The effects of structural changes on the anti-microbial and anti-proliferative activities of diimidazolium salts

Buttacavoli, Miriam; D’Anna, Francesca; Feo, Salvatore; Fontana, Rosa; Noto, Renato; Sutera, Alberto; Vitale, Paola; Gallo, Giuseppe

doi:10.1039/c6nj03904a

Cited by 29 publications

(30 citation statements)

References 66 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All planar and stereo compounds werefound to exhibit antimicrobial activity against the tested microbes. [11] and another series of di-imidazolium salts reported by Al-Mohammed et al [12] are about 25-50 mgmL À1 , which are highert han the MIC values for A 2 PC 1-3 .T his implies that the planaro ligomers are more activet han di-imidazolium salts. [14,18] The MIC values against E. coli for [p-C 8 im]-basedd i-imidazolium salts reported by Cancemie tal.…”

mentioning

confidence: 86%

“…[14,18] The MIC values against E. coli for [p-C 8 im]-basedd i-imidazolium salts reported by Cancemie tal. [11] and another series of di-imidazolium salts reported by Al-Mohammed et al [12] are about 25-50 mgmL À1 , which are highert han the MIC values for A 2 PC 1-3 .T his implies that the planaro ligomers are more activet han di-imidazolium salts. The MIC values of A 3 PC 1 and A 3 PC 3 against P. aeruginosa are lower than those of A 2 PC 1 and A 2 PC 2 ,r espectively.T he ortho-xylylene linker is probably more suitable for the formation of amphiphilic topography,w hich facilitates binding of the polymers to the lipid membrane, leading to membrane rupture and eventually cell death.…”

mentioning

confidence: 86%

“…Although A m PC n and A 2 SC x have the same MIC values against E. coli,t he rates at which they kill bacteria are different. [11] Figure 1. To tal loss of cell viability was observed within 6h after exposure.…”

mentioning

confidence: 99%

“…[9] Dimeric imidazolium compounds have shown high antimicrobial activity and low toxicity toward mammalian cells. [10][11][12] There are relatively few studies on imidazolium oligomers with five to fifteen imidazolium units in their chain structures. [13] In fact, imidazolium oligomers have potentialf or various applications, as they have defined molecular weights and versatile molecular structures.…”

mentioning

confidence: 99%

“…[c] Linear imidazolium oligomer with similarc omponents. [11] Figure 1. SEM images of E. coli treated with planar andstereo compounds (62.5 mgmL À1 )a t378Cf or 3h:a )control, b) A 2 PC 1 ,c )A 2 PC 2 ,d )A 2 PC 3 , e) A 2 SC B ,f)A 2 SC C .The cellwall was disrupteda fter exposure.…”

mentioning

confidence: 99%

See 4 more Smart Citations

Synthesis of Imidazolium Oligomers with Planar and Stereo Cores and Their Antimicrobial Applications

Yuan

Zhang

2017

ChemMedChem

View full text Add to dashboard Cite

A series of imidazolium oligomers with novel planar and stereo core structures were designed and synthesized. These compounds have symmetric structures with different cores, tails, and linkers. These new imidazolium oligomers demonstrated a desirable set of bioactivities against four types of clinically relevant microbes including E. coli, S. aureus, P. aeruginosa, and C. albicans. The planar oligomers with three di-imidazolium arms and n-octyl tails showed good antimicrobial activity and biocompatibility. Oligomers with ortho-xylylene linkers exhibited higher antimicrobial activity and higher hemolytic ability than those oligomers with para-xylylene linkers. These results shed light on the structure-property relationships of synthetic polymeric antimicrobial agents.

show abstract

mentioning

confidence: 86%

mentioning

confidence: 86%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 3 more Smart Citations

Synthesis of Imidazolium Oligomers with Planar and Stereo Cores and Their Antimicrobial Applications

Yuan

Zhang

2017

ChemMedChem

View full text Add to dashboard Cite

show abstract

Evaluation of the efficacy and safety of ionic liquids containing ketoconazole in patients with tinea pedis: A randomized controlled clinical trial

Shen

Wang³

et al. 2022

Bioengineering & Transla Med

View full text Add to dashboard Cite

Ionic liquids (ILs) loading ketoconazole (KCZ) have shown better efficacy on rats with tinea pedis than the marketed Daktarin® but clinical studies are still lacking. In this study, we described the clinical translation of ILs containing KCZ (KCZ‐ILs) from the lab into the clinic and evaluated the efficacy and safety of KCZ‐ILs in patients with tinea pedis. Thirty‐six enrolled participants were randomized to receive either KCZ‐ILs (KCZ, 4.72 mg/g) or Daktarin® (control group; KCZ, 20 mg/g) topically twice daily, making the lesion be covered with a thin layer of medication. The randomized controlled trial lasted for 8 weeks including 4 weeks of intervention and 4 weeks of follow‐up. Primary efficacy outcome was the proportion of treatment success responders, defined as patients achieving negative mycological result and ≥60% relative reduction in total clinical symptom score (TSS) from baseline at week 4. Secondary outcomes mainly for evaluating the relapse of disease included the proportion of treatment success individuals at week 8 and fungal recurrence rate at weeks 2, 3, 4, and 8. After 4 weeks of medication, 47.06% of the KCZ‐ILs subjects were treatment successes compared with only 25.00% of those using Daktarin®. Throughout the trial period, KCZ‐ILs induced a significantly lower recurrence rate (52.94%) than that of control patients (68.75%). Furthermore, KCZ‐ILs were found to be safe and well‐tolerated. In conclusion, ILs loading only 1/4 KCZ dose of Daktarin® showed a better efficacy and safety profile in the management of tinea pedis, creating a new opportunity for the treatment of skin diseases caused by fungal infection and is worthy of clinical application.

show abstract

Supramolecular Hydro‐ and Ionogels: A Study of Their Properties and Antibacterial Activity

Rizzo

Arrigo

Dintcheva

et al. 2017

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

Diimidazolium-based organic salts, bearing peptides or amino acids as anions have been synthesised and tested for their gelling ability in biocompatible solvents. These low molecular weight salts were successfully used as gelators in phosphate buffered saline (PBS) solution and ionic liquids. Then, the properties of the obtained soft materials were analysed in terms of melting temperature and gel strength as accounted for by rheological investigations. The gel-phase formation was studied by using UV/Vis and resonance light scattering measurements, whereas the morphology of the soft materials was analysed by using polarised optical microscopy and scanning electron microscopy. To get information about the organisation of the gelator in the gelatinous matrix, X-ray diffraction measurements were performed both on the neat gelators and their gels. The results collected show that the properties of the gel phases, like the thermal stability, the self-repairing ability, the resistance to flow as well as the morphology, are dependent on the nature of the anion. Furthermore, bioassays revealed that the obtained diimidazolium organic salts possessed antimicrobial activity, against gram-negative and gram-positive tester strains. In particular and noteworthy, the diimidazolium organic salts exert a bactericidal capability, which was retained even if they are included in the gel phase. Thus, a novel kind of bioactive soft material was obtained that could be fruitfully employed as a non-covalent coating exerting antibacterial capability.

show abstract

The effects of structural changes on the anti-microbial and anti-proliferative activities of diimidazolium salts

Abstract: Anti-microbial and anti-proliferative activities of diimidazolium salts have been analyzed as a function of the main changes in their structural features.

Cited by 29 publications

References 66 publications

Synthesis of Imidazolium Oligomers with Planar and Stereo Cores and Their Antimicrobial Applications

Synthesis of Imidazolium Oligomers with Planar and Stereo Cores and Their Antimicrobial Applications

Evaluation of the efficacy and safety of ionic liquids containing ketoconazole in patients with tinea pedis: A randomized controlled clinical trial

Supramolecular Hydro‐ and Ionogels: A Study of Their Properties and Antibacterial Activity

Contact Info

Product

Resources

About