Synthesis and characterization of photo-crosslinkable cinnamate-functionalized pectin

Int J Biol Macromol. 2022 Jun 15:210:208-217. doi: 10.1016/j.ijbiomac.2022.04.109. Epub 2022 Apr 27.

Abstract

The polysaccharide pectin (PC) was functionalized with the photo-responsive cinnamic acid hydrazide (CN) to produce the photo-crosslinkable PC-CN hydrogel material that was then evaluated as a carrier for encapsulation of the drug model aspirin. Cinnamic acid hydrazide was first prepared and then incorporated with the abundant -COOCH3 groups on the pectin chain via hydrazide linkage. The obtained polymeric derivatives have been characterized by means of instrumental techniques including FTIR and NMR. The obtained PC-CN hydrogels with different cinnamic functionality were also freeze-dried and examined by SEM, which indicated more coherent hydrogel texture by increasing the cinnamic functionalization. The effect of the photo-curing time, as well as the functionalization degree, on the swelling and gelation of the obtained hydrogel was also studied to evaluate the potential of the developed material in drug delivery systems using aspirin as a common and available drug model. The developed PC-CN hydrogel materials exhibited high potential as a drug carrier that enables the control of the drug release via optimizing both the degree of cinnamic functionality and the photo-curing time.

Keywords: Cinnamate; Pectin; Photo-crosslinking.

MeSH terms

  • Aspirin
  • Cinnamates
  • Hydrazines
  • Hydrogels* / chemistry
  • Pectins*

Substances

  • Cinnamates
  • Hydrazines
  • Hydrogels
  • Pectins
  • Aspirin