{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,26]],"date-time":"2026-08-26T20:35:00Z","timestamp":1787776500710,"version":"build-2784847793"},"reference-count":66,"publisher":"American Chemical Society (ACS)","issue":"26","license":[{"start":{"date-parts":[[2025,5,12]],"date-time":"2025-05-12T00:00:00Z","timestamp":1747008000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004901","name":"Funda????o de Amparo ?? Pesquisa do Estado de Minas Gerais","doi-asserted-by":"publisher","award":["APQ00518-17"],"award-info":[{"award-number":["APQ00518-17"]}],"id":[{"id":"10.13039\/501100004901","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"Minist??rio da Ci??ncia, Tecnologia e Inova????o","doi-asserted-by":"publisher","award":["303804\/2020-3"],"award-info":[{"award-number":["303804\/2020-3"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"Minist??rio da Ci??ncia, Tecnologia e Inova????o","doi-asserted-by":"publisher","award":["465249\/2014-0"],"award-info":[{"award-number":["465249\/2014-0"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"Minist??rio da Ci??ncia, Tecnologia e Inova????o","doi-asserted-by":"publisher","award":["465497\/2014-4"],"award-info":[{"award-number":["465497\/2014-4"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002322","name":"Coordena????o de Aperfei??oamento de Pessoal de N??vel Superior","doi-asserted-by":"publisher","award":["Order Number: 10000882423"],"award-info":[{"award-number":["Order Number: 10000882423"]}],"id":[{"id":"10.13039\/501100002322","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2025,7,8]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>A second generation of symmetrical 1,4-disubstituted 1,2,3-triazoles containing aromatic moieties was designed and synthesized from 2-hydroxy-1,3-bisazido-propane and terminal alkynes by copper\u00ad(I)-catalyzed alkyne\u2013azide cycloaddition (CuAAC) as potential inhibitors of protein CYP51. The symmetrical bistriazoles (SBs) were obtained in moderate to excellent yields (49 to 95%). All synthetic nonsymmetric triazoles and the symmetric bistriazole derivatives were in vitro screened for the extracellular promastigote forms of Leishmania amazonensis. From this investigation, it emerged that symmetric bistriazole 12c (IC50 = 19.24 \u03bcM) showed the highest potency against the flagellate form of the parasite followed by compounds 12b (IC50 = 34.46 \u03bcM), 10 (IC50 = 44.13 \u03bcM), and 4 (IC50 = 42.81 \u03bcM). The cytotoxicity evaluation revealed that the most active compounds were also significantly toxic with SI \u223c2, except for compounds 4 and 10 that showed SI values of 7.51 and 8.69, respectively. Considering SI &amp;gt; 8 as a selection criterion, only the diketone-bistriazole derivative 10 was submitted to further evaluation against the intracellular amastigote form, showing a significant cytotoxic effect, with an IC50 value of 68.38 \u03bcM (SI = 5.61). To evaluate its potential toxicity on normal human cells, the most promising compound 10 was also assayed against human fibroblasts culture, showing a significantly smaller cytotoxicity (CC50 = 568.09 \u03bcM, SI = 8.3) in comparison to amphotericin B (CC50 = 22.95 \u03bcM, SI = 12.07). An in silico investigation showed that the most promising compound 10 bound inside the active pocket from the protein CYP51 with a binding energy of \u22129.96 kcal\/mol.<\/jats:p>","DOI":"10.1021\/acsomega.5c00492","type":"journal-article","created":{"date-parts":[[2025,5,12]],"date-time":"2025-05-12T11:40:58Z","timestamp":1747050058000},"page":"27819-27829","source":"Crossref","is-referenced-by-count":3,"title":["Design, Synthesis,\nand In Vitro Evaluation of the\nLeishmanicidal Activity of New Aromatic Symmetrical 1,4-Disubstituted\n1,2,3-Bistriazoles"],"prefix":"10.1021","volume":"10","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1236-1973","authenticated-orcid":true,"given":"Mauri\u0301cio Moraes","family":"Victor","sequence":"first","affiliation":[{"name":"Federal University of Bahia , , , ,","place":["Salvador, BA, Brazil, 40170-115"]},{"name":"National Institute of Science and Technology for Energy and Environmental , , ,","place":["Salvador, BA, Brazil, 40170-115"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gabriel dos Santos","family":"Ramos","sequence":"additional","affiliation":[{"name":"Federal University of Bahia , , , ,","place":["Salvador, BA, Brazil, 40170-115"]},{"name":"National Institute of Science and Technology for Energy and Environmental , , ,","place":["Salvador, BA, Brazil, 40170-115"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bruno Silva","family":"Andrade","sequence":"additional","affiliation":[{"name":"State University of Southwest of Bahia , , , ,","place":["Jequie\u0301, BA, Brazil, 45208-091"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Patri\u0301cia\nFerreira Espuri","family":"Sepin","sequence":"additional","affiliation":[{"name":"Federal University of Alfenas , , , ,","place":["Alfenas, MG, Brazil, 37130-001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guilherme A\u0301lvaro","family":"Ferreira-Silva","sequence":"additional","affiliation":[{"name":"Federal University of Alfenas , , , ,","place":["Alfenas, MG, Brazil, 37130-001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8796-1426","authenticated-orcid":true,"given":"Marisa","family":"Ionta","sequence":"additional","affiliation":[{"name":"Federal University of Alfenas , , , ,","place":["Alfenas, MG, Brazil, 37130-001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0001-6892-634X","authenticated-orcid":true,"given":"Amanda Almeida","family":"Morais","sequence":"additional","affiliation":[{"name":"Federal University of Alfenas , , , ,","place":["Alfenas, MG, Brazil, 37133-840"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vanessa Silva","family":"Gontijo","sequence":"additional","affiliation":[{"name":"Federal University of Alfenas , , , ,","place":["Alfenas, MG, Brazil, 37133-840"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7799-992X","authenticated-orcid":true,"suffix":"Jr.","given":"Claudio","family":"Viegas","sequence":"additional","affiliation":[{"name":"Federal University of Alfenas , , , ,","place":["Alfenas, MG, Brazil, 37133-840"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marcos Jose\u0301","family":"Marques","sequence":"additional","affiliation":[{"name":"Federal University of Alfenas , , , ,","place":["Alfenas, MG, Brazil, 37130-001"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2025,5,12]]},"reference":[{"key":"2026081812070070100_cit1","doi-asserted-by":"publisher","DOI":"10.1016\/j.biopha.2021.111671","article-title":"Host immune response against leishmaniasis\nand parasite persistence strategies: A review and assessment of recent\nresearch","volume":"139","author":"Elmahallawy","year":"2021","journal-title":"Biomed. Pharmacother."},{"key":"2026081812070070100_cit2","doi-asserted-by":"publisher","first-page":"121","DOI":"10.1007\/s40475-021-00232-7","article-title":"A Review of Leishmaniasis:\nCurrent Knowledge and Future Directions","volume":"8","author":"Mann","year":"2021","journal-title":"Curr.\nTrop. Med. Rep."},{"key":"2026081812070070100_cit3","doi-asserted-by":"publisher","first-page":"750","DOI":"10.12688\/f1000research.11120.1","article-title":"Leishmaniasis: a review","volume":"6","author":"Torres-Guerrero","year":"2017","journal-title":"F1000Research"},{"key":"2026081812070070100_cit4","unstructured":"CDC\n          \n          Epidemiology and risk factors. Accessed\n17 March 2025. https:\/\/www.cdc.gov\/leishmaniasis\/risk-factors\/index.html."},{"key":"2026081812070070100_cit5","unstructured":"WHO\n          \n          Leishmaniasis. Accessed 17 March 2025. https:\/\/www.who.int\/news-room\/fact-sheets\/detail\/leishmaniasis."},{"key":"2026081812070070100_cit6","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pntd.0006052","article-title":"Drug resistance\nand treatment failure in leishmaniasis:\nA 21st century challenge","volume":"11","author":"Ponte-Sucre","year":"2017","journal-title":"PLoS Negl. Trop. Dis."},{"key":"2026081812070070100_cit7","doi-asserted-by":"publisher","first-page":"339","DOI":"10.1016\/j.ejmech.2018.08.012","article-title":"An update\non small molecule strategies\ntargeting leishmaniasis","volume":"157","author":"Kapil","year":"2018","journal-title":"Eur. J. Med. Chem."},{"key":"2026081812070070100_cit8","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2021.113606","article-title":"Recent advancements\nin anti-leishmanial research: Synthetic strategies and structural\nactivity relationships","volume":"223","author":"Gupta","year":"2021","journal-title":"Eur. J. Med. Chem."},{"key":"2026081812070070100_cit9","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2020.104122","article-title":"Synthesis, trypanocidal and anti-leishmania\nactivity of new triazole-lapachol and nor-lapachol hybrids","volume":"103","author":"Pertino","year":"2020","journal-title":"Bioorg. Chem."},{"key":"2026081812070070100_cit10","doi-asserted-by":"publisher","first-page":"1387","DOI":"10.1007\/s00044-020-02553-0","article-title":"Synthesis\nand in vitro antimycobacterial\nand antileishmanial activities of hydroquinone-triazole hybrids","volume":"29","author":"Horn","year":"2020","journal-title":"Med. Chem. Res."},{"key":"2026081812070070100_cit11","doi-asserted-by":"publisher","first-page":"169","DOI":"10.1007\/s00044-018-2274-x","article-title":"Green synthesis, antileishmanial activity evaluation,\nand in silico studies of new amino acid-coupled 1,2,4-triazoles","volume":"28","author":"El-Saghier","year":"2019","journal-title":"Med. Chem. Res."},{"key":"2026081812070070100_cit12","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2020.104437","article-title":"Antileishmanial\nactivity of 4-phenyl-1-[2-(phthalimido-2-yl) ethyl]-1H-1,2,3-triazole\n(PT4) derivative on Leishmania amazonensis and Leishmania braziliensis:\nIn silico ADMET, in vitro activity, docking and molecular dynamic\nsimulations","volume":"105","author":"Holanda","year":"2020","journal-title":"Bioorg. Chem."},{"key":"2026081812070070100_cit13","doi-asserted-by":"publisher","first-page":"3845","DOI":"10.1016\/j.bmcl.2017.06.053","article-title":"Antileishmanial potential of fused 5-(pyrazin-2-yl)-4H-1,2,4-triazole-3-thiols:\nsynthesis, biological evaluations and computational studies","volume":"27","author":"Patil","year":"2017","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"2026081812070070100_cit14","doi-asserted-by":"publisher","DOI":"10.1111\/cbdd.70042","article-title":"Design, Hemisynthesis, Characterization,\nMolecular\nDocking, and Dynamics Evaluation of Novel Totarol-1,2,3-Triazole Derivatives\nas Leishmaniasis and Toxoplasmosis Agents","volume":"105","author":"Boualli","year":"2025","journal-title":"Chem.\nBiol. Drug Des."},{"key":"2026081812070070100_cit15","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbi.2019.108850","article-title":"Novel functionalized\n1,2,3-triazole\nderivatives exhibit antileishmanial activity, increase in total and\nmitochondrial-ROS and depolarization of mitochondrial membrane potential\nof Leishmania amazonensis","volume":"315","author":"Meinel","year":"2020","journal-title":"Chem.-Biol. Interact."},{"key":"2026081812070070100_cit16","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbi.2025.111409","article-title":"Multiple\nmechanisms of action of a triazole-derived salt against Leishmania\namazonensis: Apoptosis-like death and autophagy","volume":"409","author":"de\nSouza","year":"2025","journal-title":"Chem.-Biol. Interact."},{"key":"2026081812070070100_cit17","doi-asserted-by":"publisher","first-page":"139","DOI":"10.4155\/fmc-2023-0246","article-title":"Leishmanicidal\nActivity and 4D Quantitative Structure\u2013Activity\nRelationship and Molecular Docking Studies of Vanillin-Containing\n1,2,3-Triazole Derivatives","volume":"16","author":"Gazolla","year":"2024","journal-title":"Future Med. Chem."},{"key":"2026081812070070100_cit18","doi-asserted-by":"publisher","DOI":"10.21577\/0103-5053.20240200","article-title":"Synthesis,\nAntileishmanial Activity, and in silico Study of 2-Hydroxy-3-(1,2,3-triazolyl)\u00adpropyl\nVanillin Derivatives","volume":"36","author":"Santiago","year":"2025","journal-title":"J. Braz. Chem. Soc."},{"key":"2026081812070070100_cit19","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.202400516","article-title":"Design and Synthesis\nof 2-Nitroimidazole-1,2,3-triazole Sulfonamide Hybrids as Potent and\nSelective Anti-Trypanosomatid Agents","volume":"20","author":"Tietz","year":"2025","journal-title":"ChemMedChem"},{"key":"2026081812070070100_cit20","doi-asserted-by":"publisher","first-page":"6926","DOI":"10.1039\/D2QO01118B","article-title":"Consecutive 2-azidoallylation\/click cycloaddition of active methylene\nfor synthesis of functionalized hepta-1,6-dienes with a bis-1,2,3-triazole\nscaffold","volume":"9","author":"Liu","year":"2022","journal-title":"Org. Chem. Front."},{"key":"2026081812070070100_cit21","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202201389","article-title":"Bistriazoles Connected\nThrough a B\u2013B Bridge, Synthesized by Highly Selective Dipolar\nCycloaddition Reactions of a Diazido-diborane(4)","volume":"28","author":"Vogler","year":"2022","journal-title":"Chem. - Eur. J."},{"key":"2026081812070070100_cit22","doi-asserted-by":"publisher","first-page":"15104","DOI":"10.1021\/acs.joc.0c01980","article-title":"Copper-mediated synthesis of (E)-1-azido\nand (Z)-1,2-diazido alkenes from 1-alkene-1,2-diboronic esters: an\napproach to mono- and 1,2-di-(1,2,3-triazolyl)-alkenes and fused bis-(1,2,3-triazolo)-pyrazines","volume":"85","author":"Mali","year":"2020","journal-title":"J. Org. Chem."},{"key":"2026081812070070100_cit23","doi-asserted-by":"publisher","first-page":"4389","DOI":"10.1002\/ejoc.202000641","article-title":"Expanding the versatile reactivity of diazido malonic\nacid esters and amides: decarboxylation and imine formation","volume":"2020","author":"Borghi","year":"2020","journal-title":"Eur. J. Org. Chem."},{"key":"2026081812070070100_cit24","doi-asserted-by":"publisher","first-page":"704","DOI":"10.1007\/s10593-019-02525-2","article-title":"Synthesis of \u03b2-azolyl-\nand \u03b2-azolylcarbonylenamines and their reactions with aromatic\nazides","volume":"55","author":"Shafran","year":"2019","journal-title":"Chem. Heterocycl. Compd."},{"key":"2026081812070070100_cit25","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2022.132765","article-title":"Synthesis\nof 2-alkyl triazoles with solvothermal conditions","volume":"113","author":"Ma","year":"2022","journal-title":"Tetrahedron"},{"key":"2026081812070070100_cit26","doi-asserted-by":"publisher","first-page":"67","DOI":"10.30744\/brjac.2179-3425.AR.134-2018","article-title":"Electrode modified with 1,3-bis\u00ad(4-butyl-1H-1,2,3-triazol-1-yl)\u00adpropan-2-ol\nfor electrochemical determination of Cu\u00ad(II) ions in cabbage cultivated\nwith Bordeaux syrup","volume":"6","author":"Silva","year":"2019","journal-title":"Braz. J. Anal. Chem."},{"key":"2026081812070070100_cit27","doi-asserted-by":"publisher","DOI":"10.1002\/elan.12026","article-title":"Lead\u00ad(II)\nDetermination in Aqueous\nand Firearm Discharge Residue Samples Using A Bistriazole-Modified\nElectrochemical Sensor","volume":"37","author":"Freire","year":"2025","journal-title":"Electroanalysis"},{"key":"2026081812070070100_cit28","doi-asserted-by":"publisher","first-page":"56004","DOI":"10.1021\/acsami.0c17324","article-title":"Gold-like thiolate-protected\nultrasmall cubic copper nanocluster-based metal\u2013organic framework\nas a selective catalyst for stepwise synthesis of unsymmetric bistriazole\nby click reaction","volume":"12","author":"Murugan","year":"2020","journal-title":"ACS Appl. Mater. Interfaces"},{"key":"2026081812070070100_cit29","doi-asserted-by":"publisher","DOI":"10.1016\/j.jics.2023.100973","article-title":"Synthesis, characterization, docking\nand antimicrobial studies of binol based amide linked symmetrical\nbistriazoles","volume":"100","author":"Sharma","year":"2023","journal-title":"J. Ind. Chem. Soc."},{"key":"2026081812070070100_cit30","doi-asserted-by":"publisher","first-page":"1577","DOI":"10.1007\/s11164-021-04653-x","article-title":"1,3-Phenylene-based\nsymmetrical bis\u00ad(urea-1,2,3-triazole)\nhybrids: synthesis, antimicrobial and in silico studies as 14\u03b1-sterol\ndemethylase inhibitors","volume":"48","author":"Poonia","year":"2022","journal-title":"Res. Chem. Intermed."},{"key":"2026081812070070100_cit31","doi-asserted-by":"publisher","first-page":"913","DOI":"10.3390\/antibiotics10080913","article-title":"Cationic peptidomimetic\namphiphiles having a N-aryl- or N-naphthyl-1,2,3-triazole core structure\ntargeting Clostridioides (Clostridium) difficile: synthesis, antibacterial\nevaluation, and an in vivo C. difficile infection model","volume":"10","author":"Mahadari","year":"2021","journal-title":"Antibiotics."},{"key":"2026081812070070100_cit32","doi-asserted-by":"publisher","first-page":"6994","DOI":"10.1002\/slct.202101148","article-title":"Synthesis,\nbiological evaluation, molecular docking,\nand acid dissociation constant of new bis-1,2,3-triazole compounds","volume":"6","author":"Nural","year":"2021","journal-title":"ChemistrySelect."},{"key":"2026081812070070100_cit33","doi-asserted-by":"publisher","first-page":"1087","DOI":"10.1007\/s11164-020-04318-1","article-title":"Design, synthesis, antimicrobial evaluation and in\nsilico studies of symmetrical bis (urea-1,2,3-triazole) hybrids","volume":"47","author":"Poonia","year":"2021","journal-title":"Res. Chem. Intermed."},{"key":"2026081812070070100_cit34","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2023.137342","article-title":"Design and\nsynthesis of acyclic bis-triazole\nligands: Complexation with metal ions, DFT calculations, and biological\nactivity","volume":"1301","author":"Al-Qaraleh","year":"2024","journal-title":"J. Mol. Struct."},{"key":"2026081812070070100_cit35","doi-asserted-by":"publisher","DOI":"10.2174\/18741045-v16-e2207200","article-title":"Biological evaluation and reverse pharmacophore mapping\nof innovative bitriazoles as promising anticancer agents","volume":"16","author":"Saleh","year":"2022","journal-title":"Open Med. Chem. J."},{"key":"2026081812070070100_cit36","doi-asserted-by":"publisher","first-page":"87","DOI":"10.1016\/j.bioorg.2018.10.003","article-title":"Design, synthesis, structural characterization and\nin vitro evaluation of new 1,4-disubstituted-1,2,3-triazole derivatives\nagainst glioblastoma cells","volume":"83","author":"da\nSilva","year":"2019","journal-title":"Bioorg. Chem."},{"key":"2026081812070070100_cit37","doi-asserted-by":"publisher","first-page":"47297","DOI":"10.1039\/C7RA07257K","article-title":"Development of a\nseries of bis-triazoles as G-quadruplex ligands","volume":"7","author":"Saleh","year":"2017","journal-title":"RSC Adv."},{"key":"2026081812070070100_cit38","doi-asserted-by":"publisher","first-page":"3611","DOI":"10.1016\/j.bmcl.2009.04.131","article-title":"Regioselective synthesis and biological\nevaluation of bis\u00ad(indolyl)\u00admethane derivatized 1,4-disubstituted 1,2,3-bistriazoles\nas anti-infective agents","volume":"19","author":"Damodiran","year":"2009","journal-title":"Bioorg. Med. Chem.\nLett."},{"key":"2026081812070070100_cit39","doi-asserted-by":"publisher","first-page":"10225","DOI":"10.1039\/D1DT01108A","article-title":"Luminescent\nterpyridine appended geminal bisazide and bistriazoles:\nmultinuclear Pt\u00ad(II) complexes and AIPE-based DNA detection with the\nnaked eye","volume":"50","author":"Das","year":"2021","journal-title":"Dalton Trans."},{"key":"2026081812070070100_cit40","doi-asserted-by":"publisher","first-page":"659","DOI":"10.3390\/molecules21050659","article-title":"Synthesis of novel symmetrical 1,4-disubstituted 1,2,3-bistriazole\nderivatives via \u2018click chemistry\u2019 and their biological\nevaluation","volume":"21","author":"Du\u0308gdu\u0308","year":"2016","journal-title":"Molecules"},{"key":"2026081812070070100_cit41","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2020.103579","article-title":"Synthesis of a 1,2,3-bistriazole\nderivative of embelin and evaluation of its effect on high-fat diet\nfed-streptozotocin-induced type 2 diabetes in rats and molecular docking\nstudies","volume":"96","author":"Stalin","year":"2020","journal-title":"Bioorg. Chem."},{"key":"2026081812070070100_cit42","doi-asserted-by":"publisher","first-page":"400","DOI":"10.2174\/1573406414666181024111522","article-title":"Synthesis\nand evaluation of antifungal and antitrypanosomastid activities of\nsymmetrical 1,4-disubstituted-1,2,3-bistriazoles obtained by CuAAC\nconditions","volume":"15","author":"Victor","year":"2019","journal-title":"Med. Chem."},{"key":"2026081812070070100_cit43","doi-asserted-by":"publisher","first-page":"1388","DOI":"10.1016\/j.ejmech.2007.02.020","article-title":"Synthesis and evaluation\nof new difluoromethyl azoles as antileishmanial agents","volume":"42","author":"Ferreira","year":"2007","journal-title":"Eur. J. Med. Chem."},{"key":"2026081812070070100_cit44","doi-asserted-by":"publisher","first-page":"2809","DOI":"10.1080\/00397911.2012.744841","article-title":"K3PO4\u2013KOH mixture as efficient\nreagent for the deprotection of 4-aryl-2-methyl-3-butyn-2-ols to terminal\nacetylenes","volume":"43","author":"Smeyanov","year":"2013","journal-title":"Synth. Commun."},{"key":"2026081812070070100_cit45","doi-asserted-by":"publisher","first-page":"8235","DOI":"10.1002\/anie.200603726","article-title":"Heterogeneous copper-in-charcoal-catalyzed\nclick chemistry","volume":"45","author":"Lipshutz","year":"2006","journal-title":"Angew. Chem., Int. Ed."},{"key":"2026081812070070100_cit46","doi-asserted-by":"publisher","first-page":"743","DOI":"10.1002\/jhet.5570250309","article-title":"A new heterocyclic\nstructure. The\n[1,2,3]\u00adtriazolo\u00ad[1,5-d]\u00ad[1,2,4]\u00adtriazine","volume":"25","author":"Bianchi","year":"1988","journal-title":"J. Heterocycl.\nChem."},{"key":"2026081812070070100_cit47","doi-asserted-by":"publisher","first-page":"3019","DOI":"10.1007\/s00044-013-0887-7","article-title":"New 6-bromoimidazo\u00ad[1,2-a]\u00adpyridine-2-carbohydrazide\nderivatives: synthesis and anticonvulsant studies","volume":"23","author":"Ulloora","year":"2014","journal-title":"Med. Chem. Res."},{"key":"2026081812070070100_cit48","doi-asserted-by":"publisher","first-page":"3016","DOI":"10.1007\/s11999-011-1890-2","article-title":"Amphotericin\nB Is Cytotoxic\nat Locally Delivered Concentrations","volume":"469","author":"Harmsen","year":"2014","journal-title":"Clin. Orthop.\nRelat. Res."},{"key":"2026081812070070100_cit49","doi-asserted-by":"publisher","first-page":"5858","DOI":"10.1021\/jm100574m","article-title":"Understanding and Predicting\nDruggability. A High-Throughput\nMethod for Detection of Drug Binding Sites","volume":"53","author":"Schmidtke","year":"2010","journal-title":"J. Med. Chem."},{"key":"2026081812070070100_cit50","doi-asserted-by":"publisher","first-page":"7975","DOI":"10.1038\/s41598-022-12105-8","article-title":"Structure-based\nassessment and druggability classification of protein\u2013protein\ninteraction sites","volume":"12","author":"Alzyoud","year":"2022","journal-title":"Sci. Rep."},{"key":"2026081812070070100_cit51","doi-asserted-by":"publisher","first-page":"50","DOI":"10.1002\/jat.3357","article-title":"elegans model in toxicity testing","volume":"37","author":"Hunt","year":"2017","journal-title":"J. Appl.\nToxicol."},{"key":"2026081812070070100_cit52","doi-asserted-by":"publisher","first-page":"811","DOI":"10.1002\/adsc.200404383","article-title":"Click chemistry: copper clusters\ncatalyse the cycloaddition of azides with terminal alkynes","volume":"347","author":"Pacho\u0301n","year":"2005","journal-title":"Adv. Synth. Catal."},{"key":"2026081812070070100_cit53","doi-asserted-by":"publisher","first-page":"6034","DOI":"10.1021\/acs.orglett.6b02975","article-title":"Base-promoted\nsynthesis of N-substituted 1,2,3-triazoles\nvia enaminone\u2013azide cycloaddition involving Regitz diazo transfer","volume":"18","author":"Wan","year":"2016","journal-title":"Org. Lett."},{"key":"2026081812070070100_cit54","doi-asserted-by":"publisher","first-page":"4175","DOI":"10.1007\/s11164-017-2871-1","article-title":"Hydrotrope promoted in situ azidonation\nfollowed by\ncopper catalyzed regioselective synthesis of \u03b2-hydroxytriazoles","volume":"43","author":"Patil","year":"2017","journal-title":"Res. Chem. Intermed."},{"key":"2026081812070070100_cit55","doi-asserted-by":"publisher","first-page":"1149","DOI":"10.1007\/s00044-017-1824-y","article-title":"Synthesis, protease inhibition, and antileishmanial\nactivity of new benzoxazoles derived from acetophenone or benzophenone\nand synthetic precursors","volume":"26","author":"Folquitto","year":"2017","journal-title":"Med. Chem. Res."},{"key":"2026081812070070100_cit56","doi-asserted-by":"publisher","first-page":"1424","DOI":"10.1016\/j.phytochem.2011.04.007","article-title":"Schistosomicidal and trypanocidal\nstructure\u2013activity relationships for (\u00b1)-licarin A and\nits (\u2212)- and (+)-enantiomers","volume":"72","author":"Pereira","year":"2011","journal-title":"Phytochemistry"},{"key":"2026081812070070100_cit57","doi-asserted-by":"publisher","first-page":"419","DOI":"10.1007\/s00775-019-01657-2","article-title":"Synthesis and evaluation\nof the antileishmanial activity of silver compounds containing imidazolidine-2-thione","volume":"24","author":"Espuri","year":"2019","journal-title":"J. Biol. Inorg. Chem."},{"key":"2026081812070070100_cit58","doi-asserted-by":"publisher","first-page":"143","DOI":"10.1007\/s12154-014-0121-1","article-title":"Resistance to antifungals\nthat target CYP51","volume":"7","author":"Parker","year":"2014","journal-title":"J. Chem. Biol."},{"key":"2026081812070070100_cit59","doi-asserted-by":"publisher","first-page":"3642","DOI":"10.1038\/s41467-024-48029-2","article-title":"A secondary\nmechanism of action for triazole antifungals\nin Aspergillus fumigatus mediated by hmg1","volume":"15","author":"Rybak","year":"2024","journal-title":"Nat.\nCommun."},{"key":"2026081812070070100_cit60","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pntd.0000651","article-title":"Structural characterization\nof CYP51 from Trypanosoma\ncruzi and Trypanosoma brucei bound to the antifungal drugs posaconazole\nand fluconazole","volume":"4","author":"Chen","year":"2010","journal-title":"PLoS. Negl. Trop. Dis."},{"key":"2026081812070070100_cit61","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pntd.0005125","article-title":"Trypanosoma brucei\nCYP51: Essentiality and Targeting\nTherapy in an Experimental Model","volume":"10","author":"Dauchy","year":"2016","journal-title":"PLoS. Negl.\nTrop. Dis."},{"key":"2026081812070070100_cit62","doi-asserted-by":"publisher","first-page":"W296","DOI":"10.1093\/nar\/gky427","article-title":"SWISS-MODEL:\nhomology\nmodelling of protein structures and complexes","volume":"46","author":"Waterhouse","year":"2018","journal-title":"Nucleic Acids Res."},{"key":"2026081812070070100_cit63","doi-asserted-by":"publisher","first-page":"26838","DOI":"10.1074\/jbc.M111.237099","article-title":"Substrate preferences and catalytic parameters determined\nby structural characteristics of sterol 14alpha-demethylase (CYP51)\nfrom Leishmania infantum","volume":"286","author":"Hargrove","year":"2011","journal-title":"J. Biol. Chem."},{"key":"2026081812070070100_cit64","doi-asserted-by":"publisher","first-page":"905","DOI":"10.1038\/nprot.2016.051","article-title":"Computational protein-ligand\ndocking and virtual drug\nscreening with the AutoDock suite","volume":"11","author":"Forli","year":"2016","journal-title":"Nat. Protoc."},{"key":"2026081812070070100_cit65","doi-asserted-by":"publisher","first-page":"2785","DOI":"10.1002\/jcc.21256","article-title":"AutoDock4\nand AutoDockTools4: Automated\ndocking with selective receptor flexibility","volume":"30","author":"Morris","year":"2009","journal-title":"J. Comput. Chem."},{"key":"2026081812070070100_cit66","volume-title":"Dassault Syste\u0300mes, Discovery Studio, 2024","author":"BIOVIA","year":"2024"}],"container-title":["ACS Omega"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acsomega.5c00492","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/10\/26\/27819\/40839354\/ao5c00492.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/acsodf\/article-pdf\/10\/26\/27819\/40839354\/ao5c00492.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,18]],"date-time":"2026-08-18T18:13:56Z","timestamp":1787076836000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/acsodf\/article\/10\/26\/27819\/3654798\/Design-Synthesis-and-In-Vitro-Evaluation-of-the"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,5,12]]},"references-count":66,"journal-issue":{"issue":"26","published-online":{"date-parts":[[2025,5,12]]},"published-print":{"date-parts":[[2025,7,8]]}},"URL":"https:\/\/doi.org\/10.1021\/acsomega.5c00492","relation":{},"ISSN":["2470-1343"],"issn-type":[{"value":"2470-1343","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,5,12]]}}}