https://m2.mtmt.hu/ hun 2026-09-21 16:49 JournalArticle 34096300 VALIDATED true Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Budapest, 1521, Hungary Eötvös Loránd Research Network (ELKH), Research Group of Peptide Chemistry, Eötvös Loránd University, Budapest, 1117, Hungary Department of Genetics, Cell and Immunobiology, Semmelweis University, Nagyvárad tér 4, Budapest, 1089, Hungary Department Chemie, Ludwig-Maximilians-Universitat München, Butenandtstr. 5-13, München, D-81377, Germany MS Proteomics Research Group, Research Centre for Natural Sciences, Budapest, 1117, Hungary Export Date: 7 September 2023 CODEN: MOLEF Correspondence Address: Keglevich, G.; Department of Organic Chemistry and Technology, Hungary; email: keglevich.gyorgy@vbk.bme.hu 0 false 2026-07-17T10:17:02.917+0000 2024-01-21T16:32:34.228+0000 2023-08-16T07:12:17.366+0000 true 10082338 Szalai Zsuzsanna /api/author/10082338 Author Szalai Zsuzsanna (szerves kémia) true 2026-03-26T11:37:34.340+0000 2023-09-04T12:39:49.570+0000 true 10062250 Molnár-Taga Márta /api/admin/10062250 Admin Molnár-Taga Márta (SE 4-es admin) true 10062250 Admin 10067876 /api/admin/10067876 Ladányi Gusztáv (MTMT API user, admin) Ladányi Gusztáv true true Admin 10013962 /api/admin/10013962 Vasvari Lilian (MTMT Központ, admin) Vasvari Lilian true 10013962 true 2024-10-17T16:34:06.430+0000 true false true 24 24 /api/publicationtype/24 PublicationType Folyóiratcikk 1 true 24 JournalArticle true 10000059 Article true 24 24 /api/publicationtype/24 PublicationType Folyóiratcikk 1 true 24 JournalArticle /api/subtype/10000059 Szakcikk SubType Szakcikk (Folyóiratcikk) 101 true 10000059 true 1 /api/category/1 Category Tudományos true 1 Szalai, Zsuzsanna true true /api/journal/25013 REVIEWED MOLECULES 1431-5157 1420-3049 true false 25013 false 25013 true 1431-5157 1420-3049 Journal FOREIGN 28 16 6037 6037 15 2023 New hydroxy-methylenebisphosphonic derivatives were prepared with different P-functions. The outcome of the reaction of α-oxophosphonates (YC(O)P(O)(OR)2) and dialkyl phosphites or diarylphosphine oxides depended on the Y substituent of the oxo-compound, the nature of the P-reagent and the amount of the diethylamine catalyst. Starting from dimethyl α-oxoethylphosphonate, in the presence of 5% of diethylamine, the corresponding Pudovik adduct was the single product. While using 40% of the catalyst, the rearranged species with the >P(O)–O–CH–P(O)< skeleton was the exclusive component. A similar reaction of α-oxobenzylphosphonate followed the rearrangement protocol. X-ray crystallography revealed not only the spatial structures of the three products, but also an intricate pattern evolving from the interplay of slight chemical differences, solvent inclusion and disorder as well as H-bridge patterns, which invite further investigation. In vitro activity of the compounds was assessed on different tumor cell cultures using end-point-type cell tetrazolium-based measurements. These structure–activity studies revealed a cytostatic effect for four rearranged derivatives containing aromatic units. One of them had a pronounced effect on MDA-MB 231 and Ebc-1 cells, showing IC50 = 37.8 and 25.9 µM, respectively. Funding 2030415 /api/funding/2030415 (K134318) false true true 2023 true true true false true false GOLD 2026-07-17 true https://doi.org/10.3390/molecules28166037 7 0 7 0 7 7 7 6 7 7 7 0 0 0 7 0 7 0 7 0 0 17 17 Folyóiratcikk Journal Article 24 6 Könyvrészlet Chapter in Book 25 1 Könyv Book 23 0 Egyéb konferenciaközlemény Conference paper 31 0 Egyéb konferenciakötet Conference proceedings 32 0 Oltalmi formák Protection forms 26 0 Disszertáció Thesis 28 0 Egyéb Miscellaneous 29 0 Alkotás Achievement 22 0 Kutatási adat Research data 33 0 Folyóiratcikk Journal Article 24 0 0 0 Könyvrészlet Chapter in Book 25 0 0 0 Könyv Book 23 0 0 0 Egyéb konferenciaközlemény Conference paper 31 0 0 0 Egyéb konferenciakötet Conference proceedings 32 0 0 0 Oltalmi formák Protection forms 26 0 0 0 Disszertáció Thesis 28 0 0 0 Egyéb Miscellaneous 29 0 0 0 Alkotás Achievement 22 0 0 0 Kutatási adat Research data 33 0 0 0 2024 0 1 0 1 0 2025 0 2 0 2 0 2026 0 4 0 4 0 Q1 false false false false 2023-09-03T07:26:29.084+0000 ELKH-ELTE Peptidkémiai Kutatócsoport (ELTE / TTK / KI); Genetikai, Sejt- és Immunbiológiai Intézet (SE / AOK / I); Oláh György Doktori Iskola (BME / EHBDT); Szerves Kémia és Technológia Tanszék (BME / VBK); Szerves Kémiai Intézet (HRN TTK) 6 33 5 8 0 true 10013962 10067876 Language 10002 /api/language/10002 Angol Angol English true 2 true PersonAuthorship 109590779 /api/authorship/109590779 Szalai, Zsuzsanna [Szalai, Zsuzsanna (szerves kémia), szerző] Szerves Kémia és Technológia Tanszék (BME / VBK); Oláh György Doktori Iskola (BME / EHBDT) 1 0.125 true false false Author 10082338 /api/author/10082338 Szalai Zsuzsanna (szerves kémia) Szalai Zsuzsanna true true Szalai Zsuzsanna true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 109590780 /api/authorship/109590780 Tóth, Boldizsár 2 0.125 false false false Tóth Boldizsár true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 109590781 /api/authorship/109590781 Szabó, Rita Oláhné [Szabó, Rita (Oláhné) (Sejtbiológia), szerző] Genetikai, Sejt- és Immunbiológiai Intézet (SE / AOK / I); ELKH-ELTE Peptidkémiai Kutatócsoport (ELTE / TTK / KI) 3 0.125 false false false Author 10002260 /api/author/10002260 Szabó Rita (Oláhné) (Sejtbiológia) Szabó Rita (Oláhné) true 10002260 true Szabó Rita Oláhné true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 109590782 /api/authorship/109590782 Bősze, Szilvia [Bősze, Szilvia (Peptidkémia), szerző] ELKH-ELTE Peptidkémiai Kutatócsoport (ELTE / TTK / KI) 4 0.125 false false false Author 10002049 /api/author/10002049 Bősze Szilvia (Peptidkémia) Bősze Szilvia true 10002049 true Bősze Szilvia true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 109590783 /api/authorship/109590783 Karaghiosoff, Konstantin 5 0.125 false false false Karaghiosoff Konstantin true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 109590784 /api/authorship/109590784 Czugler, Mátyás [Czugler, Mátyás (Kristálykémia, sz...), szerző] Szerves Kémia és Technológia Tanszék (BME / VBK) 6 0.125 false false false Author 10002800 /api/author/10002800 Czugler Mátyás (Kristálykémia, szupramolekuláris kémia, Röntgendiffrakció egykristályokon) Czugler Mátyás true 10002800 true Czugler Mátyás true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 109590785 /api/authorship/109590785 Drahos, László [Drahos, László (proteomika, tömeg...), szerző] Szerves Kémiai Intézet (HRN TTK) 7 0.125 false false false Author 10002323 /api/author/10002323 Drahos László (proteomika, tömegspektrometria) Drahos László true 10002323 true Drahos László true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PersonAuthorship 109590786 /api/authorship/109590786 Keglevich, György ✉ [Keglevich, György (Szerves kémia, fo...), szerző] Szerves Kémia és Technológia Tanszék (BME / VBK) 8 0.125 false true true Author 1272454 /api/author/1272454 Keglevich György (Szerves kémia, foszfororganikus környezetbarát kémia) Keglevich György true 1272454 true Keglevich György true false false AuthorshipType 1 /api/authorshiptype/1 Szerző 0 true 0 true false true PublicationIdentifier 24256704 /api/publicationidentifier/24256704 DOI: 10.3390/molecules28166037 PlainSource 6 /api/publicationsource/6 DOI PublicationSourceType 10001 /api/publicationsourcetype/10001 DOI true true true DOI DOI https://doi.org/@@@ true true 6 true GOLD true IDENTICAL 10.3390/molecules28166037 https://doi.org/10.3390/molecules28166037 false true PublicationIdentifier 24431374 /api/publicationidentifier/24431374 WoS: 001056681900001 PlainSource 1 /api/publicationsource/1 WoS PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true WoS WoS https://www.webofscience.com/wos/woscc/full-record/@@@ true true 1 true IDENTICAL 001056681900001 https://www.webofscience.com/wos/woscc/full-record/001056681900001 false true PublicationIdentifier 24332677 /api/publicationidentifier/24332677 Scopus: 85168749920 PlainSource 3 /api/publicationsource/3 Scopus PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true Scopus Scopus http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-@@@ true true 3 true IDENTICAL 85168749920 http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85168749920 false true PublicationIdentifier 24334568 /api/publicationidentifier/24334568 PubMed: 37630289 PlainSource 17 /api/publicationsource/17 PubMed PublicationSourceType 10003 /api/publicationsourcetype/10003 Indexelő adatbázis false true true PubMed PubMed http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=@@@&dopt=Abstract true true 17 true IDENTICAL 37630289 http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=37630289&dopt=Abstract false true SjrRating 11352629 /api/sjrrating/11352629 sjr:Q1 (2023) Scopus - Analytical Chemistry MOLECULES 1420-3049 1420-3049 37 0.24 journal RatingType 10002 /api/ratingtype/10002 sjr sjr true true ClassificationExternal 1602 /api/classificationexternal/1602 Scopus - Analytical Chemistry true 1602 true Q1 DIRECT true true Reference 44368623 /api/reference/44368623 1. 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(2023) MOLECULES 1431-5157 1420-3049 28 16<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="10082338"><a href="/gui2/?type=authors&mode=browse&sel=10082338" target="_blank">Szalai Zsuzsanna (<span class="authorship-author-name">Szalai Zsuzsanna</span> <span class="authorAux-mtmt"> szerves kémia</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék; <span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Egyetemi Habilitációs Bizottság és Doktori Tanács">EHBDT</span>/Oláh György Doktori Iskola</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Tóth Boldizsár </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10002260"><a href="/gui2/?type=authors&mode=browse&sel=10002260" target="_blank">Szabó Rita Oláhné (<span class="authorship-author-name">Szabó Rita (Oláhné)</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 title="Eötvös Loránd Tudományegyetem">ELTE</span>/<span title="Természettudományi Kar">TTK</span>/<span title="Kémiai Intézet">KI</span>/ELKH-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 Szilvia (<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>/ELKH-ELTE Peptidkémiai Kutatócsoport</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" >Karaghiosoff Konstantin </span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10002800"><a href="/gui2/?type=authors&mode=browse&sel=10002800" target="_blank">Czugler Mátyás (<span class="authorship-author-name">Czugler Mátyás</span> <span class="authorAux-mtmt"> Kristálykémia, szupramolekuláris kémia, Röntgen...</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="10002323"><a href="/gui2/?type=authors&mode=browse&sel=10002323" target="_blank">Drahos László (<span class="authorship-author-name">Drahos László</span> <span class="authorAux-mtmt"> proteomika, tömegspektrometria</span>) </a> </span> <span class="author-affil"><span title="Természettudományi Kutatóközpont">TTK</span>/Szerves Kémiai Intézet</span> ;&nbsp;&nbsp;&nbsp; <span class="author-name" mtid="1272454"><a href="/gui2/?type=authors&mode=browse&sel=1272454" target="_blank">Keglevich György ✉ (<span class="authorship-author-name">Keglevich György</span> <span class="authorAux-mtmt"> Szerves kémia, foszfororganikus környezetbarát ...</span>) </a> </span> <span class="author-affil"><span title="Budapesti Műszaki és Gazdaságtudományi Egyetem">BME</span>/<span title="Vegyészmérnöki és Biomérnöki Kar">VBK</span>/Szerves Kémia és Technológia Tanszék</span> </div> </div> <div class="title"><a href="/gui2/?mode=browse&params=publication;34096300" target="_blank">A Study of the Bisphosphonic Derivatives from the Pudovik Reaction of Dialkyl α-Oxophosphonates and >P(O)H Reagents: X-ray Structure and Bioactivity</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">28</span> <span class="journal-issue">16</span> <span class="page"> Paper 6037. 15 p. </span> <span class="year">(2023)</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/molecules28166037" target="_blank" href="https://doi.org/10.3390/molecules28166037"> DOI </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="001056681900001" target="_blank" href="https://www.webofscience.com/wos/woscc/full-record/001056681900001"> WoS </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="85168749920" target="_blank" href="http://www.scopus.com/record/display.url?origin=inward&eid=2-s2.0-85168749920"> Scopus </a> </span> <span class="id identifier oa_none" title="none"> <a style="color:blue" title="37630289" target="_blank" href="http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&list_uids=37630289&dopt=Abstract"> PubMed </a> </span> </span> <OnlyViewableByAuthor><div class="ratings"> <div class="journal-subject">Folyóirat szakterülete: Scopus - Analytical Chemistry&nbsp;&nbsp;&nbsp;SJR indikátor:&nbsp;Q1</div> <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 - 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: 7</span> | Független: 0 | Függő: 7 | Nem jelölt: 0 | WoS jelölt: 6 | Scopus jelölt:&nbsp;7 | WoS/Scopus jelölt:&nbsp;7 | DOI jelölt:&nbsp;7 </div> <div class="publication-citation"> <a target="_blank" href="/api/publication?cond=citations.related;eq;34096300&sort=publishedYear,desc&sort=title"> Idézett közlemények száma: 17 </a> </div> <div class="mtid"><span class="long-pub-mtid">Közlemény: 34096300</span> | <span class="status-data status-VALIDATED"> Egyeztetett </span> Forrás Idéző | <span class="type-subtype">Folyóiratcikk ( Szakcikk ) </span> | <span class="pub-category">Tudományos</span> | <span class="publication-sourceOfData">kézi felvitel</span> </div> <div class="funder"> (K134318) </div> <div class="lastModified">Utolsó módosítás: 2024.01.21. 17:32 Gömöry Ágnes (MTA TTK SZKI admin5) </div> <div class="lockedBy">Központi kezelésű 2024.10.17. 18:34 Ladányi Gusztáv (MTMT API user, admin) Vasvari Lilian (MTMT Központ, admin) </div> <pre class="comment" style="margin-top: 0; margin-bottom: 0;"><u>Megjegyzés</u>: Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Budapest, 1521, Hungary Eötvös Loránd Research Network (ELKH), Research Group of Peptide Chemistry, Eötvös Loránd University, Budapest, 1117, Hungary Department of Genetics, Cell and Immunobiology, Semm...</pre> </div></div>