To see the other types of publications on this topic, follow the link: Cyclodextrin Molecules.
Journal articles on the topic 'Cyclodextrin Molecules'
Create a spot-on reference in APA, MLA, Chicago, Harvard, and other styles
Consult the top 50 journal articles for your research on the topic 'Cyclodextrin Molecules.'
Next to every source in the list of references, there is an 'Add to bibliography' button. Press on it, and we will generate automatically the bibliographic reference to the chosen work in the citation style you need: APA, MLA, Harvard, Chicago, Vancouver, etc.
You can also download the full text of the academic publication as pdf and read online its abstract whenever available in the metadata.
Browse journal articles on a wide variety of disciplines and organise your bibliography correctly.
1
Cardoso, T., C. I. C. Galhano, M. F. Ferreira Marques, and A. Moreira da Silva. "Thymoquinoneβ-Cyclodextrin Nanoparticles System: A Preliminary Study." Spectroscopy: An International Journal 27 (2012): 329–36. http://dx.doi.org/10.1155/2012/902486.
Full textAbstract:
Thymoquinone is a natural product, the main constituent ofNigella sativaseeds, which exhibits anti-inflammatory and anticancer activities. Among several existing molecules capable of forming an inclusion compound structure, cyclodextrins are applied in the pharmaceutical industry either to increase solubility of hydrophobic molecules or to protect molecules from inactivation or degradation.β-Cyclodextrin is currently the most common cyclodextrin in pharmaceutical formulations and probably the best studied in humans. In order to study the properties of inclusion compounds based on cyclodextrins and thymoquinone Fourier Transform Infrared (FTIR), Ultraviolet-Visible, Positron Annihilation Lifetime (PAL) Spectroscopies and calorimetric studies by Differential Scanning Calorimetry (DSC) were used. The obtained results indicate the formation of a 1 : 1 inclusion compound between cyclodextrin and thymoquinone. PALS and DSC measurements also provided evidence of the inclusion compound's activity.
2
Pereva, Stiliyana, Valya Nikolova, Silvia Angelova, Tony Spassov, and Todor Dudev. "Water inside β-cyclodextrin cavity: amount, stability and mechanism of binding." Beilstein Journal of Organic Chemistry 15 (July 17, 2019): 1592–600. http://dx.doi.org/10.3762/bjoc.15.163.
Full textAbstract:
Cyclodextrins (CDs) are native host systems with inherent ability to form inclusion complexes with various molecular entities, mostly hydrophobic substances. Host cyclodextrins are accommodative to water molecules as well and contain water in the native state. For β-cyclodextrin (β-CD), there is no consensus regarding the number of bound water molecules and the location of their coordination. A number of intriguing questions remain: (1) Which localities of the host’s macrocycle are the strongest attractors for the guest water molecules? (2) What are the stabilizing factors for the water clusters in the interior of β-CD and what type of interactions between water molecules and cavity walls or between the water molecules themselves are dominating the energetics of the β-CD hydration? (3) What is the maximum number of water molecules inside the cavity of β-CD? (4) How do the thermodynamic characteristics of β-CD hydration compare with those of its smaller α-cyclodextrin (α-CD) counterpart? In this study, we address these questions by employing a combination of experimental (DSC/TG) and theoretical (DFT) approaches.
3
Brown, SE, JH Coates, CJ Easton, SF Lincoln, Y. Luo, and AKW Stephens. "Cyclodextrin Inclusion Complexes of Two Non-Steroidal Antiinflammatory Drugs and of an Analgesic Drug." Australian Journal of Chemistry 44, no. 6 (1991): 855. http://dx.doi.org/10.1071/ch9910855.
Full textAbstract:
U.v .-visible spectrophotometric studies of the interactions of Naproxen, Ibuprofen and Panadol with α-cyclodextrin , β-cyclodextrin, γ-cyclodextrin and dimethyl β- cyclodextrin enable the determination of stability constants of inclusion complexes when their formation gives rise to appreciable spectral changes. The magnitudes of the stability constants are discussed in terms of the relative sizes and the chemical natures of the cyclodextrins and the included molecules.
4
Belyakova, L. A., A. M. Varvarin, D. Yu Lyashenko, and O. V. Khora. "Designing Adsorption Centres for Biological Active Molecules on a Silica Surface." Adsorption Science & Technology 23, no. 9 (November 2005): 703–19. http://dx.doi.org/10.1260/026361705776316596.
Full textAbstract:
The chemical interaction between the surface of hydroxylated or aminated silicas and β-cyclodextrin, mono-tosyl-β-cyclodextrin and the bromine derivative of heptakis-[6- O-( p-tosyl-β-cyclodextrin)] has been investigated using IR spectroscopy, thermogravimetric analysis with programmed heating, pH titration, weight adsorption method, elemental analysis and quantitative chemical analysis of the surface compounds. The optimum conditions for chemical grafting of β-cyclodextrins onto the silica surface were established. The formation of supramolecular structures, viz. inclusion complexes between immobilized β-cyclodextrin and the hormone of pineal gland (melatonin), on the surface of highly dispersed silicas of 1:1 composition was demonstrated.
5
Wang, Runmiao, Hui Zhou, Shirley W. I. Siu, Yong Gan, Yitao Wang, and Defang Ouyang. "Comparison of Three Molecular Simulation Approaches for Cyclodextrin-Ibuprofen Complexation." Journal of Nanomaterials 2015 (2015): 1–8. http://dx.doi.org/10.1155/2015/193049.
Full textAbstract:
Cyclodextrins are widely used for the solubilisation of poorly soluble drugs in the formulations. However, current cyclodextrin formulation development strongly depends on trial-and-error in the laboratory, which is time-consuming and high cost. The aim of this research was to compare three modeling approaches (Docking, molecular dynamics (MD), and quantum mechanics (QM)) for cyclodextrin/drug complexation. Ibuprofen was used as a model drug. Binding free energy from three simulation methods was calculated as an important parameter to compare with the experimental results. Docking results from AutoDock Vina program showed that the scoring of complexation capability between ibuprofen and cyclodextrins is alpha (α), gamma (γ), beta (β), and HP-beta-cyclodextrins, which indicated similar ranking with the results from phase, solubility diagram experiments. MD simulation indicated that ibuprofen could form the stable complexes withβ-,γ-, and HP-β-cyclodextrins, but not for alpha cyclodextrin. Binding free energies from the MD simulation forβ-,γ-, and HP-β-cyclodextrins were −3.67, −0.67, and −3.87 kcal/mol, individually. The enthalpies of QM simulation forβ-,γ-, and HP-β-cyclodextrins were −17.22, −14.75, and −20.28 kcal/mol, respectively. Results from all three modeling approaches showed similar ranking between ibuprofen and four cyclodextrin molecules as the experimental data. However, MD simulation with entropy calculation had the closest value to experimental data forβand HP-beta-cyclodextrins. Thus, MD simulation with MM-PBSA method may be fit toin silicoscreen for cyclodextrin formulations.
6
Székely-Szentmiklósi, Blanka, and B. Tőkés. "Study of Cyclodextrin/Fluoroquinolone Inclusion Complexes by Capillary Electrophoresis." Acta Medica Marisiensis 59, no. 2 (April 1, 2013): 107–10. http://dx.doi.org/10.2478/amma-2013-0026.
Full textAbstract:
AbstractIntroduction: In the present work we evaluated the complexation role of cyclodextrins toward fluoroquinolones in an attempt to assess their potential as new formulation additives for more efficient fluoroquinolone delivery and as selectors in capillary electrophoresis.Material and method: Guest-host interactions of two second generation quinolones, ciprofloxacin and norfloxacin with four cyclodextrins, beta-cyclodextrin (β-CD), gamma-cyclodextrin (γ-CD) and two beta-cyclodextrin derivatives, 2-hydroxypropyl beta-cyclodextrin (HP-β-CD) and randomly methylated beta-cyclodextrin (RAMEB), were tested by capillary electrophoresis in borate running buffer. Experimental parameters like buffer concentration, pH, organic modifier, voltage and cyclodextrin concentration have been varied for a better resolution.Results: In capillary zone electrophoresis ciprofloxacin and norfloxacin are migrating together, a difference in their migration times and thus separation occured by the addition of cyclodextrins.Conclusion: Our results suggest formation of inclusion complexes between fluoroquinolones and cyclodextrins. Differences in their affinity to host molecules resulted in separation of the two fluoroquinolones
7
Sivakumar, Ponnurengam M., Shohreh Peimanfard, Ali Zarrabi, Arezoo Khosravi, and Matin Islami. "Cyclodextrin-Based Nanosystems as Drug Carriers for Cancer Therapy." Anti-Cancer Agents in Medicinal Chemistry 20, no. 11 (July 8, 2020): 1327–39. http://dx.doi.org/10.2174/1871520619666190906160359.
Full textAbstract:
Background and Objective: Cyclodextrins have been of great interest as excellent candidates for fabricating versatile nano-drug delivery systems due to their commercial availability, easy functionalization, low immunogenicity, biocompatibility and safety. The possibility of reversible inclusion complex formation between cyclodextrins and various guest molecules in association with versatile exclusive properties of cyclodextrins offer a route towards the fabrication of highly sophisticated nanostructures with enormous potential for cancer treatment. Methods and Results: The current review discusses important recent advances in the fabrication and development of cyclodextrin-based nanostructures for cancer therapy. Firstly, the formation of inclusion complexes between cyclodextrin derivatives and anticancer compounds, as well as their application, are summarized. Secondly, the cyclodextrins -based nanosystems including cyclodextrin-containing polymers, cyclodextrin-based supramolecular necklaces, which consist of polyrotaxanes and polypseudorotaxanes and cyclodextrin based hydrogels accompanied by their applications in cancer treatment are highlighted. In the end, the future perspective of this field is discussed. Conclusion: Numerous investigations in this area pave the way for the flourishing of the next generation of nano-therapeutics towards enhanced cancer therapy.
8
Belyakova, L. A. "Encapsulation of benzene carboxylic acids using cyclodextrins." Himia, Fizika ta Tehnologia Poverhni 12, no. 1 (March 30, 2021): 40–51. http://dx.doi.org/10.15407/hftp12.01.040.
Full textAbstract:
The encapsulation of medicinal substances in various polymers is a common way to increase their thermal, hydrolytic, and chemical stability. However, the bioavailability of the encapsulated drugs decreases. The solution to this important problem can be the preparation of nanocapsules of medicinal substances using complexing agents, for example, cyclodextrins. The purpose of this work is to study the possibility of encapsulation of benzoic, salicylic, and β-resorcylic acids using α- and β-cyclodextrins. The interaction of benzene carboxylic acids with cyclodextrins in aqueous solutions at 20–30 оС has been studied by spectrophotometry. The formation of complexes with a composition of 1:1 in the cyclodextrin – benzene carboxylic acid systems has been proven. The stability constants of the complexes and the main thermodynamic parameters of complex formation have been calculated. It has been shown that the nature of changes in the spectral characteristics of benzene carboxylic acids in the presence of cyclodextrins can be used to predict the possibility of aromatic organic compounds encapsulation. The determining role of the complementarity of geometric parameters of cyclodextrins and benzene carboxylic acids in the preparation of inclusion complexes with features of nanocapsules has been found. The prospects of using β-cyclodextrin for encapsulation of benzene carboxylic acids have been demonstrated. The complexes of β-cyclodextrin with benzene carboxylic acids were synthesized and studied by IR spectroscopy, X-ray analysis and derivatography. The formation of two types of complexes in the β-cyclodextrin – benzene carboxylic acid system was established. The first type of complexes is formed due to nonspecific interactions between the hydrophobic cavity of β-cyclodextrin and the benzene carboxylic acid molecule, the second type is due to specific interactions between the functional groups of molecules. Benzoic and salicylic acids form nanocapsules with β-cyclodextrin, and their hydrolytic and thermal stability increases. Complexes of the second type acquire the properties of a new compound: β-resorcylic acid loses its individuality, forming strong supramolecular structures with β-cyclodextrin.
9
Welliver, Mark, and John P. McDonough. "Anesthetic Related Advances with Cyclodextrins." Scientific World JOURNAL 7 (2007): 364–71. http://dx.doi.org/10.1100/tsw.2007.83.
Full textAbstract:
Cyclodextrins encapsulate and electrostatically bind to lipophilic molecules. The exterior of cyclodextrins are water-soluble and maintain aqueous solubility despite encapsulation of non-aqueous soluble molecules. This unique ability to encapsulate lipophilic molecules and maintain water solubility confers numerous pharmacologic advantages for both drug delivery and removal. Cyclodextrins, a component part of supramolecular chemistry, may be in its infancy of anesthetic application but recent advances have been described as novel and revolutionary. A review of current research coupled with an understanding of cyclodextrin properties is necessary to fully appreciate the current uses and future potentials of these unique molecules.
10
Braga, Susana Santos. "Cyclodextrins as Multi-Functional Ingredients in Dentistry." Pharmaceutics 15, no. 9 (August 31, 2023): 2251. http://dx.doi.org/10.3390/pharmaceutics15092251.
Full textAbstract:
Cyclodextrins are present in a variety of oral hygiene compositions. The present work describes the role of cyclodextrins in several toothpastes and mouthwashes that are already available in the market, as well as their prospective use in other applications as investigated in studies in the literature. Moreover, cyclodextrins are under study for the development of materials used in various techniques of dental repair, such as fillings, cements and binders therein. Their role in each of the innovative materials is presented. Finally, the prospect of the use of cyclodextrin-based delivery systems for the oral cavity is introduced, with a focus on new cyclodextrin molecules with dual action as bone-targeting agents and osteogenic drugs, and on new cross-linked cyclodextrin particles with a high drug loading and sustained drug delivery profile for the treatment of diseases that require prolonged action, such as periodontitis. In conclusion, cyclodextrins are herein demonstrated to act as versatile and multi-action ingredients with a broad range of applications in dentistry.
11
Christy, Alfred A. "Water Adsorption Properties of Free and Dehydrated β-Cyclodextrin Studied by near Infrared Spectroscopy and Gravimetry." Key Engineering Materials 689 (April 2016): 143–47. http://dx.doi.org/10.4028/www.scientific.net/kem.689.143.
Full textAbstract:
β-cyclodextrin, like other carbohydrates has a tendency to adsorb water molecules and the properties are attributed to the hydroxyl groups in the molecules. β-cyclodextrin, the cyclic oligomer of glucose has a hydrophobic interior and hydrophilic exterior. The cyclic structure favours the formation of hydrogen bonds between the OH groups on the adjacent glucose units and affects the formation of hydrogen bonds with water molecules. The hydoxyl groups engaged in hydrogen bondings can be eliminated at high temperatures and the adsorption properties of the dehydrated β-cyclodextrin will depend on the new functional groups formed. The aim of the report is to discuss the issue of the water adsorption properties of free and dehydrated β-cyclodextrin. Dry β-cyclodextrin and dehydrated β-cyclodextrin at temperatures 250, 300 and 350 °C were allowed to adsorb water from a humidity controlled air environmennt and the evolving near infrared spectra were measured using a near infrared spectrometer equipped with a transflectance accessory. The near infrared spectra in the region 10,000-4000 cm-1 and their second and fourth derivative profiles were used in studying the variation in the adsorption characteristics of dehydrated β-cyclodextrin. The results of the analyses show that the adsorption of water by β-cyclodextrin decreses at 300 °C compared to 200 and 250 °C. Dehydration forms more of the ethereal type-O-bonds in the molecule and explains the decrease in the water molecular adsorption at higher dehydration temperatures.
12
Tellini, Victor Hugo Soto, Aida Jover, Luciano Galantini, Francisco Meijide, and José Vázquez Tato. "Crystal structure of the supramolecular linear polymer formed by the self-assembly of mono-6-deoxy-6-adamantylamide-β-cyclodextrin." Acta Crystallographica Section B Structural Science 60, no. 2 (March 18, 2004): 204–10. http://dx.doi.org/10.1107/s0108768104003775.
Full textAbstract:
Mono-6-deoxy-6-adamantylamide-β-cyclodextrin–dimethylformamide–15H2O, C53H85NO35·C3H7NO·15H2O, crystallizes in the orthorhombic space group P212121. The adamantyl group is inserted into the cyclodextrin cavity of the adjacent molecule, entering by the side of the secondary hydroxy rim, thus forming a supramolecular linear polymer by self-assembly. Adjacent macrocycles are linked into columns by hydrogen bonds involving the nearest glucose residues, and the structure is further stabilized by their involvement in hydrogen bonding with water molecules which reside in channels surrounding the polymer columns, thus acting as bridges between the cyclodextrin units. The centroid of the adamantyl group lies below the plane formed by the seven glycosidic O atoms of the host cyclodextrin, excluding water molecules from the secondary side of β-cyclodextrin (β-CD). Between the adamantyl group and the primary hydroxy rim of the cyclodextrin cavity lies a dimethylformamide molecule, which shields the hydrophobic adamantyl group from the primary hydroxy rim of its carrying β-CD and excludes water molecules from the primary side of the β-CD cavity.
13
Diaconu, Alexandra-Diana, Corina-Lenuta Logigan, Catalina Anisoara Peptu, Constanta Ibanescu, Valeria Harabagiu, and Cristian Peptu. "Polyurethane Degradable Hydrogels Based on Cyclodextrin-Oligocaprolactone Derivatives." Gels 9, no. 9 (September 16, 2023): 755. http://dx.doi.org/10.3390/gels9090755.
Full textAbstract:
Polymer networks based on cyclodextrin and polyethylene glycol were prepared through polyaddition crosslinking using isophorone diisocyanate. The envisaged material properties are the hydrophilic character, specific to PEG and cyclodextrins, and the capacity to encapsulate guest molecules in the cyclodextrin cavity through physical interactions. The cyclodextrin was custom-modified with oligocaprolactone to endow the crosslinked material with a hydrolytically degradable character. SEM, DTG, and FTIR characterization methods have confirmed the morphology and structure of the prepared hydrogels. The influence of the crosslinking reaction feed was investigated through dynamic rheology. Further, thermal water swelling and hydrolytic degradation in basic conditions revealed the connectivity of the polymer network and the particular influence of the cyclodextrin amount in the crosslinking reaction feed on the material properties. Also, levofloxacin was employed as a model drug to investigate the drug loading and release capacity of the prepared hydrogels.
14
Bucur, Pálma, Ibolya Fülöp, and Emese Sipos. "Insulin Complexation with Cyclodextrins—A Molecular Modeling Approach." Molecules 27, no. 2 (January 11, 2022): 465. http://dx.doi.org/10.3390/molecules27020465.
Full textAbstract:
Around 5% of the population of the world is affected with the disease called diabetes mellitus. The main medication of the diabetes is the insulin; the active form is the insulin monomer, which is an instable molecule, because the long storage time, or the high temperature, can cause the monomer insulin to adapt an alternative fold, rich in β-sheets, which is pharmaceutically inactive. The aim of this study is to form different insulin complexes with all the cyclodextrin used for pharmaceutical excipients (native cyclodextrin, methyl, hydroxyethyl, hydroxypropyl and sulfobutylether substituted β-cyclodextrin), in silico condition, with the AutoDock molecular modeling program, to determine the best type of cyclodextrin or cyclodextrin derivate to form a complex with an insulin monomer, to predict the molar ratio, the conformation of the complex, and the intermolecular hydrogen bonds formed between the cyclodextrin and the insulin. From the results calculated by the AutoDock program it can be predicted that insulin can make a stable complex with 5–7 molecules of hydroxypropyl-β-cyclodextrin or sulfobutylether-β-cyclodextrin, and by forming a complex potentially can prevent or delay the amyloid fibrillation of the insulin and increase the stability of the molecule.
15
Mikaelian, Georgios, Grigorios Megariotis, and Doros N. Theodorou. "Molecular simulations of doxorubicin complexed with native and modified cyclodextrins in water." Journal of Physics: Conference Series 2701, no. 1 (February 1, 2024): 012007. http://dx.doi.org/10.1088/1742-6596/2701/1/012007.
Full textAbstract:
Abstract In this study, all-atom molecular dynamics simulations have been performed to investigate from a nanoscopic point of view the interactions in supramolecular complexes formed between doxorubicin and cyclodextrins in an aqueous phase at a temperature of 310 K. All the simulations are on the time scales of microseconds and are carried out on High Performance Computing resources provided by the Greek Supercomputer ARIS. Doxorubicin, which is a well-known anticancer drug belonging to the class of anthracyclines, is simulated with two cyclodextrins of broad utilization in drug delivery, i.e.: γ-cyclodextrin and 2-hydroxypropyl-β-cyclodextrin. In both cases, the complexation process takes place spontaneously during the course of the simulations and a detailed analysis of the formed complexes is conducted in terms of structural, dynamical and thermodynamic properties. In addition, we present a quantitative analysis of how doxorubicin affects, upon complexation, the geometry, the hydrogen bonding network and the hydration of the selected cyclodextrins. Special attention is paid to the thermodynamic description of the simulated systems. More specifically, the standard binding free energy is calculated with an extended version of the linear interaction energy method. The presented in silico approach reveals that doxorubicin forms stable complexes with the chosen cyclodextrin molecules, there is a water solubility enhancement of the drug with respect to its unbound state and also cyclodextrins act protectively to the drug preventing undesired effects, such as the glycosidic degradation. Excellent agreement is found between the presented results and published in silico and experimental findings.
16
Archana Sumohan Pillai, Sivaraj Ramasamy, Varnitha Manikandan, Aleyamma Alexander, and Israel V.M.V. Enoch. "Anticancer Activity of the Host-Guest Complex of Camptothecin with β-Cyclodextrin-Folate Conjugate. Encapsulation and Efficacy." International Journal of Research in Pharmaceutical Sciences 11, SPL4 (December 21, 2020): 1286–91. http://dx.doi.org/10.26452/ijrps.v11ispl4.4294.
Full textAbstract:
Cyclodextrins are cyclic oligosachcharides that act as molecular hosts and accommodate drug molecules forming host: guest complexes. They aid in the sustained release of the encapsulated drugs through diffusion in solution and protect their unstable forms. In this paper, we report the synthesis of a β-cyclodextrin-folate by a simple coupling reaction. The compound is characterized using IR, NMR, and mass spectroscopic techniques. The amide carbonyl band is observed at 1680 cm-1. The mass spectrum shows the molecular ion peak of the β-cycloxetrin-folate conjugate at an m/z value of 1615.35. An inclusion complex of the anticancer drug, camptothecin, with the β-cycloxetrin-folate is formed on the stepwise addition of the β-cycloxetrin-folate to the guest molecule. The complex formation is studied using UV-visible and fluorescence spectroscopy. The formation of host: guest complexes is known to enable the sustained release of the encapsulated drug molecule. Herein, we examined the in vitro anticancer activity of the host: guest complex against cervical cancer (HeLa) cells. The host: guest complex formation results in enhanced efficacy of the drug. Dose-dependent cytotoxicity is observed for the β-cyclodextrin-folate: camptothecin complex. The cytotoxicity is more for the complex than for the free drug in solution.
17
Dutta, Ashutosh, Niloy Roy, Koyeli Das, Debadrita Roy, Raja Ghosh, and Mahendra Nath Roy. "Synthesis and Characterization of Host Guest Inclusion Complexes of Cyclodextrin Molecules with Theophylline by Diverse Methodologies." Emerging Science Journal 4, no. 1 (February 1, 2020): 52–72. http://dx.doi.org/10.28991/esj-2020-01210.
Full textAbstract:
Steady host–guest inclusion complexes have been produced with medicinally important guest molecule theophylline within aqueous α-Cyclodextrin and HP-β-Cyclodextrin. α-and HP-β-Cyclodextrins have been established with favorable structural features for inclusion with Theophylline which include diversified applications in modern science such as controlled delivery in the field of pharmaceuticals, food processing, pesticides, foodstuffs etc. Theophylline is one of the most widely accepted drugs for the treatment of asthma and chronic obstructive pulmonary disease (COPD) worldwide, even if it has been used clinically for many years. With both α and HP-β-Cyclodextrins it is found that 1:1 hosts-guest inclusion complexes are formed with the guest molecule theophylline. The construction and quality of the inclusion complexes have been characterized by using conductivity measurement, surface tension study, and Job’s method. The inclusion phenomenon has been confirmed by FTIR spectroscopy, proton NMR study. Association constants and thermodynamic parameters have been evaluated for the created inclusion complexes by ultraviolet spectroscopy.
18
Zhou, Huchen, and John T. Groves. "Host-guest interactions of cyclodextrins and metalloporphyrins: supramolecular building blocks toward artificial heme proteins." Journal of Porphyrins and Phthalocyanines 08, no. 02 (February 2004): 125–40. http://dx.doi.org/10.1142/s108842460400012x.
Full textAbstract:
Cyclodextrins are versatile building blocks for a variety of macromolecules due to the inclusion complexes that are formed with hydrophobic organic molecules. Cyclodextrin-porphyrin interactions are of particular interest since cyclodextrins can serve as a non-covalent binding pocket while metalloporphyrins could serve as the heme analogs in the construction of heme protein model compounds. Various approaches to the design and assembly of biomimetic porphyrin constructs are compared and contrasted in this minireview with a particular emphasis on self-assembled and porphyrin-cyclodextrin systems. Several recent advances from our laboratories are described in this context. A sensitive fluorescent binding probe, 6A-N-dansyl-permethylated-β-cyclodextrin (Dan-NH-TMCD), was found to form 2:1 complexes with the meso-tetraphenylporphyrins Mn(III)TCPP , Mn(III)TPPS and Mn(III)TF 4 TMAP with high binding constants. A perPEGylated cyclodextrin, heptakis(2,3,6-tri-O-2-(2-(2-methoxyethoxy)ethoxy)ethyl)-β-cyclodextrin (TPCD), has been shown by 1 H NMR spectroscopy to form a 1:1 complex with H 2 TCPP with a binding constant above 108M-1. Such a strong binding constant is the largest found for a 1:1 complex between a monomeric cyclodextrin and a guest. TPCD was also found to bind Mn(III)TCPP with a binding constant of 1.2 × 106 M -1. A novel, self-assembled hemoprotein model, hemodextrin is also described. The molecular design is based on a PEGylated cyclodextrin scaffold that bears both a heme-binding pocket and an axial ligand that binds an iron porphyrin. The binding constant for Fe (III) TPPS (iron(III) meso-tetra(4-sulfonatophenyl)porphyrin) by py-PPCD was determined to be 2 × 106 M -1. The pyridyl nitrogen of py-PPCD was shown to ligate to the iron center by observing signal changes in the Fe(II) -porphyrin 1 H NMR spectrum. This hemodextrin ensemble, a minimalist myoglobin, was shown to bind dioxygen reversibly and to form a stable ferryl species.
19
Zeng, Wei, Ming Qiu Zhang, and Min Zhi Rong. "Polymer Composites as Gas Sensors with Molecular Discrimination Ability." Key Engineering Materials 334-335 (March 2007): 981–84. http://dx.doi.org/10.4028/www.scientific.net/kem.334-335.981.
Full textAbstract:
To prepare a novel gas sensor being able to recognize molecules, waterborne poly(β-cyclodextrin-block-polydiethylene glycol hexandioic ester) (i.e., waterborne β-CD-block-PDEA) was synthesized and filled with carbon black (CB). It was found that the composites’ electric resistance remarkably changed when the composites were exposed to the vapors of small size molecule solvents (including dichloromethane, chloroform and tetrahydrofuran, etc.). However, almost no response could be detected in the vapors of large size molecule solvents (like n-pentane, ethylbenzene and hexane). Besides, the responsiveness gradually decreased with increasing molecular size of organic solvents. The results evidenced that the composites have acquired considerable selective sensitivity towards gaseous analytes in terms of their molecular sizes. β-cyclodextrin rather than polydiethylene glycol hexandioic ester played the leading role in this aspect, which was explained from the viewpoint of host-gust chemistry. That is, the response mechanism is mainly based on the molecular discrimination behavior of the host compounds. The small analytes could be entrapped by the β-cyclodextrin cavity due to van der Waals force. On the other hand, solvents’ permittivity also played an important role. The molecules with high permittivity were difficult to enter the hydrophobic cavities. The present study demonstrated the composites could serve as candidates for gas sensors capable of molecule discrimination.
20
Raut, Sushil Y., Alekhya S. N. Manne, Guruprasad Kalthur, Sanyog Jain, and Srinivas Mutalik. "Cyclodextrins as Carriers in Targeted Delivery of Therapeutic Agents: Focused Review on Traditional and Inimitable Applications." Current Pharmaceutical Design 25, no. 4 (June 3, 2019): 444–54. http://dx.doi.org/10.2174/1381612825666190306163602.
Full textAbstract:
The objective of the article is to provide a comprehensive review on the application of cyclodextrin complexation in the delivery of drugs, bioactive molecules or macromolecules, with more emphasis on targeted drug delivery. Classically the cyclodextrins have been considered only as a means of improving the solubility of drugs; however, many attempts have been made to use cyclodextrins as drug delivery carriers. The cyclodextrin surface can be modified with various ligands for active targeting of drugs. It can also be passively targeted through various triggering mechanisms like thermal, magnetic, pH dependent, light dependent, ultrasound, etc. A comprehensive literature review has been done in the area of drug delivery using cyclodextrins. Applications of inclusion complexes in the drug delivery through various routes with examples are discussed. This review focuses on receptor mediated active targeting as well as stimuli responsive passive targeting of drugs/genes by using cyclodextrins. The article provides a detailed insight of the use of cyclodextrins and their derivatives on the targeted delivery of the drugs/genes.
21
Krabicová, Ilona, Silvia Lucia Appleton, Maria Tannous, Gjylije Hoti, Fabrizio Caldera, Alberto Rubin Pedrazzo, Claudio Cecone, Roberta Cavalli, and Francesco Trotta. "History of Cyclodextrin Nanosponges." Polymers 12, no. 5 (May 14, 2020): 1122. http://dx.doi.org/10.3390/polym12051122.
Full textAbstract:
Nowadays, research in the field of nanotechnology and nanomedicine has become increasingly predominant, focusing on the manipulation and development of materials on a nanometer scale. Polysaccharides have often been used as they are safe, non-toxic, hydrophilic, biodegradable and are low cost. Among them, starch derivatives and, in particular, cyclodextrin-based nanosponges (CD NSs) have recently emerged due to the outstanding properties attributable to their peculiar structure. In fact, alongside the common polysaccharide features, such as the presence of tunable functional groups and their ability to interact with biological tissues, thus giving rise to bioadhesion, which is particularly useful in drug delivery, what makes CD NSs unique is their three-dimensional network made up of crosslinked cyclodextrin units. The name “nanosponge” appeared for the first time in the 1990s due to their nanoporous, sponge-like structure and responded to the need to overcome the limitations of native cyclodextrins (CDs), particularly their water solubility and inability to encapsulate charged and large molecules efficiently. Since CD NSs were introduced, efforts have been made over the years to understand their mechanism of action and their capability to host molecules with low or high molecular weight, charged, hydrophobic or hydrophilic by changing the type of cyclodextrin, crosslinker and degree of crosslinking used. They enabled great advances to be made in various fields such as agroscience, pharmaceutical, biomedical and biotechnological sectors, and NS research is far from reaching its conclusion. This review gives an overview of CD NS research, focusing on the origin and key points of the historical development in the last 50 years, progressing from relatively simple crosslinked networks in the 1960s to today’s multifunctional polymers. The approach adopted in writing the present study consisted in exploring the historical evolution of NSs in order to understand their role today, and imagine their future.
22
Lebedinskiy, Konstantin, Ivan Barvík, Zdeněk Tošner, Ivana Císařová, Jindřich Jindřich, and Radim Hrdina. "Spatial arrangements of cyclodextrin host–guest complexes in solution studied by 13C NMR and molecular modelling." Beilstein Journal of Organic Chemistry 20 (February 20, 2024): 331–35. http://dx.doi.org/10.3762/bjoc.20.33.
Full textAbstract:
13C NMR spectroscopic analyses of Cs symmetric guest molecules in the cyclodextrin host cavity, combined with molecular modelling and solid-state X-ray analysis, provides a detailed description of the spatial arrangement of cyclodextrin host–guest complexes in solution. The chiral cavity of the cyclodextrin molecule creates an anisotropic environment for the guest molecule resulting in a splitting of its prochiral carbon signals in 13C NMR spectra. This signal split can be correlated to the distance of the guest atoms from the wall of the host cavity and to the spatial separation of binding sites preferred by pairs of prochiral carbon atoms. These measurements complement traditional solid-state analyses, which rely on the crystallization of host–guest complexes and their crystallographic analysis.
23
Godge, Ganesh Raosaheb, Shivanand Hiremath, Bhakti Sonawale, and Rani Shirsath. "Pharmaceutical Advances in Cyclodextrin Inclusion Complexes for Improved Bioavailability of Poorly-Soluble Drugs." International Journal of Pharmaceutical Sciences and Nanotechnology 8, no. 3 (August 30, 2015): 2894–905. http://dx.doi.org/10.37285/ijpsn.2015.8.3.2.
Full textAbstract:
Cyclodextrins (CDs) are commonly used in drug formulations as solubility enhancers because of their ability to form water-soluble inclusion complexes with poorly water-soluble drugs. Cyclodextrins are useful molecular chelating agents. The cyclodextrins have a wide range of applications in different areas of drug delivery and pharmaceutical industry due to their complexation ability and other versatile characteristics. Orally administered drugs completely absorb only when they show fair solubility in gastric medium and such drugs shows good bioavailability. The solubility and dissolution properties of drugs play an important role in the process of formulation development. The most common pharmaceutical application of cyclodextrin is to enhance the solubility, stability, safety and bioavailability of drug molecules. Cyclodextrins are cyclic oligosaccharides which have recently been recognized as useful pharmaceutical excipients. As a result of molecular complexation phenomena CDs are widely used in many industrial products, technologies and analytical methods. The negligible cytotoxic effects of CDs are an important attribute in applications such as drug carrier, food and flavors, cosmetics, packing, textiles, separation processes, environment protection, fermentation and catalysis. The objective of this review is to discuss and summarize some of the findings and applications of cyclodextrin and their derivatives indifferent areas of drug delivery. The paper also highlights important CD application in drug solubility and dissolution, bioavailability, safety and stability, their use as excipients in drug formulation, design of various novel delivery systems like liposome, microspheres, microcapsules, and nanoparticles.
24
Krukle-Berzina, Kristine, Sergey Belyakov, Anatoly Mishnev, and Kirill Shubin. "Crystal structure of a two-dimensional metal–organic framework assembled from lithium(I) and γ-cyclodextrin." Acta Crystallographica Section E Crystallographic Communications 76, no. 3 (February 14, 2020): 349–53. http://dx.doi.org/10.1107/s2056989020001942.
Full textAbstract:
The crystal structure of the polymeric title compound, catena-poly[[[diaqualithium]-μ-γ-cyclodextrin(1−)-[aqualithium]-μ-γ-cyclodextrin(1−)] pentadecahydrate], {[Li2(C48H79O40)2(H2O)3]·15H2O} n , consists of deprotonated γ-cyclodextrin (CD) molecules assembled by lithium ions into metal–organic ribbons that are cross-linked by multiple O—H...O hydrogen bonds into sheets extending parallel to (0\overline11). Within a ribbon, one Li+ ion is coordinated by one deprotonated hydroxyl group of the first γ-CD torus and by one hydroxyl group of the second γ-CD torus as well as by two water molecules. The other Li+ ion is coordinated by one deprotonated hydroxyl and by one hydroxyl group of the second γ-CD torus, by one hydroxyl group of the first γ-CD torus as well as by one water molecule. The coordination spheres of both Li+ cations are distorted tetrahedral. The packing of the structure constitute channels along the a axis. Parts of the hydroxymethyl groups in cyclodextrin molecules as well as water molecules show two-component disorder. Electron density associated with additional disordered solvent molecules inside the cavities was removed with the SQUEEZE [Spek (2015). Acta Cryst. C71, 9–18] routine in PLATON. These solvent molecules are not considered in the given chemical formula and other crystal data. Five out of the sixteen hydroxymethyl groups and one water molecule are disordered over two sets of sites.
25
Stoica, Laura, Elena Carmen Cotrutz, Cristian Onisor, Carmen Tiutiuca, Pavel Onofrei, Camelia Ana Grigore, Ana Emanuela Botez, et al. "Cyclodextrins Increase the Cytotoxicity of Curcumin Derivatives in Osteosarcoma Cell Culture." Revista de Chimie 71, no. 5 (May 29, 2020): 150–56. http://dx.doi.org/10.37358/rc.20.5.8123.
Full textAbstract:
Cyclodextrins (CDs), a group of oligosaccharides formed by glucose units bound togetherin a ring, showed a promising ability to form supramolecular complexes with drug molecules and improved theirphysicochemical properties without any molecular modifications. On the other hand, a large number of synthetic curcumin derivatives showed promising anticancer results on malignant cell cultures in recent years. This study presents the advantages and limitations of CDs (potential enhancers of solubility and stability) when are used together with a series of curcumin complexes. All the CD-curcumin complex mixtures were tested as potential anticancer agents on a human osteosarcoma cell culture. A variant of beta-cyclodextrin (monochlorotriazinyl-β-cyclodextrin sodium salt) was found to exhibit the best results in terms of solubility and cytotoxicity enhancements. The results(expressed as inhibitory concentrations for 50 % cell viability - IC50) showed significant improvements for manganese and cooper curcumin complexes and had no effects for boron and thorium complexes.
26
Braga, Susana Santos. "Molecular Mind Games: The Medicinal Action of Cyclodextrins in Neurodegenerative Diseases." Biomolecules 13, no. 4 (April 12, 2023): 666. http://dx.doi.org/10.3390/biom13040666.
Full textAbstract:
Cyclodextrins are often used as molecular carriers for small active ingredients in medicine. Recently, the intrinsic medicinal activity of some of these compounds has been under investigation, mainly related to their ability to interfere with cholesterol and, therefore, prevent and treat cholesterol-related diseases such as cardiovascular disease and neuronal diseases arising from altered cholesterol and lipid metabolism. One of the most promising compounds within the cyclodextrin family is 2-hydroxypropyl-β-cyclodextrin (HPβCD), owing to its superior biocompatibility profile. This work presents the most recent advances in the research and clinical use of HPβCD against Niemann–Pick disease, a congenital condition involving cholesterol accumulation inside lysosomes in brain cells, Alzheimer’s and Parkinson’s. HPβCD plays a complex role in each of these ailments, going beyond the mere sequestering of cholesterol molecules and involving an overall regulation of protein expression that helps restore the normal functioning of the organism.
27
Gidwani, Bina, and Amber Vyas. "A Comprehensive Review on Cyclodextrin-Based Carriers for Delivery of Chemotherapeutic Cytotoxic Anticancer Drugs." BioMed Research International 2015 (2015): 1–15. http://dx.doi.org/10.1155/2015/198268.
Full textAbstract:
Most of the cytotoxic chemotherapeutic agents have poor aqueous solubility. These molecules are associated with poor physicochemical and biopharmaceutical properties, which makes the formulation difficult. An important approach in this regard is the use of combination of cyclodextrin and nanotechnology in delivery system. This paper provides an overview of limitations associated with anticancer drugs, their complexation with cyclodextrins, loading/encapsulating the complexed drugs into carriers, and various approaches used for the delivery. The present review article aims to assess the utility of cyclodextrin-based carriers like liposomes, niosomes, nanoparticles, micelles, millirods, and siRNA for delivery of antineoplastic agents. These systems based on cyclodextrin complexation and nanotechnology will camouflage the undesirable properties of drug and lead to synergistic or additive effect. Cyclodextrin-based nanotechnology seems to provide better therapeutic effect and sustain long life of healthy and recovered cells. Still, considerable study on delivery system and administration routes of cyclodextrin-based carriers is necessary with respect to their pharmacokinetics and toxicology to substantiate their safety and efficiency. In future, it would be possible to resolve the conventional and current issues associated with the development and commercialization of antineoplastic agents.
28
Raffaini, Giuseppina, Antonino Mazzaglia, and Fabio Ganazzoli. "Aggregation behaviour of amphiphilic cyclodextrins: the nucleation stage by atomistic molecular dynamics simulations." Beilstein Journal of Organic Chemistry 11 (December 7, 2015): 2459–73. http://dx.doi.org/10.3762/bjoc.11.267.
Full textAbstract:
Amphiphilically modified cyclodextrins may form various supramolecular aggregates. Here we report a theoretical study of the aggregation of a few amphiphilic cyclodextrins carrying hydrophobic thioalkyl groups and hydrophilic ethylene glycol moieties at opposite rims, focusing on the initial nucleation stage in an apolar solvent and in water. The study is based on atomistic molecular dynamics methods with a “bottom up” approach that can provide important information about the initial aggregates of few molecules. The focus is on the interaction pattern of amphiphilic cyclodextrin (aCD), which may interact by mutual inclusion of the substituent groups in the hydrophobic cavity of neighbouring molecules or by dispersion interactions at their lateral surface. We suggest that these aggregates can also form the nucleation stage of larger systems as well as the building blocks of micelles, vesicle, membranes, or generally nanoparticles thus opening new perspectives in the design of aggregates correlating their structures with the pharmaceutical properties.
29
Fenyvesi, Ferenc. "Biological Studies on Cyclodextrins." Proceedings 78, no. 1 (December 1, 2020): 60. http://dx.doi.org/10.3390/iecp2020-08692.
Full textAbstract:
In recent years, our knowledge of the biological effects of cyclodextrins has grown significantly. Cellular actions of cyclodextrins originate in their ability to form complexes with lipophilic biomolecules. Cyclodextrins can target different types of molecules according to their size, for instance, alpha-cyclodextrins form complexes with phospholipids, while beta-cyclodextrins can bind cholesterol or prostaglandin E2. Due to their interactions with the main membrane constituents, cyclodextrins can affect the barrier function of biological barriers or influence the function of membrane proteins. Nevertheless, cyclodextrins can enter the cells by endocytosis and affect the intracellular cholesterol storage. Based on these findings, 2-hydroxypropyl-beta cyclodextrin (HPBCD) received the orphan designation for the treatment of Niemann–Pick disease type C. The endocytosis of cyclodextrins works in different cell types and can be applied in the delivery of drugs into the cells. The tissue distribution and pharmacokinetics of cyclodextrins could be further characterized by imaging techniques. Radiolabeled HPBCD and randomly methylated beta-cyclodextrin (RAMEB) were recently used to study their in vivo behavior by positron emission tomography. Interestingly, RAMEB accumulation was detected in prostaglandin E2 (PGE2)-positive tumors. These findings can promote further research and the application of cyclodextrins in inflammation and tumor diagnosis or targeting. The presentation aims to give an overview of the main biological effects of cyclodextrins and the recent results of this research field.
30
Liu, Zhimin, Zhigang Xu, and Liping Ma. "Design, synthesis, and characterization of a series of novel β-cyclodextrin functional monomers." Journal of Chemical Research 46, no. 1 (January 2022): 174751982110732. http://dx.doi.org/10.1177/17475198211073281.
Full textAbstract:
In order to increase its solubility in water and improve β-cyclodextrin combination with guest molecules, chemical modification of β-cyclodextrin is a feasible and effective method. A variety of β-cyclodextrin derivatives are designed and introduced for pharmaceutical complexation and analytical chemistry application. In this study, a series of β-cyclodextrin derivatives containing unsaturated bonds is designed and synthesized. The products are characterized by MS, FTIR, 1H NMR, and 13C NMR. Some of the functional monomers may be used in the preparation of molecularly imprinted polymers, and preliminary studies have shown excellent molecular recognition ability. The prepared β-cyclodextrin functional monomers have potential application value in molecular recognition materials based on polymers.
31
Odeh, Fadwa, Fedaa Adaileh, Walhan Alshaer, Hamdi Nsairat, Dana A. Alqudah, Areej M. Jaber, and Abeer Al Bawab. "Synthesis of Mono-Amino Substituted γ-CD: Host–Guest Complexation and In Vitro Cytotoxicity Investigation." Molecules 27, no. 5 (March 4, 2022): 1683. http://dx.doi.org/10.3390/molecules27051683.
Full textAbstract:
Cyclodextrins (CDs) are cyclic oligosaccharides which can trap hydrophobic molecules and improve their chemical, physical, and biological properties. γ-CD showed the highest aqueous solubility with the largest cavity diameter among other CD types. The current study describes a direct and easy method for nucleophilic mono-aminos to be substituted with γ-CD and tested for their ability to host the guest curcumin (CUR) as a hydrophobic drug model. The mass spectrometry and NMR analyses showed the successful synthesis of three amino-modified γ-CDs: mono-6-amino-6-deoxy-cyclodextrine (γ-CD-NH2), mono-6-deoxy-6-ethanolamine-γ-cyclodextrine (γ-CD-NHCH2CH2OH), and mono-6-deoxy-6-aminoethylamino)-γ-cyclodextrin (γ-CD-NHCH2CH2NH2). These three amino-modified γ-CDs were proven to be able to host CUR as native γ-CDs with formation constants equal to 6.70 ± 1.02, 5.85 ± 0.80, and 8.98 ± 0.90 mM−1, respectively. Moreover, these amino-modified γ-CDs showed no significant toxicity against human dermal fibroblast cells. In conclusion, the current work describes a mono-substitution of amino-modified γ-CDs that can still host guests and showed low toxicity in human dermal fibroblasts cells. Therefore, the amino-modified γ-CDs can be used as a carrier host and be conjugated with a wide range of molecules for different biomedical applications, especially for active loading methods.
32
Dong, Chao, Ying Ye, Li Ying Qian, Bei Hai He, and Hui Ning Xiao. "Preparation, Characterization of Cellulose Fibers Grafting by β-Cyclodextrin and their Application for Antibacterial Products." Advanced Materials Research 936 (June 2014): 784–88. http://dx.doi.org/10.4028/www.scientific.net/amr.936.784.
Full textAbstract:
Cyclodextrins (CDs) can form inclusion complexes with a variety of molecules making them very attractive in different areas, such as pharmaceutics, biochemistry, food chemistry and papermaking. In this communication the preparation of β-cyclodextrin-grafted cellulose fibers was carried out by reacting β-cyclodextrin with cellulose fiber via citric acid (CA). Both fourier transform infrared (FTIR) and cross polarization magic angle spinning solid state nuclear magnetic resonance (CP-MAS NMR) indicated that β-CDs had been chemically attached to cellulose backbone through the formation of ester bonds. Furthermore, the β-CD-grafted cellulose fibers formed inclusion complexes with ciprofloxacin hydrochloride (CipHCl). And the β-CD-grafted cellulose fibers loaded with CipHCl showed excellent antibacterial activity against E.coli and S.aureus.
33
Zhao, Lijuan, Yan Zheng, Xurundong Kan, Xingyuan Liu, Jin Li, and Lingang Zhang. "Application research progress of cyclodextrin and its derivatives." Highlights in Science, Engineering and Technology 26 (December 30, 2022): 157–61. http://dx.doi.org/10.54097/hset.v26i.3941.
Full textAbstract:
The emergence of supramolecular chemistry is a new era of chemical development. It is a rapidly developing new interdisciplinary subject. Many major achievements have been made. Supramolecular chemistry refers to two molecules (host and guest) or multiple molecules. Under the action of the non-covalent bond between molecules, a highly complex multi-molecular polymer with specific functions and special properties is formed. After literature search, the cyclodextrin and its derivatives are briefly introduced based on references, and the pharmaceutical aspects of cyclodextrin and its derivatives are reviewed in terms of sources, preparation methods, properties, and applications.
34
Lupu, Andrei Cristian, Mihaela Bombos, Gabriel Vasilievici, and Liviu-Dan Miron. "Synthesis and Characterization of Inclusion Complex of Diminazene Aceturate with b-Ciclodextrin." Revista de Chimie 70, no. 6 (July 15, 2019): 2136–40. http://dx.doi.org/10.37358/rc.19.6.7291.
Full textAbstract:
Cyclodextrins (CD) are macrocyclic biopolymers with potential applications in the delivery of small and macro-molecular therapeutic agents. Despite the potent host-guest inclusion property, their inherent lack of cellular binding ability has limited applications in drug delivery. Herein, we functionalized b-cyclodextrin (b-CD) with diminazene aceturate(DIMA), which are bioactive molecules, widely distributed some cells, and responsible for antiprotozoal activity. The inclusion complex of DIMA with b-CD was confirmed with textural, thermogravimetric, calorimetric, spectroscopic, and microscopic techniques. Thus, the proposed inclusion complex b-CD-DIMA system could be used as a site-specific drug delivery carrier.
35
Duvivier, Stéphane, Mirielle Turmine, and Pierre Letellier. "Solubilité de la beta-cyclodextrine dans les mélanges eau - nitrate d'éthylammonium à 25°C." Canadian Journal of Chemistry 76, no. 8 (August 1, 1998): 1210–14. http://dx.doi.org/10.1139/v98-139.
Full textAbstract:
β-Cyclodextrin solubilities were determined in water - ethylammonium nitrate (EAN) mixtures at 25°C. EAN is a molten salt at room temperature (θ f = 14°C). It is miscible with water in the whole range of mixtures. Unlike molecular solvents, addition of EAN to water involves a decrease of β-cyclodextrin solubility. In mixtures rich in salt, this solubility increases anew. β-Cyclodextrin solubility in pure salt is about 20 times the value in pure water. β-Cyclodextrin behavior in water-EAN mixtures can be easily described by assuming the presence in solution of a complex ion linking two molecules of β-cyclodextrin to one ethylammonium ion, which precipitates with nitrate ion.Key words: ethylammonium nitrate, β-cyclodextrin, solubility, solubility product, inclusion compounds.
36
Dragomanova, Stela, and Velichka Andonova. "Adamantane-containing drug delivery systems." Pharmacia 70, no. 4 (October 11, 2023): 1057–66. http://dx.doi.org/10.3897/pharmacia.70.e111593.
Full textAbstract:
Adamantane is a weakly functional hydrocarbon widely used to develop new drug molecules to improve their pharmacokinetic and pharmacodynamic parameters. The compound has an affinity for the lipid bilayer of liposomes, enabling its application in targeted drug delivery and surface recognition of target structures. This review presents the available data on developed liposomes, cyclodextrin complexes, and adamantane-based dendrimers. Adamantane has been used in two ways – as a building block to which various functional groups are covalently attached (adamantane-based dendrimers) or as a part of self-aggregating supramolecular systems, where it is incorporated based on its lipophilicity (liposomes) and strong interaction with the host molecule (cyclodextrins). Adamantane represents a suitable structural basis for the development of drug delivery systems. The study of adamantane derivatives is a current topic in designing safe and selective drug delivery systems and molecular carriers.
37
Duca, Gh, A. Ivancic, and V. Boldescu. "Cyclodextrins - Fields of Application. Part II." Chemistry Journal of Moldova 7, no. 2 (December 2012): 39–45. http://dx.doi.org/10.19261/cjm.2012.07(2).15.
Full textAbstract:
This paper represents an analysis of potential and current applications of cyclodextrins as biologically active substances in medicine. The main applications described here include use of cyclodextrins as agents that form inclusion complexes with endogenous substances (membrane lipids, cellular cholesterol), agents that form inclusion complexes with exogenous substances with their man role as guest molecules (sugammadex, FBCx), agents that block endogenous and exogenous macromolecules (ion channels, anthrax toxin, α-hemolysin), and agents which activity is based on the chemical nature of them and of their derivatives (cyclodextrin polysulphate derivatives). The fi rst classifi cation for medically important biological activity of cyclodextrins has been proposed.
38
Moulahcene, Lamia, Mohamed Skiba, Frederic Bounoure, Mohamed Benamor, Nicolas Milon, Francois Hallouard, and Malika Lahiani-Skiba. "New Polymer Inclusion Membrane Containing β-Cyclodextrin Polymer: Application for Pharmaceutical Pollutant Removal from Waste Water." International Journal of Environmental Research and Public Health 16, no. 3 (January 31, 2019): 414. http://dx.doi.org/10.3390/ijerph16030414.
Full textAbstract:
We present herein the preparation of novel polymer inclusion membranes (PIMs) containing insoluble β-CD polymer as a carrier, polyvinyl chloride as a base polymer, and dibuthylphtalate (DBP) as a plasticizer in varying proportions. The prepared PIMs can be obtained by a simple, fast, and high-yield preparation process. Physicochemical characterizations of such membranes occurred in a homogeneous structure. In addition, Fourier-transform infrared Spectroscopy (FT-IR) analysis found that DBP was inserted between these polymeric chains by non-covalent interactions. This led to a spacing of PVC/poly(β-cyclodextrin) chains inducing a better access of guest molecules to PIM cyclodextrins. To achieve the elimination of ibuprofen and progesterone, two examples of emerging environmental contaminants that can lead to possible alterations to aquatic environments and affect human health, the effect of three operating parameters was studied (pH, the proportion of β-cyclodextrin polymer, and wastewater agitation). The proportion of β-cyclodextrin polymer and wastewater agitation had a favorable influence on drug extraction at 10 ppm. The PIMs containing β-cyclodextrin polymer was unstable in basic conditions and was more effective at acidic pH. These initial results demonstrate the high potential for drug extraction of this polymer.
39
Lee, Jeonghun, and Chulhee Kim. "Cyclodextrin Molecules, Polymers and Nanomaterials." Macromolecular Research 29, no. 11 (November 2021): 745–60. http://dx.doi.org/10.1007/s13233-021-9090-8.
Full text
40
ROZSNYAI, Mariana, Georgiana PLOPEANU, Mihaela COSTEA, and Mihai MARINESCU. "ENHANCEMENT OF DECONTAMINATION OF PETROLEUM HYDROCARBONS IN CRUDE OIL POLLUTED SOIL BY USING CYCLODEXTRINS." "Annals of the University of Craiova - Agriculture Montanology Cadastre Series " 53, no. 1 (January 4, 2024): 406–11. http://dx.doi.org/10.52846/aamc.v53i1.1503.
Full textAbstract:
Soil contaminated by total petroleum hydrocarbons is a well-recognized worldwide problem because of its strong persistence in the environment and its potentially toxic effects on human beings, animals and microorganisms. During the past three decades, the research and development of remediation technology for petroleum hydrocarbons-contaminated soil have been systematically studied such as the physical, chemical and bioremediation technologies. To address the associated environmental concerns, innovative remediation technologies are urgently needed. Cyclodextrins are nonhazardous and environmentally acceptable organic substances that have been shown to be biodegradable in soil and water after their introduction into an environmental system. The decontamination technique based in cyclodextrin extraction has been developed to eliminate petroleum hydrocarbons. Cyclodextrins have successfully been used in soil cleaning technologies as solubiliser–carrier molecules. These molecules can transfer continuously the insoluble contaminants from the soil surface to the aqueous phase by complex formation. In the aqueous phase the microorganisms can degrade the contaminants much easier partly because these molecules become available for the microbial cells, partly because the entrapment of contaminants by cyclodextrins reduces their toxicity.
41
Haimhoffer, Ádám, Ágnes Rusznyák, Katalin Réti-Nagy, Gábor Vasvári, Judit Váradi, Miklós Vecsernyés, Ildikó Bácskay, Pálma Fehér, Zoltán Ujhelyi, and Ferenc Fenyvesi. "Cyclodextrins in Drug Delivery Systems and Their Effects on Biological Barriers." Scientia Pharmaceutica 87, no. 4 (November 20, 2019): 33. http://dx.doi.org/10.3390/scipharm87040033.
Full textAbstract:
Cyclodextrins are widely used excipients, composed of glucopyranose units with a cyclic structure. One of their most important properties, is that their inner cavity is hydrophobic, while their surface is hydrophilic. This enables them for the complex formation with lipophilic molecules. They have several applications in the pharmaceutical field like solubility enhancers or the building blocks of larger drug delivery systems. On the other hand, they have numerous effects on cells or biological barriers. In this review the most important properties of cyclodextrins and cyclodextrin-based drug delivery systems are summarized with special focus on their biological activity.
42
Yakupova, Linara R., Anna A. Skuredina, Tatina Yu Kopnova, and Elena V. Kudryashova. "In Vitro Biological Properties of Cyclodextrin-Based Polymers: Interaction with Human Serum Albumin, Red Blood Cells and Bacteria." Polysaccharides 4, no. 4 (September 28, 2023): 343–57. http://dx.doi.org/10.3390/polysaccharides4040020.
Full textAbstract:
The aim of this work was to investigate the physico-chemical and biological properties of cyclodextrin-based polymers by the example of interaction with human serum albumin, erythrocytes, and bacteria to understand the prospects of their application as drug delivery systems. We synthesized polymers based on one of cyclodextrin derivatives with nonpolar (-CH3) or polar (-CH2CH(OH)CH3) substituents by crosslinking with 1,6-hexamethylene diisocyanate or succinic anhydride. The polymers form particles with an average size of ~200 nm in the aqueous solutions; their structures were confirmed by FTIR and 1H NMR. Cyclodextrin derivatives and their polymers did not affect the secondary structure content of human serum albumin, which might mean a mild effect on the structural and functional properties of the main blood plasma protein. Polymers extract drug molecules from albumin + drug complex by 8–10%, which was demonstrated using ibuprofen and bromophenol blue as model bioactive molecules for site I and site II in protein; thus, the nanoparticles might slightly change the drug’s pharmacokinetics. Using the hemolysis test, we found that polymers interact with red blood cells and can be assigned to non-hemolytic and slightly hemolytic groups as biocompatible materials, which are safe for in vivo use. The cyclodextrins and their polymers did not extract proteins from bacterial cell walls and did not demonstrate any antibacterial activity against Gram-positive and Gram-negative strains. Thus, the cyclodextrin-based polymers possess variable properties depending on the substituent in the monomer and linker type; demonstrated biocompatibility, biodegradability, and negligible toxicity that opens up prospects for their application in biomedicine and ecology.
43
Mealy, Joshua E., Christopher B. Rodell, and Jason A. Burdick. "Sustained small molecule delivery from injectable hyaluronic acid hydrogels through host–guest mediated retention." Journal of Materials Chemistry B 3, no. 40 (2015): 8010–19. http://dx.doi.org/10.1039/c5tb00981b.
Full textAbstract:
Shear-thinning hyaluronic acid hydrogels based on modifications of β-cyclodextrin and adamantane were developed for the tunable, sustained release of small molecules, through regulation of cyclodextrin content and affinity for cyclodextrin.
44
Stephenson, Rachel J., Fran Wolber, Paul G. Plieger, and David R. K. Harding. "Synthesis and Characterization of Bradykinin Derivatives Based on a β-Cyclodextrin Core." Australian Journal of Chemistry 69, no. 3 (2016): 328. http://dx.doi.org/10.1071/ch15460.
Full textAbstract:
Mono-6A-fluorenylmethyloxycarbonylamino-mono-6X-succinyl-β-cyclodextrin (1), an amino acid-based bi-functionalized derivative of β-cyclodextrin (β-CD), has been functionalized with the bioactive peptide, bradykinin and/or sulfonamides using fluorenylmethyloxycarbonyl (Fmoc) solid phase peptide synthesis (SPPS). The all-in-one molecule contains a carrier (cyclodextrin), targeting agent (bradykinin), and/or model drug (sulfonamide). Varying combinations of these bradykinin-focussed molecules have been synthesized using Fmoc SPPS on Rink amide resin. The positioning of the sulfonamide group, the bradykinin peptide and the cyclodextrin carrier are essential for biological activity. The inclusion of spacers is also important. Structure–activity studies performed on three cancer cell lines in vitro support these conclusions.
45
Ghemati, Djamila, and Djamel Aliouche. "Synthesis and Characterization of Porous Materials Containing Modified Cellulose by β-Cyclodextrin for the Application in Processing Industrial Liquid Waste." Materials Science Forum 609 (January 2009): 287–91. http://dx.doi.org/10.4028/www.scientific.net/msf.609.287.
Full textAbstract:
The cellulose made up the principal structure of many plants. The content varies according to the vegetable species, from approximately 40% in wood, to 95-99% in cotton fibers. Several ways are possible to bring an additional function to cellulose: new fibers, modification of the fibrous structure, physical or chemical treatment by a surface treatment. And due to the contribution of functions, the formerly passive cellulose becomes active. Capacity of cyclodextrins to facilitate the inclusion of hydrophobic molecules, and others chemical derivatives like the dyes, can be exploited to obtain new porous materials modify with particular performances. In this work, a porous cellulosic material modifies was obtained by chemical modification and fixing of β-cyclodextrin on polymeric surface. The results were confirmed by infra-red analysis (FTIR) and scanning electron microscopy (SEM). The experiments of adsorption of balance of a reactive dye were made in aqueous solutions for 48 hours. Our results indicate the formation of a permanent chemical bond between the β - cyclodextrin and the fibrous material, and the modification is done without change of the polymer structure, the inclusion of the molecules of dyes in the cavity of cyclodextrin is due to the several interactions. The results of dye adsorption in aqueous medium show the aptitude of porous materials to fix the dangerous industrial dyes, and used in the processing industrial liquid waste.
46
Yakupova, L. R., А. А. Skuredina, and Е. V. Kudryashova. "Trypsinolysis of Polyurethane Particles Based on Сyclodextrin with Encapsulated Moxifloxacin." Biotekhnologiya 37, no. 5 (2021): 72–79. http://dx.doi.org/10.21519/0234-2758-2021-37-5-72-79.
Full textAbstract:
Abstract-Moxifloxacin encapsulation in polymer cyclodextrin-based particles with an average hydrodynamic diameter of 150--200 nm has led to the formation of potential delivery systems with a degree of moxifloxacin inclusion of more than 80%. Cross-linking of the moxifloxacin-cyclodextrin complexes caused a pronounced slowdown in the release of the drug molecules in acidic media to less than 10% per day. In the presence of trypsin, the drug release was accelerated by 15--20% within 90 min. It was shown by Fourier-transform infrared spectroscopy that this acceleration was due to the partial enzymatic degradation of the urethane bonds of the polymer matrix near the surface of the particles. The results obtained are important for the development of highly effective oral dosage forms of prolonged action. Key words: fluoroquinolones, cyclodextrins, FTIR spectroscopy, trypsin
47
Petitjean, Max, Florian Aussant, Ainara Vergara, and José Ramón Isasi. "Solventless Crosslinking of Chitosan, Xanthan, and Locust Bean Gum Networks Functionalized with β-Cyclodextrin." Gels 6, no. 4 (December 15, 2020): 51. http://dx.doi.org/10.3390/gels6040051.
Full textAbstract:
The incorporation of cyclodextrins into polymeric crosslinked gels of hydrophilic nature can be useful for promoting the sorption of hydrophobic molecules and/or modulating the release of active principles. The covalent addition of these excipients to the matrix integrates their solubilizing effect that can contribute to increase the capacity of retention of hydrophobic substances. In this study, three diverse polysaccharides, chitosan, xanthan gum, and locust bean gum, were crosslinked with or without β-cyclodextrin, using citric acid in different ratios, to create hydrogel matrices. Through a green synthetic path, the efficient production of soluble and insoluble (hydrogel) networks functionalized with β-cyclodextrin was achieved by means of a solventless procedure. The characterization of their chemical composition, swelling in water, and their sorption and release behavior were also carried out in this work.
48
Rácz, Csaba-Pal, Gheorghe Borodi, Mihaela Maria Pop, Irina Kacso, Szabolcs Sánta, and Maria Tomoaia-Cotisel. "Structure of the inclusion complex of β-cyclodextrin with lipoic acid from laboratory powder diffraction data." Acta Crystallographica Section B Structural Science 68, no. 2 (February 25, 2012): 164–70. http://dx.doi.org/10.1107/s0108768112004284.
Full textAbstract:
The crystal structure of the inclusion complex of β-cyclodextrin with lipoic acid was determined from laboratory powder diffraction data. Thermogravimetric data was used to estimate the number of water molecules in the crystal structure. Lipoic acid is included in β-cyclodextrin through its primary face with the five-membered ring reaching the center plane of the cyclodextrin cavity and its fatty acid chain adopting a bent conformation. Lipoic acid and β-cyclodextrin form a channel-like packing which is stabilized by guest–host hydrogen bonding and close contacts, host–host intermolecular interactions and hydrogen bonding involving the water molecules.
49
Labes, Antje, and Peter Schönheit. "Unusual Starch Degradation Pathway via Cyclodextrins in the Hyperthermophilic Sulfate-Reducing Archaeon Archaeoglobus fulgidus Strain 7324." Journal of Bacteriology 189, no. 24 (October 5, 2007): 8901–13. http://dx.doi.org/10.1128/jb.01136-07.
Full textAbstract:
ABSTRACT The hyperthermophilic archaeon Archaeoglobus fulgidus strain 7324 has been shown to grow on starch and sulfate and thus represents the first sulfate reducer able to degrade polymeric sugars. The enzymes involved in starch degradation to glucose 6-phosphate were studied. In extracts of starch-grown cells the activities of the classical starch degradation enzymes, α-amylase and amylopullulanase, could not be detected. Instead, evidence is presented here that A. fulgidus utilizes an unusual pathway of starch degradation involving cyclodextrins as intermediates. The pathway comprises the combined action of an extracellular cyclodextrin glucanotransferase (CGTase) converting starch to cyclodextrins and the intracellular conversion of cyclodextrins to glucose 6-phosphate via cyclodextrinase (CDase), maltodextrin phosphorylase (Mal-P), and phosphoglucomutase (PGM). These enzymes, which are all induced after growth on starch, were characterized. CGTase catalyzed the conversion of starch to mainly β-cyclodextrin. The gene encoding CGTase was cloned and sequenced and showed highest similarity to a glucanotransferase from Thermococcus litoralis. After transport of the cyclodextrins into the cell by a transport system to be defined, these molecules are linearized via a CDase, catalyzing exclusively the ring opening of the cyclodextrins to the respective maltooligodextrins. These are degraded by a Mal-P to glucose 1-phosphate. Finally, PGM catalyzes the conversion of glucose 1-phosphate to glucose 6-phosphate, which is further degraded to pyruvate via the modified Embden-Meyerhof pathway.
50
Li, Haiying, Bo Meng, Song-Hai Chai, Honglai Liu, and Sheng Dai. "Hyper-crosslinked β-cyclodextrin porous polymer: an adsorption-facilitated molecular catalyst support for transformation of water-soluble aromatic molecules." Chemical Science 7, no. 2 (2016): 905–9. http://dx.doi.org/10.1039/c5sc04034e.
Full text