A small series of new synthetic analogues of curcumin (Curc) in monomeric and dimeric (biphenyl)18 form was prepared by straightforward procedures. Chain-breaking antioxidant activity of the studied19 compounds was evaluated during bulk phase lipid autoxidation and the effect of an alkyl group in para20 position to the aromatic ring directly bonded to the keto-enol unit was studied. The lack of phenolic21 OH group in this aromatic ring allowed us to evaluate also the influence of the guaiacyl and keto-enol22 units on the oxidative process. New binary antioxidant compositions of studied compounds with DL23 ?-tocopherol (TOH) and ternary mixtures with TOH and ascorbylpalmitate (AscPH), respectively,24 have been created and their antioxidant potential and effects have been studied. All monomers25 manifest good to high synergism in equimolar mixtures with TOH at both concentrations. The effect26 of their mixtures with TOH raises up to 70% at 0.1 mM concentration

Antioxidant properties of novel curcumin analogues: a combined experimental and computational study

Davide Fabbri;Maria Antonietta Dettori;Giovanna Delogu
2021

Abstract

A small series of new synthetic analogues of curcumin (Curc) in monomeric and dimeric (biphenyl)18 form was prepared by straightforward procedures. Chain-breaking antioxidant activity of the studied19 compounds was evaluated during bulk phase lipid autoxidation and the effect of an alkyl group in para20 position to the aromatic ring directly bonded to the keto-enol unit was studied. The lack of phenolic21 OH group in this aromatic ring allowed us to evaluate also the influence of the guaiacyl and keto-enol22 units on the oxidative process. New binary antioxidant compositions of studied compounds with DL23 ?-tocopherol (TOH) and ternary mixtures with TOH and ascorbylpalmitate (AscPH), respectively,24 have been created and their antioxidant potential and effects have been studied. All monomers25 manifest good to high synergism in equimolar mixtures with TOH at both concentrations. The effect26 of their mixtures with TOH raises up to 70% at 0.1 mM concentration
2021
Istituto di Chimica Biomolecolare - ICB - Sede Secondaria Sassari
antioxidant potential
bulk lipid autoxidation
curcumin
hydroxylated biphenyls
DFT calculations
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/389296
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