New insights into two ciprofloxacin-intercalated arrangements for layered double hydroxide carrier materials

Cherif, Nawal Fodil; Constantino, Vera Regina Leopoldo; Hamdaoui, Oualid; Leroux, Fabrice; Taviot-Guého, Christine

doi:10.1039/d0nj00045k

Cited by 13 publications

(3 citation statements)

References 54 publications

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“…The collection of the results that we presented, as well as some observations based on visual inspection of the trajectories, allow us to introduce some comments on the binding modes of the carboxylate moieties, by analogy with their binding modes in the presence of a metal [62][63][64][65]. Surely, such units are key to driving the interaction between molecules containing carboxylate units and the layer, as it has been clearly shown by extracting a one-dimensional electron density map from X-ray diffraction experiments [66]. In our case, the dramatic change in the orientational state of SUC corresponds to a change from bidentate bridging binding (each O of one carboxylate interacts with a different surface) to bidentate chelating (both O interacting with the same surface).…”

Section: Resultsmentioning

confidence: 72%

Structural and Vibrational Properties of Carboxylates Intercalated into Layered Double Hydroxides: A Joint Computational and Experimental Study

Porwal,

André,

Carof

et al. 2024

Molecules

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Layered double hydroxides (LDHs) are fascinating clay-like materials that display versatile properties, making them an extremely fertile playground for diverse applications, ranging from bio-compatible materials to the pharmaceutical industry to catalysis and photocatalysis. When intercalating organic and bio-organic species between the inorganic layers, such materials are named hybrid LDHs. The structure–property relation in these systems is particularly relevant, since most of the properties of the materials may be fine-tuned if a comprehensive understanding of the microscopic structure in the interlamellar space is achieved, especially with respect to the reorganization under water uptake (swelling). In this work, we combined experiments and simulations to rationalize the behavior of LDHs intercalating three carboxylates, the general structure of which can be given as [Mg4Al2(OH)12]A2−·XH2O (with A2− = succinate, aspartate, or glutamate and X representing increasing water content). Following this strategy, we were able to provide an interpretation of the different shapes observed for the experimental water adsorption isotherms and for the evolution of the infrared carboxylate band of the anions. Apart from small differences, due to the different reorganization of the conformational space under confinement, the behavior of the two amino acids is very similar. However, such behavior is quite different in the case of succinate. We were able to describe the different response of the anions, which has a significant impact on the isotherm and on the size of the interlamellar region, in terms of a different interaction mechanism with the inorganic layer.

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Section: Resultsmentioning

confidence: 72%

Structural and Vibrational Properties of Carboxylates Intercalated into Layered Double Hydroxides: A Joint Computational and Experimental Study

Porwal,

André,

Carof

et al. 2024

Molecules

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“…The intercalated species studied cover a wide range of properties such as anti-inflammatory, antibiotic, antitumor, anticoagulant, antimicrobial, antidepressant, and antioxidant properties [ 44 , 45 ]. We have worked on the development of LDH host matrices for use as carriers of anionic species derived, for instance, from ibuprofen [ 46 ], sulindac [ 47 ], mefenamic acid [ 48 ], coumaric acid [ 49 , 50 ], pravastatin [ 51 ], naproxen [ 43 ], norbixin [ 52 ], and ciprofloxacin [ 53 ]. For some LDH materials, in vivo tests for phases intercalated with chloride ions (Mg 2 Al–Cl and Zn 2 Al–Cl [ 42 ], Mg 4 FeAl–Cl and Zn 4 FeAl–Cl [ 43 ]), or coumarate (Mg 2 Al–Cou and Zn 2 Al–Cou) [ 49 ] were performed to assess their biocompatibility by intramuscular implants, while in vitro assays of intercalated sulindac (Mg 2 Al–Sul and Zn 2 Al–Sul) [ 47 ] and mefenamate (Mg 2 Al–Mef) [ 48 ] materials were also studied.…”

Section: Introductionmentioning

confidence: 99%

Development of Dipeptide N–acetyl–L–cysteine Loaded Nanostructured Carriers Based on Inorganic Layered Hydroxides

et al. 2023

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N–acetyl–L–cysteine (NAC), a derivative of the L–cysteine amino acid, presents antioxidant and mucolytic properties of pharmaceutical interest. This work reports the preparation of organic-inorganic nanophases aiming for the development of drug delivery systems based on NAC intercalation into layered double hydroxides (LDH) of zinc–aluminum (Zn2Al–NAC) and magnesium–aluminum (Mg2Al–NAC) compositions. A detailed characterization of the synthesized hybrid materials was performed, including X-ray diffraction (XRD) and pair distribution function (PDF) analysis, infrared and Raman spectroscopies, solid-state 13carbon and 27aluminum nuclear magnetic resonance (NMR), simultaneous thermogravimetric and differential scanning calorimetry coupled to mass spectrometry (TG/DSC–MS), scanning electron microscopy (SEM), and elemental chemical analysis to assess both chemical composition and structure of the samples. The experimental conditions allowed to isolate Zn2Al–NAC nanomaterial with good crystallinity and a loading capacity of 27.3 (m/m)%. On the other hand, NAC intercalation was not successful into Mg2Al–LDH, being oxidized instead. In vitro drug delivery kinetic studies were performed using cylindrical tablets of Zn2Al–NAC in a simulated physiological solution (extracellular matrix) to investigate the release profile. After 96 h, the tablet was analyzed by micro-Raman spectroscopy. NAC was replaced by anions such as hydrogen phosphate by a slow diffusion-controlled ion exchange process. Zn2Al–NAC fulfil basic requirements to be employed as a drug delivery system with a defined microscopic structure, appreciable loading capacity, and allowing a controlled release of NAC.

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“…LDH with antimicrobial properties can be prepared by selecting a proper composition of the layers and of the interlayer and by exploiting the surface properties. The right choice of intralayer metals with antimicrobial activity such as Cu, Zn, or Ga [ 29 , 30 ], or the intercalation of antibiotics, allowed LDH with good antibacterial properties to be obtained [ 31 , 32 ]. Immobilization of metal NPs, such as AgNPs, was achieved thanks to the presence of layer surface OH groups, acting as stabilizing agents.…”

Section: Introductionmentioning

confidence: 99%

Overcoming Antibiotic Resistance: Playing the ‘Silver Nanobullet’ Card

et al. 2022

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Enhancing the antibacterial activity of old antibiotics by a multitarget approach, such as combining antibiotics with metal nanoparticles, is a valuable strategy to overcome antibacterial resistance. In this work, the synergistic antimicrobial effect of silver nanoparticles and antibiotics, immobilized on a solid support, was investigated. Nanometric layered double hydroxides (LDH) based on Zn(II) and Al(III) were prepared by the double microemulsion technique. The dual function of LDH as an anionic exchanger and support for metal nanoparticles was exploited to immobilize both silver and antibiotics. Cefazolin (CFZ), a β-lactam, and nalidixic acid (NAL), a quinolone, were selected and intercalated into LDH obtaining ZnAl-CFZ and ZnAl-NAL samples. These samples were used for the growth of silver nanoparticles with dimension ranging from 2.5 to 8 nm. Silver and antibiotics release profiles, from LDH loaded with antibiotics and Ag/antibiotics, were evaluated in two different media: water and phosphate buffer. Interestingly, the release profiles are affected by both the acceptor media and the presence of silver. The synergistic antibacterial activity of LDH containing both silver and antibiotics were investigated on gram-positives (Staphylococcus aureus and Streptococcus pneumoniae) and gram-negatives (Pseudomonas aeruginosa) and compared with the plain antimicrobials and LDH containing only antibiotics or silver.

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New insights into two ciprofloxacin-intercalated arrangements for layered double hydroxide carrier materials

Abstract: Highly ciprofloxacin loaded layered double hydroxide.

Cited by 13 publications

References 54 publications

Structural and Vibrational Properties of Carboxylates Intercalated into Layered Double Hydroxides: A Joint Computational and Experimental Study

Structural and Vibrational Properties of Carboxylates Intercalated into Layered Double Hydroxides: A Joint Computational and Experimental Study

Development of Dipeptide N–acetyl–L–cysteine Loaded Nanostructured Carriers Based on Inorganic Layered Hydroxides

Overcoming Antibiotic Resistance: Playing the ‘Silver Nanobullet’ Card

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