title: Folate-conjugated β-cyclodextrin from click chemistry strategy and for tumor-targeted drug delivery.
abstract: 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.
authors.affiliation: School of Chemistry and Biology, Yancheng Institute of Technology, Yancheng 224051, China.
authors.forename: Huaihong
authors.initials: H
authors.lastname: Zhang
authors.forename: Zhaosheng
authors.initials: Z
authors.lastname: Cai
authors.forename: Yu
authors.initials: Y
authors.lastname: Sun
authors.forename: Fei
authors.initials: F
authors.lastname: Yu
authors.forename: Yaoqiang
authors.initials: Y
authors.lastname: Chen
authors.forename: Baiwang
authors.initials: B
authors.lastname: Sun
mesh_terms: D000964:Antimetabolites, Antineoplastic / Q000008:administration & dosage* / Q000493:pharmacokinetics; D045744:Cell Line, Tumor; D057930:Click Chemistry; D004337:Drug Carriers / Q000737:chemistry*; D016503:Drug Delivery Systems; D004705:Endocytosis; D005472:Fluorouracil / Q000008:administration & dosage* / Q000493:pharmacokinetics; D005492:Folic Acid / Q000737:chemistry* / Q000378:metabolism; D006367:HeLa Cells; D006801:Humans; D053758:Nanoparticles / Q000737:chemistry; D009369:Neoplasms / Q000188:drug therapy; D011092:Polyethylene Glycols / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D000964:Antimetabolites, Antineoplastic; D004337:Drug Carriers; D047392:beta-Cyclodextrins; D011092:Polyethylene Glycols; D005492:Folic Acid; C031215:betadex; D005472:Fluorouracil