Preparation and Characterization of Semi-IPN Cryogels Based on Polyacrylamide and Poly(N, N-dimethylaminoethyl methacrylate); Functionalization of Carrier with Monochlorotriazinyl-β-cyclodextrin and Release Kinetics of Curcumin

Molecules. 2021 Nov 18;26(22):6975. doi: 10.3390/molecules26226975.

Abstract

Curcumin (CCM) is a natural hydrophobic polyphenol known for its numerous applications in the food industry as a colorant or jelly stabilizer, and in the pharmaceutical industry due to its anti-inflammatory, antibacterial, antioxidant, anti-cancer, and anti-Alzheimer properties. However, the large application of CCM is limited by its poor solubility in water and low stability. To enhance the bioavailability of CCM, and to protect it against the external degradation agents, a novel strategy, which consists in the preparation of semi-interpenetrating polymer networks, (s-IPNs) based on poly(N,N-dimethylaminoethyl methacrylate) entrapped in poly(acrylamide) networks, by a cryogelation technique, was developed in this work. All s-IPN cryogels were characterized by SEM, EDX, FTIR, and swelling at equilibrium as a function of pH. Functionalization of semi-IPN cryogel with monochlorotriazinyl-β-cyclodextrin (MCT-β-CD) led to IPN cryogel. The release profile of CCM from the composite cryogels was investigated at 37 °C, in pH 3. It was found that the cumulative release increased with the increase of the carrier hydrophobicity, as a result of increasing the cross-linking degree, the content and the molar mass of PDMAEMA. Fitting Higuchi, Korsmeyer-Peppas, and first order kinetic models on the CCM release profiles indicated the diffusion as the main driving force of drug release from the composite cryogels.

Keywords: cryogel; curcumin; monochlorotriazinyl-β-cyclodextrin; poly(N,N-dimethylaminoethylmethacrylate); poly(acrylamide).

MeSH terms

  • Acrylic Resins / chemistry*
  • Anti-Inflammatory Agents, Non-Steroidal / administration & dosage
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Antineoplastic Agents / administration & dosage
  • Antineoplastic Agents / chemistry
  • Cryogels / chemistry*
  • Curcumin / administration & dosage*
  • Curcumin / chemistry
  • Drug Carriers / chemistry
  • Drug Liberation
  • Food Additives / administration & dosage
  • Food Additives / chemistry
  • Methacrylates / chemistry*
  • Nylons / chemistry*
  • beta-Cyclodextrins / chemistry*

Substances

  • Acrylic Resins
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antineoplastic Agents
  • Cryogels
  • Drug Carriers
  • Food Additives
  • Methacrylates
  • Nylons
  • beta-Cyclodextrins
  • monochlorotriazinyl-beta-cyclodextrin
  • poly(2-(dimethylamino)ethyl methacrylate)
  • polyacrylamide
  • Curcumin