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. 2018 Oct 12;19(10):3132.
doi: 10.3390/ijms19103132.

Amphiphilic Polymeric Micelles Based on Deoxycholic Acid and Folic Acid Modified Chitosan for the Delivery of Paclitaxel

Liang Li  1 , Na Liang  2 , Danfeng Wang  3 , Pengfei Yan  4 , Yoshiaki Kawashima  5 , Fude Cui  6 , Shaoping Sun  7
Affiliations

Amphiphilic Polymeric Micelles Based on Deoxycholic Acid and Folic Acid Modified Chitosan for the Delivery of Paclitaxel

Liang Li et al. Int J Mol Sci. .

Abstract

The present investigation aimed to develop a tumor-targeting drug delivery system for paclitaxel (PTX). The hydrophobic deoxycholic acid (DA) and active targeting ligand folic acid (FA) were used to modify water-soluble chitosan (CS). As an amphiphilic polymer, the conjugate FA-CS-DA was synthesized and characterized by Proton nuclear magnetic resonance (¹H-NMR) and Fourier-transform infrared spectroscopy (FTIR) analysis. The degree of substitutions of DA and FA were calculated as 15.8% and 8.0%, respectively. In aqueous medium, the conjugate could self-assemble into micelles with the critical micelle concentration of 6.6 × 10-3 mg/mL. Under a transmission electron microscope (TEM), the PTX-loaded micelles exhibited a spherical shape. The particle size determined by dynamic light scattering was 126 nm, and the zeta potential was +19.3 mV. The drug loading efficiency and entrapment efficiency were 9.1% and 81.2%, respectively. X-Ray Diffraction (XRD) analysis showed that the PTX was encapsulated in the micelles in a molecular or amorphous state. In vitro and in vivo antitumor evaluations demonstrated the excellent antitumor activity of PTX-loaded micelles. It was suggested that FA-CS-DA was a safe and effective carrier for the intravenous delivery of paclitaxel.

Keywords: amphiphilic polymer; chitosan; deoxycholic acid; folic acid; micelles; paclitaxel.

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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1
Figure 1
Scheme of the synthesis of FA-CS-DA (folic acid–chitosan–deoxycholic acid).
Figure 2
Figure 2
1H-NMR spectra of (a) CS, (b) CS-DA and (c) FA-CS-DA.
Figure 3
Figure 3
FTIR spectra of (a) CS, (b) CS-DA and (c) FA-CS-DA.
Figure 4
Figure 4
Variation of the fluorescence intensity ratio of I1/I3 against the logarithm of FA-CS-DA concentration.
Figure 5
Figure 5
Transmission electron microscopy (TEM) image of paclitaxel (PTX)-loaded FA-CS-DA micelles.
Figure 6
Figure 6
XRD spectra of (a) PTX, (b) a physical mixture of PTX and blank micelles, (c) PTX-loaded micelles and (d) blank micelles.
Figure 7
Figure 7
In vitro cytotoxicity of PTX-loaded FA-CS-DA micelles.
Figure 8
Figure 8
Tumors excised from the mice after intravenous injection treatment.
See this image and copyright information in PMC

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References

    1. Sofias A.M., Dunne M., Storm G., Allen C. The battle of “nano” paclitaxel. Adv. Drug Deliv. Rev. 2017;122:20–30. doi: 10.1016/j.addr.2017.02.003. - DOI - PubMed
    1. Eloy J.O., Petrilli R., Topan J.F., Antonio H.M.R., Barcellos J.P.A., Chesca D.L., Serafini L.N., Tiezzi D.G., Lee R.J., Marchetti J.M. Co-loaded paclitaxel/rapamycin liposomes: Development, characterization and in vitro and in vivo evaluation for breast cancer therapy. Colloids Surf. B Biointerfaces. 2016;141:74–82. doi: 10.1016/j.colsurfb.2016.01.032. - DOI - PMC - PubMed
    1. Tatiparti K., Sau S., Gawde K.A., Iyer A.K. Copper-free ‘click’ chemistry-based synthesis and characterization of carbonic anhydrase-IX anchored albumin-paclitaxel nanoparticles for targeting tumor hypoxia. Int. J. Mol. Sci. 2018;19:838. doi: 10.3390/ijms19030838. - DOI - PMC - PubMed
    1. Li Y., Zhao X., Zu Y., Zhang Y. Preparation and characterization of paclitaxel nanosuspension using novel emulsification method by combining high speed homogenizer and high pressure homogenization. Int. J. Pharm. 2015;490:324–333. doi: 10.1016/j.ijpharm.2015.05.070. - DOI - PubMed
    1. Yang H. Targeted nanosystems: Advances in targeted dendrimers for cancer therapy. Nanomedicine. 2016;12:309–316. doi: 10.1016/j.nano.2015.11.012. - DOI - PMC - PubMed

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