{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,19]],"date-time":"2025-10-19T15:19:33Z","timestamp":1760887173923,"version":"3.28.0"},"reference-count":22,"publisher":"Oxford University Press (OUP)","issue":"10","license":[{"start":{"date-parts":[[1999,10,1]],"date-time":"1999-10-01T00:00:00Z","timestamp":938736000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/academic.oup.com\/journals\/pages\/open_access\/funder_policies\/chorus\/standard_publication_model"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[1999,10,1]]},"abstract":"<jats:title>Abstract<\/jats:title>\n               <jats:p>Enantiomeric resolution of butibufen has been achieved on a cellulose tris(3,5-dimethylphenylcarbamate) chiral stationary phase with hexane-isopropanol-trifluoroacetic acid, 100: 1.2: 0.02 (v\/v\/v) as mobile phase at a flow rate of 1.0 mL min\u22121.<\/jats:p>\n               <jats:p>Semi-preparative isolation of the enantiomers then chiroptical characterization indicated that the order of elution was (-)-R- before (+)-S-butibufen. When tested for their effects on the cyclooxygenase and 5-lipoxygenase pathways of eicosanoid metabolism in calcium ionophore-activated rat peritoneal leukocytes it was found that (+) -S-butibufen inhibited generation of thromboxane B2 (TXB2) and prostaglandin E2 (PGE2) (cyclooxygenase pathway), with an IC50 of 1.5 \u03bc (approx.), whereas the (-)-R enantiomer was essentially inactive. Neither enantiomer inhibited the 5-lipoxygenase pathway. In this regard, (+)-S-butibufen was approximately five times less potent as a cyclooxygenase inhibitor than (+)-S-ibuprofen.<\/jats:p>\n               <jats:p>These results show the enantiomeric specificity and pathway selectivity of this novel non-steroidal anti-inflammatory drug.<\/jats:p>","DOI":"10.1211\/0022357991776741","type":"journal-article","created":{"date-parts":[[2002,10,1]],"date-time":"2002-10-01T22:04:05Z","timestamp":1033509845000},"page":"1201-1205","source":"Crossref","is-referenced-by-count":3,"title":["Chromatographic Resolution, Chiroptical Characterization and Preliminary Pharmacological Evaluation of the Enantiomers of Butibufen: a Comparison with Ibuprofen"],"prefix":"10.1093","volume":"51","author":[{"given":"J R S","family":"Hoult","sequence":"first","affiliation":[{"name":"Division of Pharmacology and Therapeutics, King's College London , London, SE1 9RT,","place":["UK"]}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"B R","family":"Jackson","sequence":"additional","affiliation":[{"name":"Division of Pharmacology and Therapeutics, King's College London , London, SE1 9RT,","place":["UK"]}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"E","family":"Benicka","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, King's College London , London, SEI 8WA,","place":["UK"]}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"B K","family":"Patel","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, King's College London , London, SEI 8WA,","place":["UK"]}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"A J","family":"Hutt","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, King's College London , London, SEI 8WA,","place":["UK"]}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"286","published-online":{"date-parts":[[1999,10,1]]},"reference":[{"key":"2024103110042656900_cit1","first-page":"130","article-title":"Some aspects of the pharmacology of butibufen a non-steroidal anti-inflammatory agent","volume":"227","author":"Aparicio","year":"1997","journal-title":"Arch. 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