Palladium(II) Complexes with N-Heteroaromatic Bidentate Hydrazone Ligands: The Effect of the Chelate Ring Size and Lipophilicity on in vitro Cytotoxic Activity
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2014
Authors
Filipović, Nenad R.Grubišić, Sonja
Jovanović, Maja
Dulović, Marija
Marković, Ivanka
Klisurić, Olivera
Marinković, Aleksandar
Mitić, Dragana
Anđelković, Katarina K.
Todorović, Tamara
Article (Published version)
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Show full item recordAbstract
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 crystallographySource:
Chemical Biology and Drug Design, 2014, 84, 3, 333-341Publisher:
- 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
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Filipović, Nenad R. AU - Grubišić, Sonja AU - Jovanović, Maja AU - Dulović, Marija AU - Marković, Ivanka AU - Klisurić, Olivera AU - Marinković, Aleksandar AU - Mitić, Dragana AU - Anđelković, Katarina K. AU - Todorović, Tamara PY - 2014 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1861 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 and 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 = "Filipović, Nenad R. and Grubišić, Sonja and Jovanović, Maja and Dulović, Marija and Marković, Ivanka and Klisurić, Olivera and Marinković, Aleksandar and Mitić, Dragana and Anđelković, Katarina K. 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 and 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" }
Filipović, N. R., Grubišić, S., Jovanović, M., Dulović, M., Marković, I., Klisurić, O., Marinković, A., Mitić, D., Anđelković, K. 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 and Drug Design Wiley-Blackwell, Hoboken., 84(3), 333-341. https://doi.org/10.1111/cbdd.12322
Filipović NR, Grubišić S, Jovanović M, Dulović M, Marković I, Klisurić O, Marinković A, Mitić D, Anđelković KK, 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 and Drug Design. 2014;84(3):333-341. doi:10.1111/cbdd.12322 .
Filipović, Nenad R., Grubišić, Sonja, Jovanović, Maja, Dulović, Marija, Marković, Ivanka, Klisurić, Olivera, Marinković, Aleksandar, Mitić, Dragana, Anđelković, Katarina K., 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 and Drug Design, 84, no. 3 (2014):333-341, https://doi.org/10.1111/cbdd.12322 . .