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
Grubisić, Sonja
Jovanović, Maja
Dulović, Marija
Marković, Ivanka

Klisurić, Olivera

Marinković, Aleksandar

Mitić, Dragana

Andjelković, Katarina

Todorović, Tamara

Article (Published version)

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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 & Drug Design, 2014, 84, 3, 333-341Publisher:
- Wiley, 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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Poljoprivredni fakultetTY - JOUR AU - Filipović, Nenad AU - Grubisić, Sonja AU - Jovanović, Maja AU - Dulović, Marija AU - Marković, Ivanka AU - Klisurić, Olivera AU - Marinković, Aleksandar AU - Mitić, Dragana AU - Andjelković, Katarina AU - Todorović, Tamara PY - 2014 UR - http://aspace.agrif.bg.ac.rs/handle/123456789/3446 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, 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 EP - 341 IS - 3 SP - 333 VL - 84 DO - 10.1111/cbdd.12322 ER -
@article{ author = "Filipović, Nenad and Grubisić, Sonja and Jovanović, Maja and Dulović, Marija and Marković, Ivanka and Klisurić, Olivera and Marinković, Aleksandar and Mitić, Dragana and Andjelković, 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, 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", pages = "341-333", number = "3", volume = "84", doi = "10.1111/cbdd.12322" }
Filipović, N., Grubisić, S., Jovanović, M., Dulović, M., Marković, I., Klisurić, O., Marinković, A., Mitić, D., Andjelković, 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, Hoboken., 84(3), 333-341. https://doi.org/10.1111/cbdd.12322
Filipović N, Grubisić S, Jovanović M, Dulović M, Marković I, Klisurić O, Marinković A, Mitić D, Andjelković 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 .
Filipović, Nenad, Grubisić, Sonja, Jovanović, Maja, Dulović, Marija, Marković, Ivanka, Klisurić, Olivera, Marinković, Aleksandar, Mitić, Dragana, Andjelković, 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 . .