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Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity

Authorized Users Only
2014
Authors
Filipovic, Nenad
Grubišić, Sonja
Jovanović, Maja
Dulovic, Marija
Markovic, Ivanka
Klisurić, Olivera
Marinković, Aleksandar D.
Mitić, Dragana
Anđelković, Katarina
Todorović, Tamara
Article (Published version)
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Abstract
Novel Pd(II) complex with N-heteroaromatic Schiff base ligand, derived from 8-quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (haOEt), was synthesized and characterized by analytical and spectroscopy methods. The structure of novel complex, as well as structures of its quinoline and pyridine analogues, was optimized by density functional theory calculations, and theoretical data show good agreement with experimental results. A cytotoxic action of the complexes was evaluated on cultures of human promyelocytic leukemia (HL-60), human glioma (U251), rat glioma (C6), and mouse fibrosarcoma (L929) cell lines. Among investigated compounds, only complexes with quinoline-based ligands reduce the cell numbers in a dose-dependent manner in investigated cell lines. The observed cytotoxic effect of two isomeric quinoline-based complexes is predominantly mediated through the induction of apoptotic cell death in HL-60 cell line. The cytotoxicity of most efficient novel Pd(II) complex is com...parable to the activity of cisplatin, in all cell lines investigated.

Keywords:
apoptosis / biological screening / chemical structure / palladium(II) complexes / X-ray crystallography
Source:
Chemical Biology & Drug Design, 2014, 84, 3, 333-341
Publisher:
  • Wiley-Blackwell, Hoboken
Funding / projects:
  • Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-172055)
  • Modulation of intracellular energy balance-controlling signalling pathways in therapy of cancer and neuro-immuno-endocrine disorders (RS-41025)

DOI: 10.1111/cbdd.12322

ISSN: 1747-0277

PubMed: 24636459

WoS: 000342978100009

Scopus: 2-s2.0-84905821443
[ Google Scholar ]
14
14
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1498
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Filipovic, Nenad
AU  - Grubišić, Sonja
AU  - Jovanović, Maja
AU  - Dulovic, Marija
AU  - Markovic, Ivanka
AU  - Klisurić, Olivera
AU  - Marinković, Aleksandar D.
AU  - Mitić, Dragana
AU  - Anđelković, Katarina
AU  - Todorović, Tamara
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1498
AB  - Novel Pd(II) complex with N-heteroaromatic Schiff base ligand, derived from 8-quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (haOEt), was synthesized and characterized by analytical and spectroscopy methods. The structure of novel complex, as well as structures of its quinoline and pyridine analogues, was optimized by density functional theory calculations, and theoretical data show good agreement with experimental results. A cytotoxic action of the complexes was evaluated on cultures of human promyelocytic leukemia (HL-60), human glioma (U251), rat glioma (C6), and mouse fibrosarcoma (L929) cell lines. Among investigated compounds, only complexes with quinoline-based ligands reduce the cell numbers in a dose-dependent manner in investigated cell lines. The observed cytotoxic effect of two isomeric quinoline-based complexes is predominantly mediated through the induction of apoptotic cell death in HL-60 cell line. The cytotoxicity of most efficient novel Pd(II) complex is comparable to the activity of cisplatin, in all cell lines investigated.
PB  - Wiley-Blackwell, Hoboken
T2  - Chemical Biology & Drug Design
T1  - Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity
VL  - 84
IS  - 3
SP  - 333
EP  - 341
DO  - 10.1111/cbdd.12322
ER  - 
@article{
author = "Filipovic, Nenad and Grubišić, Sonja and Jovanović, Maja and Dulovic, Marija and Markovic, Ivanka and Klisurić, Olivera and Marinković, Aleksandar D. and Mitić, Dragana and Anđelković, Katarina and Todorović, Tamara",
year = "2014",
abstract = "Novel Pd(II) complex with N-heteroaromatic Schiff base ligand, derived from 8-quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (haOEt), was synthesized and characterized by analytical and spectroscopy methods. The structure of novel complex, as well as structures of its quinoline and pyridine analogues, was optimized by density functional theory calculations, and theoretical data show good agreement with experimental results. A cytotoxic action of the complexes was evaluated on cultures of human promyelocytic leukemia (HL-60), human glioma (U251), rat glioma (C6), and mouse fibrosarcoma (L929) cell lines. Among investigated compounds, only complexes with quinoline-based ligands reduce the cell numbers in a dose-dependent manner in investigated cell lines. The observed cytotoxic effect of two isomeric quinoline-based complexes is predominantly mediated through the induction of apoptotic cell death in HL-60 cell line. The cytotoxicity of most efficient novel Pd(II) complex is comparable to the activity of cisplatin, in all cell lines investigated.",
publisher = "Wiley-Blackwell, Hoboken",
journal = "Chemical Biology & Drug Design",
title = "Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity",
volume = "84",
number = "3",
pages = "333-341",
doi = "10.1111/cbdd.12322"
}
Filipovic, N., Grubišić, S., Jovanović, M., Dulovic, M., Markovic, I., Klisurić, O., Marinković, A. D., Mitić, D., Anđelković, K.,& Todorović, T.. (2014). Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity. in Chemical Biology & Drug Design
Wiley-Blackwell, Hoboken., 84(3), 333-341.
https://doi.org/10.1111/cbdd.12322
Filipovic N, Grubišić S, Jovanović M, Dulovic M, Markovic I, Klisurić O, Marinković AD, Mitić D, Anđelković K, Todorović T. Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity. in Chemical Biology & Drug Design. 2014;84(3):333-341.
doi:10.1111/cbdd.12322 .
Filipovic, Nenad, Grubišić, Sonja, Jovanović, Maja, Dulovic, Marija, Markovic, Ivanka, Klisurić, Olivera, Marinković, Aleksandar D., Mitić, Dragana, Anđelković, Katarina, Todorović, Tamara, "Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity" in Chemical Biology & Drug Design, 84, no. 3 (2014):333-341,
https://doi.org/10.1111/cbdd.12322 . .

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