Intracellular distribution of new tacrine analogues as a potential cause of their cytotoxicity against human neuroblastoma cells SH-SY5Y View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2018-10

AUTHORS

Krajňáková Lucia, Pisarčiková Jana, Drajna Ladislav, Labudová Martina, Imrich Ján, Paulíková Helena, Kožurková Mária

ABSTRACT

Four new glyco-conjugated tacrine derivatives, 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-(1,2,3,4-tetrahydroacridin-9-yl)thiosemicarbazide (1), 4-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)-1-(1,2,3,4-tetrahydroacridin-9-yl)thiosemicarbazide (2), 2′-(1,2,3,4-tetrahydroacridin-9-yl)hydrazono-3′-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1′,3′-thiazolidin-4′-one (3) and [2′-(1,2,3,4-tetrahydro-acridin-9-yl)hydrazono-3′-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4′-oxothiazolidin-5-yliden]acetate (4) were synthesized and their characteristics were investigated. All of the novel derivatives were found to inhibit acetylcholinesterase obtained from Electrophorus electricus at a magnitude of one order less than that of the control tacrine. Derivatives 1–3 were found to be nontoxic towards human neuroblastoma SH-SY5Y cells, while compound 4 was markedly cytotoxic against these cells (IC50 value 2 µM, 72 h). These differences in cytotoxicity were examined further by investigating the uptake and intracellular localization of the tacrine derivatives. Non-cytotoxic derivatives 1–3 were found to localize outside of the nuclei, showing a marked preference for the lysosomes and the mitochondria; in contrast, the cytotoxic derivative 4 was localized in the nuclei of the neuroblastoma cells. Interaction studies revealed that derivative 4 displays a high affinity towards DNA, and also provided evidence of the compound’s ability to inhibit Topo I. More... »

PAGES

2353-2365

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s00044-018-2241-6

DOI

http://dx.doi.org/10.1007/s00044-018-2241-6

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1106542346


Indexing Status Check whether this publication has been indexed by Scopus and Web Of Science using the SN Indexing Status Tool
Incoming Citations Browse incoming citations for this publication using opencitations.net

JSON-LD is the canonical representation for SciGraph data.

TIP: You can open this SciGraph record using an external JSON-LD service: JSON-LD Playground Google SDTT

[
  {
    "@context": "https://springernature.github.io/scigraph/jsonld/sgcontext.json", 
    "about": [
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/1101", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Medical Biochemistry and Metabolomics", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/11", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Medical and Health Sciences", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "name": [
            "Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Radlinsk\u00e9ho 9, 81237, Bratislava, Slovakia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Lucia", 
        "givenName": "Kraj\u0148\u00e1kov\u00e1", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "name": [
            "Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Radlinsk\u00e9ho 9, 81237, Bratislava, Slovakia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Jana", 
        "givenName": "Pisar\u010dikov\u00e1", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "University of Pavol Jozef \u0160af\u00e1rik", 
          "id": "https://www.grid.ac/institutes/grid.11175.33", 
          "name": [
            "Department of Biochemistry, Institute of Chemistry, P.J. Safarik University, Moyzesova 11, 04001, Ko\u0161ice, Slovakia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Ladislav", 
        "givenName": "Drajna", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Virology", 
          "id": "https://www.grid.ac/institutes/grid.426602.4", 
          "name": [
            "Slovak Academy of Sciences, Institute of Virology, D\u00fabravsk\u00e1 cesta 9, 84505, Bratislava, Slovakia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Martina", 
        "givenName": "Labudov\u00e1", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "University of Pavol Jozef \u0160af\u00e1rik", 
          "id": "https://www.grid.ac/institutes/grid.11175.33", 
          "name": [
            "Department of Biochemistry, Institute of Chemistry, P.J. Safarik University, Moyzesova 11, 04001, Ko\u0161ice, Slovakia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "J\u00e1n", 
        "givenName": "Imrich", 
        "id": "sg:person.07572623426.57", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07572623426.57"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "name": [
            "Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Radlinsk\u00e9ho 9, 81237, Bratislava, Slovakia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Helena", 
        "givenName": "Paul\u00edkov\u00e1", 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Fakultn\u00ed Nemocnice Hradec Kr\u00e1lov\u00e9", 
          "id": "https://www.grid.ac/institutes/grid.412539.8", 
          "name": [
            "Department of Biochemistry, Institute of Chemistry, P.J. Safarik University, Moyzesova 11, 04001, Ko\u0161ice, Slovakia", 
            "Biomedical Research Center, University Hospital Hradec Kralove, Sokolovska 581, Hradec Kralove, Czech Republic"
          ], 
          "type": "Organization"
        }, 
        "familyName": "M\u00e1ria", 
        "givenName": "Ko\u017eurkov\u00e1", 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1016/j.nurt.2008.10.040", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1001101288", 
          "https://doi.org/10.1016/j.nurt.2008.10.040"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0022-2836(67)90353-1", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1003427297"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.bmcl.2013.10.034", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1004523276"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/ar030113y", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1004720882"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/ar030113y", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1004720882"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1111/j.1432-1033.1992.tb17285.x", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1005174802"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1039/c3ob42010h", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1005684889"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm701225u", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1008208733"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm701225u", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1008208733"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.neuropharm.2011.10.007", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1008570460"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.ejmech.2009.06.034", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1009088659"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/s0300-483x(00)00177-3", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1009157725"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/s0003-2697(02)00506-7", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1011064353"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/s0003-2697(02)00506-7", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1011064353"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1038/nrm3228", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1011114592", 
          "https://doi.org/10.1038/nrm3228"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1039/c3sc22205e", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1012634514"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.jphotobiol.2013.03.013", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1018227540"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1002/14651858.cd005593", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1018238335"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.bmc.2013.05.008", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1019565205"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.bmcl.2013.02.017", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1022299799"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.ejps.2015.04.023", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1024608190"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0003-2697(76)90527-3", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1025529346"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1001/jamaneurol.2013.5847", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1028028071"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/s11064-014-1250-1", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1028833676", 
          "https://doi.org/10.1007/s11064-014-1250-1"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.hoc.2012.03.002", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1031365622"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.cbi.2006.06.002", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1033581862"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.3390/ph4020382", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1035851571"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.bmc.2014.07.013", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1037682824"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.ejmech.2013.01.029", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1037827524"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.ica.2013.09.035", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1039876129"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0006-2952(92)90649-4", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1039972243"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0006-2952(92)90649-4", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1039972243"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0006-2952(61)90145-9", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1040669782"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0006-2952(61)90145-9", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1040669782"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1001/jama.1994.03510370044030", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1041308386"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/978-94-007-5416-4_14", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1042012478", 
          "https://doi.org/10.1007/978-94-007-5416-4_14"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.copbio.2007.09.006", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1043786079"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.bmc.2013.05.028", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1044969090"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/0022-2836(74)90031-x", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1046117424"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1007/s12272-013-0036-3", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1048926112", 
          "https://doi.org/10.1007/s12272-013-0036-3"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.cbi.2010.02.013", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1049517847"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.ejmech.2009.10.042", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1049563292"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.ijbiomac.2009.04.018", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1050557854"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.4155/fmc.09.137", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1050600283"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1016/j.neuron.2014.05.004", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1050764027"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "sg:pub.10.1385/0-89603-447-x:195", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1051464299", 
          "https://doi.org/10.1385/0-89603-447-x:195"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.7717/peerj.2140", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1053463540"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/bm301891q", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055222751"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm200840c", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055952489"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm5008648", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055954817"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm800577j", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055955724"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm800577j", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055955724"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm801292b", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055956079"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/jm801292b", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1055956079"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/092986706775527974", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069160628"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/092986707782023217", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069161050"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/092986710791111206", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069161760"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/09298673113209990187", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069163367"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/1381612043383313", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069165114"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/1381612043386509", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069165284"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/138920008784220619", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069175715"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/1389557013406864", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069182222"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/156720507781788918", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069188768"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/156802611798184409", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069194225"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.2174/15680266113139990136", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1069194787"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://app.dimensions.ai/details/publication/pub.1079959685", 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2018-10", 
    "datePublishedReg": "2018-10-01", 
    "description": "Four new glyco-conjugated tacrine derivatives, 4-(2,3,4,6-tetra-O-acetyl-\u03b2-D-glucopyranosyl)-1-(1,2,3,4-tetrahydroacridin-9-yl)thiosemicarbazide (1), 4-(2,3,4,6-tetra-O-acetyl-\u03b2-D-mannopyranosyl)-1-(1,2,3,4-tetrahydroacridin-9-yl)thiosemicarbazide (2), 2\u2032-(1,2,3,4-tetrahydroacridin-9-yl)hydrazono-3\u2032-(2,3,4,6-tetra-O-acetyl-\u03b2-D-galactopyranosyl)-1\u2032,3\u2032-thiazolidin-4\u2032-one (3) and [2\u2032-(1,2,3,4-tetrahydro-acridin-9-yl)hydrazono-3\u2032-(2,3,4,6-tetra-O-acetyl-\u03b2-D-glucopyranosyl)-4\u2032-oxothiazolidin-5-yliden]acetate (4) were synthesized and their characteristics were investigated. All of the novel derivatives were found to inhibit acetylcholinesterase obtained from Electrophorus electricus at a magnitude of one order less than that of the control tacrine. Derivatives 1\u20133 were found to be nontoxic towards human neuroblastoma SH-SY5Y cells, while compound 4 was markedly cytotoxic against these cells (IC50 value 2 \u00b5M, 72 h). These differences in cytotoxicity were examined further by investigating the uptake and intracellular localization of the tacrine derivatives. Non-cytotoxic derivatives 1\u20133 were found to localize outside of the nuclei, showing a marked preference for the lysosomes and the mitochondria; in contrast, the cytotoxic derivative 4 was localized in the nuclei of the neuroblastoma cells. Interaction studies revealed that derivative 4 displays a high affinity towards DNA, and also provided evidence of the compound\u2019s ability to inhibit Topo I.", 
    "genre": "research_article", 
    "id": "sg:pub.10.1007/s00044-018-2241-6", 
    "inLanguage": [
      "en"
    ], 
    "isAccessibleForFree": false, 
    "isFundedItemOf": [
      {
        "id": "sg:grant.4365380", 
        "type": "MonetaryGrant"
      }, 
      {
        "id": "sg:grant.4364919", 
        "type": "MonetaryGrant"
      }, 
      {
        "id": "sg:grant.4366101", 
        "type": "MonetaryGrant"
      }, 
      {
        "id": "sg:grant.4362060", 
        "type": "MonetaryGrant"
      }
    ], 
    "isPartOf": [
      {
        "id": "sg:journal.1102690", 
        "issn": [
          "1054-2523", 
          "1554-8120"
        ], 
        "name": "Medicinal Chemistry Research", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "10", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "27"
      }
    ], 
    "name": "Intracellular distribution of new tacrine analogues as a potential cause of their cytotoxicity against human neuroblastoma cells SH-SY5Y", 
    "pagination": "2353-2365", 
    "productId": [
      {
        "name": "readcube_id", 
        "type": "PropertyValue", 
        "value": [
          "09c0edc04c144f8f47945d66373ede4658a8c70a9ab5bb081a95e30f74e9bd78"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s00044-018-2241-6"
        ]
      }, 
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1106542346"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s00044-018-2241-6", 
      "https://app.dimensions.ai/details/publication/pub.1106542346"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2019-04-10T20:00", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-uberresearch-data-dimensions-target-20181106-alternative/cleanup/v134/2549eaecd7973599484d7c17b260dba0a4ecb94b/merge/v9/a6c9fde33151104705d4d7ff012ea9563521a3ce/jats-lookup/v90/0000000001_0000000264/records_8681_00000528.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "http://link.springer.com/10.1007%2Fs00044-018-2241-6"
  }
]
 

Download the RDF metadata as:  json-ld nt turtle xml License info

HOW TO GET THIS DATA PROGRAMMATICALLY:

JSON-LD is a popular format for linked data which is fully compatible with JSON.

curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1007/s00044-018-2241-6'

N-Triples is a line-based linked data format ideal for batch operations.

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1007/s00044-018-2241-6'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s00044-018-2241-6'

RDF/XML is a standard XML format for linked data.

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s00044-018-2241-6'


 

This table displays all metadata directly associated to this object as RDF triples.

300 TRIPLES      21 PREDICATES      86 URIs      19 LITERALS      7 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s00044-018-2241-6 schema:about anzsrc-for:11
2 anzsrc-for:1101
3 schema:author Ned5be9f0a95a4227a6ae9e72d27ac80d
4 schema:citation sg:pub.10.1007/978-94-007-5416-4_14
5 sg:pub.10.1007/s11064-014-1250-1
6 sg:pub.10.1007/s12272-013-0036-3
7 sg:pub.10.1016/j.nurt.2008.10.040
8 sg:pub.10.1038/nrm3228
9 sg:pub.10.1385/0-89603-447-x:195
10 https://app.dimensions.ai/details/publication/pub.1079959685
11 https://doi.org/10.1001/jama.1994.03510370044030
12 https://doi.org/10.1001/jamaneurol.2013.5847
13 https://doi.org/10.1002/14651858.cd005593
14 https://doi.org/10.1016/0003-2697(76)90527-3
15 https://doi.org/10.1016/0006-2952(61)90145-9
16 https://doi.org/10.1016/0006-2952(92)90649-4
17 https://doi.org/10.1016/0022-2836(67)90353-1
18 https://doi.org/10.1016/0022-2836(74)90031-x
19 https://doi.org/10.1016/j.bmc.2013.05.008
20 https://doi.org/10.1016/j.bmc.2013.05.028
21 https://doi.org/10.1016/j.bmc.2014.07.013
22 https://doi.org/10.1016/j.bmcl.2013.02.017
23 https://doi.org/10.1016/j.bmcl.2013.10.034
24 https://doi.org/10.1016/j.cbi.2006.06.002
25 https://doi.org/10.1016/j.cbi.2010.02.013
26 https://doi.org/10.1016/j.copbio.2007.09.006
27 https://doi.org/10.1016/j.ejmech.2009.06.034
28 https://doi.org/10.1016/j.ejmech.2009.10.042
29 https://doi.org/10.1016/j.ejmech.2013.01.029
30 https://doi.org/10.1016/j.ejps.2015.04.023
31 https://doi.org/10.1016/j.hoc.2012.03.002
32 https://doi.org/10.1016/j.ica.2013.09.035
33 https://doi.org/10.1016/j.ijbiomac.2009.04.018
34 https://doi.org/10.1016/j.jphotobiol.2013.03.013
35 https://doi.org/10.1016/j.neuron.2014.05.004
36 https://doi.org/10.1016/j.neuropharm.2011.10.007
37 https://doi.org/10.1016/s0003-2697(02)00506-7
38 https://doi.org/10.1016/s0300-483x(00)00177-3
39 https://doi.org/10.1021/ar030113y
40 https://doi.org/10.1021/bm301891q
41 https://doi.org/10.1021/jm200840c
42 https://doi.org/10.1021/jm5008648
43 https://doi.org/10.1021/jm701225u
44 https://doi.org/10.1021/jm800577j
45 https://doi.org/10.1021/jm801292b
46 https://doi.org/10.1039/c3ob42010h
47 https://doi.org/10.1039/c3sc22205e
48 https://doi.org/10.1111/j.1432-1033.1992.tb17285.x
49 https://doi.org/10.2174/092986706775527974
50 https://doi.org/10.2174/092986707782023217
51 https://doi.org/10.2174/092986710791111206
52 https://doi.org/10.2174/09298673113209990187
53 https://doi.org/10.2174/1381612043383313
54 https://doi.org/10.2174/1381612043386509
55 https://doi.org/10.2174/138920008784220619
56 https://doi.org/10.2174/1389557013406864
57 https://doi.org/10.2174/156720507781788918
58 https://doi.org/10.2174/156802611798184409
59 https://doi.org/10.2174/15680266113139990136
60 https://doi.org/10.3390/ph4020382
61 https://doi.org/10.4155/fmc.09.137
62 https://doi.org/10.7717/peerj.2140
63 schema:datePublished 2018-10
64 schema:datePublishedReg 2018-10-01
65 schema:description Four new glyco-conjugated tacrine derivatives, 4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-(1,2,3,4-tetrahydroacridin-9-yl)thiosemicarbazide (1), 4-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)-1-(1,2,3,4-tetrahydroacridin-9-yl)thiosemicarbazide (2), 2′-(1,2,3,4-tetrahydroacridin-9-yl)hydrazono-3′-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1′,3′-thiazolidin-4′-one (3) and [2′-(1,2,3,4-tetrahydro-acridin-9-yl)hydrazono-3′-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4′-oxothiazolidin-5-yliden]acetate (4) were synthesized and their characteristics were investigated. All of the novel derivatives were found to inhibit acetylcholinesterase obtained from Electrophorus electricus at a magnitude of one order less than that of the control tacrine. Derivatives 1–3 were found to be nontoxic towards human neuroblastoma SH-SY5Y cells, while compound 4 was markedly cytotoxic against these cells (IC50 value 2 µM, 72 h). These differences in cytotoxicity were examined further by investigating the uptake and intracellular localization of the tacrine derivatives. Non-cytotoxic derivatives 1–3 were found to localize outside of the nuclei, showing a marked preference for the lysosomes and the mitochondria; in contrast, the cytotoxic derivative 4 was localized in the nuclei of the neuroblastoma cells. Interaction studies revealed that derivative 4 displays a high affinity towards DNA, and also provided evidence of the compound’s ability to inhibit Topo I.
66 schema:genre research_article
67 schema:inLanguage en
68 schema:isAccessibleForFree false
69 schema:isPartOf N3d1860da8a8745adba66259856b92f49
70 N511d69a56a0541f7ac1f7de8ccf4c99e
71 sg:journal.1102690
72 schema:name Intracellular distribution of new tacrine analogues as a potential cause of their cytotoxicity against human neuroblastoma cells SH-SY5Y
73 schema:pagination 2353-2365
74 schema:productId N2a0bf72deba8457b8bfa9a8180988b16
75 N731ac20e955641e8bcbb3723ac78d190
76 Nfeab9ec498374bc19b12d0df93dbb2e3
77 schema:sameAs https://app.dimensions.ai/details/publication/pub.1106542346
78 https://doi.org/10.1007/s00044-018-2241-6
79 schema:sdDatePublished 2019-04-10T20:00
80 schema:sdLicense https://scigraph.springernature.com/explorer/license/
81 schema:sdPublisher Nb3ccba7c9cda43a0b67521953ed51b5a
82 schema:url http://link.springer.com/10.1007%2Fs00044-018-2241-6
83 sgo:license sg:explorer/license/
84 sgo:sdDataset articles
85 rdf:type schema:ScholarlyArticle
86 N0929f9179eb0450795c4aca4c4e29f85 rdf:first N98f3a0771004414a969e3be8e6178e14
87 rdf:rest Nfb1e3cfd44f443e9a816c4a7820b27ec
88 N21819ea50e5644a39f2e625e80710968 schema:affiliation N7ef95810656e428ab5fee9f097dec7ed
89 schema:familyName Helena
90 schema:givenName Paulíková
91 rdf:type schema:Person
92 N229339e515fa42708f29de03ec47cb07 rdf:first N7a7dfea7e2e9497d9833cbd74d9743a2
93 rdf:rest N0929f9179eb0450795c4aca4c4e29f85
94 N22a6f392aebf4a8d96f9547e9cd32750 schema:affiliation Ncff23009a13340e7a374185851771c99
95 schema:familyName Lucia
96 schema:givenName Krajňáková
97 rdf:type schema:Person
98 N28aab3a34ba84533ad8b63035966c628 rdf:first N5e442f5685fd4cb88052635a3ed6eaa4
99 rdf:rest rdf:nil
100 N2a0bf72deba8457b8bfa9a8180988b16 schema:name dimensions_id
101 schema:value pub.1106542346
102 rdf:type schema:PropertyValue
103 N3d1860da8a8745adba66259856b92f49 schema:issueNumber 10
104 rdf:type schema:PublicationIssue
105 N511d69a56a0541f7ac1f7de8ccf4c99e schema:volumeNumber 27
106 rdf:type schema:PublicationVolume
107 N56c7f884696142989d3cc53665619112 rdf:first sg:person.07572623426.57
108 rdf:rest Ne62466ed14304acab5e71e4fea125c47
109 N5e442f5685fd4cb88052635a3ed6eaa4 schema:affiliation https://www.grid.ac/institutes/grid.412539.8
110 schema:familyName Mária
111 schema:givenName Kožurková
112 rdf:type schema:Person
113 N731ac20e955641e8bcbb3723ac78d190 schema:name doi
114 schema:value 10.1007/s00044-018-2241-6
115 rdf:type schema:PropertyValue
116 N7a7dfea7e2e9497d9833cbd74d9743a2 schema:affiliation Nae2fdd7d8d564fbaa296a0cfa5ce4b4e
117 schema:familyName Jana
118 schema:givenName Pisarčiková
119 rdf:type schema:Person
120 N7ef95810656e428ab5fee9f097dec7ed schema:name Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Radlinského 9, 81237, Bratislava, Slovakia
121 rdf:type schema:Organization
122 N98f3a0771004414a969e3be8e6178e14 schema:affiliation https://www.grid.ac/institutes/grid.11175.33
123 schema:familyName Ladislav
124 schema:givenName Drajna
125 rdf:type schema:Person
126 Na0fd61b0922d4bc991ae808d3e32f4a7 schema:affiliation https://www.grid.ac/institutes/grid.426602.4
127 schema:familyName Martina
128 schema:givenName Labudová
129 rdf:type schema:Person
130 Nae2fdd7d8d564fbaa296a0cfa5ce4b4e schema:name Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Radlinského 9, 81237, Bratislava, Slovakia
131 rdf:type schema:Organization
132 Nb3ccba7c9cda43a0b67521953ed51b5a schema:name Springer Nature - SN SciGraph project
133 rdf:type schema:Organization
134 Ncff23009a13340e7a374185851771c99 schema:name Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Radlinského 9, 81237, Bratislava, Slovakia
135 rdf:type schema:Organization
136 Ne62466ed14304acab5e71e4fea125c47 rdf:first N21819ea50e5644a39f2e625e80710968
137 rdf:rest N28aab3a34ba84533ad8b63035966c628
138 Ned5be9f0a95a4227a6ae9e72d27ac80d rdf:first N22a6f392aebf4a8d96f9547e9cd32750
139 rdf:rest N229339e515fa42708f29de03ec47cb07
140 Nfb1e3cfd44f443e9a816c4a7820b27ec rdf:first Na0fd61b0922d4bc991ae808d3e32f4a7
141 rdf:rest N56c7f884696142989d3cc53665619112
142 Nfeab9ec498374bc19b12d0df93dbb2e3 schema:name readcube_id
143 schema:value 09c0edc04c144f8f47945d66373ede4658a8c70a9ab5bb081a95e30f74e9bd78
144 rdf:type schema:PropertyValue
145 anzsrc-for:11 schema:inDefinedTermSet anzsrc-for:
146 schema:name Medical and Health Sciences
147 rdf:type schema:DefinedTerm
148 anzsrc-for:1101 schema:inDefinedTermSet anzsrc-for:
149 schema:name Medical Biochemistry and Metabolomics
150 rdf:type schema:DefinedTerm
151 sg:grant.4362060 http://pending.schema.org/fundedItem sg:pub.10.1007/s00044-018-2241-6
152 rdf:type schema:MonetaryGrant
153 sg:grant.4364919 http://pending.schema.org/fundedItem sg:pub.10.1007/s00044-018-2241-6
154 rdf:type schema:MonetaryGrant
155 sg:grant.4365380 http://pending.schema.org/fundedItem sg:pub.10.1007/s00044-018-2241-6
156 rdf:type schema:MonetaryGrant
157 sg:grant.4366101 http://pending.schema.org/fundedItem sg:pub.10.1007/s00044-018-2241-6
158 rdf:type schema:MonetaryGrant
159 sg:journal.1102690 schema:issn 1054-2523
160 1554-8120
161 schema:name Medicinal Chemistry Research
162 rdf:type schema:Periodical
163 sg:person.07572623426.57 schema:affiliation https://www.grid.ac/institutes/grid.11175.33
164 schema:familyName Ján
165 schema:givenName Imrich
166 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07572623426.57
167 rdf:type schema:Person
168 sg:pub.10.1007/978-94-007-5416-4_14 schema:sameAs https://app.dimensions.ai/details/publication/pub.1042012478
169 https://doi.org/10.1007/978-94-007-5416-4_14
170 rdf:type schema:CreativeWork
171 sg:pub.10.1007/s11064-014-1250-1 schema:sameAs https://app.dimensions.ai/details/publication/pub.1028833676
172 https://doi.org/10.1007/s11064-014-1250-1
173 rdf:type schema:CreativeWork
174 sg:pub.10.1007/s12272-013-0036-3 schema:sameAs https://app.dimensions.ai/details/publication/pub.1048926112
175 https://doi.org/10.1007/s12272-013-0036-3
176 rdf:type schema:CreativeWork
177 sg:pub.10.1016/j.nurt.2008.10.040 schema:sameAs https://app.dimensions.ai/details/publication/pub.1001101288
178 https://doi.org/10.1016/j.nurt.2008.10.040
179 rdf:type schema:CreativeWork
180 sg:pub.10.1038/nrm3228 schema:sameAs https://app.dimensions.ai/details/publication/pub.1011114592
181 https://doi.org/10.1038/nrm3228
182 rdf:type schema:CreativeWork
183 sg:pub.10.1385/0-89603-447-x:195 schema:sameAs https://app.dimensions.ai/details/publication/pub.1051464299
184 https://doi.org/10.1385/0-89603-447-x:195
185 rdf:type schema:CreativeWork
186 https://app.dimensions.ai/details/publication/pub.1079959685 schema:CreativeWork
187 https://doi.org/10.1001/jama.1994.03510370044030 schema:sameAs https://app.dimensions.ai/details/publication/pub.1041308386
188 rdf:type schema:CreativeWork
189 https://doi.org/10.1001/jamaneurol.2013.5847 schema:sameAs https://app.dimensions.ai/details/publication/pub.1028028071
190 rdf:type schema:CreativeWork
191 https://doi.org/10.1002/14651858.cd005593 schema:sameAs https://app.dimensions.ai/details/publication/pub.1018238335
192 rdf:type schema:CreativeWork
193 https://doi.org/10.1016/0003-2697(76)90527-3 schema:sameAs https://app.dimensions.ai/details/publication/pub.1025529346
194 rdf:type schema:CreativeWork
195 https://doi.org/10.1016/0006-2952(61)90145-9 schema:sameAs https://app.dimensions.ai/details/publication/pub.1040669782
196 rdf:type schema:CreativeWork
197 https://doi.org/10.1016/0006-2952(92)90649-4 schema:sameAs https://app.dimensions.ai/details/publication/pub.1039972243
198 rdf:type schema:CreativeWork
199 https://doi.org/10.1016/0022-2836(67)90353-1 schema:sameAs https://app.dimensions.ai/details/publication/pub.1003427297
200 rdf:type schema:CreativeWork
201 https://doi.org/10.1016/0022-2836(74)90031-x schema:sameAs https://app.dimensions.ai/details/publication/pub.1046117424
202 rdf:type schema:CreativeWork
203 https://doi.org/10.1016/j.bmc.2013.05.008 schema:sameAs https://app.dimensions.ai/details/publication/pub.1019565205
204 rdf:type schema:CreativeWork
205 https://doi.org/10.1016/j.bmc.2013.05.028 schema:sameAs https://app.dimensions.ai/details/publication/pub.1044969090
206 rdf:type schema:CreativeWork
207 https://doi.org/10.1016/j.bmc.2014.07.013 schema:sameAs https://app.dimensions.ai/details/publication/pub.1037682824
208 rdf:type schema:CreativeWork
209 https://doi.org/10.1016/j.bmcl.2013.02.017 schema:sameAs https://app.dimensions.ai/details/publication/pub.1022299799
210 rdf:type schema:CreativeWork
211 https://doi.org/10.1016/j.bmcl.2013.10.034 schema:sameAs https://app.dimensions.ai/details/publication/pub.1004523276
212 rdf:type schema:CreativeWork
213 https://doi.org/10.1016/j.cbi.2006.06.002 schema:sameAs https://app.dimensions.ai/details/publication/pub.1033581862
214 rdf:type schema:CreativeWork
215 https://doi.org/10.1016/j.cbi.2010.02.013 schema:sameAs https://app.dimensions.ai/details/publication/pub.1049517847
216 rdf:type schema:CreativeWork
217 https://doi.org/10.1016/j.copbio.2007.09.006 schema:sameAs https://app.dimensions.ai/details/publication/pub.1043786079
218 rdf:type schema:CreativeWork
219 https://doi.org/10.1016/j.ejmech.2009.06.034 schema:sameAs https://app.dimensions.ai/details/publication/pub.1009088659
220 rdf:type schema:CreativeWork
221 https://doi.org/10.1016/j.ejmech.2009.10.042 schema:sameAs https://app.dimensions.ai/details/publication/pub.1049563292
222 rdf:type schema:CreativeWork
223 https://doi.org/10.1016/j.ejmech.2013.01.029 schema:sameAs https://app.dimensions.ai/details/publication/pub.1037827524
224 rdf:type schema:CreativeWork
225 https://doi.org/10.1016/j.ejps.2015.04.023 schema:sameAs https://app.dimensions.ai/details/publication/pub.1024608190
226 rdf:type schema:CreativeWork
227 https://doi.org/10.1016/j.hoc.2012.03.002 schema:sameAs https://app.dimensions.ai/details/publication/pub.1031365622
228 rdf:type schema:CreativeWork
229 https://doi.org/10.1016/j.ica.2013.09.035 schema:sameAs https://app.dimensions.ai/details/publication/pub.1039876129
230 rdf:type schema:CreativeWork
231 https://doi.org/10.1016/j.ijbiomac.2009.04.018 schema:sameAs https://app.dimensions.ai/details/publication/pub.1050557854
232 rdf:type schema:CreativeWork
233 https://doi.org/10.1016/j.jphotobiol.2013.03.013 schema:sameAs https://app.dimensions.ai/details/publication/pub.1018227540
234 rdf:type schema:CreativeWork
235 https://doi.org/10.1016/j.neuron.2014.05.004 schema:sameAs https://app.dimensions.ai/details/publication/pub.1050764027
236 rdf:type schema:CreativeWork
237 https://doi.org/10.1016/j.neuropharm.2011.10.007 schema:sameAs https://app.dimensions.ai/details/publication/pub.1008570460
238 rdf:type schema:CreativeWork
239 https://doi.org/10.1016/s0003-2697(02)00506-7 schema:sameAs https://app.dimensions.ai/details/publication/pub.1011064353
240 rdf:type schema:CreativeWork
241 https://doi.org/10.1016/s0300-483x(00)00177-3 schema:sameAs https://app.dimensions.ai/details/publication/pub.1009157725
242 rdf:type schema:CreativeWork
243 https://doi.org/10.1021/ar030113y schema:sameAs https://app.dimensions.ai/details/publication/pub.1004720882
244 rdf:type schema:CreativeWork
245 https://doi.org/10.1021/bm301891q schema:sameAs https://app.dimensions.ai/details/publication/pub.1055222751
246 rdf:type schema:CreativeWork
247 https://doi.org/10.1021/jm200840c schema:sameAs https://app.dimensions.ai/details/publication/pub.1055952489
248 rdf:type schema:CreativeWork
249 https://doi.org/10.1021/jm5008648 schema:sameAs https://app.dimensions.ai/details/publication/pub.1055954817
250 rdf:type schema:CreativeWork
251 https://doi.org/10.1021/jm701225u schema:sameAs https://app.dimensions.ai/details/publication/pub.1008208733
252 rdf:type schema:CreativeWork
253 https://doi.org/10.1021/jm800577j schema:sameAs https://app.dimensions.ai/details/publication/pub.1055955724
254 rdf:type schema:CreativeWork
255 https://doi.org/10.1021/jm801292b schema:sameAs https://app.dimensions.ai/details/publication/pub.1055956079
256 rdf:type schema:CreativeWork
257 https://doi.org/10.1039/c3ob42010h schema:sameAs https://app.dimensions.ai/details/publication/pub.1005684889
258 rdf:type schema:CreativeWork
259 https://doi.org/10.1039/c3sc22205e schema:sameAs https://app.dimensions.ai/details/publication/pub.1012634514
260 rdf:type schema:CreativeWork
261 https://doi.org/10.1111/j.1432-1033.1992.tb17285.x schema:sameAs https://app.dimensions.ai/details/publication/pub.1005174802
262 rdf:type schema:CreativeWork
263 https://doi.org/10.2174/092986706775527974 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069160628
264 rdf:type schema:CreativeWork
265 https://doi.org/10.2174/092986707782023217 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069161050
266 rdf:type schema:CreativeWork
267 https://doi.org/10.2174/092986710791111206 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069161760
268 rdf:type schema:CreativeWork
269 https://doi.org/10.2174/09298673113209990187 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069163367
270 rdf:type schema:CreativeWork
271 https://doi.org/10.2174/1381612043383313 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069165114
272 rdf:type schema:CreativeWork
273 https://doi.org/10.2174/1381612043386509 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069165284
274 rdf:type schema:CreativeWork
275 https://doi.org/10.2174/138920008784220619 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069175715
276 rdf:type schema:CreativeWork
277 https://doi.org/10.2174/1389557013406864 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069182222
278 rdf:type schema:CreativeWork
279 https://doi.org/10.2174/156720507781788918 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069188768
280 rdf:type schema:CreativeWork
281 https://doi.org/10.2174/156802611798184409 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069194225
282 rdf:type schema:CreativeWork
283 https://doi.org/10.2174/15680266113139990136 schema:sameAs https://app.dimensions.ai/details/publication/pub.1069194787
284 rdf:type schema:CreativeWork
285 https://doi.org/10.3390/ph4020382 schema:sameAs https://app.dimensions.ai/details/publication/pub.1035851571
286 rdf:type schema:CreativeWork
287 https://doi.org/10.4155/fmc.09.137 schema:sameAs https://app.dimensions.ai/details/publication/pub.1050600283
288 rdf:type schema:CreativeWork
289 https://doi.org/10.7717/peerj.2140 schema:sameAs https://app.dimensions.ai/details/publication/pub.1053463540
290 rdf:type schema:CreativeWork
291 https://www.grid.ac/institutes/grid.11175.33 schema:alternateName University of Pavol Jozef Šafárik
292 schema:name Department of Biochemistry, Institute of Chemistry, P.J. Safarik University, Moyzesova 11, 04001, Košice, Slovakia
293 rdf:type schema:Organization
294 https://www.grid.ac/institutes/grid.412539.8 schema:alternateName Fakultní Nemocnice Hradec Králové
295 schema:name Biomedical Research Center, University Hospital Hradec Kralove, Sokolovska 581, Hradec Kralove, Czech Republic
296 Department of Biochemistry, Institute of Chemistry, P.J. Safarik University, Moyzesova 11, 04001, Košice, Slovakia
297 rdf:type schema:Organization
298 https://www.grid.ac/institutes/grid.426602.4 schema:alternateName Institute of Virology
299 schema:name Slovak Academy of Sciences, Institute of Virology, Dúbravská cesta 9, 84505, Bratislava, Slovakia
300 rdf:type schema:Organization
 




Preview window. Press ESC to close (or click here)


...