Choline-based ionic liquids for planktonic and biofilm growth control of Bacillus cereus and Pseudomonas fluorescens

Pereira, Ana Rita; Gomes, Inês B.; Simões, Lúcia C.

doi:10.1016/j.molliq.2021.117077

Cited by 8 publications

(7 citation statements)

References 56 publications

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“…The values estimated for the QHS concentration dependence parameter ( n ) from the Chick–Watson model (see Section 3.2.4 ) are presented in Figure 4 h. According to this model, the antimicrobial efficacy of the QHSs with a high n value is largely affected by changes in concentration, whereas those with low n values are less influenced by QHS concentration and may be more governed by contact time [ 70 , 71 , 72 , 73 ]. For S. aureus , the estimated n values were > 1 for all QHSs (more dose dependent) with the exception of compounds 1e , 6e , and 4e , for which the concentration exponent was circa 1.…”

Section: Resultsmentioning

confidence: 99%

“…As depicted in Figure 4 , S. aureus CET 976 was totally eradicated by all quaternary salts under study at a low concentration range (MBC ≤ 4 μg/mL). The long and hydrophobic alkyl side-chains, which may promote strong interactions with bacterial membranes in conjunction with the permeability of the S. aureus peptidoglycan cell wall to substances of a high molecular weight, can rationally explain the high susceptibility to these compounds [ 71 ]. Particularly, compounds 1e (MBC = 1 μg/mL; Figure 4 a), 5e and 3e (both MBC = 1.3 μg/mL; Figure 4 c,d) were more effective than the other QHSs in controlling S. aureus growth.…”

Section: Resultsmentioning

confidence: 99%

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Efficacy of Novel Quaternary Ammonium and Phosphonium Salts Differing in Cation Type and Alkyl Chain Length against Antibiotic-Resistant Staphylococcus aureus

Nunes,

Cagide,

Fernandes

et al. 2023

IJMS

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Antibacterial resistance poses a critical public health threat, challenging the prevention and treatment of bacterial infections. The search for innovative antibacterial agents has spurred significant interest in quaternary heteronium salts (QHSs), such as quaternary ammonium and phosphonium compounds as potential candidates. In this study, a library of 49 structurally related QHSs was synthesized, varying the cation type and alkyl chain length. Their antibacterial activities against Staphylococcus aureus, including antibiotic-resistant strains, were evaluated by determining minimum inhibitory/bactericidal concentrations (MIC/MBC) ≤ 64 µg/mL. Structure–activity relationship analyses highlighted alkyl-triphenylphosphonium and alkyl-methylimidazolium salts as the most effective against S. aureus CECT 976. The length of the alkyl side chain significantly influenced the antibacterial activity, with optimal chain lengths observed between C10 and C14. Dose–response relationships were assessed for selected QHSs, showing dose-dependent antibacterial activity following a non-linear pattern. Survival curves indicated effective eradication of S. aureus CECT 976 by QHSs at low concentrations, particularly compounds 1e, 3e, and 5e. Moreover, in vitro human cellular data indicated that compounds 2e, 4e, and 5e showed favourable safety profiles at concentrations ≤ 2 µg/mL. These findings highlight the potential of these QHSs as effective agents against susceptible and resistant bacterial strains, providing valuable insights for the rational design of bioactive QHSs.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Efficacy of Novel Quaternary Ammonium and Phosphonium Salts Differing in Cation Type and Alkyl Chain Length against Antibiotic-Resistant Staphylococcus aureus

Nunes,

Cagide,

Fernandes

et al. 2023

IJMS

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“…129 Choline-based ionic liquids have also been studied for antimicrobial and antibiofilm activity against Bacillus cereus and Pseudomonas f luorescens. 130 Although they were less effective than benzalkonium chloride and cetyltrimethylammonium chloride, combinations between ionic liquids and QACs have shown additive antibiofilm effects.…”

Section: Qacsmentioning

confidence: 99%

“…The authors reported the effectiveness of 405 nm light-emitting diode illumination on P. aeruginosa biofilms, after which the cells were more sensitive to the effects of benzalkonium chloride and chlorhexidine . Choline-based ionic liquids have also been studied for antimicrobial and antibiofilm activity against Bacillus cereus and Pseudomonas fluorescens . Although they were less effective than benzalkonium chloride and cetyltrimethylammonium chloride, combinations between ionic liquids and QACs have shown additive antibiofilm effects.…”

Section: Use Of Qacs Against Bacterial Biofilmsmentioning

confidence: 99%

From Antibacterial to Antibiofilm Targeting: An Emerging Paradigm Shift in the Development of Quaternary Ammonium Compounds (QACs)

et al. 2023

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In a previous development stage, mostly individual antibacterial activity was a target in the optimization of biologically active compounds and antiseptic agents. Although this targeting is still valuable, a new trend has appeared since the discovery of superhigh resistance of bacterial cells upon their aggregation into groups. Indeed, it is now well established that the great majority of pathogenic germs are found in the environment as surface-associated microbial communities called biofilms. The protective properties of biofilms and microbial resistance, even to high concentrations of biocides, cause many chronic infections in medical settings and lead to serious economic losses in various areas. A paradigm shift from individual bacterial targeting to also affecting more complex cellular frameworks is taking place and involves multiple strategies for combating biofilms with compounds that are effective at different stages of microbiome formation. Quaternary ammonium compounds (QACs) play a key role in many of these treatments and prophylactic techniques on the basis of both the use of individual antibacterial agents and combination technologies. In this review, we summarize the literature data on the effectiveness of using commercially available and newly synthesized QACs, as well as synergistic treatment techniques based on them. As an important focus, techniques for developing and applying antimicrobial coatings that prevent the formation of biofilms on various surfaces over time are discussed. The information analyzed in this review will be useful to researchers and engineers working in many fields, including the development of a new generation of applied materials; understanding biofilm surface growth; and conducting research in medical, pharmaceutical, and materials sciences. Although regular studies of antibacterial activity are still widely conducted, a promising new trend is also to evaluate antibiofilm activity in a comprehensive study in order to meet the current requirements for the development of highly needed practical applications.

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“…The contact angles of unexposed and exposed bacteria to parabens solutions were measured by the sessile drop contact angle technique as described by Pereira et al (2022) with some modifications. For that, bacteria (1 × 10 8 CFU/mL in sterile tap water -STW) and exposed to MP, PP, BP isolated and in a mixture of the three parabens -MIX at 15 μg/L in a total volume of 30 mL for 24 hours.…”

Section: Characterization Of Parabens-exposed Bacteria Cell Envelopementioning

confidence: 99%

Effects of parabens exposure on drinking water bacteria

Pereira,

Gomes,

Simões

Global NEST International Conference on Environmental Science &Amp; Technology

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Parabens are considered emerging contaminants that are frequently detected in water sources. Besides being detected in drinking water (DW) at residual concentrations, their effects on DW microbial quality and safety have been disregarded so far. This work assesses for the first time the impact of methylparaben (MP), propylparaben (PP), and butylparaben (BP) on selected bacteria isolated from DW: Acinetobacter calcoaceticus and Stenotrophomonas maltophilia. Although the minimum inhibitory concentrations (MICs) values obtained were found to be much higher (200 - 400 mg/L) than concentrations of parabens found in the environment, parabens induce bacterial membrane modifications at environmental concentrations (15 µg/L). Overall, parabens caused an increase in the total surface hydrophilicity of both bacteria, being this effect more pronounced for MP and BP on S. maltophilia. Dual-species biofilms grown on polypropylene (PPL) and high-density polyethylene (HDPE) and exposed to MP (15 µg/L) were found to be more metabolically active (198% and 98%, respectively) than non-exposed biofilms. Even though, MP (15 µg/L) was able to reduce the cell growth rate of A. calcoaceticus from dual-species biofilms. The overall results show that parabens induce modifications in bacterial community characteristics and behaviour, which may compromise the safety of DW.

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Choline-based ionic liquids for planktonic and biofilm growth control of Bacillus cereus and Pseudomonas fluorescens

Cited by 8 publications

References 56 publications

Efficacy of Novel Quaternary Ammonium and Phosphonium Salts Differing in Cation Type and Alkyl Chain Length against Antibiotic-Resistant Staphylococcus aureus

Efficacy of Novel Quaternary Ammonium and Phosphonium Salts Differing in Cation Type and Alkyl Chain Length against Antibiotic-Resistant Staphylococcus aureus

From Antibacterial to Antibiofilm Targeting: An Emerging Paradigm Shift in the Development of Quaternary Ammonium Compounds (QACs)

Effects of parabens exposure on drinking water bacteria

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