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Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole

Novel amphiphilic chitosan derivatives (N-caprinoyl-N-trimethyl chitosan [CA-TMC]) were synthesized by grafting the hydrophobic moiety caprinoyl (CA) and hydrophilic moiety trimethyl chitosan to prepare carriers with good compatibility for poorly soluble drugs. Based on self-assembly, CA-TMC can for...

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Autores principales: Hu, Xiao-juan, Liu, Yang, Zhou, Xiao-feng, Zhu, Qiao-ling, Bei, Yong-yan, You, Ben-gang, Zhang, Chun-ge, Chen, Wei-liang, Wang, Zhou-li, Zhu, Ai-jun, Zhang, Xue-nong, Fan, Yu-jiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Dove Medical Press 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3792007/
https://www.ncbi.nlm.nih.gov/pubmed/24106424
http://dx.doi.org/10.2147/IJN.S46369
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author Hu, Xiao-juan
Liu, Yang
Zhou, Xiao-feng
Zhu, Qiao-ling
Bei, Yong-yan
You, Ben-gang
Zhang, Chun-ge
Chen, Wei-liang
Wang, Zhou-li
Zhu, Ai-jun
Zhang, Xue-nong
Fan, Yu-jiang
author_facet Hu, Xiao-juan
Liu, Yang
Zhou, Xiao-feng
Zhu, Qiao-ling
Bei, Yong-yan
You, Ben-gang
Zhang, Chun-ge
Chen, Wei-liang
Wang, Zhou-li
Zhu, Ai-jun
Zhang, Xue-nong
Fan, Yu-jiang
author_sort Hu, Xiao-juan
collection PubMed
description Novel amphiphilic chitosan derivatives (N-caprinoyl-N-trimethyl chitosan [CA-TMC]) were synthesized by grafting the hydrophobic moiety caprinoyl (CA) and hydrophilic moiety trimethyl chitosan to prepare carriers with good compatibility for poorly soluble drugs. Based on self-assembly, CA-TMC can form micelles with sizes ranging from 136 nm to 212 nm. The critical aggregation concentration increased from 0.6 mg • L(−1) to 88 mg • L(−1) with decrease in the degree of CA substitution. Osthole (OST) could be easily encapsulated into the CA-TMC micelles. The highest entrapment efficiency and drug loading of OST-loaded CA-TMC micelles(OST/CA-TMC) were 79.1% and 19.1%, respectively. The antitumor efficacy results show that OST/CA-TMC micelles have significant antitumor activity on Hela and MCF-7 cells, with a 50% of cell growth inhibition (IC50) of 35.8 and 46.7 μg. mL(−1), respectively. Cell apoptosis was the main effect on cell death of Hela and MCF-7 cells after OST administration. The blank micelles did not affect apoptosis or cell death of Hela and MCF-7 cells. The fluorescence imaging results indicated that OST/CA-TMC micelles could be easily uptaken by Hela and MCF-7 cells and could localize in the cell nuclei. These findings suggest that CA-TMC micelles are promising carriers for OST delivery in cancer therapy.
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spelling pubmed-37920072013-10-08 Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole Hu, Xiao-juan Liu, Yang Zhou, Xiao-feng Zhu, Qiao-ling Bei, Yong-yan You, Ben-gang Zhang, Chun-ge Chen, Wei-liang Wang, Zhou-li Zhu, Ai-jun Zhang, Xue-nong Fan, Yu-jiang Int J Nanomedicine Original Research Novel amphiphilic chitosan derivatives (N-caprinoyl-N-trimethyl chitosan [CA-TMC]) were synthesized by grafting the hydrophobic moiety caprinoyl (CA) and hydrophilic moiety trimethyl chitosan to prepare carriers with good compatibility for poorly soluble drugs. Based on self-assembly, CA-TMC can form micelles with sizes ranging from 136 nm to 212 nm. The critical aggregation concentration increased from 0.6 mg • L(−1) to 88 mg • L(−1) with decrease in the degree of CA substitution. Osthole (OST) could be easily encapsulated into the CA-TMC micelles. The highest entrapment efficiency and drug loading of OST-loaded CA-TMC micelles(OST/CA-TMC) were 79.1% and 19.1%, respectively. The antitumor efficacy results show that OST/CA-TMC micelles have significant antitumor activity on Hela and MCF-7 cells, with a 50% of cell growth inhibition (IC50) of 35.8 and 46.7 μg. mL(−1), respectively. Cell apoptosis was the main effect on cell death of Hela and MCF-7 cells after OST administration. The blank micelles did not affect apoptosis or cell death of Hela and MCF-7 cells. The fluorescence imaging results indicated that OST/CA-TMC micelles could be easily uptaken by Hela and MCF-7 cells and could localize in the cell nuclei. These findings suggest that CA-TMC micelles are promising carriers for OST delivery in cancer therapy. Dove Medical Press 2013 2013-09-20 /pmc/articles/PMC3792007/ /pubmed/24106424 http://dx.doi.org/10.2147/IJN.S46369 Text en © 2013 Hu et al, publisher and licensee Dove Medical Press Ltd This is an Open Access article which permits unrestricted noncommercial use, provided the original work is properly cited.
spellingShingle Original Research
Hu, Xiao-juan
Liu, Yang
Zhou, Xiao-feng
Zhu, Qiao-ling
Bei, Yong-yan
You, Ben-gang
Zhang, Chun-ge
Chen, Wei-liang
Wang, Zhou-li
Zhu, Ai-jun
Zhang, Xue-nong
Fan, Yu-jiang
Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole
title Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole
title_full Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole
title_fullStr Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole
title_full_unstemmed Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole
title_short Synthesis and characterization of low-toxicity N-caprinoyl-N-trimethyl chitosan as self-assembled micelles carriers for osthole
title_sort synthesis and characterization of low-toxicity n-caprinoyl-n-trimethyl chitosan as self-assembled micelles carriers for osthole
topic Original Research
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3792007/
https://www.ncbi.nlm.nih.gov/pubmed/24106424
http://dx.doi.org/10.2147/IJN.S46369
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