{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,27]],"date-time":"2026-08-27T03:31:06Z","timestamp":1787801466083,"version":"build-2784847793"},"reference-count":77,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2016,10,20]],"date-time":"2016-10-20T00:00:00Z","timestamp":1476921600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>\u03b2-Lactams are pharmacologically important compounds because of their various biological uses, including antibiotic and so on. \u03b2-Lactams were synthesized from benzylidene-inden derivatives and acetoxyacetyl chloride. The inhibitory effect of these compounds was examined for human carbonic anhydrase I and II (hCA I, and II) and acetylcholinesterase (AChE). The results reveal that \u03b2-lactams are inhibitors of hCA I, II and AChE. The Ki values of \u03b2-lactams (2a\u2013k) were 0.44\u20136.29 nM against hCA I, 0.93\u20138.34 nM against hCA II, and 0.25\u20131.13 nM against AChE. Our findings indicate that \u03b2-lactams (2a\u2013k) inhibit both carbonic anhydrases (CA) isoenzymes and AChE at low nanomolar concentrations.<\/jats:p>","DOI":"10.3390\/ijms17101736","type":"journal-article","created":{"date-parts":[[2016,10,20]],"date-time":"2016-10-20T10:15:49Z","timestamp":1476958549000},"page":"1736","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":77,"title":["Discovery of Potent Carbonic Anhydrase and Acetylcholinesterase Inhibitors: 2-Aminoindan \u03b2-Lactam Derivatives"],"prefix":"10.3390","volume":"17","author":[{"given":"Hayriye","family":"Gen\u00e7","sequence":"first","affiliation":[{"name":"Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ramazan","family":"Kalin","sequence":"additional","affiliation":[{"name":"Department of Basic Science, Faculty of Science, Erzurum Technical University, Erzurum 25700, Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4800-9461","authenticated-orcid":false,"given":"Zeynep","family":"K\u00f6ksal","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Sciences, \u0130stanbul Medeniyet University, \u0130stanbul 34730, Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3171-0633","authenticated-orcid":false,"given":"Nastaran","family":"Sadeghian","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Atat\u00fcrk University, Erzurum 25240, Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8710-2912","authenticated-orcid":false,"given":"Umit","family":"Kocyigit","sequence":"additional","affiliation":[{"name":"Vocational School of Health Services, Cumhuriyet University, Sivas 58140, Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mustafa","family":"Zengin","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Arts and Sciences, Sakarya University, Sakarya 54050, Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5993-1668","authenticated-orcid":false,"given":"\u0130lhami","family":"G\u00fcl\u00e7in","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Atat\u00fcrk University, Erzurum 25240, Turkey"},{"name":"Department of Zoology, College of Science, King Saud University, Riyadh 11451, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hasan","family":"\u00d6zdemir","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, Atat\u00fcrk University, Erzurum 25240, Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2016,10,20]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"145","DOI":"10.1016\/j.foodcont.2016.01.037","article-title":"Determination of 15 \u03b2-lactam antibiotics in pork muscle by matrix solid-phase dispersion extraction (MSPD) and ultra-high pressure liquid chromatography tandem mass spectrometry","volume":"66","author":"Huang","year":"2016","journal-title":"Food Control"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"165","DOI":"10.1016\/j.bios.2014.02.052","article-title":"Structure-selective hot-spot Raman enhancement for direct identification and detection of trace penicilloic acid allergen in penicillin","volume":"58","author":"Zhang","year":"2014","journal-title":"Biosens. Bioelectron."},{"key":"ref_3","first-page":"1","article-title":"Synthesis and characterization of novel N-substituted-3-chloro-2-azetidinones as potential anticonvulsant agents","volume":"1","author":"Yogananda","year":"2009","journal-title":"J. Biomed. Sci. Res."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"12","DOI":"10.1021\/jm0255825","article-title":"Stereoselective synthesis of \u03b2-lactams with polyaromatic imines: Entry to new and novel anticancer agents","volume":"46","author":"Banik","year":"2003","journal-title":"J. Med. Chem."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1065","DOI":"10.1016\/S0960-894X(01)00131-7","article-title":"Design, synthesis and stability of N-acyloxymethyl- and N-aminocarbonyloxymethyl-2-azetidinones as human leukocyte elastase inhibitors","volume":"11","author":"Clemente","year":"2001","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"369","DOI":"10.3109\/10731199.2012.678943","article-title":"In vitro effect of novel \u03b2-lactam compounds on xanthine oxidase enzyme activity","volume":"40","author":"Zengin","year":"2012","journal-title":"Artif. Cells Blood Substit. Immobil. Biotechnol."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"134","DOI":"10.1016\/j.etap.2016.04.011","article-title":"Purification and characterization of carbonic anhydrase enzyme from black sea trout (Salmo trutta Labrax Coruhensis) kidney and inhibition effects of some metal ions on the enzyme activity","volume":"44","author":"Gulcin","year":"2016","journal-title":"Environ. Toxicol. Pharmacol."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"101","DOI":"10.1007\/7081_2009_12","article-title":"Novel and recent synthesis and applications of \u03b2-lactams","volume":"22","author":"Troisi","year":"2010","journal-title":"Top. Heterocycl. Chem."},{"key":"ref_9","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. Enzym. Inhib. Med. Chem."},{"key":"ref_10","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. Enzym. Inhib. Med. Chem."},{"key":"ref_11","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":"Gulcin","year":"2016","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_12","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":"Supuran","year":"2015","journal-title":"Bioorg. Med. Chem."},{"key":"ref_13","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":"Atmaca","year":"2015","journal-title":"Bioorg. Med. Chem."},{"key":"ref_14","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 dimethoxy-bromophenol derivatives incorporating cyclopropane moieties","volume":"58","author":"Topal","year":"2015","journal-title":"J. Med. Chem."},{"key":"ref_15","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. Enzym. Inhib. Med. Chem."},{"key":"ref_16","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":"Supuran","year":"2015","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_17","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":"ref_18","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":"ref_19","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":"Naderi","year":"2014","journal-title":"Bioorg. Chem."},{"key":"ref_20","first-page":"21228","article-title":"Human mitochondrial carbonic anhydrase VB. cDNA cloning, mRNA expression, subcellular localization, and mapping to chromosome x","volume":"274","author":"Nishimori","year":"1999","journal-title":"J. Biol. Chem."},{"key":"ref_21","first-page":"7623","article-title":"Human mitochondrial carbonic-anhydrase-cDNA cloning, expression, subcellular-localization, and mapping to chromosome-16","volume":"53","author":"Nagao","year":"1993","journal-title":"Am. J. Hum. Genet."},{"key":"ref_22","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":"ref_23","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":"Menzek","year":"2014","journal-title":"Arch. Pharm."},{"key":"ref_24","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","year":"2014","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_25","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. Enzym. Inhib. Med. Chem."},{"key":"ref_26","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":"Salmas","year":"2016","journal-title":"Bioorg. Med. Chem."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"2925","DOI":"10.1016\/j.bmc.2013.03.077","article-title":"The synthesis of sulfamide analogues of dopamine related compounds and their carbonic anhydrase inhibitory properties","volume":"21","author":"Aksu","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"ref_28","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":"Akbaba","year":"2013","journal-title":"Bioorg. Med. Chem."},{"key":"ref_29","first-page":"408","article-title":"Phenolic compounds as antioxidants: Carbonic anhydrase isoenzymes inhibitors","volume":"13","author":"Beydemir","year":"2013","journal-title":"Mini Rev. Med. Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"402","DOI":"10.3109\/14756366.2012.670807","article-title":"(3,4-Dihydroxyphenyl) (2,3,4-trihydroxyphenyl) methanone and its derivatives as carbonic anhydrase isoenzymes inhibitors","volume":"28","author":"Nar","year":"2013","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"4259","DOI":"10.1016\/j.bmcl.2011.05.071","article-title":"In vitro inhibition of \u03b1-carbonic anhydrase isozymes by some phenolic compounds","volume":"21","author":"Topal","year":"2011","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"494","DOI":"10.1111\/j.1747-0285.2011.01104.x","article-title":"In vitro inhibition of human carbonic anhydrase I and II isozymes with natural phenolic compounds","volume":"77","author":"Beydemir","year":"2011","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Lomelino, C.L., Supuran, C.T., and McKenna, R. (2016). Non-classical inhibition of carbonic anhydrase. Int. J. Mol. Sci., 17.","DOI":"10.3390\/ijms17071150"},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"5050","DOI":"10.1016\/j.bmcl.2010.07.038","article-title":"Carbonic anhydrase inhibitors. Antioxidant polyphenol natural products effectively inhibit mammalian isoforms I-XV","volume":"20","author":"Innocenti","year":"2010","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"2159","DOI":"10.1016\/j.bmc.2010.01.076","article-title":"Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids","volume":"18","author":"Innocenti","year":"2010","journal-title":"Bioorg. Med. Chem."},{"key":"ref_36","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":"Namiesnik","year":"2015","journal-title":"Ind. Crops Prod."},{"key":"ref_37","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."},{"key":"ref_38","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":"Topal","year":"2014","journal-title":"Arch. Pharm."},{"key":"ref_39","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","year":"2013","journal-title":"Arch. Pharm."},{"key":"ref_40","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. Enzym. Inhib. Med. Chem."},{"key":"ref_41","first-page":"583","article-title":"Localization of pre- and postsynaptic cholinergic markers in rodent forebrain: A brief history and comparison of rat and mouse","volume":"221","author":"Platt","year":"2011","journal-title":"Behav. Brain Res."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"243","DOI":"10.1002\/1521-4184(20008)333:8<243::AID-ARDP243>3.0.CO;2-O","article-title":"\u03b2-Lactam derivatives as enzyme inhibitors: 1-Peptidyl derivatives of 4-phenylazetidin-2-one as inhibitors of elastase and papain","volume":"333","author":"Achilles","year":"2000","journal-title":"Arch. Pharm."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"264","DOI":"10.1021\/jo1020932","article-title":"Transformation of trans-4-aryl-3-chloro-1-(2-chloroethyl)azetidin-2-ones into 3-aryl-2-(ethylamino)propan-1-ols via intermediate 1-(1-aryl-2-chloro-3-hydroxypropyl)aziridines and trans-2-aryl-3-(hydroxymethyl)aziridines","volume":"76","author":"Mollet","year":"2010","journal-title":"J. Org. Chem."},{"key":"ref_44","unstructured":"Zhao, L. (2009). Functionalization of the C\u2013H Bond Adjacent to a Secondary Nitrogen Atom. [Ph.D. Thesis, McGill University]."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"1206","DOI":"10.1021\/ja044179f","article-title":"Bifunctional Lewis acid-nucleophile-based asymmetric catalysis:\u2009 Mechanistic evidence for imine activation working in tandem with chiral enolate formation in the synthesis of \u03b2-lactams","volume":"127","author":"France","year":"2005","journal-title":"J. Am. Chem. Soc."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"2246","DOI":"10.1021\/bi00222a030","article-title":"Interaction of human placental ribonuclease with placental ribonuclease inhibitor","volume":"30","author":"Shapiro","year":"1991","journal-title":"Biochemistry"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"3467","DOI":"10.1016\/j.bmcl.2010.05.009","article-title":"Carbonic anhydrase inhibitors","volume":"20","author":"Supuran","year":"2010","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"613","DOI":"10.1248\/bpb.27.613","article-title":"In vitro and in vivo effects of dantrolene on carbonic anhydrase enzyme activities","volume":"27","author":"Beydemir","year":"2004","journal-title":"Biol. Pharm. Bull."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"3938","DOI":"10.1016\/j.bmcl.2008.06.024","article-title":"Carbonic anhydrase inhibitors: thioxolone versus sulfonamides for obtaining isozyme-selective inhibitors?","volume":"18","author":"Innocenti","year":"2008","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_50","unstructured":"Hochster, R.M., Kates, M., and Quaste, J.H. (1973). Metabolic Inhibitors: A Comprehensive Treatise, Academic Press."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"247","DOI":"10.1016\/0013-9351(82)90026-3","article-title":"Chemical effects on the activity of eight enzymes: A review and discussion relevant to environmental monitoring","volume":"29","author":"Christensen","year":"1982","journal-title":"Environ. Res."},{"key":"ref_52","doi-asserted-by":"crossref","unstructured":"Turan, B., Sendil, K., Sengul, E., Gultekin, M.S., Taslimi, P., Gulcin, I., and Supuran, C.T. (2016). The synthesis of some \u03b2-lactams and investigation of their metal chelating activity, carbonic anhydrase and achetylcholinesterase inhibition profiles. J. Enzym. Inhib. Med. Chem.","DOI":"10.3109\/14756366.2016.1170014"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"414","DOI":"10.1134\/S1068162015040111","article-title":"Synthesis and evaluation of new phthalazine substituted \u03b2-lactam derivatives as carbonic anhydrase inhibitors","volume":"41","author":"Berber","year":"2015","journal-title":"Russ. J. Bioorg. Chem."},{"key":"ref_54","first-page":"1182","article-title":"The inhibitory effects of L-Adrenaline on lactoperoxidase enzyme (LPO) purified from buffalo milk","volume":"15","year":"2012","journal-title":"Int. J. Food Propert."},{"key":"ref_55","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":"Atasever","year":"2016","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_56","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":"ref_57","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":"ref_58","doi-asserted-by":"crossref","first-page":"515","DOI":"10.1111\/j.1747-0285.2010.00965.x","article-title":"Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of phenolic acids","volume":"75","author":"Supuran","year":"2010","journal-title":"Chem. Biol. Drug Des."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"3207","DOI":"10.1016\/j.bmc.2009.01.067","article-title":"Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols","volume":"17","author":"Supuran","year":"2009","journal-title":"Bioorg. Med. Chem."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"266","DOI":"10.1080\/14756360701474780","article-title":"The inhibitory effect of ethanol on carbonic anhydrase isoenzymes: In vivo and in vitro studies","volume":"23","author":"Beydemir","year":"2008","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"2257","DOI":"10.1248\/bpb.30.2257","article-title":"Morphine inhibits erythrocyte carbonic anhydrase in vitro and in vivo","volume":"30","author":"Beydemir","year":"2007","journal-title":"Biol. Pharm. Bull."},{"key":"ref_62","first-page":"841","article-title":"The effect of melatonin hormone on carbonic anhydrase enzyme activity in rainbow trout (Oncorhynchus mykiss) erythrocytes in vitro and in vivo","volume":"29","author":"Hisar","year":"2005","journal-title":"Turk. J. Vet. Anim. Sci."},{"key":"ref_63","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":"ref_64","doi-asserted-by":"crossref","first-page":"297","DOI":"10.1080\/1475636032000141890","article-title":"Purification and characterization of polyphenol oxidase from nettle (Urtica dioica L.) and inhibition effects of some chemicals on the enzyme activity","volume":"20","author":"Oktay","year":"2005","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"320","DOI":"10.2174\/092986608784246506","article-title":"Purification and characterization of peroxidase from cauliflower (Brassica oleracea L.) buds","volume":"15","year":"2008","journal-title":"Protein Pept. Lett."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"2036","DOI":"10.1248\/bpb.31.2036","article-title":"Dantrolene inhibits human erythrocyte glutathione reductase","volume":"31","year":"2008","journal-title":"Biol. Pharmacol. Bull."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"680","DOI":"10.1038\/227680a0","article-title":"Cleavage of structural proteins during the assembly of the head of bacteriophage T4","volume":"227","author":"Laemmli","year":"1970","journal-title":"Nature"},{"key":"ref_68","first-page":"1283","article-title":"The inhibitory effect of dantrolene sodium and propofol on 6-phosphogluconate dehydrogenase from rat erythrocyte","volume":"17","author":"Beydemir","year":"2008","journal-title":"Fresenius Environ. Bull."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"46","DOI":"10.2174\/092986609787049394","article-title":"The Inhibitory effect of propofol on lactoperoxidase","volume":"16","year":"2009","journal-title":"Protein Pept. Lett."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"779","DOI":"10.3109\/14756360903425239","article-title":"Interactions of melatonin and serotonin to lactoperoxidase enzyme","volume":"25","year":"2010","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_71","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":"ref_72","first-page":"1187","article-title":"Purification and characterization of peroxidase from Turkish black radish (Raphanus sativus L.)","volume":"4","author":"Atasever","year":"2010","journal-title":"J. Med. Plants Res."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"1110","DOI":"10.1080\/10942912.2010.513216","article-title":"Purification and characterization of peroxidase from sweet gourd (Cucurbita Moschata Lam. Poiret)","volume":"15","author":"Bursal","year":"2012","journal-title":"Int. J. Food Propert."},{"key":"ref_74","first-page":"671","article-title":"The prohibitive effect of lactoperoxidase system (LPS) on some pathogen fungi and bacteria","volume":"4","author":"Atasever","year":"2010","journal-title":"Afr. J. Pharm. Pharmacol."},{"key":"ref_75","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":"ref_76","doi-asserted-by":"crossref","first-page":"568","DOI":"10.3109\/14756366.2015.1047359","article-title":"Synthesis of 4-(2-substitutedhydrazinyl)benzenesulfonamides and their carbonic anhydrase inhibitory effects","volume":"31","author":"Kucukoglu","year":"2016","journal-title":"J. Enzym. Inhib. Med. Chem."},{"key":"ref_77","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":"Goksu","year":"2016","journal-title":"Arch. Pharm."}],"container-title":["International Journal of Molecular Sciences"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1422-0067\/17\/10\/1736\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T19:33:32Z","timestamp":1760211212000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1422-0067\/17\/10\/1736"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2016,10,20]]},"references-count":77,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2016,10]]}},"alternative-id":["ijms17101736"],"URL":"https:\/\/doi.org\/10.3390\/ijms17101736","relation":{"has-preprint":[{"id-type":"doi","id":"10.20944\/preprints201609.0123.v1","asserted-by":"object"}]},"ISSN":["1422-0067"],"issn-type":[{"value":"1422-0067","type":"electronic"}],"subject":[],"published":{"date-parts":[[2016,10,20]]}}}