{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,5]],"date-time":"2026-05-05T05:28:38Z","timestamp":1777958918013,"version":"3.51.4"},"reference-count":41,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2023,1,3]],"date-time":"2023-01-03T00:00:00Z","timestamp":1672704000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100000780","name":"European Union","doi-asserted-by":"publisher","award":["POWR.03.02.00-00-I035\/16-00"],"award-info":[{"award-number":["POWR.03.02.00-00-I035\/16-00"]}],"id":[{"id":"10.13039\/501100000780","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Materials"],"abstract":"<jats:p>In this study, six new 2,6-disubstituted thiosemicarbazone derivatives of pyridine were synthesized (4\u20139), and their tuberculostatic activity was evaluated. All of them showed two- to eightfold higher activity (minimum inhibitory concentration (MIC) 0.5\u20134 \u00b5g\/mL) against the resistant strain compared with the reference drug. Compounds 5 and 7, which contained the most basic substituents\u2014pyrrolidine and piperidine\u2014in their structure, strongly inhibited the growth of the standard strain (MIC 2 \u00b5g\/mL). Furthermore, the same derivatives exhibited activity comparable to that of the reference drugs against some types of Gram-positive bacteria (MIC 0.49 \u00b5g\/mL) and showed no cytotoxicity (IC50 &gt; 50 \u00b5g\/mL) in HaCaT cells. The zwitterionic structure of each compound was determined using X-ray crystallography. Absorption, distribution, metabolism, and excretion analyses showed that all compounds are good drug candidates. Thus, compounds 5 and 7 were identified as leading structures for further research on antituberculosis drugs with extended effects.<\/jats:p>","DOI":"10.3390\/ma16010448","type":"journal-article","created":{"date-parts":[[2023,1,4]],"date-time":"2023-01-04T02:54:55Z","timestamp":1672800895000},"page":"448","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Synthesis and Structure\u2013Activity Relationship of 2,6-Disubstituted Thiosemicarbazone Derivatives of Pyridine as Potential Antituberculosis Agents"],"prefix":"10.3390","volume":"16","author":[{"given":"Dagmara","family":"Ziembicka","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Gda\u0144sk, 107 Gen. Hallera Ave, 80-416 Gdansk, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9856-9232","authenticated-orcid":false,"given":"Katarzyna","family":"Gobis","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Gda\u0144sk, 107 Gen. Hallera Ave, 80-416 Gdansk, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1611-7938","authenticated-orcid":false,"given":"Ma\u0142gorzata","family":"Szczesio","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 \u017beromskiego St, 90-924 Lodz, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5433-1767","authenticated-orcid":false,"given":"Andrzej","family":"Olczak","sequence":"additional","affiliation":[{"name":"Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, 116 \u017beromskiego St, 90-924 Lodz, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6162-8748","authenticated-orcid":false,"given":"Ewa","family":"Augustynowicz-Kope\u0107","sequence":"additional","affiliation":[{"name":"Department of Microbiology, Institute of Tuberculosis and Pulmonary Diseases, 26 P\u0142ocka St, 01-138 Warsaw, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Agnieszka","family":"G\u0142ogowska","sequence":"additional","affiliation":[{"name":"Department of Microbiology, Institute of Tuberculosis and Pulmonary Diseases, 26 P\u0142ocka St, 01-138 Warsaw, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1634-0387","authenticated-orcid":false,"given":"Izabela","family":"Korona-G\u0142owniak","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Medical University of Lublin, 1 Chod\u017aki St, 20-093 Lublin, Poland"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8692-050X","authenticated-orcid":false,"given":"Krzysztof","family":"Bojanowski","sequence":"additional","affiliation":[{"name":"Sunny BioDiscovery Inc., 972 East Main St, Santa Paula, CA 93060, USA"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,1,3]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"158","DOI":"10.3389\/fcimb.2018.00158","article-title":"Mycobacterium tuberculosis: An Adaptable Pathogen Associated with Multiple Human Diseases","volume":"8","author":"Qiya","year":"2018","journal-title":"Front. 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