{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,31]],"date-time":"2026-01-31T10:46:36Z","timestamp":1769856396784,"version":"3.49.0"},"reference-count":111,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2017,10,1]],"date-time":"2017-10-01T00:00:00Z","timestamp":1506816000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"}],"funder":[{"DOI":"10.13039\/501100004410","name":"Scientific and Technological Research Council of Turkey","doi-asserted-by":"publisher","award":["112T881"],"award-info":[{"award-number":["112T881"]}],"id":[{"id":"10.13039\/501100004410","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Ataturk University"}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["Bioorganic Chemistry"],"published-print":{"date-parts":[[2017,10]]},"DOI":"10.1016\/j.bioorg.2017.08.012","type":"journal-article","created":{"date-parts":[[2017,8,23]],"date-time":"2017-08-23T08:02:11Z","timestamp":1503475331000},"page":"238-250","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":70,"special_numbering":"C","title":["The synthesis of novel sulfamides derived from \u03b2-benzylphenethylamines as acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase enzymes inhibitors"],"prefix":"10.1016","volume":"74","author":[{"given":"Ak\u0131n","family":"Ak\u0131nc\u0131o\u011flu","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ebutalib","family":"Kocaman","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"H\u00fclya","family":"Ak\u0131nc\u0131o\u011flu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ramin Ekhteiari","family":"Salmas","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0426-0905","authenticated-orcid":false,"given":"Serdar","family":"Durdagi","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"\u0130lhami","family":"G\u00fcl\u00e7in","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Claudiu T.","family":"Supuran","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"S\u00fcleyman","family":"G\u00f6ksu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.bioorg.2017.08.012_b0005","doi-asserted-by":"crossref","first-page":"274","DOI":"10.1016\/j.tips.2005.03.007","article-title":"A renaissance in trace amines inspired by a novel GPCR family","volume":"26","author":"Lindemann","year":"2005","journal-title":"Trends Pharmacol. Sci."},{"key":"10.1016\/j.bioorg.2017.08.012_b0010","doi-asserted-by":"crossref","first-page":"9474","DOI":"10.1073\/pnas.181356198","article-title":"Following the trace of elusive amines","volume":"98","author":"Premont","year":"2001","journal-title":"Proc. Natl. Acad. Sci. U.S.A."},{"key":"10.1016\/j.bioorg.2017.08.012_b0015","doi-asserted-by":"crossref","first-page":"406","DOI":"10.1016\/j.pneurobio.2005.04.003","article-title":"Mechanisms of neurotransmitter release by amphetamines: a review","volume":"75","author":"Sulzer","year":"2005","journal-title":"Prog. Neurobiol."},{"key":"10.1016\/j.bioorg.2017.08.012_b0020","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1093\/chromsci\/36.1.1","article-title":"Screening procedure for 21 amphetamine-related compounds in urine using solid-phase microextraction and gas chromatography-mass spectrometry","volume":"36","author":"Battu","year":"1998","journal-title":"Chromatogr. Sci."},{"issue":"2007","key":"10.1016\/j.bioorg.2017.08.012_b0025","first-page":"163026","volume":"146","author":"Breitenstein","year":"2007","journal-title":"Chem. Abstr."},{"key":"10.1016\/j.bioorg.2017.08.012_b0030","unstructured":"A.L. Mueller, M.F. Balandrin, B.C. Vanwagenen, S.T. Moe, E.G. Delmar, L.D. Artman R.M. Barmore, D.L. Smith, Preparation of aralkylamines as NMDA receptor-ionophore complex antagonists, U.S. Patent, US 6017965 A 20000125, 2000, Chem. Abstr. 132 (2000) 107773."},{"issue":"2005","key":"10.1016\/j.bioorg.2017.08.012_b0035","first-page":"481820","article-title":"Preparation of aralkyl amines as cannabinoid-1 receptor modulators, PCT Int. Appl. WO 2005044785 A1 20050519, 2005","volume":"142","author":"Shah","year":"2005","journal-title":"Chem. Abstr."},{"key":"10.1016\/j.bioorg.2017.08.012_b0040","doi-asserted-by":"crossref","first-page":"2507","DOI":"10.1021\/cr400230c","article-title":"Sulfamic acid and its N- and O-substituted derivatives","volume":"114","author":"Spillane","year":"2014","journal-title":"Chem. Rev."},{"key":"10.1016\/j.bioorg.2017.08.012_b0045","doi-asserted-by":"crossref","first-page":"187","DOI":"10.1530\/eje.1.02075","article-title":"Quinagolide-a valuable treatment option for hyperprolactinaemia","volume":"154","author":"Barlier","year":"2006","journal-title":"Eur. J. Endocrinol."},{"key":"10.1016\/j.bioorg.2017.08.012_b0050","doi-asserted-by":"crossref","first-page":"7528","DOI":"10.1021\/jm801432r","article-title":"Novel, broad-spectrum anticonvulsants containing a sulfamide group: advancement of N-((benzo[b]thien-3-yl)methyl)sulfamide (JNJ-26990990) into human clinical studies","volume":"52","author":"Parker","year":"2009","journal-title":"J. Med. Chem."},{"issue":"2012","key":"10.1016\/j.bioorg.2017.08.012_b0055","first-page":"198297","article-title":"Preparation of novel sulfamide piperazine derivatives as protein tyrosine kinase inhibitors and pharmaceutical use thereof, PCT Int. Appl. WO 2012093169 A1,2012","volume":"157","author":"Schou","year":"2012","journal-title":"Chem. Abstr."},{"issue":"2007","key":"10.1016\/j.bioorg.2017.08.012_b0060","first-page":"229612","article-title":"Preparation of macrocyclic carboxylic acids, amides, and acylsulfonamides as inhibitors of HCV replication, PCT Int. Appl., WO 2007015824 A2, 2007","volume":"146","author":"Seiwert","year":"2007","journal-title":"Chem. Abstr."},{"key":"10.1016\/j.bioorg.2017.08.012_b0065","doi-asserted-by":"crossref","first-page":"2925","DOI":"10.1016\/j.bmc.2013.03.077","article-title":"Synthesis and carbonic anhydrase inhibitory properties of sulfamides structurally related to dopamine","volume":"21","author":"Aksu","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0070","doi-asserted-by":"crossref","first-page":"446","DOI":"10.1002\/ardp.201500035","article-title":"Acetylcholinesterase inhibitory and antioxidant activities of novel symmetric sulfamides derived from phenethylamines","volume":"348","author":"Aksu","year":"2015","journal-title":"Arch. Pharm."},{"issue":"2007","key":"10.1016\/j.bioorg.2017.08.012_b0075","first-page":"251838","article-title":"Preparation of therapeutic agents for diabetes, PCT Int. Appl., WO 2007018314 A2, 2007","volume":"146","author":"Abe","year":"2007","journal-title":"Chem. Abstr."},{"key":"10.1016\/j.bioorg.2017.08.012_b0080","first-page":"93766","article-title":"Preparation of novel pyrimidine-sulfamides as endothelin receptor antagonists, PCT Int. Appl., WO 2002053557 A1, 2002","volume":"137","author":"Bolli","year":"2002","journal-title":"Chem. Abstr."},{"key":"10.1016\/j.bioorg.2017.08.012_b0085","doi-asserted-by":"crossref","first-page":"1736","DOI":"10.3390\/ijms17101736","article-title":"Discovery of potent carbonic anhydrase and acetylcholinesterase inhibitors: 2-aminoindan \u03b2-lactam derivatives","volume":"17","author":"Gen\u00e7","year":"2016","journal-title":"Int. J. Mol. Sci."},{"key":"10.1016\/j.bioorg.2017.08.012_b0090","doi-asserted-by":"crossref","first-page":"1619","DOI":"10.3109\/14756366.2016.1160077","article-title":"Synthesis and bioactivity studies on new 4-(3-(4-Substitutedphenyl)-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl) benzenesulfonamides","volume":"31","author":"G\u00fcl","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0095","doi-asserted-by":"crossref","first-page":"134","DOI":"10.1016\/j.etap.2016.04.011","article-title":"Purification and characterization of the carbonic anhydrase enzyme from Black Sea trout (Salmo trutta Labrax Coruhensis) kidney and inhibition effects of some metal ions on enzyme activity","volume":"44","author":"K\u00fc\u00e7\u00fck","year":"2016","journal-title":"Environ. Toxicol. Pharmacol."},{"key":"10.1016\/j.bioorg.2017.08.012_b0100","doi-asserted-by":"crossref","first-page":"1248","DOI":"10.3109\/14756366.2015.1120723","article-title":"The human carbonic anhydrase isoenzymes I and II inhibitory effects of some hydroperoxides, alcohols, and acetates","volume":"31","author":"Polat K\u00f6se","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0105","doi-asserted-by":"crossref","first-page":"594","DOI":"10.1111\/cbdd.12695","article-title":"Synthesis of 4-[2-(3,4-dimethoxybenzyl)cyclopentyl]-1,2-dimethoxybenzene derivatives and evaluations of their carbonic anhydrase isoenzymes inhibitory effects","volume":"87","author":"Artun\u00e7","year":"2016","journal-title":"Chem. Biol. Drug Des."},{"key":"10.1016\/j.bioorg.2017.08.012_b0110","doi-asserted-by":"crossref","first-page":"1234","DOI":"10.3109\/14756366.2015.1117459","article-title":"Inhibitory effects of some phenolic compounds on the activities of carbonic anhydrase: from in vivo to ex vivo","volume":"31","author":"Huyut","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0115","doi-asserted-by":"crossref","first-page":"5462","DOI":"10.1021\/acs.jmedchem.6b00443","article-title":"An unusual natural product primary sulfonamide: synthesis, carbonic anhydrase inhibition, and protein X-ray structures of Psammaplin C","volume":"59","author":"Mujumdar","year":"2016","journal-title":"Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0120","doi-asserted-by":"crossref","first-page":"466","DOI":"10.1002\/ardp.201600047","article-title":"9,10-Dibromo-N-aryl-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-diones: synthesis and investigation of their effects on carbonic anhydrase isozymes I, II, IX, and XII","volume":"349","author":"G\u00f6ksu","year":"2016","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.bioorg.2017.08.012_b0125","doi-asserted-by":"crossref","first-page":"603","DOI":"10.3109\/14756366.2015.1054820","article-title":"The effects of some bromophenols on human carbonic anhydrase isoenzymes","volume":"31","author":"Taslimi","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0130","doi-asserted-by":"crossref","first-page":"941","DOI":"10.3109\/14756366.2014.999236","article-title":"The impact of hydroquinone on acetylcholine esterase and certain human carbonic anhydrase isoenzymes (hCA I, II, IX, and XII)","volume":"30","author":"Scozzafava","year":"2015","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0135","doi-asserted-by":"crossref","first-page":"2598","DOI":"10.1016\/j.bmc.2014.12.054","article-title":"N-acylsulfonamides strongly inhibit human carbonic anhydrase isoenzymes I and II","volume":"23","author":"Y\u0131ld\u0131r\u0131m","year":"2015","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0140","doi-asserted-by":"crossref","first-page":"168","DOI":"10.1038\/nrd2467","article-title":"Carbonic anhydrases: novel therapeutic applications for inhibitors and activators","volume":"7","author":"Supuran","year":"2008","journal-title":"Nat. Rev. Drug Disc."},{"key":"10.1016\/j.bioorg.2017.08.012_b0145","doi-asserted-by":"crossref","first-page":"640","DOI":"10.1021\/jm501573b","article-title":"Synthesis and carbonic anhydrase isoenzymes I, II, IX, and XII inhibitory effects of dimethoxybromophenol derivatives incorporating cyclopropane moieties","volume":"58","author":"Bozta\u015f","year":"2015","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0150","doi-asserted-by":"crossref","first-page":"535","DOI":"10.1002\/med.10047","article-title":"Protease inhibitors of the sulfonamide type: anticancer, antiinflammatory, and antiviral agents","volume":"23","author":"Supuran","year":"2003","journal-title":"Med. Res. Rev."},{"key":"10.1016\/j.bioorg.2017.08.012_b0155","doi-asserted-by":"crossref","first-page":"10103","DOI":"10.3390\/molecules190710103","article-title":"Capsaicin: a potent inhibitor of carbonic anhydrase isoenzymes","volume":"19","author":"Arabaci","year":"2014","journal-title":"Molecules."},{"key":"10.1016\/j.bioorg.2017.08.012_b0160","doi-asserted-by":"crossref","first-page":"586","DOI":"10.3109\/14756366.2014.956310","article-title":"Carbonic anhydrase inhibitors: guaiacol and catechol derivatives effectively inhibit certain human carbonic anhydrase isoenzymes (hCA I, II, IX, and XII)","volume":"30","author":"Scozzafava","year":"2015","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0165","doi-asserted-by":"crossref","first-page":"950","DOI":"10.1002\/ardp.201400257","article-title":"Synthesis and carbonic anhydrase inhibitory effects of novel sulfamides derived from 1-aminoindanes and anilines","volume":"347","author":"Akbaba","year":"2014","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.bioorg.2017.08.012_b0170","doi-asserted-by":"crossref","first-page":"98","DOI":"10.5306\/wjco.v3.i7.98","article-title":"Inhibition of carbonic anhydrase IX as a novel anticancer mechanism","volume":"3","author":"Supuran","year":"2012","journal-title":"World J. Clin. Oncol."},{"key":"10.1016\/j.bioorg.2017.08.012_b0175","doi-asserted-by":"crossref","first-page":"75","DOI":"10.1016\/j.bioorg.2014.07.009","article-title":"Carbonic anhydrase inhibitory properties of novel benzylsulfamides using molecular modeling and experimental studies","volume":"56","author":"G\u00f6ksu","year":"2014","journal-title":"Bioorg. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0180","doi-asserted-by":"crossref","first-page":"894","DOI":"10.3906\/kim-1403-5","article-title":"Rosmarinic acid: a potent carbonic anhydrase isoenzymes inhibitor","volume":"38","author":"Topal","year":"2014","journal-title":"Turk. J. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0185","doi-asserted-by":"crossref","first-page":"31","DOI":"10.1016\/0301-0082(93)90040-Y","article-title":"Molecular and cellular biology of cholinesterases","volume":"4","author":"Massoulie","year":"1993","journal-title":"Prog. Neurobiol."},{"key":"10.1016\/j.bioorg.2017.08.012_b0190","doi-asserted-by":"crossref","first-page":"316","DOI":"10.3109\/14756366.2014.928704","article-title":"Carbonic anhydrase and acetylcholine esterase inhibitory effects of carbamates and sulfamoylcarbamates","volume":"30","author":"G\u00f6\u00e7er","year":"2015","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0195","doi-asserted-by":"crossref","first-page":"3592","DOI":"10.1016\/j.bmc.2015.04.019","article-title":"Discovery of potent carbonic anhydrase and acetylcholine esterase inhibitors: Novel sulfamoylcarbamates and sulfamides derived from acetophenones","volume":"23","author":"Ak\u0131nc\u0131o\u011flu","year":"2015","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0200","doi-asserted-by":"crossref","first-page":"216","DOI":"10.1016\/j.cbi.2008.03.014","article-title":"Rational design of a drug for Alzheimer's disease with cholinesterase inhibitory and neuroprotective activity","volume":"175","author":"Weinstock","year":"2008","journal-title":"Chem. Biol. Interact."},{"key":"10.1016\/j.bioorg.2017.08.012_b0205","doi-asserted-by":"crossref","first-page":"49","DOI":"10.1016\/j.bioorg.2015.04.006","article-title":"Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives","volume":"60","author":"\u00d6zta\u015fk\u0131n","year":"2015","journal-title":"Bioorg. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0210","doi-asserted-by":"crossref","first-page":"712","DOI":"10.1016\/j.indcrop.2015.05.034","article-title":"LC-MS\/MS analysis, antioxidant and anticholinergic properties of galanga (Alpinia officinarum Hance) rhizomes","volume":"74","author":"Polat K\u00f6se","year":"2015","journal-title":"Ind. Crops Prod."},{"key":"10.1016\/j.bioorg.2017.08.012_b0215","doi-asserted-by":"crossref","first-page":"949","DOI":"10.1023\/A:1007500424392","article-title":"New benzodiazepines alter acetylcholinesterase and atpdase activities","volume":"25","author":"Schetinger","year":"2000","journal-title":"Neurochem. Res."},{"key":"10.1016\/j.bioorg.2017.08.012_b0220","doi-asserted-by":"crossref","first-page":"266","DOI":"10.3109\/14756366.2015.1018244","article-title":"Antioxidant, antiradical and anticholinergic properties of cynarin purified from the illyrian thistle (Onopordum illyricum L.)","volume":"31","author":"Topal","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0225","first-page":"441","article-title":"Acetylcholinesterase and carbonic anhydrase isoenzymes I and II inhibition profiles of taxifolin","volume":"31","author":"Gocer","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0230","doi-asserted-by":"crossref","first-page":"30","DOI":"10.1016\/j.bioorg.2016.07.005","article-title":"Synthesis and in vitro acetylcholinesterase and butyrylcholinesterase inhibitory potential of hydrazide based Schiff bases","volume":"68","author":"Rahim","year":"2016","journal-title":"Bioorg Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0235","doi-asserted-by":"crossref","first-page":"2318","DOI":"10.1016\/j.bmc.2016.04.002","article-title":"Acetylcholinesterase and carbonic anhydrase inhibitory properties of novel urea and sulfamide derivatives incorporating dopaminergic 2-aminotetralin scaffolds","volume":"24","author":"\u00d6zgeri\u015f","year":"2016","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0240","doi-asserted-by":"crossref","first-page":"1095","DOI":"10.3109\/14756366.2015.1094470","article-title":"The effect of caffeic acid phenethyl ester (CAPE) metabolic enzymes including acetylcholinesterase, butyrylcholinesterase, glutathione S-transferase, lactoperoxidase and carbonic anhydrase \u0131soenzymes I, II, IX and XII","volume":"31","author":"G\u00fcl\u00e7in","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0245","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1185\/03007990152673800","article-title":"A new therapeutic target in Alzheimer\u2019s disease treatment: attention to butyrylcholinesterase","volume":"3","author":"Greig","year":"2001","journal-title":"Curr. Med. Res. Opin."},{"key":"10.1016\/j.bioorg.2017.08.012_b0250","doi-asserted-by":"crossref","first-page":"1484","DOI":"10.3109\/14756366.2016.1149477","article-title":"Synthesis and inhibitory properties of some carbamates on carbonic anhydrase and acetylcholine esterase","volume":"31","author":"Y\u0131lmaz","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0255","doi-asserted-by":"crossref","first-page":"74","DOI":"10.1078\/1433-187X-00302","article-title":"Ginkgo extract or cholinesterase inhibitors in patients with dementia: What clinical trial and guidelines fail to consider","volume":"10","author":"Sculz","year":"2003","journal-title":"Phytomedicine"},{"key":"10.1016\/j.bioorg.2017.08.012_b0260","doi-asserted-by":"crossref","first-page":"1498","DOI":"10.3109\/14756366.2016.1149479","article-title":"Inhibitory effects of isatin mannich bases on carbonic anhydrases, acetylcholinesterase and butyrylcholinesterase","volume":"31","author":"Ozmen Ozgun","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0265","doi-asserted-by":"crossref","first-page":"683","DOI":"10.1021\/np000441w","article-title":"Coumarins isolated from angelica gigas inhibit acetylcholinesterase: structure-activity relationships","volume":"64","author":"Kang","year":"2001","journal-title":"J. Nat. Prod."},{"key":"10.1016\/j.bioorg.2017.08.012_b0270","doi-asserted-by":"crossref","first-page":"289","DOI":"10.1016\/j.phymed.2007.02.002","article-title":"Acetylcholinesterase inhibitors from plants","volume":"14","author":"Mukherjee","year":"2007","journal-title":"Phytomedicine"},{"key":"10.1016\/j.bioorg.2017.08.012_b0275","doi-asserted-by":"crossref","first-page":"573","DOI":"10.1016\/j.bmcl.2005.10.042","article-title":"Isolation and cholinesterase-inhibition studies of sterols from Haloxylon recurvum","volume":"16","author":"Ahmed","year":"2006","journal-title":"Bioorg Med. Chem. Lett."},{"key":"10.1016\/j.bioorg.2017.08.012_b0280","doi-asserted-by":"crossref","first-page":"1698","DOI":"10.3109\/14756366.2015.1135914","article-title":"Rosmarinic acid inhibits some metabolic enzymes including glutathione S-transferase, lactoperoxidase, acetylcholinesterase, butyrylcholinesterase, and carbonic anhydrase isoenzymes","volume":"31","author":"G\u00fcl\u00e7in","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0285","first-page":"1345","article-title":"Structural effects influencing cis\u2013trans isomerisation in methoxy and cyano substituted stilbene derivatives","volume":"2","author":"Christophe","year":"2002","journal-title":"J. Chem. Soc., Perkin Trans."},{"key":"10.1016\/j.bioorg.2017.08.012_b0290","doi-asserted-by":"crossref","first-page":"9678","DOI":"10.1021\/jo2017247","article-title":"Substituent effects on the iodine-catalyzed thermal cyclization of 3,4-diphenylbuta-1,3-dienyl isocyanates: mechanistic studies","volume":"76","author":"Chuang","year":"2011","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0295","doi-asserted-by":"crossref","first-page":"3613","DOI":"10.1248\/cpb.26.3613","article-title":"Sudies on the structure-activity relationship of adrenergic \u03b2-mimetic benzylamine derivatives. iv. Aryl-substituted 1-aminotetralins and 1-aminoindans","volume":"26","author":"Yamamura","year":"1978","journal-title":"Chem. Pharm. Bull."},{"key":"10.1016\/j.bioorg.2017.08.012_b0300","doi-asserted-by":"crossref","first-page":"1871","DOI":"10.1016\/0584-8539(95)01438-Z","article-title":"On the validity of the constants of ionic substituents. Substituent effects on the cyano stretching frequencies and intensities of trans-\u03b1-phenyl-\u03b2-arylacrylonitriles","volume":"51","author":"Binev","year":"1995","journal-title":"Spectrochim. Acta A"},{"key":"10.1016\/j.bioorg.2017.08.012_b0305","first-page":"233","article-title":"Synthesis of biliselectan, \u03b2-(4-hydroxy-3,5-diiodophenyl)-\u03b1-phenylpropionic acid, Ukrain","volume":"26","author":"Yagupolskii","year":"1960","journal-title":"Chem. J."},{"key":"10.1016\/j.bioorg.2017.08.012_b0310","doi-asserted-by":"crossref","first-page":"2072","DOI":"10.1021\/cs4005375","article-title":"Osmium catalyst for the borrowing hydrogen methodology: \u03b1-alkylation of arylacetonitriles and methyl ketones","volume":"3","author":"Buil","year":"2013","journal-title":"ACS Catal."},{"key":"10.1016\/j.bioorg.2017.08.012_b0315","doi-asserted-by":"crossref","first-page":"8023","DOI":"10.1021\/jo061113p","article-title":"Efficient solvent-free selective monoalkylation of arylacetonitriles with mono-, bis-, and tris-primary alcohols catalyzed by a Cp*Ir complex","volume":"71","author":"Lofberg","year":"2006","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0320","doi-asserted-by":"crossref","first-page":"7511","DOI":"10.1021\/jo00128a025","article-title":"Anti-selective aldol reaction of benzylic nitriles and synthesis of gamma-amino alcohols","volume":"60","author":"Carlier","year":"1995","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0325","doi-asserted-by":"crossref","first-page":"566","DOI":"10.1021\/jo00918a034","article-title":"Trifluoroacetic acid cleavage of N-tert-butyl amides. New synthesis of primary sulfamides","volume":"39","author":"Catt","year":"1974","journal-title":"J. Org. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0330","doi-asserted-by":"crossref","first-page":"1531","DOI":"10.3109\/14756366.2016.1156104","article-title":"Synthesis of some tetrahydropyrimidine-5-carboxylates, determination of their metal chelating effects and inhibition profiles against acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase","volume":"31","author":"Sujayev","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0335","doi-asserted-by":"crossref","first-page":"2669","DOI":"10.1021\/bi962663s","article-title":"Catalysis and inhibition of human carbonic anhydrase IV","volume":"36","author":"Baird","year":"1997","journal-title":"Biochemistry"},{"key":"10.1016\/j.bioorg.2017.08.012_b0340","doi-asserted-by":"crossref","first-page":"447","DOI":"10.1002\/ardp.201300054","article-title":"Synthesis and biological evaluation of novel bromophenol derivatives as carbonic anhydrase inhibitors","volume":"346","author":"Akbaba","year":"2013","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.bioorg.2017.08.012_b0345","doi-asserted-by":"crossref","DOI":"10.1155\/2015\/453543","article-title":"Probing the surface of human carbonic anhydrase for clues towards the design of isoform specific inhibitors","author":"Pinard","year":"2015","journal-title":"BioMed Res. Int."},{"key":"10.1016\/j.bioorg.2017.08.012_b0350","doi-asserted-by":"crossref","first-page":"1555","DOI":"10.1016\/j.bmc.2012.05.037","article-title":"Superacid synthesis of halogen containing N-substituted-4-aminobenzene sulfonamides: new selective tumor-associated carbonic anhydrase inhibitors","volume":"21","author":"Compain","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0355","doi-asserted-by":"crossref","first-page":"379","DOI":"10.3109\/14756366.2013.787422","article-title":"Sulfa and trimethoprim-like drugs \u2013 antimetabolites acting as carbonic anhydrase, dihydropteroate synthase and dihydrofolate reductase inhibitors","volume":"29","author":"Capasso","year":"2014","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0360","doi-asserted-by":"crossref","first-page":"4421","DOI":"10.1021\/cr200176r","article-title":"Multiple binding modes of inhibitors to carbonic anhydrases: how to design specific drugs targeting 15 different isoforms?","volume":"112","author":"Alterio","year":"2012","journal-title":"Chem. Rev."},{"key":"10.1016\/j.bioorg.2017.08.012_b0365","doi-asserted-by":"crossref","first-page":"1192","DOI":"10.3109\/14756366.2015.1113172","article-title":"Synthesis of N-alkyl (aril)-tetra pyrimidine thiones and investigation of their human carbonic anhydrase I and II inhibitory effects","volume":"31","author":"Sujayev","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0370","doi-asserted-by":"crossref","first-page":"773","DOI":"10.3109\/14756366.2015.1064406","article-title":"The effects of some avermectins on bovine carbonic anhydrase enzyme","volume":"31","author":"Polat Kose","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0375","doi-asserted-by":"crossref","first-page":"939","DOI":"10.3109\/14756366.2015.1071808","article-title":"The synthesis of (Z)-4-Oxo-4-(arylamino)but-2-enoic acids derivatives and determination of theirs inhibition properties against human carbonic anhydrase I, and II isoenzymes","volume":"31","author":"Oktay","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0380","doi-asserted-by":"crossref","first-page":"2752","DOI":"10.1073\/pnas.80.9.2752","article-title":"Carbonic anhydrase II deficiency identified as the primary defect in the autosomal recessive syndrome of osteopetrosis with renal tubular acidosis and cerebral calcification","volume":"80","author":"Sly","year":"1983","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"10.1016\/j.bioorg.2017.08.012_b0385","doi-asserted-by":"crossref","first-page":"3537","DOI":"10.1016\/j.bmc.2014.04.007","article-title":"Oxidation of cyanobenzocycloheptatrienes: synthesis, photooxygenation reaction and carbonic anhydrase isoenzymes inhibition properties of some new benzotropone derivatives","volume":"22","author":"G\u00fcney","year":"2014","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0390","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/S0034-5687(00)00110-9","article-title":"The distribution and physiological significance of carbonic anhydrase in vertebrate gas exchange organs","volume":"121","author":"Henry","year":"2000","journal-title":"Resp. Physiol."},{"key":"10.1016\/j.bioorg.2017.08.012_b0395","doi-asserted-by":"crossref","first-page":"10447","DOI":"10.1021\/bi0101392","article-title":"A structural motif of acetylcholinesterase that promotes amyloid beta-peptide fibril formation","volume":"40","author":"De Ferrari","year":"2001","journal-title":"Biochemistry"},{"key":"10.1016\/j.bioorg.2017.08.012_b0400","doi-asserted-by":"crossref","first-page":"68","DOI":"10.1002\/ardp.201300273","article-title":"Novel sulfamides and sulfonamides incorporating tetralin scaffold as carbonic anhydrase and acetylcholine esterase inhibitors","volume":"347","author":"Ak\u0131nc\u0131o\u011flu","year":"2014","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.bioorg.2017.08.012_b0405","doi-asserted-by":"crossref","first-page":"2080","DOI":"10.1007\/s00044-013-0786-y","article-title":"Synthesis, biological evaluation, and molecular modeling of (E)-2-aryl-5-styryl-1,3,4-oxadiazole derivatives as acetylcholine esterase inhibitors","volume":"23","author":"Kamal","year":"2014","journal-title":"Med. Chem. Res."},{"key":"10.1016\/j.bioorg.2017.08.012_b0410","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1016\/j.ejmech.2016.08.061","article-title":"Design, synthesis and biological evaluation of bambuterol analogues as novel inhibitors of butyrylcholinesterase","volume":"126","author":"Wu","year":"2017","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0415","doi-asserted-by":"crossref","first-page":"354","DOI":"10.1002\/ardp.201300349","article-title":"Synthesis and carbonic anhydrase isoenzymes inhibitory effects of brominated diphenylmethanone and its derivatives","volume":"347","author":"\u00c7etinkaya","year":"2014","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.bioorg.2017.08.012_b0420","doi-asserted-by":"crossref","first-page":"168","DOI":"10.3109\/14756366.2012.763163","article-title":"Synthesis and carbonic anhydrase isoenzymes inhibitory effects of novel benzylamine derivatives","volume":"29","author":"\u00c7etinkaya","year":"2014","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0425","doi-asserted-by":"crossref","first-page":"479","DOI":"10.3109\/14756366.2014.949254","article-title":"Inhibition profile of a series of phenolic acids on bovine lactoperoxidase enzyme","volume":"30","author":"Ozturk Sarikaya","year":"2015","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0430","doi-asserted-by":"crossref","first-page":"2735","DOI":"10.1080\/10942912.2015.1012725","article-title":"Inhibition profile of a series of phenolic acids on bovine lactoperoxidase enzyme","volume":"18","author":"Aydin","year":"2015","journal-title":"Int. J. Food Propert."},{"key":"10.1016\/j.bioorg.2017.08.012_b0435","doi-asserted-by":"crossref","first-page":"152","DOI":"10.3109\/14756366.2015.1014476","article-title":"The human carbonic anhydrase isoenzymes I and II (hCA I and II) inhibition effects of trimethoxyindane derivatives","volume":"31","author":"Taslimi","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0440","doi-asserted-by":"crossref","first-page":"4221","DOI":"10.1016\/S0021-9258(18)95800-X","article-title":"Esterase activities of human carbonic anhydrases B and C","volume":"242","author":"Verpoorte","year":"1967","journal-title":"J. Biol. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0445","first-page":"503","article-title":"Spirobisnaphthalenes effectively inhibit carbonic anhydrase","volume":"31","author":"Gocer","year":"2016","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0450","doi-asserted-by":"crossref","first-page":"248","DOI":"10.1016\/0003-2697(76)90527-3","article-title":"A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding","volume":"72","author":"Bradford","year":"1976","journal-title":"Anal. Biochem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0455","doi-asserted-by":"crossref","first-page":"35","DOI":"10.3109\/14756366.2012.750311","article-title":"Carbonic anhydrase inhibitory properties of novel sulfonamide derivatives of aminoindanes and aminotetralins","volume":"29","author":"Akbaba","year":"2014","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0460","doi-asserted-by":"crossref","first-page":"88","DOI":"10.1016\/0006-2952(61)90145-9","article-title":"A new and rapid colorimetric determination of acetylcholinesterase activity","volume":"7","author":"Ellman","year":"1961","journal-title":"Biochem. Pharmacol."},{"key":"10.1016\/j.bioorg.2017.08.012_b0465","doi-asserted-by":"crossref","first-page":"783","DOI":"10.1002\/ardp.201300228","article-title":"Synthesis, antioxidant and antiacetylcholinesterase activities of sulfonamide derivatives of dopamine related compounds","volume":"346","author":"G\u00f6\u00e7er","year":"2013","journal-title":"Arch. Pharm."},{"key":"10.1016\/j.bioorg.2017.08.012_b0470","doi-asserted-by":"crossref","first-page":"1379","DOI":"10.1016\/j.bmc.2013.01.019","article-title":"Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors","volume":"21","author":"Ak\u0131nc\u0131o\u011flu","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0475","doi-asserted-by":"crossref","first-page":"658","DOI":"10.1021\/ja01318a036","article-title":"The determination of enzyme dissociation constants","volume":"56","author":"Lineweaver","year":"1934","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.bioorg.2017.08.012_b0480","doi-asserted-by":"crossref","first-page":"864","DOI":"10.1016\/j.foodchem.2012.08.072","article-title":"One-step purification of lactoperoxidase from bovine milk by affinity chromatography","volume":"136","author":"Atasever","year":"2013","journal-title":"Food Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0485","doi-asserted-by":"crossref","first-page":"1459","DOI":"10.1021\/ct200908r","article-title":"Optimization of the OPLS-AA force field for long hydrocarbons","volume":"8","author":"Siu","year":"2012","journal-title":"J. Chem. Theory Comput."},{"key":"10.1016\/j.bioorg.2017.08.012_b0490","doi-asserted-by":"crossref","first-page":"681","DOI":"10.1007\/s10822-007-9133-z","article-title":"Epik: a software program for pKa prediction and protonation state generation for drug-like molecules","volume":"21","author":"Shelley","year":"2007","journal-title":"Comput. Aided Mol. Des."},{"key":"10.1016\/j.bioorg.2017.08.012_b0495","doi-asserted-by":"crossref","first-page":"3902","DOI":"10.1021\/ja00299a024","article-title":"AM1: a new general purpose quantum mechanical molecular model","volume":"107","author":"Dewar","year":"1985","journal-title":"J. Am. Chem. Soc."},{"key":"10.1016\/j.bioorg.2017.08.012_b0500","doi-asserted-by":"crossref","first-page":"5152","DOI":"10.1016\/j.bmcl.2006.07.021","article-title":"Carbonic anhydrase activators: the first X-ray crystallographic study of an adduct of isoform I","volume":"16","author":"Temperini","year":"2006","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.bioorg.2017.08.012_b0505","doi-asserted-by":"crossref","first-page":"7108","DOI":"10.1039\/C5CC01854D","article-title":"X-ray crystallography-promoted drug design of carbonic anhydrase inhibitors","volume":"51","author":"Ivanova","year":"2015","journal-title":"Chem. Commun."},{"key":"10.1016\/j.bioorg.2017.08.012_b0510","doi-asserted-by":"crossref","first-page":"1091","DOI":"10.1021\/ml400304w","article-title":"Structures of human acetylcholinesterase bound to dihydrotanshinone i and territrem B show peripheral site flexibility","volume":"4","author":"Cheung","year":"2013","journal-title":"Med. Chem. Lett."},{"key":"10.1016\/j.bioorg.2017.08.012_b0515","doi-asserted-by":"crossref","first-page":"8167","DOI":"10.1021\/jm501195e","article-title":"Discovery, biological evaluation, and crystal structure of a novel nanomolar selective butyrylcholinesterase inhibitor","volume":"57","author":"Brus","year":"2014","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0520","doi-asserted-by":"crossref","first-page":"704","DOI":"10.1002\/prot.20660","article-title":"Very fast empirical prediction and rationalization of protein pK a values","volume":"61","author":"Li","year":"2005","journal-title":"Proteins Struct. Funct. Genet."},{"key":"10.1016\/j.bioorg.2017.08.012_b0525","doi-asserted-by":"crossref","first-page":"1163","DOI":"10.1016\/j.bpj.2015.08.001","article-title":"Molecular simulations of solved co-crystallized X-ray structures identify action mechanisms of PDE\u03b4 inhibitors","volume":"109","author":"Salmas","year":"2015","journal-title":"Biophys. J."},{"key":"10.1016\/j.bioorg.2017.08.012_b0530","doi-asserted-by":"crossref","first-page":"13180","DOI":"10.1038\/srep13180","article-title":"Investigation of Inhibition Mechanism of Chemokine Receptor CCR5 by Micro-second molecular dynamics simulations","volume":"5","author":"Salmas","year":"2015","journal-title":"Sci. Rep."},{"key":"10.1016\/j.bioorg.2017.08.012_b0535","doi-asserted-by":"crossref","first-page":"185","DOI":"10.1021\/acschemneuro.5b00271","article-title":"Binding interactions of dopamine and apomorphine in D2High and D2Low states of human dopamine d2 receptor using computational and experimental techniques","volume":"7","author":"Durdagi","year":"2016","journal-title":"Chem. Neurosci."},{"key":"10.1016\/j.bioorg.2017.08.012_b0540","doi-asserted-by":"crossref","first-page":"3160","DOI":"10.1016\/j.bmc.2005.12.032","article-title":"New insights about HERG blockade obtained from protein modeling, potential energy mapping, and docking studies","volume":"14","author":"Farid","year":"2006","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.bioorg.2017.08.012_b0545","doi-asserted-by":"crossref","first-page":"609","DOI":"10.1002\/prot.10465","article-title":"Improved protein-ligand docking using GOLD","volume":"52","author":"Verdonk","year":"2003","journal-title":"Proteins: Struct. Funct. Genet."},{"key":"10.1016\/j.bioorg.2017.08.012_b0550","doi-asserted-by":"crossref","first-page":"826","DOI":"10.1021\/acschemneuro.6b00396","article-title":"Biological insights of the dopaminergic stabilizer ACR16 at the binding pocket of dopamine D2 receptor","volume":"8","author":"Ekhteiari Salmas","year":"2017","journal-title":"Chem. Neurosci."},{"key":"10.1016\/j.bioorg.2017.08.012_b0555","doi-asserted-by":"crossref","first-page":"6177","DOI":"10.1021\/jm051256o","article-title":"Extra precision glide: docking and scoring incorporating a model of hydrophobic enclosure for protein-ligand complexes","volume":"49","author":"Friesner","year":"2006","journal-title":"J. Med. Chem."}],"container-title":["Bioorganic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S004520681730514X?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S004520681730514X?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2022,8,1]],"date-time":"2022-08-01T17:00:49Z","timestamp":1659373249000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S004520681730514X"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,10]]},"references-count":111,"alternative-id":["S004520681730514X"],"URL":"https:\/\/doi.org\/10.1016\/j.bioorg.2017.08.012","relation":{},"ISSN":["0045-2068"],"issn-type":[{"value":"0045-2068","type":"print"}],"subject":[],"published":{"date-parts":[[2017,10]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"The synthesis of novel sulfamides derived from \u03b2-benzylphenethylamines as acetylcholinesterase, butyrylcholinesterase and carbonic anhydrase enzymes inhibitors","name":"articletitle","label":"Article Title"},{"value":"Bioorganic Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.bioorg.2017.08.012","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2017 Elsevier Inc. All rights reserved.","name":"copyright","label":"Copyright"}]}}