Microscale coiling in bis-imidazolium supramolecular hydrogel fibres induced by the release of a cationic serine protease inhibitor

Limón, David; Jiménez-Newman, Claire; Calpena, Ana Cristina; González‐Campo, Arántzazu; Amabilino, David B.; Pérez‐García, Lluïsa

doi:10.1039/c6cc09392b

Cited by 24 publications

(26 citation statements)

References 23 publications

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“…Permeation experiments were performed ex vivo to assess the permeation of ketorolac across human skin as well as across vaginal mucosa according to previously reported methodologies [ 9 , 20 , 21 ], in both cases under an infinite-dose regimen [ 22 ]. The cumulative amount of ketorolac permeated through each tissue along time is shown in Figure 5 A, and the permeation parameters calculated can be seen in Table 2 .…”

Section: Resultsmentioning

confidence: 99%

Topical Mucoadhesive Alginate-Based Hydrogel Loading Ketorolac for Pain Management after Pharmacotherapy, Ablation, or Surgical Removal in Condyloma Acuminata

Moussaoui

Fernández-Campos

Alonso

et al. 2021

Gels

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Condyloma acuminata is an infectious disease caused by the human papilloma virus (HPV) and one of the most common sexually transmitted infections. It is manifested as warts that frequently cause pain, pruritus, burning, and occasional bleeding. Treatment (physical, chemical, or surgical) can result in erosion, scars, or ulcers, implying inflammatory processes causing pain. In this work, a biocompatible topical hydrogel containing 2% ketorolac tromethamine was developed to manage the painful inflammatory processes occurring upon the removal of anogenital condylomas. The hydrogel was physically, mechanically, and morphologically characterized: it showed adequate characteristics for a topical formulation. Up to 73% of ketorolac in the gel can be released following a one-phase exponential model. Upon application on human skin and vaginal mucosa, ketorolac can permeate through both of these and it can be retained within both tissues, particularly on vaginal mucosa. Another advantage is that no systemic side effects should be expected after application of the gel. The hydrogel showed itself to be well tolerated in vivo when applied on humans, and it did not cause any visible irritation. Finally, ketorolac hydrogel showed 53% anti-inflammatory activity, suggesting that it is a stable and suitable formulation for the treatment of inflammatory processes, such as those occurring upon chemical or surgical removal of anogenital warts.

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Section: Resultsmentioning

confidence: 99%

Topical Mucoadhesive Alginate-Based Hydrogel Loading Ketorolac for Pain Management after Pharmacotherapy, Ablation, or Surgical Removal in Condyloma Acuminata

Moussaoui

Fernández-Campos

Alonso

et al. 2021

Gels

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“…The supramolecular hydrogels formed upon mixing bis‐imidazolium amphiphile 1⋅2 Br with water and ethanol were strongly influenced by both neutral and cationic drugs, whereas previous work involved studying the incorporation of anionic drugs and very recently the incorporation of a cationic drug was studied; these hydrogels were studied for the treatment of rosacea. The type of drug strongly influenced the nanometric structure of the gel fibers, and importantly, NMR spectroscopy indicated that the drugs not only remained dissolved at the interstitial space of the gel (as indicated by SEM) but that up to 0.84 moles of drug per mole of gelator were incorporated within the fibers.…”

Section: Discussionmentioning

confidence: 99%

Cationic Supramolecular Hydrogels for Overcoming the Skin Barrier in Drug Delivery

et al. 2017

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A cationic bis‐imidazolium‐based amphiphile was used to form thermoreversible nanostructured supramolecular hydrogels incorporating neutral and cationic drugs for the topical treatment of rosacea. The concentration of the gelator and the type and concentration of the drug incorporated were found to be factors that strongly influenced the gelling temperature, gel‐formation period, and overall stability and morphology. The incorporation of brimonidine tartrate resulted in the formation of the most homogeneous material of the three drugs explored, whereas the incorporation of betamethasone resulted in a gel with a completely different morphology comprising linked particles. NMR spectroscopy studies proved that these gels kept the drug not only at the interstitial space but also within the fibers. Due to the design of the gelator, drug release was up to 10 times faster and retention of the drug within the skin was up to 20 times more effective than that observed for commercial products. Experiments in vivo demonstrated the rapid efficacy of these gels in reducing erythema, especially in the case of the gel with brimonidine. The lack of coulombic attraction between the gelator–host and the guest–drug seemed particularly important in highly effective release, and the intermolecular interactions operating between them were found to lie at the root of the excellent properties of the materials for topical delivery and treatment of rosacea.

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“…1) that self-assembles into supramolecular nanobres leading ultimately to physical gels in mixtures of water and ethanol. 35,36 Here we focus on the initial stages of bre formation and the activation energies involved. The initial aggregation is triggered by addition of water to homogeneous ethanolic solutions of 1$2Br (that are stable up to 0.2 M at 292 K); the samples are mixed quickly with Self-assembly of nanofibres.…”

Section: Fibre Formation and Kinetic Analysismentioning

confidence: 99%

Quantification of energy of activation to supramolecular nanofibre formation reveals enthalpic and entropic effects and morphological consequence

2019

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Microscale coiling in bis-imidazolium supramolecular hydrogel fibres induced by the release of a cationic serine protease inhibitor

Cited by 24 publications

References 23 publications

Topical Mucoadhesive Alginate-Based Hydrogel Loading Ketorolac for Pain Management after Pharmacotherapy, Ablation, or Surgical Removal in Condyloma Acuminata

Topical Mucoadhesive Alginate-Based Hydrogel Loading Ketorolac for Pain Management after Pharmacotherapy, Ablation, or Surgical Removal in Condyloma Acuminata

Cationic Supramolecular Hydrogels for Overcoming the Skin Barrier in Drug Delivery

Quantification of energy of activation to supramolecular nanofibre formation reveals enthalpic and entropic effects and morphological consequence

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