In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic Salts

The combination of active pharmaceutical ingredients in the form of ionic liquids or organic salts (API-OSILs) with mesoporous silica nanoparticles (MSNs) as drug carriers can provide a useful tool in enhancing the capabilities of current antibiotics, especially against resistant strains of bacteria...

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Main Authors: Luís Filipe, Telma de Sousa, Dário Silva, Miguel M. Santos, Manuela Ribeiro Carrott, Patrícia Poeta, Luís C. Branco, Sandra Gago
Format: Article
Language:English
Published: MDPI AG 2023-07-01
Series:Pharmaceutics
Subjects:
Online Access:https://www.mdpi.com/1999-4923/15/7/1934
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author Luís Filipe
Telma de Sousa
Dário Silva
Miguel M. Santos
Manuela Ribeiro Carrott
Patrícia Poeta
Luís C. Branco
Sandra Gago
author_facet Luís Filipe
Telma de Sousa
Dário Silva
Miguel M. Santos
Manuela Ribeiro Carrott
Patrícia Poeta
Luís C. Branco
Sandra Gago
author_sort Luís Filipe
collection DOAJ
description The combination of active pharmaceutical ingredients in the form of ionic liquids or organic salts (API-OSILs) with mesoporous silica nanoparticles (MSNs) as drug carriers can provide a useful tool in enhancing the capabilities of current antibiotics, especially against resistant strains of bacteria. In this publication, the preparation of a set of three nanomaterials based on the modification of a MSN surface with cholinium ([MSN-Chol][Cip]), 1-methylimidazolium ([MSN-1-MiM][Cip]) and 3-picolinium ([MSN-3-Pic][Cip]) ionic liquids coupled with anionic ciprofloxacin have been reported. All ionic liquids and functionalized nanomaterials were prepared through sustainable protocols, using microwave-assisted heating as an alternative to conventional methods. All materials were characterized through FTIR, solution <sup>1</sup>H NMR, elemental analysis, XRD and N<sub>2</sub> adsorption at 77 K. The prepared materials showed no in vitro cytotoxicity in fibroblasts viability assays. The minimum inhibitory concentration (MIC) for all materials was tested against Gram-negative <i>K. pneumoniae</i> and Gram-positive <i>Enterococcus</i> spp., both with resistant and sensitive strains. All sets of nanomaterials containing the anionic antibiotic outperformed free ciprofloxacin against resistant and sensitive forms of <i>K. pneumoniae</i>, with the prominent case of [MSN-Chol][Cip] suggesting a tenfold decrease in the MIC against sensitive strains. Against resistant <i>K. pneumoniae</i>, a five-fold decrease in the MIC was observed for all sets of nanomaterials compared with neutral ciprofloxacin. Against <i>Enterococcus</i> spp., only [MSN-1-MiM][Cip] was able to demonstrate a slight improvement over the free antibiotic.
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spelling doaj.art-42d2169179dc4d4a9d83847d523cb7c52023-11-18T20:55:53ZengMDPI AGPharmaceutics1999-49232023-07-01157193410.3390/pharmaceutics15071934In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic SaltsLuís Filipe0Telma de Sousa1Dário Silva2Miguel M. Santos3Manuela Ribeiro Carrott4Patrícia Poeta5Luís C. Branco6Sandra Gago7Associated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and Technology (REQUIMTE), NOVA School of Science and Technology (FCT NOVA), Campus da Caparica, 2829-516 Caparica, PortugalAssociated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and Technology (REQUIMTE), NOVA School of Science and Technology (FCT NOVA), Campus da Caparica, 2829-516 Caparica, PortugalAssociated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and Technology (REQUIMTE), NOVA School of Science and Technology (FCT NOVA), Campus da Caparica, 2829-516 Caparica, PortugalAssociated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and Technology (REQUIMTE), NOVA School of Science and Technology (FCT NOVA), Campus da Caparica, 2829-516 Caparica, PortugalLAQV-REQUIMTE, Institute for Research and Advanced Studies, Department of Chemistry and Biochemistry, School of Sciences and Technology, University of Évora, 7000-671 Évora, PortugalAssociated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and Technology (REQUIMTE), NOVA School of Science and Technology (FCT NOVA), Campus da Caparica, 2829-516 Caparica, PortugalAssociated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and Technology (REQUIMTE), NOVA School of Science and Technology (FCT NOVA), Campus da Caparica, 2829-516 Caparica, PortugalAssociated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and Technology (REQUIMTE), NOVA School of Science and Technology (FCT NOVA), Campus da Caparica, 2829-516 Caparica, PortugalThe combination of active pharmaceutical ingredients in the form of ionic liquids or organic salts (API-OSILs) with mesoporous silica nanoparticles (MSNs) as drug carriers can provide a useful tool in enhancing the capabilities of current antibiotics, especially against resistant strains of bacteria. In this publication, the preparation of a set of three nanomaterials based on the modification of a MSN surface with cholinium ([MSN-Chol][Cip]), 1-methylimidazolium ([MSN-1-MiM][Cip]) and 3-picolinium ([MSN-3-Pic][Cip]) ionic liquids coupled with anionic ciprofloxacin have been reported. All ionic liquids and functionalized nanomaterials were prepared through sustainable protocols, using microwave-assisted heating as an alternative to conventional methods. All materials were characterized through FTIR, solution <sup>1</sup>H NMR, elemental analysis, XRD and N<sub>2</sub> adsorption at 77 K. The prepared materials showed no in vitro cytotoxicity in fibroblasts viability assays. The minimum inhibitory concentration (MIC) for all materials was tested against Gram-negative <i>K. pneumoniae</i> and Gram-positive <i>Enterococcus</i> spp., both with resistant and sensitive strains. All sets of nanomaterials containing the anionic antibiotic outperformed free ciprofloxacin against resistant and sensitive forms of <i>K. pneumoniae</i>, with the prominent case of [MSN-Chol][Cip] suggesting a tenfold decrease in the MIC against sensitive strains. Against resistant <i>K. pneumoniae</i>, a five-fold decrease in the MIC was observed for all sets of nanomaterials compared with neutral ciprofloxacin. Against <i>Enterococcus</i> spp., only [MSN-1-MiM][Cip] was able to demonstrate a slight improvement over the free antibiotic.https://www.mdpi.com/1999-4923/15/7/1934ciprofloxacinionic liquidsmesoporous silica nanoparticlestoxicityantimicrobial activityantibiotic resistance
spellingShingle Luís Filipe
Telma de Sousa
Dário Silva
Miguel M. Santos
Manuela Ribeiro Carrott
Patrícia Poeta
Luís C. Branco
Sandra Gago
In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic Salts
Pharmaceutics
ciprofloxacin
ionic liquids
mesoporous silica nanoparticles
toxicity
antimicrobial activity
antibiotic resistance
title In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic Salts
title_full In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic Salts
title_fullStr In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic Salts
title_full_unstemmed In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic Salts
title_short In Vitro Antimicrobial Studies of Mesoporous Silica Nanoparticles Comprising Anionic Ciprofloxacin Ionic Liquids and Organic Salts
title_sort in vitro antimicrobial studies of mesoporous silica nanoparticles comprising anionic ciprofloxacin ionic liquids and organic salts
topic ciprofloxacin
ionic liquids
mesoporous silica nanoparticles
toxicity
antimicrobial activity
antibiotic resistance
url https://www.mdpi.com/1999-4923/15/7/1934
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