{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T23:27:46Z","timestamp":1790724466780,"version":"4.1.0"},"reference-count":48,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2019,6,1]],"date-time":"2019-06-01T00:00:00Z","timestamp":1559347200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2019,6,1]],"date-time":"2019-06-01T00:00:00Z","timestamp":1559347200000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/legal\/tdmrep-license"},{"start":{"date-parts":[[2020,3,21]],"date-time":"2020-03-21T00:00:00Z","timestamp":1584748800000},"content-version":"am","delay-in-days":294,"URL":"http:\/\/www.elsevier.com\/open-access\/userlicense\/1.0\/"}],"funder":[{"DOI":"10.13039\/501100006769","name":"Russian Science Foundation","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100006769","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002261","name":"RFBR","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100002261","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100009169","name":"RUS","doi-asserted-by":"publisher","id":[{"id":"10.13039\/100009169","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002261","name":"RFBR","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100002261","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["European Journal of Medicinal Chemistry"],"published-print":{"date-parts":[[2019,6]]},"DOI":"10.1016\/j.ejmech.2019.03.029","type":"journal-article","created":{"date-parts":[[2019,3,16]],"date-time":"2019-03-16T06:00:03Z","timestamp":1552716003000},"page":"93-103","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":21,"special_numbering":"C","title":["Compounds based on 5-(perylen-3-ylethynyl)uracil scaffold: High activity against tick-borne encephalitis virus and non-specific activity\u00a0against enterovirus A"],"prefix":"10.1016","volume":"171","author":[{"given":"Alexey A.","family":"Chistov","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexey A.","family":"Orlov","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Philipp P.","family":"Streshnev","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nikita A.","family":"Slesarchuk","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ilya O.","family":"Aparin","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Brijesh","family":"Rathi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vladimir A.","family":"Brylev","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sergey V.","family":"Kutyakov","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Irina V.","family":"Mikhura","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Alexey V.","family":"Ustinov","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gunnar","family":"Westman","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vladimir A.","family":"Palyulin","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nidhi","family":"Jain","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dmitry I.","family":"Osolodkin","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Liubov I.","family":"Kozlovskaya","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9436-6561","authenticated-orcid":false,"given":"Vladimir A.","family":"Korshun","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.ejmech.2019.03.029_bib1","doi-asserted-by":"crossref","first-page":"695","DOI":"10.1128\/CMR.00102-15","article-title":"Approved antiviral drugs over the past 50 years","volume":"29","author":"De Clercq","year":"2016","journal-title":"Clin. Microbiol. Rev."},{"key":"10.1016\/j.ejmech.2019.03.029_bib2","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1038\/s41572-018-0002-y","article-title":"Influenza","volume":"4","author":"Krammer","year":"2018","journal-title":"Nat. Rev. Dis. Primers"},{"key":"10.1016\/j.ejmech.2019.03.029_bib3","doi-asserted-by":"crossref","first-page":"97","DOI":"10.1038\/nature14594","article-title":"Temporal and spatial analysis of the 2014\u20132015 Ebola virus outbreak in West Africa","volume":"524","author":"Carroll","year":"2015","journal-title":"Nature"},{"key":"10.1016\/j.ejmech.2019.03.029_bib4","doi-asserted-by":"crossref","first-page":"317","DOI":"10.3389\/fcimb.2017.00317","article-title":"Global epidemiology of dengue outbreaks in 1990\u20132015: a systematic review and meta-analysis","volume":"7","author":"Guo","year":"2017","journal-title":"Front. Cell. Infect. Microbiol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib5","doi-asserted-by":"crossref","first-page":"573","DOI":"10.1038\/s41586-018-0446-y","article-title":"The emergence of Zika virus and its new clinical syndromes","volume":"560","author":"Pierson","year":"2018","journal-title":"Nature"},{"issue":"Suppl.\u00a04","key":"10.1016\/j.ejmech.2019.03.029_bib6","doi-asserted-by":"crossref","first-page":"42","DOI":"10.1111\/jvh.12474","article-title":"Strategies to manage hepatitis C virus infectuion disease burden \u2013 volume 3","volume":"22","author":"Alfaleh","year":"2015","journal-title":"J.\u00a0Viral Hepat."},{"key":"10.1016\/j.ejmech.2019.03.029_bib7","doi-asserted-by":"crossref","first-page":"283","DOI":"10.2217\/fvl.13.130","article-title":"Biophysical approaches to entry inhibitor antivirals with a broad spectrum of action","volume":"9","author":"Schang","year":"2014","journal-title":"Future Virol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib8","doi-asserted-by":"crossref","first-page":"426","DOI":"10.1038\/nrmicro3475","article-title":"Broad-spectrum antivirals against viral fusion","volume":"13","author":"Vigant","year":"2015","journal-title":"Nat. Rev. Microbiol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib9","doi-asserted-by":"crossref","DOI":"10.1128\/JVI.00809-18","article-title":"Surfactin inhibits membrane fusion during invasion of epithelial cells by enveloped viruses","volume":"92","author":"Yuan","year":"2018","journal-title":"J.\u00a0Virol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib10","doi-asserted-by":"crossref","first-page":"17339","DOI":"10.1073\/pnas.1010026107","article-title":"Rigid amphipathic fusion inhibitors, small molecule antiviral compounds against enveloped viruses","volume":"107","author":"Vincent","year":"2010","journal-title":"Proc. Natl. Acad. Sci. U. S. A."},{"key":"10.1016\/j.ejmech.2019.03.029_bib11","doi-asserted-by":"crossref","first-page":"3640","DOI":"10.1128\/JVI.02882-12","article-title":"5-(Perylen-3-yl)ethynyl-arabino-uridine (aUY11), an arabino-based rigid amphipathic fusion inhibitor, targets virion envelope lipids to inhibit fusion of influenza virus, hepatitis C virus, and other enveloped viruses","volume":"87","author":"Colpitts","year":"2013","journal-title":"J.\u00a0Virol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib12","doi-asserted-by":"crossref","first-page":"1849","DOI":"10.1128\/JVI.02907-13","article-title":"The rigid amphipathic fusion inhibitor dUY11 acts through photosensitization of viruses","volume":"88","author":"Vigant","year":"2014","journal-title":"J.\u00a0Virol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib13","doi-asserted-by":"crossref","first-page":"495","DOI":"10.1039\/C5MD00538H","article-title":"Rigid amphipathic nucleosides suppress reproduction of the tick-borne encephalitis virus","volume":"7","author":"Orlov","year":"2016","journal-title":"Med. Chem. Commun."},{"key":"10.1016\/j.ejmech.2019.03.029_bib14","doi-asserted-by":"crossref","first-page":"77","DOI":"10.1016\/j.ejmech.2018.05.040","article-title":"3\u2032-O-Substituted 5-(perylen-3-ylethynyl)-2\u2032-deoxyuridines as tick-borne encephalitis virus reproduction inhibitors","volume":"155","author":"Proskurin","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib15","doi-asserted-by":"crossref","first-page":"164","DOI":"10.1016\/j.antiviral.2017.11.018","article-title":"Antivirals acting on viral envelopes with a biophysical mechanism of action","volume":"149","author":"Speerstra","year":"2018","journal-title":"Antivir. Res."},{"key":"10.1016\/j.ejmech.2019.03.029_bib16","doi-asserted-by":"crossref","first-page":"262","DOI":"10.1023\/A:1023936516589","article-title":"Antiviral activity of some 2\u2032-deoxyuridine 5-arylethynyl derivatives","volume":"29","author":"Andronova","year":"2003","journal-title":"Russ. J. Bioorg. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib17","doi-asserted-by":"crossref","first-page":"810","DOI":"10.1002\/cbic.200600040","article-title":"Fluorescent 5-alkynyl- 2\u2032-deoxyuridines: high emission efficiency of a conjugated perylene nucleoside in a DNA duplex","volume":"7","author":"Skorobogatyi","year":"2006","journal-title":"ChemBioChem"},{"key":"10.1016\/j.ejmech.2019.03.029_bib18","doi-asserted-by":"crossref","first-page":"377","DOI":"10.1080\/00304948.2017.1343040","article-title":"Improved large-scale synthesis of 5-(perylen-3-ylethynyl)-arabino-uridine (aUY11), the broad-spectrum antiviral","volume":"49","author":"Chistov","year":"2017","journal-title":"Org. Prep. Proced. Int."},{"key":"10.1016\/j.ejmech.2019.03.029_bib19","doi-asserted-by":"crossref","first-page":"5580","DOI":"10.1016\/j.tetlet.2014.08.029","article-title":"Synthesis and characterization of cationic PNA bearing 5-\u03c9-aminopropyl-uracil","volume":"55","author":"Kim","year":"2014","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.ejmech.2019.03.029_bib20","doi-asserted-by":"crossref","first-page":"5260","DOI":"10.1039\/c4ob00603h","article-title":"Pyrene chromophores for the photoreversal of psoralen interstrand crosslinks","volume":"12","author":"Stadler","year":"2014","journal-title":"Org. Biomol. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib21","doi-asserted-by":"crossref","first-page":"3423","DOI":"10.1039\/p19940003423","article-title":"New and convenient protection system for pseudouridine, highly suitable for solid-phase oligoribonucleotide synthesis","volume":"1","author":"Pieles","year":"1994","journal-title":"J.\u00a0Chem. Soc. Perkin Trans."},{"key":"10.1016\/j.ejmech.2019.03.029_bib22","doi-asserted-by":"crossref","first-page":"11317","DOI":"10.1016\/S0040-4020(97)00731-X","article-title":"Solid-phase synthesis of branched RNA and branched DNA\/RNA chimeras","volume":"53","author":"Gr\u00f8tli","year":"1997","journal-title":"Tetrahedron"},{"key":"10.1016\/j.ejmech.2019.03.029_bib23","doi-asserted-by":"crossref","first-page":"2337","DOI":"10.1002\/(SICI)1099-0690(199909)1999:9<2337::AID-EJOC2337>3.0.CO;2-F","article-title":"Synthesis of oligodeoxynucleotides containing 5-(\u03b2-D-glucopyranosyloxymethyl)-2\u2032-deoxyuridine, a modified nucleoside in the DNA of Trypanosoma brucei","author":"de Kort","year":"1999","journal-title":"Eur. J. Org. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib24","doi-asserted-by":"crossref","first-page":"905","DOI":"10.1002\/jhet.5570390509","article-title":"Synthesis of 3-alkylcarbonyloxymethyl derivatives of 5-fluorouracil","volume":"39","author":"Roberts","year":"2001","journal-title":"J.\u00a0Heterocycl. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib25","doi-asserted-by":"crossref","first-page":"214","DOI":"10.1016\/j.tet.2011.10.067","article-title":"Synthesis of 1,2,3-triazolo-nucleosides via the post-triazole N-alkylation","volume":"68","author":"Koszytkowska-Stawi\u0144ska","year":"2012","journal-title":"Tetrahedron"},{"key":"10.1016\/j.ejmech.2019.03.029_bib26","doi-asserted-by":"crossref","first-page":"3972","DOI":"10.1021\/jo00444a046","article-title":"Synthesis of substituted \u03b2-lactams\u00a0by addition of nitromethane to 6-oxopenicillanates and 7-oxocephalosporanates","volume":"42","author":"Chandrasekaran","year":"1977","journal-title":"J.\u00a0Org. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib27","doi-asserted-by":"crossref","first-page":"1003","DOI":"10.1016\/j.tetlet.2016.01.067","article-title":"2-Ethynylperylene and improved synthesis of 3-ethynylperylene","volume":"57","author":"Chistov","year":"2016","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.ejmech.2019.03.029_bib28","doi-asserted-by":"crossref","first-page":"4821","DOI":"10.1016\/j.tetlet.2016.09.050","article-title":"Fluorescent nucleosides with an elongated rigid linker: attaching perylene to a nucleobase via a one-pot desilylation\/Sonogashira reaction","volume":"57","author":"Chistov","year":"2016","journal-title":"Tetrahedron Lett."},{"key":"10.1016\/j.ejmech.2019.03.029_bib29","doi-asserted-by":"crossref","first-page":"293","DOI":"10.1016\/j.ejmech.2017.06.014","article-title":"Perylenyltriazoles inhibit reproduction of enveloped viruses","volume":"138","author":"Aralov","year":"2017","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib30","doi-asserted-by":"crossref","first-page":"2321","DOI":"10.1002\/slct.201703052","article-title":"Selective inhibition of Enterovirus A species members' reproduction by furano[2,3-d]pyrimidine nucleosides revealed by antiviral activity profiling against (+)ssRNA viruses","volume":"3","author":"Kozlovskaya","year":"2018","journal-title":"ChemistrySelect"},{"key":"10.1016\/j.ejmech.2019.03.029_bib31","doi-asserted-by":"crossref","first-page":"148","DOI":"10.1099\/jgv.0.000991","article-title":"Rigid amphipathic fusion inhibitors demonstrate antiviral activity against African swine fever virus","volume":"99","author":"Hakobyan","year":"2018","journal-title":"J.\u00a0Gen. Virol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib32","doi-asserted-by":"crossref","first-page":"4448","DOI":"10.1021\/acs.chemrev.7b00719","article-title":"Biochemistry and molecular biology of flaviviruses","volume":"118","author":"Barrows","year":"2018","journal-title":"Chem. Rev."},{"key":"10.1016\/j.ejmech.2019.03.029_bib33","doi-asserted-by":"crossref","first-page":"e0205294","DOI":"10.1371\/journal.pone.0205294","article-title":"Evaluation of antivirals against tick-borne encephalitis virus in organotypic brain slices of rat cerebellum","volume":"13","author":"Lenz","year":"2018","journal-title":"PLoS One"},{"key":"10.1016\/j.ejmech.2019.03.029_bib34","doi-asserted-by":"crossref","DOI":"10.1177\/2040206618761299","article-title":"Nucleoside analogs as a rich source of antiviral agents active against arthropod-borne flaviviruses","volume":"26","author":"Eyer","year":"2018","journal-title":"Antivir. Chem. Chemother."},{"key":"10.1016\/j.ejmech.2019.03.029_bib35","series-title":"Fields Virology","first-page":"490","article-title":"Enteroviruses: polioviruses, coxsackieviruses, echoviruses, and newer enteroviruses","author":"Pallansch","year":"2013"},{"key":"10.1016\/j.ejmech.2019.03.029_bib36","doi-asserted-by":"crossref","first-page":"576","DOI":"10.1007\/s11172-016-1340-0","article-title":"Prediction of human intestinal absorption of drug compounds","volume":"65","author":"Radchenko","year":"2016","journal-title":"Russ. Chem. Bull."},{"key":"10.1016\/j.ejmech.2019.03.029_bib37","doi-asserted-by":"crossref","first-page":"371","DOI":"10.1134\/S1607672916050173","article-title":"Prediction of blood-brain barrier permeability of organic compounds","volume":"470","author":"Dyabina","year":"2016","journal-title":"Dokl. Biochem. Biophys."},{"key":"10.1016\/j.ejmech.2019.03.029_bib38","doi-asserted-by":"crossref","first-page":"128","DOI":"10.1134\/S1607672917020107","article-title":"Computer-aided estimation of the hERG-mediated cardiotoxicity risk of potential drug components","volume":"473","author":"Radchenko","year":"2017","journal-title":"Dokl. Biochem. Biophys."},{"key":"10.1016\/j.ejmech.2019.03.029_bib40","doi-asserted-by":"crossref","first-page":"533","DOI":"10.1007\/s10822-011-9440-2","article-title":"Online chemical modeling environment (OCHEM): web platform for data storage, model development and publishing of chemical information","volume":"25","author":"Sushko","year":"2011","journal-title":"J.\u00a0Comp. Aided Mol. Des."},{"key":"10.1016\/j.ejmech.2019.03.029_bib41","series-title":"ChemAxon JChem 19.4.0","year":"2019"},{"key":"10.1016\/j.ejmech.2019.03.029_bib42","doi-asserted-by":"crossref","first-page":"3714","DOI":"10.1021\/jm000942e","article-title":"Fast calculation of molecular polar surface area as a sum of fragment-based contributions and its application to the prediction of drug transport properties","volume":"43","author":"Ertl","year":"2000","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib44","series-title":"PAINS Substructure Filters as SMARTS","author":"Guha","year":"2010"},{"key":"10.1016\/j.ejmech.2019.03.029_bib45","doi-asserted-by":"crossref","first-page":"10015","DOI":"10.1021\/acs.joc.7b01451","article-title":"Fine tuning of pyrene excimer fluorescence in molecular beacons by alteration of the monomer structure","volume":"82","author":"Aparin","year":"2017","journal-title":"J.\u00a0Org. Chem."},{"key":"10.1016\/j.ejmech.2019.03.029_bib46","doi-asserted-by":"crossref","first-page":"454","DOI":"10.1016\/j.mencom.2015.11.019","article-title":"How sensitive and accurate are routine NMR and MS measurements?","volume":"25","author":"Tsedilin","year":"2015","journal-title":"Mendeleev Commun."},{"key":"10.1016\/j.ejmech.2019.03.029_bib47","doi-asserted-by":"crossref","first-page":"e1700353","DOI":"10.1002\/ardp.201700353","article-title":"Probing chemical space of tick-borne encephalitis virus reproduction inhibitors with organoselenium compounds","volume":"351","author":"Orlov","year":"2018","journal-title":"Arch. Pharm. Chem. Life Sci."},{"key":"10.1016\/j.ejmech.2019.03.029_bib48","series-title":"Polio Laboratory Manual","author":"WHO","year":"2004"},{"key":"10.1016\/j.ejmech.2019.03.029_bib49","doi-asserted-by":"crossref","first-page":"493","DOI":"10.1093\/oxfordjournals.aje.a118408","article-title":"A\u00a0simple method of estimating fifty per cent endpoints","volume":"27","author":"Reed","year":"1938","journal-title":"Am. J. Epidemiol."},{"key":"10.1016\/j.ejmech.2019.03.029_bib50","doi-asserted-by":"crossref","first-page":"3406","DOI":"10.1039\/C4OB02649G","article-title":"Synthesis and assessment of 4-aminotetrahydroquinazoline derivatives as tick-borne encephalitis virus reproduction inhibitors","volume":"13","author":"Sedenkova","year":"2015","journal-title":"Org. Biomol. Chem."}],"container-title":["European Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523419302478?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523419302478?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2025,10,1]],"date-time":"2025-10-01T13:51:57Z","timestamp":1759326717000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0223523419302478"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,6]]},"references-count":48,"alternative-id":["S0223523419302478"],"URL":"https:\/\/doi.org\/10.1016\/j.ejmech.2019.03.029","relation":{},"ISSN":["0223-5234"],"issn-type":[{"value":"0223-5234","type":"print"}],"subject":[],"published":{"date-parts":[[2019,6]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"Compounds based on 5-(perylen-3-ylethynyl)uracil scaffold: High activity against tick-borne encephalitis virus and non-specific activity\u00a0against enterovirus A","name":"articletitle","label":"Article Title"},{"value":"European Journal of Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.ejmech.2019.03.029","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"\u00a9 2019 Elsevier Masson SAS. All rights reserved.","name":"copyright","label":"Copyright"}]}}