Sibutramine, a monoamine reuptake inhibitor, is used as a racemate, for the treatment of obesity. It is converted in vivo mainly to two desmethyl active metabolites, mono-desmethylsibutramine (MDS) and di-desmethylsibutramine (DDS). In the present study, we introduced a rapid and simple chromatograp...
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Published in: | Journal of pharmaceutical and biomedical analysis 2009-09, Vol.50 (2), p.267-270 |
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creator | Bae, Kyoungjin Noh, Kyeumhan Jang, Kiyoung Kim, Sohee Yong, Chul Soon Choi, Han-Gon Kang, Jong Seong Chen, Jianbo Ma, Eunsook Lee, Manhyung Shin, Beom Soo Kwon, Kwang-il Kang, Wonku |
description | Sibutramine, a monoamine reuptake inhibitor, is used as a racemate, for the treatment of obesity. It is converted
in vivo mainly to two desmethyl active metabolites, mono-desmethylsibutramine (MDS) and di-desmethylsibutramine (DDS). In the present study, we introduced a rapid and simple chromatographic method for separating the
R(+)- and
S(−)-isomers of sibutramine, MDS, and DDS, respectively. The stereoisomers of the three compounds were extracted from rat plasma using diethyl ether and n-hexane under alkaline conditions. After evaporating the organic layer, the residue was reconstituted in the mobile phase (10
mM ammonium acetate buffer adjusted to pH 4.03 with acetic acid:acetonitrile, 94:6, v/v). The enantiomers in the extract were separated on a Chiral-AGP stationary-phase column and were quantified in a tandem mass spectrometry. The accuracy and precision of the assay were in accordance with FDA regulations for the validation of bioanalytical methods. This method was used to measure the concentrations of the enantiomers of sibutramine, MDS, and DDS in plasma after a single oral dose of 10
mg/kg racemic sibutramine in rats. |
doi_str_mv | 10.1016/j.jpba.2009.04.024 |
format | article |
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in vivo mainly to two desmethyl active metabolites, mono-desmethylsibutramine (MDS) and di-desmethylsibutramine (DDS). In the present study, we introduced a rapid and simple chromatographic method for separating the
R(+)- and
S(−)-isomers of sibutramine, MDS, and DDS, respectively. The stereoisomers of the three compounds were extracted from rat plasma using diethyl ether and n-hexane under alkaline conditions. After evaporating the organic layer, the residue was reconstituted in the mobile phase (10
mM ammonium acetate buffer adjusted to pH 4.03 with acetic acid:acetonitrile, 94:6, v/v). The enantiomers in the extract were separated on a Chiral-AGP stationary-phase column and were quantified in a tandem mass spectrometry. The accuracy and precision of the assay were in accordance with FDA regulations for the validation of bioanalytical methods. This method was used to measure the concentrations of the enantiomers of sibutramine, MDS, and DDS in plasma after a single oral dose of 10
mg/kg racemic sibutramine in rats.</description><identifier>ISSN: 0731-7085</identifier><identifier>EISSN: 1873-264X</identifier><identifier>DOI: 10.1016/j.jpba.2009.04.024</identifier><identifier>PMID: 19473801</identifier><identifier>CODEN: JPBADA</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Analysis ; Analytical, structural and metabolic biochemistry ; Animals ; Antidepressive Agents - blood ; Biological and medical sciences ; Chiral separation ; Chromatography, Liquid - methods ; Cyclobutanes - blood ; Di-desmethylsibutramine ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; LC/MS/MS ; Medical sciences ; Mono-desmethylsibutramine ; Pharmacology. Drug treatments ; Rats ; Rats, Sprague-Dawley ; Sibutramine ; Stereoisomerism</subject><ispartof>Journal of pharmaceutical and biomedical analysis, 2009-09, Vol.50 (2), p.267-270</ispartof><rights>2009</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c481t-628d17a08ee6d228480407c16b356b5d97943716d44c7468037bd2928b0f499a3</citedby><cites>FETCH-LOGICAL-c481t-628d17a08ee6d228480407c16b356b5d97943716d44c7468037bd2928b0f499a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21641038$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19473801$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Bae, Kyoungjin</creatorcontrib><creatorcontrib>Noh, Kyeumhan</creatorcontrib><creatorcontrib>Jang, Kiyoung</creatorcontrib><creatorcontrib>Kim, Sohee</creatorcontrib><creatorcontrib>Yong, Chul Soon</creatorcontrib><creatorcontrib>Choi, Han-Gon</creatorcontrib><creatorcontrib>Kang, Jong Seong</creatorcontrib><creatorcontrib>Chen, Jianbo</creatorcontrib><creatorcontrib>Ma, Eunsook</creatorcontrib><creatorcontrib>Lee, Manhyung</creatorcontrib><creatorcontrib>Shin, Beom Soo</creatorcontrib><creatorcontrib>Kwon, Kwang-il</creatorcontrib><creatorcontrib>Kang, Wonku</creatorcontrib><title>Analysis of enantiomers of sibutramine and its metabolites in rat plasma by liquid chromatography–mass spectrometry using a chiral stationary-phase column</title><title>Journal of pharmaceutical and biomedical analysis</title><addtitle>J Pharm Biomed Anal</addtitle><description>Sibutramine, a monoamine reuptake inhibitor, is used as a racemate, for the treatment of obesity. It is converted
in vivo mainly to two desmethyl active metabolites, mono-desmethylsibutramine (MDS) and di-desmethylsibutramine (DDS). In the present study, we introduced a rapid and simple chromatographic method for separating the
R(+)- and
S(−)-isomers of sibutramine, MDS, and DDS, respectively. The stereoisomers of the three compounds were extracted from rat plasma using diethyl ether and n-hexane under alkaline conditions. After evaporating the organic layer, the residue was reconstituted in the mobile phase (10
mM ammonium acetate buffer adjusted to pH 4.03 with acetic acid:acetonitrile, 94:6, v/v). The enantiomers in the extract were separated on a Chiral-AGP stationary-phase column and were quantified in a tandem mass spectrometry. The accuracy and precision of the assay were in accordance with FDA regulations for the validation of bioanalytical methods. This method was used to measure the concentrations of the enantiomers of sibutramine, MDS, and DDS in plasma after a single oral dose of 10
mg/kg racemic sibutramine in rats.</description><subject>Analysis</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Animals</subject><subject>Antidepressive Agents - blood</subject><subject>Biological and medical sciences</subject><subject>Chiral separation</subject><subject>Chromatography, Liquid - methods</subject><subject>Cyclobutanes - blood</subject><subject>Di-desmethylsibutramine</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>LC/MS/MS</subject><subject>Medical sciences</subject><subject>Mono-desmethylsibutramine</subject><subject>Pharmacology. Drug treatments</subject><subject>Rats</subject><subject>Rats, Sprague-Dawley</subject><subject>Sibutramine</subject><subject>Stereoisomerism</subject><issn>0731-7085</issn><issn>1873-264X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNqFkb-O1DAQhyME4paDF6BAbqDLMnac2JFoTif-SSfRgERnTRzvrVeJk_M4J6XjHWh5Op4EL7uCDhpb1ny_scdfUTznsOXAm9eH7WHucCsA2i3ILQj5oNhwrapSNPLrw2IDquKlAl1fFE-IDgBQ81Y-Li7yqioNfFP8uAo4rOSJTTvmAobkp9HF30fy3ZIijj44hqFnPhEbXcJuGnxyxHxgERObB6QRWbeywd8tvmd2H6cR03Qbcd6vP799H5GI0exsygWX4soW8uGWYUZ9xIFRwnxvwLiW8x7JMTsNyxieFo92OJB7dt4viy_v3n6-_lDefHr_8frqprRS81Q2QvdcIWjnml4ILTVIUJY3XVU3Xd23qpWV4k0vpVWy0VCprhet0B3sZNtidVm8OvWd43S3OEpm9GTdMGBw00KmUZVopa7_C2YVqhY1ZFCcQBsnouh2Zo5-zPMZDuYozxzMUd4x0RqQJsvLoRfn7ks3uv5v5GwrAy_PAJLFYRcxWE9_OMEbyaHSmXtz4lz-tHvvoiHrXbCu9zFLMP3k__WOX8NQu7Q</recordid><startdate>20090908</startdate><enddate>20090908</enddate><creator>Bae, Kyoungjin</creator><creator>Noh, Kyeumhan</creator><creator>Jang, Kiyoung</creator><creator>Kim, Sohee</creator><creator>Yong, Chul Soon</creator><creator>Choi, Han-Gon</creator><creator>Kang, Jong Seong</creator><creator>Chen, Jianbo</creator><creator>Ma, Eunsook</creator><creator>Lee, Manhyung</creator><creator>Shin, Beom Soo</creator><creator>Kwon, Kwang-il</creator><creator>Kang, Wonku</creator><general>Elsevier B.V</general><general>Elsevier</general><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>8FD</scope><scope>C1K</scope><scope>F1W</scope><scope>FR3</scope><scope>H99</scope><scope>L.F</scope><scope>L.G</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20090908</creationdate><title>Analysis of enantiomers of sibutramine and its metabolites in rat plasma by liquid chromatography–mass spectrometry using a chiral stationary-phase column</title><author>Bae, Kyoungjin ; Noh, Kyeumhan ; Jang, Kiyoung ; Kim, Sohee ; Yong, Chul Soon ; Choi, Han-Gon ; Kang, Jong Seong ; Chen, Jianbo ; Ma, Eunsook ; Lee, Manhyung ; Shin, Beom Soo ; Kwon, Kwang-il ; Kang, Wonku</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c481t-628d17a08ee6d228480407c16b356b5d97943716d44c7468037bd2928b0f499a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Analysis</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Animals</topic><topic>Antidepressive Agents - blood</topic><topic>Biological and medical sciences</topic><topic>Chiral separation</topic><topic>Chromatography, Liquid - methods</topic><topic>Cyclobutanes - blood</topic><topic>Di-desmethylsibutramine</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>LC/MS/MS</topic><topic>Medical sciences</topic><topic>Mono-desmethylsibutramine</topic><topic>Pharmacology. 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It is converted
in vivo mainly to two desmethyl active metabolites, mono-desmethylsibutramine (MDS) and di-desmethylsibutramine (DDS). In the present study, we introduced a rapid and simple chromatographic method for separating the
R(+)- and
S(−)-isomers of sibutramine, MDS, and DDS, respectively. The stereoisomers of the three compounds were extracted from rat plasma using diethyl ether and n-hexane under alkaline conditions. After evaporating the organic layer, the residue was reconstituted in the mobile phase (10
mM ammonium acetate buffer adjusted to pH 4.03 with acetic acid:acetonitrile, 94:6, v/v). The enantiomers in the extract were separated on a Chiral-AGP stationary-phase column and were quantified in a tandem mass spectrometry. The accuracy and precision of the assay were in accordance with FDA regulations for the validation of bioanalytical methods. This method was used to measure the concentrations of the enantiomers of sibutramine, MDS, and DDS in plasma after a single oral dose of 10
mg/kg racemic sibutramine in rats.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>19473801</pmid><doi>10.1016/j.jpba.2009.04.024</doi><tpages>4</tpages></addata></record> |
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subjects | Analysis Analytical, structural and metabolic biochemistry Animals Antidepressive Agents - blood Biological and medical sciences Chiral separation Chromatography, Liquid - methods Cyclobutanes - blood Di-desmethylsibutramine Fundamental and applied biological sciences. Psychology General pharmacology LC/MS/MS Medical sciences Mono-desmethylsibutramine Pharmacology. Drug treatments Rats Rats, Sprague-Dawley Sibutramine Stereoisomerism |
title | Analysis of enantiomers of sibutramine and its metabolites in rat plasma by liquid chromatography–mass spectrometry using a chiral stationary-phase column |
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