Pentafluorophenyl Platinum(II) Complexes of PTA and Its N-Allyl and N-Benzyl Derivatives: Synthesis, Characterization and Biological Activity
Identifieur interne : 000548 ( Main/Exploration ); précédent : 000547; suivant : 000549Pentafluorophenyl Platinum(II) Complexes of PTA and Its N-Allyl and N-Benzyl Derivatives: Synthesis, Characterization and Biological Activity
Auteurs : Paolo Sgarbossa [Italie] ; Urszula Liwi Ska-Hill ; M. Fátima C. Guedes Da Silva ; Barbara Ba An W ; Aleksandra Pawlak ; Natalia Jackulak ; Dominik Poradowski ; Armando J. L. Pombeiro ; Piotr Smole Ski [Pologne]Source :
- Materials [ 1996-1944 ] ; 2019.
Abstract
From the well-known 1,3,5-triaza-phosphaadamantane (PTA,
Url:
DOI: 10.3390/ma12233907
PubMed: 31779206
PubMed Central: 6926962
Affiliations:
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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Pentafluorophenyl Platinum(II) Complexes of PTA and Its N-Allyl and N-Benzyl Derivatives: Synthesis, Characterization and Biological Activity</title><author><name sortKey="Sgarbossa, Paolo" sort="Sgarbossa, Paolo" uniqKey="Sgarbossa P" first="Paolo" last="Sgarbossa">Paolo Sgarbossa</name><affiliation wicri:level="4"><nlm:aff id="af1-materials-12-03907">Dipartimento di Ingegneria Industriale and CIRCC, Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi, Università di Padova, via Marzolo 9, 35131 Padova, Italy</nlm:aff><country xml:lang="fr">Italie</country><wicri:regionArea>Dipartimento di Ingegneria Industriale and CIRCC, Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi, Università di Padova, via Marzolo 9, 35131 Padova</wicri:regionArea><orgName type="university">Université de Padoue</orgName><placeName><settlement type="city">Padoue</settlement><region type="region" nuts="2">Vénétie</region></placeName></affiliation></author><author><name sortKey=" Liwi Ska Hill, Urszula" sort=" Liwi Ska Hill, Urszula" uniqKey=" Liwi Ska Hill U" first="Urszula" last=" Liwi Ska-Hill">Urszula Liwi Ska-Hill</name><affiliation><nlm:aff id="af2-materials-12-03907">Department of Analytical Chemistry, Faculty of Pharmacy, Wrocław Medical University, Borowska 211 A, 50-566 Wrocław, Poland;<email>urszula.sliwinska-hill@umed.wroc.pl</email></nlm:aff></affiliation></author><author><name sortKey="Guedes Da Silva, M Fatima C" sort="Guedes Da Silva, M Fatima C" uniqKey="Guedes Da Silva M" first="M. Fátima C." last="Guedes Da Silva">M. Fátima C. Guedes Da Silva</name><affiliation><nlm:aff id="af3-materials-12-03907">Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal;<email>fatima.guedes@tecnico.ulisboa.pt</email> (M.F.C.G.d.S.);<email>pombeiro@tecnico.ulisboa.pt</email> (A.J.L.P.)</nlm:aff></affiliation></author><author><name sortKey="Ba An W, Barbara" sort="Ba An W, Barbara" uniqKey="Ba An W B" first="Barbara" last="Ba An W">Barbara Ba An W</name><affiliation><nlm:aff id="af4-materials-12-03907">Department of Veterinary Microbiology, Wrocław University of Environmental and Life Sciences, Norwida 31, 50-375 Wrocław, Poland;<email>barbara.bazanow@upwr.edu.pl</email> (B.B.);<email>natalia.jackulak@upwr.edu.pl</email> (N.J.)</nlm:aff></affiliation></author><author><name sortKey="Pawlak, Aleksandra" sort="Pawlak, Aleksandra" uniqKey="Pawlak A" first="Aleksandra" last="Pawlak">Aleksandra Pawlak</name><affiliation><nlm:aff id="af5-materials-12-03907">Department of Biochemistry, Pharmacology and Toxicology, Wrocław University of Environmental and Life Sciences, Norwida 31, 50-375 Wrocław, Poland;<email>aleksandra.pawlak@upwr.edu.pl</email></nlm:aff></affiliation></author><author><name sortKey="Jackulak, Natalia" sort="Jackulak, Natalia" uniqKey="Jackulak N" first="Natalia" last="Jackulak">Natalia Jackulak</name><affiliation><nlm:aff id="af4-materials-12-03907">Department of Veterinary Microbiology, Wrocław University of Environmental and Life Sciences, Norwida 31, 50-375 Wrocław, Poland;<email>barbara.bazanow@upwr.edu.pl</email> (B.B.);<email>natalia.jackulak@upwr.edu.pl</email> (N.J.)</nlm:aff></affiliation></author><author><name sortKey="Poradowski, Dominik" sort="Poradowski, Dominik" uniqKey="Poradowski D" first="Dominik" last="Poradowski">Dominik Poradowski</name><affiliation><nlm:aff id="af6-materials-12-03907">Department of Biostructure and Animal Physiology, Wrocław University of Environmental and Life Sciences, Kożuchowska 1/3, 51-631 Wrocław, Poland;<email>dominik.poradowski@upwr.edu.pl</email></nlm:aff></affiliation></author><author><name sortKey="Pombeiro, Armando J L" sort="Pombeiro, Armando J L" uniqKey="Pombeiro A" first="Armando J. L." last="Pombeiro">Armando J. L. Pombeiro</name><affiliation><nlm:aff id="af3-materials-12-03907">Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal;<email>fatima.guedes@tecnico.ulisboa.pt</email> (M.F.C.G.d.S.);<email>pombeiro@tecnico.ulisboa.pt</email> (A.J.L.P.)</nlm:aff></affiliation></author><author><name sortKey="Smole Ski, Piotr" sort="Smole Ski, Piotr" uniqKey="Smole Ski P" first="Piotr" last="Smole Ski">Piotr Smole Ski</name><affiliation wicri:level="1"><nlm:aff id="af7-materials-12-03907">Faculty of Chemistry, University of Wroclaw, F. Joliot-Curie 14, 50-383 Wrocław, Poland</nlm:aff><country xml:lang="fr">Pologne</country><wicri:regionArea>Faculty of Chemistry, University of Wroclaw, F. Joliot-Curie 14, 50-383 Wrocław</wicri:regionArea><wicri:noRegion>50-383 Wrocław</wicri:noRegion></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PMC</idno><idno type="pmid">31779206</idno><idno type="pmc">6926962</idno><idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6926962</idno><idno type="RBID">PMC:6926962</idno><idno type="doi">10.3390/ma12233907</idno><date when="2019">2019</date><idno type="wicri:Area/Pmc/Corpus">000692</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">000692</idno><idno type="wicri:Area/Pmc/Curation">000692</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Curation">000692</idno><idno type="wicri:Area/Pmc/Checkpoint">000500</idno><idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Checkpoint">000500</idno><idno type="wicri:Area/Ncbi/Merge">000C56</idno><idno type="wicri:Area/Ncbi/Curation">000C56</idno><idno type="wicri:Area/Ncbi/Checkpoint">000C56</idno><idno type="wicri:Area/Main/Merge">000548</idno><idno type="wicri:Area/Main/Curation">000548</idno><idno type="wicri:Area/Main/Exploration">000548</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Pentafluorophenyl Platinum(II) Complexes of PTA and Its N-Allyl and N-Benzyl Derivatives: Synthesis, Characterization and Biological Activity</title><author><name sortKey="Sgarbossa, Paolo" sort="Sgarbossa, Paolo" uniqKey="Sgarbossa P" first="Paolo" last="Sgarbossa">Paolo Sgarbossa</name><affiliation wicri:level="4"><nlm:aff id="af1-materials-12-03907">Dipartimento di Ingegneria Industriale and CIRCC, Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi, Università di Padova, via Marzolo 9, 35131 Padova, Italy</nlm:aff><country xml:lang="fr">Italie</country><wicri:regionArea>Dipartimento di Ingegneria Industriale and CIRCC, Consorzio Interuniversitario per le Reattività Chimiche e la Catalisi, Università di Padova, via Marzolo 9, 35131 Padova</wicri:regionArea><orgName type="university">Université de Padoue</orgName><placeName><settlement type="city">Padoue</settlement><region type="region" nuts="2">Vénétie</region></placeName></affiliation></author><author><name sortKey=" Liwi Ska Hill, Urszula" sort=" Liwi Ska Hill, Urszula" uniqKey=" Liwi Ska Hill U" first="Urszula" last=" Liwi Ska-Hill">Urszula Liwi Ska-Hill</name><affiliation><nlm:aff id="af2-materials-12-03907">Department of Analytical Chemistry, Faculty of Pharmacy, Wrocław Medical University, Borowska 211 A, 50-566 Wrocław, Poland;<email>urszula.sliwinska-hill@umed.wroc.pl</email></nlm:aff></affiliation></author><author><name sortKey="Guedes Da Silva, M Fatima C" sort="Guedes Da Silva, M Fatima C" uniqKey="Guedes Da Silva M" first="M. Fátima C." last="Guedes Da Silva">M. Fátima C. Guedes Da Silva</name><affiliation><nlm:aff id="af3-materials-12-03907">Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal;<email>fatima.guedes@tecnico.ulisboa.pt</email> (M.F.C.G.d.S.);<email>pombeiro@tecnico.ulisboa.pt</email> (A.J.L.P.)</nlm:aff></affiliation></author><author><name sortKey="Ba An W, Barbara" sort="Ba An W, Barbara" uniqKey="Ba An W B" first="Barbara" last="Ba An W">Barbara Ba An W</name><affiliation><nlm:aff id="af4-materials-12-03907">Department of Veterinary Microbiology, Wrocław University of Environmental and Life Sciences, Norwida 31, 50-375 Wrocław, Poland;<email>barbara.bazanow@upwr.edu.pl</email> (B.B.);<email>natalia.jackulak@upwr.edu.pl</email> (N.J.)</nlm:aff></affiliation></author><author><name sortKey="Pawlak, Aleksandra" sort="Pawlak, Aleksandra" uniqKey="Pawlak A" first="Aleksandra" last="Pawlak">Aleksandra Pawlak</name><affiliation><nlm:aff id="af5-materials-12-03907">Department of Biochemistry, Pharmacology and Toxicology, Wrocław University of Environmental and Life Sciences, Norwida 31, 50-375 Wrocław, Poland;<email>aleksandra.pawlak@upwr.edu.pl</email></nlm:aff></affiliation></author><author><name sortKey="Jackulak, Natalia" sort="Jackulak, Natalia" uniqKey="Jackulak N" first="Natalia" last="Jackulak">Natalia Jackulak</name><affiliation><nlm:aff id="af4-materials-12-03907">Department of Veterinary Microbiology, Wrocław University of Environmental and Life Sciences, Norwida 31, 50-375 Wrocław, Poland;<email>barbara.bazanow@upwr.edu.pl</email> (B.B.);<email>natalia.jackulak@upwr.edu.pl</email> (N.J.)</nlm:aff></affiliation></author><author><name sortKey="Poradowski, Dominik" sort="Poradowski, Dominik" uniqKey="Poradowski D" first="Dominik" last="Poradowski">Dominik Poradowski</name><affiliation><nlm:aff id="af6-materials-12-03907">Department of Biostructure and Animal Physiology, Wrocław University of Environmental and Life Sciences, Kożuchowska 1/3, 51-631 Wrocław, Poland;<email>dominik.poradowski@upwr.edu.pl</email></nlm:aff></affiliation></author><author><name sortKey="Pombeiro, Armando J L" sort="Pombeiro, Armando J L" uniqKey="Pombeiro A" first="Armando J. L." last="Pombeiro">Armando J. L. Pombeiro</name><affiliation><nlm:aff id="af3-materials-12-03907">Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal;<email>fatima.guedes@tecnico.ulisboa.pt</email> (M.F.C.G.d.S.);<email>pombeiro@tecnico.ulisboa.pt</email> (A.J.L.P.)</nlm:aff></affiliation></author><author><name sortKey="Smole Ski, Piotr" sort="Smole Ski, Piotr" uniqKey="Smole Ski P" first="Piotr" last="Smole Ski">Piotr Smole Ski</name><affiliation wicri:level="1"><nlm:aff id="af7-materials-12-03907">Faculty of Chemistry, University of Wroclaw, F. Joliot-Curie 14, 50-383 Wrocław, Poland</nlm:aff><country xml:lang="fr">Pologne</country><wicri:regionArea>Faculty of Chemistry, University of Wroclaw, F. Joliot-Curie 14, 50-383 Wrocław</wicri:regionArea><wicri:noRegion>50-383 Wrocław</wicri:noRegion></affiliation></author></analytic><series><title level="j">Materials</title><idno type="eISSN">1996-1944</idno><imprint><date when="2019">2019</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"><p>From the well-known 1,3,5-triaza-phosphaadamantane (PTA, <bold>1a</bold>), the novel N-allyl and N-benzyl tetrafuoroborate salts 1-allyl-1-azonia-3,5-diaza-7-phosphaadamantane (APTA(BF<sub>4</sub>), <bold>1b</bold>) and 1-benzyl-1-azonia-3,5-diaza-7-phosphaadamantane (BzPTA(BF<sub>4</sub>), <bold>1c</bold>) were obtained. These phosphines were then allowed to react with (Pt(μ-Cl)(C<sub>6</sub>F<sub>5</sub>)(tht))<sub>2</sub> (tht = tetrahydrothiophene) affording the water soluble Pt(II) complexes <italic>trans-</italic>(PtCl(C<sub>6</sub>F<sub>5</sub>)(PTA)<sub>2</sub>) (<bold>2a</bold>) and its bis-cationic congeners <italic>trans-</italic>(PtCl(C<sub>6</sub>F<sub>5</sub>)(APTA)<sub>2</sub>)(BF<sub>4</sub>)<sub>2</sub> (<bold>2b</bold>) and <italic>trans-</italic>(PtCl(C<sub>6</sub>F<sub>5</sub>)(BzPTA)<sub>2</sub>)(BF<sub>4</sub>)<sub>2</sub> (<bold>2c</bold>). The compounds were fully characterized by multinuclear NMR, ESI-MS, elemental analysis and (for <bold>2a</bold>) also by single crystal X-ray diffraction, which proved the <italic>trans</italic> configuration of the phosphine ligands. Furthermore, in order to evaluate the cytotoxic activities of all complexes the normal human dermal fibroblast (NHDF) cell culture were used. The antineoplastic activity of the investigated compounds was checked against the human lung carcinoma (A549), epithelioid cervix carcinoma (HeLa) and breast adenocarcinoma (MCF-7) cell cultures. Interactions between the complexes and human serum albumin (HSA) using fluorescence spectroscopy and circular dichroism spectroscopy (CD) were also investigated.</p></div></front><back><div1 type="bibliography"><listBibl><biblStruct><analytic><author><name sortKey="Gonsalvi, L" uniqKey="Gonsalvi L">L. Gonsalvi</name></author><author><name sortKey="Guerriero, A" uniqKey="Guerriero A">A. Guerriero</name></author><author><name sortKey="Hapiot, F" uniqKey="Hapiot F">F. Hapiot</name></author><author><name sortKey="Krogstad, D A" uniqKey="Krogstad D">D.A. Krogstad</name></author><author><name sortKey="Monflier, E" uniqKey="Monflier E">E. Monflier</name></author><author><name sortKey="Reginato, G" uniqKey="Reginato G">G. 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Leckband</name></author></analytic></biblStruct></listBibl></div1></back></TEI><affiliations><list><country><li>Italie</li><li>Pologne</li></country><region><li>Vénétie</li></region><settlement><li>Padoue</li></settlement><orgName><li>Université de Padoue</li></orgName></list><tree><noCountry><name sortKey=" Liwi Ska Hill, Urszula" sort=" Liwi Ska Hill, Urszula" uniqKey=" Liwi Ska Hill U" first="Urszula" last=" Liwi Ska-Hill">Urszula Liwi Ska-Hill</name><name sortKey="Ba An W, Barbara" sort="Ba An W, Barbara" uniqKey="Ba An W B" first="Barbara" last="Ba An W">Barbara Ba An W</name><name sortKey="Guedes Da Silva, M Fatima C" sort="Guedes Da Silva, M Fatima C" uniqKey="Guedes Da Silva M" first="M. Fátima C." last="Guedes Da Silva">M. Fátima C. Guedes Da Silva</name><name sortKey="Jackulak, Natalia" sort="Jackulak, Natalia" uniqKey="Jackulak N" first="Natalia" last="Jackulak">Natalia Jackulak</name><name sortKey="Pawlak, Aleksandra" sort="Pawlak, Aleksandra" uniqKey="Pawlak A" first="Aleksandra" last="Pawlak">Aleksandra Pawlak</name><name sortKey="Pombeiro, Armando J L" sort="Pombeiro, Armando J L" uniqKey="Pombeiro A" first="Armando J. L." last="Pombeiro">Armando J. L. Pombeiro</name><name sortKey="Poradowski, Dominik" sort="Poradowski, Dominik" uniqKey="Poradowski D" first="Dominik" last="Poradowski">Dominik Poradowski</name></noCountry><country name="Italie"><region name="Vénétie"><name sortKey="Sgarbossa, Paolo" sort="Sgarbossa, Paolo" uniqKey="Sgarbossa P" first="Paolo" last="Sgarbossa">Paolo Sgarbossa</name></region></country><country name="Pologne"><noRegion><name sortKey="Smole Ski, Piotr" sort="Smole Ski, Piotr" uniqKey="Smole Ski P" first="Piotr" last="Smole Ski">Piotr Smole Ski</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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