Synthesis and characterization of 2-hydroxyethylmethacrylate/2-(3-indol-yl)ethylmethacrylamide-based novel hydrogels as drug carrier with in vitro antibacterial properties

Ilgin P., Selçuk Zorer Ö., ÖZAY Ö., Boran G.

JOURNAL OF APPLIED POLYMER SCIENCE, vol.134, no.47, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 134 Issue: 47
  • Publication Date: 2017
  • Doi Number: 10.1002/app.45550
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Keywords: copolymers, drug delivery systems, kinetics, stimuli-sensitive polymers, PH-SENSITIVE HYDROGELS, CONTROLLED-RELEASE, SUPERABSORBENT HYDROGELS, DELIVERY, BEHAVIOR, ACID), DIFFUSION, CELLULOSE
  • Van Yüzüncü Yıl University Affiliated: Yes


In this study, a new cationic monomer 2-(3-indol-yl)ethylmethacrylamide (IEMA) derived from tryptamine was synthesized in a single step and characterized by Fourier transform infrared (FTIR), H-1-NMR, and C-13-NMR. Then, one-step preparation of novel poly[2-hydroxyethylmethacrylate-c-2-(3-indol-yl)ethylmethacrylamide], or p(HEMA-c-IEMA), copolymeric hydrogels has been performed successfully with IEMA and 2-hydroxyethylmethacrylate (HEMA) as monomers using free radical aqueous polymerization. The hydrogels were characterized with scanning electron microscopy, FTIR, elemental analysis, thermogravimetric analysis, and texture profile analysis instruments. p(HEMA-c-IEMA) hydrogels were used for swelling, diffusion, drug release, and antibacterial activity studies. The drug-release behavior of the hydrogels was determined as a function of time at 37 degrees C in pH1.2 and 7.2. The swelling and drug-release studies showed that an increased IEMA amount caused a higher increase in swelling and drug-release values. Additionally, zero-order, first-order, and Higuchi equation kinetic models were applied to the drug-release data, and the data fit well in the Higuchi model, and the Peppas power-law model was applied to the release mechanism. Finally, the antibacterial activities of the hydrogels were screened against Gram-positive bacteria (Bacillus cereus and Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli and Salmonella typhimurium). (c) 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 45550.