{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,21]],"date-time":"2026-01-21T13:58:58Z","timestamp":1769003938885,"version":"3.49.0"},"reference-count":41,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2018,8,1]],"date-time":"2018-08-01T00:00:00Z","timestamp":1533081600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"}],"funder":[{"DOI":"10.13039\/501100010099","name":"Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences","doi-asserted-by":"publisher","award":["RVO: 61388963"],"award-info":[{"award-number":["RVO: 61388963"]}],"id":[{"id":"10.13039\/501100010099","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Technology Agency of the Czech Republic","award":["TE01020028"],"award-info":[{"award-number":["TE01020028"]}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["European Journal of Medicinal Chemistry"],"published-print":{"date-parts":[[2018,8]]},"DOI":"10.1016\/j.ejmech.2018.07.010","type":"journal-article","created":{"date-parts":[[2018,7,7]],"date-time":"2018-07-07T13:35:35Z","timestamp":1530970535000},"page":"295-301","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":13,"special_numbering":"C","title":["Influence of the C-5 substitution in polysubstituted pyrimidines on inhibition of prostaglandin E2 production"],"prefix":"10.1016","volume":"156","author":[{"given":"Viktor","family":"Kolman","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Filip","family":"Kal\u010dic","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Petr","family":"Jansa","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zden\u011bk","family":"Z\u00eddek","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4654-679X","authenticated-orcid":false,"given":"Zlatko","family":"Janeba","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.ejmech.2018.07.010_bib1","doi-asserted-by":"crossref","first-page":"52","DOI":"10.2174\/187152312803476255","article-title":"Clinical pharmacology of non-steroidal anti-inflammatory drugs: a review","volume":"11","author":"Bacchi","year":"2012","journal-title":"Anti-Inflammatory Anti-Allergy Agents Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib2","doi-asserted-by":"crossref","first-page":"5821","DOI":"10.1021\/cr2002992","article-title":"Enzymes of the cyclooxygenase pathways of prostanoid biosynthesis","volume":"111","author":"Smith","year":"2011","journal-title":"Chem. Rev."},{"key":"10.1016\/j.ejmech.2018.07.010_bib3","doi-asserted-by":"crossref","first-page":"145","DOI":"10.1146\/annurev.biochem.69.1.145","article-title":"Cyclooxygenases: structural, cellular, and molecular biology","volume":"69","author":"Smith","year":"2000","journal-title":"Annu. Rev. Biochem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib4","doi-asserted-by":"crossref","first-page":"422","DOI":"10.1016\/j.bbalip.2014.09.016","article-title":"Cyclooxygenase inhibitors: from pharmacology to clinical read-out","volume":"1851","author":"Patrignani","year":"2015","journal-title":"Biochim. Biophys. Acta"},{"key":"10.1016\/j.ejmech.2018.07.010_bib5","doi-asserted-by":"crossref","first-page":"8609","DOI":"10.1073\/pnas.1733589100","article-title":"Success of prostaglandin E2 in structure-function is a challenge for structure-based therapeutics","volume":"100","author":"Serhan","year":"2003","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"10.1016\/j.ejmech.2018.07.010_bib6","doi-asserted-by":"crossref","first-page":"229","DOI":"10.1016\/j.clim.2006.01.016","article-title":"Prostaglandin E2 synthesis and secretion: the role of PGE2 synthases","volume":"119","author":"Park","year":"2006","journal-title":"Clin. Immunol."},{"key":"10.1016\/j.ejmech.2018.07.010_bib7","doi-asserted-by":"crossref","first-page":"414","DOI":"10.1016\/j.bbalip.2014.07.008","article-title":"Prostaglandin E2-induced inflammation: relevance of prostaglandin E receptors","volume":"1851","author":"Kawahara","year":"2015","journal-title":"Biochim. Biophys. Acta Mol. Cell Biol. Lipids"},{"key":"10.1016\/j.ejmech.2018.07.010_bib8","first-page":"8","article-title":"A\u00a0review of nonsteroidal anti-inflammatory drugs","volume":"82","author":"Schellack","year":"2015","journal-title":"S.\u00a0Afr. Pharmaceut. J."},{"key":"10.1016\/j.ejmech.2018.07.010_bib9","doi-asserted-by":"crossref","first-page":"285","DOI":"10.1016\/j.phrs.2009.01.011","article-title":"Nonsteroidal antiinflammatory drugs: past, present and future","volume":"59","author":"Patrono","year":"2009","journal-title":"Pharmacol. Res."},{"key":"10.1016\/j.ejmech.2018.07.010_bib10","doi-asserted-by":"crossref","first-page":"341","DOI":"10.1002\/med.21331","article-title":"Recent developments in chimeric NSAIDs as safer anti-inflammatory agents","volume":"35","author":"Suthar","year":"2015","journal-title":"Med. Res. Rev."},{"key":"10.1016\/j.ejmech.2018.07.010_bib11","doi-asserted-by":"crossref","first-page":"433","DOI":"10.1056\/NEJM200108093450607","article-title":"The coxibs, selective inhibitors of cyclooxygenase-2","volume":"345","author":"FitzGerald","year":"2001","journal-title":"N.\u00a0Engl. J. Med."},{"key":"10.1016\/j.ejmech.2018.07.010_bib12","doi-asserted-by":"crossref","first-page":"802","DOI":"10.1002\/med.21424","article-title":"Nonsteroidal anti-inflammatory therapy: a journey towards safety","volume":"37","author":"Pereira-Leite","year":"2017","journal-title":"Med. Res. Rev."},{"key":"10.1016\/j.ejmech.2018.07.010_bib13","doi-asserted-by":"crossref","first-page":"1491","DOI":"10.1007\/s00296-011-2263-6","article-title":"A\u00a0turbulent decade for NSAIDs: update on current concepts of classification, epidemiology, comparative efficacy, and toxicity","volume":"32","author":"Conaghan","year":"2012","journal-title":"Rheumatol. Int."},{"key":"10.1016\/j.ejmech.2018.07.010_bib14","first-page":"8","article-title":"A\u00a0review on biological importance of pyrimidines in the new era","volume":"8","author":"Sahu","year":"2016","journal-title":"Int. J. Pharm. Pharmaceut. Sci."},{"key":"10.1016\/j.ejmech.2018.07.010_bib15","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1002\/cbdv.200490173","article-title":"Pyrimidine as constituent of natural biologically active compounds","volume":"2","author":"Lagoja","year":"2005","journal-title":"Chem. Biodivers."},{"key":"10.1016\/j.ejmech.2018.07.010_bib16","doi-asserted-by":"crossref","first-page":"3334","DOI":"10.1016\/j.bmc.2007.03.028","article-title":"One pot synthesis of pyrimidine and bispyrimidine derivatives and their evaluation for anti-inflammatory and analgesic activities","volume":"15","author":"Sondhi","year":"2007","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib17","doi-asserted-by":"crossref","first-page":"1022","DOI":"10.1016\/j.bmcl.2006.11.035","article-title":"Synthesis and biological evaluation of some 5-ethoxycarbonyl-6-isopropylamino-4-(substitutedphenyl)aminopyrimidines as potent analgesic and anti-inflammatory agents","volume":"17","author":"Chhabria","year":"2007","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2018.07.010_bib18","doi-asserted-by":"crossref","first-page":"4572","DOI":"10.1016\/j.ejmech.2009.06.028","article-title":"Synthesis, analgesic and anti-inflammatory activities evaluation of some bi-, tri- and tetracyclic condensed pyrimidines","volume":"44","author":"Amin","year":"2009","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib19","doi-asserted-by":"crossref","first-page":"5476","DOI":"10.1016\/j.bmcl.2016.10.025","article-title":"Variation of the aryl substituent on the piperazine ring within the 4-(piperazin-1-yl)-2,6-di(pyrrolidin-1-yl)pyrimidine scaffold unveils potent, non-competitive inhibitors of the inflammatory caspases","volume":"26","author":"Kent","year":"2016","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2018.07.010_bib20","doi-asserted-by":"crossref","first-page":"8082","DOI":"10.1021\/acs.jmedchem.6b00872","article-title":"Identification of a human Toll-like receptor (TLR) 8-specific agonist and a functional pan-TLR inhibitor in 2-aminoimidazoles","volume":"59","author":"Beesu","year":"2016","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib21","doi-asserted-by":"crossref","first-page":"7706","DOI":"10.1016\/j.bmc.2006.08.009","article-title":"Synthesis of 2, 4, 6-trisubstituted pyrimidine and triazine heterocycles as antileishmanial agents","volume":"14","author":"Sunduru","year":"2006","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib22","doi-asserted-by":"crossref","first-page":"3297","DOI":"10.1016\/j.bmcl.2009.04.082","article-title":"Synthesis and antimycobacterial activity of 5-formylaminopyrimidines; analogs of antibacterial purines","volume":"19","author":"Braendvang","year":"2009","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2018.07.010_bib23","doi-asserted-by":"crossref","first-page":"299","DOI":"10.1002\/ardp.200800223","article-title":"Synthesis and biological evaluation of some novel polysubstituted pyrimidine derivatives as potential antimicrobial and anticancer agents","volume":"342","author":"Rostom","year":"2009","journal-title":"Arch. Pharm. Chem. Life Sci."},{"key":"10.1016\/j.ejmech.2018.07.010_bib24","doi-asserted-by":"crossref","first-page":"669","DOI":"10.1111\/cbdd.12178","article-title":"Synthesis and 3D-QSAR analysis of 2-chloroquinoline derivatives as H37RV MTB inhibitors","volume":"82","author":"Khunt","year":"2013","journal-title":"Chem. Biol. Drug Des."},{"key":"10.1016\/j.ejmech.2018.07.010_bib25","doi-asserted-by":"crossref","first-page":"295","DOI":"10.1021\/jm00273a600","article-title":"Triphenylpropylpiperazine derivatives as new potent analgetic substances","volume":"15","author":"Regnier","year":"1972","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib26","doi-asserted-by":"crossref","first-page":"1502","DOI":"10.1016\/j.bmcl.2012.12.035","article-title":"New imidazo[1,2-a]pyridines carrying active pharmacophores: synthesis and anticonvulsant studies","volume":"23","author":"Ulloora","year":"2013","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2018.07.010_bib27","doi-asserted-by":"crossref","first-page":"4896","DOI":"10.1016\/j.bmcl.2008.07.057","article-title":"A\u00a0novel 5-[1,3,4-oxadiazol-2-yl]-N-aryl-4,6-pyrimidine diamine having dual EGFR\/HER2 kinase activity: design, synthesis, and biological activity","volume":"18","author":"Hughes","year":"2008","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2018.07.010_bib28","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1016\/j.bmc.2008.11.016","article-title":"Synthesis and SAR of 6-chloro-4-fluoroalkylamino-2-heteroaryl-5-(substituted)phenylpyrimidines as anti-cancer agents","volume":"17","author":"Zhang","year":"2009","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib29","doi-asserted-by":"crossref","first-page":"2846","DOI":"10.1021\/jm201758g","article-title":"Synthesis and biological evaluation of pyrimidine-based dual inhibitors of human epidermal growth factor receptor 1 (HER-1) and HER-2 tyrosine kinases","volume":"55","author":"Cha","year":"2012","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib30","doi-asserted-by":"crossref","first-page":"9683","DOI":"10.1021\/jm401387j","article-title":"Pseudo-cyclization through intramolecular hydrogen bond enables discovery of pyridine substituted pyrimidines as new Mer kinase inhibitors","volume":"56","author":"Zhang","year":"2013","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib31","doi-asserted-by":"crossref","first-page":"3437","DOI":"10.1007\/s00044-015-1391-z","article-title":"Synthesis, anticancer and molecular docking studies of benzofuran derivatives","volume":"24","author":"Swamy","year":"2015","journal-title":"Med. Chem. Res."},{"key":"10.1016\/j.ejmech.2018.07.010_bib32","doi-asserted-by":"crossref","first-page":"4482","DOI":"10.1007\/s00044-014-1018-9","article-title":"5-Substituted 2-amino-4,6-dihydroxypyrimidines and 2-amino-4,6-dichloropyrimidines: synthesis and inhibitory effects on immune-activated nitric oxide production","volume":"23","author":"Jansa","year":"2014","journal-title":"Med. Chem. Res."},{"key":"10.1016\/j.ejmech.2018.07.010_bib33","doi-asserted-by":"crossref","first-page":"2154","DOI":"10.1007\/s00044-014-1285-5","article-title":"Synthesis and structure\u2013activity relationship studies of polysubstituted pyrimidines as inhibitors of immune-activated nitric oxide production","volume":"24","author":"Jansa","year":"2015","journal-title":"Med. Chem. Res."},{"key":"10.1016\/j.ejmech.2018.07.010_bib34","doi-asserted-by":"crossref","first-page":"48","DOI":"10.1016\/j.niox.2016.04.008","article-title":"Dual inhibition of nitric oxide and prostaglandin E2 production by polysubstituted 2-aminopyrimidines","volume":"57","author":"Z\u00eddek","year":"2016","journal-title":"Nitric Oxide"},{"key":"10.1016\/j.ejmech.2018.07.010_bib35","series-title":"Pyrimidine Compounds Inhibiting the Formation of Nitric Oxide and Prostaglandin E2, Method of Production Thereof and Use Thereof. US 8,883,798 B2","author":"Jansa","year":"2014"},{"key":"10.1016\/j.ejmech.2018.07.010_bib36","doi-asserted-by":"crossref","first-page":"53","DOI":"10.1016\/j.niox.2017.05.001","article-title":"Polysubstituted 4,6-bis(hetero)arylpyrimidines as dual inhibitors of nitric oxide and prostaglandin E2 production","volume":"67","author":"Kolman","year":"2017","journal-title":"Nitric Oxide"},{"key":"10.1016\/j.ejmech.2018.07.010_bib37","doi-asserted-by":"crossref","first-page":"3437","DOI":"10.1016\/S0040-4039(01)95429-2","article-title":"A\u00a0new stereospecific cross-coupling by the palladium-catalized reacction of 1-alkenylboranes with 1-alkenyl or 1-alkynyl halides","author":"Miyaura","year":"1979","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.ejmech.2018.07.010_bib38","doi-asserted-by":"crossref","first-page":"991","DOI":"10.1007\/s00296-006-0107-6","article-title":"Celecoxib inhibits nitric oxide production in chondrocytes of ligament-damaged osteoarthritic rat joints","volume":"26","author":"Matsuda","year":"2006","journal-title":"Rheumatol. Int."},{"key":"10.1016\/j.ejmech.2018.07.010_bib39","doi-asserted-by":"crossref","first-page":"1185","DOI":"10.1016\/S0006-2952(01)00773-0","article-title":"Effects of naturally occurring prenylated flavonoids on enzymes metabolizing arachidonic acid: cyclooxygenases and lipoxygenases","volume":"62","author":"Chi","year":"2001","journal-title":"Biochem. Pharmacol."},{"key":"10.1016\/j.ejmech.2018.07.010_bib40","doi-asserted-by":"crossref","first-page":"4357","DOI":"10.1021\/jf0633185","article-title":"Grape-seed procyanidins act as antiinflammatory agents in endotoxin-stimulated RAW 264.7 macrophages by inhibiting NFkB signaling pathway","volume":"55","author":"Terra","year":"2007","journal-title":"J.\u00a0Agric. Food Chem."},{"key":"10.1016\/j.ejmech.2018.07.010_bib41","doi-asserted-by":"crossref","first-page":"12401","DOI":"10.3390\/ijms131012401","article-title":"Anti-inflammatory and analgesic activities of a novel biflavonoid from shells of Camelia oleifera","volume":"13","author":"Ye","year":"2012","journal-title":"Int. J. Mol. Sci."}],"container-title":["European Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S022352341830566X?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S022352341830566X?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2019,9,24]],"date-time":"2019-09-24T20:28:01Z","timestamp":1569356881000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S022352341830566X"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,8]]},"references-count":41,"alternative-id":["S022352341830566X"],"URL":"https:\/\/doi.org\/10.1016\/j.ejmech.2018.07.010","relation":{},"ISSN":["0223-5234"],"issn-type":[{"value":"0223-5234","type":"print"}],"subject":[],"published":{"date-parts":[[2018,8]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Influence of the C-5 substitution in polysubstituted pyrimidines on inhibition of prostaglandin E2 production","name":"articletitle","label":"Article Title"},{"value":"European Journal of Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.ejmech.2018.07.010","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2018 Elsevier Masson SAS. All rights reserved.","name":"copyright","label":"Copyright"}]}}