Thermally Stable and Antimicrobial Active Poly(Catechin) Obtained by Reaction with a Cross-Linking Agent

Biomolecules. 2020 Dec 31;11(1):50. doi: 10.3390/biom11010050.

Abstract

(+)-Catechin is a flavonoid with valuable antioxidant and antimicrobial properties, found in significant amounts in green tea leaves. Polymeric forms of catechin have been obtained by enzymatic reaction, photopolymerization, and polycondensation in designed processes. However, so far, poly(catechin) has not been received in the cross-linking reaction. Reactions with the cross-linking compound allowed for the preparation of antibacterial and antioxidant materials based on quercetin and rutin. The aim of the research was to obtain, for the first time, poly(catechin) by reaction with glycerol diglycide ether cross-linking compound. The polymeric form of (+)-catechin was confirmed using FTIR and UV-Vis spectroscopy. In addition, thermal analysis (TG and DSC) of the polymeric catechin was performed. The antioxidant and antibacterial activity of poly (flavonoid) was also analyzed. Poly(catechin) was characterized by greater resistance to oxidation, better thermal stability and the ability to reduce transition metal ions than (+)-catechin. In addition, the polymeric catechin had an antimicrobial activity against Staphylococcus aureus stronger than the monomer, and an antifungal activity against Aspergillus niger comparable to that of (+)-catechin. The material made on the basis of (+)-catechin can potentially be used as a pro-ecological stabilizer and functional additive, e.g., for polymeric materials as well as dressing materials in medicine.

Keywords: (+)-catechin; antioxidant properties; cross-linking compound; polymerization; thermal analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Catechin / chemistry*
  • Catechin / pharmacology
  • Cross-Linking Reagents / chemistry*
  • Cross-Linking Reagents / pharmacology
  • Flavonoids / chemistry
  • Flavonoids / pharmacology
  • Macromolecular Substances / chemistry
  • Macromolecular Substances / pharmacology*
  • Oxidation-Reduction / drug effects
  • Polymers / chemistry
  • Polymers / pharmacology
  • Quercetin / chemistry
  • Quercetin / pharmacology
  • Staphylococcus aureus / drug effects*

Substances

  • Anti-Infective Agents
  • Antioxidants
  • Cross-Linking Reagents
  • Flavonoids
  • Macromolecular Substances
  • Polymers
  • Catechin
  • Quercetin