Theoretical elucidation of structure-antioxidant activity relationships for Thiazolidinone Derivatives

Thiazolidinone Derivatives (TD) are a novel class of calcium ion (Ca2+) ant agonists possessing both Ca2+ overload inhibition and antioxidant activity. The free radical scavenging activity of TD play a key role in its cardiopr otective processes. To elucidate the structure-antioxidant activity relatio nships (SAAR) for TD, a series of phenolic analogues of TD were constructed by adding various substituents to phenol step by step. And the theoretical parameter characterizing the free radical scavenging activity, O-H bond di ssociation energy (BDE), was calculated for these phenols by quantum chemic al method AM1/B3LYP/6-31G**. Thus, the contribution of each substituent to the O-H BDE was obtained. As a result, not only the SAAR for TD was explain ed, but also the understanding on TD's antioxidative mechanism was deepened .