Substituent effects on reactive oxygen species (ROS) generation by hydroquinones
Allimuthu T Dharmaraja1, Charu Jain, Harinath Chakrapani
1Department of Chemistry, Indian Institute of Science Education and Research Pune , Dr. Homi Bhabha Road, Pashan, Pune 411021, Maharashtra, India.
Abstract:
In order to understand the structural aspects of stabilization of hydroquinones and their ability to generate reactive oxygen species (ROS), we designed and synthesized a series of 6-aryl-2,3-dihydro-1,4-benzoquinones. These compounds equilibrate with the corresponding 6-aryl-1,4-dihydroxybenzenes in an organic medium; a linear free energy relationship analysis gave ρ = +2.37, suggesting that this equilibrium was sensitive to electronic effects. The propensity of the compound to enolize appears to determine ROS-generating capability, thus offering scope for tunable ROS generation.
More Related Videos
Related Concept Videos
Oxidation of Phenols to Quinones
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox...
Regioselectivity of Electrophilic Additions-Peroxide Effect
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Radical Autoxidation
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Preparation and Reactions of Thiols


