{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,25]],"date-time":"2026-09-25T21:49:16Z","timestamp":1790372956241,"version":"4.1.0"},"reference-count":48,"publisher":"MDPI AG","issue":"24","license":[{"start":{"date-parts":[[2023,12,8]],"date-time":"2023-12-08T00:00:00Z","timestamp":1701993600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003827","name":"National Research, Development, and Innovation Office of Hungary","doi-asserted-by":"publisher","award":["FK 142315"],"award-info":[{"award-number":["FK 142315"]}],"id":[{"id":"10.13039\/501100003827","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003827","name":"National Research, Development, and Innovation Office of Hungary","doi-asserted-by":"publisher","award":["RRF-2.3.1-21-2022-00010"],"award-info":[{"award-number":["RRF-2.3.1-21-2022-00010"]}],"id":[{"id":"10.13039\/501100003827","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003827","name":"National Research, Development, and Innovation Office of Hungary","doi-asserted-by":"publisher","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}],"id":[{"id":"10.13039\/501100003827","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003827","name":"National Research, Development, and Innovation Office of Hungary","doi-asserted-by":"publisher","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}],"id":[{"id":"10.13039\/501100003827","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003827","name":"National Research, Development, and Innovation Office of Hungary","doi-asserted-by":"publisher","award":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"],"award-info":[{"award-number":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"]}],"id":[{"id":"10.13039\/501100003827","id-type":"DOI","asserted-by":"publisher"}]},{"name":"National Laboratory of Virology in Hungary","award":["FK 142315"],"award-info":[{"award-number":["FK 142315"]}]},{"name":"National Laboratory of Virology in Hungary","award":["RRF-2.3.1-21-2022-00010"],"award-info":[{"award-number":["RRF-2.3.1-21-2022-00010"]}]},{"name":"National Laboratory of Virology in Hungary","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"National Laboratory of Virology in Hungary","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"National Laboratory of Virology in Hungary","award":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"],"award-info":[{"award-number":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"]}]},{"name":"MEYS CR","award":["FK 142315"],"award-info":[{"award-number":["FK 142315"]}]},{"name":"MEYS CR","award":["RRF-2.3.1-21-2022-00010"],"award-info":[{"award-number":["RRF-2.3.1-21-2022-00010"]}]},{"name":"MEYS CR","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"MEYS CR","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"MEYS CR","award":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"],"award-info":[{"award-number":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"]}]},{"name":"MEYS CR","award":["FK 142315"],"award-info":[{"award-number":["FK 142315"]}]},{"name":"MEYS CR","award":["RRF-2.3.1-21-2022-00010"],"award-info":[{"award-number":["RRF-2.3.1-21-2022-00010"]}]},{"name":"MEYS CR","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"MEYS CR","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"MEYS CR","award":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"],"award-info":[{"award-number":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"]}]},{"name":"European Regional Development Fund-Project","award":["FK 142315"],"award-info":[{"award-number":["FK 142315"]}]},{"name":"European Regional Development Fund-Project","award":["RRF-2.3.1-21-2022-00010"],"award-info":[{"award-number":["RRF-2.3.1-21-2022-00010"]}]},{"name":"European Regional Development Fund-Project","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"European Regional Development Fund-Project","award":["LM2023042"],"award-info":[{"award-number":["LM2023042"]}]},{"name":"European Regional Development Fund-Project","award":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"],"award-info":[{"award-number":["CZ.02.1.01\/0.0\/0.0\/18_046\/0015974"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>In the shadow of SARS-CoV-2, influenza seems to be an innocent virus, although new zoonotic influenza viruses evolved by mutations may lead to severe pandemics. According to WHO, there is an urgent need for better antiviral drugs. Blocking viral hemagglutinin with multivalent N-acetylneuraminic acid derivatives is a promising approach to prevent influenza infection. Moreover, dual inhibition of both hemagglutinin and neuraminidase may result in a more powerful effect. Since both viral glycoproteins can bind to neuraminic acid, we have prepared three series of amphiphilic self-assembling 2-thio-neuraminic acid derivatives constituting aggregates in aqueous medium to take advantage of their multivalent effect. One of the series was prepared by the azide-alkyne click reaction, and the other two by the thio-click reaction to yield neuraminic acid derivatives containing lipophilic tails of different sizes and an enzymatically stable thioglycosidic bond. Two of the three bis-octyl derivatives produced proved to be active against influenza viruses, while all three octyl derivatives bound to hemagglutinin and neuraminidase from H1N1 and H3N2 influenza types.<\/jats:p>","DOI":"10.3390\/ijms242417268","type":"journal-article","created":{"date-parts":[[2023,12,8]],"date-time":"2023-12-08T08:47:26Z","timestamp":1702025246000},"page":"17268","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase"],"prefix":"10.3390","volume":"24","author":[{"given":"Eszter Bogl\u00e1rka","family":"L\u0151rincz","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, H-4032 Debrecen, Hungary"},{"name":"Doctoral School of Pharmaceutical Sciences, University of Debrecen, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7938-9789","authenticated-orcid":false,"given":"Mih\u00e1ly","family":"Herczeg","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4504-3891","authenticated-orcid":false,"given":"Josef","family":"Houser","sequence":"additional","affiliation":[{"name":"National Centre for Biomolecular Research, Masaryk University, 611 37 Brno, Czech Republic"},{"name":"Central European Institute of Technology, Masaryk University, 625 00 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Martina","family":"Rievajov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, Faculty of Science, Masaryk University, 611 37 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"\u00c1kos","family":"Kuki","sequence":"additional","affiliation":[{"name":"Department of Applied Chemistry, University of Debrecen, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lenka","family":"Malinovsk\u00e1","sequence":"additional","affiliation":[{"name":"National Centre for Biomolecular Research, Masaryk University, 611 37 Brno, Czech Republic"},{"name":"Central European Institute of Technology, Masaryk University, 625 00 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9742-9302","authenticated-orcid":false,"given":"Lieve","family":"Naesens","sequence":"additional","affiliation":[{"name":"Rega Institute for Medical Research, KU Leuven, B-3000 Leuven, Belgium"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7108-4198","authenticated-orcid":false,"given":"Michaela","family":"Wimmerov\u00e1","sequence":"additional","affiliation":[{"name":"National Centre for Biomolecular Research, Masaryk University, 611 37 Brno, Czech Republic"},{"name":"Central European Institute of Technology, Masaryk University, 625 00 Brno, Czech Republic"},{"name":"Department of Biochemistry, Faculty of Science, Masaryk University, 611 37 Brno, Czech Republic"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8462-4547","authenticated-orcid":false,"given":"Anik\u00f3","family":"Borb\u00e1s","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, H-4032 Debrecen, Hungary"},{"name":"National Laboratory of Virology, University of P\u00e9cs, H-7624 P\u00e9cs, Hungary"},{"name":"HUN-REN\u2013UD Molecular Recognition and Interaction Research Group, University of Debrecen, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"P\u00e1l","family":"Herczegh","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, H-4032 Debrecen, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4601-7257","authenticated-orcid":false,"given":"Ilona","family":"Bereczki","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, University of Debrecen, H-4032 Debrecen, Hungary"},{"name":"National Laboratory of Virology, University of P\u00e9cs, H-7624 P\u00e9cs, Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,12,8]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1285","DOI":"10.1016\/S0140-6736(17)33293-2","article-title":"Global Seasonal Influenza-associated Mor-tality Collaborator Network. Estimates of global seasonal influenza-associated respiratory mortality: A modelling study","volume":"391","author":"Iuliano","year":"2018","journal-title":"Lancet"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"105","DOI":"10.1353\/bhm.2002.0022","article-title":"Updating the Accounts: Global Mortality of the 1918\u20131920 \u201cSpanish\u201d Influenza Pandemic","volume":"76","author":"Johnson","year":"2002","journal-title":"Bull. Hist. Med."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"D49","DOI":"10.1016\/j.vaccine.2008.07.039","article-title":"The biology of influenza viruses","volume":"26","author":"Bouvier","year":"2008","journal-title":"Vaccine"},{"key":"ref_4","unstructured":"World Health Organization (2023, September 29). Ten Threats to Global Health in 2019. Available online: https:\/\/www.who.int\/news-room\/spotlight\/ten-threats-to-global-health-in-2019."},{"key":"ref_5","unstructured":"(2023, September 29). Global Influenza Strategy 2019\u20132030. Prevent. Control. Prepare. Available online: https:\/\/apps.who.int\/iris\/bitstream\/handle\/10665\/311184\/9789241515320-eng.pdf?ua=1."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"g2263","DOI":"10.1136\/bmj.g2263","article-title":"Multisystem failure: The story of anti-influenza drugs","volume":"348","author":"Jefferson","year":"2014","journal-title":"BMJ"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1034","DOI":"10.1001\/jama.2009.294","article-title":"Infections with Oseltamivir-Resistant Influenza A(H1N1) Virus in the United States","volume":"301","author":"Dharan","year":"2009","journal-title":"JAMA"},{"key":"ref_8","doi-asserted-by":"crossref","unstructured":"Kosik, I., and Yewdell, J.W. (2019). Influenza Hemagglutinin and Neuraminidase: Yin\u2013Yang Proteins Coevolving to Thwart Immunity. Viruses, 11.","DOI":"10.3390\/v11040346"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"8388","DOI":"10.1021\/bi00447a018","article-title":"Hemagglutinins from two influenza virus variants bind to sialic acid derivatives with millimolar dissociation constants: A 500-MHz proton nuclear magnetic resonance study","volume":"28","author":"Sauter","year":"1989","journal-title":"Biochemistry"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1344","DOI":"10.1002\/asia.201900031","article-title":"Multivalent Sialosides: A Tool to Explore the Role of Sialic Acids in Biological Processes","volume":"14","author":"Chaudhary","year":"2019","journal-title":"Chem. Asian J."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"3789","DOI":"10.1021\/ja953729u","article-title":"Polyacrylamides Bearing Pendant \u03b1-Sialoside Groups Strongly Inhibit Agglutination of Erythrocytes by Influenza Virus: The Strong Inhibition Reflects Enhanced Binding through Cooperative Polyvalent Interactions","volume":"118","author":"Sigal","year":"1996","journal-title":"J. Am. Chem. Soc."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"4103","DOI":"10.1021\/ja963519x","article-title":"Generation and In Situ Evaluation of Libraries of Poly(acrylic acid) Presenting Sialosides as Side Chains as Polyvalent Inhibitors of Influenza-Mediated Hemagglutination","volume":"119","author":"Choi","year":"1997","journal-title":"J. Am. Chem. Soc."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"209","DOI":"10.1016\/0014-5793(90)80486-3","article-title":"Synthetic polymeric sialoside inhibitors of influenza virus receptor-binding activity","volume":"272","author":"Matrosovich","year":"1990","journal-title":"FEBS Lett."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"4385","DOI":"10.1021\/acs.biomac.7b01426","article-title":"Design of Glycopolymers Carrying Sialyl Oligosaccharides for Controlling the Interaction with the Influenza Virus","volume":"18","author":"Nagao","year":"2017","journal-title":"Biomacromolecules"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1803","DOI":"10.1016\/j.carres.2006.04.024","article-title":"Chemoenzymatic synthesis and application of a sialoglycopolymer with a chitosan backbone as a potent inhibitor of human influenza virus hemagglutination","volume":"341","author":"Makimura","year":"2006","journal-title":"Carbohydr. Res."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"12774","DOI":"10.1021\/acs.jmedchem.1c00794","article-title":"Evaluation of Multivalent Sialylated Polyglycerols for Resistance Induction in and Broad Antiviral Activity against Influenza A Viruses","volume":"64","author":"Stadtmueller","year":"2021","journal-title":"J. Med. Chem."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"5186","DOI":"10.1002\/anie.200351640","article-title":"Glycotentacles: Synthesis of Cyclic Glycopeptides, Toward a Tailored Blocker of Influenza Virus Hemagglutinin","volume":"42","author":"Ohta","year":"2003","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"744","DOI":"10.1016\/j.bmcl.2018.12.064","article-title":"Binding inhibition of various influenza viruses by sialyllactose-modified trimer DNAs","volume":"29","author":"Yamabe","year":"2019","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"783","DOI":"10.1021\/ja410918a","article-title":"A Nanomolar Multivalent Ligand as Entry Inhibitor of the Hemagglutinin of Avian Influenza","volume":"136","author":"Waldmann","year":"2014","journal-title":"J. Am. Chem. Soc."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"829","DOI":"10.1021\/ja00107a032","article-title":"Polydiacetylene Liposomes Functionalized with Sialic Acid Bind and Colorimetrically Detect Influenza Virus","volume":"117","author":"Reichert","year":"1995","journal-title":"J. Am. Chem. Soc."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"2262","DOI":"10.1016\/j.bmc.2018.02.012","article-title":"Synthesis of S-linked NeuAc-\u03b1(2-6)-di-LacNAc bearing liposomes for H1N1 influenza virus inhibition assays","volume":"26","author":"Cheng","year":"2018","journal-title":"Bioorg. Med. Chem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"5397","DOI":"10.1016\/j.bmc.2018.07.048","article-title":"Discovery and biological evaluation of thiobarbituric derivatives as potent p300\/CBP inhibitors","volume":"26","author":"Lu","year":"2018","journal-title":"Bioorg. Med. Chem."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"7303","DOI":"10.1021\/ja00044a057","article-title":"The agglutination of erythrocytes by influenza virus is strongly inhibited by liposomes incorporating an analog of sialyl gangliosides","volume":"114","author":"Williams","year":"1992","journal-title":"J. Am. Chem. Soc."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"8061","DOI":"10.1074\/jbc.M112.437202","article-title":"Sialylneolacto-N-tetraose c (LSTc)-bearing Liposomal Decoys Capture Influenza A Virus","volume":"288","author":"Hendricks","year":"2013","journal-title":"J. Biol. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"2420","DOI":"10.1016\/j.bmcl.2014.04.032","article-title":"Synthesis of a cluster-forming sialylthio-d-galactose fullerene conjugate and evaluation of its interaction with influenza virus hemagglutinin and neuraminidase","volume":"24","author":"Tollas","year":"2014","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"9270","DOI":"10.1021\/ja00050a004","article-title":"Design and evaluation of a tightly binding fluorescent ligand for influenza A hemagglutinin","volume":"114","author":"Weinhold","year":"1992","journal-title":"J. Am. Chem. Soc."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"6839","DOI":"10.1016\/j.tet.2005.04.060","article-title":"Directing-protecting groups for carbohydrates. Design, conformational study, synthesis and application to regioselective functionalization","volume":"61","author":"Moitessier","year":"2005","journal-title":"Tetrahedron"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"471","DOI":"10.1021\/cr000414a","article-title":"Recent Advances in the Synthesis of Sialic Acid Derivatives and Sialylmimetics as Biological Probes","volume":"102","author":"Kiefel","year":"2002","journal-title":"Chem. Rev."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"3251","DOI":"10.1016\/j.bmcl.2014.06.018","article-title":"Semisynthetic teicoplanin derivatives as new influenza virus binding inhibitors: Synthesis and antiviral studies","volume":"24","author":"Bereczki","year":"2014","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"664","DOI":"10.1038\/ja.2017.2","article-title":"Lipophilic teicoplanin pseudoaglycon derivatives are active against vancomycin- and teicoplanin-resistant enterococci","volume":"70","author":"Bereczki","year":"2017","journal-title":"J. Antibiot."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"2004","DOI":"10.1002\/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5","article-title":"Click chemistry: Diverse chemical function from a few good reactions","volume":"40","author":"Kolb","year":"2001","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"2952","DOI":"10.1021\/cr0783479","article-title":"Cu-catalyzed azide-alkyne cycloaddition","volume":"108","author":"Meldal","year":"2008","journal-title":"Chem. Rev."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"1946","DOI":"10.1002\/anie.201409803","article-title":"Cell-Penetrating and Neurotargeting Dendritic siRNA Nanostructures","volume":"54","author":"Brunner","year":"2015","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_34","first-page":"1136","article-title":"Synthesis of a sialic acid derivative of ristocetin aglycone as an inhibitor of influenza virus","volume":"69","author":"Herczeg","year":"2015","journal-title":"Chem. Pap."},{"key":"ref_35","first-page":"569","article-title":"Transformation of Glycals into 2,3-Unsaturated Glycosyl Derivatives","volume":"62","author":"Ferrier","year":"2003","journal-title":"Org. React."},{"key":"ref_36","doi-asserted-by":"crossref","unstructured":"Arribas, R.L., Bordas, A., Dom\u00e8nech Omella, J., Cedillo, J.L., Janssens, V., Montiel, C., and de Los R\u00edos, C. (2020). An okadaic acid fragment analogue prevents nicotine-induced resistance to cisplatin by recovering PP2A activity in non-small cell lung cancer cells. Bioorg. Chem., 100.","DOI":"10.1016\/j.bioorg.2020.103874"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"1869","DOI":"10.1039\/c39930001869","article-title":"Solid-phase synthesis of dendritic sialoside inhibitors of influenza A virus haemagglutinin","volume":"24","author":"Roy","year":"1993","journal-title":"J. Chem. Soc. Chem. Commun."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"719","DOI":"10.1055\/s-0032-1318480","article-title":"Synthesis of S-Linked N-Acetylneuraminic Acid Derivatives via Photoinduced Thiol-ene and Thiol-yne Couplings","volume":"24","author":"Herczeg","year":"2013","journal-title":"Synlett"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"709","DOI":"10.1055\/s-0032-1318433","article-title":"Controlled-Length Efficient Synthesis of Heterobifunctionalized Oligo Ethylene Glycols","volume":"24","author":"Zona","year":"2013","journal-title":"Synlett"},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"16874","DOI":"10.1073\/pnas.0708363104","article-title":"Structural basis for receptor specificity of influenza B virus hemagglutinin","volume":"104","author":"Wang","year":"2007","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"68","DOI":"10.1016\/j.carres.2016.09.017","article-title":"Multivalent S-sialoside protein conjugates block influenza hemagglutinin and neuraminidase","volume":"435","author":"Yang","year":"2016","journal-title":"Carbohydr. Res."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/j.molliq.2017.08.094","article-title":"Impact of organic polar solvents (DMSO and DMF) on the micellization and related behavior of an anionic (AOT), cationic (CEM2AB) and cationic gemini surfactant (16-5-16)","volume":"244","author":"Dey","year":"2017","journal-title":"J. Mol. Liq."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"105051","DOI":"10.1016\/j.chemphyslip.2021.105051","article-title":"Novel quaternary ammonium compounds derived from aromatic and cyclic amino acids: Synthesis, physicochemical studies and biological evaluation","volume":"235","author":"Joondan","year":"2021","journal-title":"Chem. Phys. Lipids"},{"key":"ref_44","doi-asserted-by":"crossref","unstructured":"Cihan-\u00dcst\u00fcnda\u011f, G., Zopun, M., Vanderlinden, E., Ozkirimli, E., Persoons, L., \u00c7apan, G., and Naesens, L. (2020). Superior inhibition of influenza virus hemagglutinin-mediated fusion by indole-substituted spirothiazolidinones. Bioorg. Med. Chem., 28.","DOI":"10.1016\/j.bmc.2019.115130"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"1017","DOI":"10.1016\/j.ejmech.2018.08.058","article-title":"Structure-activity relationship studies of lipophilic teicoplanin pseudoaglycon derivatives as new anti-influenza virus agents","volume":"157","author":"Kelemen","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"4004","DOI":"10.1128\/AAC.46.12.4004-4008.2002","article-title":"Structure-Activity Relationship of a New Class of Anti-Hepatitis B Virus Agents","volume":"46","author":"Mehta","year":"2002","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/j.antiviral.2006.07.010","article-title":"Antiviral effect of octyl gallate against DNA and RNA viruses","volume":"73","author":"Uozaki","year":"2007","journal-title":"Antivir. Res."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"165","DOI":"10.1093\/jb\/mvr048","article-title":"Effects of alkyl chain length of gallate on self-association and membrane binding","volume":"150","author":"Takai","year":"2011","journal-title":"J. Biochem."}],"container-title":["International Journal of Molecular Sciences"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1422-0067\/24\/24\/17268\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T21:35:39Z","timestamp":1760132139000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1422-0067\/24\/24\/17268"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,12,8]]},"references-count":48,"journal-issue":{"issue":"24","published-online":{"date-parts":[[2023,12]]}},"alternative-id":["ijms242417268"],"URL":"https:\/\/doi.org\/10.3390\/ijms242417268","relation":{},"ISSN":["1422-0067"],"issn-type":[{"value":"1422-0067","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,12,8]]}}}