Abstract

Unsymmetrical tetradentate Schiff base Fe(III) and Cu(II) complexes were prepared by the coordination of some unsymmetrical tetradentate Schiff base ligands with CuCl2·2H2O or FeCl3·6H2O. The obtained complexes were characterized by ESI-MS, IR, and UV-Vis. The spectroscopic data with typical signals are in agreement with the suggested molecular formulae of the complexes. Their cyclic voltammetric studies in acetonitrile solutions showed that the Cu(II)/Cu(I) and Fe(III)/Fe(II) reduction processes are at (−)1.882–(−) 1.782 V and at (−) 1.317–(−) 1.164 V, respectively. The in vitro cytotoxicity of obtained complexes was screened for KB and Hep-G2 human cancer cell lines. The results showed that almost unsymmetrical tetradentate Schiff base complexes have good cytotoxicity. The synthetic complexes bearing the unsymmetrical tetradentate Schiff base ligands with different substituted groups in the salicyl ring indicate different cytotoxicity. The obtained Fe(III) complexes are more cytotoxic than Cu(II) complexes and relative unsymmetric Schiff base ligands.

Highlights

  • Tetradentate salen-type Schiff bases obtained by the condensation of ethylendiamine derivatives with salicylaldehydes are attracted by many researchers because of their synthetic availability and interesting applications including catalytic, biological chemistry [1, 2] and coordination chemistry [3]

  • Schiff base complexes have been thoroughly studied and reported in the literature [15,16,17] recently, transition metal complexes with unsymmetrical tetradentate Schiff base ligands were reported for various applications [18,19,20,21]

  • Ultra-high performance liquid chromatography combined with hybrid quadrupole time-of-flight tandem mass spectra (UPLC-Q-TOF-MS) of the prepared unsymmetrical tetradentate Schiff base ligands were conducted on an ExionLC AC Series HPLC system coupled with a hybrid quadrupole time-of-flight tandem mass spectrometer (X500R QTOF System) equipped with Turboionspray source

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Summary

Introduction

Tetradentate salen-type Schiff bases obtained by the condensation of ethylendiamine derivatives with salicylaldehydes are attracted by many researchers because of their synthetic availability and interesting applications including catalytic, biological chemistry [1, 2] and coordination chemistry [3]. Transition metal complexes of tetradentate Schiff base ligands occupy a principal role in coordination chemistry for analysis, catalysis, materials science, and biochemistry [4,5,6,7]. Schiff base complexes have been thoroughly studied and reported in the literature [15,16,17] recently, transition metal complexes with unsymmetrical tetradentate Schiff base ligands were reported for various applications [18,19,20,21]. Some synthetic Cu(II) and Fe(III) complexes with unsymmetrical tetradentate Schiff base ligands show potential DNA binding ability and bioactivity [22,23,24,25,26]. We continue to describe the synthesis, characterization, and in vitro cytotoxicity of the copper(II) and iron(III) complexes with some unsymmetrical tetradentate Schiff bases

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