The preparation of cationic folic acid and its application in drug delivery system

Yang Hu; Lu Gan; Qian xuan Li; Hong Tao; Lin Ye; Ai ying Zhang; Zeng guo Feng

doi:10.1007/s10118-014-1542-6

The preparation of cationic folic acid and its application in drug delivery system

Yang Hu, Lu Gan, Qian xuan Li, Hong Tao, Lin Ye^*, Ai ying Zhang, Zeng guo Feng

^*Corresponding author for this work

School of Material Science and Engineering

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

Abstract

The cationic folic acid (CFA) was prepared by introducing triethylenetetramine into folic acid with EDCI/NHS and characterized by IR, NMR and mass spectra. It was found that approximately one of two carboxyls in the folic acid molecule was substituted to form CFA. The conversion of γ-carboxyl is found to be 59% higher than 30% of α-carboxyl. The CFA and doxorubicin hydrochloride can be loaded on the ionic shell of PTX-encapsulated micelle to form CFA loaded binary drug carrier via static interaction in aqueous solutions. The successful loading was demonstrated by zeta potential measurement and the drug load amount (DLA) of CFA was measured by HPLC. In vitro cytotoxicity results revealed the CFA drug carrier showed higher cytotoxicity to cancer cell MDA-MB-321 than the binary drug carrier without CFA and the positive control, while it showed lower cytotoxicity to normal cell HUVEC than the positive control, and similar cytotoxicity with the binary drug carrier without CFA. These results as well as confocal laser scanning microscopy observation indicate the synthesized CFA drug carrier possesses active tumor-targeting property.

Original language	English
Pages (from-to)	1714-1723
Number of pages	10
Journal	Chinese Journal of Polymer Science (English Edition)
Volume	32
Issue number	12
DOIs	https://doi.org/10.1007/s10118-014-1542-6
Publication status	Published - 30 Oct 2014

Keywords

Cationize
Cytotoxicity
Drug carrier
Folic acid
Tumor-targeting

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1007/s10118-014-1542-6

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title = "The preparation of cationic folic acid and its application in drug delivery system",

abstract = "The cationic folic acid (CFA) was prepared by introducing triethylenetetramine into folic acid with EDCI/NHS and characterized by IR, NMR and mass spectra. It was found that approximately one of two carboxyls in the folic acid molecule was substituted to form CFA. The conversion of γ-carboxyl is found to be 59% higher than 30% of α-carboxyl. The CFA and doxorubicin hydrochloride can be loaded on the ionic shell of PTX-encapsulated micelle to form CFA loaded binary drug carrier via static interaction in aqueous solutions. The successful loading was demonstrated by zeta potential measurement and the drug load amount (DLA) of CFA was measured by HPLC. In vitro cytotoxicity results revealed the CFA drug carrier showed higher cytotoxicity to cancer cell MDA-MB-321 than the binary drug carrier without CFA and the positive control, while it showed lower cytotoxicity to normal cell HUVEC than the positive control, and similar cytotoxicity with the binary drug carrier without CFA. These results as well as confocal laser scanning microscopy observation indicate the synthesized CFA drug carrier possesses active tumor-targeting property.",

keywords = "Cationize, Cytotoxicity, Drug carrier, Folic acid, Tumor-targeting",

author = "Yang Hu and Lu Gan and Li, {Qian xuan} and Hong Tao and Lin Ye and Zhang, {Ai ying} and Feng, {Zeng guo}",

note = "Publisher Copyright: {\textcopyright} 2014, Chinese Chemical Society, Institute of Chemistry, Chinese Academy of Sciences and Springer-Verlag Berlin Heidelberg.",

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doi = "10.1007/s10118-014-1542-6",

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T1 - The preparation of cationic folic acid and its application in drug delivery system

AU - Hu, Yang

AU - Gan, Lu

AU - Li, Qian xuan

AU - Tao, Hong

AU - Ye, Lin

AU - Zhang, Ai ying

AU - Feng, Zeng guo

PY - 2014/10/30

Y1 - 2014/10/30

N2 - The cationic folic acid (CFA) was prepared by introducing triethylenetetramine into folic acid with EDCI/NHS and characterized by IR, NMR and mass spectra. It was found that approximately one of two carboxyls in the folic acid molecule was substituted to form CFA. The conversion of γ-carboxyl is found to be 59% higher than 30% of α-carboxyl. The CFA and doxorubicin hydrochloride can be loaded on the ionic shell of PTX-encapsulated micelle to form CFA loaded binary drug carrier via static interaction in aqueous solutions. The successful loading was demonstrated by zeta potential measurement and the drug load amount (DLA) of CFA was measured by HPLC. In vitro cytotoxicity results revealed the CFA drug carrier showed higher cytotoxicity to cancer cell MDA-MB-321 than the binary drug carrier without CFA and the positive control, while it showed lower cytotoxicity to normal cell HUVEC than the positive control, and similar cytotoxicity with the binary drug carrier without CFA. These results as well as confocal laser scanning microscopy observation indicate the synthesized CFA drug carrier possesses active tumor-targeting property.

AB - The cationic folic acid (CFA) was prepared by introducing triethylenetetramine into folic acid with EDCI/NHS and characterized by IR, NMR and mass spectra. It was found that approximately one of two carboxyls in the folic acid molecule was substituted to form CFA. The conversion of γ-carboxyl is found to be 59% higher than 30% of α-carboxyl. The CFA and doxorubicin hydrochloride can be loaded on the ionic shell of PTX-encapsulated micelle to form CFA loaded binary drug carrier via static interaction in aqueous solutions. The successful loading was demonstrated by zeta potential measurement and the drug load amount (DLA) of CFA was measured by HPLC. In vitro cytotoxicity results revealed the CFA drug carrier showed higher cytotoxicity to cancer cell MDA-MB-321 than the binary drug carrier without CFA and the positive control, while it showed lower cytotoxicity to normal cell HUVEC than the positive control, and similar cytotoxicity with the binary drug carrier without CFA. These results as well as confocal laser scanning microscopy observation indicate the synthesized CFA drug carrier possesses active tumor-targeting property.

KW - Cationize

KW - Cytotoxicity

KW - Drug carrier

KW - Folic acid

KW - Tumor-targeting

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IS - 12

ER -

The preparation of cationic folic acid and its application in drug delivery system

Abstract

Keywords

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