The effect of caffeic acid phenethyl ester (CAPE) on metabolic enzymes including acetylcholinesterase, butyrylcholinesterase, glutathione S-transferase, lactoperoxidase, and carbonic anhydrase isoenzymes I, II, IX, and XII

Abstract Caffeic acid phenethyl ester (CAPE) is an active component of honeybee propolis extracts. Carbonic anhydrases (CAs, EC 4.2.1.1) are widespread and intensively studied metalloenzymes present in higher vertebrates including humans as many diverse isoforms. Acetylcholinesterase (AChE) is responsible for acetyl choline (ACh) hydrolysis and plays a fundamental role in nerve impulse transmission by terminating the action of the ACh neurotransmitter at cholinergic synapses and neuromuscular junctions. Butyrylcholinesterase (BChE) is another enzyme abundantly present in the liver and released into blood in a soluble form. Lactoperoxidase (LPO) is an enzyme involved in fighting pathogenic microorganisms whereas glutathione S-transferases (GSTs) are dimeric proteins present both in prokaryotic and eukaryotic organisms and involved in cellular detoxification mechanisms. In the present study, the inhibition effect of CAPE on human carbonic anhydrase (hCA) isoforms I, II, IX, and XII, AChE, BChE, LPO, and GST was evaluated. CAPE inhibited these enzymes with Kis in the range between micromolar to picomolar. The best inhibitory effect was observed against AChE and BChE.

[1]  S. Alwasel,et al.  Antioxidant, antiradical, and anticholinergic properties of cynarin purified from the Illyrian thistle (Onopordum illyricum L.) , 2016, Journal of enzyme inhibition and medicinal chemistry.

[2]  J. Namieśnik,et al.  LC–MS/MS analysis, antioxidant and anticholinergic properties of galanga (Alpinia officinarum Hance) rhizomes , 2015 .

[3]  L. D. de Oliveira,et al.  In vitro effect of caffeic acid phenethyl ester on matrix metalloproteinases (MMP-1 and MMP-9) and their inhibitor (TIMP-1) in lipopolysaccharide-activated human monocytes. , 2015, Archives of oral biology.

[4]  Changfeng Chi,et al.  A novel biomarker for marine environmental pollution of pi-class glutathione S-transferase from Mytilus coruscus. , 2015, Ecotoxicology and environmental safety.

[5]  C. Supuran,et al.  Carbonic anhydrase inhibitors: guaiacol and catechol derivatives effectively inhibit certain human carbonic anhydrase isoenzymes (hCA I, II, IX and XII) , 2015, Journal of enzyme inhibition and medicinal chemistry.

[6]  C. Supuran,et al.  Discovery of potent carbonic anhydrase and acetylcholine esterase inhibitors: novel sulfamoylcarbamates and sulfamides derived from acetophenones. , 2015, Bioorganic & medicinal chemistry.

[7]  Linhong Xu,et al.  Separation of lactoperoxidase from bovine whey milk by cation exchange composite cryogel embedded macroporous cellulose beads , 2015 .

[8]  I. Gulcin,et al.  Acetylcholinesterase Inhibitory and Antioxidant Activities of Novel Symmetric Sulfamides Derived from Phenethylamines , 2015, Archiv der Pharmazie.

[9]  Pınar Kalın,et al.  Antioxidant Activity and Polyphenol Content of Cranberries (Vaccinium macrocarpon) , 2015 .

[10]  P. Taslimi,et al.  Antioxidant and acetylcholinesterase inhibition properties of novel bromophenol derivatives. , 2015 .

[11]  C. Supuran,et al.  N-Acylsulfonamides strongly inhibit human carbonic anhydrase isoenzymes I and II. , 2015, Bioorganic & medicinal chemistry.

[12]  I. Gulcin,et al.  Inhibition profile of a series of phenolic acids on bovine lactoperoxidase enzyme , 2015, Journal of enzyme inhibition and medicinal chemistry.

[13]  C. Supuran,et al.  New series of sulfonamides containing amino acid moiety act as effective and selective inhibitors of tumor-associated carbonic anhydrase XII , 2015, Journal of enzyme inhibition and medicinal chemistry.

[14]  S. Nadifi,et al.  Association of glutathione S-transferase (GSTM1 and GSTT1) genes with chronic myeloid leukemia , 2015, SpringerPlus.

[15]  C. Supuran,et al.  Acetylcholinesterase and carbonic anhydrase isoenzymes I and II inhibition profiles of taxifolin , 2015, Journal of enzyme inhibition and medicinal chemistry.

[16]  I. Gulcin,et al.  Purification and Characterization of Polyphenol Oxidase from Hemşin Apple (Malus communis L.) , 2015 .

[17]  C. Supuran,et al.  Carbonic anhydrase and acetylcholinesterase inhibitory effects of carbamates and sulfamoylcarbamates , 2015, Journal of enzyme inhibition and medicinal chemistry.

[18]  P. Dias,et al.  Butyrylcholinesterase: K variant, plasma activity, molecular forms and rivastigmine treatment in Alzheimer's disease in a Southern Brazilian population , 2015, Neurochemistry International.

[19]  C. Supuran,et al.  Synthesis and carbonic anhydrase isoenzymes I, II, IX, and XII inhibitory effects of dimethoxybromophenol derivatives incorporating cyclopropane moieties. , 2015, Journal of medicinal chemistry.

[20]  C. Supuran,et al.  The impact of hydroquinone on acetylcholine esterase and certain human carbonic anhydrase isoenzymes (hCA I, II, IX, and XII) , 2015, Journal of enzyme inhibition and medicinal chemistry.

[21]  I. Gülçin,et al.  Synthesis and Carbonic Anhydrase Inhibitory Effects of Novel Sulfamides Derived from 1‐Aminoindanes and Anilines , 2014, Archiv der Pharmazie.

[22]  C. Supuran,et al.  A new class of quinazoline-sulfonamides acting as efficient inhibitors against the α-carbonic anhydrase from Trypanosoma cruzi , 2014, Journal of enzyme inhibition and medicinal chemistry.

[23]  A. Naderi,et al.  Carbonic anhydrase inhibitory properties of novel benzylsulfamides using molecular modeling and experimental studies. , 2014, Bioorganic chemistry.

[24]  C. Supuran,et al.  Attachment of carbohydrates to methoxyaryl moieties leads to highly selective inhibitors of the cancer associated carbonic anhydrase isoforms IX and XII. , 2014, Bioorganic & medicinal chemistry.

[25]  R. Csuk,et al.  Gypsogenin Derivatives: An Unexpected Class of Inhibitors of Cholinesterases , 2014, Archiv der Pharmazie.

[26]  J. Duan,et al.  Bioactivity and Chemical Synthesis of Caffeic Acid Phenethyl Ester and Its Derivatives , 2014, Molecules.

[27]  C. Supuran,et al.  Sulfonamides incorporating fluorine and 1,3,5-triazine moieties are effective inhibitors of three β-class carbonic anhydrases from Mycobacterium tuberculosis , 2014, Journal of enzyme inhibition and medicinal chemistry.

[28]  G. Murtaza,et al.  Possible molecular targets for therapeutic applications of caffeic acid phenethyl ester in inflammation and cancer , 2014, Journal of food and drug analysis.

[29]  C. Supuran,et al.  Carbonic anhydrase inhibitors. Phenols incorporating 2- or 3-pyridyl-ethenylcarbonyl and tertiary amine moieties strongly inhibit Saccharomyces cerevisiae β-carbonic anhydrase , 2014, Journal of enzyme inhibition and medicinal chemistry.

[30]  C. Supuran,et al.  Inhibition of mammalian carbonic anhydrases I-XIV with grayanotoxin III: solution and in silico studies , 2014, Journal of enzyme inhibition and medicinal chemistry.

[31]  C. Supuran,et al.  Oxidation of cyanobenzocycloheptatrienes: Synthesis, photooxygenation reaction and carbonic anhydrase isoenzymes inhibition properties of some new benzotropone derivatives. , 2014, Bioorganic & medicinal chemistry.

[32]  I. Gulcin,et al.  Capsaicin: A Potent Inhibitor of Carbonic Anhydrase Isoenzymes , 2014, Molecules.

[33]  G. Murtaza,et al.  Caffeic Acid Phenethyl Ester and Therapeutic Potentials , 2014, BioMed research international.

[34]  C. Supuran,et al.  Sulfa and trimethoprim-like drugs – antimetabolites acting as carbonic anhydrase, dihydropteroate synthase and dihydrofolate reductase inhibitors , 2014, Journal of enzyme inhibition and medicinal chemistry.

[35]  Yalin Zhang,et al.  Characterization of a lambda-cyhalothrin metabolizing glutathione S-transferase CpGSTd1 from Cydia pomonella (L.) , 2014, Applied Microbiology and Biotechnology.

[36]  M. Topal,et al.  Novel Sulfamides and Sulfonamides Incorporating the Tetralin Scaffold as Carbonic Anhydrase and Acetylcholine Esterase Inhibitors. , 2014 .

[37]  I. Gülçin,et al.  Synthesis and Carbonic Anhydrase Isoenzymes Inhibitory Effects of Brominated Diphenylmethanone and Its Derivatives , 2014, Archiv der Pharmazie.

[38]  I. Gülçin,et al.  Rosmarinic acid: a potent carbonic anhydrase isoenzymes inhibitor , 2014 .

[39]  I. Gülçin,et al.  Inhibition effects of some phenolic and dimeric phenolic compounds on bovine lactoperoxidase (LPO) enzyme , 2014 .

[40]  C. Supuran,et al.  Carbonic anhydrase inhibitory properties of novel sulfonamide derivatives of aminoindanes and aminotetralins , 2014, Journal of enzyme inhibition and medicinal chemistry.

[41]  I. Gülçin,et al.  Novel Sulphamides and Sulphonamides Incorporating the Tetralin Scaffold as Carbonic Anhydrase and Acetylcholine Esterase Inhibitors , 2014, Archiv der Pharmazie.

[42]  I. Gülçin,et al.  Synthesis, Antioxidant, and Antiacetylcholinesterase Activities of Sulfonamide Derivatives of Dopamine‐Related Compounds , 2013, Archiv der Pharmazie.

[43]  E. Bayram,et al.  Caffeic acid phenethyl ester prevents apoptotic cell death in the developing rat brain after pentylenetetrazole-induced status epilepticus , 2013, Epilepsy & Behavior.

[44]  I. Gulcin,et al.  One-step purification of lactoperoxidase from bovine milk by affinity chromatography. , 2013, Food chemistry.

[45]  Javed Anwar,et al.  Effects of caffeic acid on behavioral parameters and on the activity of acetylcholinesterase in different tissues from adult rats , 2012, Pharmacology Biochemistry and Behavior.

[46]  C. Supuran.  Structure-based drug discovery of carbonic anhydrase inhibitors , 2012, Journal of enzyme inhibition and medicinal chemistry.

[47]  I. Gülçin,et al.  The Inhibitory Effects of L-Adrenaline on Lactoperoxidase Enzyme Purified from Bovine Milk , 2012 .

[48]  Fevzi Topal,et al.  Apoptotic, antioxidant and antiradical effects of majdine and isomajdine from Vinca herbacea Waldst. and kit , 2012, Journal of enzyme inhibition and medicinal chemistry.

[49]  C. Supuran,et al.  Multiple binding modes of inhibitors to carbonic anhydrases: how to design specific drugs targeting 15 different isoforms? , 2012, Chemical reviews.

[50]  K. Tollefsen,et al.  Acetylcholine esterase inhibitors in effluents from oil production platforms in the North Sea. , 2012, Aquatic toxicology.

[51]  Jehee Lee,et al.  A novel molluscan sigma-like glutathione S-transferase from Manila clam, Ruditapes philippinarum: cloning, characterization and transcriptional profiling. , 2012, Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.

[52]  José A. Teixeira,et al.  Fractionation of the major whey proteins and isolation of β-Lactoglobulin variants by anion exchange chromatography , 2012 .

[53]  M. Farlow,et al.  Caffeic acid phenethyl ester extends survival of a mouse model of amyotrophic lateral sclerosis , 2012, Neuroscience.

[54]  I. Gülçin.  Antioxidant activity of food constituents: an overview , 2012, Archives of Toxicology.

[55]  I. Gülçin,et al.  Caffeic acid phenethyl ester (CAPE): correlation of structure and antioxidant properties , 2011, International journal of food sciences and nutrition.

[56]  Miroslav Pohanka,et al.  Cholinesterases, a target of pharmacology and toxicology. , 2011, Biomedical papers of the Medical Faculty of the University Palacky, Olomouc, Czechoslovakia.

[57]  I. Gülçin.  Antioxidant activity of eugenol: a structure-activity relationship study. , 2011, Journal of medicinal food.

[58]  Claudiu T Supuran,et al.  Carbonic anhydrase inhibitors and activators for novel therapeutic applications. , 2011, Future medicinal chemistry.

[59]  M. Öztürk,et al.  In vitro antioxidant, anticholinesterase and antimicrobial activity studies on three Agaricus species with fatty acid compositions and iron contents: a comparative study on the three most edible mushrooms. , 2011, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[60]  E. Bursal,et al.  Polyphenol contents and in vitro antioxidant activities of lyophilised aqueous extract of kiwifruit (Actinidia deliciosa) , 2011 .

[61]  M. Iraz,et al.  Effects of caffeic acid phenethyl ester on thioacetamide-induced hepatic encephalopathy in rats , 2010, Progress in Neuro-Psychopharmacology and Biological Psychiatry.

[62]  I. Gülçin,et al.  Interactions of melatonin and serotonin with lactoperoxidase enzyme , 2010, Journal of enzyme inhibition and medicinal chemistry.

[63]  Ji-Hye Kim,et al.  Caffeic acid phenethyl ester-mediated Nrf2 activation and IkappaB kinase inhibition are involved in NFkappaB inhibitory effect: structural analysis for NFkappaB inhibition. , 2010, European journal of pharmacology.

[64]  C. Supuran,et al.  Carbonic anhydrase inhibitors. Antioxidant polyphenols effectively inhibit mammalian isoforms I-XV. , 2010, Bioorganic & medicinal chemistry letters.

[65]  I. Gülçin,et al.  Synthesis and antioxidant properties of diphenylmethane derivative bromophenols including a natural product , 2010, Journal of enzyme inhibition and medicinal chemistry.

[66]  I. Gülçin,et al.  The effects of norepinephrine on lactoperoxidase enzyme (LPO) , 2010 .

[67]  C. Supuran,et al.  Carbonic Anhydrase Inhibitors: Inhibition of Human Erythrocyte Isozymes I and II with a Series of Phenolic Acids , 2010, Chemical biology & drug design.

[68]  C. Supuran,et al.  Carbonic anhydrase inhibitors. Inhibition of mammalian isoforms I-XIV with a series of natural product polyphenols and phenolic acids. , 2010, Bioorganic & medicinal chemistry.

[69]  A. Scaloni,et al.  Crystal structure of the catalytic domain of the tumor-associated human carbonic anhydrase IX , 2009, Proceedings of the National Academy of Sciences.

[70]  I. Gülçin.  Antioxidant activity of L-adrenaline: a structure-activity insight. , 2009, Chemico-biological interactions.

[71]  I. Gülçin,et al.  Antioxidant secoiridoids from fringe tree (Chionanthus virginicus L.) , 2009, Wood Science and Technology.

[72]  E. Bursal,et al.  In vitro antioxidant activity of silymarin , 2009 .

[73]  Ronald J. Quinn,et al.  Non-zinc mediated inhibition of carbonic anhydrases: coumarins are a new class of suicide inhibitors. , 2009, Journal of the American Chemical Society.

[74]  Won‐Kyo Jung,et al.  Anti-asthmatic effect of marine red alga (Laurencia undulata) polyphenolic extracts in a murine model of asthma. , 2009, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[75]  I. Gülçin,et al.  Dantrolene inhibits human erythrocyte glutathione reductase. , 2008, Biological & pharmaceutical bulletin.

[76]  I. Gülçin,et al.  Antioxidant and radical scavenging properties of curcumin. , 2008, Chemico-biological interactions.

[77]  I. Gülçin,et al.  Purification and characterization of peroxidase from cauliflower (Brassica oleracea L. var. botrytis) buds. , 2008, Protein and peptide letters.

[78]  Claudiu T. Supuran,et al.  Carbonic anhydrases: novel therapeutic applications for inhibitors and activators , 2008, Nature Reviews Drug Discovery.

[79]  I. Gülçin,et al.  The effect of ethanol on erythrocyte carbonic anhydrase isoenzymes activity: An in vitro and in vivo study , 2008, Journal of enzyme inhibition and medicinal chemistry.

[80]  I. Gülçin,et al.  Morphine inhibits erythrocyte carbonic anhydrase in vitro and in vivo. , 2007, Biological & pharmaceutical bulletin.

[81]  C. Supuran,et al.  Inhibitors of HIV-1 protease: current state of the art 10 years after their introduction. From antiretroviral drugs to antifungal, antibacterial and antitumor agents based on aspartic protease inhibitors. , 2007, Current medicinal chemistry.

[82]  I. Gülçin,et al.  Synthesis of dimeric phenol derivatives and determination of in vitro antioxidant and radical scavenging activities , 2007 .

[83]  R. Floris,et al.  Lactoperoxidase: From catalytic mechanism to practical applications , 2006 .

[84]  A. Altunbas,et al.  Ameliorating role of caffeic acid phenethyl ester (CAPE) against isoniazid-induced oxidative damage in red blood cells , 2006, Molecular and Cellular Biochemistry.

[85]  I. Gülçin,et al.  Antioxidant activity of lignans from fringe tree (Chionanthus virginicus L.) , 2006 .

[86]  E. Uzar,et al.  The activity of adenosine deaminase and the level of nitric oxide in spinal cord of methotrexate administered rats: protective effect of caffeic acid phenethyl ester. , 2006, Toxicology.

[87]  I. Gülçin.  Antioxidant and antiradical activities of L-carnitine. , 2006, Life sciences.

[88]  I. Gülçin.  Antioxidant activity of caffeic acid (3,4-dihydroxycinnamic acid). , 2006, Toxicology.

[89]  G. n,et al.  Effect of α-tocopherol on antioxidant enzyme activities and lipid peroxidation in rainbow trout (Oncorhynchus mykiss) , 2005 .

[90]  I. Gülçin,et al.  The Effects of Melatonin Hormone on Carbonic Anhydrase Enzyme Activity in Rainbow Trout (Oncorhynchus mykiss) Erythrocytes In Vitro and In Vivo , 2005 .

[91]  M. Oktay,et al.  Purification and characterization of polyphenol oxidase from nettle (Urtica dioica L.) and inhibitory effects of some chemicals on enzyme activity , 2005, Journal of enzyme inhibition and medicinal chemistry.

[92]  H. Parlakpınar,et al.  Ischemia-reperfusion leads to depletion of glutathione content and augmentation of malondialdehyde production in the rat heart from overproduction of oxidants: Can caffeic acid phenethyl ester (CAPE) protect the heart? , 2005, Molecular and Cellular Biochemistry.

[93]  C. Supuran,et al.  Effects of low molecular weight plasma inhibitors of rainbow trout (Oncorhynchus mykiss) on human erythrocyte carbonic anhydrase-II isozyme activity in vitro and rat erythrocytes in vivo , 2005, Journal of enzyme inhibition and medicinal chemistry.

[94]  E. Uz,et al.  Effects of caffeic acid phenethyl ester on lipid peroxidation and antioxidant enzymes in diabetic rat heart. , 2005, Clinical biochemistry.

[95]  ToshiroFujita,et al.  Oral Flavonoid Supplementation Attenuates Atherosclerosis Development in Apolipoprotein E–Deficient Mice , 2005 .

[96]  R. Duggleby.  Suicide inhibition of acetohydroxyacid synthase by hydroxypyruvate , 2005, Journal of enzyme inhibition and medicinal chemistry.

[97]  O. Akyol,et al.  Caffeic Acid Phenethyl Ester Exerts a Neuroprotective Effect on CNS Against Pentylenetetrazol-Induced Seizures in Mice , 2004, Neurochemical Research.

[98]  I. Gülçin,et al.  Effect of vitamin E on carbonic anhydrase enzyme activity in rainbow trout (Oncorhynchus mykiss) erythrocytes in vitro and in vivo. , 2004, Acta veterinaria Hungarica.

[99]  C. Supuran,et al.  COX-2 selective inhibitors, carbonic anhydrase inhibition and anticancer properties of sulfonamides belonging to this class of pharmacological agents. , 2004, Mini reviews in medicinal chemistry.

[100]  I. Gülçin,et al.  In vitro and in vivo effects of dantrolene on carbonic anhydrase enzyme activities. , 2004, Biological & pharmaceutical bulletin.

[101]  I. Gülçin,et al.  Effects of Melatonin on Carbonic Anhydrase from Human Erythrocytes In Vitro and from Rat Erythrocytes In Vivo , 2004, Journal of enzyme inhibition and medicinal chemistry.

[102]  I. Gülçin,et al.  Glucose 6-phosphate dehydrogenase: in vitro and in vivo effects of dantrolene sodium. , 2003, Polish journal of pharmacology.

[103]  I. McKeith,et al.  Butyrylcholinesterase and progression of cognitive deficits in dementia with Lewy bodies , 2003, Neurology.

[104]  M. Michaelis.  Drugs Targeting Alzheimer's Disease: Some Things Old and Some Things New , 2003, Journal of Pharmacology and Experimental Therapeutics.

[105]  Y. Song,et al.  Caffeic acid phenethyl ester inhibits nitric oxide synthase gene expression and enzyme activity. , 2002, Cancer letters.

[106]  Shigetoshi Kadota,et al.  Recent progress in pharmacological research of propolis , 2001, Phytotherapy research : PTR.

[107]  Andrea Scozzafava,et al.  Carbonic anhydrase inhibitors. , 2001, Medicinal research reviews.

[108]  C. Supuran,et al.  Carbonic anhydrase inhibitors: synthesis of sulfonamides incorporating dtpa tails and of their zinc complexes with powerful topical antiglaucoma properties. , 2001, Bioorganic & medicinal chemistry letters.

[109]  A. Shah,et al.  Synergy between ethanol and grape polyphenols, quercetin, and resveratrol, in the inhibition of the inducible nitric oxide synthase pathway. , 2000, Biochemical pharmacology.

[110]  S. Brimijoin,et al.  Abundant Tissue Butyrylcholinesterase and Its Possible Function in the Acetylcholinesterase Knockout Mouse , 2000, Journal of neurochemistry.

[111]  J. Trosko,et al.  Restoration of gap junctional intercellular communication by caffeic acid phenethyl ester (CAPE) in a ras-transformed rat liver epithelial cell line. , 2000, Cancer letters.

[112]  M. Bertagnolli,et al.  Colon cancer chemopreventive drugs modulate integrin-mediated signaling pathways. , 2000, Clinical cancer research : an official journal of the American Association for Cancer Research.

[113]  H. Sugimoto,et al.  Donepezil hydrochloride (E2020) and other acetylcholinesterase inhibitors. , 2000, Current medicinal chemistry.

[114]  K. Dave,et al.  Tissue Cholinesterases. A Comparative Study of Their Kinetic Properties , 2000, Zeitschrift fur Naturforschung. C, Journal of biosciences.

[115]  H. Fujiki,et al.  Green tea and cancer chemoprevention. , 1999, Mutation research.

[116]  C. Koboldt,et al.  Inhibitory effects of caffeic acid phenethyl ester on the activity and expression of cyclooxygenase-2 in human oral epithelial cells and in a rat model of inflammation. , 1999, Cancer research.

[117]  P. Calder,et al.  The effect of propolis and its components on eicosanoid production during the inflammatory response. , 1996, Prostaglandins, leukotrienes, and essential fatty acids.

[118]  S. Itoh,et al.  Chain-breaking phenolic antioxidants: steric and electronic effects in polyalkylchromanols, tocopherol analogs, hydroquinones, and superior antioxidants of the polyalkylbenzochromanol and naphthofuran class , 1993 .

[119]  K. Kohn,et al.  Inhibitors of human immunodeficiency virus integrase. , 1993, Proceedings of the National Academy of Sciences of the United States of America.

[120]  O. Lockridge,et al.  The cloned butyrylcholinesterase (BCHE) gene maps to a single chromosome site, 3q26. , 1991, Genomics.

[121]  M. M. Bradford.  A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. , 1976, Analytical biochemistry.

[122]  R. Khalifah,et al.  The carbon dioxide hydration activity of carbonic anhydrase. I. Stop-flow kinetic studies on the native human isoenzymes B and C. , 1971, The Journal of biological chemistry.

[123]  U. K. Laemmli,et al.  Cleavage of Structural Proteins during the Assembly of the Head of Bacteriophage T4 , 1970, Nature.

[124]  K. Courtney,et al.  A new and rapid colorimetric determination of acetylcholinesterase activity. , 1961, Biochemical pharmacology.

[125]  D. Burk,et al.  The Determination of Enzyme Dissociation Constants , 1934 .

[126]  Xiaolan Yang,et al.  Fluorometric Titration Assay of Affinity of Tight-Binding Nonfluorescent Inhibitor of Glutathione S-transferase , 2014, Journal of Fluorescence.

[127]  C. Supuran.  Carbonic anhydrases. , 2013, Bioorganic & medicinal chemistry.

[128]  I. Gülçin,et al.  Effects of Ceftazidime Pentahydrate, Prednisolone, Amikacin Sulfate, Ceftriaxone Sodium and Teicoplanin on Bovine Milk Lactoperoxidase Activity , 2011 .

[129]  I. Gülçin.  Antioxidant properties of resveratrol: A structure–activity insight , 2010 .

[130]  I. Gülçin,et al.  The prohibitive effect of lactoperoxidase system (LPS) on some pathogen fungi and bacteria , 2010 .

[131]  I. Gülçin,et al.  Radical scavenging and antioxidant activity of tannic acid , 2010 .

[132]  C. Supuran,et al.  Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library. , 2010, Bioorganic & medicinal chemistry.

[133]  I. Gülçin,et al.  The inhibitory effect of propofol on bovine lactoperoxidase. , 2009, Protein and peptide letters.

[134]  P. Santaguida,et al.  Current Pharmacologic Treatment of Dementia: A Clinical Practice Guideline from the American College of Physicians and the American Academy of Family Physicians , 2008 .

[135]  I. Gülçin.  Comparison of in vitro antioxidant and antiradical activities of L-tyrosine and L-Dopa , 2006, Amino Acids.

[136]  S. Sogut,et al.  Protective role of alpha-tocopherol and caffeic acid phenethyl ester on ischemia-reperfusion injury via nitric oxide and myeloperoxidase in rat kidneys. , 2004, Clinica chimica acta; international journal of clinical chemistry.

[137]  G. Small,et al.  Clinical Pharmacokinetics and Pharmacodynamics of Cholinesterase Inhibitors , 2002, Clinical pharmacokinetics.

[138]  D. Grunberger,et al.  Caffeic acid phenethyl ester inhibits proliferation of human keratinocytes and interferes with the EGF regulation of ornithine decarboxylase. , 1995, Oncology research.

[139]  Russian Federation..  Caffeic acid phenethyl ester as a lipoxygenase inhibitor with antioxidant properties , 1993 .