Host–guest chemistry of cyclodextrin carbamates and cellulose derivatives in aqueous solution

•The synthesis of cyclodextrin carbamates is facile and environmentally friendly.•Novel supramolecular polymer micelles are prepared by one pot method.•The supramolecular micelle systems have long drug release time. Supramolecular polymer micelles were prepared on basis of the inclusion complexation...

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Veröffentlicht in:Carbohydrate polymers 2013-10, Vol.98 (1), p.982-987
Hauptverfasser: Guo, Xin, Jia, Xiangxiang, Du, Jiaojiao, Xiao, Longqiang, Li, Feifei, Liao, Liqiong, Liu, Lijian
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container_end_page 987
container_issue 1
container_start_page 982
container_title Carbohydrate polymers
container_volume 98
creator Guo, Xin
Jia, Xiangxiang
Du, Jiaojiao
Xiao, Longqiang
Li, Feifei
Liao, Liqiong
Liu, Lijian
description •The synthesis of cyclodextrin carbamates is facile and environmentally friendly.•Novel supramolecular polymer micelles are prepared by one pot method.•The supramolecular micelle systems have long drug release time. Supramolecular polymer micelles were prepared on basis of the inclusion complexation between cyclodextrin carbamates and cellulose derivatives in aqueous media. Cyclodextrin carbamates were synthesized by microwave-assisted method from cyclodextrin and urea. The urea modified cyclodextrin shows the higher yield than the physical mixture of urea/cyclodextrin in the micellization with cellulose derivatives. The supramolecular structure of the core–shell micelles was demonstrated by 1H NMR spectra, TEM images, and fluorescence spectra. The drug release behavior of the supramolecular polymer micelles was evaluated using prednisone acetate as a model drug. The drug loaded micelles showed steady and long time drug release behavior. With these properties, the supramolecular polymer micelles are attractive as drug carriers for pharmaceutical applications.
doi_str_mv 10.1016/j.carbpol.2013.06.075
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Supramolecular polymer micelles were prepared on basis of the inclusion complexation between cyclodextrin carbamates and cellulose derivatives in aqueous media. Cyclodextrin carbamates were synthesized by microwave-assisted method from cyclodextrin and urea. The urea modified cyclodextrin shows the higher yield than the physical mixture of urea/cyclodextrin in the micellization with cellulose derivatives. The supramolecular structure of the core–shell micelles was demonstrated by 1H NMR spectra, TEM images, and fluorescence spectra. The drug release behavior of the supramolecular polymer micelles was evaluated using prednisone acetate as a model drug. The drug loaded micelles showed steady and long time drug release behavior. 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With these properties, the supramolecular polymer micelles are attractive as drug carriers for pharmaceutical applications.</description><subject>acetates</subject><subject>Applied sciences</subject><subject>aqueous solutions</subject><subject>Biological and medical sciences</subject><subject>carbamates</subject><subject>Carbamates - chemistry</subject><subject>cellulose</subject><subject>Cellulose - analogs &amp; derivatives</subject><subject>Cellulose derivatives</subject><subject>Cyclodextrin carbamates</subject><subject>cyclodextrins</subject><subject>Cyclodextrins - chemical synthesis</subject><subject>Cyclodextrins - chemistry</subject><subject>drug carriers</subject><subject>Drug Carriers - chemical synthesis</subject><subject>Drug Carriers - chemistry</subject><subject>drugs</subject><subject>Exact sciences and technology</subject><subject>fluorescence</subject><subject>General pharmacology</subject><subject>Green Chemistry Technology</subject><subject>Host–guest chemistry</subject><subject>Medical sciences</subject><subject>Micelles</subject><subject>microwave treatment</subject><subject>Microwaves</subject><subject>Natural polymers</subject><subject>nuclear magnetic resonance spectroscopy</subject><subject>Pharmaceutical technology. Pharmaceutical industry</subject><subject>Pharmacology. Drug treatments</subject><subject>Physicochemistry of polymers</subject><subject>polymers</subject><subject>prednisone</subject><subject>Prednisone - chemistry</subject><subject>Self-assembly</subject><subject>Solutions</subject><subject>Starch and polysaccharides</subject><subject>Supramolecular polymer micelles</subject><subject>transmission electron microscopy</subject><subject>urea</subject><subject>Water - chemistry</subject><issn>0144-8617</issn><issn>1879-1344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkM-O0zAQhy0EYruFRwByQeKS4H-xkxNCK9hFWokD7Nma2uPFVRp37aSiN96BN-RJcNQCRyxLPsw3nt98hLxgtGGUqbfbxkLa7OPQcMpEQ1VDdfuIrFin-5oJKR-TFWVS1p1i-oJc5ryl5ShGn5ILLvpOS6FXxNzEPP368fN-xjxV9hvuQp7SsYq-skc7RIffpxTGahkGO5gwVzC6yuIwzEPMWDlM4QBTOJRK4eBhxjjnKsdhnkIcn5EnHoaMz8_vmtx9_PD16qa-_Xz96er9bW0l66caFaU9YMets-g4aEY9Y94qaSlvEWkBlJZcCO42QquW6RZ8Bw57D-hBrMmb07_7FB-WXUxZZEkJ45LHMMl7znTX6YK2J9SmmHNCb_Yp7CAdDaNmcWu25uzWLG4NVaa4LX0vzyPmzQ7d364_Mgvw-gxAtjD4BKMN-R-ndatZ1xfu1YnzEA3cp8LcfSmTigPaClHumrw7EViUHQImk23AsagJCe1kXAz_CfsbDs6m2A</recordid><startdate>20131015</startdate><enddate>20131015</enddate><creator>Guo, Xin</creator><creator>Jia, Xiangxiang</creator><creator>Du, Jiaojiao</creator><creator>Xiao, Longqiang</creator><creator>Li, Feifei</creator><creator>Liao, Liqiong</creator><creator>Liu, Lijian</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20131015</creationdate><title>Host–guest chemistry of cyclodextrin carbamates and cellulose derivatives in aqueous solution</title><author>Guo, Xin ; Jia, Xiangxiang ; Du, Jiaojiao ; Xiao, Longqiang ; Li, Feifei ; Liao, Liqiong ; Liu, Lijian</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c419t-e6009ae82cdced2a710f11fc64c025ee0e606742332db3765175af8ade9faefa3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>acetates</topic><topic>Applied sciences</topic><topic>aqueous solutions</topic><topic>Biological and medical sciences</topic><topic>carbamates</topic><topic>Carbamates - chemistry</topic><topic>cellulose</topic><topic>Cellulose - analogs &amp; derivatives</topic><topic>Cellulose derivatives</topic><topic>Cyclodextrin carbamates</topic><topic>cyclodextrins</topic><topic>Cyclodextrins - chemical synthesis</topic><topic>Cyclodextrins - chemistry</topic><topic>drug carriers</topic><topic>Drug Carriers - chemical synthesis</topic><topic>Drug Carriers - chemistry</topic><topic>drugs</topic><topic>Exact sciences and technology</topic><topic>fluorescence</topic><topic>General pharmacology</topic><topic>Green Chemistry Technology</topic><topic>Host–guest chemistry</topic><topic>Medical sciences</topic><topic>Micelles</topic><topic>microwave treatment</topic><topic>Microwaves</topic><topic>Natural polymers</topic><topic>nuclear magnetic resonance spectroscopy</topic><topic>Pharmaceutical technology. 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Supramolecular polymer micelles were prepared on basis of the inclusion complexation between cyclodextrin carbamates and cellulose derivatives in aqueous media. Cyclodextrin carbamates were synthesized by microwave-assisted method from cyclodextrin and urea. The urea modified cyclodextrin shows the higher yield than the physical mixture of urea/cyclodextrin in the micellization with cellulose derivatives. The supramolecular structure of the core–shell micelles was demonstrated by 1H NMR spectra, TEM images, and fluorescence spectra. The drug release behavior of the supramolecular polymer micelles was evaluated using prednisone acetate as a model drug. The drug loaded micelles showed steady and long time drug release behavior. With these properties, the supramolecular polymer micelles are attractive as drug carriers for pharmaceutical applications.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><pmid>23987437</pmid><doi>10.1016/j.carbpol.2013.06.075</doi><tpages>6</tpages></addata></record>
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source MEDLINE; ScienceDirect Journals (5 years ago - present)
subjects acetates
Applied sciences
aqueous solutions
Biological and medical sciences
carbamates
Carbamates - chemistry
cellulose
Cellulose - analogs & derivatives
Cellulose derivatives
Cyclodextrin carbamates
cyclodextrins
Cyclodextrins - chemical synthesis
Cyclodextrins - chemistry
drug carriers
Drug Carriers - chemical synthesis
Drug Carriers - chemistry
drugs
Exact sciences and technology
fluorescence
General pharmacology
Green Chemistry Technology
Host–guest chemistry
Medical sciences
Micelles
microwave treatment
Microwaves
Natural polymers
nuclear magnetic resonance spectroscopy
Pharmaceutical technology. Pharmaceutical industry
Pharmacology. Drug treatments
Physicochemistry of polymers
polymers
prednisone
Prednisone - chemistry
Self-assembly
Solutions
Starch and polysaccharides
Supramolecular polymer micelles
transmission electron microscopy
urea
Water - chemistry
title Host–guest chemistry of cyclodextrin carbamates and cellulose derivatives in aqueous solution
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