Chemical Journal of Chinese Universities ›› 2018, Vol. 39 ›› Issue (4): 793-799.doi: 10.7503/cjcu20170561

• Polymer Chemistry • Previous Articles     Next Articles

Preparation and Characterization of Star-shaped β-Cyclodextrin Based Polymer

YANG Qinghua1,*(), WANG Longgang2, LIU Jie1, LU Yong3, CHEN Tianyun3   

  1. 1. Department of Pharmacy, School of Biological and Medical Engineering,Hefei University of Technology, Hefei 230009, China
    2. Department of Chemical Technology, School of Environmental and Chemical Engineering,Yanshan University, Qinghuangdao 066004, China
    3. Department of Chemical Technology, School of Chemistry and Chemical Engineering,Hefei University of Technology, Hefei 230009, China
  • Received:2017-08-17 Online:2018-04-10 Published:2018-03-18
  • Contact: YANG Qinghua E-mail:yqhsina@126.com
  • Supported by:
    † Supported by the China Postdoctoral Science Foundation Funded Project(No.2015M571918), the Fundamental Research Funds for the Central Universities, China(No.JZ2014HGBZ0330) and the Innovation Training Projects for Undergraduate Students of Hefei University of Technology, China(No.2017CXCY490)

Abstract:

β-Cyclodextrin with terminal amino moiety(6-en-β-CD) was prepared by β-cyclodextrin(β-CD) as starting material through sulfonation and ethylenediamine substitution. Then, the target polymer[6-poly(glumatic acid-lysine)-β-CD] was obtained by ring opening polymerization(ROP) of glumatic acid and lysine N-carboxyl anhydride(NCA) and deprotection of benzoxycarbonyl(Cbz), with β-CD and polypeptides as its core and branched arms, respectively. The characters of the star-shaped polymer and its corresponding intermediates were determined by matrix-assisted laser desorption/ionization time of flight mass spectrometry(MALDI-TOF-MS), nuclear magnetic resonance(NMR) and Fourier transform infrared spectroscopy(FTIR), respectively. Moreover, the secondary structure and the cytotoxicity in vitro were also detected by circular dichroism(CD) and methylthiazolyldiphenyl-tetrazolium bromide(MTT) assay, respectively. The results showed that successful synthesis of the target polymer and its intermediates was achieved, and the molecular weight(Mw) of the target polymer, polydispersity index(PDI) and average degree of polymerization(DP) were 4626, 1.10 and 27.1, respectively. Furthermore, the secondary structure of the target polymer in water was random coil. The cell viability of human umbilical vein endothelial cells(HUVECs) could reach over 94% when the polymer concentration was up to 5 mg/mL, exhibiting no cell toxicity in vitro. In conclusion, our studies demonstrated that the polymer had potential applications in pharmacy industry.

Key words: β-Cyclodextrin, Ring opening polymerization, N-Carboxyl anhydride, Star-shaped polymer, Biocompatibility

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