Gaso-Sokac D, Zandona A, Roca S, Vikic-Topic D, Lihtar G, Marakovic N, Busic V, Kovarik Z, Katalinic M (2022)
Potential of Vitamin B6 Dioxime Analogues to Act as Cholinesterase Ligands
Int J Mol Sci 23:
Matosevic A, Knezevic A, Zandona A, Marakovic N, Kovarik Z, Bosak A (2022)
Design, Synthesis and Biological Evaluation of Biscarbamates as Potential Selective Butyrylcholinesterase Inhibitors for the Treatment of Alzheimer's Disease
Pharmaceuticals (Basel) 15:
Palermo G, Kovarik Z, Hotchkiss PJ (2022)
Newly Scheduled Carbamate Compounds: A synopsis of their properties and development, and considerations for the scientific community
Toxicology
Zorbaz T, Malinak D, Hofmanova T, Marakovic N, Zunec S, Hrvat NM, Andrys R, Psotka M, Zandona A, Svobodova J, Prchal L, Fingler S, Katalinic M, Kovarik Z, Musilek K (2022)
Halogen substituents enhance oxime nucleophilicity for reactivation of cholinesterases inhibited by nerve agents
Eur Journal of Medicinal Chemistry 238: 114377
Cadez T, Kolic D, Sinko G, Kovarik Z (2021)
Assessment of four organophosphorus pesticides as inhibitors of human acetylcholinesterase and butyrylcholinesterase
Sci Rep 11: 21486
Mlakic M, Cadez T, Baric D, Pucek I, Ratkovic A, Marinic, Lasic K, Kovarik Z, Skoric I (2021)
New Uncharged 2-Thienostilbene Oximes as Reactivators of Organophosphate-Inhibited Cholinesterases
Pharmaceuticals (Basel) 14:
Taylor P, Shong YJ, Samskey N, Ho KY, Radic Z, Fenical W, Sharpless KB, Kovarik Z, Andrea Camacho-Hernandez G (2021)
Ligand design for human acetylcholinesterase and nicotinic acetylcholine receptors, extending beyond the conventional and canonical
Journal of Neurochemistry
Bosak A, Bavec A, Konte T, Sinko G, Kovarik Z, Golicnik M (2020)
Interactions of Paraoxonase-1 with Pharmacologically Relevant Carbamates
Molecules 25:
Cadez T, Grgicevic A, Ahmetovic R, Baric D, Hrvat NM, Kovarik Z, Skoric I (2020)
Benzobicyclo[3.2.1]octene Derivatives as a New Class of Cholinesterase Inhibitors
Molecules 25:
Hrvat NM, Kovarik Z (2020)
Counteracting poisoning with chemical warfare nerve agents
Arh Hig Rada Toksikol 71: 266
Kovarik Z, Hrvat NM (2020)
Efficient detoxification of nerve agents by oxime-assisted reactivation of acetylcholinesterase mutants
Neuropharmacology
Marakovic N, Knezevic A, Roncevic I, Brazzolotto X, Kovarik Z, Sinko G (2020)
Enantioseparation, in vitro testing, and structural characterization of triple-binding reactivators of organophosphate-inhibited cholinesterases
Biochemical Journal 477: 2771
Sagud I, Macek Hrvat N, Grgicevic A, Cadez T, Hodak J, Dragojevic M, Lasic K, Kovarik Z, Skoric I (2020)
Design, synthesis and cholinesterase inhibitory properties of new oxazole benzylamine derivatives
J Enzyme Inhib Med Chem 35: 460
Zandona A, Katalinic M, Sinko G, Radman Kastelic A, Primozic I, Kovarik Z (2020)
Targeting organophosphorus compounds poisoning by novel quinuclidine-3 oximes: development of butyrylcholinesterase-based bioscavengers
Archives of Toxicology 94: 3157
Zorbaz T, Misetic P, Probst N, Zunec S, Zandona A, Mendas G, Micek V, Macek Hrvat N, Katalinic M, Braiki A, Jean L, Renard PY, Gabelica Markovic V, Kovarik Z (2020)
Pharmacokinetic evaluation of brain penetrating morpholine-3-hydroxy-2-pyridine oxime as an antidote for nerve agent poisoning
ACS Chem Neurosci
Bosak A, Opsenica DM, Sinko G, Zlatar M, Kovarik Z (2019)
Structural aspects of 4-aminoquinolines as reversible inhibitors of human acetylcholinesterase and butyrylcholinesterase
Chemico-Biological Interactions 308: 101
Kovarik Z, Kalisiak J, Hrvat NM, Katalinic M, Zorbaz T, Zunec S, Green C, Radic Z, Fokin VV, Sharpless KB, Taylor P (2019)
Reversal of Tabun Toxicity Enabled by a Triazole-Annulated Oxime Library-Reactivators of Acetylcholinesterase
Chemistry 25: 4100
Kovarik Z, Macek Hrvat N, Kalisiak J, Katalinic M, Sit RK, Zorbaz T, Radic Z, Fokin VV, Sharpless KB, Taylor P (2019)
Counteracting tabun inhibition by reactivation by pyridinium aldoximes that interact with active center gorge mutants of acetylcholinesterase
Toxicol Appl Pharmacol 372: 40
Macek Hrvat N, Kalisiak J, Sinko G, Radic Z, Sharpless KB, Taylor P, Kovarik Z (2019)
Evaluation of high-affinity phenyltetrahydroisoquinoline aldoximes, linked through anti-triazoles, as reactivators of phosphylated cholinesterases
Toxicol Lett 321: 83
Taylor P, Yan-Jye S, Momper J, Hou W, Camacho-Hernandez GA, Radic Z, Rosenberg YJ, Kovarik Z, Sit R, Sharpless KB (2019)
Assessment of ionizable, zwitterionic oximes as reactivating antidotal agents for organophosphate exposure
Chemico-Biological Interactions 308: 194
Zorbaz T, Malinak D, Kuca K, Musilek K, Kovarik Z (2019)
Butyrylcholinesterase inhibited by nerve agents is efficiently reactivated with chlorinated pyridinium oximes
Chemico-Biological Interactions 307: 16
Bosak A, Ramic A, Smidlehner T, Hrenar T, Primozic I, Kovarik Z (2018)
Design and evaluation of selective butyrylcholinesterase inhibitors based on Cinchona alkaloid scaffold
PLoS ONE 13: e0205193
Katalinic M, Sinko G, Macek Hrvat N, Zorbaz T, Bosak A, Kovarik Z (2018)
Oxime-assisted reactivation of tabun-inhibited acetylcholinesterase analysed by active site mutations
Toxicology 406-407: 104
Macek Hrvat N, Zorbaz T, Sinko G, Kovarik Z (2018)
The estimation of oxime efficiency is affected by the experimental design of phosphylated acetylcholinesterase reactivation
Toxicol Lett 293: 222
Sit RK, Kovarik Z, Macek Hrvat N, Zunec S, Green C, Fokin VV, Sharpless KB, Radic Z, Taylor P (2018)
Pharmacology, Pharmacokinetics, and Tissue Disposition of Zwitterionic Hydroxyiminoacetamido Alkylamines as Reactivating Antidotes for Organophosphate Exposure
Journal of Pharmacology & Experimental Therapeutics 367: 363
Zorbaz T, Braiki A, Marakovic N, Renou J, De la Mora E, Macek Hrvat N, Katalinic M, Silman I, Sussman JL, Mercey G, Gomez C, Mougeot R, Perez B, Baati R, Nachon F, Weik M, Jean L, Kovarik Z, Renard PY (2018)
Potent 3-Hydroxy-2-Pyridine Aldoxime Reactivators of Organophosphate-Inhibited Cholinesterases with Predicted Blood-Brain Barrier Penetration
Chemistry 24: 9675
Zorbaz T, Malinak D, Marakovic N, Macek Hrvat N, Zandona A, Novotny M, Skarka A, Andrys R, Benkova M, Soukup O, Katalinic M, Kuca K, Kovarik Z, Musilek K (2018)
Pyridinium Oximes with Ortho-Positioned Chlorine Moiety Exhibit Improved Physicochemical Properties and Efficient Reactivation of Human Acetylcholinesterase Inhibited by Several Nerve Agents
Journal of Medicinal Chemistry 61: 10753
Bosak A, Knezevic A, Gazic Smilovic I, Sinko G, Kovarik Z (2017)
Resorcinol-, catechol- and saligenin-based bronchodilating beta2-agonists as inhibitors of human cholinesterase activity
J Enzyme Inhib Med Chem 32: 789
Katalinic M, Zandona A, Ramic A, Zorbaz T, Primozic I, Kovarik Z (2017)
New Cinchona Oximes Evaluated as Reactivators of Acetylcholinesterase and Butyrylcholinesterase Inhibited by Organophosphorus Compounds
Molecules 22:
Busic V, Katalinic M, Sinko G, Kovarik Z, Gaso-Sokac D (2016)
Pyridoxal oxime derivative potency to reactivate cholinesterases inhibited by organophosphorus compounds
Toxicol Lett 262: 114
Katalinic M, Macek Hrvat N, Baumann K, Morasi Pipercic S, Makaric S, Tomic S, Jovic O, Hrenar T, Milicevic A, Jelic D, Zunec S, Primozic I, Kovarik Z (2016)
A comprehensive evaluation of novel oximes in creation of butyrylcholinesterase-based nerve agent bioscavengers
Toxicol Appl Pharmacol 310: 195
Macek Hrvat N, Zunec S, Taylor P, Radic Z, Kovarik Z (2016)
HI-6 assisted catalytic scavenging of VX by acetylcholinesterase choline binding site mutants
Chemico-Biological Interactions 259: 148
Marakovic N, Knezevic A, Vinkovic V, Kovarik Z, Sinko G (2016)
Design and synthesis of N-substituted-2-hydroxyiminoacetamides and interactions with cholinesterases
Chemico-Biological Interactions 259: 122
Katalinic M, Macek Hrvat N, Zdarova Karasova J, Misik J, Kovarik Z (2015)
Translation of in vitro to in vivo pyridinium oxime potential in tabun poisoning
Arh Hig Rada Toksikol 66: 291
Kovarik Z, Macek Hrvat N, Katalinic M, Sit RK, Paradyse A, Zunec S, Musilek K, Fokin VV, Taylor P, Radic Z (2015)
Catalytic Soman Scavenging by the Y337A/F338A Acetylcholinesterase Mutant Assisted with Novel Site-Directed Aldoximes
Chemical Research in Toxicology 28: 1036
Bosak A, Smilovic IG, Stimac A, Vinkovic V, Sinko G, Kovarik Z (2013)
Peripheral site and acyl pocket define selective inhibition of mouse butyrylcholinesterase by two biscarbamates
Archives of Biochemistry & Biophysics 529: 140
Katalinic M, Mis K, Pirkmajer S, Grubic Z, Kovarik Z, Mars T (2013)
The cholinergic and non-cholinergic effects of organophosphates and oximes in cultured human myoblasts
Chemico-Biological Interactions 203: 144
Kovarik Z, Macek Hrvat N, Sit RK, Radic Z, Fokin VV, Sharpless KB, Taylor P (2013)
Centrally acting oximes in reactivation of tabun-phosphoramidated AChE
Chemico-Biological Interactions 203: 77
Radic Z, Dale T, Kovarik Z, Berend S, Garcia E, Zhang LM, Amitai G, Green C, Radic B, Duggan BM, Ajami D, Rebek J, Taylor P (2013)
Catalytic detoxification of nerve agent and pesticide organophosphates by butyrylcholinesterase assisted with non-pyridinium oximes
Biochemical Journal 450: 231
Radic Z, Sit RK, Garcia E, Zhang LM, Berend S, Kovarik Z, Amitai G, Fokin VV, Sharpless KB, Taylor P (2013)
Mechanism of interaction of novel uncharged, centrally active reactivators with OP-hAChE conjugates
Chemico-Biological Interactions 203: 67
Bosak A, Gazic Smilovic I, Sinko G, Vinkovic V, Kovarik Z (2012)
Metaproterenol, isoproterenol, and their bisdimethylcarbamate derivatives as human cholinesterase inhibitors
Journal of Medicinal Chemistry 55: 6716
Katalinic M, Kovarik Z (2012)
Reactivation of Tabun-inhibited Acetylcholinesterase Investigated by Two Oximes and Mutagenesis
Croatica Chemica Acta 85: 209"
Radic Z, Sit RK, Kovarik Z, Berend S, Garcia E, Zhang L, Amitai G, Green C, Radic B, Fokin VV, Sharpless KB, Taylor P (2012)
Refinement of structural leads for centrally acting oxime reactivators of phosphylated cholinesterases
Journal of Biological Chemistry 287: 11798
Bosak A, Katalinic M, Kovarik Z (2011)
[Cholinesterases: structure, role, and inhibition]
Arh Hig Rada Toksikol 62: 175
Cochran R, Kalisiak J, Kucukkilinc TT, Radic Z, Garcia E, Zhang L, Ho KY, Amitai G, Kovarik Z, Fokin VV, Sharpless KB, Taylor P (2011)
Oxime-assisted acetylcholinesterase catalytic scavengers of organophosphates that resist aging
Journal of Biological Chemistry 286: 29718
Lovric J, Berend S, Lucic Vrdoljak A, Radic B, Katalinic M, Kovarik Z, Zeljezic D, Kopjar N, Rast S, Mesic M (2011)
A conjugate of pyridine-4-aldoxime and atropine as a potential antidote against organophosphorus compounds poisoning
Acta Biochim Pol 58: 193
Sinko G, Kovarik Z, Reiner E, Simeon-Rudolf V, Stojan J (2011)
Mechanism of stereoselective interaction between butyrylcholinesterase and ethopropazine enantiomers
Biochimie 93: 1797
Sit RK, Radic Z, Gerardi V, Zhang L, Garcia E, Katalinic M, Amitai G, Kovarik Z, Fokin VV, Sharpless KB, Taylor P (2011)
New structural scaffolds for centrally acting oxime reactivators of phosphylated cholinesterases
Journal of Biological Chemistry 286: 19422
Berend S, Katalinic M, Vrdoljak AL, Kovarik Z, Kuca K, Radic B (2010)
In vivo experimental approach to treatment against tabun poisoning
J Enzyme Inhib Med Chem 25: 531
Gaso-Sokac D, Katalinic M, Kovarik Z, Busic V, Kovac S (2010)
Synthesis and evaluation of novel analogues of vitamin B6 as reactivators of tabun and paraoxon inhibited acetylcholinesterase
Chemico-Biological Interactions 187: 234
Katalinic M, Rusak G, Domacinovic Barovic J, Sinko G, Jelic D, Antolovic R, Kovarik Z (2010)
Structural aspects of flavonoids as inhibitors of human butyrylcholinesterase
Eur Journal of Medicinal Chemistry 45: 186
Kovarik Z, Katalinic M, Sinko G, Binder J, Holas O, Jung YS, Musilova L, Jun D, Kuca K (2010)
Pseudo-catalytic scavenging: searching for a suitable reactivator of phosphorylated butyrylcholinesterase
Chemico-Biological Interactions 187: 167
Sinko G, Brglez J, Kovarik Z (2010)
Interactions of pyridinium oximes with acetylcholinesterase
Chemico-Biological Interactions 187: 172
Kovarik Z, Vrdoljak AL, Berend S, Katalinic M, Kuc K, Musilek K, Radic B (2009)
Evaluation of oxime k203 as antidote in tabun poisoning
Arh Hig Rada Toksikol 60: 19
Bosak A, Gazic I, Vinkovic V, Kovarik Z (2008)
Amino acid residues involved in stereoselective inhibition of cholinesterases with bambuterol
Archives of Biochemistry & Biophysics 471: 72
Bosak A, Gazic I, Vinkovic V, Kovarik Z (2008)
Stereoselective inhibition of human, mouse, and horse cholinesterases by bambuterol enantiomers
Chemico-Biological Interactions 175: 192
Calic M, Bosak A, Kuca K, Kovarik Z (2008)
Interactions of butane, but-2-ene or xylene-like linked bispyridinium para-aldoximes with native and tabun-inhibited human cholinesterases
Chemico-Biological Interactions 175: 305
Gazic I, Bosak A, Sinko G, Vinkovic V, Kovarik Z (2008)
Preparative HPLC separation of bambuterol enantiomers and stereoselective inhibition of human cholinesterases
Anal Bioanal Chem 385: 1513
Kovarik Z, Calic M, Sinko G, Bosak A, Berend S, Vrdoljak AL, Radic B (2008)
Oximes: Reactivators of phosphorylated acetylcholinesterase and antidotes in therapy against tabun poisoning
Chemico-Biological Interactions 175: 173
Kovarik Z, Calic M, Sinko G, Bosak A (2007)
Structure-activity approach in the reactivation of tabun-phosphorylated human acetylcholinesterase with bispyridinium para-aldoximes
Arh Hig Rada Toksikol 58: 201
Kovarik Z, Radic Z, Berman HA, Taylor P (2007)
Mutation of acetylcholinesterase to enhance oxime-assisted catalytic turnover of methylphosphonates
Toxicology 233: 79
Odzak R, Calic M, Hrenar T, Primozic I, Kovarik Z (2007)
Evaluation of monoquaternary pyridinium oximes potency to reactivate tabun-inhibited human acetylcholinesterase
Toxicology 233: 85
Sinko G, Calic M, Bosak A, Kovarik Z (2007)
Limitation of the Ellman method: cholinesterase activity measurement in the presence of oximes
Analytical Biochemistry 370: 223
Taylor P, Reiner E, Kovarik Z, Radic Z (2007)
Application of recombinant DNA methods for production of cholinesterases as organophosphate antidotes and detectors
Arh Hig Rada Toksikol 58: 339
Taylor P, Kovarik Z, Reiner E, Radic Z (2007)
Acetylcholinesterase: converting a vulnerable target to a template for antidotes and detection of inhibitor exposure
Toxicology 233: 70
Calic M, Vrdoljak AL, Radic B, Jelic D, Jun D, Kuca K, Kovarik Z (2006)
In vitro and in vivo evaluation of pyridinium oximes: mode of interaction with acetylcholinesterase, effect on tabun- and soman-poisoned mice and their cytotoxicity
Toxicology 219: 85
De Jaco A, Comoletti D, Kovarik Z, Gaietta G, Radic Z, Lockridge O, Ellisman MH, Taylor P (2006)
A mutation linked with autism reveals a common mechanism of endoplasmic reticulum retention for the alpha,beta-hydrolase fold protein family
Journal of Biological Chemistry 281: 9667
Kovarik Z, Ciban N, Radic Z, Simeon-Rudolf V, Taylor P (2006)
Active site mutant acetylcholinesterase interactions with 2-PAM, HI-6, and DDVP
Biochemical & Biophysical Research Communications 342: 973
Kovarik Z, Calic M, Vrdoljak AL, Radic B (2006)
Interaction of pyridinium oximes with acetylcholinesterase and their effect on organophosphate-poisoned mice
Journal of Molecular Neuroscience 30: 113
Lucic Vrdoljak A, Calic M, Radic B, Berend S, Jun D, Kuca K, Kovarik Z (2006)
Pretreatment with pyridinium oximes improves antidotal therapy against tabun poisoning
Toxicology 228: 41
Sinko G, Calic M, Kovarik Z (2006)
para- and ortho-Pyridinium aldoximes in reaction with acetylthiocholine
FEBS Letters 580: 3167
De Jaco A, Kovarik Z, Comoletti D, Jennings LL, Gaietta G, Ellisman MH, Taylor P (2005)
A single mutation near the C-terminus in alpha/beta hydrolase fold protein family causes a defect in protein processing
Chemico-Biological Interactions 157-158: 371
Kovarik Z, Radic Z, Simeon-Rudolf V, Reiner E, Taylor P (2005)
Acetylcholinesterase mutants: oxime-assisted catalytic scavengers of organophosphonates
Chemico-Biological Interactions 157-158: 388
Sinko G, Bosak A, Kovarik Z, Simeon-Rudolf V (2005)
Structure-inhibition relationships in the interaction of butyrylcholinesterase with bambuterol, haloxon and their leaving groups
Chemico-Biological Interactions 157-158: 421
Kovarik Z, Radic Z, Berman HA, Simeon-Rudolf V, Reiner E, Taylor P (2004)
Mutant cholinesterases possessing enhanced capacity for reactivation of their phosphonylated conjugates
Biochemistry 43: 3222
Kovarik Z, Wong L, Radic Z, Taylor P (2004)
Phosphorylation of mouse cholinesterases and mutants by DDVP and reactivation of conjugates by HI-6 and 2-PAM
In: Cholinesterases in the Second Millennium: Biomolecular and Pathological Aspects (Inestrosa NC, Campos EO) P. Universidad Catolica de Chile-FONDAP Biomedicina: 219
Kovarik Z, Wong L, Radic Z, Taylor P (2004)
Poster (89) Phosphorylation of mouse cholinesterases and mutants by ddvp and reactivation of conjugates by Hi-6 and 2-PAM
In: Cholinesterases in the Second Millennium: Biomolecular and Pathological Aspects (Inestrosa NC, Campos EO) P. Universidad Catolica de Chile-FONDAP Biomedicina: 367
Kovarik Z, Simeon-Rudolf V (2004)
Interaction of human butyrylcholinesterase variants with bambuterol and terbutaline
J Enzyme Inhib Med Chem 19: 113
Kovarik Z, Radic Z, Berman HA, Taylor P (2004)
Phosphonylation of acetylcholinesterase and the propensity for reactivation analysed by chirality and mutagenesis.
Cholinergic Mechanisms, CRC Press
Kovarik Z, Radic Z, Berman HA, Simeon-Rudolf V, Reiner E, Taylor P (2003)
Acetylcholinesterase active centre and gorge conformations analyzed by combinatorial mutations and enantiomeric phosphonates
Biochemical Journal 31: 33
Kovarik Z, Simeon-Rudolf V (2003)
An improvement in segregation of human butyrylcholinesterase phenotypes having the fluoride-resistant variants
Arh Hig Rada Toksikol 54: 239
Kovarik Z, Radic Z, Grgas B, Skrinjaric-Spoljar M, Reiner E, Simeon-Rudolf V (1999)
Amino acid residues involved in the interaction of acetylcholinesterase and butyrylcholinesterase with the carbamates Ro 02-0683 and bambuterol, and with terbutaline
Biochimica & Biophysica Acta 1433: 261
Simeon-Rudolf V, Kovarik Z, Radic Z, Reiner E (1999)
Reversible inhibition of acetylcholinesterase and butyrylcholinesterase by 4,4'-bipyridine and by a coumarin derivative
Chemico-Biological Interactions 119-120: 119
Simeon-Rudolf V, Kovarik Z, Skrinjaric-Spoljar M, Evans RT (1999)
An explanation for the different inhibitory characteristics of human serum butyrylcholinesterase phenotypes deriving from inhibition of atypical heterozygotes
Chemico-Biological Interactions 119-120: 159
Kovarik Z, Radic Z, Skrinjaric-Spoljar M, Reiner E, Simeon-Rudolf V (1998)
Inhibition of Acetylcholinesterase (ACHE; E.C. 3.1.1.7) and Butyrylcholinesterase (BCHE; E.C. 3.1.1.8) by Terbutaline
In: Structure and Function of Cholinesterases and Related Proteins - Proceedings of Sixth International Meeting on Cholinesterases (Doctor, B.P., Taylor, P., Quinn, D.M., Rotundo, R.L., Gentry, M.K. Eds) Plenum Publishing Corp.: 243