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The ability of obtained fluoroquinolones to inhibit <jats:italic>S. aureus<\/jats:italic> growth was found to depend upon the presence of a linker separating the bulky terpene and fluoroquinolone fragments, and this activity diminished with increasing its length. The highest activity against MSSA was demonstrated by ciprofloxacin derivatives with campholenic (MIC 1\u2005\u03bcg\/mL) and 2\u2010(isobornan\u20102\u2010yl\u2010sulfanyl)acetyl (MIC 0.5\u2005\u03bcg\/mL) substituents. The compound with the last fragment showed high activity against MRSA (MIC 8\u2005\u03bcg\/mL). The terpene\u2010functionalized norfloxacin derivatives generally proved to be less active than those containing ciprofloxacin fragment. Camphor\u201010\u2010sulfonylamide derivative with the ciprofloxacin fragment was the only one of all compounds that showed high antifungal activity against <jats:italic>C. albicans<\/jats:italic> (8\u2005\u03bcg\/mL). The study presents data on docking fluoroquinolones to <jats:italic>S. aureus<\/jats:italic> DNA gyrase to explain the reasons for manifestation or disappearance of antibacterial activity. The cytotoxicity of fluoroquinolones that showed any antimicrobial activity was investigated against bovine primary lung cells, and they were found to be not toxic in most cases.<\/jats:p>","DOI":"10.1002\/cmdc.202300358","type":"journal-article","created":{"date-parts":[[2023,10,24]],"date-time":"2023-10-24T03:18:26Z","timestamp":1698117506000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Terpene\u2010Functionalized Fluoroquinolones as Potential Antimicrobials: Synthesis and Properties"],"prefix":"10.1002","volume":"18","author":[{"given":"Evgeniy S.","family":"Izmest'ev","sequence":"first","affiliation":[{"name":"Institute of Chemistry FRC Komi Science Center Ural Branch of the Russian Academy of Sciences  48, Pervomaiskaya St. 167000 Syktyvkar Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Svetlana V.","family":"Pestova","sequence":"additional","affiliation":[{"name":"Institute of Chemistry FRC Komi Science Center Ural Branch of the Russian Academy of Sciences  48, Pervomaiskaya St. 167000 Syktyvkar Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alena I.","family":"Kolesnikova","sequence":"additional","affiliation":[{"name":"Institute of Fundamental Medicine and Biology Kazan Federal University  18, Kremlevskaya St. 420008 Kazan Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Diana R.","family":"Baidamshina","sequence":"additional","affiliation":[{"name":"Institute of Fundamental Medicine and Biology Kazan Federal University  18, Kremlevskaya St. 420008 Kazan Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Airat R.","family":"Kayumov","sequence":"additional","affiliation":[{"name":"Institute of Fundamental Medicine and Biology Kazan Federal University  18, Kremlevskaya St. 420008 Kazan Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Svetlana A.","family":"Rubtsova","sequence":"additional","affiliation":[{"name":"Institute of Chemistry FRC Komi Science Center Ural Branch of the Russian Academy of Sciences  48, Pervomaiskaya St. 167000 Syktyvkar Russian Federation"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,11,10]]},"reference":[{"key":"e_1_2_9_1_1","doi-asserted-by":"publisher","DOI":"10.3201\/eid0901.020277"},{"key":"e_1_2_9_2_1","first-page":"587","volume":"66","author":"Sharma P.","year":"2009","journal-title":"Acta Pol. 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