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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
Author(s) -
Filipović Nenad,
Grubišić Sonja,
Jovanović Maja,
Dulović Marija,
Marković Ivanka,
Klisurić Olivera,
Marinković Aleksandar,
Mitić Dragana,
Anđelković Katarina,
Todorović Tamara
Publication year - 2014
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/cbdd.12322
Subject(s) - chemistry , quinoline , lipophilicity , stereochemistry , cytotoxic t cell , cytotoxicity , denticity , cisplatin , hydrazone , cell culture , chelation , in vitro , biochemistry , metal , biology , organic chemistry , chemotherapy , genetics
Novel Pd( II ) complex with N‐heteroaromatic Schiff base ligand, derived from 8‐quinolinecarboxaldehyde (q8a) and ethyl hydrazinoacetate (ha OE t), 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.