Design of Antibacterial and Sustainable Antioxidant Networks Based on Plant Phenolic Derivatives Used As Delivery System of Carvacrol or Tannic Acid

Abstract

Biobased release networks embedding active phenolic moieties were prepared by photoinduced thiol–ene reaction. The originality of this work is to design UV-cured materials as the delivery system of two phenolic compounds i.e. carvacrol (presents in thyme essential oil) and tannic acid (plants extracted). The key point of this study is to elaborate the cross-linked network and, in the same step, trapping the active phenolic molecules thanks to a rapid photoinduced process at room temperature, preserving active natural compounds. The photoactivated thiol–ene reaction was chosen to synthesize different eugenol-based networks since this process is nowadays mainly well-known as a fast and straightforward tool to prepare cross-linked materials by green chemistry. The mechanical and thermal properties of the networks were determined, and their antibacterial and antioxidant properties were investigated against two bacteria strains: Staphylococcus aureus (S. aureus) and Escherichia coli (E. coli). The system based on 20 wt % of carvacrol worked as an effective diffusion controlled system since it allowed a complete inhibition of the bacteria growth and a reduction in bacterial adhesion of 100% and 98.4% for E. coli and S. aureus respectively. The introduction of 10 wt % of tannic acid in the eugenol-based network led to a reduction of 77.9% of the bacteria adhesion of the Gram-negative bacterium (E. coli), and there was no bacterium adhesion of Gram-positive bacteria (S. aureus). Moreover, these phenolic compounds provided a promising strong antioxidant activity as a radical scavenging activity of 88% and 92% for 20 wt % introducing of carvacrol and 10 wt % of tannic acid respectively were determined. Finally, these new active networks are particularly interesting since after 2 months, the antioxidant property of the carvacrol still remains equal at 68% and is fully preserved for the tannic acid thus, they could be used as sustained antibacterial and antioxidant phenolic delivery systems for packaging applications. The long time activity of the networks containing tannic acid is due to a physical entrapping induced by an oxidative coupling reaction between the molecules of tannic acid.

New insight into the mechanism of formation of dual actives loaded multilayered polymeric particles and their application in food preservation

“…To assess the active releasing performance, the release studies of dual actives (benzoic acid and tocopherol) from Samples S1 to S4 were carried out in PBS buffer of pH 7 at 37 °C and the results are displayed in Figure . The significantly faster release of both actives from System S2 compared to other system is clearly evident.…”

A Novel Strategy to Coat Dopamine-Functionalized Titanium Surfaces With Agarose-Based Hydrogels for the Controlled Release of Gentamicin

“…( Meena et al., 2007 ; Zhang et al., 2010 ; Marras-Marquez et al., 2014 ; Awadhiya et al., 2016 ; Zarrintaj et al., 2018 ). Phenolic compounds are of particular interest because they can act as crosslinker and also, as for TA, demonstrated to have antibacterial and anti-inflammatory properties of their own ( Ninan et al., 2016 ; Glaive et al., 2017 ). Furthermore, polyphenol represents an environmentally friendly and economical approach to surface functionalization ( Xu et al., 2016a ).…”

Scalable Synthesis of Multifunctional Epidermis‐Like Smart Coatings

“…In addition, the formation of hydrogen bonding network may help avoid the cohesive failure, which agrees well with the fact that during the test, most of the substrates fail while leaving the film intact. Interestingly, the active phenolic hydroxyl groups of TA can also destroy the cytoplasmic membrane by increasing the permeability, implying that our smart coatings may have excellent antibacterial properties. Agar diffusion test is used to qualitatively study this effect.…”