Complexation of amoxicillin by transition metals: Physico-chemical and antibacterial activity evaluation

Hrioua, A.; Loudiki, A.; Farahi, A.; Laghrib, F.; Bakasse, M.; Lahrich, S.; Saqrane, S.; Mhammedi, M.A. El

doi:10.1016/j.bioelechem.2021.107936

Cited by 21 publications

(18 citation statements)

References 47 publications

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“…Therefore, this fact confirms the formation of some intermediate species, due to first contact between montmorillonite and amoxicillin. Similar behavior was observed by Hrioua et al [45], by synthesizing complexes containing Cu (II), Zn (II) and Fe (III) with amoxicillin, aiming to improve antibacterial activity against Escherichia. coli bacteria.…”

Section: Essaysupporting

confidence: 78%

“…coli bacteria. Thus, it is believed that, in addition to an electrostatic interaction due to constituents different surface charges, a chemical interaction may occur, such as the formation of a complex similar to that tested by [45], since montmorillonite has metals in its constitution (Mg, Fe and Al) that can interact with amoxicillin ionizable sites and can form metal-antibiotic complexes. More studies on this type of interaction should be carried out.…”

Section: Essaymentioning

confidence: 99%

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Amoxicillin Trihydrate Characterization and investigative adsorption using a Brazilian montmorillonite

et al. 2022

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The objective of this work was to investigate the adsorptive potential of a previously benefited and characterized brazilian montmorillonite sample, regarding amoxicillin trihydrate removal, a zwitterionic species, present in aqueous solutions. 500 mg capsule of antibiotic was properly characterized by XRD, FTIR, SEM/ EDS and surface charge measurement through Zeta potential. Amoxicillin aqueous solution and supernatants from adsorption essays were characterized by Molecular Absorption Spectrophotometry in Ultraviolet-Visible Region (UV/VIS), from 200 to 400 nm. Three investigative essays were performed, varying montmorillonite mass (0.050, 0.525 and 1.000 g) and contact time between substances (10, 95 and 180 min). Amoxicillin sample is crystalline, morphologically prismatic, essentially composed of carbon, nitrogen, sulfur, hydrogen and oxygen. Its zwitterionic character was confirmed by Zeta potential, presenting positive (pH 2 to 4), relatively neutral (pH 4 to 6), and negative (above pH 6) surface charges. Test results indicated that the highest removals (21.4 and 41.8 %) were for the largest clay mineral masses (0.525 and 1.000 g, respectively), with pHs close to amoxicillin pka 1 (2.68). Larger clay mineral masses have more adsorbent sites, which, associated with components opposite charges in desired pH range, promote a greater interaction. Thus, brazilian montmorillonite can promote amoxicillin removal from aqueous solutions.

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Section: Essaysupporting

confidence: 78%

Section: Essaymentioning

confidence: 99%

Amoxicillin Trihydrate Characterization and investigative adsorption using a Brazilian montmorillonite

et al. 2022

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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%

“…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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Zirconium-functionalized loofah biocomposite for adsorption catechol and amoxicillin

Wang

Liu

Han

et al. 2023

Korean J. Chem. Eng.

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Complexation of amoxicillin by transition metals: Physico-chemical and antibacterial activity evaluation

Cited by 21 publications

References 47 publications

Amoxicillin Trihydrate Characterization and investigative adsorption using a Brazilian montmorillonite

Amoxicillin Trihydrate Characterization and investigative adsorption using a Brazilian montmorillonite

Metal Complexes—A Promising Approach to Target Biofilm Associated Infections

Zirconium-functionalized loofah biocomposite for adsorption catechol and amoxicillin

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