A Combined NMR and UV–Vis Approach to Evaluate Radical Scavenging Activity of Rosmarinic Acid and Other Polyphenols

Abstract

Oxidative stress results from an imbalance between reactive oxygen species (ROS) production and the body’s ability to neutralize them. ROS are reactive molecules generated during cellular metabolism and play a crucial role in normal physiological processes. However, excessive ROS production can lead to oxidative damage, contributing to various diseases and aging. This study is focused on rosmarinic acid (RA), a hydroxycinnamic acid (HCA) derivative well known for its antioxidant activity. In addition, RA has also demonstrated prooxidant behavior under specific conditions involving high concentrations of transition metal ions such as iron and copper, high pH, and the presence of oxygen. In this study, we aim to clarify the underlying mechanisms and factors governing the antioxidant and prooxidant activities of RA, and to compare them with other HCA derivatives. UV–Vis, NMR, and EPR techniques were used to explore copper(II)’s binding ability of RA, caffeic acid, and p-coumaric acid. At the same time, UV–Vis and NMR methods were exploited to evaluate the polyphenols’ free radical scavenging abilities towards ROS generated by the ascorbic acid–copper(II) system. All the data indicate that RA is the most effective polyphenol both in copper binding abilities and ROS protection.