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Novel Worm-Like Amphiphilic Micelles of Folate-Targeted Cyclodextrin/Retinoic Acid for Delivery of Doxorubicin in Kg-1 Cells Publisher



Varshosaz J1 ; Hassanzadeh F2 ; Aliabadi HS2 ; Banitalebi M1 ; Rostami M2 ; Nayebsadrian M1
Authors
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Authors Affiliations
  1. 1. Department of Pharmaceutics, Novel Drug Delivery Systems Research Center, Isfahan University of Medical Sciences, PO Box 81745-359, Isfahan, Iran
  2. 2. Department of Medicinal Chemistry, Isfahan Pharmaceutical Sciences Research Center, Isfahan University of Medical Sciences, Isfahan, Iran

Source: Colloid and Polymer Science Published:2014


Abstract

Folate-targeted cyclodextrin/retinoic acid (CD/RA) conjugate was synthesized using carbonyldiimidazole (CDI) and dimethylaminopyridine (DMAP). The structure of the produced macromolecule was studied by FTIR and 1HNMR. The developed macromolecule could self-aggregate to form micelles. Critical micelle concentration (CMC) of the macromolecule was determined by pyrene as a fluorescent probe. Doxorubicin (DOX)-loaded micelles were prepared by direct dissolution method. To optimize the effect of cyclodextrin type (α or β), the molar ratio of RA to CD and the drug content, a full factorial design was used and their effects on particle size, polydispersity index, zeta potential, loading efficiency (LE%), and release efficiency (RE24%) in 24 h were studied. Orientation of folate ligand on the surface of the micelles was studied by X-ray photoelectron spectroscopy (XPS) technique. The cytotoxicity of DOX-loaded micelles was studied on KG-1 cells which overexpressed folate receptor (FR) and FR-negative HepG2 cells using MTT assay. FTIR and 1HNMR spectra confirmed successful production of the micelles and XPS spectra showed surface orientation of folate. The best results obtained from β-cyclodextrin with molar ratio of 4 to RA and 15 % drug content. The optimized micelles showed the particle size of 103 ± 4 nm, zeta potential of -36 mV, polydispersity index of 0.28 ± 0.05, LE% of 100 %, and RE24% of 69.88 ± 1.6 %. The IC50of targeted micelles was half of non-targeted micelles and free DOX. © 2014 Springer-Verlag Berlin Heidelberg.
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