Superstructures with cyclodextrins: Chemistry and applications II

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Editor: Prof. Gerhard Wenz
Universität des Saarlandes
 
Cyclodextrins are cyclic oligomeres of anhydroglucose. Since they can be produced through the enzymatic degradation of starch on an industrial scale with high purity, they are now considered to be the most interesting class of organic host molecules. Furthermore, α- and γ-cyclodextrins are known to be nontoxic and are approved as food additives. Since cyclodextrins are soluble in water and able to solubilize hydrophobic active ingredients, they are broadly used in biomedical applications. They are also well known to complex suitable monomeric and polymeric guest molecules, leading to supramolecular structures and topological compounds. The solubility and stability of cyclodextrin complexes are controllable through the derivatization of cyclodextrins. Remarkable progress has been achieved over the past ten years regarding their regioselective derivatization. Many other applications are certain to follow.

See also the Thematic Series:
Superstructures with cyclodextrins: Chemistry and applications IV
Superstructures with cyclodextrins: Chemistry and applications III
Superstructures with cyclodextrins: Chemistry and applications

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Superstructures with cyclodextrins: Chemistry and applications II

  • Gerhard Wenz

Beilstein J. Org. Chem. 2015, 11, 271–272, doi:10.3762/bjoc.11.30

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Published 18 Feb 2015
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Published 19 Mar 2014

Influence of cyclodextrin on the UCST- and LCST-behavior of poly(2-methacrylamido-caprolactam)-co-(N,N-dimethylacrylamide)

  • Alexander Burkhart and
  • Helmut Ritter

Beilstein J. Org. Chem. 2014, 10, 1951–1958, doi:10.3762/bjoc.10.203

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Published 21 Aug 2014

The effect of permodified cyclodextrins encapsulation on the photophysical properties of a polyfluorene with randomly distributed electron-donor and rotaxane electron-acceptor units

  • Aurica Farcas,
  • Ana-Maria Resmerita,
  • Pierre-Henri Aubert,
  • Flavian Farcas,
  • Iuliana Stoica and
  • Anton Airinei

Beilstein J. Org. Chem. 2014, 10, 2145–2156, doi:10.3762/bjoc.10.222

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Published 09 Sep 2014

Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity

  • Miriana Kfoury,
  • David Landy,
  • Lizette Auezova,
  • Hélène Greige-Gerges and
  • Sophie Fourmentin

Beilstein J. Org. Chem. 2014, 10, 2322–2331, doi:10.3762/bjoc.10.241

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Published 06 Oct 2014

Phosphinocyclodextrins as confining units for catalytic metal centres. Applications to carbon–carbon bond forming reactions

  • Matthieu Jouffroy,
  • Rafael Gramage-Doria,
  • David Sémeril,
  • Dominique Armspach,
  • Dominique Matt,
  • Werner Oberhauser and
  • Loïc Toupet

Beilstein J. Org. Chem. 2014, 10, 2388–2405, doi:10.3762/bjoc.10.249

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Published 15 Oct 2014

A versatile δ-aminolevulinic acid (ΑLA)-cyclodextrin bimodal conjugate-prodrug for PDT applications with the help of intracellular chemistry

  • Chrysie Aggelidou,
  • Theodossis A. Theodossiou,
  • Antonio Ricardo Gonçalves,
  • Mariza Lampropoulou and
  • Konstantina Yannakopoulou

Beilstein J. Org. Chem. 2014, 10, 2414–2420, doi:10.3762/bjoc.10.251

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Published 17 Oct 2014

Towards the sequence-specific multivalent molecular recognition of cyclodextrin oligomers

  • Michael Kurlemann and
  • Bart Jan Ravoo

Beilstein J. Org. Chem. 2014, 10, 2428–2440, doi:10.3762/bjoc.10.253

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Published 20 Oct 2014

Loose-fit polypseudorotaxanes constructed from γ-CDs and PHEMA-PPG-PEG-PPG-PHEMA

  • Tao Kong,
  • Lin Ye,
  • Ai-ying Zhang and
  • Zeng-guo Feng

Beilstein J. Org. Chem. 2014, 10, 2461–2469, doi:10.3762/bjoc.10.257

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Published 23 Oct 2014
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Published 24 Oct 2014

Synthesis of graft polyrotaxane by simultaneous capping of backbone and grafting from rings of pseudo-polyrotaxane

  • Kazuaki Kato,
  • Katsunari Inoue,
  • Masabumi Kudo and
  • Kohzo Ito

Beilstein J. Org. Chem. 2014, 10, 2573–2579, doi:10.3762/bjoc.10.269

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Published 04 Nov 2014

Synthesis and characterization of a hyper-branched water-soluble β-cyclodextrin polymer

  • Francesco Trotta,
  • Fabrizio Caldera,
  • Roberta Cavalli,
  • Andrea Mele,
  • Carlo Punta,
  • Lucio Melone,
  • Franca Castiglione,
  • Barbara Rossi,
  • Monica Ferro,
  • Vincenza Crupi,
  • Domenico Majolino,
  • Valentina Venuti and
  • Dominique Scalarone

Beilstein J. Org. Chem. 2014, 10, 2586–2593, doi:10.3762/bjoc.10.271

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Published 06 Nov 2014

Encapsulation of biocides by cyclodextrins: toward synergistic effects against pathogens

  • Véronique Nardello-Rataj and
  • Loïc Leclercq

Beilstein J. Org. Chem. 2014, 10, 2603–2622, doi:10.3762/bjoc.10.273

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Published 07 Nov 2014

Synthesis of a resin monomer-soluble polyrotaxane crosslinker containing cleavable end groups

  • Ji-Hun Seo,
  • Shino Nakagawa,
  • Koichiro Hirata and
  • Nobuhiko Yui

Beilstein J. Org. Chem. 2014, 10, 2623–2629, doi:10.3762/bjoc.10.274

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Published 10 Nov 2014

Improving ITC studies of cyclodextrin inclusion compounds by global analysis of conventional and non-conventional experiments

  • Eléonore Bertaut and
  • David Landy

Beilstein J. Org. Chem. 2014, 10, 2630–2641, doi:10.3762/bjoc.10.275

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Published 11 Nov 2014

Cyclodextrin-grafted polymers functionalized with phosphanes: a new tool for aqueous organometallic catalysis

  • Jonathan Potier,
  • Stéphane Menuel,
  • David Mathiron,
  • Véronique Bonnet,
  • Frédéric Hapiot and
  • Eric Monflier

Beilstein J. Org. Chem. 2014, 10, 2642–2648, doi:10.3762/bjoc.10.276

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Published 11 Nov 2014

A green approach to the synthesis of novel phytosphingolipidyl β-cyclodextrin designed to interact with membranes

  • Yong Miao,
  • Florence Djedaïni-Pilard and
  • Véronique Bonnet

Beilstein J. Org. Chem. 2014, 10, 2654–2657, doi:10.3762/bjoc.10.278

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Published 12 Nov 2014

Linear-g-hyperbranched and cyclodextrin-based amphiphilic block copolymer as a multifunctional nanocarrier

  • Yamei Zhao,
  • Wei Tian,
  • Guang Yang and
  • Xiaodong Fan

Beilstein J. Org. Chem. 2014, 10, 2696–2703, doi:10.3762/bjoc.10.284

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Published 18 Nov 2014

Anomalous diffusion of Ibuprofen in cyclodextrin nanosponge hydrogels: an HRMAS NMR study

  • Monica Ferro,
  • Franca Castiglione,
  • Carlo Punta,
  • Lucio Melone,
  • Walter Panzeri,
  • Barbara Rossi,
  • Francesco Trotta and
  • Andrea Mele

Beilstein J. Org. Chem. 2014, 10, 2715–2723, doi:10.3762/bjoc.10.286

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Published 19 Nov 2014

Removal of volatile organic compounds using amphiphilic cyclodextrin-coated polypropylene

  • Ludmilla Lumholdt,
  • Sophie Fourmentin,
  • Thorbjørn T. Nielsen and
  • Kim L. Larsen

Beilstein J. Org. Chem. 2014, 10, 2743–2750, doi:10.3762/bjoc.10.290

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Published 24 Nov 2014

Preparation and evaluation of cyclodextrin polypseudorotaxane with PEGylated liposome as a sustained release drug carrier

  • Kayoko Hayashida,
  • Taishi Higashi,
  • Daichi Kono,
  • Keiichi Motoyama,
  • Koki Wada and
  • Hidetoshi Arima

Beilstein J. Org. Chem. 2014, 10, 2756–2764, doi:10.3762/bjoc.10.292

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Published 25 Nov 2014

Binding mode and free energy prediction of fisetin/β-cyclodextrin inclusion complexes

  • Bodee Nutho,
  • Wasinee Khuntawee,
  • Chompoonut Rungnim,
  • Piamsook Pongsawasdi,
  • Peter Wolschann,
  • Alfred Karpfen,
  • Nawee Kungwan and
  • Thanyada Rungrotmongkol

Beilstein J. Org. Chem. 2014, 10, 2789–2799, doi:10.3762/bjoc.10.296

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Published 27 Nov 2014

Synthesis of an organic-soluble π-conjugated [3]rotaxane via rotation of glucopyranose units in permethylated β-cyclodextrin

  • Jun Terao,
  • Yohei Konoshima,
  • Akitoshi Matono,
  • Hiroshi Masai,
  • Tetsuaki Fujihara and
  • Yasushi Tsuji

Beilstein J. Org. Chem. 2014, 10, 2800–2808, doi:10.3762/bjoc.10.297

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Published 28 Nov 2014

Thermal and oxidative stability of the Ocimum basilicum L. essential oil/β-cyclodextrin supramolecular system

  • Daniel I. Hădărugă,
  • Nicoleta G. Hădărugă,
  • Corina I. Costescu,
  • Ioan David and
  • Alexandra T. Gruia

Beilstein J. Org. Chem. 2014, 10, 2809–2820, doi:10.3762/bjoc.10.298

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Published 28 Nov 2014

A study on the inhibitory mechanism for cholesterol absorption by α-cyclodextrin administration

  • Takahiro Furune,
  • Naoko Ikuta,
  • Yoshiyuki Ishida,
  • Hinako Okamoto,
  • Daisuke Nakata,
  • Keiji Terao and
  • Norihiro Sakamoto

Beilstein J. Org. Chem. 2014, 10, 2827–2835, doi:10.3762/bjoc.10.300

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Published 02 Dec 2014

Synthesis of modified cyclic and acyclic dextrins and comparison of their complexation ability

  • Kata Tuza,
  • László Jicsinszky,
  • Tamás Sohajda,
  • István Puskás and
  • Éva Fenyvesi

Beilstein J. Org. Chem. 2014, 10, 2836–2843, doi:10.3762/bjoc.10.301

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Published 02 Dec 2014

Synthesis and characterization of a new photoinduced switchable β-cyclodextrin dimer

  • Florian Hamon,
  • Claire Blaszkiewicz,
  • Marie Buchotte,
  • Estelle Banaszak-Léonard,
  • Hervé Bricout,
  • Sébastien Tilloy,
  • Eric Monflier,
  • Christine Cézard,
  • Laurent Bouteiller,
  • Christophe Len and
  • Florence Djedaini-Pilard

Beilstein J. Org. Chem. 2014, 10, 2874–2885, doi:10.3762/bjoc.10.304

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Published 04 Dec 2014

Cyclodextrin–polysaccharide-based, in situ-gelled system for ocular antifungal delivery

  • Anxo Fernández-Ferreiro,
  • Noelia Fernández Bargiela,
  • María Santiago Varela,
  • Maria Gil Martínez,
  • Maria Pardo,
  • Antonio Piñeiro Ces,
  • José Blanco Méndez,
  • Miguel González Barcia,
  • Maria Jesus Lamas and
  • Francisco.J. Otero-Espinar

Beilstein J. Org. Chem. 2014, 10, 2903–2911, doi:10.3762/bjoc.10.308

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Published 08 Dec 2014

Synthesis of uniform cyclodextrin thioethers to transport hydrophobic drugs

  • Lisa F. Becker,
  • Dennis H. Schwarz and
  • Gerhard Wenz

Beilstein J. Org. Chem. 2014, 10, 2920–2927, doi:10.3762/bjoc.10.310

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Published 09 Dec 2014

Modification of physical properties of poly(L-lactic acid) by addition of methyl-β-cyclodextrin

  • Toshiyuki Suzuki,
  • Ayaka Ei,
  • Yoshihisa Takada,
  • Hiroki Uehara,
  • Takeshi Yamanobe and
  • Keiko Takahashi

Beilstein J. Org. Chem. 2014, 10, 2997–3006, doi:10.3762/bjoc.10.318

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Published 16 Dec 2014

Synthetic strategies for the fluorescent labeling of epichlorohydrin-branched cyclodextrin polymers

  • Milo Malanga,
  • Mihály Bálint,
  • István Puskás,
  • Kata Tuza,
  • Tamás Sohajda,
  • László Jicsinszky,
  • Lajos Szente and
  • Éva Fenyvesi

Beilstein J. Org. Chem. 2014, 10, 3007–3018, doi:10.3762/bjoc.10.319

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Published 16 Dec 2014

Conjugates of methylated cyclodextrin derivatives and hydroxyethyl starch (HES): Synthesis, cytotoxicity and inclusion of anaesthetic actives

  • Lisa Markenstein,
  • Antje Appelt-Menzel,
  • Marco Metzger and
  • Gerhard Wenz

Beilstein J. Org. Chem. 2014, 10, 3087–3096, doi:10.3762/bjoc.10.325

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Published 19 Dec 2014

Release of β-galactosidase from poloxamine/α-cyclodextrin hydrogels

  • César A. Estévez,
  • José Ramón Isasi,
  • Eneko Larrañeta and
  • Itziar Vélaz

Beilstein J. Org. Chem. 2014, 10, 3127–3135, doi:10.3762/bjoc.10.330

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Published 24 Dec 2014

Inclusion of trans-resveratrol in methylated cyclodextrins: synthesis and solid-state structures

  • Lee Trollope,
  • Dyanne L. Cruickshank,
  • Terence Noonan,
  • Susan A. Bourne,
  • Milena Sorrenti,
  • Laura Catenacci and
  • Mino R. Caira

Beilstein J. Org. Chem. 2014, 10, 3136–3151, doi:10.3762/bjoc.10.331

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Published 29 Dec 2014

Effects of RAMEA-complexed polyunsaturated fatty acids on the response of human dendritic cells to inflammatory signals

  • Éva Rajnavölgyi,
  • Renáta Laczik,
  • Viktor Kun,
  • Lajos Szente and
  • Éva Fenyvesi

Beilstein J. Org. Chem. 2014, 10, 3152–3160, doi:10.3762/bjoc.10.332

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Published 30 Dec 2014

Formation of nanoparticles by cooperative inclusion between (S)-camptothecin-modified dextrans and β-cyclodextrin polymers

  • Thorbjørn Terndrup Nielsen,
  • Catherine Amiel,
  • Laurent Duroux,
  • Kim Lambertsen Larsen,
  • Lars Wagner Städe,
  • Reinhard Wimmer and
  • Véronique Wintgens

Beilstein J. Org. Chem. 2015, 11, 147–154, doi:10.3762/bjoc.11.14

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Published 21 Jan 2015

Properties of cationic monosubstituted tetraalkylammonium cyclodextrin derivatives – their stability, complexation ability in solution or when deposited on solid anionic surface

  • Martin Popr,
  • Sergey K. Filippov,
  • Nikolai Matushkin,
  • Juraj Dian and
  • Jindřich Jindřich

Beilstein J. Org. Chem. 2015, 11, 192–199, doi:10.3762/bjoc.11.20

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Published 02 Feb 2015

Formulation development, stability and anticancer efficacy of core-shell cyclodextrin nanocapsules for oral chemotherapy with camptothecin

  • Hale Ünal,
  • Naile Öztürk and
  • Erem Bilensoy

Beilstein J. Org. Chem. 2015, 11, 204–212, doi:10.3762/bjoc.11.22

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Published 04 Feb 2015

Synthesis and surface grafting of a β-cyclodextrin dimer facilitating cooperative inclusion of 2,6-ANS

  • Lars W. Städe,
  • Thorbjørn T. Nielsen,
  • Laurent Duroux,
  • Reinhard Wimmer,
  • Kyoko Shimizu and
  • Kim L. Larsen

Beilstein J. Org. Chem. 2015, 11, 514–523, doi:10.3762/bjoc.11.58

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Published 21 Apr 2015
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