A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine Chitosan

A novel arginine-rich chitosan (CS) derivates mimicked cell penetration peptides; N-Arginine chitosan (N-Arg-CS) was prepared by two reaction methods involving activated L-arginine and the amine group on the chitosan. FTIR spectra showed that arginine was chemically coupled with CS. Elemental analys...

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Main Authors: Xu-Hui Huang, Wei Wang, Wei Huo, Qing-Qing Cheng, Lu-Lu Hou, Jian-Ping Zhou, Qiang Zhang, Xiao-Pan Wang, Zhen-Hai Zhang, Hui-Xia Lv
Format: Article
Language:English
Published: MDPI AG 2011-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/16/8/6778/
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author Xu-Hui Huang
Wei Wang
Wei Huo
Qing-Qing Cheng
Lu-Lu Hou
Jian-Ping Zhou
Qiang Zhang
Xiao-Pan Wang
Zhen-Hai Zhang
Hui-Xia Lv
author_facet Xu-Hui Huang
Wei Wang
Wei Huo
Qing-Qing Cheng
Lu-Lu Hou
Jian-Ping Zhou
Qiang Zhang
Xiao-Pan Wang
Zhen-Hai Zhang
Hui-Xia Lv
author_sort Xu-Hui Huang
collection DOAJ
description A novel arginine-rich chitosan (CS) derivates mimicked cell penetration peptides; N-Arginine chitosan (N-Arg-CS) was prepared by two reaction methods involving activated L-arginine and the amine group on the chitosan. FTIR spectra showed that arginine was chemically coupled with CS. Elemental analysis estimated that the degrees of substitution (DS) of arginine in CS were 6%, 31.3% and 61.5%, respectively. The drug adefovir was chosen as model and its permeation flux across excised mice skin was investigated using a Franz diffusion cell. The results showed that the most effective enhancer was 2% (w/v) concentration of 10 kDa N-Arg-CS with 6% DS. At neutral pH, the cumulative amount of adefovir permeated after 12 hours was 2.63 ± 0.19 mg cm−2 which was 5.83-fold more than adefovir aqueous solution. Meanwhile N-Arg-CS was 1.83, 2.22, and 2.45 times more effective than Azone, eucalyptus and peppermint, respectively. The obtained results suggest that N-Arg-CS could be a promising transdermal enhancer.
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spelling doaj.art-e858580172c44e9891c6f6713f3207722022-12-21T18:55:57ZengMDPI AGMolecules1420-30492011-08-011686778679010.3390/molecules16086778A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine ChitosanXu-Hui HuangWei WangWei HuoQing-Qing ChengLu-Lu HouJian-Ping ZhouQiang ZhangXiao-Pan WangZhen-Hai ZhangHui-Xia LvA novel arginine-rich chitosan (CS) derivates mimicked cell penetration peptides; N-Arginine chitosan (N-Arg-CS) was prepared by two reaction methods involving activated L-arginine and the amine group on the chitosan. FTIR spectra showed that arginine was chemically coupled with CS. Elemental analysis estimated that the degrees of substitution (DS) of arginine in CS were 6%, 31.3% and 61.5%, respectively. The drug adefovir was chosen as model and its permeation flux across excised mice skin was investigated using a Franz diffusion cell. The results showed that the most effective enhancer was 2% (w/v) concentration of 10 kDa N-Arg-CS with 6% DS. At neutral pH, the cumulative amount of adefovir permeated after 12 hours was 2.63 ± 0.19 mg cm−2 which was 5.83-fold more than adefovir aqueous solution. Meanwhile N-Arg-CS was 1.83, 2.22, and 2.45 times more effective than Azone, eucalyptus and peppermint, respectively. The obtained results suggest that N-Arg-CS could be a promising transdermal enhancer.http://www.mdpi.com/1420-3049/16/8/6778/biomimetic chitosan derivatesarginine-richcell penetration peptidesN-arginine chitosantransdermal enhanceradefovir
spellingShingle Xu-Hui Huang
Wei Wang
Wei Huo
Qing-Qing Cheng
Lu-Lu Hou
Jian-Ping Zhou
Qiang Zhang
Xiao-Pan Wang
Zhen-Hai Zhang
Hui-Xia Lv
A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine Chitosan
Molecules
biomimetic chitosan derivates
arginine-rich
cell penetration peptides
N-arginine chitosan
transdermal enhancer
adefovir
title A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine Chitosan
title_full A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine Chitosan
title_fullStr A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine Chitosan
title_full_unstemmed A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine Chitosan
title_short A Biomimetic Chitosan Derivates: Preparation, Characterization and Transdermal Enhancement Studies of N-Arginine Chitosan
title_sort biomimetic chitosan derivates preparation characterization and transdermal enhancement studies of n arginine chitosan
topic biomimetic chitosan derivates
arginine-rich
cell penetration peptides
N-arginine chitosan
transdermal enhancer
adefovir
url http://www.mdpi.com/1420-3049/16/8/6778/
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