{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,19]],"date-time":"2026-08-19T15:25:02Z","timestamp":1787153102240,"version":"build-2736575974"},"reference-count":43,"publisher":"American Chemical Society (ACS)","issue":"32","license":[{"start":{"date-parts":[[2026,8,6]],"date-time":"2026-08-06T00:00:00Z","timestamp":1785974400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,8,6]],"date-time":"2026-08-06T00:00:00Z","timestamp":1785974400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,8,6]],"date-time":"2026-08-06T00:00:00Z","timestamp":1785974400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100012659","name":"Foundation for Innovative Research Groups of the National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["32121004"],"award-info":[{"award-number":["32121004"]}],"id":[{"id":"10.13039\/501100012659","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,8,19]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Furaltadone and its metabolite 3-amino-5-morpholinomethyl-2-oxazolidone (AMOZ) are chiral compounds, yet their stereoselective pharmacokinetics, tissue distribution, and bioactivity remain poorly understood. This study developed and validated a sensitive liquid chromatography-tandem mass spectrometry method for simultaneously determining furaltadone and AMOZ enantiomers. Crucially, no interconversion between R- and S-furaltadone occurred in vivo or in vitro. Following oral gavage of furaltadone (20 mg\/kg b.w.) in mice, furaltadone was rapidly metabolized, plasma R-furaltadone displayed higher Cmax and AUC0\u201324h than S-furaltadone, while, concurrently, S-AMOZ demonstrated higher Cmax and AUC0\u201348h. Strikingly, S-AMOZ predominated in most mouse tissues except the lungs. Pronounced stereoselectivity differences emerged in the liver (p &amp;lt; 0.001) and lung (p &amp;lt; 0.01), and were notably evident in the heart, spleen, eye, and large intestine (all p &amp;lt; 0.05). Significantly, R-furaltadone exhibited greater antibacterial activity in vitro. These comprehensive findings provide valuable insights into the use of furaltadone in nonfood-producing animals and inform its toxicity assessment.<\/jats:p>","DOI":"10.1021\/acs.jafc.6c05774","type":"journal-article","created":{"date-parts":[[2026,8,6]],"date-time":"2026-08-06T13:01:46Z","timestamp":1786021306000},"page":"25607-25618","source":"Crossref","is-referenced-by-count":0,"title":["Simultaneous Determination\nof Enantiomers of Furaltadone\nand Its Metabolite by Liquid Chromatography Tandem Mass Spectrometry:\nStereoselective Pharmacokinetics, Tissue Distribution, and Antibacterial\nActivity"],"prefix":"10.1021","volume":"74","author":[{"given":"Xiaoxi","family":"Du","sequence":"first","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]},{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiaqi","family":"Zhang","sequence":"additional","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daoxin","family":"Qiu","sequence":"additional","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qiuhong","family":"Liu","sequence":"additional","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jingqi","family":"Wang","sequence":"additional","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rong","family":"Liu","sequence":"additional","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]},{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yan","family":"Zhou","sequence":"additional","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yafei","family":"Li","sequence":"additional","affiliation":[{"name":"Guangdong Academy of Agricultural Sciences, Institute of Quality Standard and Monitoring Technology for Agro-Products , ,","place":["Guangzhou, China, 510640"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8051-3639","authenticated-orcid":true,"given":"Limin","family":"He","sequence":"additional","affiliation":[{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]},{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]},{"name":"South China Agricultural University , , ,","place":["Guangzhou, China, 510642"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,6]]},"reference":[{"issue":"1","key":"2026081910184527700_cit1","doi-asserted-by":"publisher","first-page":"11","DOI":"10.1016\/S0022-3565(25)08567-2","article-title":"The in Vitro Bacteriostatic\nAction of Some Simple Furan Derivatives","volume":"82","author":"Dodd","year":"1944","journal-title":"J.\nPharmacol. Exp. Ther."},{"key":"2026081910184527700_cit2","doi-asserted-by":"publisher","DOI":"10.1016\/j.foodchem.2020.128389","article-title":"Confirmation of five\nnitrofuran metabolites including nifursol metabolite in meat and aquaculture\nproducts by liquid chromatography-tandem mass spectrometry: Validation\naccording to European Union Decision 2002\/657\/EC","volume":"342","author":"Guichard","year":"2021","journal-title":"Food Chem."},{"key":"2026081910184527700_cit3","doi-asserted-by":"publisher","DOI":"10.1016\/j.focha.2023.100396","article-title":"Nitrofuran residues in animal sourced\nfood: Sample extraction and identification methods \u2013 A review","volume":"3","author":"Tripathi","year":"2023","journal-title":"Food Chem. Adv."},{"key":"2026081910184527700_cit4","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2022.463620","article-title":"Current\ntrends in analytical strategies for the chromatographic determination\nof nitrofuran metabolites in food samples. An update since 2012","volume":"1685","author":"Melekhin","year":"2022","journal-title":"J. Chromatogr. 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Aquacult."},{"key":"2026081910184527700_cit8","doi-asserted-by":"publisher","DOI":"10.1016\/j.microc.2025.112900","article-title":"A review of methods and research progress in the detection\nof nitrofuran metabolites in foods","volume":"209","author":"Miao","year":"2025","journal-title":"Microchem.\nJ."},{"key":"2026081910184527700_cit9","doi-asserted-by":"publisher","DOI":"10.1016\/j.fochx.2024.101928","article-title":"A comprehensive\nreview on the pretreatment and detection methods of nitrofurans and\ntheir metabolites in animal-derived food and environmental samples","volume":"24","author":"Zheng","year":"2024","journal-title":"Food Chem. X."},{"issue":"8","key":"2026081910184527700_cit10","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0330750","article-title":"Antibiotic\nuse in companion animals\nin veterinary teaching hospitals in Thailand","volume":"20","author":"Suwanpakdee","year":"2025","journal-title":"PLoS One"},{"issue":"1","key":"2026081910184527700_cit11","doi-asserted-by":"publisher","DOI":"10.1111\/raq.12948","article-title":"Current disease treatments for the\nornamental pet fish\ntrade and their associated problems","volume":"17","author":"Larcombe","year":"2024","journal-title":"Rev. Aquacult."},{"issue":"1","key":"2026081910184527700_cit12","doi-asserted-by":"publisher","first-page":"313","DOI":"10.1021\/jf902743a","article-title":"Cyano metabolite as a biomarker of nitrofurazone in\nchannel catfish","volume":"58","author":"Wang","year":"2010","journal-title":"J. Agric. Food Chem."},{"issue":"2","key":"2026081910184527700_cit13","doi-asserted-by":"publisher","first-page":"1126","DOI":"10.1021\/acs.analchem.1c04207","article-title":"Chromaticity\nEvolutionary Detection of Food Contaminant Semicarbazide through an\nUpconversion Luminescence-Based Nanosensor","volume":"94","author":"Zhu","year":"2022","journal-title":"Anal. Chem."},{"issue":"2","key":"2026081910184527700_cit14","doi-asserted-by":"publisher","first-page":"2342","DOI":"10.1021\/acs.jafc.5c12391","article-title":"Analytical Quantitation and Confirmation\nof Cyano Metabolite by High-Resolution Mass Spectrometry: Residue\nDepletion Study in Shrimp Treated with Nitrofurazone","volume":"74","author":"Escobar Loaiza","year":"2026","journal-title":"J. Agric. Food Chem."},{"issue":"8090","key":"2026081910184527700_cit15","doi-asserted-by":"publisher","first-page":"648","DOI":"10.1038\/s41586-025-09738-w","article-title":"Synthesis of\nenantioenriched atropisomers by biocatalytic deracemization","volume":"647","author":"Roos","year":"2025","journal-title":"Nature"},{"key":"2026081910184527700_cit16","doi-asserted-by":"publisher","first-page":"99","DOI":"10.1146\/annurev-biophys-083021-070400","article-title":"Chiral\nInduced Spin Selectivity and\nIts Implications for Biological Functions","volume":"51","author":"Naaman","year":"2022","journal-title":"Annu.\nRev. Biophys."},{"issue":"4","key":"2026081910184527700_cit17","doi-asserted-by":"publisher","first-page":"2305","DOI":"10.1021\/acs.jmedchem.3c02239","article-title":"Chirality of New Drug Approvals (2013\u20132022):\nTrends and Perspectives","volume":"67","author":"McVicker","year":"2024","journal-title":"J. Med. 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Food Chem."},{"key":"2026081910184527700_cit21","unstructured":"Food and Drug Administration.\n          .  Development\nof New Stereoisomeric Drugs; Food and Drug\nAdministration: Rockville,\nMD; 1992."},{"key":"2026081910184527700_cit22","unstructured":"European Medicines Agency.\n          .  Investigation\nof Chiral Active Substances; 3CC29A; European\nMedicines Agency: Amsterdam,\nThe Netherlands; 1994."},{"key":"2026081910184527700_cit23","unstructured":"State Food and Drug Administration.\n          .  Technical Guideline for Quality Control Research of Chiral\nDrugsState Food and Drug Administration: Beijing, China; 2006."},{"issue":"2","key":"2026081910184527700_cit24","doi-asserted-by":"publisher","DOI":"10.1016\/j.jsps.2023.101934","article-title":"Pharmacokinetics\nand tissue distribution of vigabatrin enantiomers in rats","volume":"32","author":"Zheng","year":"2024","journal-title":"Saudi Pharm. J."},{"issue":"49","key":"2026081910184527700_cit25","doi-asserted-by":"publisher","first-page":"31590","DOI":"10.1021\/acs.jafc.5c08099","article-title":"Multiclass\nMethod to Analyze Banned Veterinary Drugs in Casings by LC-MS\/MS:\nA Validation Study According to Regulation (EU) 2021\/808","volume":"73","author":"Gaugain","year":"2025","journal-title":"J. Agric. Food Chem."},{"key":"2026081910184527700_cit26","doi-asserted-by":"publisher","first-page":"22661","DOI":"10.1021\/acs.jafc.4c06013","article-title":"Residue Depletion of Nitrofurazone\nMetabolites, Semicarbazide and 5-Nitro-2-Furaldehyde, in Broiler Chickens\nAfter Oral Administration","volume":"72","author":"El Hawari","year":"2024","journal-title":"J. Agric. Food Chem."},{"key":"2026081910184527700_cit27","doi-asserted-by":"publisher","DOI":"10.1016\/j.jpba.2023.115764","article-title":"Rapid multi-residue\nLC-MS\/MS determination of nitrofuran metabolites, nitroimidazoles,\namphenicols, and quinolones in honey with ultrasonic-assisted derivatization\n\u2013 magnetic solid-phase extraction","volume":"237","author":"Melekhin","year":"2024","journal-title":"J.\nPharm. Biomed. Anal."},{"key":"2026081910184527700_cit28","doi-asserted-by":"publisher","DOI":"10.1016\/j.microc.2024.110197","article-title":"Determination\nof nitrofuran metabolites\nin muscle by LC-MS\/MS and LC-MS\/MS\/MS: Alternative validation according\nto Commission Implementing Regulation (EU) 2021\/808","volume":"199","author":"Saluti","year":"2024","journal-title":"Microchem. J."},{"key":"2026081910184527700_cit29","doi-asserted-by":"publisher","DOI":"10.1016\/j.jhazmat.2020.122589","article-title":"Enantiomer-specific\nbioaccumulation\nand distribution of chiral pharmaceuticals in a subtropical marine\nfood web","volume":"394","author":"Ruan","year":"2020","journal-title":"J. Hazard. Mater."},{"issue":"14","key":"2026081910184527700_cit30","doi-asserted-by":"publisher","first-page":"4098","DOI":"10.1021\/acs.jafc.8b04728","article-title":"Selective\nDepletion of Chiral 4-Hydroxypraziquantel\nMetabolites in Three Types of Aquaculture Fish by LC-MS\/MS","volume":"67","author":"Zhang","year":"2019","journal-title":"J. Agric. Food Chem."},{"key":"2026081910184527700_cit31","doi-asserted-by":"publisher","first-page":"8987","DOI":"10.1021\/acs.jafc.0c03091","article-title":"Pharmacokinetics, Activity, and Residue Elimination\nof R- and S-Diclazuril in Broiler Chickens","volume":"68","author":"Zhang","year":"2020","journal-title":"J. Agric. Food Chem."},{"issue":"31","key":"2026081910184527700_cit32","doi-asserted-by":"publisher","first-page":"12061","DOI":"10.1021\/acs.jafc.3c03546","article-title":"Stereoselective\nPharmacokinetics and Residue Depletion of Praziquantel and Its Metabolites,\n4-Hydroxypraziquantel Enantiomers, in Swine","volume":"71","author":"Zhang","year":"2023","journal-title":"J. Agric. Food Chem."},{"key":"2026081910184527700_cit33","unstructured":"International Council for Harmonisation of Technical Requirements for Pharmaceuticals for Human Use.\n          .  Bioanalytical Method Validation and Study Sample Analysis M10International Council for Harmonisation of Technical\nRequirements for Pharmaceuticals for Human Use: Geneva, Switzerland; 2022."},{"key":"2026081910184527700_cit34","unstructured":"Clinical and Laboratory Standards Institute.\n          .  Methods for Dilution Antimicrobial Susceptibility\nTests\nfor Bacteria That Grow Aerobically, CLSI Standard M07; 11th Edition; Clinical and Laboratory Standards Institute: Wayne, PA; 2018."},{"issue":"3","key":"2026081910184527700_cit35","doi-asserted-by":"publisher","first-page":"303","DOI":"10.1007\/BF01062139","article-title":"Testing\nfor the Equality of Area Under the Curves When Using Destructive Measurement\nTechniques","volume":"16","author":"Bailer","year":"1988","journal-title":"J. Pharmacokinet. Biopharm."},{"issue":"25","key":"2026081910184527700_cit36","doi-asserted-by":"publisher","first-page":"6802","DOI":"10.1021\/acs.jafc.9b07907","article-title":"Enantioselective\nDetection, Bioactivity, and Metabolism\nof the Novel Chiral Insecticide Fluralaner","volume":"68","author":"Zhang","year":"2020","journal-title":"J. Agric. Food Chem."},{"key":"2026081910184527700_cit37","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2019.460721","article-title":"Synthesis of a chiral\nionic liquid, cholinium-clindamycin phosphate, as sole chiral selector\nin capillary electrophoresis","volume":"1615","author":"Xu","year":"2020","journal-title":"J. Chromatogr.\nA"},{"issue":"28","key":"2026081910184527700_cit38","doi-asserted-by":"publisher","first-page":"11815","DOI":"10.1039\/C5NR03048J","article-title":"Emerging enantiomeric\nresolution materials with homochiral\nnano-fabrications","volume":"7","author":"Wang","year":"2015","journal-title":"Nanoscale"},{"issue":"24","key":"2026081910184527700_cit39","doi-asserted-by":"publisher","first-page":"16651","DOI":"10.1039\/D3RA02489J","article-title":"The development\nof chiral metal\u2013organic frameworks for enantioseparation of\nracemates","volume":"13","author":"Yasmeen","year":"2023","journal-title":"RSC Adv."},{"issue":"6","key":"2026081910184527700_cit40","doi-asserted-by":"publisher","first-page":"5150","DOI":"10.1021\/acs.jafc.5c15984","article-title":"Enhanced Exposure Risk\nof Penthiopyrad S-Enantiomer: Insights into the Roles of Intestinal\nAbsorption and CYP3A4-Mediated Metabolism","volume":"74","author":"Yang","year":"2026","journal-title":"J.\nAgric. Food Chem."},{"issue":"4","key":"2026081910184527700_cit41","doi-asserted-by":"publisher","first-page":"3284","DOI":"10.1021\/acscatal.4c07394","article-title":"Stereo- and Regioselective\nMetabolism of the Omeprazole Enantiomers\nby CYP2C19: Insights from Binding Free Energy and QM\/MM Calculations\nin a Curtin\u2013Hammett Framework","volume":"15","author":"Xia","year":"2025","journal-title":"ACS Catal."},{"key":"2026081910184527700_cit42","doi-asserted-by":"publisher","first-page":"5422","DOI":"10.1021\/es0606778","article-title":"Aquatic photochemistry of nitrofuran\nantibiotics","volume":"40","author":"Edhlund","year":"2006","journal-title":"Environ. Sci. Technol."},{"key":"2026081910184527700_cit43","doi-asserted-by":"publisher","first-page":"75","DOI":"10.1016\/0005-2744(79)90174-8","article-title":"Enzymic cis-trans isomerization\nof\nnitrofuran derivatives: Isomerizing activity of xanthine oxidase,\nlipoyl dehydrogenase, DT-diaphorase and liver microsomes","volume":"567","author":"Tatsumi","year":"1979","journal-title":"Biochim. Biophys. Acta, Enzymol."}],"container-title":["Journal of Agricultural\nand Food Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.jafc.6c05774","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/jafcau\/article-pdf\/74\/32\/25607\/66440612\/acs.jafc.6c05774.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/jafcau\/article-pdf\/74\/32\/25607\/66440612\/acs.jafc.6c05774.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,19]],"date-time":"2026-08-19T14:31:15Z","timestamp":1787149875000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/jafcau\/article\/74\/32\/25607\/5248994\/Simultaneous-Determination-of-Enantiomers-of"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,8,6]]},"references-count":43,"journal-issue":{"issue":"32","published-online":{"date-parts":[[2026,8,6]]},"published-print":{"date-parts":[[2026,8,19]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.jafc.6c05774","relation":{},"ISSN":["0021-8561","1520-5118"],"issn-type":[{"value":"0021-8561","type":"print"},{"value":"1520-5118","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,8,6]]}}}