{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,26]],"date-time":"2025-10-26T14:07:40Z","timestamp":1761487660560,"version":"build-2065373602"},"reference-count":23,"publisher":"Wiley","issue":"9","license":[{"start":{"date-parts":[[2006,8,3]],"date-time":"2006-08-03T00:00:00Z","timestamp":1154563200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Mass Spectrom."],"published-print":{"date-parts":[[2006,9]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>We present a detailed experimental approach to detection and subsequent structural characterization of unknown metabolites of sibutramine, using liquid chromatography\u2010mass spectrometric techniques. The full\u2010, precursor ion, and constant neutral loss scan modes of a triple quadrupole mass spectrometer were used for screening sibutramine metabolites in human urine. The structural assessment of unknown metabolites was based on MS<jats:sup><jats:italic>n<\/jats:italic><\/jats:sup> ion trap mass spectrometric analysis and comparison of MS<jats:sup><jats:italic>n<\/jats:italic><\/jats:sup> spectra between the standards and compounds detected. Two phase\u2010I (M1 and M2) and eight phase\u2010II (M3\u2010M6) metabolites of sibutramine were found in human urine. Metabolites M1 and M2, which were found as minor metabolites, originated from N\u2010demethylation of sibutramine. Carbamoyl glucuronides formed from metabolites M1, M2, and their hydroxylated analogs were the main metabolites of sibutramine and were characterized by tandem mass spectrometric analysis and by the chemical modification of their structure. We demonstrate the usefulness of the chemical derivatization approach for estimation of the site of glucuronidation and propose the formation of hydroxylated regioisomers of metabolites M4 and M6. Copyright \u00a9 2006 John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/jms.1082","type":"journal-article","created":{"date-parts":[[2006,8,3]],"date-time":"2006-08-03T11:53:23Z","timestamp":1154606003000},"page":"1171-1178","source":"Crossref","is-referenced-by-count":22,"title":["Metabolite profile of sibutramine in human urine: a liquid chromatography\u2010electrospray ionization mass spectrometric study"],"prefix":"10.1002","volume":"41","author":[{"given":"Marek","family":"Link","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kati S.","family":"Hakala","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vladim\u00edr","family":"Ws\u00f3l","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Risto","family":"Kostiainen","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Raimo A.","family":"Ketola","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2006,8,3]]},"reference":[{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0021-9673(99)00480-X"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/jms.481"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/ac034980s"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jpba.2004.09.003"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0003-2670(03)00209-5"},{"key":"e_1_2_6_7_2","first-page":"345","article-title":"A pilot study to evaluate the pharmacokinetics of sibutramine in healthy subjects under fasting and fed conditions","volume":"7","author":"Abolfathi Z","year":"2004","journal-title":"J. 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