Abstract Dr. Walker
Thiazolidines: A Potential New Class of Broad-Spectrum Antioxidants
In this project, we propose to synthesize four novel thiazolidines by reaction of cysteine and 2-aminoethanethiol with 3,4,5-trihydroxybenzaldehyde and 3,5-di-tert-butyl-4-hydroxybenzaldehyde, respectively. The compounds will be evaluated as potential antioxidants.
These compounds were chosen because each compound contains at least two chemical moieties known to have antioxidant activity. Thiazolidines are known antioxidants. In these four compounds, the thiazolidine ring will be bonded to the active moieties of butylated hydroxytoluene (BHT) and gallic acid, respectively. Gallic acid and BHT are among the most active antioxidants known.
It is our plan to test these compounds as potential antioxidants using the ABTS, xanthine oxidase and DNA-nicking assays. We will also examine their effects upon lipid peroxidation. We will also attempt to determine the structures of the reaction products formed when each thiazolidine is reacted with peroxynitrite.
1A R1 =H, R2 = R3 = tert-butyl
1B R1 = COOH, R2 = R3= tert-butyl
2A R1 = H, R2 = R3 = OH
2B R1 = COOH, R2 = R3 = OH
Updated 10/31/2005
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