dc.creator | Braun, Sebastian | |
dc.creator | Paskaš, Svetlana | |
dc.creator | Laube, Markus | |
dc.creator | George, Sven | |
dc.creator | Hofmann, Bettina | |
dc.creator | Lönnecke, Peter | |
dc.creator | Steinhilber, Dieter | |
dc.creator | Pietzsch, Jens | |
dc.creator | Mijatović, Sanja | |
dc.creator | Maksimović-Ivanić, Danijela | |
dc.creator | Hey-Hawkins, Evamarie | |
dc.date.accessioned | 2023-12-04T17:33:17Z | |
dc.date.available | 2023-12-04T17:33:17Z | |
dc.date.issued | 2023 | |
dc.identifier.issn | 1860-7179 | |
dc.identifier.uri | http://radar.ibiss.bg.ac.rs/handle/123456789/6431 | |
dc.description.abstract | The presence of inflammatory mediators in the tumor microenvironment,
such as cytokines, growth factors or eicosanoids,
indicate cancer-related inflammatory processes. Targeting these
inflammatory mediators and related signal pathways may offer
a rational strategy for the treatment of cancer. This study
focuses on the incorporation of metabolically stable, sterically
demanding, and hydrophobic dicarba-closo-dodecaboranes
(carboranes) into dual cyclooxygenase-2 (COX-2)/5-lipoxygenase
(5-LO) inhibitors that are key enzymes in the biosynthesis
of eicosanoids. The di-tert-butylphenol derivative tebufelone
represents a selective dual COX-2/5-LO inhibitor. The incorporation
of meta- or para-carborane into the tebufelone scaffold
resulted in eight carborane-based tebufelone analogs that
show no COX inhibition but 5-LO inhibitory activity in vitro. Cell
viability studies on HT29 colon adenocarcinoma cells revealed
that the observed antiproliferative effect of the para-carborane
analogs of tebufelone is enhanced by structural modifications
that include chain elongation in combination with introduction
of a methylene spacer resulting in higher anticancer activity
compared to tebufelone. Hence, this strategy proved to be a
promising approach to design potent 5-LO inhibitors with
potential application as cytostatic agents. | sr |
dc.language.iso | en | sr |
dc.publisher | Wiley-VCH GmbH | sr |
dc.relation | The European Social Fund | sr |
dc.relation | The German Research Foundation (Deutsche Forschungsgemeinschaft) | sr |
dc.relation | The Graduate School Leipzig School of Natural Sciences – Building with Molecules and Nanoobjects (BuildMoNa) | sr |
dc.relation | info:eu-repo/grantAgreement/MESTD/inst-2020/200007/RS// | sr |
dc.rights | openAccess | sr |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.source | ChemMedChem | sr |
dc.subject | bioisosteric replacement | sr |
dc.subject | cancer | sr |
dc.subject | carboranes | sr |
dc.subject | cyclooxygenase | sr |
dc.subject | lipoxygenase | sr |
dc.subject | tebufelone | sr |
dc.title | Carborane-Based Tebufelone Analogs and Their Biological Evaluation In Vitro | sr |
dc.type | article | sr |
dc.rights.license | BY-NC-ND | sr |
dc.rights.holder | © 2023 The Authors. ChemMedChem published by Wiley-VCH GmbH | sr |
dc.citation.issue | 14 | |
dc.citation.volume | 18 | |
dc.identifier.doi | 10.1002/cmdc.202300206 | |
dc.identifier.pmid | 37160667 | |
dc.identifier.pmid | 37160667 | |
dc.identifier.scopus | 2-s2.0-85159929043 | |
dc.identifier.wos | 000993897600001 | |
dc.citation.apa | Braun, Sebastian, Svetlana Paskaš, Markus Laube, Sven George, Bettina Hofmann, Peter Lönnecke, Dieter Steinhilber, Jens Pietzsch, Sanja Mijatović, Danijela Maksimović-Ivanić, and Evamarie Hey-Hawkins. 2023. “Carborane-Based Tebufelone Analogs and Their Biological Evaluation In Vitro.” ChemMedChem 18(14). | |
dc.citation.vancouver | Braun S, Paskaš S, Laube M, George S, Hofmann B, Lönnecke P, Steinhilber D, Pietzsch J, Mijatović S, Maksimović-Ivanić D, Hey-Hawkins E. Carborane-Based Tebufelone Analogs and Their Biological Evaluation In Vitro. ChemMedChem. 2023;18(14). | |
dc.citation.spage | e202300206 | |
dc.type.version | publishedVersion | sr |
dc.identifier.fulltext | https://radar.ibiss.bg.ac.rs/bitstream/id/16224/bitstream_16224.pdf | |
dc.citation.rank | M22 | |