{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Zhang Q"],"funding":["Greater Milwaukee Foundation","National Cancer Institute","NCI NIH HHS","University of Wisconsin-Milwaukee"],"pagination":["216-228"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC12398329"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["38(1)"],"pubmed_abstract":["DNA interstrand cross-links (ICLs) are the sources of the cytotoxicity of many anticancer agents. Selenium compounds showed great potential as anticancer drugs. In this work, we synthesized a binaphthalene analog <b>1</b> containing phenyl selenide (-SePh) as the leaving group and investigated its photochemical reactivity toward DNA as well as its cytotoxicity and selectivity. DNA ICLs were not observed with binaphthalene phenyl selenide <b>1</b> without UV irradiation, while ∼15% DNA ICL products were detected with UV irradiation, indicating a photoresponsive property of <b>1</b>. The trapping reactions with TEMPO and MeONH<sub>2</sub>, respectively, suggested that free radicals and carbocations are involved in the DNA cross-linking process induced by the photoirradiation of <b>1</b>. The"],"journal":["Chemical research in toxicology"],"pubmed_title":["A Photoinducible DNA Cross-Linking Agent with Potent Cytotoxicity and Selectivity Toward Triple-Negative Breast Cancer Cell Line."],"pmcid":["PMC12398329"],"funding_grant_id":["1R15CA277656-01","R15 CA277656"],"pubmed_authors":["Peng X","Awoyera WO","Ponnamperumage TNF","Ali T","Oddiri RT","Felli MC","Rasmussen AD","Lin Z","Frick DN","Zhang Q","Setu NI"],"additional_accession":[]},"is_claimable":false,"name":"A Photoinducible DNA Cross-Linking Agent with Potent Cytotoxicity and Selectivity Toward Triple-Negative Breast Cancer Cell Line.","description":"DNA interstrand cross-links (ICLs) are the sources of the cytotoxicity of many anticancer agents. Selenium compounds showed great potential as anticancer drugs. In this work, we synthesized a binaphthalene analog <b>1</b> containing phenyl selenide (-SePh) as the leaving group and investigated its photochemical reactivity toward DNA as well as its cytotoxicity and selectivity. DNA ICLs were not observed with binaphthalene phenyl selenide <b>1</b> without UV irradiation, while ∼15% DNA ICL products were detected with UV irradiation, indicating a photoresponsive property of <b>1</b>. The trapping reactions with TEMPO and MeONH<sub>2</sub>, respectively, suggested that free radicals and carbocations are involved in the DNA cross-linking process induced by the photoirradiation of <b>1</b>. The","dates":{"release":"2025-01-01T00:00:00Z","publication":"2025 Jan","modification":"2026-05-27T21:07:01.431Z","creation":"2026-04-08T01:50:24.869Z"},"accession":"S-EPMC12398329","cross_references":{"pubmed":["39721055"],"doi":["10.1021/acs.chemrestox.4c00499"]}}