Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosan
A novel route is demonstrated for the synthesis of 2-N-carboxymethyl-6- O-diethylaminoethyl-chitosan (DEAE-CMC) by incorporation of carboxymethyl groups as hydrophilic moieties to the C2-NH2, and diethylaminoethyl groups as hydrophobic moieties to the C6-CH2OH of the structural unit of chitosan, via...
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De Gruyter
2013-08-01
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Online Access: | https://doi.org/10.1515/epoly.2013.2013.1.20 |
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doaj-dac7a8faf8e94faa98a688c4720ed5522021-09-05T20:44:54ZengDe Gruytere-Polymers1618-72292013-08-0120131203110.1515/epoly.2013.2013.1.20Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosanZhang Aidi0Ding Derun1Ren Jicun2Zhu Xiangli3Yao Youhong4College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, People’s Republic of China; fax: +86 21 67791214College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, People’s Republic of China; fax: +86 21 67791214College of Chemistry and Chemical Engineering, State Key Laboratory of Metal Matrix Composites, Shanghai Jiaotong University, Shanghai 200240, People’s Republic of China.College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, People’s Republic of China; fax: +86 21 67791214College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, People’s Republic of China; fax: +86 21 67791214A novel route is demonstrated for the synthesis of 2-N-carboxymethyl-6- O-diethylaminoethyl-chitosan (DEAE-CMC) by incorporation of carboxymethyl groups as hydrophilic moieties to the C2-NH2, and diethylaminoethyl groups as hydrophobic moieties to the C6-CH2OH of the structural unit of chitosan, via a protection-graft-deprotection procedure with benzaldehyde as protective agent. The structure, morphology, and thermal properties of the chitosan graft copolymers were characterized by means of FT-IR, 1H NMR, SEM, TGA and DSC. Chitosan and its derivatives were used as carrier of model drug-Vitamin B12 (VB12), and their controlled delivery behaviour in phosphate buffer solution (pH 7.4) were studied. The results show that the release rate of VB12 from the carrier of DEAE-CMC copolymer becomes much slower than that of chitosan in phosphate buffer solution.https://doi.org/10.1515/epoly.2013.2013.1.20chitosandiethylaminoethylquaternaryamphiphilicdrug delivery carrier |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Zhang Aidi Ding Derun Ren Jicun Zhu Xiangli Yao Youhong |
spellingShingle |
Zhang Aidi Ding Derun Ren Jicun Zhu Xiangli Yao Youhong Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosan e-Polymers chitosan diethylaminoethyl quaternary amphiphilic drug delivery carrier |
author_facet |
Zhang Aidi Ding Derun Ren Jicun Zhu Xiangli Yao Youhong |
author_sort |
Zhang Aidi |
title |
Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosan |
title_short |
Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosan |
title_full |
Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosan |
title_fullStr |
Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosan |
title_full_unstemmed |
Synthesis, characterization, and drug delivery property of 2-N-carboxymethyl-6-O-diethylaminoethyl-chitosan |
title_sort |
synthesis, characterization, and drug delivery property of 2-n-carboxymethyl-6-o-diethylaminoethyl-chitosan |
publisher |
De Gruyter |
series |
e-Polymers |
issn |
1618-7229 |
publishDate |
2013-08-01 |
description |
A novel route is demonstrated for the synthesis of 2-N-carboxymethyl-6- O-diethylaminoethyl-chitosan (DEAE-CMC) by incorporation of carboxymethyl groups as hydrophilic moieties to the C2-NH2, and diethylaminoethyl groups as hydrophobic moieties to the C6-CH2OH of the structural unit of chitosan, via a protection-graft-deprotection procedure with benzaldehyde as protective agent. The structure, morphology, and thermal properties of the chitosan graft copolymers were characterized by means of FT-IR, 1H NMR, SEM, TGA and DSC. Chitosan and its derivatives were used as carrier of model drug-Vitamin B12 (VB12), and their controlled delivery behaviour in phosphate buffer solution (pH 7.4) were studied. The results show that the release rate of VB12 from the carrier of DEAE-CMC copolymer becomes much slower than that of chitosan in phosphate buffer solution. |
topic |
chitosan diethylaminoethyl quaternary amphiphilic drug delivery carrier |
url |
https://doi.org/10.1515/epoly.2013.2013.1.20 |
work_keys_str_mv |
AT zhangaidi synthesischaracterizationanddrugdeliverypropertyof2ncarboxymethyl6odiethylaminoethylchitosan AT dingderun synthesischaracterizationanddrugdeliverypropertyof2ncarboxymethyl6odiethylaminoethylchitosan AT renjicun synthesischaracterizationanddrugdeliverypropertyof2ncarboxymethyl6odiethylaminoethylchitosan AT zhuxiangli synthesischaracterizationanddrugdeliverypropertyof2ncarboxymethyl6odiethylaminoethylchitosan AT yaoyouhong synthesischaracterizationanddrugdeliverypropertyof2ncarboxymethyl6odiethylaminoethylchitosan |
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1717784915136741376 |