Relevant bibliographies by topics / Amphiphilic cyclodextrins

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Academic literature on the topic 'Amphiphilic cyclodextrins'

Author: Grafiati
Published: 4 June 2021
Last updated: 11 February 2022

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Journal articles on the topic "Amphiphilic cyclodextrins"

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Varan, Gamze, Juan M. Benito, Carmen Ortiz Mellet, and Erem Bilensoy. "Development of polycationic amphiphilic cyclodextrin nanoparticles for anticancer drug delivery." Beilstein Journal of Nanotechnology 8 (July 13, 2017): 1457–68. http://dx.doi.org/10.3762/bjnano.8.145.

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Background: Paclitaxel is a potent anticancer drug that is effective against a wide spectrum of cancers. To overcome its bioavailability problems arising from very poor aqueous solubility and tendency to recrystallize upon dilution, paclitaxel is commercially formulated with co-solvents such as Cremophor EL® that are known to cause serious side effects during chemotherapy. Amphiphilic cyclodextrins are favored oligosaccharides as drug delivery systems for anticancer drugs, having the ability to spontaneously form nanoparticles without surfactant or co-solvents. In the past few years, polycationic, amphiphilic cyclodextrins were introduced as effective agents for gene delivery in the form of nanoplexes. In this study, the potential of polycationic, amphiphilic cyclodextrin nanoparticles were evaluated in comparison to non-ionic amphiphilic cyclodextrins and core–shell type cyclodextrin nanoparticles for paclitaxel delivery to breast tumors. Pre-formulation studies were used as a basis for selecting the suitable organic solvent and surfactant concentration for the novel polycationic cyclodextrin nanoparticles. The nanoparticles were then extensively characterized with particle size distribution, polydispersity index, zeta potential, drug loading capacity, in vitro release profiles and cytotoxicity studies. Results: Paclitaxel-loaded cyclodextrin nanoparticles were obtained in the diameter range of 80−125 nm (depending on the nature of the cyclodextrin derivative) where the smallest diameter nanoparticles were obtained with polycationic (PC) βCDC6. A strong positive charge also helped to increase the loading capacity of the nanoparticles with paclitaxel up to 60%. Interestingly, cyclodextrin nanoparticles were able to stabilize paclitaxel in aqueous solution for 30 days. All blank cyclodextrin nanoparticles were demonstrated to be non-cytotoxic against L929 mouse fibroblast cell line. In addition, paclitaxel-loaded nanoparticles have a significant anticancer effect against MCF-7 human breast cancer cell line as compared with a paclitaxel solution in DMSO. Conclusion: According to the results of this study, both amphiphilic cyclodextrin derivatives provide suitable nanometer-sized drug delivery systems for safe and efficient intravenous paclitaxel delivery for chemotherapy. In the light of these studies, it can be said that amphiphilic cyclodextrin nanoparticles of different surface charge can be considered as a promising alternative for self-assembled nanometer-sized drug carrier systems for safe and efficient chemotherapy.
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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.

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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.
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Roux, Michel, Bruno Perly, and Florence Djedaïni-Pilard. "Self-assemblies of amphiphilic cyclodextrins." European Biophysics Journal 36, no. 8 (July 31, 2007): 861–67. http://dx.doi.org/10.1007/s00249-007-0207-6.

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Lumholdt, Ludmilla, Sophie Fourmentin, Thorbjørn T. Nielsen, and Kim L. Larsen. "Removal of volatile organic compounds using amphiphilic cyclodextrin-coated polypropylene." Beilstein Journal of Organic Chemistry 10 (November 24, 2014): 2743–50. http://dx.doi.org/10.3762/bjoc.10.290.

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Polypropylene nonwovens were functionalised using a self-assembled, amphiphilic cyclodextrin coating and the potential for water purification by removal of pollutants was studied. As benzene is one of the problematic compounds in the Water Framework Directive, six volatile organic compounds (benzene and five benzene-based substances) were chosen as model compounds. The compounds were tested as a mixture in order to provide a more realistic situation since the wastewater will be a complex mixture containing multiple pollutants. The volatile organic compounds are known to form stable inclusion complexes with cyclodextrins. Six different amphiphilic cyclodextrin derivatives were synthesised in order to elucidate whether or not the uptake abilities of the coating depend on the structure of the derivative. Headspace gas chromatography was used for quantification of the uptake exploiting the volatile nature of benzene and its derivatives. The capacity was shown to increase beyond the expected stoichiometries of guest–host complexes with ratios of up to 16:1.
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Coleman, Anthony W., and Athena Kasselouri. "Supramolecular assemblies based on amphiphilic cyclodextrins." Supramolecular Chemistry 1, no. 2 (February 1993): 155–61. http://dx.doi.org/10.1080/10610279308040661.

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Kawabata, Yasujiro, Mutsuyoshi Matsumoto, Takayoshi Nakamura, Motoo Tanaka, Eiichiro Manda, Hisao Takahashi, Shoji Tamura, Waichiro Tagaki, Hiroo Nakahara, and Kiyoshige Fukuda. "Langmuir-Blodgett films of amphiphilic cyclodextrins." Thin Solid Films 159, no. 1-2 (May 1988): 353–58. http://dx.doi.org/10.1016/0040-6090(88)90648-7.

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Cavalli, Roberta, Francesco Trotta, M. Eugenia Carlotti, Barbara Possetti, and Michele Trotta. "Nanoparticles derived from amphiphilic γ-cyclodextrins." Journal of Inclusion Phenomena and Macrocyclic Chemistry 57, no. 1-4 (January 19, 2007): 657–61. http://dx.doi.org/10.1007/s10847-006-9269-9.

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Kauscher, Ulrike, and Bart Jan Ravoo. "A self-assembled cyclodextrin nanocarrier for photoreactive squaraine." Beilstein Journal of Organic Chemistry 12 (November 25, 2016): 2535–42. http://dx.doi.org/10.3762/bjoc.12.248.

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Photoreactive squaraines produce cytotoxic oxygen species under irradiation and have significant potential for photodynamic therapy. Herein we report that squaraines can be immobilized on a self-assembled nanocarrier composed of amphiphilic cyclodextrins to enhance their photochemical activity. To this end, a squaraine was equipped with two adamantane moieties that act as anchors for the cyclodextrin vesicle surface. The supramolecular immobilization was monitored by using fluorescence spectroscopy and microscopy and the photochemistry of the squaraine was investigated by using absorption spectroscopy.
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Stepniak, Pawel, Bruno Lainer, Kazimierz Chmurski, and Janusz Jurczak. "pH-Controlled recognition of amino acids by urea derivatives of β-cyclodextrin." RSC Advances 7, no. 26 (2017): 15742–46. http://dx.doi.org/10.1039/c7ra02127e.

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Champagne, Pier-Luc, David Ester, Michael Zeeman, Carson Zellman, Vance E. Williams, and Chang-Chun Ling. "Inverting substitution patterns on amphiphilic cyclodextrins induces unprecedented formation of hexagonal columnar superstructures." Journal of Materials Chemistry C 5, no. 36 (2017): 9247–54. http://dx.doi.org/10.1039/c7tc02636f.

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Dissertations / Theses on the topic "Amphiphilic cyclodextrins"

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Bauer, Martin. "Membrane functionalisation using polyrotaxanes with amphiphilic cyclodextrins." Strasbourg, 2011. http://www.theses.fr/2011STRA6190.

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Ce travail est destiné à la conception et à la caractérisation d’une nouvelle famille de ligands attachés, appelé “Sliding Tethered Ligands” (STLs). Ils sont à base de complexes topologiques entre des polymères et des cyclodextrines amphiphiles (CD), qui peuvent être insérées dans les membranes phospholipidiques. Au début, nous étudions les propriétés d’insertion membranaire des dérivés de CD amphiphiles modifiées avec du cholestérol, qui sont des ancres membranaires appropriées pour les STLs. Avec l’aide de la réflectivité de neutrons on peut démontrer que les résidus de CD montrent une remarquable adaptabilité de conformation et que les cavités de CD restent accessibles lors de l’insertion dans des membranes modèles lipidiques. Nous avons développé une voie de synthèse pour assembler le STL à partir des polyrotaxanes avec un très bas nombre contrôlé des CDs mono-modifiées avec un groupe azido, enfilées sur une chaine de polyéthylène glycol (PEG). En utilisant de nouvelles méthodes in situ les polyrotaxanes sont bouchonnés avec des ligands d’adamantane, qui peuvent être reconnus par des récepteurs de beta-CD. Par ailleurs, une ancre membranaire de cholestérol est jointe aux CDs complexées afin de permettre au STLs à s’insérer dans les membranes. Nous démontrons que les STLs sont très bien ancrés dans des membranes modèles phospholipidiques (DPPC). Pour des densités de polymère suffisamment élevées les STLs forment des brosses de polymères qui suivent les lois d’échelle prédite par la théorie du champ moyen. En utilisant une machine de force, nous montrons que des membranes modèles modifiées avec des STLs et des récepteurs de cholestérol beta CD donnent lieu aux profils d’interaction typiques entre des ligands et des récepteurs
This work is aimed at the design and characterisation of a new family of tethered ligands, called sliding tethered ligands (STLs). They are based on topological complexes between polymers and amphiphilic cyclodextrins (CDs), which can be inserted into phospholipid membranes. At first we investigate the membrane insertion properties of amphiphilic cholesteryl CD derivatives, which are suitable membrane anchors for the STLs. With the help of neutron reflectivity it can be demonstrated that the CD residues show a remarkable conformational adaptability and that the CD cavities remain accessible upon insertion into lipid model membranes. We have developed a synthetic pathway to assemble the STLs from polyrotaxanes with a controlled low number of mono-modified azido-alpha-CDs, threaded on a polyethylene glycol (PEG) chain. Using newly developed in-situ capping methods the polyrotaxanes are endcapped with adamantane ligands, which can be recognized by a beta-CD receptor. Furthermore a cholesteryl anchor is attached to the threaded CDs in order to enable the STLs to insert into membranes. We demonstrate that STLs readily insert into phospholipid (DPPC) model membranes using IR Absorption Reflection Spectroscopy and investigating the film morphology by Brewster Angle Microscopy and Atomic Force Microscopy. Applying neutron reflectivity it is shown, that for sufficiently high polymer densities the STLs form polymer brushes, which follow the scaling laws predicted by the mean field theory. Using the surface force apparatus it is evidenced that model membranes modified with STLs and cholesteryl beta-CD receptors give rise to typical tethered ligand - receptor interaction profiles
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Bauer, Martin [Verfasser], and Werner [Akademischer Betreuer] Kunz. "Membrane functionalisation using polyrotaxanes with amphiphilic cyclodextrins / Martin Bauer. Betreuer: Werner Kunz." Regensburg : Universitätsbibliothek Regensburg, 2011. http://d-nb.info/1023398842/34.

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Cocq, Aurélien. "OléoSodioSuccinyl-Cyclodextrines : synthèse et applications en catalyse aqueuse de cyclodextrines amphiphiles obtenues par estérification à l'aide de dérivés oléiques maléinisés." Thesis, Artois, 2017. http://www.theses.fr/2017ARTO0404/document.

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Ce travail de thèse a consisté en la synthèse et en la valorisation d’une nouvelle famille de cyclodextrines amphiphiles en catalyse aqueuse : les OléoSodioSuccinyl-Cyclodextrines (OSS-CDs). Ces OSS-CDs ont été obtenues en trois étapes principales. La première étape a consisté en la maléinisation thermique ou rhodiocatalysée de l’acide oléique ou de son ester méthylique. Les anhydrides succiniques substitués obtenus peuvent ensuite optionnellement subir une réaction d’hydrogénation de leur double liaison carbone-carbone par catalyse au rhodium sur charbon. Mis en réaction avec diverses cyclodextrines natives ou modifiées, ces anhydrides ont conduit à des esters de cyclodextrines présentant des fonctions acides carboxyliques. Les OSS-CDs, obtenues par neutralisation à la soude de ces fonctions, possèdent une solubilité aqueuse élevée (50-500 g.L-1 à 20°C), sont tensioactives (concentration d’agrégation critique : 4-360 g.L-1 à 20°C) et forment des agrégats en phase aqueuse. Les chaines grasses de ces OSS-CDs possèdent une forte tendance à s’inclure dans la cavité de la cyclodextrine sur laquelle elles sont greffées. Les OSS-CDs ont montré une très bonne capacité à promouvoir le transfert de matière en hydroformylation biphasique aqueuse et rhodiocatalysée d’alpha-oléfines grasses, avec des vitesses de réaction plus importantes obtenues lors de l’utilisation d’OSS-CDs issues de l’oléate de méthyle. Certaines OSS-CDs issues de l’acide oléique se sont avérées quant à elles de très bons stabilisants de nanoparticules de ruthénium. Les suspensions colloïdales auxquelles elles ont conduit présentent une forte stabilité, sont actives dans l’hydrogénation de nombreux substrats et peuvent être recyclées sans perte d’activité
This thesis work consisted of the synthesis and valorisation of a new family of amphiphilic cyclodextrins in aqueous catalysis: OleoSodioSuccinyl-Cyclodextrins (OSS-CDs). These OSS-CDs were obtained in three main steps. The first step consisted of the thermal or rhodiocatalysed maleinisation of oleic acid or its methyl ester. The carbon-carbon double bond of the obtained substituted succinic anhydrides can then possibly be hydrogenated by rhodium on carbon catalysis. By reacting with native or modified cyclodextrins, these anhydrides led to cyclodextrin esters having carboxylic groups. The OSS-CDs, obtained by neutralisation with sodium hydroxide of these functions, have high aqueous solubilities ( 50-500 g.L-1 at 20° C), are surfactant (aggregation concentration: 4-360 g.L-1 at 20°C) and form aggregates in water. The fatty chains of these OSS-CDs have a strong tendency to include in the cavity of the cyclodextrin on which they are grafted. The OSS-CDs showed a very good mass transfer capacity in aqueous biphasic rhodiocatalysed hydroformylation of alpha-olefins, with higher reaction rates when using the OSS-CDs obtained from methyl oleate. Some OSS-CDs coming from oleic acid have been found to be very good stabilizers for ruthenium nanoparticles. The colloidal suspensions obtained with them were very stable, active in the hydrogenation of many substrates and can be recycled without loss of activity
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Memiṣoǧlu, Erem. "Evaluation of amphiphilic β-cyclodextrins modified on the primary face as novel excipients in the preparation of nanoparticulate drug delivery systems." Paris 11, 2002. http://www.theses.fr/2002PA114809.

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Zerkoune, Leïla. "Développement de nanovecteurs multicompartimentaux à base de cyclodextrines amphiphiles et de lipides pour des applications en nanomédecine." Thesis, Paris 11, 2015. http://www.theses.fr/2015PA114837.

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L’idée directrice de ce travail de thèse était d’introduire au sein de mésophases lipidiques des molécules de β-cyclodextrine (βCD) amphiphiles obtenue par bio-estérification afin d’obtenir des nano-assemblages plurimoléculaires et multi-compartimentés combinant trois fonctions essentielles pour le transport ou la vectorisation de molécules thérapeutiques : (i) la capacité d’incorporer une substance d’intérêt par formation de complexe d’inclusion avec la cyclodextrine ; (ii) être biocompatibles et aptes à passer facilement les barrières biologiques ; (iii) pouvoir co-incorporer une seconde substance d’intérêt, hydrophile ou hydrophobe, dont l’action biologique soit différente de celle assurée par la première substance. L’ensemble des travaux ont porté sur le dérivé βCD-C10 polysubstitué en face secondaire par des chaînes hydrocarbonées en C10 avec un degré moyen de substitution de 7,5. L’association de ce dérivé avec trois catégories de lipides a été envisagée : des tensioactifs micellaires non-ioniques (Brij 98, Polysorbate 80, n-dodécyl-β-D-maltoside), un lipide lyotrope non lamellaire formant des mésophases de type cubique bicontinue (monooléine), un phospholipide s’auto-organisant en bicouches propices à l’obtention de vésicules (dimyristoyl phosphatidylcholine). Selon une démarche principalement physico-chimique, différentes techniques ont été mises en œuvre pour caractériser les systèmes mixtes lipide/βCD-C10 aux échelles moléculaire et supramoléculaire : diffusion-diffraction des rayons X, calorimétrie différentielle, spectrophotométrie d’absorption UV-visible, spectroscopie de fluorescence, diffusion de la lumière statique (turbidimétrie) ou quasi-élastique, microscopie optique et microscopie électronique par cryo-transmission. L’ensemble des résultats démontrent que le dérivé βCD-C10 forme spontanément ou selon un protocole très simple, des assemblages plurimoléculaires mixtes avec les trois catégories de lipides, assemblages dont la topologie dépend de la structure chimique du lipide et du taux de cyclodextrine amphiphile incorporé (tubules, vésicules uni- ou oligolamellaires, cubosomes). Ces assemblages sont stables et capables d’incorporer une substance hôte hydrophobe, notamment les vésicules mixtes tensioactif non-ionique/ βCD-C10 et les cubosomes mixtes monooléine/P80/ βCD-C10
The key idea of this Ph.D. thesis is to introduce amphiphilic β-cyclodextrin molecules (βCD), obtained by bio-transesterification, within lipid mesophases in order to obtain multi-compartment plurimolecular nano-assemblies, which combine three essential functions for transport or delivery of therapeutic molecules: (i) capacity to incorporate a substance of interest through formation of inclusion complexes with the modified cyclodextrin; (i) biocompatibility and ability to easily pass the biological barriers; and (iii) possibility for co-encapsulation of a second substance of interest, a hydrophilic or a hydrophobic one, whose biological action is different from that provided by the first substance. The performed Ph. D. work focused on the β-cyclodextrin derivative βCD-C10 with an average degree of substitution of 7.5 of the secondary face of the macrocycle by hydrocarbon chains C10. The association of this derivative with three classes of amphiphiles was studied: (i) nonionic micellar surfactants (Brij 98, Polysorbate 80, n-dodecyl β-D-maltoside), (ii) a lyotropic nonlamellar lipid forming bicontinuous cubic mesophases (monoolein), and (iii) a phospholipid (dimyristoyl phosphatidylcholine), which self-ssembles into bilayer membranes permitting the production of vesicles.The employed physical-chemical approach involved different techniques for characterization of the mixed βCD-C10/lipid systems at molecular and supramolecular levels: cryo-transmission electron microscopy, X-ray diffraction, differential scanning calorimetry, UV-visible absorption spectroscopy, fluorescence spectroscopy, turbidimetry, and quasi-elastic light scattering.The obtained results indicated that the βCD-C10 derivative forms spontaneously (or via a very simple preparation protocol) plurimolecular mixed nano-assemblies with the three types of lipids. The topologies of the resulting nano-assemblies essentially depend on the chemical structures of the lipids and the degree of incorporation of the amphiphilic cyclodextrin (tubules, unilamellar or oligolamellar vesicles, and cubosomes). These assemblies, namely the mixed vesicles of nonionic surfactant/βCD-C10 and the cubosomes of mixed monoolein/P80/βCD-C10 compositions, are stable and capable of incorporation of hydrophobic guest substances
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Bojinova, Tzvetana. "Amphiphiles non covalents de cyclodextrines : préparation et propriétés tensioactives." Toulouse 3, 2002. http://www.theses.fr/2002TOU30094.

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Gervaise, Cédric. "Nanovecteurs à base de cyclodextrines amphiphiles." Amiens, 2012. http://www.theses.fr/2012AMIE0100.

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Afin d’augmenter l’efficacité de la délivrance de médicaments à travers les membranes biologiques, des formulations de principes actifs pour la vectorisation peuvent être mises au point. La Barrière Hémato-Encéphalique (BHE) est une barrière biologique particulièrement efficace qui protège le cerveau mais empêche également l’acheminement de nombreux médicaments pour le traitement de tumeurs ou de la maladie d’Alzheimer, par exemple. Des nanovecteurs à base de cyclodextrines amphiphiles ont été envisagés pour franchir la BHE sans cytotoxicité et pour aider au passage de principes actifs. Pour cela, deux nouvelles familles de cyclodextrines amphiphiles ont été synthétisées : les Glycérolipidyl-Cyclodextrines, par voie chimio-enzymatique, et les Lipophosphoramidyl-Cyclodextrines, par une voie impliquant la réaction d’Atherton-Todd. Ces deux familles présentent des composés possédant des propriétés tensio-actives intéressantes. Après sélection d’un de ces dérivés, des nanovecteurs ont été préparés. Leur formation et leur propriété d’encapsulation dans différents milieux aqueux ont été montrées. Des premières études de passage ont alors été réalisées sur un modèle de BHE in vitro. Une amélioration du passage de dérivés de scopolamine encapsulés a bien été observée sans cytotoxicité
To improve drugs delivery through biological membranes, the preparation of nanovectors with drug inside can be developed. The Blood Brain Barrier (BBB) is an efficient biological barrier which protects the brain but it prevents many drugs from passing into the brain reducing efficacy of the treatment of tumors or Alzheimer’s disease for example. Nanovectors based on amphiphilic cyclodextrins have been planned to cross the BBB without toxicity. Two new amphiphilic cyclodextrins families have been synthesized: Glycerolipidyl-Cyclodextrins by chemo-enzymatic way and Lipophosphoramidyl-Cyclodextrins, using the Atherton-Todd reaction. Tensioactive properties of compounds of these two families were interesting. A compound has been chosen to form nanoparticles in different aqueous solutions which were able to encapsulate drugs First results on in vitro BBB model have shown improvement of drug quantity which crossed the BBB when drug was encapsulated
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Favrelle-Huret, Audrey. "Synthèses chimio-enzymatiques de cyclodextrines amphiphiles." Amiens, 2008. http://www.theses.fr/2008AMIE0114.

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Depuis plusieurs années, une attention particulière a été portée sur la synthèse de cyclodextrines amphiphiles (CDs) afin d’obtenir de nouveaux assemblages supramoléculaires et de les insérer dans des matrices phospholipidiques préformées telles que des liposomes. Le but principal est de combiner la spécificité de taille de la cavité des CDs pour l’inclusion et la solubilisation de petites molécules hydrophobes, et leurs capacités de vectorisation. L’objectif final est d’obtenir des composés pour le transport et/ou la vectorisation de composés biologiquement actifs au travers de membranes biologiques. S’il existe dans la littérature de nombreux exemples de CDs amphiphiles obtenus par voie chimique, très peu de travaux décrivent l’obtention de CDs modifiées par voie enzymatique. Dans un premier temps, des dérivés de β-CD, utilisés comme substrats dans les réactions catalysées par les lipases, ont été synthétisés par des voies classiques de chimie à partir de la β-CD native. Ainsi, différentes fonctions chimiques terminales ont été introduites sur l’unité cyclodextrine, par l’intermédiaire ou non de bras espaceur de longueur variable. Le greffage de la partie lipidique a ensuite été réalisé lors de réactions de transestérification et d’amidation en utilisant différentes lipases et agents acylants, en milieux non conventionnels. Une analyse par RMN a permis d’évaluer les propriétés des cyclodextrines amphiphiles synthétisées en milieu aqueux. Il a été montré que la réaction conjointe de la cyclodextrine, de l’acétaldéhyde et de la lipase conduit à une réaction de polycondensation contrôlée, dont le mécanisme a été étudié. Dans une dernière partie, différentes voies de synthèse de dérivés de diacylglycéryl-CDs et glycérylphospholipidyl-CDs ont été explorées
Since many years, special attention has been made to synthesize amphiphilic cyclodextrins (CDs) to obtain new supramolecular assemblies able to interact with preformed lipidic structures such as liposomes. The aim of these investigations is to combine the size specificity of cyclodextrins for guests and their capacity to vectorize them. The final objects could be of importance to transport or target without toxicity relevant molecules such as drugs through biological membranes. If there are many chemical synthesis of amphiphilic cyclodextrins in literature, few works describe the obtention of modified cyclodextrins by enzymatic route. Fisrt, β-CD derivatives, used as substrats in reaction catalysed by lipases, were synthesized in classical chemical ways from native β-CD. They were modified by adding spacer arm with different chain length, ending with carboxylic acid, alcohol groups or amine function. Then, the grafting of lipidic moiety was realised during transesterification and amidification reaction using various lipases and acyl donor in non-conventional media. Analysis by NMR has allowed to evaluate amphiphilic cyclodextrin’s properties in water. It was shown that the reaction between cyclodextrin, acetaldehyde and lipase leads to controlled polyconcondensation reaction whose mechanism has been studied in the second part of this work. Finally, different routes were explored with the aim to synthesize diacylglyceryl-CDs and glycerophospholipidyl-CDs derivatives
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Frischkorn, Kate E. "Preparation of Supramolecular Amphiphilic Cyclodextrin Bilayer Vesicles for Pharmaceutical Applications." DigitalCommons@CalPoly, 2018. https://digitalcommons.calpoly.edu/theses/1894.

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Recent pharmaceutical developments have investigated using supramolecular nanoparticles in order to increase the bioavailability and solubility of drugs delivered in various methods. Modification of the carbohydrate cyclodextrin increases the ability to encapsulate hydrophobic pharmaceutical molecules by forming a carrier with a hydrophobic core and hydrophilic exterior. Guest molecules are commonly added to these inclusion complexes in order to add stability and further increase targeting abilities of the carriers. One such guest molecule is adamantine combined with a poly(ethylene glycol) chain. Vesicles are formed by hydrating a thin film of amphiphilic cyclodextrin and guest molecules in buffer solution that mimics physiological conditions. The solution is subject to freeze-thaw cycles and extrusion, and the complexes are separated out via size exclusion chromatography. Dynamic Light Scattering instrumentation is used to observe the particle size distribution. Cargo release can be observed in fluorescent dye-loaded vesicles by addition of a membrane-cleaving agent under a fluorimeter instrument. Future work involving this drug delivery technology includes synthesizing a chemically sensitive guest that will cleave in the presence of an intra-cellular anti-oxidant, and finally observing the uptake of these vesicles into live cells and testing the delivery of cargo in vitro under physiological conditions.
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Marcopoulos, Constantin. "Insertion de cyclodextrines amphiphiles dans des membranes lipidiques." Strasbourg, 2011. http://www.theses.fr/2011STRA6188.

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Le travail de cette thèse porte sur la mimétisation des membranes cellulaires, et plus particulièrement sur l'insertion de deux nouvelles molécules à caractère amphiphile dans des membranes «modèles». Ces dernières sont mises en place à l'aide de techniques telles que l'électroformation, la «sonication», la déposition par Langmuir-Blodgett, et caractérisées par microbalance à cristal de quartz, microscopie de fluorescence, microscopie par contraste interférentiel en réflexion (RICM) adaptée au mica pour les circonstances. Toutes ces techniques sont présentées en détail dans ce manuscrit. Dans un premier temps, nous avons étudié l'insertion d'une molécule amphiphile constituée d'une ou deux ancres cholestérol rattachée(s) à une cyclodextrine (TASC ou TBdSC) jouant le rôle d’anneau, dans lequel une macromolécule linéaire hydrosoluble (du polyéthylène glycol PEG) serait libre d'y coulisser. Nous avons observer que l'insertion semble possible, mais que le phénomène de coulissement semble être dépendant de la concentration de la molécule insérée ainsi que de la tension de la membrane modèle, laissant supposer une meilleure accessibilité à l'anneau ainsi inséré pour le PEG. Dans un deuxième temps, l'insertion d’un nouveau glycolipide synthétique dans une membrane lipidique a été tentée. Afin de mettre en évidence sa présence, son affinité avec une lectine, la Concanavaline A, marquée par un fluorophore, a été utilisée. Ainsi, il a pu être mis en évidence la présence de la molécule en question dans des membranes «modèles» lipidiques, avec plus ou moins de succès
The research presented in this memory deals with biomimetisation of cell membranes, and more precisly with the insertion of two new types of amphiphilic molecules in mimetic membranes. These ones are prepared by different technics like electroformation, sonication, Langmuir-Blodgett deposition, and caracterised by QCM, fluorescence microscopy, reflexion interference contrast micorscopy (RICM) adapted for mica. All these technics are presented in details. In first time, we studied the insertion of an amphiphilic molecule formed by one or two cholesterol anchor(s) attached to a cyclodextrin (TASC or TBdSC) playing the role of a ring, through which an hydrosoluble linear macromolecule (polyethylene glycol PEG) would be free to slide. We observed that the insertion seems possible, but the siding event seems dependant of the concentration of the inserted molecule, and of the tension of the « model » membrane, supposing a better accessibility of the inserted ring by the PEG. In a second time, the insertion of a new synthetic glycolipid in a lipid membrane has been studied. In order to put in evidence his presence, his affinity with a lectin, Concanavalin A, linked to a fluorophore, has been used. By this way, it has been proved that the new glycolipid can be inserted in model lipid membranes, with more or less success
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Books on the topic "Amphiphilic cyclodextrins"

1

O'Keefe, Deirdre C. Supramolecular properties of amphiphilic cyclodextrins. Dublin: University College Dublin, 1998.

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Ramphul, Meera. Amphiphilic cyclodextrins and their drug complexes. Dublin: University College Dublin, 1998.

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Book chapters on the topic "Amphiphilic cyclodextrins"

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Perret, Florent, and Hélène Parrot-Lopez. "Amphiphilic Cyclodextrins: Synthesis and Characterization." In Cyclodextrins in Pharmaceutics, Cosmetics, and Biomedicine, 197–233. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2011. http://dx.doi.org/10.1002/9780470926819.ch11.

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Duchene, D., and D. Wouessidjewe. "Amphiphilic Cyclodextrins and Targeting of Drugs." In Proceedings of the Eighth International Symposium on Cyclodextrins, 423–30. Dordrecht: Springer Netherlands, 1996. http://dx.doi.org/10.1007/978-94-011-5448-2_94.

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Skiba, M., S. Shawky-Tous, D. Wouessidjewe, and D. Duchene. "Optimization of Entrapment of Metronidazole in Amphiphilic ß-Cyclodextrin Nanospheres." In Proceedings of the Ninth International Symposium on Cyclodextrins, 449–52. Dordrecht: Springer Netherlands, 1999. http://dx.doi.org/10.1007/978-94-011-4681-4_107.

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Amiel, Catherine, Laurence Moine, Wyn Brown, Estelle Renard, Philippe Guérin, and Bernard Sebille. "Associations Of Amphiphilic Degradable Polymers With B-Cyclodextrin Polymers: Ph — Dependent Network." In Proceedings of the Ninth International Symposium on Cyclodextrins, 81–84. Dordrecht: Springer Netherlands, 1999. http://dx.doi.org/10.1007/978-94-011-4681-4_18.

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Memisoglu, E., D. Charon, D. Duchene, and A. A. Hincal. "Synthesis of Per (2,3 -Di- O- Hexanoyl)- ß- Cyclodextrin and Characterization of Amphiphilic ß-Cyclodextrin Nanoparticles." In Proceedings of the Ninth International Symposium on Cyclodextrins, 125–28. Dordrecht: Springer Netherlands, 1999. http://dx.doi.org/10.1007/978-94-011-4681-4_29.

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Nicolis, I., A. W. Coleman, M. Selkti, M. Munoz, A. Kasselouri, S. Alexandre, J. M. Valleton, P. Charpin, and C. de Rango. "X-Ray and Atomic Force Microscopy Structures of Short Chain Amphiphilic Cyclodextrins." In Molecular Recognition and Inclusion, 385–89. Dordrecht: Springer Netherlands, 1998. http://dx.doi.org/10.1007/978-94-011-5288-4_65.

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Amiel, Catherine, Laurence Moine, Agnès Sandier, Wyn Brown, Cristelle David, Frederique Hauss, Estelle Renard, Martine Gosselet, and Bernard Sébille. "Macromolecular Assemblies Generated by Inclusion Complexes between Amphipathic Polymers and β-Cyclodextrin Polymers in Aqueous Media." In Stimuli-Responsive Water Soluble and Amphiphilic Polymers, 58–81. Washington, DC: American Chemical Society, 2000. http://dx.doi.org/10.1021/bk-2001-0780.ch004.

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Sukegawa, Takeshi, Masao Matsuda, Shin-Ichiro Nishimura, Masatsugu Shimomura, Kunihiro Ijiro, and Oraf Karthaus. "Synthesis and Self-Organisation of New Cyclodextrin Amphiphile." In Molecular Recognition and Inclusion, 519–22. Dordrecht: Springer Netherlands, 1998. http://dx.doi.org/10.1007/978-94-011-5288-4_98.

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Bilensoy, Erem. "Amphiphilic Cyclodextrin Nanoparticles for Effective and Safe Delivery of Anticancer Drugs." In Advances in Experimental Medicine and Biology, 201. Cham: Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-08927-0_24.

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Ji, Yanfeng, Xulong Cao, Lanlei Guo, Yangwen Zhu, and Hui Xu. "Evaluation of β-Cyclodextrin Dimers/Amphiphilic Polymer Inclusion Complexation in Enhanced Oil Recovery." In Proceedings of the International Field Exploration and Development Conference 2018, 1645–52. Singapore: Springer Singapore, 2019. http://dx.doi.org/10.1007/978-981-13-7127-1_157.

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Conference papers on the topic "Amphiphilic cyclodextrins"

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MAZZAGLIA, A., G. M. INGO, S. KACIULIS, A. MEZZI, G. PADELETTI, and L. M. SCOLARO. "ANCHORAGE OF AMPHIPHILIC CYCLODEXTRINS WITH GOLD NANOPARTICLES ON SOLID SUBSTRATES." In Proceedings of the 13th Italian Conference. WORLD SCIENTIFIC, 2008. http://dx.doi.org/10.1142/9789812835987_0015.

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