Active Ionic Liquids Research Articles

Molecular interactions between surface-active ionic liquids based on 2-hydroxyethylammonium laurate with gabapentin: electrical conductivity and surface tension studies.

Surface active ionic liquids (SAILs), offer potential advantages for pharmaceutical applications. Given the low permeability of gabapentin, an antiepileptic drug, in the gastrointestinal tract as classified by the Biopharmaceutics Classification Systems (BCS), understanding the micellization behavior of SAILs is essential for developing effective drug delivery systems to improve gabapentin bioavailability. This study explores the micellization and thermophysical behavior of SAILs (2-hydroxyethyl)ammonium laurate [2-HEA][Lau], bis(2-hydroxyethyl)ammonium laurate [BHEA][Lau], and tris(2-hydroxyethyl)ammonium laurate [THEA][Lau] in the presence of aqueous gabapentin solution at varied temperatures through COSMO analysis, electrical conductivity and surface tension measurements. The electrical conductivity and surface tension measurements were employed to obtain the critical micelle concentration (CMC) and related thermophysical properties of binary (SAILs + water) and ternary (SAILs + water + gabapentin) systems at (298.15 to 318.15) K such as Π (interface surface pressure), σ CMC (CMC point surface tension), A min (minimum surface area occupied per molecule), Γ max (Gibbs maximum excess surface concentration) have been computed. For better understanding the interactions between these components, Conductor like Screening Model (COSMO) was utilized. The study revealed that CMC values increased with temperature but decreased with increasing gabapentin concentration. Finally, interactions between SAILs and gabapentin were investigated through limiting molar conductivity Λ 0, and association constant K A, determination.

Thermodynamics study and micellization behavior of surface active ionic liquid choline oleate in presence and absence of naproxen drug in alcoholic media at different temperatures: A conductometric and physicochemical analysis

Thermodynamics study and micellization behavior of surface active ionic liquid choline oleate in presence and absence of naproxen drug in alcoholic media at different temperatures: A conductometric and physicochemical analysis

Combinatorial MD/QM studies to develop novel ionic liquid-based anticancer drug delivery systems with aminium derived from carbohydrates as cationic components

The main challenges in anticancer drug design include solubility in organic and aqueous phases, bioavailability, selective targeting of specific receptors, and low toxicity. Notably, solubility, bioavailability, and receptor-specific targeting are interconnected factors that significantly influence the therapeutic efficacy of anticancer drugs. The primary objective of this study is to design novel drug delivery systems based on ionic liquids. These systems incorporate structures such as N, N, N-trimethyl-2-(((2 S,3R,4 S,5 S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2 H-pyran-2-yl)oxy)ethan-1-aminium (GTA) and (2 S,3R,4 S,5 S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-N, N, N-trimethyltetrahydro-2 H-pyran-2-aminium (NTPA) derived from carbohydrates as cationic components, with anticancer drugs acting as anions. The goal is to investigate the effects of these novel pharmaceutical active ionic liquids on the interactions between the drugs and cell membranes. Additionally, this study examines changes in the solubility of anticancer drugs in both organic and aqueous phases after their conversion into ionic liquids. Molecular dynamics simulations (MD) and quantum mechanics calculations (QM) are employed to achieve these objectives. Known anticancer-candidate ionic liquid, such as 3-(2-((4-fluorophenyl)amino)-2-oxoethyl)-1-methyl-1 H-imidazol-3-ium-tetrafluoroborate, is considered as a reference point in our investigations. Furthermore, we aim to assess whether the direct attachment of the aminium group to the saccharide portion of the cations or the indirect attachment through a choline group significantly impacts the final properties of the designed anticancer ionic liquids. Another aim of this study is to demonstrate that QM studies need to be complemented by MD studies to provide insights into the behaviors of ionic liquids. Initially, we calculate the binding energies between cations and anions of all the ionic liquids at the B3LYP/6-311 + + G(d, p) level of theory. Subsequently, molecular dynamics simulations using GROMACS 5.2 are employed to obtain more precise information about these understudied ionic liquids. A combination of density functional theory (DFT) calculations and a solvation model based on density (SMD) is utilized to determine the solubility of free anticancer drugs and our active anticancer ionic liquids in various phases. We validate our findings by evaluating the interactions between the formulated ionic liquids and cell membranes using the DPPC model through combined MD simulations and docking procedures.

All in One Ionic Liquid. Acts As Catalyst, Electrolyte, and Solvent in Electrochemical Hydrogen Generation

A redox active ionic liquid (RIL), 1-ethyl-4-(methoxycarbonyl)pyridinium bis(fluorosulfonyl)amide with a half unit of methyl viologen, was synthesized from its iodide form by anion exchange reaction and were characterized by NMR, UV-VIS, IR and elemental analysis. The compound exhibited redox waves in CH3CN with or without n-Bu4NPF6 electrolyte at -0.76 and -1.55 V vs. Ag/AgCl attributed to RIL to its radical form (RIL •) and RIL • to its anion form (RIL- ), respectively. The redox behavior indicates the dual role of the ionic liquid as a solvent and electrolyte. The redox wave RILs was also observed in neat condition without any additional solvent and electrolyte using micro-electrode. The cyclic voltammogram (CV) of RILs changed dramatically in the presence of acetic acid to show proton-coupled electron transfer (PCET) process for proton reduction at -1.33 V vs. Ag/AgCl in CH3CN. The change in CV indicates that RIL could act as a catalyst for hydrogen (H2) production via RIL-H as shown in Scheme 1. The bulk electrolysis of acetic acid with RILproduced H2 with 13.4 turnover number based on RIL and current yield of 37.8 %. In addition, the electrolysis for H2generation proceeded in complete ionic liquid system of RIL. The RIL could work as catalyst, electrolyte, and solvent for H2 production. Figure 1

EMIM] [OAc]: An Efficient Ionic Liquid Medium for the Synthesis of New 4-(furan/pyrrole/thiophene-2-yl)-3, 4-dihydro-1H-chromeno [4,3-d] pyrimidine-2,5-diones and Molecular Docking Studies

Abstract: An efficient synthesis of Chromeno[b]pyrimidine derivatives 4 has been achieved by treating 4-hydroxy-2H-chromen-2-one 1, furan-2-carbaldehyde / 1H-pyrrole-2-carbaldehyde/ thiophene-2- carbaldehyde 2, and urea/thiourea 3 at 65-70 °C for 90-120 min using 1-Ethyl-3-methylimidazolium acetate as ionic liquid and medium with good yields 86-90%. This synthetic method has numerous advantages, including high yields, a simple protocol, environmental friendliness, brief reaction times, and mild reaction conditions. Using a catalytically active ionic liquid as the medium eliminates the need for a catalyst and a solvent. In this study, the docking score of the synthesized compounds was found to be between -8 to -9 kcal/mol similar to the co-crystal. Additionally, the compounds maintained their amino acid interactions with Tyr 281 (coagulation protein; 6WV3) and Thr 179 (tubulin polymerization protein; 5LYJ.pdb).

Physico-chemical Study of Surface Active Ionic Liquid (SAIL) in Aqueous Inulin Solutions: Density and Speed of Sound Measurements

Colloidal formulations of surface active ionic liquid (SAIL) have substantial benefit as efficient carrier mainly for therapeutic/pharmaceutical agents. In this regard, density (ρ) and speed of sound (u) have been employed to evaluate the diverse interactions/association behaviour of greener SAIL tetrabutylammonium dodecylsulphate (TBADS) (0.222 to 2.2 mmol kg-1) in aqueous inulin solutions (0.0, 0.2 and 0.3% w/w) at five different temperatures ranging from 293.15 K to 313.15 K. The volumetric and acoustic parameters viz. isentropic compressibility (κs), apparent molar volume (Vφ) and compressibility (κs,φ), intermolecular free length (Lf), relative association (RA), specific acoustic impedance (Z) and molar sound number ([U]) have been calculated by using density (ρ) and speed of sound (u) values. The existence of hydrophilic/hydrophobic interactions for TBADS in aqueous inulin solution is suggested by the variations in volumetric parameters, which further supported by various calculated acoustic parameters. Thus, the interactional outcomes can offer implications that stabilized inulin in the presence of SAILs and can be utilized for the optimal biotic actions.

Physico-Chemical Studies of Anionic Surface Active Ionic Liquid in Aqueous Poly(vinyl pyrrolidone) (PVP) Solutions: Density and Speed of Sound Measurements

Physico-Chemical Studies of Anionic Surface Active Ionic Liquid in Aqueous Poly(vinyl pyrrolidone) (PVP) Solutions: Density and Speed of Sound Measurements

Effect of [C12mim][Cl]-NaCl compound solutions on pore structure and wetting characteristics of bituminous coal based on Pearson correlation coefficient

Effect of [C12mim][Cl]-NaCl compound solutions on pore structure and wetting characteristics of bituminous coal based on Pearson correlation coefficient

Impact of surface-active ionic solutions on the structure and function of laccase from trametes versicolor: Insights from molecular dynamics simulations

Many protein-ionic liquid investigations have examined laccase interactions. Laccases are a class of poly-copper oxidoreductases that retain significant biotechnological relevance owing to their notable oxidative capabilities and their application in the elimination of synthetic dyes, phenolic compounds, insecticides, and various other substances. This study investigates the impact of surface active ionic liquids (SAILs), namely, decyltrimethylammonium bromide [N10111][Br] and 1-decyl-3-methylimidazolium chloride [C10mim][Cl] as cationic surfactant ionic liquids and cholinium decanoate [Chl][Dec], an anionic surfactant ionic liquid, on the structure and function of laccase from the fungus Trametes versicolor (TvL) by the molecular dynamics (MD) simulation method. In summary, this study showed that laccase solvent-accessible surface area increased in the ionic liquid [Chl][Dec] while it decreased in the other two ionic liquids. Interestingly, [Chl][Dec] ionic liquid components formed hydrogen bonds with laccase, while [N10111][Br] and [C10mim][Cl] components were unable to form hydrogen bonds with laccase. The quantity of hydrogen bonds formed between water molecules and the enzyme was also diminished in the presence of [Chl][Dec] in comparison to the other two ionic liquids. especially at a concentration of 250mM. In 250mM concentrations of [N10111][Br] and [C10mim][Cl], clusters of long-chain cations are likely to form near the copper T1 site. However, even at low [Chl][Dec] concentrations, long [Dec]- chains were observed to penetrate the enzyme near the copper T1 site, and at 250mM [Chl][Dec], a large cluster of anions occupied the opening of the active site. The results of the analysis also show that the interaction between the [Dec]- anion and the enzyme is stronger than the interaction between [N10111]+ and [C10mim]+ with laccase; in addition, the [Dec]- anion, compared to [Br]- and [Cl]- has a much greater tendency to bind with the enzyme residues.

An inclusive comparison regarding aggregation of surface active ionic liquid and conventional surfactant with a cationic dye Acridine Red exposed in view of spectroscopic and theoretical study

An inclusive comparison regarding aggregation of surface active ionic liquid and conventional surfactant with a cationic dye Acridine Red exposed in view of spectroscopic and theoretical study

Molecular interaction between three novel amino acid based deep eutectic solvents with surface active ionic liquid: A comparative study

Molecular interaction between three novel amino acid based deep eutectic solvents with surface active ionic liquid: A comparative study

Recent advances in surface active ionic liquids (SAILs): A Review

Ionic liquids (ILs) have evolved from obscure compounds to significant components of modern chemistry, characterized by their ability to exist in the liquid phase at moderate temperatures without additional solvents. Surface-active ionic liquids (SAILs), exhibiting amphiphilic properties akin to traditional surfactants, hold promise for enhancing interfacial processes. Understanding the thermodynamic and surface parameters governing micelle formation in ILs provides crucial insights into their behavior and applications. Recent research has showcased the potential of SAILs in enhanced oil recovery (EOR) and medical treatments, offering solutions for improving oil recovery efficiency and exploring medical applications such as cancer treatment. This highlights the versatility and efficiency of SAILs across various fields of chemistry, paving the way for greener and more sustainable practices.

Exploration of diverse interactions of nonionic poly(vinylpyrrolidone) (PVP) and anionic sodium carboxymethylcellulose (NaCMC) polymers in aqueous imidazolium-based surface active ionic liquid solutions

Exploration of diverse interactions of nonionic poly(vinylpyrrolidone) (PVP) and anionic sodium carboxymethylcellulose (NaCMC) polymers in aqueous imidazolium-based surface active ionic liquid solutions

Thermodynamic characteristics and aggregation behavior of surface active ionic liquids in presence of vitamin B7 (biotin)

Abstract This study investigated the influence of vitamin B7 (biotin) at different concentrations (0.1, 0.3 and 0.5) mM on the micellisation behaviour of three different ionic liquids with different cationic headgroups, namely N-methylmorpholinium bromide [Mor1,12][Br], N-dodecyl-N-methylpyrrolidinium bromide [Pyrr1,12][Br], and 1-dodecyl-3-methylimidazolium bromide [C12mim][Br], at four different temperatures (298.15, 303.15, 308.15, and 313.15) K using electrical conductivity and surface tension measurements. The evaluated CMC values for the studied system were used to obtain information about the colloidal behavior of the ionic liquids in the presence of biotin. The different thermodynamic parameters were studied. Tensiometry was used to determine the interfacial properties. The parameters obtained were used to study the different types of interactions for micelle formation. The main objective of studying these interactions is to further utilize this type of mixture in pharmaceutical industry, medicinal chemistry, and bio industry.

Unveiling the Potential of Surface Active Ionic Liquids Based Catanionic Vesicles for Tailored Delivery of Curcumin and its Enhanced Therapeutic Efficacy

AbstractNano vehicles for drug delivery with stimuli‐responsive characteristics are gaining prominence due to their ability to enhance traditional drug delivery methods by minimizing side effects and improving drug efficacy. Among the various stimuli‐responsive systems, pH‐responsive drug delivery nano vehicles have garnered significant attention. Utilizing this pH variance, tailored drug delivery nano vehicles can release encapsulated drugs on demand. Here, we developed pH‐responsive catanionic vesicles to create customized drug delivery nano vehicles responsive to stimuli, particularly pH. we have designed catanionic vesicles through interacting two oppositely charged surface active ionic liquids (SAILs), i. e. cationic ‐methyl‐4‐(2‐(dodecyloxycarbonylmethyl)morpholin‐4‐ium bromide [C12EMorph][Br] with anionic Choline Oleate ([Ch][Ol]). The spherically shaped micellar aggregates of [C12EMorph][Br] are transformed into pH responsive vesicular nanoaggregates through judicious addition of [Ch][Ol]. The morphological transition was studied through various analytical techniques including DLS, FRET and SANS. We used these pH responsive vesicular nanoaggregates to load representative hydrophobic drug curcumin in order to enhance its solubility, efficacy and bioavailability. This innovative approach in designing pH‐responsive vesicular nanoaggregates using two biocompatible SAILs signifies a breakthrough in biomedical research, holding promise for advancements in drug delivery and therapeutic applications.

Phase diagrams and formulation mechanism of microemulsions with hydroxyl group functional anionic surface active ionic liquids

Phase diagrams and formulation mechanism of microemulsions with hydroxyl group functional anionic surface active ionic liquids

Surface-active ionic liquids as drug carriers: A physico-chemical study

Surface-active ionic liquids as drug carriers: A physico-chemical study

Revealing the Molecular Interaction of Surface Active Ionic Liquids [C8mim][Cl] and [C10mim][Cl] with Anionic Dye Eosin Yellow: A Comparative Study with Analogous Cationic Surfactants

Revealing the Molecular Interaction of Surface Active Ionic Liquids [C8mim][Cl] and [C10mim][Cl] with Anionic Dye Eosin Yellow: A Comparative Study with Analogous Cationic Surfactants

Preparation and characterization of vemurafenib microemulsion based hydrogel using surface active ionic liquid

Cancer is considered the second leading cause of death worldwide. Skin melanomas account for the highest mortality rate amongst all types of skin cancer. Systemic treatment with vemurafenib has a high rate of adverse effects, so attempts have been made to prepare a topical form of this drug. Microemulsions have been used to improve drug delivery to the skin. The microemulsions were prepared by dissolving vemurafenib in a mixture of peppermint oil and Smix, followed by the addition of water. The characteristics and effectiveness of surface-active ionic liquid-based vemurafenib microemulsions were characterised and evaluated in vitro. The vemurafenib microemulsions (CP5, CP7 and CP8) had droplet sizes in the microemulsion range (less than 200 nm), and they were used to prepare microemulsion-based hydrogels using HPMC K15M via the hot and cold method. The prepared microemulsion-based hydrogels were then evaluated. The microemulsion-based hydrogel GP5 exhibited higher skin deposition (45.4%) than the other hydrogels; thus, GP5 is a promising candidate for the topical treatment of melanoma by vemurafenib.

Hybrid Machine Learning and Experimental Studies of Antiviral Potential of Ionic Liquids against P100, MS2, and Phi6.

Viruses are a group of widespread organisms that are often responsible for very dangerous diseases, as most of them follow a mechanism to multiply and infect their hosts as quickly as possible. Pathogen viruses also mutate regularly, with the result that measures to prevent virus transmission and recover from the disease caused are often limited. The development of new substances is very time-consuming and highly budgeted and requires the sacrifice of many living organisms. Computational chemistry methods allow faster analysis at a much lower cost and, most importantly, reduce the number of living organisms sacrificed experimentally to a minimum. Ionic liquids (ILs) are a group of chemical compounds that could potentially find a wide range of applications due to their potential virucidal activity. In our study, we conducted a complex computational analysis to predict the antiviral activity of ionic liquids against three surrogate viruses: two nonenveloped viruses, Listeria monocytogenes phage P100 and Escherichia coli phage MS2, and one enveloped virus, Pseudomonas syringae phage Phi6. Based on experimental data of toxic activity (logEC90), we assigned activity classes to 154 ILs. Prediction models were created and validated according to the Organization for Economic Co-operation and Development (OECD) recommendations using the Classification Tree method. Further, we performed an external validation of our models through virtual screening on a set of 1277 theoretically generated ionic liquids and then selected 10 active ionic liquids, which were synthesized to verify their activity against the analyzed viruses. Our study proved the effectiveness and efficiency of computational methods to predict the antiviral activity of ionic liquids. Thus, computational models are a cost-effective alternative approach compared with time-consuming experimental studies where live animals are involved.