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Glycopeptide antibiotics and their lipophilic derivatives have emerged as relevant inhibitors of diverse viruses. Herein, we describe a new strategy for the synthesis of dual hydrophobic and lipophobic derivatives of glycopeptides to produce selective antiviral agents without membrane\u2010disrupting activity. Perfluorobutyl and perfluorooctyl moieties were attached through linkers of different length to azido derivatives of vancomycin aglycone and teicoplanin pseudoaglycone, and the new derivatives were evaluated against a diverse panel of viruses. The teicoplanin derivatives displayed strong anti\u2010influenza virus activity at nontoxic concentrations. Some of the perfluoroalkylated glycopeptides were also active against a few other viruses such as herpes simplex virus or coronavirus. These data encourage further exploration of glycopeptide analogues for broad antiviral application.<\/jats:p>","DOI":"10.1002\/cmdc.202000260","type":"journal-article","created":{"date-parts":[[2020,7,11]],"date-time":"2020-07-11T17:42:06Z","timestamp":1594489326000},"page":"1661-1671","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["Synthesis of Antiviral Perfluoroalkyl Derivatives of Teicoplanin and Vancomycin"],"prefix":"10.1002","volume":"15","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4601-7257","authenticated-orcid":false,"given":"Ilona","family":"Bereczki","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry University of Debrecen  Egyetem t\u00e9r 1 4032 Debrecen Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9329-0689","authenticated-orcid":false,"given":"Magdolna","family":"Cs\u00e1v\u00e1s","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry University of Debrecen  Egyetem t\u00e9r 1 4032 Debrecen Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5548-5349","authenticated-orcid":false,"given":"Zsolt","family":"Sz\u0171cs","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry University of Debrecen  Egyetem t\u00e9r 1 4032 Debrecen Hungary"},{"name":"Doctoral School of Pharmaceutical Sciences University of Debrecen  Egyetem t\u00e9r 1 4032 Debrecen Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Erzs\u00e9bet","family":"R\u0151th","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry University of Debrecen  Egyetem t\u00e9r 1 4032 Debrecen Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0442-1828","authenticated-orcid":false,"given":"Gyula","family":"Batta","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry University of Debrecen  Egyetem t\u00e9r 1 4032 Debrecen Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9459-7316","authenticated-orcid":false,"given":"Eszter","family":"Ostorh\u00e1zi","sequence":"additional","affiliation":[{"name":"Department of Medical Microbiology Semmelweis University  M\u00e1ria u. 41 1085 Budapest Hungary"}],"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  3000 Leuven Belgium"}],"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  Egyetem t\u00e9r 1 4032 Debrecen Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4265-5518","authenticated-orcid":false,"given":"P\u00e1l","family":"Herczegh","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry University of Debrecen  Egyetem t\u00e9r 1 4032 Debrecen Hungary"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,7,30]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"crossref","first-page":"637","DOI":"10.1002\/cbic.200301023","volume":"5","author":"B\u00f6hm H. 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