{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,11]],"date-time":"2026-09-11T15:19:22Z","timestamp":1789139962482,"version":"build-2803163510"},"reference-count":46,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2026,2,12]],"date-time":"2026-02-12T00:00:00Z","timestamp":1770854400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2026,2,12]],"date-time":"2026-02-12T00:00:00Z","timestamp":1770854400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100012190","name":"Ministry of Science and Higher Education of the Russian Federation","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100012190","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemMedChem"],"published-print":{"date-parts":[[2026,2,12]]},"abstract":"<jats:p>\n                    A series of adamantane\u2010based amino acid derivatives incorporating\n                    <jats:italic>\u03b3<\/jats:italic>\n                    \u2010aminobutyric acid (GABA) as a spacer, with the general structure Ad\u2010CH\n                    <jats:sub>2<\/jats:sub>\n                    \u2010CO\u2010GABA\u2010X\u2010OMe (where X represents L\u2010tryptophan (Trp), L\u2010histidine (His), H\u2010Ala\u2010((S)\u20102\u2010oxopyrrolidin\u20103\u2010yl)\u2010OMe (Pld), or L\u2010methionine (Met)), were synthesized and evaluated in vitro for their antiviral activity against rimantadine\u2010resistant influenza A virus strains A\/Moscow\/78\/2020(H1N1)pdm09 and A\/Cheboksary\/125\/2020(H1N1)pdm09. The results demonstrated that the presence of an L\u2010tryptophan residue is crucial for effective inhibition of influenza virus replication, with the corresponding derivative exhibiting potent activity at an IC50 of 0.5 \u00b5g\/mL. A comparative analysis of structural features and antiviral properties was conducted between the adamantane derivatives and analogous derivatives of the\n                    <jats:italic>closo\u2010<\/jats:italic>\n                    decaborate anion ([B\n                    <jats:sub>10<\/jats:sub>\n                    H\n                    <jats:sub>10<\/jats:sub>\n                    ]\n                    <jats:sup>2\u2013<\/jats:sup>\n                    ) functionalized with identical amino acid residues Na\n                    <jats:sub>2<\/jats:sub>\n                    [B\n                    <jats:sub>10<\/jats:sub>\n                    H\n                    <jats:sub>9<\/jats:sub>\n                    \u2013O(CH\n                    <jats:sub>2<\/jats:sub>\n                    )\n                    <jats:sub>2<\/jats:sub>\n                    O(CH\n                    <jats:sub>2<\/jats:sub>\n                    )\n                    <jats:sub>3<\/jats:sub>\n                    C(O)\u2013X\u2013OCH\n                    <jats:sub>3<\/jats:sub>\n                    ] (X\u2009=\u2009Trp, His) and spacers of comparable length. This study suggests that combining adamantane\u2010based compounds with\n                    <jats:italic>closo\u2010<\/jats:italic>\n                    decaborate clusters could lead to the development of highly effective therapeutic compositions with enhanced efficacy and improved safety profiles.\n                  <\/jats:p>","DOI":"10.1002\/cmdc.202501051","type":"journal-article","created":{"date-parts":[[2026,2,12]],"date-time":"2026-02-12T16:49:26Z","timestamp":1770914966000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Boron Clusters Versus Adamantane: A Comparative Study of Inorganic and Organic Scaffolds Against Resistant Influenza A"],"prefix":"10.1002","volume":"21","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3651-5730","authenticated-orcid":false,"given":"Timur M.","family":"Garaev","sequence":"first","affiliation":[{"name":"Gamaleya National Research Center for Epidemiology and Microbiology Ministry of Health of Russian Federation  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ilya I.","family":"Yudin","sequence":"additional","affiliation":[{"name":"Gamaleya National Research Center for Epidemiology and Microbiology Ministry of Health of Russian Federation  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Natalya V.","family":"Breslav","sequence":"additional","affiliation":[{"name":"Gamaleya National Research Center for Epidemiology and Microbiology Ministry of Health of Russian Federation  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Elena I.","family":"Burtseva","sequence":"additional","affiliation":[{"name":"Gamaleya National Research Center for Epidemiology and Microbiology Ministry of Health of Russian Federation  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tatyana V.","family":"Grebennikova","sequence":"additional","affiliation":[{"name":"Gamaleya National Research Center for Epidemiology and Microbiology Ministry of Health of Russian Federation  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0478-0705","authenticated-orcid":false,"given":"Evgenii Yu.","family":"Matveev","sequence":"additional","affiliation":[{"name":"Kurnakov Institute of General and Inorganic Chemistry Russian Academy of Sciences  Moscow Russia"},{"name":"Institute of Fine Chemical Technologies named after M. Lomonosov MIREA \u2010 Russian Technological University  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Elizaveta A.","family":"Eshtukova\u2010Shcheglova","sequence":"additional","affiliation":[{"name":"Institute of Fine Chemical Technologies named after M. Lomonosov MIREA \u2010 Russian Technological University  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0655-1052","authenticated-orcid":false,"given":"Varvara V.","family":"Avdeeva","sequence":"additional","affiliation":[{"name":"Kurnakov Institute of General and Inorganic Chemistry Russian Academy of Sciences  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Konstantin Yu.","family":"Zhizhin","sequence":"additional","affiliation":[{"name":"Kurnakov Institute of General and Inorganic Chemistry Russian Academy of Sciences  Moscow Russia"},{"name":"Institute of Fine Chemical Technologies named after M. Lomonosov MIREA \u2010 Russian Technological University  Moscow Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,2,12]]},"reference":[{"key":"e_1_2_10_2_1","doi-asserted-by":"publisher","DOI":"10.4103\/0253-7613.103301"},{"key":"e_1_2_10_3_1","doi-asserted-by":"publisher","DOI":"10.1177\/1060028019826565"},{"key":"e_1_2_10_4_1","first-page":"1","article-title":"Prevention and Control of Seasonal Influenza with Vaccines: Recommendations of the Advisory Committee on Immunization Practices \u2010 United States, 2024\u201025 Influenza Season","volume":"73","author":"Grohskopf L. 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