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Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation

A one-step synthetic procedure using the reaction of potassium bis(oxalato)platinate(II) with the corresponding N6-benzyladenosine derivative (nL) provided the [Pt(ox)(nL)(2)]∙1.5H(2)O oxalato (ox) complexes 1–5, involving the nL molecules as monodentate coordinated N-donor ligands. The complexes we...

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Autores principales: Štarha, Pavel, Popa, Igor, Trávníček, Zdeněk
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271696/
https://www.ncbi.nlm.nih.gov/pubmed/24662093
http://dx.doi.org/10.3390/molecules19033832
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author Štarha, Pavel
Popa, Igor
Trávníček, Zdeněk
author_facet Štarha, Pavel
Popa, Igor
Trávníček, Zdeněk
author_sort Štarha, Pavel
collection PubMed
description A one-step synthetic procedure using the reaction of potassium bis(oxalato)platinate(II) with the corresponding N6-benzyladenosine derivative (nL) provided the [Pt(ox)(nL)(2)]∙1.5H(2)O oxalato (ox) complexes 1–5, involving the nL molecules as monodentate coordinated N-donor ligands. The complexes were thoroughly characterized by elemental analysis, multinuclear ((1)H, (13)C, (15)N, (195)Pt) and two dimensional NMR, infrared and Raman spectroscopy, and mass spectrometry, proving their composition and purity as well as coordination of nL through the N7 atom of the purine moiety. Geometry of [Pt(ox)(4FL)(2)] (5) was optimized at the B3LYP/LANLTZ/6-311G** level of theory. The complexes were screened for their in vitro cytotoxicity against two human cancer cell lines (HOS osteosarcoma and MCF7 breast adenocarcinoma), but they did not show any effect up to the concentration of 50.0 µM (compounds 1, 2) or 20.0 µM (compounds 3–5).
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spelling pubmed-62716962018-12-20 Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation Štarha, Pavel Popa, Igor Trávníček, Zdeněk Molecules Article A one-step synthetic procedure using the reaction of potassium bis(oxalato)platinate(II) with the corresponding N6-benzyladenosine derivative (nL) provided the [Pt(ox)(nL)(2)]∙1.5H(2)O oxalato (ox) complexes 1–5, involving the nL molecules as monodentate coordinated N-donor ligands. The complexes were thoroughly characterized by elemental analysis, multinuclear ((1)H, (13)C, (15)N, (195)Pt) and two dimensional NMR, infrared and Raman spectroscopy, and mass spectrometry, proving their composition and purity as well as coordination of nL through the N7 atom of the purine moiety. Geometry of [Pt(ox)(4FL)(2)] (5) was optimized at the B3LYP/LANLTZ/6-311G** level of theory. The complexes were screened for their in vitro cytotoxicity against two human cancer cell lines (HOS osteosarcoma and MCF7 breast adenocarcinoma), but they did not show any effect up to the concentration of 50.0 µM (compounds 1, 2) or 20.0 µM (compounds 3–5). MDPI 2014-03-24 /pmc/articles/PMC6271696/ /pubmed/24662093 http://dx.doi.org/10.3390/molecules19033832 Text en © 2014 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Štarha, Pavel
Popa, Igor
Trávníček, Zdeněk
Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation
title Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation
title_full Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation
title_fullStr Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation
title_full_unstemmed Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation
title_short Platinum(II) Oxalato Complexes Involving Adenosine-Based N-Donor Ligands: Synthesis, Characterization and Cytotoxicity Evaluation
title_sort platinum(ii) oxalato complexes involving adenosine-based n-donor ligands: synthesis, characterization and cytotoxicity evaluation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271696/
https://www.ncbi.nlm.nih.gov/pubmed/24662093
http://dx.doi.org/10.3390/molecules19033832
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AT travnicekzdenek platinumiioxalatocomplexesinvolvingadenosinebasedndonorligandssynthesischaracterizationandcytotoxicityevaluation