{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T01:19:46Z","timestamp":1760059186551,"version":"build-2065373602"},"reference-count":51,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2025,5,26]],"date-time":"2025-05-26T00:00:00Z","timestamp":1748217600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Funda\u00e7\u00e3o de Amparo \u00e0 Pesquisa do Estado do Rio de Janeiro\u2014FAPERJ","award":["E-26\/210.325\/2022","E-26\/200.235\/2023","310656\/2021-4"],"award-info":[{"award-number":["E-26\/210.325\/2022","E-26\/200.235\/2023","310656\/2021-4"]}]},{"name":"Conselho Nacional de Desenvolvimento Cient\u00edfico e Tecnol\u00f3gico\u2014CNPq","award":["E-26\/210.325\/2022","E-26\/200.235\/2023","310656\/2021-4"],"award-info":[{"award-number":["E-26\/210.325\/2022","E-26\/200.235\/2023","310656\/2021-4"]}]},{"name":"INCT-Catalise","award":["E-26\/210.325\/2022","E-26\/200.235\/2023","310656\/2021-4"],"award-info":[{"award-number":["E-26\/210.325\/2022","E-26\/200.235\/2023","310656\/2021-4"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Pharmaceuticals"],"abstract":"<jats:p>Background\/Objectives: In this study, a novel series of 4-(arylchalcogenyl)methyl)-1H-1,2,3-Triazol-1-yl-menadione derivatives were synthesized to explore their potential as new antituberculosis (anti-TB) agents. Selenium-containing compounds are known for their significant antimycobacterial activity, which motivated their inclusion in the design. Methods: The target compounds were synthesized via a copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, affording yields ranging from 34% to 93%. All compounds were evaluated in vitro for anti-TB activity against Mycobacterium tuberculosis H37Rv (ATCC 27294), as well as a drug-resistant strain (T113\/09). Results: Several selenium-containing derivatives exhibited promising activity. Compounds 9b and 9g were equipotent to the first-line anti-TB drug, and one compound surpassed its activity. Notably, compounds 9a, 9b, 9g, and 9h also showed efficacy against the INH- and RIF-resistant Mtb strain T113\/09. Conclusions: The efficacy of selenium-containing triazole-menadione hybrids against both sensitive and resistant Mtb strains highlight their potential as candidates for addressing antimicrobial resistance in TB treatment. Further investigations are required to understand their mechanisms of action and assess their in vivo therapeutic potential..<\/jats:p>","DOI":"10.3390\/ph18060797","type":"journal-article","created":{"date-parts":[[2025,5,29]],"date-time":"2025-05-29T04:46:38Z","timestamp":1748493998000},"page":"797","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Design, Synthesis, and In Vitro Evaluation of 4-(Arylchalcogenyl)methyl)-1H-1,2,3-triazol-1-yl-menadione: Exploring Their Potential Against Tuberculosis"],"prefix":"10.3390","volume":"18","author":[{"given":"Nath\u00e1lia L. B.","family":"Santos","sequence":"first","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9159-4603","authenticated-orcid":false,"given":"Luana S.","family":"Gomes","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ruan C. B.","family":"Ribeiro","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alcione S. de","family":"Carvalho","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Maria Cristina S.","family":"Louren\u00e7o","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio de Bacteriologia e Bioensaios, Campus Manguinhos\u2014Fiocruz\u2014Fiocruz, Rio de Janeiro 21040-361, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"La\u00eds Machado","family":"Marins","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sandy Polycarpo","family":"Valle","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3611-9105","authenticated-orcid":false,"given":"Thiago H.","family":"Doring","sequence":"additional","affiliation":[{"name":"Departamento de Ci\u00eancias Exatas e Educa\u00e7\u00e3o (CEE), Centro Tecnol\u00f3gico, de Ci\u00eancias Exatas e Educa\u00e7\u00e3o (CTE), Universidade Federal de Santa Catarina (UFSC), Blumenau 89036-256, SC, Brazil"},{"name":"Laborat\u00f3rio de Qu\u00edmica Medicinal e Computacional (LQMC), Instituto de S\u00e3o Carlos de F\u00edsica (IFSC), Universidade de S\u00e3o Paulo (USP), Av. Jo\u00e3o Dagnone, 1100, S\u00e3o Carlos 13563-120, SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0457-818X","authenticated-orcid":false,"given":"Adriano D.","family":"Andricopulo","sequence":"additional","affiliation":[{"name":"Laborat\u00f3rio de Qu\u00edmica Medicinal e Computacional (LQMC), Instituto de S\u00e3o Carlos de F\u00edsica (IFSC), Universidade de S\u00e3o Paulo (USP), Av. Jo\u00e3o Dagnone, 1100, S\u00e3o Carlos 13563-120, SP, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7760-4484","authenticated-orcid":false,"given":"Aldo S. de","family":"Oliveira","sequence":"additional","affiliation":[{"name":"Instituto Gulbenkian Institute de Medicina Molecular (GIMM), Faculdade de Medicina, Universidade de Lisboa, 1649-028 Lisboa, Portugal"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2166-766X","authenticated-orcid":false,"given":"Vitor F.","family":"Ferreira","sequence":"additional","affiliation":[{"name":"Departamento de Tecnologia Farmac\u00eautica, Faculdade de Farm\u00e1cia, Universidade Federal Fluminense, Niter\u00f3i 24241-000, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2042-3778","authenticated-orcid":false,"given":"Fernando de C.","family":"da Silva","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7657-4268","authenticated-orcid":false,"given":"Luana da Silva Magalh\u00e3es","family":"Forezi","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9413-7638","authenticated-orcid":false,"given":"Vanessa","family":"Nascimento","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica, Universidade Federal Fluminense, Campus do Valonguinho, Niter\u00f3i 24020-141, RJ, Brazil"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2025,5,26]]},"reference":[{"key":"ref_1","unstructured":"World Health Organization (2024, April 24). 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