pH-responsive polymeric micelles with tunable aggregation-induced emission and controllable drug release
Source abstract
Abstract
Stimuli-responsive polymeric micelles as a drug delivery vehicle have made important contributions to the development of controllable drug release. Here we develop pH-responsive polymeric micelles with tunable aggregation-induced emission and controllable drug release. Polymeric micelles in nano-sized spherical shape (about 140 nm) were mediated via hydrogen-bonding interaction between phenol groups of 4,4′-(1,2-diphenylethene-1,2-diyl)diphenol (TPE-2OH) and amine groups of poly(ethylene glycol)-block-linear polyethylenimine-block-poly(e-caprolactone) (PEG-PEI-PCL). The results show that polymeric micelles are pH-responsive with turn-on fluorescence and sustained drug release inside cells, which has hope in simultaneously achieving cell imaging and cancer therapy.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Luminescence and Fluorescent Materials · Advanced Polymer Synthesis and Characterization · Dendrimers and Hyperbranched Polymers
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (33)
Show source-provided references
1. Bains A, Wulff JE, Moffitt MG (2016) Microfluidic synthesis of dye-loaded polycaprolactone-block-poly (ethylene oxide) nanoparticles: insights into flow-directed loading and in vitro release for drug delivery. J Colloid Interface Sci 475:136–148. https://doi.org/10.1016/j.jcis.2016.04.01010.1016/j.jcis.2016.04.010 ↗
2. Boussif O, Lezoualch F, Zanta MA, Mergny MD, Scherman D, Demeneix B, Behr JP (1995) A versatile vector for gene and oligonucleotide transfer into cells in culture and in vivo: polyethylenimine. Proc Natl Acad Sci U S A 92:7297–7301. https://doi.org/10.1073/pnas.92.16.729710.1073/pnas.92.16.7297 ↗
3. Breunig M, Lungwitz U, Liebl R, Goepferich A (2007) Breaking up the correlation between efficacy and toxicity for nonviral gene delivery. Proc Natl Acad Sci U S A 104:14454–14459. https://doi.org/10.1073/pnas.070388210410.1073/pnas.0703882104 ↗
4. Chen Q, Lin WJ, Wang HY, Wang JF, Zhang LJ (2016) PDEAEMA-based pH-sensitive amphiphilic pentablock copolymers for controlled anticancer drug delivery. RSC Adv 6:68018–68027. https://doi.org/10.1039/c6ra10757e10.1039/c6ra10757e ↗
5. Dai Y, Li Y, Wang SP (2015) ABC triblock copolymer-stabilized gold nanoparticles for catalytic reduction of 4-nitrophenol. J Catal 329:425–430. https://doi.org/10.1016/j.jcat.2015.06.00610.1016/j.jcat.2015.06.006 ↗
6. Dai Y, Yu P, Zhang XJ, Zhuo RX (2016a) Gold nanoparticles stabilized by amphiphilic hyperbranched polymers for catalytic reduction of 4-nitrophenol. J Catal 337:65–71. https://doi.org/10.1016/j.jcat.2016.01.01410.1016/j.jcat.2016.01.014 ↗
7. Dai Y, Zhang XJ, Zhuo RX (2016b) Amphiphilic linear-hyperbranched polymer poly(ethylene glycol) -branched polyethylenimine-poly(ε-caprolactone): synthesis, self-assembly and application as stabilizer of platinum nanoparticles. Polym Int 65:691–697. https://doi.org/10.1002/pi.511810.1002/pi.5118 ↗
8. Dai Y, Zhang XJ, Zhuo RX (2016c) Polymeric micelles stabilized by polyethylenimine-copper (C2H5N-Cu) coordination for sustained drug release. RSC Adv 6:22964–22968. https://doi.org/10.1039/c6ra02300b10.1039/c6ra02300b ↗
9. de Luzuriaga AR, Garcia I, Mecerreyes D, Etxeberria A, Pomposo JA (2010) Design and stabilization of block copolymer micelles via phenol-pyridine hydrogen-bonding interactions. Polymer 51:1355–1362. https://doi.org/10.1016/j.polymer.2010.01.03210.1016/j.polymer.2010.01.032 ↗
10. Deshmukh AS et al (2017) Polymeric micelles: basic research to clinical practice. Int J Pharm 532:249–268. https://doi.org/10.1016/j.ijpharm.2017.09.00510.1016/j.ijpharm.2017.09.005 ↗
11. Di Maria F, Blasi L, Quarta A, Bergamini G, Barbarella G, Giorgini L, Benaglia M (2015) New biocompatible polymeric micelles designed for efficient intracellular uptake and delivery. J Mater Chem B 3:8963–8972. https://doi.org/10.1039/c5tb01631b10.1039/c5tb01631b ↗
12. Fang Y, Liu L, Feng Y, Li XS, Guo QX (2002) Effects of hydrogen bonding to amines on the phenol/phenoxyl radical oxidation. J Phys Chem A 106:4669–4678. https://doi.org/10.1021/jp014425z10.1021/jp014425z ↗
13. Ge ZS, Liu SY (2013) Functional block copolymer assemblies responsive to tumor and intracellular microenvironments for site-specific drug delivery and enhanced imaging performance. Chem Soc Rev 42:7289–7325. https://doi.org/10.1039/c3cs60048c10.1039/c3cs60048c ↗
14. Huh KM, Kang HC, Lee YJ, Bae YH (2012) pH-sensitive polymers for drug delivery. Macromol Res 20:224–233. https://doi.org/10.1007/s13233-012-0059-510.1007/s13233-012-0059-5 ↗
15. Kim D, Lee ES, Oh KT, Gao ZG, Bae YH (2008) Doxorubicin-loaded polymeric micelle overcomes multidrug resistance of cancer by double-targeting folate receptor and early endosomal pH. Small 4:2043–2050. https://doi.org/10.1002/smll.20070127510.1002/smll.200701275 ↗
16. Kuang HH, Wu SH, Meng FB, Xie ZG, Jing XB, Huang YB (2012) Core-crosslinked amphiphilic biodegradable copolymer based on the complementary multiple hydrogen bonds of nucleobases: synthesis, self-assembly and in vitro drug delivery. J Mater Chem 22:24832–24840. https://doi.org/10.1039/c2jm34852g10.1039/c2jm34852g ↗
17. Li TZ et al (2016) Thermoresponsive AIE polymers with fine-tuned response temperature. J Mater Chem C 4:2964–2970. https://doi.org/10.1039/c5tc03298a10.1039/c5tc03298a ↗
18. Liu J, Huang YR, Kumar A, Tan A, Jin SB, Mozhi A, Liang XJ (2014) pH-sensitive nano-systems for drug delivery in cancer therapy. Biotechnol Adv 32:693–710. https://doi.org/10.1016/j.biotechadv.2013.11.00910.1016/j.biotechadv.2013.11.009 ↗
19. Luo JD , Xie Z, Lam JWY, Cheng L, Tang BZ, Chen H, Qiu C, Kwok HS, Zhan X, Liu Y, Zhu Det al. (2001) Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole Chem Commun:1740–-1741 doi: https://doi.org/10.1039/b105159h10.1039/b105159h ↗
20. Min K, Choi W, Kim C, Choi M (2018) Oxidation-stable amine-containing adsorbents for carbon dioxide capture. Nat Commun 9:726. https://doi.org/10.1038/s41467-018-03123-010.1038/s41467-018-03123-0 ↗
21. Parrott EPJ, Tan NY, Hu RR, Zeitler JA, Tang BZ, Pickwell-MacPherson E (2014) Direct evidence to support the restriction of intramolecular rotation hypothesis for the mechanism of aggregation-induced emission: temperature resolved terahertz spectra of tetraphenylethene. Mater Horiz 1:251–258. https://doi.org/10.1039/c3mh00078h10.1039/c3mh00078h ↗
22. Tarassoli SP et al (2017) Cathepsin B-degradable, NIR-responsive nanoparticulate platform for target-specific cancer therapy. Nanotechnology 28:055101. https://doi.org/10.1088/1361-6528/28/5/05510110.1088/1361-6528/28/5/055101 ↗
23. Tian SD et al (2016) pH-regulated reversible transition between polyion complexes (PIC) and hydrogen-bonding complexes (HBC) with tunable aggregation-induced emission. ACS Appl Mater Interfaces 8:3693–3702. https://doi.org/10.1021/acsami.5b0897010.1021/acsami.5b08970 ↗
24. van Meerloo J, Kaspers GJL, Cloos J (2011) Cell sensitivity assays: the MTT assay. Methods Mol Biol 731:237–245. https://doi.org/10.1007/978-1-61779-080-5_2010.1007/978-1-61779-080-5_20 ↗
25. Wan Q et al (2015) Stimulus responsive cross-linked AIE-active polymeric nanoprobes: fabrication and biological imaging application. Polym Chem 6:8214–8221. https://doi.org/10.1039/c5py01513h10.1039/c5py01513h ↗
26. Wang Y, Li DD, Wang HB, Chen YJ, Han HJ, Jin Q, Ji J (2014) pH responsive supramolecular prodrug micelles based on cucurbit[8]uril for intracellular drug delivery. Chem Commun 50:9390–9392. https://doi.org/10.1039/c4cc03978e10.1039/c4cc03978e ↗
27. Yang H, Ma RJ, Yue J, Li C, Liu Y, An YL, Shi LQ (2015) A facile strategy to fabricate glucose-responsive vesicles via a template of thermo-sensitive micelles. Polym Chem 6:3837–3846. https://doi.org/10.1039/c5py00170f10.1039/c5py00170f ↗
28. Yu Y, Zhang H, Cui SX (2011) Fabrication of robust multilayer films by triggering the coupling reaction between phenol and primary amine groups with visible light irradiation. Nanoscale 3:3819–3824. https://doi.org/10.1039/c1nr10453e10.1039/c1nr10453e ↗
29. Zhang XQ et al (2014) A novel method for preparing AIE dye based cross-linked fluorescent polymeric nanoparticles for cell imaging. Polym Chem 5:683–688. https://doi.org/10.1039/c3py01348k10.1039/c3py01348k ↗
30. Zhang XJ, Mei HJ, Hu C, Zhong ZL, Zhuo RX (2009) Amphiphilic triblock copolycarbonates with poly(glycerol carbonate) as hydrophilic blocks. Macromolecules 42:1010–1016. https://doi.org/10.1021/ma802350g10.1021/ma802350g ↗
31. Zhang XJ, Cheng JA, Wang QR, Zhong ZL, Zhuo RX (2010) Miktoarm copolymers bearing one poly(ethylene glycol) chain and several poly(ε-caprolactone) chains on a hyperbranched polyglycerol core. Macromolecules 43:6671–6677. https://doi.org/10.1021/ma100653u10.1021/ma100653u ↗
32. Zhang QD, Piro B, Ramsay S, Noel V, Reisberg S, Pham MC (2012) Electrochemical investigation of interactions between quinone derivatives and single stranded DNA. Electrochim Acta 85:588–593. https://doi.org/10.1016/j.electacta.2012.08.01710.1016/j.electacta.2012.08.017 ↗
33. Zhang XJ, Zhang ZG, Su X, Cai MM, Zhuo RX, Zhong ZL (2013) Phenylboronic acid-functionalized polymeric micelles with a HepG2 cell targetability. Biomaterials 34:10296–10304. https://doi.org/10.1016/j.biomaterials.2013.09.04210.1016/j.biomaterials.2013.09.042 ↗