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Antiradical

The Experts below are selected from a list of 9369 Experts worldwide ranked by ideXlab platform

Florent Allais – 1st expert on this subject based on the ideXlab platform

  • structure activity relationships and structural design optimization of a series of p hydroxycinnamic acids based bis and trisphenols as novel sustainable Antiradical antioxidant additives
    ACS Sustainable Chemistry & Engineering, 2015
    Co-Authors: Armando F Reano, Julie Cherubin, Aurelien Peru, Qiao Wang, Tiphaine Clement, Sandra Domenek, Florent Allais

    Abstract:

    Chemo-enzymatic synthesis and screening of a library of renewable saturated and unsaturated bis- and trisphenols deriving from p-hydroxycinnamic acids (i.e., p-coumaric acid, ferulic acid, and sinapic acid) and biobased diols/triol (i.e., isosorbide, 1,4-butanediol, glycerol) showed that these compounds were potent antioxidants/Antiradicals. To optimize their Antiradical activities, we assessed the structure–activity relationships (SAR) of these phenolics focusing on the internal diol/triol linker, the degree of methoxylation on the aromatic rings, and the C═C double bond of the α,β-unsaturated esters. We found that methoxylation degree and the unsaturation were critical for Antiradical activity while the nature of the diol had a small impact. Indeed, SAR revealed that, for saturated compounds, the higher the methoxylation degree, the higher the Antiradical activity; on the other hand, unexpectedly, the presence of the unsaturation had a negative impact on the activity. The Antiradical activities of these…

  • Structure-activity relationships and structural design optimization of a series of p-hydroxycinnamic acids-based bis- and trisphenols as novel sustainable Antiradical/antioxidant additives
    ACS Sustainable Chemistry & Engineering, 2015
    Co-Authors: Armando F Reano, Julie Cherubin, Aurelien Peru, Qiao Wang, Tiphaine Clement, Sandra Domenek, Florent Allais

    Abstract:

    Chemo-enzymatic synthesis and screening of a library of renewable saturated and unsaturated bis- and trisphenols deriving from p-hydroxycinnamic acids (i.e., p-coumaric acid, ferulic acid, and sinapic acid) and biobased diols/triol (i.e., isosorbide, 1,4-butanediol, glycerol) showed that these compounds were potent antioxidants/Antiradicals. To optimize their Antiradical activities, we assessed the structure activity relationships (SAR) of these phenolics focusing on the internal diol/triol linker, the degree of methoxylation on the aromatic rings, and the C=C double bond of the alpha,beta-unsaturated esters. We found that methoxylation degree and the unsaturation were critical for Antiradical activity while the nature of the diol had a small impact. Indeed, SAR revealed that, for saturated compounds, the higher the methoxylation degree, the higher the Antiradical activity; on the other hand, unexpectedly, the presence of the unsaturation had a negative impact on the activity. The Antiradical activities of these bis- and trisphenols were then compared to that of Irganox 1010, a widely used antioxidant additive in polypropylene. The optimized compounds, i.e. those deriving from sinapic acid and with saturated esters, proved as effective while being 100% biobased and obtained through a more sustainable synthetic pathway. Thermal analyses (TGA) demonstrated that these bis- and trisphenols exhibit high thermal stability and that their T(d)5% can be easily tailored by playing with the structure of the bisphenol core. p-Hydroxycinnamic acids-based bis- and trisphenols are thus promising easily accessible, eco-friendly, and biocompatible Antiradical additives for a sustainable approach to the stabilization of polymers in packaging and other applications.

L Sebastiani – 2nd expert on this subject based on the ideXlab platform

  • catechin epicatechin quercetin rutin and resveratrol in red grape content in vitro antioxidant activity and interactions
    Journal of Food Composition and Analysis, 2008
    Co-Authors: P Iacopini, M Baldi, P Storchi, L Sebastiani

    Abstract:

    Abstract The extracts obtained from skin and seeds of 10 native Tuscan and international Vitis vinifera varieties were evaluated for their antioxidant activity, total phenolic and anthocyanin content and subjected to HPLC–UV analysis to quantify the content of five phenolic constituents of biological interest: catechin and epicatechin in seeds and quercetin, rutin and resveratrol in skin extracts. The antioxidant activity of the extracts and pure compounds was assessed by means of two different in vitro tests: scavenging of the stable DPPH radical and of authentic peroxynitrite (ONOO−). All the extracts showed significant Antiradical capacity: Merlot skin was most active towards both radicals. All the five phenols investigated possessed strong Antiradical activity. Quercetin, catechin and epicatechin showed maximum activity (respectively, IC 50 ( DPPH ) 5.5, 6.7 and 6.8 μM, IC 50 ( ONOO – ) 48.8, 55.7 and 56.7 μM). Potential Antiradical interactive effects among the five compounds were also investigated and results indicated possible synergy between quercetin, rutin and resveratrol towards ONOO−. The effect was additive for catechin and epicatechin.

  • catechin epicatechin quercetin rutin and resveratrol in red grape content in vitro antioxidant activity and interactions
    Journal of Food Composition and Analysis, 2008
    Co-Authors: P Iacopini, M Baldi, P Storchi, L Sebastiani

    Abstract:

    The extracts obtained from skin and seeds of 10 native Tuscan and international Vitis vinifera varieties were evaluated for their antioxidant activity, total phenolic and anthocyanin content and subjected to HPLC-UV analysis to quantify the content of five phenolic constituents of biological interest: catechin and epicatechin in seeds and quercetin, rutin and resveratrol in skin extracts. The antioxidant activity of the extracts and pure compounds was assessed by means of two different in vitro tests: scavenging of the stable DPPH d radical and of authentic peroxynitrite (ONOO � ). All the extracts showed significant Antiradical capacity: Merlot skin was most active towards both radicals. All the five phenols investigated possessed strong Antiradical activity. Quercetin, catechin and epicatechin showed maximum activity

Armando F Reano – 3rd expert on this subject based on the ideXlab platform

  • structure activity relationships and structural design optimization of a series of p hydroxycinnamic acids based bis and trisphenols as novel sustainable Antiradical antioxidant additives
    ACS Sustainable Chemistry & Engineering, 2015
    Co-Authors: Armando F Reano, Julie Cherubin, Aurelien Peru, Qiao Wang, Tiphaine Clement, Sandra Domenek, Florent Allais

    Abstract:

    Chemo-enzymatic synthesis and screening of a library of renewable saturated and unsaturated bis- and trisphenols deriving from p-hydroxycinnamic acids (i.e., p-coumaric acid, ferulic acid, and sinapic acid) and biobased diols/triol (i.e., isosorbide, 1,4-butanediol, glycerol) showed that these compounds were potent antioxidants/Antiradicals. To optimize their Antiradical activities, we assessed the structure–activity relationships (SAR) of these phenolics focusing on the internal diol/triol linker, the degree of methoxylation on the aromatic rings, and the C═C double bond of the α,β-unsaturated esters. We found that methoxylation degree and the unsaturation were critical for Antiradical activity while the nature of the diol had a small impact. Indeed, SAR revealed that, for saturated compounds, the higher the methoxylation degree, the higher the Antiradical activity; on the other hand, unexpectedly, the presence of the unsaturation had a negative impact on the activity. The Antiradical activities of these…

  • Structure-activity relationships and structural design optimization of a series of p-hydroxycinnamic acids-based bis- and trisphenols as novel sustainable Antiradical/antioxidant additives
    ACS Sustainable Chemistry & Engineering, 2015
    Co-Authors: Armando F Reano, Julie Cherubin, Aurelien Peru, Qiao Wang, Tiphaine Clement, Sandra Domenek, Florent Allais

    Abstract:

    Chemo-enzymatic synthesis and screening of a library of renewable saturated and unsaturated bis- and trisphenols deriving from p-hydroxycinnamic acids (i.e., p-coumaric acid, ferulic acid, and sinapic acid) and biobased diols/triol (i.e., isosorbide, 1,4-butanediol, glycerol) showed that these compounds were potent antioxidants/Antiradicals. To optimize their Antiradical activities, we assessed the structure activity relationships (SAR) of these phenolics focusing on the internal diol/triol linker, the degree of methoxylation on the aromatic rings, and the C=C double bond of the alpha,beta-unsaturated esters. We found that methoxylation degree and the unsaturation were critical for Antiradical activity while the nature of the diol had a small impact. Indeed, SAR revealed that, for saturated compounds, the higher the methoxylation degree, the higher the Antiradical activity; on the other hand, unexpectedly, the presence of the unsaturation had a negative impact on the activity. The Antiradical activities of these bis- and trisphenols were then compared to that of Irganox 1010, a widely used antioxidant additive in polypropylene. The optimized compounds, i.e. those deriving from sinapic acid and with saturated esters, proved as effective while being 100% biobased and obtained through a more sustainable synthetic pathway. Thermal analyses (TGA) demonstrated that these bis- and trisphenols exhibit high thermal stability and that their T(d)5% can be easily tailored by playing with the structure of the bisphenol core. p-Hydroxycinnamic acids-based bis- and trisphenols are thus promising easily accessible, eco-friendly, and biocompatible Antiradical additives for a sustainable approach to the stabilization of polymers in packaging and other applications.