Inclusion Complexes Research Articles

Chitosan-grafted Cyclodextrin via Click Chemistry as an Encapsulating Agent to Enhance the Antibacterial Activity of Thymol

Introduction: This paper aimed to investigate, for the first time, the possibility of increasing the antibacterial activities of thymol (TH) by developing an encapsulating agent based on chitosan-grafted cyclodextrin. For this purpose, β-cyclodextrin was monosubstituted at position 6 via propargyl bromide, and chitosan’s amine groups were converted to azide functions. After alkylation and diazotization reactions, the grafting of β-cyclodextrin onto the chitosan (CSβCD) was realized via click chemistry alkyne–azide cycloaddition. Methods: The incorporation of TH into chitosan-grafted β-cyclodextrin (TH/CS-βCD) was performed by the freeze-drying method, and the encapsulation efficiency was investigated based on various mass ratios (TH:CS-βCD). The optimized inclusion complex was then thoroughly examined by scanning electron microscopy (SEM), X-ray diffraction (XRD), thermogravimetric analysis (TGA), and differential scanning calorimetry (DSC). Results: The antibacterial activity was assessed against Escherichia coli, Staphylococcus aureus, and Bacillus subtilis using broth-microdilution assay. Fourier transform infrared spectroscopy analysis demonstrated the successful grafting of β-cyclodextrin onto chitosan since the optimum mass ratio between TH and CS-βCD was 1:8 (w:w), corresponding to 78 ± 3.42% of encapsulation efficiency, while SEM, XRD, TGA and DSC confirmed the establishment of TH/CS-βCD inclusion complexes. Conclusion: The in vitro investigation showed that TH/CS-βCD exhibited higher antibacterial properties compared to TH in free form.

Accessible Trail Tourism: Trail Accessibility and Difficulty Rating Approach Designed for Individuals, Including With Mobility Impairments

ABSTRACTThis study introduces a novel approach to trail accessibility and difficulty rating tailored specifically for individuals, including those with mobility impairments, aiming to promote accessible trail tourism. Grounded in theoretical frameworks of inclusive outdoor recreation, equality, and complex adaptive systems, the proposed rating system incorporates criteria addressing physical access, terrain challenges, and amenities to accommodate diverse user needs. This study employed a sensor technology, called wheeled instrumentation sensor package (WISP) within the framework of the high‐efficiency trail assessment process (HETAP) to develop a new quantitatively based trail classification scheme. A case study trail and two hypothetical synthetic data trails were used to demonstrate both the trail wheelchair accessibility binary classification approach and the proposed trail difficulty classification approach. This research pioneers trail accessibility and difficulty rating and underscores the importance of integrating accessibility considerations into trail management practices to create truly inclusive outdoor recreational experiences.

The Role of GABA Receptors in Anesthesia and Sedation: An Updated Review.

GABA (γ-aminobutyric acid) receptors are constituents of many inhibitory synapses within the central nervous system. They are formed by 5 subunits out of 19 various subunits: α1-6, β1-3, γ1-3, δ, ε, θ, π, and ρ1-3. Two main subtypes of GABA receptors have been identified, namely GABAA and GABAB. The GABAA receptor (GABAAR) is formed by a variety of combinations of five subunits, although both α and β subunits must be included to produce a GABA-gated ion channel. Other subunits are γ, δ, ε, π, and ϴ. GABAAR has many isoforms, that dictate, among other properties, their differing affinities and conductance. Drugs acting on GABAAR form the cornerstone of anesthesia and sedation practice. Some such GABAAR agonists used in anesthesia practice are propofol, etomidate, methohexital, thiopental, isoflurane, sevoflurane, and desflurane. Ketamine, nitrous oxide, and xenon are not GABAR agonists and instead inhibit glutamate receptors-mainly NMDA receptors. Inspite of its many drawbacks such as pain in injection, quick and uncontrolled conversion from sedation to general anesthesia and dose-related cardiovascular depression, propofol remains the most popular GABAR agonist employed by anesthesia providers. In addition, being formulated in a lipid emulsion, contamination and bacterial growth is possible. Literature is rife with newer propofol formulations, aiming to address many of these drawbacks, and with some degree of success. A nonemulsion propofol formulation has been developed with cyclodextrins, which form inclusion complexes with drugs having lipophilic properties while maintaining aqueous solubility. Inhalational anesthetics are also GABA agonists. The binding sites are primarily located within α+/β- and β+/α- subunit interfaces, with residues in the α+/γ- interface. Isoflurane and sevoflurane might have slightly different binding sites providing unexpected degree of selectivity. Methoxyflurane has made a comeback in Europe for rapid provision of analgesia in the emergency departments. Penthrox (Galen, UK) is the special device designed for its administration. With better understanding of pharmacology of GABAAR agonists, newer sedative agents have been developed, which utilize "soft pharmacology," a term pertaining to agents that are rapidly metabolized into inactive metabolites after producing desired therapeutic effect(s). These newer "soft" GABAAR agonists have many properties of ideal sedative agents, as they can offer well-controlled, titratable activity and ultrashort action. Remimazolam, a modified midazolam and methoxycarbonyl-etomidate (MOC-etomidate), an ultrashort-acting etomidate analog are two such examples. Cyclopropyl methoxycarbonyl metomidate is another second-generation soft etomidate analog that has a greater potency and longer half-life than MOC-etomidate. Additionally, it might not cause adrenal axis suppression. Carboetomidate is another soft analog of etomidate with low affinity for 11β-hydroxylase and is, therefore, unlikely to have clinically significant adrenocortical suppressant effects. Alphaxalone, a GABAAR agonist, is recently formulated in combination with 7-sulfobutylether-β-cyclodextrin (SBECD), which has a low hypersensitivity profile.

An Increase in The Cross-Section of Two-Photon Absorption of Styrene Dye in Supramolecular Complexes with Cucurbituriles

Two-photon absorption cross sections of aqueous solutions of the styryl dye trans-4-[4-(dimethylamino)styryl]-1-methylpyridinium iodide (DASPI) and its inclusion complexes with cucurbit[n]urils (CB[n] n = 6–8) were measured using fluorescence spectroscopy. A nonmonotonic dependence of the cross-section size on the excitation wavelength and on the cavitand cavity size was found. Compared with a free dye, a sevenfold increase in the two-photon absorption cross section was observed in DASPI inclusion complexes with CB[8] at an excitation wavelength of 980 nm.

Synthesis, structural characterization, computational studies, and in silico and in vitro biological activities of cyclodextrin inclusion complex with sulfonamide derived from L-valine as antimicrobial and anti-HIV-1 agents

Synthesis, structural characterization, computational studies, and in silico and in vitro biological activities of cyclodextrin inclusion complex with sulfonamide derived from L-valine as antimicrobial and anti-HIV-1 agents

The interaction between beta-ionone and 2-hydroxypropyl-beta-cyclodextrin during the formation of the inclusion complex

As an aroma material, beta-ionone also has a range of pharmacological activities. To solve its problems such as low bioavailability, water-immiscibility, thermo-instability, and volatility, beta-ionone was successfully encapsulated in 2-hydroxypropyl-beta-cyclodextrin (HP-beta-CD) in our previous work. However, the structure of the product, the interaction between beta-ionone and HP-beta-CD, and the mechanism of action were not clear. In this paper, in order to gain a more profound understanding of the structure and chemical behavior of beta-ionone-HP-beta-CD inclusion complex, the interaction between beta-ionone and HP-beta-CD was investigated by molecular simulation. The optimized structures, binding energy, deformation energy, charge transfer, frontier orbital energy gap, chemical hardness, chemical potential, and electrophilicity index were obtained. In the complex, beta-ionone denotes electrons to HP-beta-CD and carries a positive charge. The negative chemical potential of inclusion complex indicates that complex process is spontaneous. The complex shows a relatively higher reactivity and electrophilicity than beta-ionone and HP-beta-CD.

Computational study of the encapsulation of an organic polluant with beta-CD, in vacuum and in water

This article reports the results of a theoretical study of the host/guest inclusion complex involving a herbicide called Diuron in β-cyclodextrin. Various computational techniques were used to determine the structure, geometry and stability energies of the complex. The analysis of the diuron/β-CD inclusion complex was performed both in vacuum and in water in a 1:1 ratio. The DFT/B97-3C method was used to obtain the structures of the complexes and to calculate their stability energies. The specific configurations were determined using nuclear magnetic resonance spectroscopy. The interaction bonds were investigated and the formation of conventional hydrogen bonds was detected by AIM analysis. The nature of the interactions was further elucidated using the method of non-covalent interactions (NCI). This showed that hydrogen bonds and van der Waals interactions contribute significantly to the formation of the inclusion complex. To gain more insight into the absorption and emission energies of the investigated complex, the gap energy (EHOMO-ELUMO) was calculated.

Enhancing antibacterial efficacy through macrocyclic host complexation of fluoroquinolone antibiotics for overcoming resistance

The use of supramolecular assemblies in pharmaceuticals has garnered significant interest. Recent studies have shown that the activities of antibacterial agents can be enhanced through complexation with cyclic oligomers and metal ions. Notably, these complexes sometimes possess greater therapeutic properties than the parent drugs. To develop microbiologically potent supramolecular drugs, the complexation of macrocyclic hosts with fluoroquinolone (FQ) antibiotics was investigated. FQs are a successful family of antibiotics that target the bacterial enzymes DNA gyrase and DNA topoisomerase IV, leading to bacterial cell death through the inhibition of DNA synthesis. However, antibiotic resistance resulting from the repeated use of FQs over time has limited their effectiveness against resistant pathogens. To overcome this issue, the encapsulation of FQs in polyphenolic macrocycles was investigated. This study highlights resorcinarene, a polyphenolic host with antibacterial properties, and its ability to chemically interact with FQs. The inclusion complexation process was analyzed using NMR and FTIR techniques. The binding constants determined by 1H-NMR titration revealed that levofloxacin forms more stable complexes with resorcinarene than with β-cyclodextrin, which aligned with MD simulations. Assessment of the geometric characteristics of the inclusion complexes using 2D NMR analysis confirmed that different moieties of various FQs can fit into a single host cavity and improve activity against gram-negative bacteria. Overall, these findings suggest that encapsulation in polyphenolic macrocycles is a promising strategy for utilizing FQs against antibiotic-resistant bacteria.

Non-consumable gamma-cyclodextrin additive constructing anti-solvation interphase realizing dendrites free and high-performance lithium metal batteries

Relying on surpassing high theoretical capacity (3,865 mAh/g) and the lowest relative electrode potential (0 V vs. metallic Li), lithium metal batteries (LMBs) have been regarded as the “holy grail” of next-generation energy storage technology. Whereases, the instability of pristine solid electrolyte interphase (SEI) layers and the disorderly growth of lithium dendrites are still significant challenges to the commercialisation of LMBs. In this study, a novel approach is introduced to homogenise Li deposition by incorporating an environmentally friendly electrolyte additive, gamma-cyclodextrin (γ-CD), in ether-based electrolytes. Through host-guest interactions, γ-CD additives not only form inclusion complexes to improve Li+ transference number to 0.86 but also encapsulate TFSI- anions and other solvent molecules within the “cavity effect” to relieve unfavourable solvent effect. Electrochemical characterisations demonstrate that introducing 1 wt% γ-CD elevates the oxidation decomposition voltage of ether electrolytes to 4.15 V, thereby inhibiting the decomposition of ether electrolytes and reducing the fracture of SEI layers. According to reduce the nucleate potential, the Li//Cu half battery exhibits improved stability for 100 cycles, with an improved average Coulombic efficiency (CE) maintained above 98.4 %. Even if applied at high current densities of 5.0 mA cm−2 for a capacity of 1.0 mAh cm−2, the Li//Li symmetric battery can cycle for over 800 h, and the Li//Li4Ti5O12 (LTO) full battery retains 98.8 % of the initial capacity after 1,400 cycles.

Composite film based on carboxymethyl cellulose and gellan gum with honokiol-β-cyclodextrin inclusion complex: Characterization and application in strawberry preservation

The aim of this study is to fabricate a biodegradable film based on carboxymethyl cellulose and gellan gum (CMC/GG) with the honokiol/β-cyclodextrin inclusion complex (HNK/β-CD). The HNK/β-CD was prepared by freeze-drying and its physicochemical properties were investigated. Then HNK/β-CD was added to CMC/GG solution to form CMC/GG honokiol inclusion complex (HIC) composite film by the casting method. The physicochemical properties, antioxidant and antibacterial effects, and strawberry preservation function were investigated. The composite film with 0.18 % inclusion complex (CMC/GG/0.18 % HIC) was found to be the optimal formulation. The film had a tensile strength of 8.20 MPa and an elongation at break of 115.17 % with water vapor permeability of 0.48 g·mm·(cm2·h·KPa)−1. The increase of HNK/β-CD content yielded lower optical transmittance and water content of CMC/GG/HIC composite film, while improved the hydrophilicity value. The 2,2-diphenyl-1-picrylhydrazyl radical and 2,2′-azinobis-(3-ethylbenzthiazoline-6-sulphonate) scavenging capacities of CMC/GG/0.18 % HIC composite film were 80.83 % and 53.10 % respectively. CMC/GG/HIC composite film was bacteriostatic against Staphylococcus aureus and Candida albicans but not against Escherichia coli and Aspergillus niger. Packing strawberries with the optimized composite film can retain the appearance, titratable acidity and vitamin C content of strawberries, which was better than the commercially fresh-keeping film control group. The CMC/GG/HIC composite film overcame the shortcomings of a single material, and gained importance in food packaging applications.

Spectral properties of tolan and its supramolecular complexes in solution and silicate hydrogel

The complexation process of tolane and α-cyclodextrin in water, aqueous-ethanol solution and silicate hydrogel based on tetrakis(2 hydroxyethyl)orthosilicate was studied. The complex formation in solutions were confirmed by electron and 1H NMR spectroscopy, and the stability constant of the complex was determined using spectrofluorimetric titration (lgK1:1 = 1.5). The preservation of the inclusion complex during the preparation of the gel was confirmed by electron spectroscopy.

Conformations of α-cyclodextrin and its role on the stability of inclusion complexes in aqueous solution

α-Cyclodextrin (αCD), a cyclic carbohydrate polymer, presents a wealth of opportunities for drug delivery and various industrial applications. Its high affinity and selectivity in encapsulating target molecules have been well-documented. However, the influence of αCD's conformational variations on its encapsulation capacity remains a promising area for further exploration. This study explores the conformational dynamics of αCD and its relationship with the formation of inclusion complexes (ICs) in aqueous solutions, focusing on understanding the forces driving these dynamics and the formation of stable ICs. Classical molecular dynamics (CMD) demonstrate that αCD solvated in water can adopt two conformations: a truncated cone shape with a suitable cavity for encapsulation and a distorted cone shape with a collapsed cavity. The predominant conformation observed in the CMD trajectory of pristine αCD is the distorted cone. However, under complexation conditions with aliphatic molecules, the guest molecule's size dictates the ICs' stability, forcing αCD to maintain the truncated cone conformation. Quantum chemistry methods and electron density analyses (Quantum Theory of Atoms in Molecules and Non-Covalent Interactions index) support CMD observations by characterizing and quantifying non-covalent interactions. Findings indicate that the shift from the truncated to the distorted cone conformation in αCD is primarily driven by intramolecular non-covalent interactions and the reconfiguration of water molecules surrounding αCD. The ICs' analysis displays a significant correlation between the size of the aliphatic chain and the intensity of intermolecular interactions. The strength of these interactions can effectively disrupt the αCD intramolecular non-covalent interactions that lead to a conformational change and, consequently, the loss of the inclusion complex. In conclusion, although αCD's conformational change can affect encapsulation, guest molecules can manipulate the conformational preference. The systematic analysis of non-covalent interactions offers a way to characterize and quantify these forces, enhancing our ability to understand and predict the stability of inclusion complexes.

Preparation, characterization, and in vitro cytogenotoxic evaluation of a novel dimenhydrinate-β-cyclodextrin inclusion complex.

Dimenhydrinate (DMH), used to alleviate motion sickness symptoms such as nausea, vomiting, dizziness, and vertigo, encounters limitations in oral pharmaceutical formulations due to its poor water solubility and bitter taste. Our research hypothesized that inclusion complexation with β-cyclodextrin (β-CD) might address these drawbacks while ensuring that the newly formed complexes exhibit no cytotoxic or genotoxic effects on peripheral blood mononuclear cells (PBMCs). Inclusion complexes were prepared using the kneading method and the solvent evaporation method. The phase solubility analysis, attenuated total reflectance-fourier transform infrared spectroscopy (ATR-FTIR), and differential scanning calorimetry (DSC) were conducted to evaluate the complexation efficacy and stability constant of the new binary systems. The results demonstrated that both methods provided complete and efficient complexation. Cytogenotoxic analysis, including the 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyl tetrazolium bromide (MTT) assay, alkaline comet assay, and cytokinesis-block micronucleus cytome (CBMN-cyt) assay, was conducted to assess the cytogenotoxic potential of DMH-β-CD inclusion complexes, a topic previously unexamined. No cytotoxic or genotoxic effects were observed within the concentration range of 36.36 to 109.09 ng/mL. Cell viability of treated PBMCs exceeded 85% for all tested concentrations. No significant increases in DNA strand breaks were observed at any dose, and tail intensity of all complexes remained lower or up to 2.2% higher than the negative control. Parameters indicating genotoxic effects, as well as cytotoxic and cytostatic potential in the CBMN-cyt assay, did not significantly differ from untreated controls. These results suggest that inclusion complexation with β-CD might be a safe and promising solution to overcome the limitations of poor solubility and unpleasant taste of DMH, potentially providing opportunities for new and improved oral pharmaceutical dosage forms.

Selective removal of organic dyes via polymer inclusion membrane containing a perbenzylated β-cyclodextrin derivative

Organic dyes threaten aquatic ecosystems due to carcino/mutagenic properties, and their removal from wastewater is a crucial issue. The novel PIM (Polymer Inclusion Membrane) containing perbenzylated β-cyclodextrin (CD) derivative was designed as an effective material for the selective removal of organic dyes because the CD characterizes strong affinity to these compounds via inclusion complex formation. The PIM was obtained through standard solvent casting from CTA as a matrix, o-NPOE as a plasticizer, and perbenzylated β-CD as the carrier. The membrane transport was evaluated towards two different types of dyes, cationic (Methylene Blue) and anionic (Acid Orange 7), where the optimal concentration for dye removal was 50 and 75 mg/L, respectively. The efficiency of this process was around 83–90 % after 8 h, when the pH of the source/receiving phase induced the formation of non−/ionic forms of dyes, respectively. The optimal membrane composition based on mass ratio was 11.1:72.2:16.7 for CD:o-NPOE:CTA with a membrane thickness of 0.053 mm. The PIM was characterized by high selectivity dependent on both the pH of each phase used in the transport and the chemical character of the dyes. The molecular mechanism of the removal process was mostly based on the complex inclusion of dyes inside the CD cavity. The activation energies were 8.73 and 13.93 kJ/mol for MB and AO7, respectively. The dyes transport was limited by diffusion. This study provides information about novel PIM with an effective and selective carrier, the perbenzylated β-CD derivative, towards organic dyes.

On the Architecture of Starch Granules Revealed by Iodine Binding and Lintnerization. Part 2: Molecular Structure of Lintnerized Starches.

This investigation validated iodine binding in combination with lintnerization for studying the structural nature of the amorphous areas in starch granules. Lintners of four iodine vapor-stained and non-stained amylose-containing starches and their waxy counterparts were analyzed by high-performance anion-exchange chromatography (HPAEC). The composition of the lintners was strongly affected by the absence of amylose in barley and potato starch but not in maize and cassava starch. Iodine-stained waxy lintners possessed increased number of long B2 chains. β-Limit dextrins of the lintners were very variable in composition. Iodine inclusion complexes washed out from the granular residues in the lintners (mostly from amylose-containing barley and maize starches) were also analyzed. Acid-soluble complexes from both amylose-containing and waxy starches possessed a lot of material with a degree of polymerization (DP) around 60 and a periodicity in size of DP 8-12. Such long chains were only minor components in water-soluble complexes of amylose-containing barley and maize starch lintners, and they lacked the size periodicity. Models of the principal structure of the acid and water-soluble complexes are suggested. It is concluded that acid hydrolysis of iodine-stained starch granules is a useful tool in structural analyses of the molecular composition of amorphous parts of starch granules.

Optimization of ultrasonic-assisted debittering of Ganoderma lucidum using response surface methodology, characterization, and evaluation of antioxidant activity.

Ganoderma lucidum (G. lucidum) has gained increasing attention as a potential health care product and food source. However, the bitter taste of G. lucidum has limited its development and utilization for the food industry. The response surface methodology was employed to optimize the inclusion conditions for the debittering of G. lucidum. The effects of 2-hydroxypropyl-β-cyclodextrin concentration (12-14 g/mL), ultrasound temperature (20-40°C and host-guest ratio (1:1-2:1) on response variables were studied. The physical characteristics of inclusion complexes prepared through spray drying and freeze drying were analyzed. The antioxidant activity of the different treated samples was subsequently investigated. Study results showed that, in comparison to the control group, the inclusion solution displayed a significantly enhanced taste profile under optimal processing conditions, exhibiting an 80.74% reduction in bitterness value. Fourier transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance (NMR) studies indicated the successful formation of inclusion compounds. The moisture content and bulk density of spray-dried powder were found to be significantly superior to those of freeze-dried powder (p<0.05). In comparison to the diluted solution, the inclusion liquid demonstrated a 20.27%, 30.01% and 36.55% increase in ferric ion reducing antioxidant power (FRAP), hydroxyl radical scavenging and 2,2-diphenyl-1-picrylhydrazyl radical (DPPH) scavenging respectively. Further, the DPPH clearance of microencapsulated powder was not significantly different from that of tocopherol at a concentration of 25 mg/mL. In summary, the study provides theoretical basis and methodological guidance to eliminate the bitterness of G. lucidum, and therefore provide potential options to the use of G. lucidum as a food source.

Improved solubility and bioavailability of cyclolinopeptides by diacylglycerol in the β-cyclodextrin Pickering emulsions

Cyclolinopeptides (CLs) have anti-inflammatory, anti-osteoporosis, and anti-tumor effects, however, low water and oil solubility greatly limit their application. Herein, CLs-loaded β-cyclodextrin (β-CD) emulsions were prepared with different oil phases. The in vitro digestibility, cellular absorption, and anti-inflammatory effects were evaluated. Camellia oil diacylglycerol (CO DAG) showed enhanced dissolving ability for CLs due to high polarity. β-CD formed inclusion complexes with DAG through hydrogen bond and the emulsions showed smaller size and higher physical stability with 50 % (w/w) oil. The in vitro digestibility of the DAG emulsion was increased and the CLs' bioavailability was 13.6–fold higher than CLs in oil. The CLs–loaded Pickering emulsion digesta exhibited a higher nitric oxides (NO) inhibition rate (58.62 %) and Caco-2 cell penetration (3.09 × 10−6 cm/s). Therefore, emulsion formulated with β-cyclodextrin and DAG can effectively improve the solubility and bioavailability of CLs, which has significant potential for application in functional foods and pharmaceutical industry.

Inclusion Complexation of Remdesivir with Cyclodextrins: A Comprehensive Review on Combating Coronavirus Resistance—Current State and Future Perspectives

Cyclodextrin (CD) derivatives have gained significant attention in biomedical applications due to their remarkable biocompatibility, unique inclusion capabilities, and potential for functionalization. This review focuses on recent advancements in CD-based assemblies, specifically their role in improving drug delivery, emphasizing remdesivir (RMD). The review introduces CD materials and their versatile applications in self-assembly and supramolecular assembly. CD materials offer immense potential for designing drug delivery systems with enhanced activity. Their inherent inclusion capabilities enable the encapsulation of diverse therapeutic agents, including RMD, resulting in improved solubility, stability, and bioavailability. The recent advances in CD-based assemblies, focusing on their integration with RMD have been concentrated here. Various strategies for constructing these assemblies are discussed, including physical encapsulation, covalent conjugation, and surface functionalization techniques. Furthermore, exploring future directions in these fields has also been provided. Ongoing research efforts are directed toward developing novel CD derivatives with enhanced properties, such as increased encapsulation efficiency and improved release kinetics. Moreover, the integration of CD-based assemblies with advanced technologies such as nanomedicine and gene therapy holds tremendous promise for personalized medicine and precision therapeutics

Effect of Cyclodextrins Formulated in Liposomes and Gold and Selenium Nanoparticles on siRNA Stability in Cell Culture Medium

Background: Encapsulation of siRNA fragments inside liposome vesicles has emerged as an effective method for delivering siRNAs in vitro and in vivo. However, the liposome’s fluid-phospholipid bilayer of liposomes allows siRNA fragments to diffuse out of the liposome, decreasing the dose concentration and therefore the effectiveness of the carrier. We have previously reported that β-cyclodextrins formulated in liposomes help increase the stability of siRNAs in cell culture medium. Here, we continued that study to include α, γ, methyl-β-cyclodextrins and β-cyclodextrin-modified gold and selenium nanoparticles. Methods: We used Isothermal Titration Calorimetry to study the binding thermodynamics of siRNAs to the cyclodextrin-modified nanoparticles and to screen for the best adamantane derivative to modify the siRNA fragments, and we used gel electrophoresis to study the stabilization effect of siRNA by cyclodextrins and the nanoparticles. Results: We found that only β- and methyl-β-cyclodextrins increased siRNA serum stability. Cyclodextrin-modified selenium nanoparticles also stabilize siRNA fragments in serum, and siRNAs chemically modified with an adamantane moiety (which forms inclusion complexes with the cyclodextrin-modified-nanoparticles) show a strong stabilization effect. Conclusions: β-cyclodextrins are good additives to stabilize siRNA in cell culture medium, and the thermodynamic data we generated of the interaction between cyclodextrins and adamantane analogs (widely used in drug delivery studies), should serve as a guide for future studies where cyclodextrins are sought for the delivery and solvation of small organic molecules.

Supramolecular deep eutectic solvents: Current advances and critical evaluation of cyclodextrins from solute to solvent in emerging functional food.

The acceptance of nonconventional solvents as viable substitutes for traditional organic solvents has been widely recognized in order to comply with food-safety and sustainability regulations. Cyclodextrins (CDs), derived from starch, are cyclic oligosaccharides with the ability to form inclusion complexes with a variety of functional substances as the result of their distinctive structure, which enables them to effectively encapsulate bioactive compounds, rendering them highly sought after for use in food applications. In the implementing plan to achieve carbon-neutral emissions by 2050, the novel generation of supramolecular deep eutectic solvents (SUPRADES) has garnered increased attention and interest. The approach of utilizing SUPRADES as emerging solvents was just beginning to be applied to food studies. This review summarizes a revision of the current advances and critical evaluation of cyclodextrin-based SUPRADES (CD-based SUPRADES) as promising solvents for the enhancement of the extraction efficiency, solubilization and stability of bioactive compounds, adsorption and separation of food components, packaging materials, and modification of biopolymers. To meet the sustainable processing needs of the food industry, the emerging categories of CD-based SUPRADES need to be further fabricated. Herein, our review will sort out the potential application of CD-based SUPRADES in the food industry, aiming to provide a better understanding of CD-based SUPRADES within the viewpoint of food science. Formulation intricacies and scalability issues in real functional foods using CD-based SUPRADES as media need more efforts.