Trans-Dichloridopalladium(II) and platinum(II) complexes with 2-(hydroxymethyl)pyridine and 2-(2-hydroxyethyl)pyridine

Synthesis, structural characterization, DNA binding and in vitro cytotoxicity studies

Ceyda Icsel, Veysel T. Yilmaz*, Ferda Ari, Engin Ulukaya, William T. A. Harrison

*Corresponding author for this work

Research output: Contribution to journalArticle

44 Citations (Scopus)

Abstract

Four trans-palladium(II)- and trans-platinum(II)-chlorido complexes, trans-[PdCl2(2-hmpy)2] (1), trans-[PtCl 2(2-hmpy)2] (2), trans-[PdCl2(2-hepy) 2] (3) and trans-[PtCl2(2-hepy)2] (4) (2-hmpy = 2-(hydroxymethyl)pyridine and 2-hepy = 2-(2-hydroxyethyl)pyridine), have been synthesized and characterized by elemental analysis, IR, NMR, and X-ray diffraction. The binding properties of these complexes with fish sperm DNA (FS-DNA) were investigated by UV titration, viscosity, thermal denaturation and electrophoresis measurements. The complexes can bind to FS-DNA and complex 4 exhibits the highest binding constant. Gel electrophoresis assay demonstrates that all the complexes can cleave the pCMV-βgal plasmid DNA to a different degree. The cytotoxic activities of the complexes were tested against four different cancer cell lines. In general, the platinum(II) complexes are more effective than the isostructural palladium(II) complexes. Complex 4 shows high anticancer activity, compared to transplatin, cisplatin, carboplatin and oxaliplatin.

Original languageEnglish
Pages (from-to)386-394
Number of pages9
JournalEuropean Journal of Medicinal Chemistry
Volume60
Early online date8 Dec 2012
DOIs
Publication statusPublished - Feb 2013

Fingerprint

Cytotoxicity
Platinum
Pyridine
oxaliplatin
Palladium
Electrophoresis
Fish
Spermatozoa
DNA
Fishes
Denaturation
Carboplatin
Titration
Viscosity
X-Ray Diffraction
Cisplatin
Assays
Plasmids
Hot Temperature
Gels

Keywords

  • 2-(2-Hydroxyethyl) pyridine
  • 2-(Hydroxymethyl)pyridine
  • Cytotoxic activity
  • DNA binding
  • Transplatinum complexes

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

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title = "Trans-Dichloridopalladium(II) and platinum(II) complexes with 2-(hydroxymethyl)pyridine and 2-(2-hydroxyethyl)pyridine: Synthesis, structural characterization, DNA binding and in vitro cytotoxicity studies",
abstract = "Four trans-palladium(II)- and trans-platinum(II)-chlorido complexes, trans-[PdCl2(2-hmpy)2] (1), trans-[PtCl 2(2-hmpy)2] (2), trans-[PdCl2(2-hepy) 2] (3) and trans-[PtCl2(2-hepy)2] (4) (2-hmpy = 2-(hydroxymethyl)pyridine and 2-hepy = 2-(2-hydroxyethyl)pyridine), have been synthesized and characterized by elemental analysis, IR, NMR, and X-ray diffraction. The binding properties of these complexes with fish sperm DNA (FS-DNA) were investigated by UV titration, viscosity, thermal denaturation and electrophoresis measurements. The complexes can bind to FS-DNA and complex 4 exhibits the highest binding constant. Gel electrophoresis assay demonstrates that all the complexes can cleave the pCMV-βgal plasmid DNA to a different degree. The cytotoxic activities of the complexes were tested against four different cancer cell lines. In general, the platinum(II) complexes are more effective than the isostructural palladium(II) complexes. Complex 4 shows high anticancer activity, compared to transplatin, cisplatin, carboplatin and oxaliplatin.",
keywords = "2-(2-Hydroxyethyl) pyridine, 2-(Hydroxymethyl)pyridine, Cytotoxic activity, DNA binding, Transplatinum complexes",
author = "Ceyda Icsel and Yilmaz, {Veysel T.} and Ferda Ari and Engin Ulukaya and Harrison, {William T. A.}",
note = "Acknowledgments This work is a part of a research project 111T099. We thank TUBITAK for the financial support given to the project.",
year = "2013",
month = "2",
doi = "10.1016/j.ejmech.2012.12.002",
language = "English",
volume = "60",
pages = "386--394",
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TY - JOUR

T1 - Trans-Dichloridopalladium(II) and platinum(II) complexes with 2-(hydroxymethyl)pyridine and 2-(2-hydroxyethyl)pyridine

T2 - Synthesis, structural characterization, DNA binding and in vitro cytotoxicity studies

AU - Icsel, Ceyda

AU - Yilmaz, Veysel T.

AU - Ari, Ferda

AU - Ulukaya, Engin

AU - Harrison, William T. A.

N1 - Acknowledgments This work is a part of a research project 111T099. We thank TUBITAK for the financial support given to the project.

PY - 2013/2

Y1 - 2013/2

N2 - Four trans-palladium(II)- and trans-platinum(II)-chlorido complexes, trans-[PdCl2(2-hmpy)2] (1), trans-[PtCl 2(2-hmpy)2] (2), trans-[PdCl2(2-hepy) 2] (3) and trans-[PtCl2(2-hepy)2] (4) (2-hmpy = 2-(hydroxymethyl)pyridine and 2-hepy = 2-(2-hydroxyethyl)pyridine), have been synthesized and characterized by elemental analysis, IR, NMR, and X-ray diffraction. The binding properties of these complexes with fish sperm DNA (FS-DNA) were investigated by UV titration, viscosity, thermal denaturation and electrophoresis measurements. The complexes can bind to FS-DNA and complex 4 exhibits the highest binding constant. Gel electrophoresis assay demonstrates that all the complexes can cleave the pCMV-βgal plasmid DNA to a different degree. The cytotoxic activities of the complexes were tested against four different cancer cell lines. In general, the platinum(II) complexes are more effective than the isostructural palladium(II) complexes. Complex 4 shows high anticancer activity, compared to transplatin, cisplatin, carboplatin and oxaliplatin.

AB - Four trans-palladium(II)- and trans-platinum(II)-chlorido complexes, trans-[PdCl2(2-hmpy)2] (1), trans-[PtCl 2(2-hmpy)2] (2), trans-[PdCl2(2-hepy) 2] (3) and trans-[PtCl2(2-hepy)2] (4) (2-hmpy = 2-(hydroxymethyl)pyridine and 2-hepy = 2-(2-hydroxyethyl)pyridine), have been synthesized and characterized by elemental analysis, IR, NMR, and X-ray diffraction. The binding properties of these complexes with fish sperm DNA (FS-DNA) were investigated by UV titration, viscosity, thermal denaturation and electrophoresis measurements. The complexes can bind to FS-DNA and complex 4 exhibits the highest binding constant. Gel electrophoresis assay demonstrates that all the complexes can cleave the pCMV-βgal plasmid DNA to a different degree. The cytotoxic activities of the complexes were tested against four different cancer cell lines. In general, the platinum(II) complexes are more effective than the isostructural palladium(II) complexes. Complex 4 shows high anticancer activity, compared to transplatin, cisplatin, carboplatin and oxaliplatin.

KW - 2-(2-Hydroxyethyl) pyridine

KW - 2-(Hydroxymethyl)pyridine

KW - Cytotoxic activity

KW - DNA binding

KW - Transplatinum complexes

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U2 - 10.1016/j.ejmech.2012.12.002

DO - 10.1016/j.ejmech.2012.12.002

M3 - Article

VL - 60

SP - 386

EP - 394

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

ER -