Literature DB >> 26502827

Impact of Mixed β-Cyclodextrin Ratios on Pluronic Rotaxanation Efficiency and Product Solubility.

Yawo A Mondjinou1, Seok-Hee Hyun1, Manxi Xiong1, Christopher J Collins1, Pooi Ling Thong1, David H Thompson1.   

Abstract

Water-soluble polyrotaxanes have been prepared under heterogeneous conditions from mixtures of β-cyclodextrin (β-CD), 2-hydroxypropyl-β-cyclodextrin (HP-β-CD), methyl-β-cyclodextrin, or 6-monoazido-β-cyclodextrin with 4-sulfobutyl ether-β-cyclodextrin (SBE-β-CD) and Pluronic L81 copolymer modified with cholesterol end caps. Threading reactions gave polyrotaxane products in modest chemical yield that were reflective of the β-CD feed ratios in the reaction. Polyrotaxanes containing mixtures of HP-β-CD and SBE-β-CD were screened and found to be biologically active in an in vitro model of Niemann-Pick Type C disease where they mobilize aberrantly stored cholesterol similarly to monomeric cyclodextrin controls.

Entities:  

Keywords:  Niemann-Pick Type C; Pluronic; amorphous solid; cyclodextrin; inclusion efficiency; macrocyclic; mixed rotaxanation; polyrotaxane; supramolecule

Mesh：

Substances：

Year:  2015        PMID： 26502827      PMCID： PMC4683156          DOI： 10.1021/acsami.5b01016

Source DB:  PubMed          Journal:  ACS Appl Mater Interfaces        ISSN： 1944-8244            Impact factor:   9.229


  14 in total

Review 1.  Cyclodextrin-based molecular machines.

Authors:  A Harada
Journal:  Acc Chem Res       Date:  2001-06       Impact factor: 22.384

2.  Selective interaction of 2,6-di-O-methyl-β-cyclodextrin and Pluronic F127 micelles leading to micellar rupture: a nuclear magnetic resonance study.

Authors:  Franca Castiglione; Margarita Valero; Cécile A Dreiss; Andrea Mele
Journal:  J Phys Chem B       Date:  2011-06-29       Impact factor: 2.991

3.  Effect of sulfobutyl ether-β-cyclodextrin on bioavailability of insulin glargine and blood glucose level after subcutaneous injection to rats.

Authors:  Keiko Uehata; Takayuki Anno; Kayoko Hayashida; Keiichi Motoyama; Fumitoshi Hirayama; Naomi Ono; James D Pipkin; Kaneto Uekama; Hidetoshi Arima
Journal:  Int J Pharm       Date:  2011-07-23       Impact factor: 5.875

4.  Synthesis, characterization, and pH-triggered dethreading of alpha-cyclodextrin-poly(ethylene glycol) polyrotaxanes bearing cleavable endcaps.

Authors:  Scott Loethen; Tooru Ooya; Hak Soo Choi; Nobuhiko Yui; David H Thompson
Journal:  Biomacromolecules       Date:  2006-09       Impact factor: 6.988

5.  Multivalent interactions between biotin-polyrotaxane conjugates and streptavidin as a model of new targeting for transporters.

Authors:  Tooru Ooya; Nobuhiko Yui
Journal:  J Control Release       Date:  2002-04-23       Impact factor: 9.776

6.  In vivo toxicology of excipients commonly employed in drug discovery in rats.

Authors:  Suma Gopinathan; Emily O'Neill; Lawrence A Rodriguez; Rose Champ; Megan Phillips; Amr Nouraldeen; Mary Wendt; Alan G E Wilson; Jeffrey A Kramer
Journal:  J Pharmacol Toxicol Methods       Date:  2013-03-14       Impact factor: 1.950

7.  Hydroxypropyl-beta-cyclodextrin derivatives: influence of average degree of substitution on complexing ability and surface activity.

Authors:  B W Müller; U Brauns
Journal:  J Pharm Sci       Date:  1986-06       Impact factor: 3.534

8.  Supramolecular design for multivalent interaction: maltose mobility along polyrotaxane enhanced binding with concanavalin A.

Authors:  Tooru Ooya; Masaru Eguchi; Nobuhiko Yui
Journal:  J Am Chem Soc       Date:  2003-10-29       Impact factor: 15.419

9.  Synthesis, characterization, and evaluation of pluronic-based β-cyclodextrin polyrotaxanes for mobilization of accumulated cholesterol from Niemann-Pick type C fibroblasts.

Authors:  Christopher J Collins; Leslie A McCauliff; Seok-Hee Hyun; Zhaorui Zhang; Lake N Paul; Aditya Kulkarni; Klaus Zick; Mary Wirth; Judith Storch; David H Thompson
Journal:  Biochemistry       Date:  2013-04-30       Impact factor: 3.162

10.  Synthesis of 2-hydroxypropyl-β-cyclodextrin/pluronic-based polyrotaxanes via heterogeneous reaction as potential Niemann-Pick type C therapeutics.

Authors:  Yawo A Mondjinou; Leslie A McCauliff; Aditya Kulkarni; Lake Paul; Seok-Hee Hyun; Zhaorui Zhang; Zhen Wu; Mary Wirth; Judith Storch; David H Thompson
Journal:  Biomacromolecules       Date:  2013-11-01       Impact factor: 6.988
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  4 in total

1.  Synthesis of the Anionic Hydroxypropyl-β-cyclodextrin:Poly(decamethylenephosphate) Polyrotaxane and Evaluation of its Cholesterol Efflux Potential in Niemann-Pick C1 Cells.

Authors:  Kerstin Egele; Shayak Samaddar; Nina Schneider; David Thompson; Gerhard Wenz
Journal:  J Mater Chem B       Date:  2018-12-07       Impact factor: 6.331

2.  One-pot synthesis of block-copolyrotaxanes through controlled rotaxa-polymerization.

Authors:  Jessica Hilschmann; Gerhard Wenz; Gergely Kali
Journal:  Beilstein J Org Chem       Date:  2017-07-03       Impact factor: 2.883

3.  Pluronic based β-cyclodextrin polyrotaxanes for treatment of Niemann-Pick Type C disease.

Authors:  Christopher J Collins; Bradley P Loren; Md Suhail Alam; Yawo Mondjinou; Joseph L Skulsky; Cheyenne R Chaplain; Kasturi Haldar; David H Thompson
Journal:  Sci Rep       Date:  2017-04-28       Impact factor: 4.379

4.  Polypseudorotaxanes of Pluronic® F127 with Combinations of α- and β-Cyclodextrins for Topical Formulation of Acyclovir.

Authors:  Cristina Di Donato; Rosa Iacovino; Carla Isernia; Gaetano Malgieri; Angela Varela-Garcia; Angel Concheiro; Carmen Alvarez-Lorenzo
Journal:  Nanomaterials (Basel)       Date:  2020-03-27       Impact factor: 5.076
  4 in total

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