Structurally Related Edaravone Analogues: Synthesis, Antiradical, Antioxidant, and Copper-Chelating Properties

Abstract

Background:: The current therapeutic options available to patients diagnosed with Amyotrophic Lateral Sclerosis (ALS) are limited and edaravone is a compound that has gained significant interest for its therapeutic potential in this condition. Objectives: : The current work was thus undertaken to synthesize and characterize a series of edaravone analogues. Methods: A total of 17 analogues were synthesized and characterized for their antioxidant properties, radical scavenging potential and copper-chelating capabilities. Results: Radical scavenging and copper-chelating properties were notably observed for edaravone. Analogues bearing hydrogen in position 1 and a phenyl at position 3 and a phenyl in both positions of pyrazol-5 (4H)-one displayed substantial radical scavenging, antioxidants and copper-chelating properties. High accessibility of electronegative groups combined with higher electronegativity and partial charge of the carbonyl moiety in edaravone might explain the observed difference in the activity of edaravone relative to the closely related analogues 6 and 7 bearing hydrogen at position 1 and a phenyl at position 3 (6) and a phenyl in both positions (7). Conclusion: Overall, this study reveals a subset of edaravone analogues with interesting properties. Further investigation of these compounds is foreseen in relevant models of oxidative stress-associated diseases in order to assess their therapeutic potential in such conditions.

Effect of sage extract as a natural antioxidant on shear bond strength of metal orthodontic brackets bonded to bleached teeth: An in vitro study.

“…To reverse the impact of bleaching on the shear bond strength, many solutions have been proposed, such as postbonding the adhesion for 2-3 weeks (13). Industrial antioxidants such as sodium ascorbate have also been used but have many limitations because they are sensitive to ambient conditions (heat, light, humidity, and pH) and rapidly lose their stability and effectiveness (14). This is why many studies in the last and current decade have tended to use natural antioxidants that are bioreceptive, nontoxic, and effective and can be safely applied to the surface of teeth (15).…”