Insights into the structure-activity relationships of chiral 1,2-diaminophenylalkane platinum(II) anticancer derivatives
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| 024 | 7 | 0 | |a 10.1007/s00775-015-1270-6 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00775-015-1270-6 | ||
| 245 | 0 | 0 | |a Insights into the structure-activity relationships of chiral 1,2-diaminophenylalkane platinum(II) anticancer derivatives |h [Elektronische Daten] |c [Gilles Berger, Luca Fusaro, Michel Luhmer, Joanna Czapla-Masztafiak, Ewelina Lipiec, Jakub Szlachetko, Yves Kayser, Daniel Fernandes, Jacinto Sá, François Dufrasne, Sophie Bombard] |
| 520 | 3 | |a The structure-activity relationships of chiral 1,2-diaminophenylalkane platinum(II) anticancer derivatives are studied, including interactions with telomeric- and genomic-like DNA sequences, the pKa of their diaqua species, structural properties obtained from DFT calculations and resonant X-ray emission spectroscopy. The binding modes of the compounds to telomeric sequences were elucidated, showing no major differences with conventional cis-platinum(II) complexes like cisplatin, supporting that the cis-square planar geometry governs the binding of small Pt(II) complexes to G4 structures. Double-stranded DNA platination kinetics and acid-base constants of the diaqua species of the compounds were measured and compared, highlighting a strong steric dependence of the DNA-binding kinetics, but independent to stereoisomerism. Structural features of the compounds are discussed on the basis of dispersion-corrected DFT, showing that the most active series presents conformers for which the platinum atom is well devoid of steric hindrance. If reactivity indices derived from conceptual DFT do not show evidences for different reactivity between the compounds, RXES experiments provide new insight into the availability of platinum orbitals for binding to nucleophiles. | |
| 540 | |a SBIC, 2015 | ||
| 690 | 7 | |a Cancer |2 nationallicence | |
| 690 | 7 | |a Platinum |2 nationallicence | |
| 690 | 7 | |a G-quadruplex |2 nationallicence | |
| 690 | 7 | |a Conceptual DFT |2 nationallicence | |
| 690 | 7 | |a RXES |2 nationallicence | |
| 700 | 1 | |a Berger |D Gilles |u Laboratoire de Chimie Pharmaceutique Organique, Université Libre de Bruxelles, Campus Plaine CP205/5, Bd du Triomphe, 1050, Brussels, Belgium |4 aut | |
| 700 | 1 | |a Fusaro |D Luca |u Laboratoire de Résonance Magnétique Nucléaire Haute Résolution, Université Libre de Bruxelles (ULB), Avenue F.D. Roosevelt 50, CP160/08, 1050, Brussels, Belgium |4 aut | |
| 700 | 1 | |a Luhmer |D Michel |u Laboratoire de Résonance Magnétique Nucléaire Haute Résolution, Université Libre de Bruxelles (ULB), Avenue F.D. Roosevelt 50, CP160/08, 1050, Brussels, Belgium |4 aut | |
| 700 | 1 | |a Czapla-Masztafiak |D Joanna |u The Henryk Niewodniczanski Institute of Nuclear Physics, Polish Academy of Sciences, Kraków, Poland |4 aut | |
| 700 | 1 | |a Lipiec |D Ewelina |u The Henryk Niewodniczanski Institute of Nuclear Physics, Polish Academy of Sciences, Kraków, Poland |4 aut | |
| 700 | 1 | |a Szlachetko |D Jakub |u Paul Scherrer Institute (PSI), Villigen, Switzerland |4 aut | |
| 700 | 1 | |a Kayser |D Yves |u Paul Scherrer Institute (PSI), Villigen, Switzerland |4 aut | |
| 700 | 1 | |a Fernandes |D Daniel |u Ångström Laboratory, Department of Chemistry, Uppsala University, Uppsala, Sweden |4 aut | |
| 700 | 1 | |a Sá |D Jacinto |u Ångström Laboratory, Department of Chemistry, Uppsala University, Uppsala, Sweden |4 aut | |
| 700 | 1 | |a Dufrasne |D François |u Laboratoire de Chimie Pharmaceutique Organique, Université Libre de Bruxelles, Campus Plaine CP205/5, Bd du Triomphe, 1050, Brussels, Belgium |4 aut | |
| 700 | 1 | |a Bombard |D Sophie |u Homéostasie Cellulaire et Cancer, UMR-S INSERM 1007, Université Paris Descartes, 45 rue des Saint-Pères, 75006, Paris, France |4 aut | |
| 773 | 0 | |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/5(2015-07-01), 841-853 |x 0949-8257 |q 20:5<841 |1 2015 |2 20 |o 775 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00775-015-1270-6 |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00775-015-1270-6 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Berger |D Gilles |u Laboratoire de Chimie Pharmaceutique Organique, Université Libre de Bruxelles, Campus Plaine CP205/5, Bd du Triomphe, 1050, Brussels, Belgium |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Fusaro |D Luca |u Laboratoire de Résonance Magnétique Nucléaire Haute Résolution, Université Libre de Bruxelles (ULB), Avenue F.D. Roosevelt 50, CP160/08, 1050, Brussels, Belgium |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Luhmer |D Michel |u Laboratoire de Résonance Magnétique Nucléaire Haute Résolution, Université Libre de Bruxelles (ULB), Avenue F.D. Roosevelt 50, CP160/08, 1050, Brussels, Belgium |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Czapla-Masztafiak |D Joanna |u The Henryk Niewodniczanski Institute of Nuclear Physics, Polish Academy of Sciences, Kraków, Poland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Lipiec |D Ewelina |u The Henryk Niewodniczanski Institute of Nuclear Physics, Polish Academy of Sciences, Kraków, Poland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Szlachetko |D Jakub |u Paul Scherrer Institute (PSI), Villigen, Switzerland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Kayser |D Yves |u Paul Scherrer Institute (PSI), Villigen, Switzerland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Fernandes |D Daniel |u Ångström Laboratory, Department of Chemistry, Uppsala University, Uppsala, Sweden |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Sá |D Jacinto |u Ångström Laboratory, Department of Chemistry, Uppsala University, Uppsala, Sweden |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Dufrasne |D François |u Laboratoire de Chimie Pharmaceutique Organique, Université Libre de Bruxelles, Campus Plaine CP205/5, Bd du Triomphe, 1050, Brussels, Belgium |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Bombard |D Sophie |u Homéostasie Cellulaire et Cancer, UMR-S INSERM 1007, Université Paris Descartes, 45 rue des Saint-Pères, 75006, Paris, France |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/5(2015-07-01), 841-853 |x 0949-8257 |q 20:5<841 |1 2015 |2 20 |o 775 | ||