Please use this identifier to cite or link to this item: http://hdl.handle.net/11452/30753
Title: Methyl substituent effect on one-dimensional copper(II) coordination polymers containing biologically active ligands: Synthesis, characterization, DNA interactions and cytotoxicities
Authors: Zorlu, Yunus
Bursa Uludağ Üniversitesi/Fen-Edebiyat Fakültesi/Kimya Bölümü.
0000-0003-4944-0181
0000-0002-0483-9642
0000-0002-3595-6286
0000-0003-4495-8723
Şenel, Pelin
İnci, Duygu
Aydın, Rahmiye
Huriyet, Huzeyfe
Çinkılıç, Nilüfer
AAH-8936-2021
AAP-5959-2020
AAH-5296-2021
G-2201-2019
55346251000
55082306300
57201093675
26533892300
56261495600
Keywords: Chemistry
10-phenanthroline and derivatives
Copper(II) complexes
DNA interactions and cytotoxicity
Tryptophan
Crystal-structure
Amino-acids
Complexes
Binding
Mononuclear
Cleavage
Ternary
Photocleavage
Fluorescence
Derivatives
Absorption spectroscopy
Amino acids
Binding energy
Cell culture
Chelation
Complexation
Coordination reactions
DNA
Electrophoresis
Polymers
Scavenging
Spectroscopic analysis
Synthesis (chemical)
Agarose gel electrophoresis
Biologically active ligands
Calf thymus DNA (ct-DNA)
Copper complexes
DNA interaction
Human tumor cell lines
One-dimensional coordination polymer
Copper compounds
Issue Date: 24-Jul-2019
Publisher: Wiley
Citation: Şenel, P. vd. (2019). ''Methyl substituent effect on one-dimensional copper(II) coordination polymers containing biologically active ligands: Synthesis, characterization, DNA interactions and cytotoxicities''. Applied Organometallic Chemistry, 33(10).
Abstract: Three novel water-soluble copper(II) complexes - {[Cu(phen)(trp)]ClO4 center dot 3H(2)O}(n) (1), {[Cu(4-mphen)(trp)]ClO4 center dot 3H(2)O}(n) (2) and [[Cu(dmphen)(trp)(MeOH)][Cu(dmphen)(trp)(NO3)]]NO3 (3) (phen: 1,10-phenanthroline; 4-mphen: 4-methyl-1,10-phenanthroline; dmphen: 4,7-dimethyl-1,10-phenanthroline; trp: l-tryptophan) - have been synthesized and characterized using various techniques. Complexes 1 and 2 are isostructural, and exist as one-dimensional coordination polymers. Complex 3 consists of two discrete copper(II) complexes containing [Cu(trp)(dmphen)(MeOH)](+), [Cu(trp)(dmphen)(NO3)] and one nitrate anion. The binding interaction of the complexes with calf thymus DNA (CT-DNA) was investigated using thermal denaturation, electronic absorption and emission spectroscopic methods, revealing that the complexes could interact with CT-DNA via a moderate intercalation mode. The binding activity of the complexes to CT-DNA follows the order: 3 > 2 > 1. The pUC19 DNA cleavage activity of the complexes was investigated in the absence and presence of external agents using the agarose gel electrophoresis method. Especially, in the presence of H2O2 as an activator, the pUC19 DNA cleavage abilities of the complexes are clearly enhanced at low concentration. Addition of hydroxyl radical scavenger dimethylsulfoxide shows a marked inhibition of the pUC19 DNA cleavage activity of the complexes. In vitro cytotoxic effect of the complexes was examined on human tumor cell lines (Caco-2, A549 and MCF-7) and healthy cells (BEAS-2B). The potent cytotoxic effect of complex 3, with IC50 values of 1.04, 1.16 and 1.72 mu M, respectively, is greater relative to clinically used cisplatin (IC50 = 22.70, 31.1 and 22.2 mu M) against the Caco-2, A549 and MCF-7 cell lines.
URI: https://doi.org/10.1002/aoc.5122
https://onlinelibrary.wiley.com/doi/10.1002/aoc.5122
http://hdl.handle.net/11452/30753
ISSN: 0268-2605
1099-0739
Appears in Collections:Scopus
Web of Science

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