New Copper(I) Complex with a Coumarin as Ligand with Antibacterial Activity against Flavobacterium psychrophilum.

Maialen Aldabaldetrecu,Brenda Modak,Mario Tello,Pablo Arce,Mick Parra,Sarita Soto,Juan Guerrero

doi:10.3390/molecules25143183

Maialen Aldabaldetrecu, Brenda Modak + Show 5 more

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https://doi.org/10.3390/molecules25143183

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Abstract

A new copper (I) complex, [Cu(NN1)2](ClO4), was synthesized, where NN1 was a imine ligand 6-((quinolin-2-ylmethylene)amino)-2H-chromen-2-one obtained by a derivatization of natural compound coumarin. The structural characterization in solution was done by NMR techniques, UV-Vis and cyclic voltammetry. The potential antibacterial effect of [Cu(NN1)2](ClO4), was assessed for F. psychrophilum isolated 10094. F. psychrophilum is a Gram-negative bacterium which causes diseases such as bacterial cold-water disease and rainbow trout fry syndrome, causing large economic losses in the freshwater salmonid aquaculture industry. This complex show to have antibacterial activity against F. psychrophilum 10094 at non-cytotoxic concentration in cell line derived from trout (F. psychrophilum 10094 IC50 16.0 ± 0.9; RT-GUT IC50 53.0 ± 3.1 µg/mL).

Highlights

Flavobacterium psychrophilum is a Gram-negative bacterium, causative of septicemic disease “cold-water disease” (CWD) or “rainbow trout fry syndrome” (RTFS) in freshwater fish species worldwide and increased susceptibility to other diseases [1] generating serious economic losses
We report the synthesis of a new coordination a ligand derivate from coumarin 1-benzopyran-2-one, which presented a remarkable antibacterial complex [Cu(NN1)2]ClO4, (Figure1) where NN1 = 6-((quinolin-2-ylmethylene)amino)-2H-chromen-2activity against Flavobacterium psychrophilum, at non-cytotoxic concentrations
Since F. psychrophilum is a bacterial pathogen that affects a wide variety of salmonids, we evaluated the toxicity of the [Cu(NN1 )2 ]ClO4 complex in three different cell lines, Chinook salmon embryo (CHSE-214), Salmon Head Kidney-1 (SHK-1) and intestinal epithelial cell line (RT-GUT)

Summary

Introduction

Flavobacterium psychrophilum is a Gram-negative bacterium, causative of septicemic disease “cold-water disease” (CWD) or “rainbow trout fry syndrome” (RTFS) in freshwater fish species worldwide and increased susceptibility to other diseases [1] generating serious economic losses. It is present in non-salmonid fish as Anguilla anguilla, Plecoglossus altivelis and Tinca tinca [2]. The control and prophylactic strategies are based mainly on the use of antibiotics and vaccination. The antibiotics used in Chile are mainly florfenicol and oxytetracycline [4,5]. Identifying novel antibacterial drugs is of critical importance and natural products are an excellent source for Molecules 2020, 25, 3183; doi:10.3390/molecules25143183 www.mdpi.com/journal/molecules

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