Abstract

A new 2-substituted thiazolidine-4(R)-carboxylic acid (TCA), 2-glucosamine-TCA (GlcNH 2Cys), was synthesized with its antioxidative properties, compared with those of 2 other 2-substituted TCAs, 2-gluco-TCA and 2-galacto-TCA. The GlcNH 2Cys showed antioxidative properties of scavenging reactive free radicals (hydroxyl radical and superoxide anion), preventing macromolecules damage (deoxyribose, protein, and lipid), and was hepatoprotective against acetaminophen-induced liver damage by replenishing sulfhydryl levels, increasing the total antioxidative capacity of the liver, and inhibiting lipid peroxidation. GlcNH 2Cys is a promising compound to protect against oxidative stress xenobiotics.

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