{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,3]],"date-time":"2026-04-03T17:11:09Z","timestamp":1775236269279,"version":"3.50.1"},"reference-count":34,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2017,11,22]],"date-time":"2017-11-22T00:00:00Z","timestamp":1511308800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002322","name":"Coordena\u00e7\u00e3o de Aperfei\u00e7oamento de Pessoal de N\u00edvel Superior","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100002322","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"Conselho Nacional de Desenvolvimento Cient\u00edfico e Tecnol\u00f3gico","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004612","name":"Funda\u00e7\u00e3o Arauc\u00e1ria","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100004612","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Coumarin (1,2-benzopyrone) is a natural compound whose metabolism in humans was established in the 1970s. However, a new metabolite was recently identified in human plasma, indicating that the metabolism of coumarin has not been completely elucidated. To complement the knowledge of its metabolism, a rapid and sensitive method using UPLC-QTOF-MS was developed. A total of 12 metabolites was identified using MetaboLynxTM software, including eight metabolites not previously reported in human urine. The identified biotransformation included hydroxylation, glucuronidation, sulfation, methylation, and conjugation with N-acetylcysteine. The present work demonstrates that the metabolism study of coumarin was incomplete, possibly due to limitations of old techniques. The identification of eight inedited metabolites of such a simple molecule suggests that the information regarding the metabolism of other drugs may also be incomplete, and therefore, new investigations are necessary.<\/jats:p>","DOI":"10.3390\/molecules22112031","type":"journal-article","created":{"date-parts":[[2017,11,22]],"date-time":"2017-11-22T10:47:38Z","timestamp":1511347658000},"page":"2031","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":20,"title":["New Metabolites of Coumarin Detected in Human Urine Using Ultra Performance Liquid Chromatography\/Quadrupole-Time-of-Flight Tandem Mass Spectrometry"],"prefix":"10.3390","volume":"22","author":[{"given":"Let\u00edcia","family":"Leonart","sequence":"first","affiliation":[{"name":"Department of Pharmacy, Federal University of Paran\u00e1, Street Pref. Loth\u00e1rio Meissner, 632, 80210-170 Curitiba, Paran\u00e1, Brazil"}]},{"given":"Jo\u00e3o","family":"Gasparetto","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Federal University of Paran\u00e1, Street Pref. Loth\u00e1rio Meissner, 632, 80210-170 Curitiba, Paran\u00e1, Brazil"}]},{"given":"Fl\u00e1via","family":"Pontes","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Federal University of Paran\u00e1, Street Pref. Loth\u00e1rio Meissner, 632, 80210-170 Curitiba, Paran\u00e1, Brazil"}]},{"given":"Let\u00edcia","family":"Cerqueira","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Federal University of Paran\u00e1, Street Pref. Loth\u00e1rio Meissner, 632, 80210-170 Curitiba, Paran\u00e1, Brazil"}]},{"given":"Thais","family":"De Francisco","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Federal University of Paran\u00e1, Street Pref. Loth\u00e1rio Meissner, 632, 80210-170 Curitiba, Paran\u00e1, Brazil"}]},{"given":"Roberto","family":"Pontarolo","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Federal University of Paran\u00e1, Street Pref. Loth\u00e1rio Meissner, 632, 80210-170 Curitiba, Paran\u00e1, Brazil"}]}],"member":"1968","published-online":{"date-parts":[[2017,11,22]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"231","DOI":"10.1002\/jps.2600530302","article-title":"Naturally occurring coumarins and related physiological activities","volume":"53","author":"Soine","year":"1964","journal-title":"J. Pharm. Sci."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/S0079-6468(08)70267-4","article-title":"The metabolism and biological actions of coumarins","volume":"10","author":"Feuer","year":"1974","journal-title":"Prog. Med. 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