“Clicking” an Ionic Liquid to a Potent Antimicrobial Peptide: On the Route towards Improved Stability

Gomes, Ana; Bessa, Lucinda J.; Correia, Paulo Ferreira; Fernandes, Iva; Ferraz, Ricardo; Gameiro, Paula; Teixeira, Cátia; Gomes, Paula

doi:10.3390/ijms21176174

Cited by 15 publications

(20 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…For instance, the 1-alkyl-3-methyl imidazolium IL has been conjugated with silver and copper-containing anions to improve the antimicrobial activity against a range of pathogenic bacteria and fungi [ 170 ]. In another approach, an antibacterial ionic liquid and an antimicrobial peptide were conjugated via “click” chemistry, generating antimicrobial activity against Gram-negative multidrug-resistant clinical isolates, and antibiofilm action towards a resistant clinical Klebsiella pneumoniae isolate [ 184 ]. The introduction of organic salts from ciprofloxacin and norfloxacin as anions has been recently proven to enhance the antimicrobial activity against K. pneumoniae S. aureus and Bacillus subtilis strains [ 185 ].…”

Section: Biomedical Applications Of Ionic Liquids-based Materialsmentioning

confidence: 99%

“…A covalent conjugate between an antibacterial IL and an antimicrobial peptide was produced via “click” chemistry. The resulting compound was found to maintain the peptide’s antimicrobial activity against Gram-negative bacteria multidrug-resistant clinical isolates as well as improved stability towards tyrosinase-mediated modifications [ 184 ].…”

Section: Biomedical Applications Of Ionic Liquids-based Materialsmentioning

confidence: 99%

See 1 more Smart Citation

Ionic Liquid-Based Materials for Biomedical Applications

Correia

Fernandes

et al. 2021

Nanomaterials

View full text Add to dashboard Cite

Ionic liquids (ILs) have been extensively explored and implemented in different areas, ranging from sensors and actuators to the biomedical field. The increasing attention devoted to ILs centers on their unique properties and possible combination of different cations and anions, allowing the development of materials with specific functionalities and requirements for applications. Particularly for biomedical applications, ILs have been used for biomaterials preparation, improving dissolution and processability, and have been combined with natural and synthetic polymer matrixes to develop IL-polymer hybrid materials to be employed in different fields of the biomedical area. This review focus on recent advances concerning the role of ILs in the development of biomaterials and their combination with natural and synthetic polymers for different biomedical areas, including drug delivery, cancer therapy, tissue engineering, antimicrobial and antifungal agents, and biosensing.

show abstract

Section: Biomedical Applications Of Ionic Liquids-based Materialsmentioning

confidence: 99%

Section: Biomedical Applications Of Ionic Liquids-based Materialsmentioning

confidence: 99%

Ionic Liquid-Based Materials for Biomedical Applications

Correia

Fernandes

et al. 2021

Nanomaterials

View full text Add to dashboard Cite

show abstract

“…This study confirmed the potent synergic action against both E. coli and S. aureus when the HDP is combined with the ILs, and revealed a correlation between antimicrobial potency, which improved with the increase of the alkyl chain length in the IL [ 172 ]. Another example is the work reported by Gomes and co-workers [ 173 ]. In this study, coupling an antimicrobial methylimidazolium IL to the N -terminus of a collagenesis-inducing peptide with potent antibacterial and antibiofilm properties, delivered a covalent conjugate that retained the parent peptide’s activity against multidrug-resistant clinical isolates of Gram-negative bacteria, and antibiofilm action on a resistant clinical isolate of Klebsiella pneumoniae , while exhibiting much improved stability towards tyrosinase-mediated modifications [ 173 ].…”

Section: Ionic Liquid-based Approaches In Dermal and Transdermal Drug Deliverymentioning

confidence: 99%

“…Another example is the work reported by Gomes and co-workers [ 173 ]. In this study, coupling an antimicrobial methylimidazolium IL to the N -terminus of a collagenesis-inducing peptide with potent antibacterial and antibiofilm properties, delivered a covalent conjugate that retained the parent peptide’s activity against multidrug-resistant clinical isolates of Gram-negative bacteria, and antibiofilm action on a resistant clinical isolate of Klebsiella pneumoniae , while exhibiting much improved stability towards tyrosinase-mediated modifications [ 173 ]. These above-mentioned works are an overture for the potential held by IL-based strategies as tools to improve the properties of bioactive peptides.…”

Section: Ionic Liquid-based Approaches In Dermal and Transdermal Drug Deliverymentioning

confidence: 99%

The Emerging Role of Ionic Liquid-Based Approaches for Enhanced Skin Permeation of Bioactive Molecules: A Snapshot of the Past Couple of Years

Gomes

Aguiar

Ferraz

et al. 2021

IJMS

Self Cite

View full text Add to dashboard Cite

Topical and transdermal delivery systems are of undeniable significance and ubiquity in healthcare, to facilitate the delivery of active pharmaceutical ingredients, respectively, onto or across the skin to enter systemic circulation. From ancient ointments and potions to modern micro/nanotechnological devices, a variety of approaches has been explored over the ages to improve the skin permeation of diverse medicines and cosmetics. Amongst the latest investigational dermal permeation enhancers, ionic liquids have been gaining momentum, and recent years have been prolific in this regard. As such, this review offers an outline of current methods for enhancing percutaneous permeation, highlighting selected reports where ionic liquid-based approaches have been investigated for this purpose. Future perspectives on use of ionic liquids for topical delivery of bioactive peptides are also presented.

show abstract

“…With the above in mind, we previously reported a set of hybrid constructs where a collagen boosting peptide (CBP), the well-known "pentapeptide-4" (PP4), was covalently linked to an antimicrobial peptide (AMP), 3.1, using different orientations, spacers, and N-terminal modifications, aiming at a dual-action peptide with therapeutic potential to tackle cSSTI [13,14]. This study revealed that the peptide 3.1-PP4 has potent and selective activity against Gram-negative bacteria, including MDR clinical isolates, both in planktonic and biofilm forms [13].…”

Section: Introductionmentioning

confidence: 99%

Disclosure of a Promising Lead to Tackle Complicated Skin and Skin Structure Infections: Antimicrobial and Antibiofilm Actions of Peptide PP4-3.1

et al. 2021

Self Cite

View full text Add to dashboard Cite

Efficient antibiotics are being exhausted, which compromises the treatment of infections, including complicated skin and skin structure infections (cSSTI) often associated with multidrug resistant (MDR) bacteria, methicillin-resistant S. aureus (MRSA) being the most prevalent. Antimicrobial peptides (AMP) are being increasingly regarded as the new hope for the post-antibiotic era. Thus, future management of cSSTI may include use of peptides that, on the one hand, behave as AMP and, on the other, are able to promote fast and correct skin rebuilding. As such, we combined the well-known cosmeceutical pentapeptide-4 (PP4), devoid of antimicrobial action but possessing collagenesis-boosting properties, with the AMP 3.1, to afford the chimeric peptide PP4-3.1. We further produced its N-methyl imidazole derivative, MeIm-PP4-3.1. Both peptide-based constructs were evaluated in vitro against Gram-negative bacteria, Gram-positive bacteria, and Candida spp. fungi. Additionally, the antibiofilm activity, the toxicity to human keratinocytes, and the activity against S. aureus in simulated wound fluid (SWF) were assessed. The chimeric peptide PP4-3.1 stood out for its potent activity against Gram-positive and Gram-negative bacteria, including against MDR clinical isolates (0.8 ≤ MIC ≤ 5.7 µM), both in planktonic form and in biofilm matrix. The peptide was also active against three clinically relevant species of Candida fungi, with an overall performance superior to that of fluconazole. Altogether, data reveal that PP4-3.1 is as a promising lead for the future development of new topical treatments for severe skin infections.

show abstract

“Clicking” an Ionic Liquid to a Potent Antimicrobial Peptide: On the Route towards Improved Stability

Cited by 15 publications

References 35 publications

Ionic Liquid-Based Materials for Biomedical Applications

Ionic Liquid-Based Materials for Biomedical Applications

The Emerging Role of Ionic Liquid-Based Approaches for Enhanced Skin Permeation of Bioactive Molecules: A Snapshot of the Past Couple of Years

Disclosure of a Promising Lead to Tackle Complicated Skin and Skin Structure Infections: Antimicrobial and Antibiofilm Actions of Peptide PP4-3.1

Contact Info

Product

Resources

About