Physical-chemical properties of chiral ionic liquids derived from the phenylethylamine enantiomers

Rodríguez-Cárdenas, Esdrey; Cardoso-Martínez, Judith; Nieto‐Camacho, Antonio; Frontana‐Uribe, Bernardo A.

doi:10.1016/j.molliq.2017.04.053

Cited by 13 publications

(4 citation statements)

References 62 publications

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“…On the other hand, imidazolium-based chiral ILs 63 and SiO 2 -supported anchored ILs 67 have successfully been revealed by the research groups of Cárdenas and Mehnert (Figure 6) [36][37][38]. As can be inspected from Figure 6, these crucial ILs were assembled in three steps both involving alkylation and salt metathesis reactions as key steps.…”

Section: Preparations Of Some Important Heterocyclic-based Ionic Liquidsmentioning

confidence: 91%

Heterocycles-Based Ionic Liquids (ILs) in Transdermal Drug Delivery

Khan,

Ali,

Farooqui

2024

Heterocyclic Chemistry - New Perspectives [Working Title]

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Transdermal drug delivery systems (TDDSs) have become immensely popular over the past few years owing to their safe and noninvasive administration of the drugs across the skin. The TDDSs have provided a better surrogate pathway over conventional routes such as skin patches and injections, thereby resulting in superior and easier acceptance by the patients, minimized side effects, and controlled delivery rates. While TDDSs present these advantages, they also come with their limitations, specifically in delivering both small and macro drug molecules that exhibit moderate solubility in water and/or commonly used volatile organic solvents. To subdue this obstacle, ionic liquids (ILs) are being considered as the potential media not only for the syntheses of drugs but also as suitable carriers for the efficient delivery of both small as well as macromolecules. In this particular book chapter, we have discussed the transdermal drug delivery (TDD) of various partially soluble drugs such as acyclovir, anti-inflammatory drugs like diclofenac and ibuprofen, various anticancer drugs, etc., through heterocyclic-based ILs. Moreover, some green routes for ILs syntheses, including fatty acid-based “amino acid ionic liquids” (FAAAE-ILs) and “magnetic surface-active ionic liquid surfactants” (MSAIL), have also been discussed highlighting their function as the potential transdermal drug delivery agent.

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Section: Preparations Of Some Important Heterocyclic-based Ionic Liquidsmentioning

confidence: 91%

Heterocycles-Based Ionic Liquids (ILs) in Transdermal Drug Delivery

Khan,

Ali,

Farooqui

2024

Heterocyclic Chemistry - New Perspectives [Working Title]

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“…[17] Because of their chiral nature, the synthesis of chiral ionic liquids is a challenging and multi-step procedure. [18] Switchable polarity ionic liquids can change their physical properties through the addition or removal of molecular triggers. [19] Proton transfer reaction was used to synthesize moisture sensitive, low polarity, switchable polarity ionic liquids from amidine/fluoroalcohol and guanidine/fluoroalcohol.…”

Section: Solubilitymentioning

confidence: 99%

Antimicrobial Ionic Liquid‐Based Materials for Biomedical Applications

Nikfarjam

Ghomi

Agarwal

et al. 2021

Adv Funct Materials

160

120

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Excessive and unwarranted administration of antibiotics has invigorated the evolution of multidrug-resistant microbes. There is, therefore, an urgent need for advanced active compounds. Ionic liquids with short-lived ion-pair structures are highly tunable and have diverse applications. Apart from their unique physicochemical features, the newly discovered biological activities of ionic liquids have fascinated biochemists, microbiologists, and medical scientists. In particular, their antimicrobial properties have opened new vistas in overcoming the current challenges associated with combating antibioticresistant pathogens. Discussions regarding ionic liquid derivatives in monomeric and polymeric forms with antimicrobial activities are presented here. The antimicrobial mechanism of ionic liquids and parameters that affect their antimicrobial activities, such as chain length, cation/anion type, cation density, and polymerization, are considered. The potential applications of ionic liquids in the biomedical arena, including regenerative medicine, biosensing, and drug/biomolecule delivery, are presented to stimulate the scientific community to further improve the antimicrobial efficacy of ionic liquids.

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“…Thiazolidine-functionalized ionic liquids can be designed from cyclic derivatives of amino acids, providing a chiral center within the IL's structure. These derivatives offer promising catalytic activity in asymmetric reactions, chiral discrimination, and the sensing of biocompounds [12][13][14][15]. Additionally, the use of bio-precursors improves environmental considerations concerning toxicity and biodegradability, expanding their potential applications [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Thiazolidine-Based Fluorescent Chiral Ionic Liquids for Trace Copper(II) Ion Sensing

Griebeler,

Bach,

Silva

et al. 2023

Compounds

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This study presents a comprehensive analysis of the synthesis and photophysical properties of thiazolidine-functionalized chiral ionic liquids (CILs) derived from L-cysteine. The synthesis involves a four-step route, encompassing N-protection, coupling reactions with bromoalcohols, and ionic liquid formation. The optical properties of the compounds were evaluated using UV–Vis absorption and fluorescence emission spectroscopies, revealing distinct behavior for different heterocycles and counter-ions. Notably, the investigation reveals that thiazolidine-based CILs exhibit unconventional intrinsic luminescence characteristics. Building upon these photophysical properties, an interaction study was conducted between copper (II) and the CILs. The findings exhibit a robust linear relationship between the optical response and the concentration of the metal ion. Through the calculation of the Stern–Volmer quenching constant, it was determined that the 1:1 binding model is applicable. This research underscores the potential of UV–Vis absorption spectroscopy as a highly sensitive method for detecting metal ions. By elucidating the synthesis, photophysical behavior, and metal ion interaction of thiazolidine-based CILs, this study contributes valuable insights into the field of functionalized ionic liquids and their potential applications in various areas.

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Physical-chemical properties of chiral ionic liquids derived from the phenylethylamine enantiomers

Cited by 13 publications

References 62 publications

Heterocycles-Based Ionic Liquids (ILs) in Transdermal Drug Delivery

Heterocycles-Based Ionic Liquids (ILs) in Transdermal Drug Delivery

Antimicrobial Ionic Liquid‐Based Materials for Biomedical Applications

Thiazolidine-Based Fluorescent Chiral Ionic Liquids for Trace Copper(II) Ion Sensing

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