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The synthetic tunability of the triazole moiety allows for the development of new pharmacophores\nwith applications as drugs to contend with the burden of cancer.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Objective:<\/jats:title>\n<jats:p> In this study, we aimed to develop a series of N-aryltriazole and N-acridinyltriazole molecular\nhybrids and evaluate their potential as anticancer agents.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Methods:<\/jats:title>\n<jats:p>The triazole derivatives (1-10) were synthesized via a tandem nucleophilic substitution of aryl\nchlorides with sodium azide followed by 1,3-dipolar cycloaddition of the resulting organic azides with\nterminal\/internal alkynes. From terminal alkynes, the well established copper(I) catalyzed azide-alkynes 1,3-\ndipolar cycloaddition, a premier example of click chemistry, was employed to access the 1,4-regioisomers of\nN-benzyl-1H-1,2,3-triazoles and N-acridynyl-1H-1,2,3-triazoles. All the compounds thus synthesized were\ncharacterized by 1D and 2D NMR spectroscopy and high resolution mass spectrometry.<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Results:<\/jats:title>\n<jats:p>Thermally controlled 1,3-dipolar cycloaddition was used to deliver N-aryl-1H-1,2,3-triazoles with\n1,4,5-substitution on the triazole framework. The unprecedented high regioselectivity promoted by the\nsterically-strained silylated 1,4,5-trisubstituted moiety 4a offers a useful synthetic precursor with the silyl\ngroup being a synthetic handle for further structural elaboration to the desired 1,(4),5-di(tri)substituted 1,2,3-\ntriazoles. Notably, anticancer evaluation revealed good cytotoxic activities of the novel acridinyltriazole\nhybrids (6-10) at micromolar concentrations in the range of 12.5 \u00b5M\u2013100 \u00b5M against cervical cancer HeLa,\nkidney cancer HEK293, lung cancer A549 and leukemic MT4 cancer cell lines (p &lt; 0.05).<\/jats:p>\n<\/jats:sec>\n<jats:sec>\n<jats:title>Conclusion:<\/jats:title>\n<jats:p>A series of novel triazole-based acridine hybrids have been developed as potential leads for the\ndevelopment of multifaceted anticancer agents.<\/jats:p>\n<\/jats:sec>","DOI":"10.2174\/1570179416666190704112904","type":"journal-article","created":{"date-parts":[[2019,7,6]],"date-time":"2019-07-06T16:29:56Z","timestamp":1562430596000},"page":"900-912","update-policy":"https:\/\/doi.org\/10.2174\/bsp_crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["A Novel Series of N-aryltriazole and N-acridinyltriazole Hybrids as Potential Anticancer Agents"],"prefix":"10.2174","volume":"16","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1164-7980","authenticated-orcid":true,"given":"Charles K.","family":"Rono","sequence":"first","affiliation":[{"name":"Department of Chemistry, University of Johannesburg, Kingsway Campus, 2006, Auckland Park, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"James","family":"Darkwa","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Johannesburg, Kingsway Campus, 2006, Auckland Park, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Debra","family":"Meyer","sequence":"additional","affiliation":[{"name":"Department of Biochemistry, University of Johannesburg, Kingsway Campus, 2006, Auckland Park, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Banothile C.E.","family":"Makhubela","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of Johannesburg, Kingsway Campus, 2006, Auckland Park, South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"965","reference":[{"key":"ref=1","doi-asserted-by":"publisher","first-page":"8680","DOI":"10.1021\/jo061688m","volume":"71","author":"Majireck M.M.","year":"2006","unstructured":"Majireck M.M.; Weinreb S.M.; A study of the scope and regioselectivity of the ruthenium-catalyzed [3 + 2]-cycloaddition of azides with internal alkynes. 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