Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity

Božić, Bojana; Korać, Jelena; Stanković, Dalibor M.; Stanić, Marina; Romanović, Mima Č.; Pristov, Jelena Bogdanović; Spasić, Snežana; Popović‐Bijelić, Ana; Spasojević, Ivan; Bajcetic, Milica

doi:10.1016/j.freeradbiomed.2018.09.038

Cited by 18 publications

(28 citation statements)

References 34 publications

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“…The scientific literature reports a large diversity of species concerning both metal ions and ligands available for designing such effective anti-biofilm species ranging from simple to bulky ligands and acting as unidentate to multidentate species. A variety of complexes with anti-biofilm activity, ranging from species with known antibiotics or natural products to new synthetic ligands, mainly with low toxicity and chelating ability have been developed [ 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 , 74 , 75 , 76 , 77 , 78 , 79 , 80 , 81 , 82 , 83 , 84 , 85 , 86 , 87 , 88 , 89 , 90 , 91 , 92 , 93 , 94 , 95 , 96 , 97 , 98 , 99 , 100 , 101 , 102 , 103 , 104 , 105 , 106 , 107 , 108 , 109 , 110 , 111 , 112 , 113 , 114 , <...>…”

Section: Complexes With Antibiofilm Activitymentioning

confidence: 99%

“…The most recent data concerning these aspects are presented in this review, with highlights on examples of complexes with antibiotics [ 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 ], N-heterocycle derivatives [ 74 , 75 , 76 , 77 , 78 , 79 , 80 , 81 , 82 , 83 , 84 , 85 , 86 , 87 , 88 , 89 , 90 , 91 , 92 , 93 , 94 , 95 , 96 , 97 , 98 ], Schiff bases [ 99 , 100 , 101 , 102 , 103 , 104 , 105 , 106 , 107 , 108 ], biguanides [ 111 , 112 , 113 , 114 , 115 , 116 , 117 , 118 , 119 , …”

Section: Complexes With Antibiofilm Activitymentioning

confidence: 99%

“…Amoxicillin (amx) is a bacteriolytic β-lactam antibiotic that inhibits the carboxypeptidase and transpeptidase required for peptidoglycan biosynthesis. Several studies revealed that its complexation is important to enhance antibacterial activity [ 71 , 72 ], and as a result, its species with Cu(II), Zn(II) and Fe(III) in 1:1 molar ratio were synthesized and studied against E. coli . The Cu(II) and Fe(III) complexes were more potent compared with Zn(II) complex with amx both on planktonic and biofilm embedded strains, the involved mechanism being oxidation by the redox active cations [ 73 ].…”

Section: Complexes With Antibiofilm Activitymentioning

confidence: 99%

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Metal Complexes—A Promising Approach to Target Biofilm Associated Infections

2022

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Microbial biofilms are represented by sessile microbial communities with modified gene expression and phenotype, adhered to a surface and embedded in a matrix of self-produced extracellular polymeric substances (EPS). Microbial biofilms can develop on both prosthetic devices and tissues, generating chronic and persistent infections that cannot be eradicated with classical organic-based antimicrobials, because of their increased tolerance to antimicrobials and the host immune system. Several complexes based mostly on 3D ions have shown promising potential for fighting biofilm-associated infections, due to their large spectrum antimicrobial and anti-biofilm activity. The literature usually reports species containing Mn(II), Ni(II), Co(II), Cu(II) or Zn(II) and a large variety of multidentate ligands with chelating properties such as antibiotics, Schiff bases, biguanides, N-based macrocyclic and fused rings derivatives. This review presents the progress in the development of such species and their anti-biofilm activity, as well as the contribution of biomaterials science to incorporate these complexes in composite platforms for reducing the negative impact of medical biofilms.

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Section: Complexes With Antibiofilm Activitymentioning

confidence: 99%

Section: Complexes With Antibiofilm Activitymentioning

confidence: 99%

Section: Complexes With Antibiofilm Activitymentioning

confidence: 99%

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Metal Complexes—A Promising Approach to Target Biofilm Associated Infections

2022

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“…The potential impact of copper ions on antibiotic activity has been pointed out recently [ 1 ]. Evidence shows that Cu can impact the activity of antibiotics in a dual way: (1) by increasing the antimicrobial effects, as described in Cu-dependent compounds, or (2) through coordination and/or redox interactions [ 2 , 3 , 4 , 5 ]. Copper ions-dependent compounds with antibacterial activity have been identified against several multi-resistant bacteria [ 1 ].…”

Section: Introductionmentioning

confidence: 99%

The Impact of Copper Ions on the Activity of Antibiotic Drugs

2023

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Copper (Cu) is an essential trace metal and its concentration in body plasma is tightly regulated. An increase in Cu concentration in body fluids is observed in numerous pathological conditions, including infections caused by microorganisms. Evidence shows that Cu ions can impact the activity of antibiotics by increasing efficiency or diminishing/neutralizing antibiotic activity, forming complexes which may lead to antibiotic structure degradation. Herein, we represent the evidence available on Cu–antibiotic interactions and their possible impact on antimicrobial therapy efficiency. So far, in vitro studies described interactions between Cu ions and the majority of antibiotics in clinical use: penicillins, cephalosporins, carbapenems, macrolides, aminoglycosides, tetracyclines, fluoroquinolones, isoniazid, metronidazole. In vitro-described degradation or lower antimicrobial activity of amoxicillin, ampicillin, cefaclor, ceftriaxone, and meropenem in the presence of Cu ions suggest caution when using prescribed antibiotics in patients with altered Cu levels. On the other hand, several Cu-dependent compounds with antibacterial activity including the drug-resistant bacteria were discovered, such as thiosemicarbazones, disulfiram, dithiocarbamates, 8-hydroxiquinoline, phenanthrolines, pyrithione. Having in mind that the development of new antibiotics is already marked as inadequate and does not meet global needs, the potential of Cu–antibiotic interactions to change the efficiency of antimicrobial therapy requires further investigation.

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“…Thus, a systematic study of metal ion complexation with antibiotics is crucial for better comprehension of metal-ceftriaxone binding mechanisms in living tissues and organisms. The synthesis of such metal-antibiotic complexes is an important area of pharmacology and medical chemistry [20][21].…”

Section: Introductionmentioning

confidence: 99%

Complex of Ca(II) with Ceftriaxone: Synthesis, Structure, Spectral and Antibacterial Properties

Novikova¹,

Tsyplenkova²,

Кузубов³

et al. 2021

J. Sib. Fed. Chem.

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The calcium complex of ceftriaxone was synthesized and characterized by elemental, atomic-emission analysis, TGA, IR spectroscopy and density functional theory calculations. The luminescence and antibacterial properties of the ceftriaxone disodium and calcium complex were investigated. Ca(II) complex was obtained in a crystalline form, cell parameters of the compound were determined. Ceftriaxone was coordinated to the calcium ion by the oxygen of the triazine cycle in the 6th position, the nitrogen of the amine group of the thiazole ring, and the oxygens of the lactam carbonyl and carboxylate groups. The complex of Ca(II) with ceftriaxone was screened for antibacterial activity against Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa, and the results were compared with the activity of ceftriaxone disodium salt

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Coordination and redox interactions of β-lactam antibiotics with Cu2+ in physiological settings and the impact on antibacterial activity

Cited by 18 publications

References 34 publications

Metal Complexes—A Promising Approach to Target Biofilm Associated Infections

Metal Complexes—A Promising Approach to Target Biofilm Associated Infections

The Impact of Copper Ions on the Activity of Antibiotic Drugs

Complex of Ca(II) with Ceftriaxone: Synthesis, Structure, Spectral and Antibacterial Properties

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