2014
DOI: 10.1021/bc500510c
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Novel Imidazolium Salt–Peptide Conjugates and Their Antimicrobial Activity

Abstract: Our study presents innovative research dealing with the synthesis and biological evaluation of conjugates out of antimicrobial peptides (AMPs) and imidazolium cations that are derived from ionic liquids. AMPs are considered as promising alternatives to common antibiotics due to their different activity mechanisms. Antibacterial effects have also been described for ionic liquids bearing imidazolium cations . Besides single coupling of carboxy-functionalized imidazolium cations to the peptide N-terminal we also … Show more

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Cited by 34 publications
(45 citation statements)
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“…The cholesterol was purchased from Sigma Aldrich. GUVs were prepared as described previously . Briefly, super low melting agarose (1 %, w / v ) was coated on a clean glass slide and dried on a hot plate (∼50 °C) for 30 min.…”
Section: Methodsmentioning
confidence: 99%
See 1 more Smart Citation
“…The cholesterol was purchased from Sigma Aldrich. GUVs were prepared as described previously . Briefly, super low melting agarose (1 %, w / v ) was coated on a clean glass slide and dried on a hot plate (∼50 °C) for 30 min.…”
Section: Methodsmentioning
confidence: 99%
“…This peptide was highlighted by us as an effective delivery vector for metal‐containing cytostatic drugs and imaging probes . The antimicrobial activity of sC18 was only moderate, but could be enhanced by the conjugation to imidazolium salts . Furthermore, we could show that dimerization of sC18, providing the novel peptide (sC18) 2 , leads to increased cellular uptake and interestingly, to a certain tumor cell selectivity .…”
Section: Introductionmentioning
confidence: 99%
“…A large variety of these salts have been used as anti-inflammatory, antibacterial, antifungal and thromboxane synthetase enzyme inhibitor (Dominianni, Yen, 1989;Odzˇak, Skocˇıbušıc´, Maravıc´, 2013;Riduan, Zhang, 2013;Elshaarawy et al, 2014;Reinhardt et al, 2014).…”
Section: Introductionmentioning
confidence: 99%
“…From Table , it is clear that in general, the propyl‐alkylated symmetric salts 2b – 4b showed some degree of activity against all the bacterial strains tested, while compounds 1a and 1b showed no inhibitory effects at all. With ionized compounds such as those reported herein, it is thought that inhibition of bacterial growth might be due to attraction of the ionic charges of the imidazolium salt to the bacterial membrane, which contributes to cell penetration and damage leading to the death of the bacteria . Imidazolium iodides 3a – 3b showed the highest growth inhibitory concentrations against all Gram‐positive bacteria and Escherichia coli .…”
Section: Resultsmentioning
confidence: 82%
“…For example, we observe that as the bulkiness of the 4,5‐substituents increased, activity of the imidazolium iodides against Gram‐positive bacteria also increased in the order 1a < 4a < 2a < 3a . Compound 3a , with the bulkiest 4,5‐substituent (phenanthrene), resulted in the highest ability to inhibit the growth of Gram‐positive bacteria when compared to the other three methylated salts, which could be attributed to the hydrophobicity and its increased stability due to the aromatic group bound to positions 4,5 of the azolium ring .…”
Section: Resultsmentioning
confidence: 99%