Published 6 issues per year
ISSN Print: 0743-4863
ISSN Online: 2162-660X
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Polyrotaxanes: Synthesis, Structure, and Potential in Drug Delivery
ABSTRACT
This article reviews the potential of polyrotaxanes in drug delivery with the historical background of polyrotaxane syntheses. Pseudopolyrotaxanes and polyrotaxanes, including classifications, synthetic methods, structures and physical properties are discussed in the first section. The second section provides our concept of drug carriers using drug-polyrotaxane conjugates in comparison with conventional drug-polymer conjugates. The third and fourth sections describe the synthetic method for biodegradable polyrotaxanes, the conjugation with drugs, and their association under physiological conditions. The fifth section discusses other possibilities for the polyrotaxanes such as drug penetration enhancers. These studies suggest the potential of polyrotaxanes in pharmaceutical applications.
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Watanabe Junji, Ooya Tooru, Yui Nobuhiko, Effect of acetylation of biodegradable polyrotaxanes on its supramolecular dissociation via terminal ester hydrolysis, Journal of Biomaterials Science, Polymer Edition, 10, 12, 1999. Crossref
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Nakama Tsuyoshi, Ooya Tooru, Yui Nobuhiko, Temperature- and pH-Controlled Hydrogelation of Poly(ethylene glycol)-Grafted Hyaluronic Acid by Inclusion Complexation with α-Cyclodextrin, Polymer Journal, 36, 4, 2004. Crossref
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Choi Hak Soo, Takahashi Akihiro, Ooya Tooru, Yui Nobuhiko, Molecular-Recognition and Binding Properties of Cyclodextrin-Conjugated Polyrotaxanes, ChemPhysChem, 7, 8, 2006. Crossref
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Watanabe Junji, Ooya Tooru, Yui Nobuhiko, Feasibility study of hydrolyzable polyrotaxanes aiming at implantable materials, Journal of Artificial Organs, 3, 2, 2000. Crossref
-
Zhang Jianxiang, Ma Peter X., Cyclodextrin-based supramolecular systems for drug delivery: Recent progress and future perspective, Advanced Drug Delivery Reviews, 65, 9, 2013. Crossref
-
Ooya Tooru, Arizono Koichi, Yui Nobuhiko, Synthesis and characterization of an oligopeptide - terminated polyrotaxane as a drug carrier, Polymers for Advanced Technologies, 11, 8-12, 2000. Crossref
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Ooya Tooru, Yamashita Atsushi, Kurisawa Motoichi, Sugaya Yuko, Maruyama Atsushi, Yui Nobuhiko, Effects of polyrotaxane structure on polyion complexation with DNA, Science and Technology of Advanced Materials, 5, 3, 2004. Crossref
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Fernandes Anthony, Viterisi Aurélien, Coutrot Frédéric, Potok Stéphanie, Leigh David A., Aucagne Vincent, Papot Sébastien, Rotaxane-Based Propeptides: Protection and Enzymatic Release of a Bioactive Pentapeptide, Angewandte Chemie International Edition, 48, 35, 2009. Crossref
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Fernandes Anthony, Viterisi Aurélien, Coutrot Frédéric, Potok Stéphanie, Leigh David A., Aucagne Vincent, Papot Sébastien, Rotaxane-Based Propeptides: Protection and Enzymatic Release of a Bioactive Pentapeptide, Angewandte Chemie, 121, 35, 2009. Crossref
-
Zaki Noha M., Strategies for oral delivery and mitochondrial targeting of CoQ10, Drug Delivery, 2014. Crossref
-
van de Manakker Frank, Kroon-Batenburg Loes M. J., Vermonden Tina, van Nostrum Cornelus F., Hennink Wim E., Supramolecular hydrogels formed by β-cyclodextrin self-association and host–guest inclusion complexes, Soft Matter, 6, 1, 2010. Crossref
-
Moon Cheol, Kwon Young Min, Lee Won Kyu, Park Yoon Jeong, Chang Li-Chien, Yang Victor C., A novel polyrotaxane-based intracellular delivery system for camptothecin:In vitro feasibility evaluation, Journal of Biomedical Materials Research Part A, 84A, 1, 2008. Crossref
-
Ooya Tooru, Kawashima Tomokatsu, Yui Nobuhiko, Synthesis of polyrotaxane-biotin conjugates and surface plasmon resonance analysis of streptavidin recognition, Biotechnology and Bioprocess Engineering, 6, 4, 2001. Crossref
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Sano H, Ichi T, Kumashiro Y, Kontani K, Kuze T, Mizutani G, Ooya T, Yui N, Raman scattering study of water clusters around polyrotaxane and pseudopolyrotaxane supramolecular assemblies, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 59, 2, 2003. Crossref
-
Wintgens Véronique, Amiel Catherine, Gene Delivery with Cyclodextrins, in Cyclodextrins in Pharmaceutics, Cosmetics, and Biomedicine, 2011. Crossref
-
Alvarez-Lorenzo Carmen, Moya-Ortega Maria D., Loftsson Thorsteinn, Concheiro Angel, Torres-Labandeira Juan J., Cyclodextrin-Based Hydrogels, in Cyclodextrins in Pharmaceutics, Cosmetics, and Biomedicine, 2011. Crossref
-
Otero-Espinar F.J., Torres-Labandeira J.J., Alvarez-Lorenzo C., Blanco-Méndez J., Cyclodextrins in drug delivery systems, Journal of Drug Delivery Science and Technology, 20, 4, 2010. Crossref
-
Li Jia Jing, Zhao Feng, Li Jun, Polyrotaxanes for applications in life science and biotechnology, Applied Microbiology and Biotechnology, 90, 2, 2011. Crossref
-
Higashi T., Motoyama K., Arima H., Cyclodextrin-Based Polyrotaxanes and Polypseudorotaxanes as Drug Delivery Carriers, Journal of Drug Delivery Science and Technology, 23, 6, 2013. Crossref
-
Albuzat Thomas, Keil Manuel, Ellis James, Alexander Cameron, Wenz Gerhard, Transfection of luciferase DNA into various cells by cationic cyclodextrin polyrotaxanes derived from ionene-11, Journal of Materials Chemistry, 22, 17, 2012. Crossref
-
Yui Nobuhiko, Ooya Tooru, Biodegradable Polymers, in Supramolecular Design for Biological Applications, 2002. Crossref
-
Yui Nobuhiko, Ikeda Taichi, Interlocked Molecules, in Supramolecular Design for Biological Applications, 2002. Crossref
-
Park Hyung Dal, Lee Won Kyu, Ooya Tooru, Park Ki Dong, Kim Young Ha, Yui Nobuhiko, Anticoagulant activity of sulfonated polyrotaxanes as blood-compatible materials, Journal of Biomedical Materials Research, 60, 1, 2002. Crossref
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Webber Matthew J., Langer Robert, Drug delivery by supramolecular design, Chemical Society Reviews, 46, 21, 2017. Crossref
-
Erdoğar Nazlı, Varan Gamze, Varan Cem, Bilensoy Erem, Cyclodextrin-based polymeric nanosystems, in Drug Targeting and Stimuli Sensitive Drug Delivery Systems, 2018. Crossref
-
Kim Taeyoon, Park Soo Yong, Lee Myeong-Hee, Kim Dong-Hyun, Chung Ildoo, Syntheses of polyrotaxane conjugated with 5-fluorouracil and vitamins with improved antitumor activities, Journal of Bioactive and Compatible Polymers, 34, 1, 2019. Crossref
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Park Hyung Dal, Lee Won Kyu, Ooya Tooru, Park Ki Dong, Kim Young Ha, Yui Nobuhiko, In vitro biocompatibility assessment of sulfonated polyrotaxane-immobilized polyurethane surfaces, Journal of Biomedical Materials Research, 66A, 3, 2003. Crossref
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Tooru Ooya, Nobuhiko Yui, Biodegradable Polyrotaxanes Aiming at Biomedical and Pharmaceutical Applications, in Biomedical Polymers and Polymer Therapeutics, 2002. Crossref
-
YUI Nobuhiko, Design of Supramolecular Biomaterials Greatly Enhancing Multivalent Binding with Biological Systems, Hyomen Kagaku, 25, 1, 2004. Crossref
-
Li Jia Jing, Zhao Feng, Li Jun, Supramolecular Polymers Based on Cyclodextrins for Drug and Gene Delivery, in Biofunctionalization of Polymers and their Applications, 125, 2010. Crossref
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Sivakumar Ponnurengam M., Peimanfard Shohreh, Zarrabi Ali, Khosravi Arezoo, Islami Matin, Cyclodextrin-Based Nanosystems as Drug Carriers for Cancer Therapy, Anti-Cancer Agents in Medicinal Chemistry, 20, 11, 2020. Crossref
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Romuald Camille, Busseron Eric, Coutrot Frédéric, Very Contracted to Extended co-Conformations with or without Oscillations in Two- and Three-Station [c2]Daisy Chains, The Journal of Organic Chemistry, 75, 19, 2010. Crossref
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Periasamy R., Cyclodextrin-based molecules as hosts in the formation of supramolecular complexes and their practical applications—A review, Journal of Carbohydrate Chemistry, 40, 4, 2021. Crossref
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Ichi Takahiro, Watanabe Junji, Ooya Tooru, Yui Nobuhiko, Controllable Erosion Time and Profile in Poly(ethylene glycol) Hydrogels by Supramolecular Structure of Hydrolyzable Polyrotaxane, Biomacromolecules, 2, 1, 2001. Crossref
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Ooya Tooru, Eguchi Masaru, Yui Nobuhiko, Enhanced Accessibility of Peptide Substrate toward Membrane-Bound Metalloexopeptidase by Supramolecular Structure of Polyrotaxane, Biomacromolecules, 2, 1, 2001. Crossref
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Ikeda Taichi, Hirota Etsuko, Ooya Tooru, Yui Nobuhiko, Thermodynamic Analysis of Inclusion Complexation between α-Cyclodextrin-Based Molecular Tube and Sodium Alkyl Sulfonate, Langmuir, 17, 1, 2001. Crossref
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Ulbrich Karel, Holá Kateřina, Šubr Vladimir, Bakandritsos Aristides, Tuček Jiří, Zbořil Radek, Targeted Drug Delivery with Polymers and Magnetic Nanoparticles: Covalent and Noncovalent Approaches, Release Control, and Clinical Studies, Chemical Reviews, 116, 9, 2016. Crossref
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Zhao Tiejun, Beckham Haskell W., Gibson Harry W., Quantitative Determination of Threading in Rotaxanated Polymers by Diffusion-Ordered NMR Spectroscopy, Macromolecules, 36, 13, 2003. Crossref
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Choi Hak Soo, Lee Sang Cheon, Yamamoto Kaori, Yui Nobuhiko, Block-Selective Movement of α-Cyclodextrins in Polyrotaxanes of PEI-b-PEG-b-PEI Copolymer, Macromolecules, 38, 23, 2005. Crossref
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Ohya Yuichi, Takamido Seigo, Nagahama Koji, Ouchi Tatsuro, Katoono Ryo, Yui Nobuhiko, Polyrotaxane Composed of Poly-l-lactide and α-Cyclodextrin Exhibiting Protease-Triggered Hydrolysis, Biomacromolecules, 10, 8, 2009. Crossref
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van de Manakker Frank, Vermonden Tina, van Nostrum Cornelus F., Hennink Wim E., Cyclodextrin-Based Polymeric Materials: Synthesis, Properties, and Pharmaceutical/Biomedical Applications, Biomacromolecules, 10, 12, 2009. Crossref
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Tuncel Dönüs, Steinke Joachim H. G., Catalytic Self-Threading: A New Route for the Synthesis of Polyrotaxanes, Macromolecules, 37, 2, 2004. Crossref
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Liu Zongjian, Ye Lin, Xi Jianing, Wang Jin, Feng Zeng-guo, Cyclodextrin polymers: Structure, synthesis, and use as drug carriers, Progress in Polymer Science, 118, 2021. Crossref
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Yui Nobuhiko, Emerging Biomedical Functions through ‘Mobile’ Polyrotaxanes, in Supramolecular Polymer Chemistry, 2011. Crossref
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Eguchi Masaru, Ooya Tooru, Yui Nobuhiko, Controlling the mechanism of trypsin inhibition by the numbers of α-cyclodextrins and carboxyl groups in carboxyethylester-polyrotaxanes, Journal of Controlled Release, 96, 2, 2004. Crossref
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Wenz Gerhard, Han Bao-Hang, Müller Axel, Cyclodextrin Rotaxanes and Polyrotaxanes, Chemical Reviews, 106, 3, 2006. Crossref