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Crystal Structures and in Vitro Anticancer Studies on New Unsymmetrical Copper(Ii) Schiff Base Complexes Derived From Meso-1,2-Diphenyl-1,2-Ethylenediamine: A Comparison With Related Symmetrical Ones Publisher



Behzad M1 ; Seifikar Ghomi L1 ; Damercheli M1 ; Mehravi B2 ; Shafiee Ardestani M3 ; Samari Jahromi H4 ; Abbasi Z1
Authors
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Authors Affiliations
  1. 1. Department of Chemistry, Semnan University, Semnan, Iran
  2. 2. Faculty of Advanced Technology in Medicine, Department of Medical Nanotechnology, Iran University of Medical Science, Tehran, Iran
  3. 3. Faculty of Pharmacy, Department of Radiopharmacy, Tehran University of Medical Sciences, Tehran, Iran
  4. 4. Environment and Biotechnology Division, Research Institute of Petroleum Industry (RIPI), Tehran, Iran

Source: Journal of Coordination Chemistry Published:2016


Abstract

Two new unsymmetrical copper(II) Schiff base complexes, [CuLn(py)]ClO4 (n = 1, 2) in which Ln represents a tridentate N2O type Schiff base ligand, were synthesized. Lns were derived from monocondensation of meso-1,2-diphenyl-1,2-ethylenediamine with salicylaldehyde or 3-methoxysalicylaldehyde. The reaction between [CuLn(py)]ClO4 and other salicylaldehyde derivatives resulted in new N2O2 unsymmetrical tetradentate CuII complexes, CuL3–6. Crystal structures of [CuL1(py)]ClO4, CuL4, and CuL5 were obtained. These new complexes as well as a series of related symmetrical ones (i.e. CuL7–12) were tested for their in vitro anticancer activity against human liver cancer cell line (Hep-G2) by MTT and apoptosis assay. All of the complexes showed considerable cytotoxic activity against tumor cell lines (IC50 = 5.13–16.24 μg mL−1). The symmetrical CuL7 was the most potent anticancer derivative (IC50 = 5.13 μg mL−1) compared to the control drug 5-FU (IC50 = 5.4 μg mL-1, p < 0.05). Flow cytometry experiments showed that the copper derivatives especially [CuL2(py)]ClO4 and CuL7 induced more apoptosis on Hep-G2 tumor cell lines compared to 5-FU. © 2016 Informa UK Limited, trading as Taylor & Francis Group.