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.

Highlights

  • Catechin and its derivatives are polyphenolic compounds, found in significant amounts in green tea, cocoa, red wines, and chocolate

  • Glycerol diglycidyl ether (GDE) is an aliphatic epoxy monomer that can be used as a diepoxy crosslinker

  • glycerol diglycide ether (GDE) can be used in the formation of epoxy materials, which can further be used in biodegradable plastics [30,31]

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Summary

Introduction

Catechin (flavan-3-ol) and its derivatives are polyphenolic compounds, found in significant amounts in green tea, cocoa, red wines, and chocolate. This plant flavonoid is known for its strong antioxidant properties and has been proposed in the literature as an anti-aging substance. The valuable properties of compounds from the group of flavonoids closely depend on their chemical structure. Flavonoids are based on the flavan structure, the number, positions, and types of substitutions influence radical scavenging and chelating activity, as well as their pharmacological activities such as antiviral/antibacterial, cytotoxic, cardioprotective and anti-inflammatory activities. The influence of individual structural elements of flavonoids on the efficiency of scavenging free radicals and pharmacological action is described comprehensively. Correlations between the structure of polymeric forms and their activity are poorly researched [7,8,9,10,11]

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