{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,25]],"date-time":"2026-04-25T04:39:00Z","timestamp":1777091940806,"version":"3.51.4"},"reference-count":50,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2012,2,1]],"date-time":"2012-02-01T00:00:00Z","timestamp":1328054400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["European Journal of Medicinal Chemistry"],"published-print":{"date-parts":[[2012,2]]},"DOI":"10.1016\/j.ejmech.2011.12.027","type":"journal-article","created":{"date-parts":[[2011,12,24]],"date-time":"2011-12-24T10:53:26Z","timestamp":1324724006000},"page":"284-295","source":"Crossref","is-referenced-by-count":38,"special_numbering":"C","title":["Synthesis and biological assessment of novel 2-thiazolylhydrazones and computational analysis of their recognition by monoamine oxidase B"],"prefix":"10.1016","volume":"48","author":[{"given":"Simona","family":"Distinto","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Matilde","family":"Y\u00e1\u00f1ez","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Stefano","family":"Alcaro","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"M. Cristina","family":"Cardia","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Marco","family":"Gaspari","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"M. Luisa","family":"Sanna","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Rita","family":"Meleddu","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Francesco","family":"Ortuso","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Johannes","family":"Kirchmair","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Patrick","family":"Markt","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Adriana","family":"Bolasco","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gerhard","family":"Wolber","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Daniela","family":"Secci","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Elias","family":"Maccioni","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"78","reference":[{"key":"10.1016\/j.ejmech.2011.12.027_bib1","doi-asserted-by":"crossref","first-page":"295","DOI":"10.1038\/nrn1883","article-title":"The therapeutic potential of monoamine oxidase inhibitors","volume":"7","author":"Youdim","year":"2006","journal-title":"Nat. Rev. Neurosci."},{"key":"10.1016\/j.ejmech.2011.12.027_bib2","doi-asserted-by":"crossref","first-page":"2759","DOI":"10.1517\/14656566.9.16.2759","article-title":"The increasing role of monoamine oxidase type B inhibitors in Parkinson\u2019s disease therapy","volume":"9","author":"Elmer","year":"2008","journal-title":"Expert Opin. Pharmacother."},{"key":"10.1016\/j.ejmech.2011.12.027_bib3","doi-asserted-by":"crossref","first-page":"15","DOI":"10.1016\/0306-4522(94)90311-5","article-title":"Increased monoamine oxidase B activity in plaque-associated astrocytes of Alzheimer brains revealed by quantitative enzyme radioautography","volume":"62","author":"Saura","year":"1994","journal-title":"Neuroscience"},{"key":"10.1016\/j.ejmech.2011.12.027_bib4","doi-asserted-by":"crossref","first-page":"46432","DOI":"10.1074\/jbc.M306378200","article-title":"Oxidative \u03b1-ketoglutarate dehydrogenase inhibition via Subtle Elevations in monoamine oxidase B levels results in loss of spare respiratory capacity: implication for Parkinson\u2019s disease","volume":"278","author":"Kumar","year":"2003","journal-title":"J.\u00a0Biol. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib5","doi-asserted-by":"crossref","first-page":"1825","DOI":"10.1016\/j.clinthera.2007.09.021","article-title":"Comprehensive review of rasagiline, a second-generation monoamine oxidase inhibitor, for the treatment of Parkinson\u2019s Disease","volume":"29","author":"Chen","year":"2007","journal-title":"Clin. Ther."},{"key":"10.1016\/j.ejmech.2011.12.027_bib6","doi-asserted-by":"crossref","first-page":"110","DOI":"10.1016\/j.nurt.2006.11.011","article-title":"Safinamide","volume":"4","author":"Fariello","year":"2007","journal-title":"Neurotherapeutics"},{"key":"10.1016\/j.ejmech.2011.12.027_bib7","doi-asserted-by":"crossref","first-page":"707","DOI":"10.1021\/jm060869d","article-title":"Selective inhibitory activity against MAO and molecular modeling studies of 2-thiazolylhydrazone derivatives","volume":"50","author":"Chimenti","year":"2007","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib8","doi-asserted-by":"crossref","first-page":"4359","DOI":"10.1021\/jm800219f","article-title":"The many roles for fluorine in medicinal chemistry","volume":"51","author":"Hagmann","year":"2008","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib9","doi-asserted-by":"crossref","first-page":"1013","DOI":"10.1016\/j.jfluchem.2006.06.007","article-title":"Fluorine in medicinal chemistry: recent therapeutic applications of fluorinated small molecules","volume":"127","author":"Kirk","year":"2006","journal-title":"J.\u00a0Fluorine Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib10","doi-asserted-by":"crossref","first-page":"4220","DOI":"10.1021\/bi900413g","article-title":"Molecular and mechanistic properties of the membrane-bound mitochondrial monoamine oxidases","volume":"48","author":"Edmondson","year":"2009","journal-title":"Biochem. (Mosc.)"},{"key":"10.1016\/j.ejmech.2011.12.027_bib11","doi-asserted-by":"crossref","first-page":"5848","DOI":"10.1021\/jm070677y","article-title":"Structures of human monoamine oxidase B complexes with selective noncovalent inhibitors: safinamide and coumarin analogs","volume":"50","author":"Binda","year":"2007","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib12","doi-asserted-by":"crossref","first-page":"2040","DOI":"10.2174\/092986708785132843","article-title":"Enhancing drug discovery through in silico screening: strategies to increase true positives retrieval rates","volume":"15","author":"Kirchmair","year":"2008","journal-title":"Curr. Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib13","doi-asserted-by":"crossref","first-page":"5295","DOI":"10.1016\/j.bmcl.2010.06.128","article-title":"Identification of novel monoamine oxidase B inhibitors by structure-based virtual screening","volume":"20","author":"Geldenhuys","year":"2010","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"10.1016\/j.ejmech.2011.12.027_bib14","doi-asserted-by":"crossref","first-page":"5063","DOI":"10.1016\/j.bmc.2010.05.070","article-title":"Synthesis, semipreparative HPLC separation, biological evaluation, and 3D-QSAR of hydrazothiazole derivatives as human monoamine oxidase B inhibitors","volume":"18","author":"Chimenti","year":"2010","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib15","doi-asserted-by":"crossref","first-page":"347","DOI":"10.1080\/07391102.2008.10507183","article-title":"Molecular dynamics, flexible docking, virtual screening, ADMET predictions, and molecular interaction field studies to design novel potential MAO-B inhibitors","volume":"25","author":"Braun","year":"2008","journal-title":"J.\u00a0Biomol. Struct. Dyn."},{"key":"10.1016\/j.ejmech.2011.12.027_bib16","doi-asserted-by":"crossref","first-page":"3584","DOI":"10.1016\/j.ejmech.2009.02.031","article-title":"Knowledge based identification of MAO-B selective inhibitors using pharmacophore and structure based virtual screening models","volume":"44","author":"Boppana","year":"2009","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib17","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1023\/A:1027221424359","article-title":"Similarity and dissimilarity: a medicinal chemist\u2019s view, perspect","volume":"9-11","author":"Kubinyi","year":"1998","journal-title":"Drug Discov."},{"key":"10.1016\/j.ejmech.2011.12.027_bib18","doi-asserted-by":"crossref","first-page":"1303","DOI":"10.1021\/jm030480f","article-title":"Selective optimization of side activities: another way for drug discovery","volume":"47","author":"Wermuth","year":"2004","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib19","doi-asserted-by":"crossref","first-page":"688","DOI":"10.1016\/j.bbrc.2006.03.190","article-title":"Inhibitory effects of cis- and trans-resveratrol on noradrenaline and 5-hydroxytryptamine uptake and on monoamine oxidase activity","volume":"344","author":"Y\u00e1\u00f1ez","year":"2006","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"10.1016\/j.ejmech.2011.12.027_bib20","doi-asserted-by":"crossref","first-page":"980","DOI":"10.1038\/nsb1203-980","article-title":"Announcing the worldwide protein data bank","volume":"10","author":"Berman","year":"2003","journal-title":"Nat. Struct. Biol."},{"key":"10.1016\/j.ejmech.2011.12.027_bib21","series-title":"Molecular Operating Environment (MOE)","year":"2008"},{"key":"10.1016\/j.ejmech.2011.12.027_bib22","doi-asserted-by":"crossref","first-page":"2577","DOI":"10.1021\/ja066980q","article-title":"Classification of water molecules in protein binding sites","volume":"129","author":"Barillari","year":"2007","journal-title":"J.\u00a0Am. Chem. Soc."},{"key":"10.1016\/j.ejmech.2011.12.027_bib23","doi-asserted-by":"crossref","first-page":"4862","DOI":"10.1021\/jm8006239","article-title":"Exploiting ordered waters in molecular docking","volume":"51","author":"Huang","year":"2008","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib24","doi-asserted-by":"crossref","first-page":"4912","DOI":"10.1021\/jm060183l","article-title":"Structural insights into monoamine oxidase inhibitory potency and selectivity of 7-substituted coumarins from ligand- and target-based approaches","volume":"49","author":"Catto","year":"2006","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib25","doi-asserted-by":"crossref","first-page":"6264","DOI":"10.1021\/jm060441e","article-title":"Impact of species-dependent differences on screening, design, and development of MAO-B inhibitors","volume":"49","author":"Novaroli","year":"2006","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib26","doi-asserted-by":"crossref","first-page":"7113","DOI":"10.1021\/jm040903t","article-title":"Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of 1-thiocarbamoyl-3,5-diaryl-4,5-dihydro-(1H)-pyrazole derivatives","volume":"48","author":"Chimenti","year":"2005","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib27","doi-asserted-by":"crossref","first-page":"1767","DOI":"10.1021\/jm031087c","article-title":"Crystal structures of monoamine oxidase B in complex with four inhibitors of the N-propargylaminoindan class","volume":"47","author":"Binda","year":"2004","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib29","doi-asserted-by":"crossref","first-page":"849","DOI":"10.1021\/jm00145a002","article-title":"A\u00a0computational procedure for determining energetically favorable binding sites on biologically important macromolecules","volume":"28","author":"Goodford","year":"1985","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib30","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1007\/BF00125318","article-title":"Solvation of the active site of cytochrome P450-cam","volume":"4","author":"Wade","year":"1990","journal-title":"J.\u00a0Comput. Aided Mol. Des."},{"key":"10.1016\/j.ejmech.2011.12.027_bib31","doi-asserted-by":"crossref","first-page":"2080","DOI":"10.1110\/ps.0214002","article-title":"Structural and dynamic properties of water around acetylcholinesterase","volume":"11","author":"Henchman","year":"2002","journal-title":"Protein Sci."},{"key":"10.1016\/j.ejmech.2011.12.027_bib32","doi-asserted-by":"crossref","first-page":"2240","DOI":"10.1107\/S0907444904013253","article-title":"The Uppsala electron-density server","volume":"60","author":"Kleywegt","year":"2004","journal-title":"Acta Crystallogr. Sect. D: Biol. Crystallogr."},{"key":"10.1016\/j.ejmech.2011.12.027_bib33","doi-asserted-by":"crossref","first-page":"2126","DOI":"10.1107\/S0907444904019158","article-title":"Coot: model-building tools for molecular graphics","volume":"60","author":"Emsley","year":"2004","journal-title":"Acta Crystallogr. Sect. D: Biol. Crystallogr."},{"key":"10.1016\/j.ejmech.2011.12.027_bib35","doi-asserted-by":"crossref","first-page":"534","DOI":"10.1021\/jm050540c","article-title":"Novel procedure for modeling ligand\/receptor induced fit effects","volume":"49","author":"Sherman","year":"2006","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib36","doi-asserted-by":"crossref","first-page":"871","DOI":"10.1021\/ci049970m","article-title":"Assessment of docking poses: interactions-based accuracy classification (IBAC) versus crystal structure deviations","volume":"44","author":"Kroemer","year":"2004","journal-title":"J.\u00a0Chem. Inf. Comput. Sci."},{"key":"10.1016\/j.ejmech.2011.12.027_bib37","doi-asserted-by":"crossref","first-page":"1411","DOI":"10.1021\/ci800084x","article-title":"An alternative method for the evaluation of docking performance: RSR vs RMSD","volume":"48","author":"Yusuf","year":"2008","journal-title":"J.\u00a0Chem. Inf. Model."},{"key":"10.1016\/j.ejmech.2011.12.027_bib38","doi-asserted-by":"crossref","first-page":"3334","DOI":"10.1021\/jm0498147","article-title":"Assessment of multiple binding modes in ligand\u2013protein docking","volume":"47","author":"Kallblad","year":"2004","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib39","doi-asserted-by":"crossref","first-page":"926","DOI":"10.1063\/1.445869","article-title":"Comparison of simple potential functions for simulating liquid water","volume":"79","author":"Jorgensen","year":"1983","journal-title":"J.\u00a0Chem. Phys."},{"key":"10.1016\/j.ejmech.2011.12.027_bib40","doi-asserted-by":"crossref","first-page":"13429","DOI":"10.1021\/j100153a002","article-title":"Time-reversible multiple time scale ab initio molecular dynamics","volume":"97","author":"Gibson","year":"1993","journal-title":"J.\u00a0Phys. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib41","doi-asserted-by":"crossref","first-page":"327","DOI":"10.1016\/0021-9991(77)90098-5","article-title":"Numerical integration of the cartesian equations of motion of a system with constraints: molecular dynamics of n-alkanes","volume":"23","author":"Ryckaert","year":"1977","journal-title":"J.\u00a0Comput. Phys."},{"key":"10.1016\/j.ejmech.2011.12.027_bib42","doi-asserted-by":"crossref","first-page":"10089","DOI":"10.1063\/1.464397","article-title":"Particle mesh Ewald: an N.log(N) method for Ewald sums in large systems","volume":"98","author":"Darden","year":"1993","journal-title":"J.\u00a0Chem. Phys."},{"key":"10.1016\/j.ejmech.2011.12.027_bib43","doi-asserted-by":"crossref","DOI":"10.1016\/0263-7855(96)00018-5","article-title":"VMD: visual molecular dynamics","volume":"14","author":"Humphrey","year":"1996","journal-title":"J.\u00a0Mol. Graph."},{"key":"10.1016\/j.ejmech.2011.12.027_bib44","series-title":"Desmond Molecular Dynamics System","year":"2008"},{"key":"10.1016\/j.ejmech.2011.12.027_bib45","doi-asserted-by":"crossref","first-page":"269","DOI":"10.1016\/j.abb.2007.05.006","article-title":"Structural insights into the mechanism of amine oxidation by monoamine oxidases A and B","volume":"464","author":"Edmondson","year":"2007","journal-title":"Arch. Biochem. Biophys."},{"key":"10.1016\/j.ejmech.2011.12.027_bib46","doi-asserted-by":"crossref","first-page":"9750","DOI":"10.1073\/pnas.1633804100","article-title":"Insights into the mode of inhibition of human mitochondrial monoamine oxidase B from high-resolution crystal structures","volume":"100","author":"Binda","year":"2003","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"key":"10.1016\/j.ejmech.2011.12.027_bib47","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1016\/S0014-5793(04)00209-1","article-title":"Crystal structure of human monoamine oxidase B, a drug target enzyme monotopically inserted into the mitochondrial outer membrane","volume":"564","author":"Binda","year":"2004","journal-title":"FEBS Lett."},{"key":"10.1016\/j.ejmech.2011.12.027_bib48","doi-asserted-by":"crossref","first-page":"1983","DOI":"10.2174\/0929867043364784","article-title":"Structure and mechanism of monoamine oxidase","volume":"11","author":"Edmondson","year":"2004","journal-title":"Curr. Med. Chem."},{"key":"10.1016\/j.ejmech.2011.12.027_bib49","doi-asserted-by":"crossref","first-page":"160","DOI":"10.1021\/ci049885e","article-title":"LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters","volume":"45","author":"Wolber","year":"2005","journal-title":"J.\u00a0Chem. Inf. Model."},{"key":"10.1016\/j.ejmech.2011.12.027_bib50","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/S0169-409X(00)00129-0","article-title":"Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings","volume":"46","author":"Lipinski","year":"2001","journal-title":"Adv. Drug Delivery Rev."},{"key":"10.1016\/j.ejmech.2011.12.027_bib51","doi-asserted-by":"crossref","first-page":"355","DOI":"10.1016\/S0169-409X(02)00008-X","article-title":"Prediction of drug solubility from structure","volume":"54","author":"Jorgensen","year":"2002","journal-title":"Adv. Drug Delivery Rev."},{"key":"10.1016\/j.ejmech.2011.12.027_bib52","doi-asserted-by":"crossref","first-page":"4874","DOI":"10.1021\/jm800132g","article-title":"Synthesis, stereochemical identification, and selective inhibitory activity against human monoamine oxidase-B of 2-methylcyclohexylidene-(4-arylthiazol-2-yl)hydrazones","volume":"51","author":"Chimenti","year":"2008","journal-title":"J.\u00a0Med. Chem."}],"container-title":["European Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523411009081?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523411009081?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2018,11,27]],"date-time":"2018-11-27T14:24:57Z","timestamp":1543328697000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0223523411009081"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2012,2]]},"references-count":50,"alternative-id":["S0223523411009081"],"URL":"https:\/\/doi.org\/10.1016\/j.ejmech.2011.12.027","relation":{},"ISSN":["0223-5234"],"issn-type":[{"value":"0223-5234","type":"print"}],"subject":[],"published":{"date-parts":[[2012,2]]}}}