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Copper(II) species with 1‐(o‐tolyl)biguanide: Structural characterization, ROS scavenging, antibacterial activity, biocompatibility and in silico studies

Copper(II) species with 1‐(o‐tolyl)biguanide: Structural characterization, ROS scavenging,... The species cis‐[Cu(tbg)2](ClO4)2 (CuTP) (tbg: 1‐(o‐tolyl)biguanide) was designed as a novel antimicrobial and biocompatible agent. The single‐crystal X‐ray diffraction revealed a mononuclear species with a very interesting structure consisting of two tautomeric forms of tbg arranged in a cis‐configuration. A complex hydrogen bond network with perchlorate anions involved in different interactions leads to a supramolecular structure. The EPR data indicated the formation of a stable cis‐trans mixture in dimethylsulfoxide. Moreover, the EPR experiments evidenced no activity against the superoxide radical (O2·−) but scavenging ability of the hydroxyl radical (HO·). This complex exhibited excellent antibacterial properties against planktonic and biofilm embedded gram‐negative (Klebsiella pneumoniae, Enterobacter cloacae) and gram‐positive (Bacillus subtilis, Lysteria monocytogenes) bacteria. The best efficiency was noticed against E. cloacae and L. monocytogenes with minimal inhibitory concentration and minimal biofilm eradication for a concentration value of 1.95 μg/ml. One of the possible mechanisms of antimicrobial activity is represented by reactive oxygen species (ROS) generation. The complex was not cytotoxic on L929 fibroblasts. The in silico analysis confirmed the drug‐likeness and safety profile of the tested compound and its potential for developing novel antimicrobial and therapeutic tools, targeting other clinical conditions besides infectious diseases. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Applied Organometallic Chemistry Wiley

Copper(II) species with 1‐(o‐tolyl)biguanide: Structural characterization, ROS scavenging, antibacterial activity, biocompatibility and in silico studies

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References (34)

Publisher
Wiley
Copyright
© 2022 John Wiley & Sons, Ltd.
ISSN
0268-2605
eISSN
1099-0739
DOI
10.1002/aoc.6471
Publisher site
See Article on Publisher Site

Abstract

The species cis‐[Cu(tbg)2](ClO4)2 (CuTP) (tbg: 1‐(o‐tolyl)biguanide) was designed as a novel antimicrobial and biocompatible agent. The single‐crystal X‐ray diffraction revealed a mononuclear species with a very interesting structure consisting of two tautomeric forms of tbg arranged in a cis‐configuration. A complex hydrogen bond network with perchlorate anions involved in different interactions leads to a supramolecular structure. The EPR data indicated the formation of a stable cis‐trans mixture in dimethylsulfoxide. Moreover, the EPR experiments evidenced no activity against the superoxide radical (O2·−) but scavenging ability of the hydroxyl radical (HO·). This complex exhibited excellent antibacterial properties against planktonic and biofilm embedded gram‐negative (Klebsiella pneumoniae, Enterobacter cloacae) and gram‐positive (Bacillus subtilis, Lysteria monocytogenes) bacteria. The best efficiency was noticed against E. cloacae and L. monocytogenes with minimal inhibitory concentration and minimal biofilm eradication for a concentration value of 1.95 μg/ml. One of the possible mechanisms of antimicrobial activity is represented by reactive oxygen species (ROS) generation. The complex was not cytotoxic on L929 fibroblasts. The in silico analysis confirmed the drug‐likeness and safety profile of the tested compound and its potential for developing novel antimicrobial and therapeutic tools, targeting other clinical conditions besides infectious diseases.

Journal

Applied Organometallic ChemistryWiley

Published: Jan 1, 2022

Keywords: antibacterial activity; biguanide complex; biofilm; in silico; structure

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