New planar trans-copper(II) β-dithioester chelate complexes: synthesis, characterization, anticancer activity and DNA-binding/cleavage studies. Issue 4 (16th February 2017)

• Record Type: Journal Article
• Authors: Yadav, Manoj Kumar; Maurya, Akhilendra Kumar; Rajput, Gunjan; Manar, Krishna Kumar; Vinayak, Manjula; Drew, Michael G. B.; Singh, Nanhai
• Is Part Of: Journal of coordination chemistry. Volume 70:Issue 4(2017)
• Page Start: 565
• Page End: 583
• Publication Date: 2017-02-16
• Subjects: β-dithioester -- copper -- anticancer -- DNA binding; Coordination compounds -- Periodicals; 541.2242
• DOI: 10.1080/00958972.2016.1275589
• Languages: English
• ISSNs: 0095-8972

Abstract

Abstract: New planar trans -copper(II) β-dithioester complexes, [Cu(L)2 ] (L = methyl-3-hydroxy-(3-pyridyl)-2-propenedithioate (L1 in1 ), methyl-3-hydroxy-(2-naphthyl)-2-propenedithioate (L2 in2 ), methyl-3-hydroxy-3-( p -methoxyphenyl)-2-propenedithioate (L3 in3 ), methyl-3-hydroxy-3-( p -fluorophenyl)-2-propenedithioate (L4 in4 ), and methyl-3-hydroxy-3-( p -bromophenyl)-2-propenedithioate (L5 in5 )), have been synthesized and characterized by elemental (C, H, N and S) analysis, ESI-MS, IR, and UV-vis spectra. The structures of HL3 and its corresponding complex3 have been determined by X-ray crystallography. Electrochemical behavior of all complexes has been studied by cyclic voltammetry. All five planar complexes show efficient DNA-binding and DNA (PBR322)-cleavage in a concentration-dependent manner (1 > 3 > 5 > 2 > 4 ). Cleavage efficiency is enhanced in the presence of H2 O2 as well as ascorbic acid. However, the order of increased efficiency of Cu(II) chelates differs in the presence of H2 O2 as4 > 1 > 2 > 3 > 5 . Among these complexes, the pyridyl- and methoxy-functionalized1 and3 have shown higher self-activating capability in DNA-cleavage. All complexes show significant variation in IC50 on MCF-7 cell line. Additionally, treatment with the complexes gradually increases apoptotic cell death in dose-dependent manner in RAW 264.7 cell line. These findings highlight potential cancer protective nature of these complexes. Abstract :