{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T09:31:07Z","timestamp":1785403867525,"version":"3.56.0"},"reference-count":77,"publisher":"Beilstein Institut","license":[{"start":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T00:00:00Z","timestamp":1773014400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T00:00:00Z","timestamp":1773014400000},"content-version":"am","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T00:00:00Z","timestamp":1773014400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"funder":[{"DOI":"10.13039\/501100004728","name":"VIT University","doi-asserted-by":"publisher","award":["VIT-AP\/SPORIC\/RGEMS\/2022-23\/008"],"award-info":[{"award-number":["VIT-AP\/SPORIC\/RGEMS\/2022-23\/008"]}],"id":[{"id":"10.13039\/501100004728","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Beilstein J. Org. Chem."],"accepted":{"date-parts":[[2026,2,20]]},"abstract":"<jats:p>\n                    The structure-based approach remains a valuable tool for rapid and high-throughput drug discovery and lead optimisation. In this study, we report the in-silico modelling and anticancer activity of two 1,8-napthalimide (NAP) derivatives containing organyl selanyl groups. The organylselanyl function\n                    <jats:italic>n<\/jats:italic>\n                    -octylselanyl (\n                    <jats:italic>n<\/jats:italic>\n                    -OctSe) or phenylselanyl (PhSe) was introduced at the 6-position of a naphthalimide structure having a conserved 3-(4-(\n                    <jats:italic>tert<\/jats:italic>\n                    -butyl)phenoxy)propyl function at the imide nitrogen. The resultant naphthalimide\u2013organylselanyl conjugates, NAP-SePh and NAP-Se(\n                    <jats:italic>n<\/jats:italic>\n                    -Oct), were characterised using various spectroscopic techniques, including FTIR, \u00b9H, \u00b9\u00b3C, \u2077\u2077Se NMR and high-resolution mass spectrometry (HRMS). NAP-SePh was structurally characterised by single-crystal X-ray diffraction analysis. The anticancer potential of the NAP-SePh and NAP-Se(\n                    <jats:italic>n<\/jats:italic>\n                    -Oct) was evaluated using an in vitro cell viability assay with MDA-MB-231 triple-negative breast cancer (TNBC) cells. The IC\u2085\u2080 values for compounds NAP-SePh and NAP-Se(\n                    <jats:italic>n<\/jats:italic>\n                    -Oct) were 27.92 \u00b1 3 \u00b5M and 23.06 \u00b1 3 \u03bcM, respectively. Molecular docking simulations revealed that NAP-SePh and NAP-Se(\n                    <jats:italic>n<\/jats:italic>\n                    -Oct) show binding affinities of \u221210.39 and \u22128.53 kcal\/mol for the (1M17) active, and \u221210.66 and \u221210.59 kcal\/mol for the (4HJO) inactive conformation of the tyrosine kinase domain of the epidermal growth factor receptor (EGFR) in which erlotinib, a well-known anticancer drug, binds.\n                  <\/jats:p>","DOI":"10.3762\/bjoc.22.29","type":"journal-article","created":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T13:27:42Z","timestamp":1773062862000},"page":"416-435","source":"Crossref","is-referenced-by-count":1,"title":["Synthesis and anti-cancer activity of naphthalimide\u2013organylselanyl conjugates"],"prefix":"10.3762","volume":"22","author":[{"ORCID":"https:\/\/orcid.org\/0009-0004-2901-1755","authenticated-orcid":false,"given":"Rajkumar","family":"Ravi","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/007v4hf75","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5321-6583","authenticated-orcid":false,"given":"Selvakumar","family":"Karuthapandi","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/007v4hf75","id-type":"ROR","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"2086","published-online":{"date-parts":[[2026,3,9]]},"reference":[{"key":"ref1","doi-asserted-by":"publisher","DOI":"10.1039\/c4ra13547d"},{"key":"ref2","doi-asserted-by":"publisher","DOI":"10.3322\/caac.20107"},{"key":"ref3","doi-asserted-by":"publisher","DOI":"10.1016\/j.canep.2009.10.003"},{"key":"ref4","doi-asserted-by":"publisher","DOI":"10.1007\/978-1-4419-0685-4_1"},{"key":"ref5","doi-asserted-by":"publisher","DOI":"10.3389\/fnut.2022.847920"},{"key":"ref6","doi-asserted-by":"publisher","DOI":"10.1002\/cncr.32887"},{"key":"ref7","doi-asserted-by":"publisher","DOI":"10.29289\/25945394202020200024"},{"key":"ref8","doi-asserted-by":"publisher","DOI":"10.25122\/jml-2021-0108"},{"key":"ref9","doi-asserted-by":"publisher","DOI":"10.1177\/107327481001700305"},{"key":"ref10","first-page":"1609","volume":"6","author":"Nakai","year":"2016","journal-title":"American Journal of Cancer Research"},{"key":"ref11","doi-asserted-by":"publisher","DOI":"10.1039\/d0fo03067h"},{"key":"ref12","doi-asserted-by":"publisher","DOI":"10.1002\/iub.1466"},{"key":"ref13","doi-asserted-by":"publisher","DOI":"10.26444\/aaem\/90886"},{"key":"ref14","doi-asserted-by":"publisher","DOI":"10.3390\/jcm14041274"},{"key":"ref15","doi-asserted-by":"publisher","DOI":"10.1007\/s12011-018-1302-5"},{"key":"ref16","doi-asserted-by":"publisher","DOI":"10.1007\/s10787-020-00690-x"},{"key":"ref17","doi-asserted-by":"publisher","DOI":"10.1146\/annurev.bi.65.070196.000503"},{"key":"ref18","doi-asserted-by":"publisher","DOI":"10.1021\/cr000426w"},{"key":"ref19","doi-asserted-by":"publisher","DOI":"10.1039\/c8ra09880h"},{"key":"ref20","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.5b01503"},{"key":"ref21","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2009.07.068"},{"key":"ref22","doi-asserted-by":"publisher","DOI":"10.1039\/c8ob01891j"},{"key":"ref23","doi-asserted-by":"publisher","DOI":"10.1039\/d2nj01322c"},{"key":"ref24","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.201600261"},{"key":"ref25","doi-asserted-by":"publisher","DOI":"10.1039\/d3ra02475j"},{"key":"ref26","doi-asserted-by":"publisher","DOI":"10.2174\/138955708785740625"},{"key":"ref27","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0031539"},{"key":"ref28","doi-asserted-by":"publisher","DOI":"10.1016\/j.freeradbiomed.2017.10.147"},{"key":"ref29","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.5c01314"},{"key":"ref30","doi-asserted-by":"publisher","DOI":"10.2174\/1568011013354624"},{"key":"ref31","doi-asserted-by":"publisher","DOI":"10.1016\/j.cclet.2018.09.020"},{"key":"ref32","doi-asserted-by":"publisher","DOI":"10.1016\/s0022-1139(00)00304-3"},{"key":"ref33","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2005.07.029"},{"key":"ref34","doi-asserted-by":"publisher","DOI":"10.1016\/s0040-4039(00)01304-6"},{"key":"ref35","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2003.09.026"},{"key":"ref36","doi-asserted-by":"publisher","DOI":"10.1016\/s0040-4039(02)00442-2"},{"key":"ref37","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2007.07.008"},{"key":"ref38","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2010.11.055"},{"key":"ref39","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2009.07.011"},{"key":"ref40","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2008.11.080"},{"key":"ref41","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2012.02.049"},{"key":"ref42","doi-asserted-by":"publisher","DOI":"10.1021\/jm100025u"},{"key":"ref43","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2013.05.002"},{"key":"ref44","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2015.07.011"},{"key":"ref45","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2011.01.050"},{"key":"ref46","doi-asserted-by":"publisher","DOI":"10.1002\/tcr.201600134"},{"key":"ref47","doi-asserted-by":"publisher","DOI":"10.3390\/toxics12120869"},{"key":"ref48","doi-asserted-by":"publisher","DOI":"10.1039\/d3ra07619a"},{"key":"ref49","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.0c03060"},{"key":"ref50","doi-asserted-by":"publisher","DOI":"10.1021\/ol034178c"},{"key":"ref51","doi-asserted-by":"publisher","DOI":"10.1039\/d1se00595b"},{"key":"ref52","doi-asserted-by":"publisher","DOI":"10.1080\/10426500801900980"},{"key":"ref53","doi-asserted-by":"publisher","DOI":"10.1039\/d1ce00129a"},{"key":"ref54","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.20.105"},{"key":"ref55","doi-asserted-by":"publisher","DOI":"10.1021\/j100785a001"},{"key":"ref56","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.3c01762"},{"key":"ref57","doi-asserted-by":"publisher","DOI":"10.1016\/j.comptc.2022.113962"},{"key":"ref58","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.0c02074"},{"key":"ref59","doi-asserted-by":"publisher","DOI":"10.1016\/j.jphotochem.2020.112820"},{"key":"ref60","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.4c11223"},{"key":"ref61","doi-asserted-by":"publisher","DOI":"10.1039\/d3ra04931k"},{"key":"ref62","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-023-45455-y"},{"key":"ref63","doi-asserted-by":"publisher","DOI":"10.1039\/d5dt00916b"},{"key":"ref64","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jafc.5b01779"},{"key":"ref65","doi-asserted-by":"publisher","DOI":"10.18632\/oncotarget.12037"},{"key":"ref66","doi-asserted-by":"publisher","DOI":"10.1002\/1878-0261.13419"},{"key":"ref67","doi-asserted-by":"publisher","DOI":"10.4103\/jcot.jcot_3_25"},{"key":"ref68","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2024.107596"},{"key":"ref69","doi-asserted-by":"publisher","DOI":"10.3390\/cancers14174304"},{"key":"ref70","doi-asserted-by":"publisher","DOI":"10.1042\/bj20121513"},{"key":"ref71","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.m207135200"},{"key":"ref72","doi-asserted-by":"publisher","DOI":"10.1007\/s11030-024-10872-2"},{"key":"ref73","doi-asserted-by":"publisher","DOI":"10.1039\/d3md00403a"},{"key":"ref74","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201903958"},{"key":"ref75","doi-asserted-by":"publisher","DOI":"10.1016\/j.saa.2022.121218"},{"key":"ref77","doi-asserted-by":"publisher","DOI":"10.3389\/fphar.2023.1102581"},{"key":"ref78","doi-asserted-by":"publisher","DOI":"10.55691\/2278-344x.1029"}],"container-title":["Beilstein Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/22\/29","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/content\/pdf\/1860-5397-22-29.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/22\/29","content-type":"text\/html","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T13:27:43Z","timestamp":1773062863000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/22\/29"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,3,9]]},"references-count":77,"URL":"https:\/\/doi.org\/10.3762\/bjoc.22.29","archive":["Portico"],"relation":{},"ISSN":["1860-5397"],"issn-type":[{"value":"1860-5397","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,3,9]]}}}