title: β-Cyclodextrin-Based Inclusion Complexation Bridged Biodegradable Self-Assembly Macromolecular Micelle for the Delivery of Paclitaxel.
abstract: In this study, a novel adamantanamine-paclitaxel (AD-PTX) incorporated oligochitosan- carboxymethyl-β-cyclodextrin (CSO-g-CM-β-CD) self-assembly macromolecular (CSO-g-CM-β-CD@AD-PTX) micelle was successfully prepared in water through sonication. The formed molecules were characterized by Fourier transform infrared spectroscopy, proton nuclear magnetic resonance (NMR) spectroscopy, two-dimensional NMR, elemental analysis, and liquid chromatography-mass spectrometry, while the correspondent micelles were characterized by dynamic light scattering and transmission electron microscopy. We showed that the macromolecular micelle contained a spherical core-shell structure with a diameter of 197.1 ± 3.3 nm and zeta potential of -19.1 ± 4.3 mV. The CSO-g-CM-β-CD@AD-PTX micelle exhibited a high drug-loading efficacy up to 31.3%, as well as a critical micelle concentration of 3.4 × 10-7 M, which indicated good stability. Additionally, the in vitro release profile of the CSO-g-CM-β-CD@AD-PTX micelle demonstrated a long-term release pattern, 63.1% of AD-PTX was released from the micelle during a 30-day period. Moreover, the CSO-g-CM-β-CD@AD-PTX micelle displayed cytotoxicity at a sub-μM scale similar to PTX in U87 MG cells, and CSO-g-CM-β-CD exhibited a good safety profile by not manifesting significant toxicity at concentrations up to 100 μM. These results indicated that β-CD-based inclusion complexation resulting in biodegradable self-assembled macromolecular micelles can be utilized as nanocarrier, and may provide a promising platform for drug delivery in the future medical applications.
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry, East China University of Science and Technology, Shanghai 200237, China.|Department of Pharmaceutics, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China.
authors.forename: Yanzuo
authors.initials: Y
authors.lastname: Chen
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry, East China University of Science and Technology, Shanghai 200237, China.
authors.forename: Yukun
authors.initials: Y
authors.lastname: Huang
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry, East China University of Science and Technology, Shanghai 200237, China.
authors.forename: Dongdong
authors.initials: D
authors.lastname: Qin
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry, East China University of Science and Technology, Shanghai 200237, China.
authors.forename: Wenchao
authors.initials: W
authors.lastname: Liu
authors.affiliation: Shanghai Key Laboratory of New Drug Design, East China University of Science and Technology, Shanghai 200237, China.|Shanghai Key Laboratory of Chemical Biology, and State Key Laboratory of Bioengineering Reactor, East China University of Science & Technology, Shanghai 200237, China.
authors.forename: Chao
authors.initials: C
authors.lastname: Song
authors.affiliation: Shanghai Key Laboratory of New Drug Design, East China University of Science and Technology, Shanghai 200237, China.|Shanghai Key Laboratory of Chemical Biology, and State Key Laboratory of Bioengineering Reactor, East China University of Science & Technology, Shanghai 200237, China.
authors.forename: Kaiyan
authors.initials: K
authors.lastname: Lou
authors.affiliation: Shanghai Key Laboratory of New Drug Design, East China University of Science and Technology, Shanghai 200237, China.|Shanghai Key Laboratory of Chemical Biology, and State Key Laboratory of Bioengineering Reactor, East China University of Science & Technology, Shanghai 200237, China.|Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131-0001, United States of America.
authors.forename: Wei
authors.initials: W
authors.lastname: Wang
authors.affiliation: Shanghai Key Laboratory of Functional Materials Chemistry, East China University of Science and Technology, Shanghai 200237, China.|Department of Pharmaceutics, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China.|Shanghai Key Laboratory of New Drug Design, East China University of Science and Technology, Shanghai 200237, China.
authors.forename: Feng
authors.initials: F
authors.lastname: Gao
mesh_terms: D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004337:Drug Carriers / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D008823:Micelles; D017239:Paclitaxel / Q000737:chemistry / Q000494:pharmacology; D047392:beta-Cyclodextrins / Q000737:chemistry / Q000493:pharmacokinetics
chemical_list: D004337:Drug Carriers; D008823:Micelles; D047392:beta-Cyclodextrins; D017239:Paclitaxel