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Preparation of temperature-pH dual-responsive hydrogel from hydroxyethyl starch for drug delivery

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Abstract

A novel type of temperature-pH dual-responsive amphiphilic hydrogel, PD(hydroxyethyl starch(HES)-propynyl glycidylether(PGE)-2-dimethylamino ethanethiol (DMAET)-triethoxyvinylsilane (TEVS)) was synthesized and characterized. HES, a hydrophilic polysaccharide, underwent etherification of hydroxyl groups in its glucose units with PGE and then click reaction between carbon–carbon triple bonds in PGE and thiol groups in DMAET thereby possessing a hydrophilic-hydrophobic structure to be used for the preparation of PD, a temperature-pH dual-responsive material, with pH-responsive tertiary amine groups. Next, it further became a dual-responsive hydrogel through the formation of its internal network by TEVS. The hydrogel exhibited its maximum hydroswelling ratio of 2000 and a good transference between its shrinking and swelling. Moreover, during the test experiments to use it as a drug carrier for oral delivery, a doxorubicin (DOX) release was ≤ 15% in acidic conditions in the stomach (pH < 2.0) and ≤ 94% in basic conditions in the small intestine, ensuring that it exhibits relatively good protective and release properties of drugs.

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References

  1. Kono H et al (2013) Characterization and bisphenol A adsorption capacity of β-cyclodextrin–carboxymethylcellulose-based hydrogels. Carbohyd Polym 98:784–792

    Article  CAS  Google Scholar 

  2. Desimone MF et al (2018) Development of pH-responsive biopolymer-silica composites loaded with Larrea divaricata Cav. extract with antioxidant activity. Colloids and Surfaces B: Biointerfaces 169:82–91

  3. Hongliang Du et al (2015) The design of pH-sensitive chitosan-based formulations for gastrointestinal delivery. Drug Discovery Today 20:1004–1011

    Article  Google Scholar 

  4. Qian C et al (2019) Injectable and self-healing polysaccharide-based hydrogel for pH responsive drug release. Int J Biol Macromol 123:140–148

    Article  CAS  PubMed  Google Scholar 

  5. Zhang X et al (2014) A novel temperature and pH dual-responsive hybrid hydrogel with polyhedral oligomeric silsesquioxane as crosslinker: synthesis, characterization and drug release properties. Polym Int 63:2030–2041

    Article  CAS  Google Scholar 

  6. Cheng X et al (2016) An injectable, dual pH and oxidation-responsive supramolecular hydrogel for controlled dual drug delivery. Colloids Surf, B 141:44–52

    Article  CAS  Google Scholar 

  7. Wang T et al (2017) Synthesis of an elastic b-cyclodextrin hydrogel cage by hydroxyethyl cellulose. J Appl Polym Sci. https://doi.org/10.1002/APP.44388

    Article  Google Scholar 

  8. de Matos Fonseca J et al (2019) Chitosan microparticles embedded with multi-responsive poly( N-vinylcaprolactam-co-itaconic acid-co-ethylene-glycol dimetacrylate)-based hydrogel nanoparticles as a new carrier for delivery of hydrophobic drugs. Colloids and Surfaces B: Biointerfaces 175:73–83

  9. Tsao CT et al (2105) Chitosan-PEG hydrogel with Sol–Gel transition triggerable by multiple external stimuli. Macromol. Rapid Commun 36:332−338

  10. Lim H-P et al (2017) Controlled delivery of oral insulin as part using pH-responsive alginate/ κ-carrageenan composite hydrogel beads. React Funct Polym 120:20–29

    Article  CAS  Google Scholar 

  11. Zhao H et al (2016) Stimulus-responsiveness and methyl violet release behaviors of poly(NIPAAm-co-AA) hydrogels chemically crosslinked with β-cyclodextrin polymer bearing methacrylates. Carbohyd Res 428:79–86

    Article  CAS  Google Scholar 

  12. Dadsetan M et al (2013) Controlled release of doxorubicin from pH-responsive microgels. Acta Biomater 9:5438–5446

    Article  CAS  PubMed  Google Scholar 

  13. Echaz´ u MIA et al (2018) Development of pH-responsive biopolymer-silica composites loaded with Larrea divaricata Cav. extract with antioxidant activity. Colloids and Surfaces B: Biointerfaces. 169:82–91

  14. Aycan D et al (2018) Development of pH-responsive chitosan-based hydrogel modified with bone ash for controlled release of amoxicillin. Carbohyd Polym 184:401–407

    Article  CAS  Google Scholar 

  15. Pan Y et al (2018) Dual-responsive IPN hydrogel based on sugarcane bagasse cellulose as drug carrier. Int J Biol Macromol 118:132–140

    Article  CAS  PubMed  Google Scholar 

  16. Javanabkht S et al (2019) Encapsulation of graphene quantum dot-crosslinked chitosan by carboxymethylcellulose hydrogel beads as a pH-responsive bionanocomposite for the oral delivery agent. Int J Biol Macromol 123:389–397

    Article  Google Scholar 

  17. Siangsanoh C et al (2018) Fabrication and characterization of triple-responsive composite hydrogel for targeted and controlled drug delivery system. J Mol Liq 256:90–99

    Article  CAS  Google Scholar 

  18. Liu H et al (2017) Facile fabrication of redox/pH dual stimuli responsive cellulose hydrogel. Carbohyd Polym 176:299–306

    Article  CAS  Google Scholar 

  19. Ramos MLP et al (2018) Influence of GO reinforcement on keratin based smart hydrogel and its application for emerging pollutants removal. J Environ Chem Eng 6:7021–7028

  20. Zhao W et al (2018) Visual multi-triggered sensor based on inverse opal hydrogel. Colloids Surf A 554:93–99

    Article  CAS  Google Scholar 

  21. Wang L et al (2018) Mussel-inspired fabrication of konjac glucomannan/ microcrystalline cellulose intelligent hydrogel with pH responsive sustained release behavior. Int J Biol Macromol 113:285–293

    Article  CAS  PubMed  Google Scholar 

  22. Qilin Lu et al (2018) One-pot construction of cellulose-gelatin supramolecular hydrogels with high strength and pH-responsive properties. Carbohyd Polym 196:225–232

    Article  Google Scholar 

  23. Jong K et al (2017) Thermo-responsive behavior of propynyl-containing hydroxyethyl starch. Colloid Polym Sci 295:307–315

    Article  CAS  Google Scholar 

  24. Jong K et al (2017) Synthesis of pH-responsive N-acetyl-cysteine modified starch derivatives for oral delivery. J Biomater Sci Polym Ed 14:1525–1537

    Article  Google Scholar 

  25. Jong K et al (2018) Temperature and pH dual-responsive 2-(dimethylamino) ethanethiol modified starch derivatives via a thiol-yne reaction for drug delivery. Colloid Polym Sci 296:627–636

    Article  CAS  Google Scholar 

  26. Seki Y, Altinisik A, Demircioglu B, Tetik C (2014) Carboxymethylcellulose (CMC) -hydroxyethylcellulose (HEC) based hydrogels: synthesis and characterization. Cellulose 21:1689–1698

    Article  CAS  Google Scholar 

  27. Yang C et al Mechanically strong dual-responsive nanocomposite double network hydrogel for controlled drug release of aspirin. J Mech Behav of Biomed Mater. https://doi.org/10.1016/j.jmbbm.2018.03.002

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Funding

This work was supported by the Fundamental Research Funds for Kim Chaek University of Technology (No.KUT20FM108, KUT2020FM05).

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Authors and Affiliations

  1. Department of Application Chemistry, KimChaek University of Technology, Pyongyang, Democratic People’s, Republic of Korea

    Kwanghyok Jong, Ganghyok Kim & Kwangjin Kim

  2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, 2 Linggong Rd., Hi-Tech Zone, 116024, Dalian, Liaoning, People’s Republic of China

    Kwanghyok Jong & Benzhi Ju

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  1. Kwanghyok Jong
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  2. Benzhi Ju
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Correspondence to Kwanghyok Jong.

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Jong, K., Ju, B., Kim, G. et al. Preparation of temperature-pH dual-responsive hydrogel from hydroxyethyl starch for drug delivery. Colloid Polym Sci 301, 455–464 (2023). https://doi.org/10.1007/s00396-023-05055-8

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  • DOI: https://doi.org/10.1007/s00396-023-05055-8

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