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Folate‐conjugated β‐cyclodextrin from click chemistry strategy and for tumor‐targeted drug delivery
Author(s) -
Zhang Huaihong,
Cai Zhaosheng,
Sun Yu,
Yu Fei,
Chen Yaoqiang,
Sun Baiwang
Publication year - 2012
Publication title -
journal of biomedical materials research part a
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.849
H-Index - 150
eISSN - 1552-4965
pISSN - 1549-3296
DOI - 10.1002/jbm.a.34169
Subject(s) - folate receptor , hela , drug delivery , peg ratio , ethylene glycol , conjugate , bioconjugation , biophysics , cyclodextrin , dynamic light scattering , endocytosis , click chemistry , conjugated system , targeted drug delivery , drug carrier , nanoparticle , materials science , chemistry , combinatorial chemistry , biochemistry , organic chemistry , receptor , nanotechnology , cancer cell , cell , biology , polymer , mathematics , cancer , mathematical analysis , genetics , finance , economics
To enhance site‐specific intracellular delivery against the folate receptor, a drug carrier was designed and synthesized by bioconjugation of folic acid (FA) to β‐cyclodextrins (β‐CD) through a poly(ethylene glycol) (PEG) spacer from “click chemistry” strategy. The resulted conjugates were confirmed by 1 H NMR and IR spectroscopy. Host–guest interactions between hydrophobic drug and β‐CD are capable of entrapping a hydrophobic drug, like 5‐Fluorouracil, to form drug‐β‐CD‐PEG‐FA nanoparticles (NPs) in aqueous solution. The morphology and size of β‐CD‐PEG‐FA NPs were measured by transmission electron microscopy (TEM) and dynamic light scattering (DLS). The targeting ability of the β‐CD‐PEG‐FA NPs was investigated against two kinds of cell lines (HeLa and A549), which have different amounts of folate receptors on their surface. Confocal image analysis revealed that β‐CD‐PEG‐FA conjugate‐assembled nanoparticles exhibited a greater extent of cellular uptake against HeLa cells than A549 cells. This suggests folate‐receptor‐mediated endocytosis can affect the cellular uptake efficiency of drug‐loaded β‐CD‐PEG‐FA NPs. The β‐CD‐PEG‐FA conjugates that are presented may be promising active tumor‐targeting carrier candidates via folate mediation. © 2012 Wiley Periodicals, Inc. J Biomed Mater Res Part A: 100A: 2441–2449, 2012.