In the present study, we developed near-infrared (NIR)-responsive shell-crosslinked (SCL) micelles using the Diels-Alder (DA) click reaction between an amphiphilic copolymer poly(d,l-lactide)--poly((furfuryl methacrylate)--(-acryloylmorpholine)) (PLA--P(FMA--NAM)) and a diselenide-containing crosslinker, bis(maleimidoethyl) 3,3'-diselanediyldipropionoate (BMEDSeDP). The PLA--P(FMA--NAM) copolymer was synthesized by RAFT polymerization of FMA and NAM using a PLA-macro-chain transfer agent (PLA-CTA). The DA reaction between BMEDSeDP and the furfuryl moieties in the copolymeric micelles in water resulted in the formation of SCL micelles. The SCL micelles were analyzed by H-NMR, FE-SEM, and DLS. An anticancer drug, doxorubicin (DOX), and an NIR sensitizer, indocyanine green (ICG), were effectively incorporated into the SCL micelles during the crosslinking reaction. The DOX/ICG-loaded SCL micelles showed pH- and NIR-responsive drug release, where burst release was observed under NIR laser irradiation. The in vitro cytotoxicity analysis demonstrated that the SCL was not cytotoxic against normal HFF-1 cells, while DOX/ICG-loaded SCL micelles exhibited significant antitumor activity toward HeLa cells. Thus, the SCL micelles of PLA--P(FMA--NAM) can be used as a potential delivery vehicle for the controlled drug release in cancer therapy.
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http://dx.doi.org/10.3390/ma14247913 | DOI Listing |
Materials (Basel)
December 2021
Department of Display Engineering, Pukyong National University, Busan 48513, Korea.
In the present study, we developed near-infrared (NIR)-responsive shell-crosslinked (SCL) micelles using the Diels-Alder (DA) click reaction between an amphiphilic copolymer poly(d,l-lactide)--poly((furfuryl methacrylate)--(-acryloylmorpholine)) (PLA--P(FMA--NAM)) and a diselenide-containing crosslinker, bis(maleimidoethyl) 3,3'-diselanediyldipropionoate (BMEDSeDP). The PLA--P(FMA--NAM) copolymer was synthesized by RAFT polymerization of FMA and NAM using a PLA-macro-chain transfer agent (PLA-CTA). The DA reaction between BMEDSeDP and the furfuryl moieties in the copolymeric micelles in water resulted in the formation of SCL micelles.
View Article and Find Full Text PDFLangmuir
June 2020
Henan Joint International Research Laboratory of Living Polymerizations and Functional Nanomaterials, Henan Key Laboratory of Advanced Nylon Materials and Application, School of Materials Science and Engineering, Zhengzhou University, Zhengzhou 450001, China.
We reported the synthesis of a well-defined hollow polymer nanoparticle derived from star-shaped unimolecular micelles. β-Cyclodextrin was first applied as an efficient macroinitiator to prepare a star-shaped PCL ring-opening polymerization (ROP). Then, the star-shaped PCL was modified to be a macro-RAFT agent for photoinduced electron/energy transfer-reversible addition-fragmentation chain transfer (PET-RAFT) polymerization of S-Cl monomers.
View Article and Find Full Text PDFRSC Adv
October 2019
Department of Radiology, Shanghai Tenth People's Hospital, School of Medicine, Tongji University Shanghai 200072 China.
Crosslinked polymer nanomaterials have attracted great attention due to their stability and highly controllable drug delivery; herein, a series of well-defined amphiphilic PDPA--P(NMS--OEG) diblock terpolymers (P1-P3) were designed and prepared RAFT polymerization and were self-assembled into non-cross-linked (NCL) nanomicelles, which were further prepared into shell-cross-linked (SCL) micelles cystamine-based shell cross-linking. Using P3 as an optimized polymer, SCL-P3 micelles were prepared, which demonstrated remarkable pH/redox-dual responsive behaviour. For drug delivery, camptothecin (CPT)-loaded SCL-P3 micelles were prepared and showed much higher CPT-loading capability than their NCL-P3 counterparts.
View Article and Find Full Text PDFColloids Surf B Biointerfaces
July 2019
University of Campinas, UNICAMP, School of Chemical Engineering, PO BOX 6066, 13086-090, Campinas, SP, Brazil. Electronic address:
In this work, we describe a hydrodynamic flow-focusing microfluidic process to produce stealth cationic liposomes (SCL), stabilized with poly(ethylene glycol) (PEG), with uniform and reproducible features. Through cryogenic transmission electron microscopy (cryo-TEM) characterization and real-time monitoring, we verified the formation of multi-sized lipid self-aggregates, which can be attributed to micelles formation. These structures tend to undergo deposition within the PDMS/glass microchannels through intermolecular interactions with the glass walls, hindering not only the process reproducibility but also the final biological application of the SCL products.
View Article and Find Full Text PDFChem Commun (Camb)
November 2018
State Key Laboratory of Applied Organic Chemistry, Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province, and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, China.
We report in this communication the first preparation of triblock copolymer-based biocleavable shell cross-linked (SCL) hybrid micelles using a reducible silica monomer that integrates a polymerizable methacrylate structure and in situ cross-linkers of silica precursors via a disulfide bond. The monomer developed herein offers a highly straightforward and robust strategy toward bioreducible silica-based hybrid nanoparticles for controlled drug release.
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