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Herein, a series of novel pentafluorobenzenesulfonamide derivatives with different molecular scaffolds were readily synthesized and assessed for their antitumor activities against multiple cancer cell lines, including A549, HepG2, HuCCA\u20101, and MOLT\u20103. Dihydroimidazoline\u2010containing analogue and its Diels\u2010Alder cycloadducts exhibited enhanced cytotoxicity at micromolar range while the incorporation of other heterocyclic cores via nucleophilic substitution reaction resulted in diminished potency. Selected analogues were shown to induce the accumulation of cleaved forms of Casp\u20109, Casp\u20107 and PARP in cancer cells, indicating intrinsic apoptosis via a caspase\u2010dependent process.<\/jats:p>","DOI":"10.1002\/cmdc.202100637","type":"journal-article","created":{"date-parts":[[2021,11,16]],"date-time":"2021-11-16T14:39:33Z","timestamp":1637073573000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Synthesis and Anticancer Activity of Pentafluorobenzenesulfonamide Derivatives as Caspase\u2010Dependent Apoptosis\u2010Inducing Agents"],"prefix":"10.1002","volume":"17","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4719-4394","authenticated-orcid":false,"given":"Satapanawat","family":"Sittihan","sequence":"first","affiliation":[{"name":"Program on Chemical Sciences Chulabhorn Graduate Institute  906 Kamphaeng Phet 6 Laksi, Bangkok 10210 Thailand"},{"name":"Center of Excellence on Environmental Health and Toxicology (EHT) Ministry of Education  Thailand"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8092-5828","authenticated-orcid":false,"given":"Pattarawut","family":"Sopha","sequence":"additional","affiliation":[{"name":"Program on Applied Biological Sciences Chulabhorn Graduate Institute  906 Kamphaeng Phet 6 Laksi, Bangkok 10210 Thailand"},{"name":"Center of Excellence on Environmental Health and Toxicology (EHT) Ministry of Education  Thailand"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5842-4330","authenticated-orcid":false,"given":"Somsak","family":"Ruchirawat","sequence":"additional","affiliation":[{"name":"Program on Chemical Sciences Chulabhorn Graduate Institute  906 Kamphaeng Phet 6 Laksi, Bangkok 10210 Thailand"},{"name":"Laboratory of Medicinal Chemistry Chulabhorn Research Institute  54 Kamphaeng Phet 6 Laksi, Bangkok 10210 Thailand"},{"name":"Center of Excellence on Environmental Health and Toxicology (EHT) Ministry of Education  Thailand"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2021,11,23]]},"reference":[{"key":"e_1_2_2_1_1","doi-asserted-by":"publisher","DOI":"10.3322\/caac.21660"},{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/cncr.33587"},{"key":"e_1_2_2_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1470-2045(19)30404-8"},{"key":"e_1_2_2_4_1","doi-asserted-by":"publisher","DOI":"10.1158\/0008-5472.CAN-07-6611"},{"key":"e_1_2_2_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molonc.2012.02.004"},{"key":"e_1_2_2_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0140-6736(20)30164-1"},{"key":"e_1_2_2_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41392-021-00572-w"},{"key":"e_1_2_2_8_1","doi-asserted-by":"publisher","DOI":"10.1634\/theoncologist.12-12-1443"},{"key":"e_1_2_2_9_1","doi-asserted-by":"publisher","DOI":"10.1038\/clpt.2010.96"},{"key":"e_1_2_2_10_1","doi-asserted-by":"publisher","DOI":"10.1158\/0008-5472.CAN-14-0118"},{"key":"e_1_2_2_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cell.2011.02.013"},{"key":"e_1_2_2_12_1","doi-asserted-by":"publisher","DOI":"10.1038\/nrc1736"},{"key":"e_1_2_2_13_1","doi-asserted-by":"publisher","DOI":"10.1038\/nm.3048"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/cpt.553"},{"key":"e_1_2_2_15_1","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1002\/9783527814695.ch9","volume-title":"Successful Drug Discovery","author":"Fairbrother W. 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