https://m2.mtmt.hu/ hun 2026-06-13 11:33 true true 1 1 1 1 100 1 1 DESC publishedYear false ASC firstAuthor true ASC title true JournalArticle 3418038 VALIDATED true Funding Agency and Grant Number: National Research, Development, and Innovation Office, Hungary [NVKP_16-1-2016-0036]\n Funding text: This research was financially supported by the National Research, Development, and Innovation Office, Hungary [NVKP_16-1-2016-0036]. The ACS was funded by [NVKP_16-1-2016-0036].\n 0 2018-09-17T22:20:08.000+0000 false 3418038 2026-06-02T08:00:41.780+0000 2024-02-04T19:22:03.083+0000 2018-09-17T08:17:49.000+0000 true 10019782 Csámer Iván /api/admin/10019782 Admin true 10019782 2024-02-04T19:21:53.863+0000 2024-02-04T19:21:53.863+0000 2020-07-16T09:32:36.823+0000 true 10019782 Csámer Iván /api/admin/10019782 Admin true 10019782 2024-02-04T19:22:03.308+0000 true 10080205 Szalóky-Siki Ágnes /api/admin/10080205 Admin true true false true 24 24 /api/publicationtype/24 PublicationType 1 true 24 JournalArticle true 10000059 Article true 24 24 /api/publicationtype/24 PublicationType 1 true 24 JournalArticle /api/subtype/10000059 Szakcikk SubType 101 true 10000059 true 1 /api/category/1 Category true 1 Bárány, Péter Ferrocene-containing Impiridone (ONC201) Hybrids: Synthesis, DFT modelling, in vitro evaluation, and structure–activity relationships true true /api/journal/25013 REVIEWED true false 25013 false 25013 true 1431-5157 1420-3049 Journal FOREIGN 23 9 2248 2248 12 2018 Inspired by the well-established clinical evidence about the interplay between apoptotic TRAIL (tumour necrosis factor-related apoptosis-inducing ligand) mechanism and reactive oxygen species (ROS)-mediated oxidative stress, a set of novel ONC201 hybrids containing the impiridone core and one or two differently positioned ferrocenylalkyl groups were synthesised in our present work. These two types of residues have been implicated in the aforementioned mechanisms associated with cytotoxic activity. A straightforward, primary amine-based synthetic approach was used allowing the introduction of a variety of N-substituents into the two opposite regions of the heterocyclic skeleton. Reference model compounds with benzyl and halogenated benzyl groups were also synthesised and tested. The in vitro assays of the novel impiridones on five malignant cell lines disclosed characteristic structure-activity relationship (SAR) featuring significant substituent-dependent activity and cell-selectivity. A possible contribution of ROS-mechanism to the cytotoxicity of the novel metallocenes was suggested by density functional theory (DFT) studies on simplified models. Accordingly, unlike the mono-ferrocenylalkyl-substituted products, the compounds containing two ferrocenylalkyl substituents in the opposite regions of the impiridone core display a much more pronounced long-term cytotoxic effect against A-2058 cell line than do the organic impiridones including ONC201 and ONC212. Furthermore, the prepared bis-metallocene derivatives also present substantial activity against COLO-205-and EBC-1 cell lines. 2018 81125 true true true false true false GOLD 2026-06-02 true https://doi.org/10.3390/molecules23092248 15 0 15 6 7 14 14 13 12 13 13 5 5 6 9 0 15 6 15 6 0 1 1 Q1 true 10002260,10008627 false false false 2018-09-17T12:52:25.000+0000 2018-09-17T08:21:10.000+0000 Genetikai, Sejt- és Immunbiológiai Intézet (SE / AOK / I); Hevesy György Kémia Doktori Iskola (ELTE / TTK); MTA-ELTE Peptidkémiai Kutatócsoport (ELTE / TTK / KI); Szervetlen Kémiai Tanszék (ELTE / TTK / KI) 13 30 4 14 0 true Language 10002 /api/language/10002 Angol English true 2 true PersonAuthorship 10477732 /api/authorship/10477732 1 0.071 true false Author 10078434 /api/author/10078434 Bárány Péter Tibor true true Bárány Péter true false false AuthorshipType 1 /api/authorshiptype/1 0 true 0 true false 29047821 true PersonAuthorship 10477733 /api/authorship/10477733 2 0.071 false false Author 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/api/sjrrating/10762820 100 0.24 journal RatingType 10002 /api/ratingtype/10002 sjr true true ClassificationExternal 1601 /api/classificationexternal/1601 true 1601 true Q1 DIRECT true true /api/publication/3418038 <div class="JournalArticle Publication long-list"> <div class="authors"> <img title="Forrásközlemény" style="float: left" src="/frontend/resources/grid/publication-core-icon.png"> <img title="Idézőközlemény" style="float: left" src="/frontend/resources/grid/publication-citation-icon.png"> <div class="autype autype0"> <span class="author-name" mtid="10078434"><a href="/gui2/?type=authors&mode=browse&sel=10078434" target="_blank">Bárány Péter (<span class="authorship-author-name">Bárány Péter Tibor</span> <span class="authorAux-mtmt"> Szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/Hevesy György Kémia Doktori Iskola</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10002260"><a href="/gui2/?type=authors&mode=browse&sel=10002260" target="_blank">Szabó Rita (<span class="authorship-author-name">Szabó Rita (Oláhné)</span> <span class="authorAux-mtmt"> Sejtbiológia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/MTA-ELTE Peptidkémiai Kutatócsoport</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Kovács Imre </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10078497"><a href="/gui2/?type=authors&mode=browse&sel=10078497" target="_blank">Czuczi Tamás (<span class="authorship-author-name">Czuczi Tamás</span> <span class="authorAux-mtmt"> Kémia</span>) </a> </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10081149"><a href="/gui2/?type=authors&mode=browse&sel=10081149" target="_blank">Szabó Csenge Lilla (<span class="authorship-author-name">Szabó Csenge Lilla</span> <span class="authorAux-mtmt"> NMR spektroszkópia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/Hevesy György Kémia Doktori Iskola</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10062490"><a href="/gui2/?type=authors&mode=browse&sel=10062490" target="_blank">Takács A (<span class="authorship-author-name">Takács Angéla</span> <span class="authorAux-mtmt"> gyógyszerésztudományok</span>) </a> </span> <span class="author-affil"><span title="Semmelweis Egyetem">SE</span>/<span title="Általános Orvostudományi Kar">AOK</span>/<span title="Intézet">I</span>/Genetikai, Sejt- és Immunbiológiai Intézet</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10024189"><a href="/gui2/?type=authors&mode=browse&sel=10024189" target="_blank">Lajkó E (<span class="authorship-author-name">Lajkó Eszter</span> <span class="authorAux-mtmt"> sejtbiológia</span>) </a> </span> <span class="author-affil"><span title="Semmelweis Egyetem">SE</span>/<span title="Általános Orvostudományi Kar">AOK</span>/<span title="Intézet">I</span>/Genetikai, Sejt- és Immunbiológiai Intézet</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10027592"><a href="/gui2/?type=authors&mode=browse&sel=10027592" target="_blank">Láng O (<span class="authorship-author-name">Láng Orsolya</span> <span class="authorAux-mtmt"> sejtbiológia</span>) </a> </span> <span class="author-affil"><span title="Semmelweis Egyetem">SE</span>/<span title="Általános Orvostudományi Kar">AOK</span>/<span title="Intézet">I</span>/Genetikai, Sejt- és Immunbiológiai Intézet</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10000509"><a href="/gui2/?type=authors&mode=browse&sel=10000509" target="_blank">Kohidai LK (<span class="authorship-author-name">Kőhidai László</span> <span class="authorAux-mtmt"> Elméleti orvostudomány</span>) </a> </span> <span class="author-affil"><span title="Semmelweis Egyetem">SE</span>/<span title="Általános Orvostudományi Kar">AOK</span>/<span title="Intézet">I</span>/Genetikai, Sejt- és Immunbiológiai Intézet</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10002259"><a href="/gui2/?type=authors&mode=browse&sel=10002259" target="_blank">Schlosser G (<span class="authorship-author-name">Schlosser Gitta</span> <span class="authorAux-mtmt"> Tömegspektrometria</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/MTA-ELTE Peptidkémiai Kutatócsoport</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10002049"><a href="/gui2/?type=authors&mode=browse&sel=10002049" target="_blank">Bősze Sz (<span class="authorship-author-name">Bősze Szilvia</span> <span class="authorAux-mtmt"> Peptidkémia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/MTA-ELTE Peptidkémiai Kutatócsoport</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10001614"><a href="/gui2/?type=authors&mode=browse&sel=10001614" target="_blank">Mezo G (<span class="authorship-author-name">Mező Gábor</span> <span class="authorAux-mtmt"> Szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/MTA-ELTE Peptidkémiai Kutatócsoport</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="1355751"><a href="/gui2/?type=authors&mode=browse&sel=1355751" target="_blank">Hudecz F (<span class="authorship-author-name">Hudecz Ferenc</span> <span class="authorAux-mtmt"> Biomolekuláris kémia, immunkémia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/MTA-ELTE Peptidkémiai Kutatócsoport</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10008627"><a href="/gui2/?type=authors&mode=browse&sel=10008627" target="_blank">Csámpai A ✉ (<span class="authorship-author-name">Csámpai Antal</span> <span class="authorAux-mtmt"> Szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/Szervetlen Kémiai Tanszék</span> </div> </div> <div class="title"><a href="/gui2/?mode=browse&params=publication;3418038" target="_blank">Ferrocene-containing Impiridone (ONC201) Hybrids: Synthesis, DFT modelling, in vitro evaluation, and structure–activity relationships</a></div> <div> <span class="journal-title">MOLECULES</span> <span class="journal-issn">(<a target="_blank" href="https://portal.issn.org/resource/ISSN/1431-5157">1431-5157</a> <a target="_blank" href="https://portal.issn.org/resource/ISSN/1420-3049">1420-3049</a>)</span>: <span class="journal-volume">23</span> <span class="journal-issue">9</span> <span class="page"> Paper 2248. 12 p. </span> <span class="year">(2018)</span> </div> <div class="pub-footer"> <span class="language" xmlns="http://www.w3.org/1999/html">Nyelv: Angol | </span> <span class="identifiers"> <span class="id identifier oa_GOLD" title=" Gold "> <a style="color:blue" title="10.3390/molecules23092248" target="_blank" href="https://doi.org/10.3390/molecules23092248"> DOI </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="000447365100159" target="_blank" href="https://www.webofscience.com/wos/woscc/full-record/000447365100159"> WoS </a> </span> <span class="id identifier oa_GREEN" title=" Green "> <a style="color:black" title="67002" target="_blank" href="https://edit.elte.hu/xmlui/handle/10831/67002"> EDIT </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="85052867743" target="_blank" href="http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85052867743"> Scopus </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="30177664" target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=30177664&dopt=Abstract"> PubMed </a> </span> </span> <OnlyViewableByAuthor><div class="ratings"> <div class="journal-subject">Folyóirat szakterülete: Scopus - Chemistry (miscellaneous)&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Pharmaceutical Science&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Analytical Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Drug Discovery&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Medicine (miscellaneous)&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Organic Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Physical and Theoretical Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q2</div> <div class="journal-subject">Folyóirat szakterülete: Scopus - Molecular Medicine&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q3</div> </div></OnlyViewableByAuthor> <div class="publication-citation" style="margin-left: 0.5cm;"> <span title="Nyilvános idézőközlemények összesen, említések nélkül" class="citingPub-count">Nyilvános idéző összesen: 15</span> | Független: 6 | Függő: 9 | Nem jelölt: 0 | WoS jelölt: 13 | Scopus jelölt:&nbsp;12 | WoS/Scopus jelölt:&nbsp;13 | DOI jelölt:&nbsp;14 </div> <div class="publication-citation"> <a target="_blank" href="/api/publication?cond=citations.related;eq;3418038&sort=publishedYear,desc&sort=title"> Idézett közlemények száma: 1 </a> </div> <div class="mtid"><span class="long-pub-mtid">Közlemény: 3418038</span> | <span class="status-data status-VALIDATED"> Egyeztetett </span> <span class="oldId">Régi azonosító: 3418038</span> | Forrás Idéző | <span class="type-subtype">Folyóiratcikk ( Szakcikk ) </span> | <span class="pub-category">Tudományos</span> | <span class="publication-sourceOfData">Scopus</span> </div> <div class="lastModified">Utolsó módosítás: 2024.02.04. 20:22 Szalóky-Siki Ágnes (SE_KK_Admin5_SZSA, admin) </div> <pre class="comment" style="margin-top: 0; margin-bottom: 0;"><u>Megjegyzés</u>: Funding Agency and Grant Number: National Research, Development, and Innovation Office, Hungary [NVKP_16-1-2016-0036]\n Funding text: This research was financially supported by the National Research, Development, and Innovation Office, Hungary [NVKP_16-1-2016-0036]. The ACS was funded by [NVKP_16-1-2016-0036].\n</pre> </div></div>